32789 Zip Code FL Condos for Sale - The Homes In Orlando Team

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

Welcome to this newly updated 2-bedroom, 2-bath condo ideally situated just steps down from shops, dining, and cultural attractions of Park Ave and Rollins College. Freshly painted and featuring brand-new flooring throughout, this home offers a perfect blend of comfort, convenience, and modern style. The spacious open layout includes a bright living area that opens to a lovely screened-in lanai—perfect for enjoying your morning coffee or relaxing after a day on the lake. The primary suite boasts a generous walk-in closet and an en suite bath, providing a private and relaxing retreat. Located in the highly sought after Lake Virginia Condominiums, residents enjoy resort style amenities, including a lakefront pool and hot tub, boat dock, fitness center, kayak storage, fire pit, bike storage, elevator access, and reserved covered parking. Don’t miss this rare opportunity to own a modernized lakefront unit in one of Winter Park’s most desirable locations! Residents also have the option to reserve the clubhouse, which features a kitchen, comfortable seating, and direct access to the pool area—making it the perfect venue for gatherings, celebrations, or special events. A poolside guest suite is available to rent for additional visitors. Whether you're looking for a permanent residence, a seasonal getaway, or a smart investment opportunity, this move-in-ready condo offers the very best of Florida living.

690 Osceola Ave Unit 410, Winter Park

$145,000

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Reasons you'll love this condo: convenient, cozy and quiet, you can't beat this community for its location and tranquil setting on Lake Killarney. Add to that the brand new air conditioning system (2025), hot water heater (2025) and fresh paint throughout (2025) and you'll see why this unit is for you. Step into the unit through the brand new front door (2025) and you are in the generous living room with dining space. The tidy kitchen with matching all white appliances is clean as a whistle. You'll love the large utility is where you'll find the air conditioner, hot water heater and plenty of shelving. The bathroom has new vanity (2025), mirror and light fixture (2025), and newer toilet. You'll find the bedroom spacious with a large double closet. Ceiling fans in living and bedroom. Location in the community is handy, with assigned parking space just steps away and easy access to the quiet courtyard. You'll love the lakefront outdoor space including pool, club house, tons of manicured green space, over-water covered seating on the new dock, boat launch and slips. Close to shopping and dining in Winter Park, easy access to highways. This community is everything people come to Florida to find!

2500 Lee Road Unit 243, Winter Park

$199,000

2 Beds ⋅ 1 Baths ⋅ Aragon Condo SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully updated second-floor corner unit nestled within the sought-after Aragon Condominium community in the heart of Winter Park. This bright and airy two-bedroom, one-bath home offers a perfect blend of comfort, style, and convenience. Step inside to discover freshly painted interiors and elegant laminate flooring that flows seamlessly throughout the space. The galley-style kitchen offers a functional layout and opens to a spacious living and dining area—ideal for both relaxed evenings at home and entertaining guests. Natural light fills the open-concept living space, while the cozy front patio invites you to enjoy your morning coffee or unwind at the end of the day. Both bedrooms are generously sized with pool view and feature built-in closets for easy organization, while a hallway closet adds extra storage for linens or household essentials. The bathroom features modern finishes and thoughtful design, with a shower and tub. The Aragon community offers a host of amenities designed for easy living, including a tranquil central courtyard, a sparkling community pool, on-site laundry facilities, and ample parking with both assigned and guest spaces. Located in one of Winter Park’s most vibrant neighborhoods, this condo is just steps from shopping centers, grocery stores, restaurants, and retail boutiques. With quick access to I-4 and nearby parks, it offers both a peaceful retreat and a connected urban lifestyle. Whether you’re a first-time buyer, downsizing, or searching for an ideal investment opportunity, this delightful home provides the perfect combination of charm, location, and livability.

851 Miles Avenue Unit 8, Winter Park

$2,288,215

3 Beds ⋅ 4 Baths ⋅ Alabama Condo SubDv. ⋅ 32789 Zip Code

A Jewel Box: Curated for a Life Well Lived. Penthouse 404 at The Alabama is a rare architectural gem—a two-story residence that blends historic provenance w/ design-forward luxury in the heart of Winter Park’s most coveted lakefront setting. Created by combining two original top-floor units, this expansive penthouse is the largest in the building & the only one w/ a private outdoor terrace. Originally constructed in 1921 as the Alabama Hotel, the Mediterranean Revival structure has been transformed into an intimate community of 19 private residences overlooking Lake Maitland w/ direct access to the Winter Park Chain of Lakes. Reimagined by Z Properties in 2019 w/ a full renovation, the home reflects thoughtful scale, bespoke craftsmanship & a sophisticated design vision. The dramatic entry foyer features extensive millwork paneling that conceals the bedroom suites & opens into a light-filled great room w/ expansive lake-facing windows & French doors that open to the signature terrace: a professionally landscaped outdoor retreat w/ turf grass, mist fans, lighting, irrigation & custom planters. At the heart of the home, the boldly composed kitchen balances sculptural form & high function. A sculptural block of black quartz anchors the island w/ seating, trimmed in gold metal cladding that echoes the gold countertops & full-height backsplash. Sleek, dark wood, high-gloss cabinetry conceals a panel-ready Thermador suite, including double refrigerator columns & dishwasher. Lacquered finishes, under-cabinet lighting, geometric black-&-white tile, designer fixtures, brass Lutron controls, linear HVAC diffusers, LED recessed lighting & in-ceiling Sonos speakers complete the experience. What appears to be cabinetry is actually a hidden door leading to a den/family room at the rear of the home—overlooking the lake & appointed w/ custom built-ins, black sisal carpet & a moody grasscloth ceiling that mirrors the wall color & adds cinematic ambiance. Throughout, curated materials elevate each room: Venetian plaster, Schumacher wallpaper, signature lighting, oak chevron-patterned hardwood floors & tailored sisal carpets. The main level includes two en-suite bedrooms located just off the foyer. The primary suite offers a lacquered accent wall, boutique-style closets & a spa-quality bath w/ a custom vanity, dual undermount sinks, lucite-&-metal hardware, black quartz counters & full-height mirrors w/ integrated lighting. A glass-enclosed wet room w/ soaking tub & rain shower, Toto toilet & Venetian plaster walls completes the suite. A discreet laundry room & storage area are tucked away nearby. The secondary bedroom features a black vanity w/ gold hardware, black-&-white subway tile, gold sunburst mirror & a walk-in frameless glass shower—ideal for guests or extended stays. Upstairs, a third en-suite bedroom offers treetop & lake views, a mirrored gym wall & private bath featuring a black vanity w/ silver-toned hardware, black quartz top, black penny tile floors & bold geometric tile that spans the shower & vanity wall—complete w/ a tucked-away water closet for added privacy. Additional features include Nest-controlled dual HVAC, 80-gallon stainless water heater w/ booster, Everpure filtration, Jeld-Wen impact-rated windows & doors, Lutron controls & two reserved covered parking spaces. The Alabama offers a lakeside pool, renovated clubhouse, private dock & community boat slips—all just minutes from Park Avenue.

1602 Alabama Drive Unit PH404, Winter Park

$530,000

3 Beds ⋅ 2 Baths ⋅ Lake Killarney Condo SubDv. ⋅ 32789 Zip Code

Experience luxury lakefront living in this stunning and truly unique 3-bedroom, 2-bathroom second-floor condo. This expansive 1,875 SF residence blends modern European design with artistic detail. Designed by a local artist in collaboration with a local architect, every element of this home reflects thoughtful craftsmanship and sophistication. The condo features newer plumbing, electrical wiring, and two new HVAC units that were installed in 2024. Natural light pours in through generous windows, enhancing the open-concept layout that seamlessly connects the dining room, living room, and kitchen. The living room is a welcoming space with built-in shelving, views of the lake, and a walk-in closet that is a useful utility closet. The kitchen is both functional and striking, featuring German textured glass cabinetry, granite countertops, and stainless steel appliances. A show-stopping in-kitchen dining table crafted from high-gloss peacock blue lava stone and French marble serves as a stunning focal point. The primary bedroom offers a walk-in closet, a peaceful sitting area with lake views, and a serene en-suite bathroom complete with a soaking tub. The second bedroom also enjoys lake views and a sitting area, while the third bedroom includes an antique English armoire that serves as a closet. Natural bamboo flooring runs throughout the home, adding warmth and style. The unit is accessed by a private staircase that leads you to your secluded lakefront retreat. The community features include; a very nice swimming pool that was just redone, clubhouse, and recreational areas. This unit includes two dedicated parking spaces and access to a private community boat launch. Annual boat slip rentals are available for $900, and the lake even permits seaplane landings—perfect for those seeking both adventure and tranquility. Located just a short walk from Trader Joe’s, the Winter Park Library, and Hillstone Restaurant, this condo combines quiet lakefront living with unbeatable proximity to shopping, dining, and entertainment. Just minutes from downtown Winter Park, this is a rare opportunity to own a one-of-a-kind home in an exceptional setting.

151 N Orlando Avenue Unit 212, Winter Park

$325,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

CLICK ON VIRTUAL TOUR to get an overview of the complex. HUGE PRICE REDUCTION!!!!......Discover a RARE opportunity to own a 3 BEDROOM 2.5 BATH unit at beautiful Winter Park Gardens. One of only seven 3 BEDROOM units so infrequently available. Located on the second floor. Enjoy stunning floor to ceiling views of lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens in your tropical sunroom. Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours!

700 Melrose Ave Unit C22, Winter Park

$177,000

1 Beds ⋅ 1 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

This move-in-ready, first-floor condo has been completely updated and is ready for its new owner. Enjoy newer flooring, fresh paint, an in unit washer/dryer, and modern fixtures throughout! Located in a well-maintained community with great amenities, including a pool. Conveniently situated in desirable Winter Park, close to shopping, dining, and major roadways. A great opportunity for homeowners or investors alike! Seller may contribute to closing costs if preferred lender is used.

1250 S Denning Drive Unit 108, Winter Park

$199,900

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Introducing a captivating 1-bedroom, 1-bathroom condo in a prime location, granting access to the serene Lake Killarney, complete with an array of enticing features and community perks. This condo promises a cozy and convenient living experience and it is situated on the first floor. Some features include luxury vinyl throughout, decorative electric fireplace, remodeled kitchen with breakfast bar, stainless steel appliances and glass backsplash. Also, a remodeled bath with a seamless glass shower. A standout feature is the designated parking spot, ensuring hassle-free parking. Residents are treated to an array of amenities enhancing their lifestyle. A central laundry room eliminates chore-related inconveniences. The community offers a pool and clubhouse for relaxation and socializing. A major highlight is the direct access to the picturesque Lake Killarney, offering breathtaking vistas and serene moments, perfect for leisure and tranquility. The condo's location is a commuter's dream, a few minutes from I-4. Proximity to Winter Park Village and College Park ensures diverse shopping and dining experiences. It's noteworthy that HOA approval is required for occupancy, with a two-year waiting period before rental. This fosters a sense of community and stability among residents. Seize the opportunity to make this condo your new home!

2500 Lee Road Unit 134, Winter Park

$234,000

2 Beds ⋅ 1 Baths ⋅ Lake Killarney Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Investors Dream with Minimal Lease Restrictions! Back on Market. Buyer financing fell through. Welcome to the Lake Killarney Condo Community! This two-bedroom, one-bathroom condo features sold surface countertops in the kitchen, complete bathroom renovation with updated fixtures, newer floors in some rooms, washer/dryer hookups, newer kitchen appliances, and a complete interior fresh coat of paint. Central heat/air was also added by the current owner to the screened in patio/balcony, including a closed off air duct to the balcony/patio, should you want to enclose the area. With a partial lake view from the patio, all you have to do to embrace nature is step outside your front door. This unit includes 1 parking space and visitor parking as well. Other amenities include the community pool, which overlooks Lake Killarney, a private loading dock for the boating expert in you, shuffleboard courts, grilling stations, and scenic outdoor seating areas, perfect for picnics, romantic sunsets, and daily meditation. HOA options for boat parking and dedicated kayak storage based upon availability. Located next door to Trader Joe’s and across from Winter Park Village, this condo offers convenient access to premier shopping, dining, and entertainment. Take a boat ride to Hillstone for happy hour or a delicious meal, relax in the pool while watching the sunset, or read a book under one of the park trees. Book your showing today and begin your ultimate lake life living!

151 N Orlando Avenue Unit 204, Winter Park

$718,500

3 Beds ⋅ 3 Baths ⋅ Quarters At Winter Park Condo Ph 2 SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. A rare (and low-maintenance!) gem, this 3 bed/2.5 bath home is located just around the corner from Park Avenue and Rollins College. Tucked away in the most perfect location, this 2-story Winter Park condo was stripped down to the studs and completely remodeled in 2007 with all new plumbing, electrical, ductwork, flooring, appliances, and natural gas line, plus (2) newer HVAC systems installed in Nov. 2022. The gated front courtyard was designed by a landscape architect, where foliage, a potted herb garden, wooden bench, and fountain create a tranquil welcome for your guests. Enter to a spacious dining room flooded with natural light through the bank of French doors that open to the courtyard. A built-in dry bar, complete with 2 wine refrigerators, makes this a perfect space for entertaining, while oak wood flooring throughout the home adds warmth and charm. The stylish chef’s kitchen has cool concrete counters, custom cabinetry, and dual-fuel 6-burner Wolf range, plus a cozy dinette with a built-in terrazzo-topped table and banquette. A breakfast bar provides extra seating, and the living room beyond includes a clean-burning bioethanol fireplace and soaring windows with views of the interior screened 2-story courtyard. Upstairs, the private primary retreat offers multiple closets, a balcony overlooking the interior courtyard, and an en-suite bath featuring a large walk-in shower with body sprays, a towel warmer, and a laundry room with built-in storage. At the opposite end, the front-facing bedroom can double as an office, with a custom built-in desk and shelving along one wall, plus a screened balcony that overlooks the front courtyard, perfect for sipping your morning coffee or tea. A 3rd bedroom, 2nd full bathroom, linen closet, and quaint sitting area/nook complete the second floor. A private alleyway behind the building provides access to the oversized 2-car garage with a custom built-in workbench and sink, and 2 dedicated storage units. Walk to the Rollins, Park Avenue, the Winter Park Tennis Center, Azalea Lane Playground, or through the brand new Seven Oaks Park on your way to the shops and eateries along Orange Avenue. The ideal blend of sophistication and practicality, this condo is simply perfect for those seeking an effortless lifestyle in the heart of Winter Park.

1130 Washington Avenue Unit 11-C, Winter Park

$672,000

3 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

Welcome to Park West — an exclusive, gated enclave ideally situated just moments from the vibrant heart of downtown Winter Park. This impeccably maintained 3-bedroom, 2-bathroom residence with a versatile den offers an exceptional combination of elegance, comfort, and convenience. The den, currently utilized as a private home office, can easily serve as a third bedroom to accommodate your needs. The open-concept living and dining areas are highlighted by a traditional decorative fireplace, providing a warm and inviting ambiance for everyday living or entertaining. The spacious primary suite features a private en-suite bath with a walk-in shower and an expansive walk-in closet, while the second bedroom is located adjacent to the hallway bath, which includes a tub/shower combination. A dedicated laundry room with built-in shelving and generous storage is a rare and valuable amenity in condominium living. Residents of Park West enjoy access to an array of premier community features, including a clubhouse, swimming pool, and tennis/pickleball courts — all within the privacy and security of a gated setting. Best of all, this exceptional property is just a short stroll to the boutiques and dining of Park Avenue, world-class museums, Central Park, the SunRail station, and the Winter Park Golf Course. This is a rare opportunity to own a spacious, well-appointed condo in one of Winter Parks most sought-after neighborhoods.

300 Carolina Avenue Unit 304, Winter Park

$780,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Experience unparalleled sophistication and tranquility with this extraordinary two-bedroom, two-bath condominium, boasting one of the rare and coveted water views in The Cloisters. Nestled on the serene shores of Lake Osceola, this residence offers a unique opportunity to enjoy stunning lake vistas that are available in only a small number of units within the complex. Spanning 1,351 square feet, this haven of light and serenity is designed to accentuate its breathtaking views. The primary suite is a harmonious retreat featuring an en-suite bath, a spacious dressing area with ample closet space, and potential for an added washer and dryer, ensuring both comfort and convenience. The separate kitchen opens to a generous living and dining area, offering picturesque views of glistening Lake Osceola – perfect for intimate gatherings or quiet evenings at home. More than just a place to call home, this condominium is a gateway to a lifestyle of elegance and ease. Exclusive amenities such as covered parking with a dedicated space conveniently close to the elevator, enhance the living experience. Additionally, boat docks, a gym, and an elegant community room within the complex provide leisure options. Managed expertly by FirstService Residential, this property promises a seamless and harmonious living experience. Located just steps from the vibrant shopping and dining of Park Avenue, the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College, this home places you at the center of Winter Park's most coveted attractions. Embrace the rare opportunity to own a unit with one of the most desirable water views in The Cloisters. Schedule your private viewing today and discover how this exceptional residence can become your canvas for an extraordinary life.

106 S Interlachen Avenue Unit 317, Winter Park

$535,000

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

The Cloisters, one of Winter Park's established and sought-after communities features an ornate architectural design complemented by lush landscaping and an inviting entryway. This fourth-floor two-bedroom, one-bathroom condominium offers approximately 901 square feet with a spacious and modern living experience. Upon entering this residence, you are greeted with a bright and open living area accentuated by abundant wide-plank oak hardwood flooring and complete with features such as crown molding, a Nest thermostat, recessed lighting, and plantation shutters. The primary bedroom provides ample space and natural lighting, while the updated kitchen boasts modern finishes, including new quartz countertops & backsplash, stainless steel appliances, and an induction oven. The bathroom has been upgraded with Kohler fixtures and porcelain tile. For added convenience, the home includes an in-unit washer and dryer, as well as a balcony providing access to the scenic views and spacious grounds. The electrical panel box has been updated, along with new electrical outlets throughout. Residents can enjoy the community's numerous amenities, including a heated pool, hosting events in the renovated social room with a full kitchen, boat dock, and putting green, all set against the tranquil backdrop of Lake Osceola. The association dues include cable TV, building insurance, internet, maintenance (grounds, exterior, pool), on-site management, sewer, trash collection and water, providing a maintenance-free lifestyle. Additional highlights include an assigned covered parking space, storage room and a lakefront seating area. This sophisticated condominium creates a welcoming and refined atmosphere, making this an ideal residence. The location is conveniently located within walking distance to the vibrant Park Avenue, offering access to boutique shopping, dining, Rollins College and the renowned Morse Museum.

100 S Interlachen Avenue Unit 410F, Winter Park

$217,500

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully maintained 2-bedroom, 2-bath condo in the serene community of Mead Gardens. This second-floor unit offers the ease of single-level living once inside, featuring an open-concept layout filled with natural light. The updated kitchen (2016) boasts stylish tile flooring that mimics hardwood, granite countertops, a farmhouse sink, and stainless-steel appliances, all overlooking the spacious great room. One of the property's standout features is the spacious private balcony overlooking the lush beauty Mead Gardens. The balcony offers privacy and tranquility as there are no rear neighbors. The primary suite offers a peaceful garden view, an ensuite bath with walk-in shower and a single vanity. The second bedroom features sliding doors to the front entry and has easy access to a full guest bathroom with a tub/shower combo. Residents enjoy access to a sparkling community pool, laundry facilities, and mailboxes just steps away. Enjoy this prime Winter Park location, located just minutes from Park Avenue and Rollins College.

1250 S Denning Drive Unit 230, Winter Park

$632,100

2 Beds ⋅ 2 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code

This beautifully updated 2-bedroom, 2-bathroom corner unit is located in the highly desirable Winterset Condominiums on East Canton Avenue, just one block from Park Avenue in the heart of Winter Park. The unit features hardwood floors, crown molding, plantation shutters, and an open floorplan filled with natural light. The kitchen is fully upgraded with GE stainless steel appliances, a wine fridge, soft-close cabinets, and quartz countertops. Additional highlights include a programmable thermostat, updated lighting and ceiling fans, and a private storage unit on the same floor. Offered fully furnished with designer pieces, the unit also includes an assigned covered parking spot and access to the community’s pool. Winterset is an owner-occupied building; no rentals or pets are permitted. Live the ultimate Winter Park lifestyle - just steps from Rollins College, the Winter Park Golf Course, beautiful lakes, and top-tier dining, shopping, and more. Rarely available - schedule your private showing today!

225 E Canton Avenue Unit 225, Winter Park

$570,000

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Tucked away on the tranquil shores of Lake Killarney, this impeccably remodeled two-story residence offers a rare opportunity to enjoy waterfront living with unmatched convenience. Just steps from Hillstone, Trader Joe’s, and Winter Park Village, this 2-bedroom, 2.5-bathroom home is the perfect blend of modern sophistication and timeless charm. Inside, you’ll find a beautifully designed open-concept kitchen ideal for entertaining, two spacious primary suites—each with its own spa-inspired en-suite bathroom—and a bonus office space with sweeping lake views that make working from home feel like a retreat. From top to bottom, every detail has been thoughtfully curated for both comfort and style. Step outside to your private covered patio and soak in postcard-worthy sunsets, or head down to the dock for a quiet moment by the water. The community offers a serene lakeside pool, very low HOA fees, and a laid-back lifestyle just minutes from some of Winter Park’s best shopping and dining. Come discover a one-of-a-kind home where lakefront tranquility meets urban convenience—this is Winter Park's best kept secret.

640 Killarney Bay Court Unit 4, Winter Park

$900,000

4 Beds ⋅ 4 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Indulge in serene lakefront living from the comfort of two private balconies, each offering views of both the pool and the lake. This expansive, combined residence boasts the most generous square footage of any single unit within The Cloisters. Thoughtfully connected by an interior passthrough, it presents an ideal layout for elegant multi-generational living. Each wing of the home features two spacious bedrooms, two pristine full bathrooms, and a fully appointed kitchen. The property includes two dedicated parking spaces—one thoughtfully equipped with an electric vehicle charging station. Residents enjoy an enviable array of amenities: lakeside seating, private docks, kayak storage, and boat slips exclusively available for lease to residents; well-appointed fitness facilities; secure indoor bicycle storage; and a newly renovated clubhouse complete with a full kitchen, lending library, putting green, outdoor grill station, and a stunning circular pool. All of this is supported by a professional on-site management and custodial team, nestled amid meticulously maintained grounds in a truly exceptional location. This is a rare opportunity to transform the community’s largest residence into a bespoke dream home. Priced to accommodate your vision for renovation.

100 S Interlachen Avenue Unit 304, Winter Park

$175,000

2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. This charming two-bedroom, two-bathroom 2nd floor condo offers the perfect blend of comfort and convenience. Featuring tile and luxury vinyl plank flooring throughout, this home provides durability and style for modern living. The HVAC was replaced in 2020 and water, cable and internet are included in the monthly COA fee. Located in a picturesque community ON THE SHORES OF A SKI LAKE, residents will enjoy access to boat slips (based on availability, charge is $30/month), a boat ramp, a sparkling pool, a welcoming clubhouse, and mature landscaping that enhances the serene environment. Outdoor enthusiasts will appreciate the multiple barbeque grills and tables, ideal for courtyard or lakeside dining. Additional amenities include two on-site laundry rooms, on-site storage, and convenient proximity to key destinations. COA approval is required. The application fee is $85.00. Situated in Winter Park, the community is less than 10 minutes from Winter Park Village, Maitland, and Downtown Winter Park, about 10 minutes from College Park, and approximately 15 minutes from Downtown Orlando and Lake Mary. This prime location ensures easy access to shopping, dining, entertainment, and the vibrant city lifestyle.

2500 Lee Road Unit 208, Winter Park

$260,000

2 Beds ⋅ 1 Baths ⋅ Lake Killarney Condo SubDv. ⋅ 32789 Zip Code

Fantastic 2 bed/ 1 bath - first floor condo in cool, mid-century building on Lake Killarney. This home is next to Trader Joes, Hillstone's and across the street from Winter Park Village! Lakefront Winter Park Condo Community Ground Floor Remodeled 2 Bedroom 1 Bath Condo, Remodeled Kitchen and Bath, Includes Washer Dryer Inside Unit. Wood Look Laminate and Tile Floors. Lake Front Amenities, Boat Launch, Pool, Shuffleboard, Park Like Setting on Lake Killarney. This property also has Fitness and Recreation Facilities Onsite. Across the street from Winter Park Village for all your shopping & dining needs. Just a few minutes to Park Avenue and I4.

151 N Orlando Avenue Unit 115, Winter Park

$792,500

3 Beds ⋅ 3 Baths ⋅ Casa Jardin Condo SubDv. ⋅ 32789 Zip Code

Nestled within the tranquil confines of the Virginia Heights neighborhood lies a truly exceptional property that blends luxury, practicality, and location. Boasting three bedrooms and two and a half bathrooms, this residence offers a refined living experience with exclusive access to a private lakefront park—a serene retreat for relaxing or enjoying nature. Recently updated with brand-new luxury vinyl plank flooring throughout, the interior exudes sophistication, from the chef’s kitchen with custom wood cabinetry, granite countertops, and a walk-in butler’s pantry to the thoughtfully designed living spaces illuminated by designer lighting and anchored by an elegant spiral staircase with decorative wrought iron. Residents will appreciate the convenience of walking to the Winter Park Tennis Center, Park Avenue, Azalea Playground Park, and the vibrant Orange Avenue shops and dining. The home also features a private south-facing screened atrium ideal for entertaining or quiet mornings, as well as a spacious rooftop terrace with a heated and cooled bonus room offering endless flexibility. Tucked away from the street for added privacy, the building has recently undergone significant upgrades including a fresh exterior paint job and a brand-new roof. Casa Jardin also provides easy access to Lake Virginia, with amenities like paddle board and kayak storage racks that enhance the active Winter Park lifestyle. This home is a rare opportunity to enjoy elegance, convenience, and tranquility all in one coveted location.

1276 S Pennsylvania Avenue Unit 12, Winter Park

$259,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

LOCATION LOCATION!! Now is your chance to own this STUNNING NEWLY RENOVATED 2 bed / 2 full bath FIRST FLOOR condo in the highly desirable MEAD GARDEN COMMUNITY within WALKING/BIKING DISTANCE to Rollins College and the Park Ave Area! This unit was recently renovated to include it's own DEDICATED LAUNDRY CLOSET! (2024) WASHER/DRYER COMBO INCLUDED! NEW ROOF (2022) NEW WATER HEATER (2024) This beautiful condo features an OPEN CONCEPT floor plan with lots of NATURAL LIGHT and UPDATED FINISHES! The bright and airy kitchen features UPGRADED QUARTZ COUNTERTOPS and STAINLESS STEEL APPLIANCES. New DOUBLE PANE & LOW-E WINDOWS (2021) Step through the SLIDING GLASS DOORS out onto your SCREENED PATIO offering GORGEOUS VIEWS of the COURTYARD GARDEN or take a dip in the HEATED COMMUNITY POOL just steps away. FRESHLY PAINTED INTERIOR! There is also a LAUNDRY FACILITY located next to the pool. The community offers DEDICATED BIKE STORAGE, as well as a 3 cubit feet STORAGE AREA FOR EACH UNIT. Each unit has an ASSIGNED PARKING SPACE plus plenty of VISITOR PARKING AVAILABLE! With MEAD GARDENS RIGHT BEHIND THE COMPLEX, you’ll have access to some of the BEST WALKING PATHS in Winter Park. CONVENIENTLY LOCATED between Trader Joe's, Winter Park Village, Ivanhoe Row, and Mills restaurants, and just a short distance to Park Avenue, Winter Park Tennis Center, Seven Oaks Park, and Rollins College. Cats are allowed! This condo won't last long, so call to schedule your private showing today!

1250 S Denning Drive Unit 111, Winter Park

$243,800

2 Beds ⋅ 3 Baths ⋅ Sandalwood Creek Condo Ph 04 SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Dreams Do Come True! FHA, VA, and DPA approved, making it a smart choice for a wide range of buyers. Welcome to your next home in the heart of 32789—Winter Park’s hidden gem, Sandlewood Creek! This rare townhome-style condo offers unbeatable value in a prime location with NO neighbors above or below and a LOW HOA. Step inside and enjoy nearly 1,000 sq. ft. of comfortable living space with an open floorplan, tile flooring downstairs, a large kitchen, and a convenient half-bath and laundry area with washer and dryer included. The 2021 Lennox HVAC system keeps things cool and efficient year-round. Upstairs, you'll find two spacious bedrooms with plush carpeting, and two full bathrooms, making this home as practical as it is inviting. Step outside to your private fenced patio—perfect for relaxing or entertaining. The Sandlewood Creek community is well-maintained and features a sparkling pool for your enjoyment, all while offering a low-maintenance lifestyle. Located just minutes from Park Avenue, Downtown Maitland, and top-tier shopping, dining, and entertainment, this home is also zoned for Dommerich Elementary, Maitland Middle, and Winter Park High—some of the most sought-after schools in the area. Affordable, move-in ready, and packed with value, this is a rare find in Winter Park you don’t want to miss!

255 Sandlewood Trail, Winter Park

$417,100

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Beautifully Renovated Lakefront Condo with Partial Lake Virginia & Downtown Views. Located just minutes from Park Avenue and Rollins College, this fully renovated condo offers stylish, maintenance-free living with partial views of Lake Virginia and the downtown skyline. The open-concept layout features a brand-new kitchen with quartz countertops, stainless steel Samsung appliances, recessed lighting, and an oversized island with bar seating. The spacious primary suite includes a private dressing area, three closets (including a walk-in with custom storage), and a beautifully updated en-suite bath with dual sinks and a walk-in shower. The guest bedroom has generous closet space and is served by a renovated bath with a soaking tub/shower combo. Three additional hallway closets also has exceptional storage. Additional updates include new central A/C, new hot water heater, new flooring throughout, and an in-unit washer and dryer. Community amenities include: a lakefront pool and hot tub, boat dock, fitness center, kayak storage, fire pit, bike storage, elevator, and reserved covered parking. Don’t miss this rare opportunity to own a modernized lakefront unit in one of Winter Park’s most desirable locations!

690 Osceola Avenue Unit 502, Winter Park

$235,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Welcome to your serene retreat in the highly desirable Winter Park Gardens community. This beautifully renovated second-floor 1-bedroom, 1-bathroom condo offers an exceptional living experience with modern upgrades and a prime location less than a mile from Park Avenue and Orlando Avenue. Step inside to discover luxury vinyl flooring throughout the entry, living space, and kitchen, complemented by granite countertops, a double oven, a custom-built pantry, and pull-out drawers for added convenience. The open-concept living space extends into a Florida sunroom with floor-to-ceiling sliding windows that double as sliding doors, allowing fresh air to flow through your home. Whether you're in the living room, kitchen, or bedroom, you'll enjoy breathtaking views overlooking the oasis of the lushly landscaped courtyard, pool, tranquil community pond, and beautiful trees. Further down the hall, you'll find new carpeting in the primary bedroom, along with upgraded plantation shutters to the window. Storage is a breeze with custom closets throughout, including a stunning primary closet hidden behind bi-fold doors, offering ample, organized space for all your belongings, along with an elegant entrance hallway closet and a spacious linen closet. The renovated bathroom features a walk-in shower with handicap assistance, thoughtfully designed for ease of use and comfort. Nestled on over 8 acres of meticulously maintained grounds, Winter Park Gardens is a vibrant 55+ community. Residents enjoy a resort-style pool, clubhouse, and lighted walking paths winding through the lush gardens and a bridge overlooking the serene pond views. With assigned parking and ample guest spaces, convenience is never an issue. This prime location places you just minutes from Rollins College, Azalea Tennis Center, and Mead Botanical Gardens, while Downtown Orlando, Baldwin Park, and major highways provide easy access to everything in Central Florida. Additionally, you’ll find an array of top-tier local shops and restaurants nearby, as well as convenient everyday services such as hair salons, grocery stores, and more—all just moments from your doorstep.

700 Melrose Avenue Unit L-23, Winter Park

$362,500

1 Beds ⋅ 1 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Priced to sell!! Motivated Seller. Outstanding structural integrity, no big assessments ahead! Whispering Waters passed its structural integrity inspection and reserves study with flying colors—earning compliments for the quality and care of the buildings. This is a very well-managed community, and the $1,054 monthly HOA covers nearly everything, including electricity! The only exception is cable and internet, making this an incredible value with true peace of mind. Tucked away just two blocks from Park Avenue, this one bedroom, one bathroom corner unit places you in the heart of downtown Winter Park—steps from acclaimed restaurants, charming shops, and the iconic boat tour on Lake Osceola. Situated on the second floor of Building 6 with convenient elevator access, this light filled condo has brand new carpet in the living areas and bedroom, creating a fresh and cozy feel. The kitchen features granite countertops, a built-in oven, glass cooktop, stainless steel refrigerator, and recently painted blue, solid wood cabinetry that adds a fun pop of color to the space. A dedicated dining area is located just off the kitchen and includes sliding glass doors that open to a small private balcony overlooking Morse Blvd—perfect for enjoying your morning coffee. Off the living room, an enclosed sunroom offers bonus living space with abundant natural light, motorized custom blinds, and upgraded windows for improved energy efficiency and sound insulation. The oversized bedroom offers space for a sitting area and features motorized shades for added comfort and privacy. A convenient door allows you to close off the bedroom —ideal for when guests are visiting and need access to the bathroom without entering the bedroom. The unit also comes with one assigned parking space in the garage, additional storage, and the peace of mind that HOA covers electric, water, sewer, trash, building insurance, pool maintenance, landscaping, and on-site management. Whispering Waters is a lakefront community on beautiful Lake Osceola, with water access available to residents—bring your kayak, soak in the serene views, or enjoy a sunset by the water. Whether you're seeking a full-time residence or a part-time getaway, this home offers effortless, low-maintenance living—just lock and leave. Bonus: Since the current owner is under 55, the next buyer can be too (only 85% of residents need to meet the 55+ age requirement). Call today to schedule your private showing!

311 E Morse Boulevard Unit 6-7, Winter Park

$540,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Situated in a prime location, this condominium presents an excellent opportunity for customization and renovation. Sold as-is, this residence offers a spacious layout with ample potential to reimagine its interiors to suit modern living. Positioned within The Cloisters sought-after community, residents enjoy access to desirable amenities and a convenient setting near shopping, dining, and local attractions. A rare chance to transform and tailor a space to individual preferences.

100 S Interlachen Avenue Unit 415, Winter Park

$412,000

2 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code

Location, Location, Location - downtown Winter Park condo for under $500K! This dramatic 2 bedroom - 2 Bath ground floor unit is located on corner of Swoop and Interlachen, steps from the Winter Park 9 Golf Course and Park Avenue! Beautiful views, glassed in porch overlooking stunning landscape. This unit offers high ceilings, open, updated kitchen to living areas, sunroom (enclosed porch) large primary suite and guest room. Two full baths. Large utility room. Designer lighting. Open floor plan, light and bright! A/C 2018. The charming Andalucia complex, which consists of only 20 units, offers access to a lovely covered patio downstairs, an elevator, courtyard, and a community laundry room. The community also provides a private storage room for this unit. The roof was replaced in 2024. The exterior was painted, and new gates were installed in 2018. One covered parking space is included. Additional guest parking is available in the rear. The condo fee covers water, sewer, Spectrum WiFi and cable TV, landscaping and exterior maintenance, garbage, insurance on the exterior building, and reserves. Please note: No pets or rentals allowed. Call today for your private viewing of this special unit.

535 N Interlachen Avenue Unit 107, Winter Park

$602,500

3 Beds ⋅ 3 Baths ⋅ Arbors/Aragon SubDv. ⋅ 32789 Zip Code

This beautifully updated 3 bedroom, 3 bath home offers a perfect blend of rustic charm and modern convenience in a highly desirable location. The open floor plan is warm and inviting, with stylish finishes and thoughtful updates that make it truly move-in ready. Each bedroom features its own ensuite bath and a spacious walk-in closet, with both upstairs suites offering the flexibility to serve as a primary retreat. Recent improvements include a brand new hot water heater, new refrigerator, an added mini-split in the garage for enhanced comfort, a water softener system, and a recently replaced A/C. The fenced backyard has been upgraded to turf for easy maintenance, complemented by a private deck—perfect for relaxing or entertaining. Two balconies, including one with a view of the Rollins College baseball field, provide additional peaceful retreats. The attached two-car garage offers both convenience and extra security. Located within walking distance of Park Avenue, Rollins College, and Hannibal Square, this home provides easy access to shopping, dining, and entertainment while maintaining a quiet and private feel. A rare opportunity in an unbeatable location—don’t miss it!

777 S Denning Drive Unit B, Winter Park

$939,000

2 Beds ⋅ 2 Baths ⋅ Cloisters The SubDv. ⋅ 32789 Zip Code

Top floor direct lakefront view of this Renovated condominium. Professional pictures coming.

100 S Interlachen Avenue Unit 502D, Winter Park

$130,000

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

SPECIAL FINANCING AVAILABLE! First Horizon Home Start w/ Diversity Grant available for this home while funds last. This grant funds up to 100% LTV, no PMI, Minimum borrower contribution of $500, and diversity grant of $8,000 (with no repayment) for an affordable home in a prime location? This budget-friendly 2-bedroom, 1-bath condo is move-in ready! Freshly painted ceilings, walls, trim, doors, and even a refreshed bathtub and tile give the space a bright and updated feel. Step out onto the shaded back deck, where a beautiful tree provides the perfect spot to unwind and enjoy Florida’s amazing weather or take a short walk to the community pool and club house. You can’t beat this location! With easy access to I-4, commuting is a breeze—whether you're heading to downtown Orlando, the beaches on either coast, two international airports, or world-famous attractions like Disney, Universal, SeaWorld, Legoland, and more. Don’t miss out on this opportunity! Call today to schedule your showing.

1695 Lee Road Unit E205, Winter Park

$205,000

3 Beds ⋅ 2 Baths ⋅ Waterfall Cove At Winter Park SubDv. ⋅ 32789 Zip Code

This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This property can be leased. You must see for any possibilities come and check for yourself. Registered owner is brother of the realtor. SELLER MIGHT HOLD FIRST MORTGAGE WITH A GOOD DOWN PAYMENT.

1695 Lee Road Unit C202, Winter Park

$2,800,000

3 Beds ⋅ 4 Baths ⋅ Trovillion Condo SubDv. ⋅ 32789 Zip Code

Discover the pinnacle of luxury and privacy in this stunning Villa Siena penthouse residence, perfectly positioned in the charming brick-lined streets of Winter Park. While nestled in the heart of the city's vibrant dining, shopping, and cultural scene, this exclusive retreat offers unparalleled tranquility and seclusion. Designed for those who appreciate sophistication, this secured building boasts lavish amenities that extend your living space beyond the walls of your penthouse. Host guests in the elegant resident lounge, complete with a bar for entertaining, marvel at rocket launches from the spectacular rooftop terrace, or take advantage of the private conference room, ideal for high-level meetings or remote work. Stay active in the state-of-the-art exercise room, offering convenience and wellness steps from your front door. With private, secured covered parking and concierge-level service, every detail has been designed to elevate your lifestyle. Inside, refined elegance meets cutting-edge technology—custom millwork, exquisite tile work, and smart-home automation blend seamlessly with high-end video conferencing capabilities. Expansive living spaces, soaring ceilings, and generous room sizes create an inviting atmosphere, while every bedroom features a spa-like ensuite and a private balcony to take in the beauty of Winter Park. Enjoy world-class restaurants, boutique shopping, and lively events at the park, all just steps from your front door. With the nearby train station providing effortless access to Orlando and even Miami, your next adventure is always within reach. This penthouse is a rare opportunity—luxury, location, and lifestyle converge in perfect harmony. Schedule your private tour today!

315 E New England Avenue Unit 30, Winter Park

$260,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

This spacious 2-bedroom, 2-bathroom condo awaits you in a vibrant community. The mid-century modern complex offers the convenience of a community pool, on-site laundry, and picturesque pond views while being centrally located near Downtown Orlando, Downtown Winter Park, and Mead Gardens. Embrace a comfortable and active lifestyle in this desirable residence

700 Melrose Avenue Unit B-4, Winter Park

$380,000

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

Winter Park location with access to Lake Killarney & walking distance to Trader Joes & Winter Park Village. Renovated 2 bedroom 2.5 bath 2 story condo with Pool & lake view amenities. Gorgeous wood floors throughout, Granite counters, Stainless Steele appliances , Soft close cabinets & glass tile backsplash. Inside Laundry room with Washer/Dryer included. Under stair storage. Wood burning Fire place, Bar sink, Ceiling Fans, Both bedrooms have large walk-in closets and the primary has a walk out balcony patio. The Primary bath offers double shower heads & double vanity. Outside Storage closet & Enclosed screen patio. The pool is set with majestic sunset views of the lake where you can fish off the dock or kayak the lake. HOA updates include repaved asphalt parking & exterior paint, dock repainted & pool sealant in 2020. Fees include exterior maintenance, pool, dock & trash.

350 Killarney Bay Court Unit 5, Winter Park

$635,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Fresh, modern and move-in ready. This pristine, first-floor condo is located in historic downtown Winter Park at the coveted Cloisters Condominiums. Professionally designed and remodeled in 2021, this two-bedroom, two-bathroom unit includes an open floor plan with marble tile throughout and a screened patio with built-in planters and mature garden views. The large, open kitchen includes a family-sized island with seating and storage, stone countertops, new cabinetry and stainless-steel appliances, and Clearly® water filtration system. Timeless features include southern plantation shutters, wainscoting and hand-carved ceiling fans in every room, plus spa-inspired bathrooms, custom closets and plenty of storage, and a full-sized Bosch washer and dryer. The frosted glass barn door glides shut for your master suite retreat overlooking internal garden courtyard. Unit comes with assigned covered parking and air-conditioned storage closet. The Cloisters lifestyle boasts lakefront seating, docks, kayak storage and boat slips; workout rooms, Swedish dry sauna and inside bike storage; a newly remodeled club house with full kitchen, lending library, putting green, grill station and pool; professional on-site management and custodial staff—all set within established landscaping for unparalleled leisure. Unit 111 is light, bright and quiet. Being on the ground floor, this unit is perfect for those with a pet. Offered at under $700K with optional turnkey package available. Welcome home.

100 S Interlachen Avenue Unit 111, Winter Park

$685,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Experience a lifestyle of refined sophistication and effortless tranquility at The Cloisters Condominium, ideally between Park Avenue and the serene shores of Lake Osceola. This exquisitely remodeled residence offers a seamless blend of timeless elegance and thoughtful design. Set on the second floor, this sun-drenched retreat is bathed in natural light from its northeast-facing sunroom, where expansive windows frame picturesque views of the lush gardens and pool, creating an inviting ambiance throughout the living space. Rich wood floors flow gracefully through the open layout, enhancing the home’s warm and sophisticated character. The primary suite is a private haven, featuring custom-built cabinetry and drawers, a dressing area with abundant closet space and a beautifully updated en-suite bath. A dedicated laundry closet with a built-in washer and dryer adds everyday convenience. The second bedroom offers a custom-built office setup and dual access from the hall and living area, providing effortless versatility as a bedroom, sitting room or private study. The Cloisters offers an array of exclusive amenities designed to elevate everyday living. Guest parking is immediately below the unit in the forward parking circle, as well as along Morse Boulevard, ensuring seamless accessibility for visitors. Additional perks include an assigned covered parking space near the elevator, a dock with boat slips available for lease, two well-appointed fitness rooms, and a beautifully redesigned community space featuring a newly remodeled kitchen and bath. Just steps from the vibrant energy of Park Avenue, this exceptional home provides unparalleled access to fine dining, boutique shopping, cultural attractions, fitness centers and the distinguished Rollins College. Every detail has been carefully curated to create an extraordinary living experience in the heart of Winter Park. Seize this rare opportunity to own a desirable residence at The Cloisters, schedule your private tour today and embrace a home where elegance meets effortless living.

100 S Interlachen Avenue Unit 203, Winter Park

$224,999

2 Beds ⋅ 2 Baths ⋅ Lakeside Manor Condominium Association, Inc. SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. MILLIONAIRE LIFESTYLE HIDDEN GEM • LAKE ACCESS • 2 BED / 2 BATH CONDO ON LAKE KILLARNEY • PRIME WINTER PARK LOCATION • LOW HOA Outstanding Opportunity to live the Florida Lifestyle in your private walkable Lakefront Enclave. Includes Direct Lake Access, Private Dock, Loungers and seating, Picnic areas and landscaping, Boat Slip, and a Private Pool & Clubhouse overlooking Lake Killarney. You will love Paddle Boarding, Kayaking and Boating just steps from your door. Beautifully updated 2-bedroom, 2-bathroom condo located on the shores of Lake Killarney in highly desirable Winter Park. This immaculate home offers tranquil lakeside living and unbeatable convenience, minutes from Trader Joe’s, Park Avenue, Rollins College, and Downtown Orlando. The condo is upgraded throughout with New AC & Water Heater, New Interior Paint, New Lighting, New Ceiling Fans & Window Blinds, Updated Door Hardware, Primary Bathroom Renovation featuring new tile, modern vanity, and LED mirror, Upgraded Exterior Doors & Windows. Open-concept kitchen with wood cabinetry, granite countertops, a built-in wine rack, and breakfast bar, flows into the spacious living area and private balcony. Enjoy two private patio spaces front and rear, overlooking the courtyard, perfect for relaxing and entertaining. With only one neighbor to the side and one below, this unit offers enhanced privacy. Split-Bedroom Design, Two large bedrooms, each with walk-in closets. Primary suite includes a private exterior entrance and a fully renovated bathroom with walk-in shower. Second bathroom includes a tub/shower combo and tile flooring. Enhance your life living minutes from Park Avenue (shopping, dining, events), Rollins College (3 miles), Winter Park Village, I4 for easy commuting, Downtown Orlando, Orlando International Airport, Disney, and Universal (20–30 mins). Low HOA Includes Water & Trash, Cable & Internet, Lake Access & Dock, Pool & Clubhouse, and Designated Parking.

2500 Lee Road Unit 202, Winter Park

$305,000

2 Beds ⋅ 3 Baths ⋅ Sandalwood Creek Condo Ph 01 SubDv. ⋅ 32789 Zip Code

Completely Renovated from Top to Bottom – Best Value in Winter Park! Welcome to this stunning 2-bedroom, 2.5-bathroom condo has been fully renovated from top to bottom, offering modern style, comfort, and unbeatable value in one of Winter Park’s most desirable locations. It is situated more as a townhome, so you will never have to worry about neighbors above or below you. Every inch of this home has been updated, including brand-new luxury vinyl plank flooring, fresh interior paint, modern cabinetry, quartz countertops, and fully remodeled bathrooms with sleek new finishes. The kitchen shines with new stainless steel appliances, while the entire home is brightened by all-new recessed lighting and stylish light fixtures. Major upgrades like a new HVAC system, new plumbing, and a new water heater ensure worry-free living. All for a reasonable HOA, you get to enjoy a well-run community with a community pool, and a hassle-free low maintenance lifestyle. Located just minutes from Park Avenue and Downtown Maitland, you’ll have premier shopping, dining, and entertainment at your fingertips. Plus, it's zoned for top-rated schools: Dommerich Elementary, Maitland Middle, and Winter Park High. This is one of the most affordable, move-in-ready homes in Winter Park—a rare find in today’s market. Don’t miss out—schedule your private showing today!

311 Sandlewood Trail Unit 4, Winter Park

$230,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

Waterfront Community on beautiful Lake Killarney. Enjoy breathtaking sunsets on Community deck! Private Boat Ramp on this Skiable Lake, limited Boat parking on property. 2 Bedroom 2 Bath second floor Unit has been meticulously maintained by Winter Resident. Furniture purchased in 2020. Many Updates to Unit include new windows and window treatments, 2024 new Hot Water Heater, Baths redone in 2018-2019, New Appliances within last 5 years. Spacious Room Sizes, Private Balcony. Perfect location! Easy walk to Shopping, Restaurants, Movie Theater, close to Park Avenue and Farmers Market, minutes to I-4. One of Winter Park's best kept secrets! Don't miss this opportunity to view and own in this lovely community!

1500 Gay Road Unit 10C, Winter Park

$1,131,000

3 Beds ⋅ 3 Baths ⋅ Douglas Grand SubDv. ⋅ 32789 Zip Code

Easy condominium living in the Douglas Grand in downtown Winter Park this exclusive complex is beautifully constructed and maintained. This one-level corner unit features a split bedroom plan and is on the top floor of building to enjoy sweeping views of downtown Orlando and Rollins Chapel. Floor plan includes three bedrooms, three baths, with two private balconies from bedrooms, all in the desirable quadrant of Park Avenue. On the Virginia side of the complex, it is incredibly quiet, with a fully gated parking garage providing security. A short distance from the vibrant Park Avenue shopping and dining district, as well as Hannibal Square, every convenience is at your doorstep. Step inside to discover the 2,615-square-foot open floor plan with beautiful finishes, gorgeous wood floors with custom details throughout. Entertain with ease in the expansive gourmet kitchen, seamlessly connected to the dining and living areas. The kitchen features top-of-the-line appliances from Sub-Zero, Wolf and Bosch, custom 42-inch cabinetry, granite counters, task lighting and a closet pantry. Bar seating allows you to enjoy your guests when entertaining and overlooking the living space. Two primary bedrooms with en-suite baths feature updated dual vanities, separate showers and indulgent soaking tubs. A third bedroom or office offers versatility and functionality. Elevate your lifestyle with a host of modern amenities, including updated light fixtures and fans, new doors to outside balconies, renovated baths, fresh paint, plantation shutters that add an extra touch of elegance, and spacious walk-in closets that provide ample storage in every bedroom. Enjoy the added convenience of two deeded parking spaces in the gated attached garage, complete with direct access to the fourth floor. This unit is a short distance from the access door for the garage, making daily functions easy. Every aspect of luxury living has been meticulously curated for your enjoyment. Indulge in the unparalleled convenience of strolling to nearby restaurants, coffee shops and boutiques. Rollins College is nearby, as well as fabulous events in Central Park and the bustling farmers market. Don’t miss your chance to experience the pinnacle of urban sophistication at the Douglas Grand.

100 S Virginia Avenue Unit 401, Winter Park

$280,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

HUGE PRICE CHANGE! Welcome to this beautifully updated second-floor unit, offering a fresh and modern living experience. Featuring brand-new luxury vinyl flooring, new appliances, granite countertops, as well as upgraded fans and light fixtures, this home combines style and comfort. Enjoy breathtaking, floor-to-ceiling pond views from the sunroom, creating the perfect spot to relax and unwind. The building has been fully replumbed for added peace of mind. CLICK ON VIRTUAL TOUR to get an overview of the complex. Nestled within over 8 acres of lush gardens, the complex boasts majestic live oaks, lighted walking paths, a serene pond, and a beautiful pool oasis – providing a tranquil, park-like setting. Winter Park Gardens is a vibrant 55+ community that also welcomes younger owners, offering an unparalleled location just a short walk from everything Winter Park has to offer. Come see why Winter Park Gardens is the best buy in Winter Park and experience the lifestyle you’ve been dreaming of!

700 Melrose Ave Unit A 22, Winter Park

$704,700

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

JUST LISTED – Beautiful 2-bedroom end unit at Winter Park’s Park West Condominiums! Tastefully remodeled this spacious 1,544 SF home features an open floor plan with a split-bedroom layout. The home offers dark, engineered wood flooring throughout the common living rooms, comfortable ceiling height, glass sliders that open to Juliet balconies, and windows on 3 sides of the unit, allowing an abundance of natural light throughout the day. The kitchen has been updated and features white cabinetry, Quartz countertops, stainless steel appliances, and a bar top for seating. The primary bedroom is oversized and offers a large, private en suite complete with double vanities, a standalone shower, garden bath, and two separate walk-in closets with built-ins. The second bedroom is also generously sized and has direct access to a guest bath with a tub/shower combo. An interior laundry closet houses a full-size, side by side, washer and dryer, with built-in storage and shelving. Additional interior amenities include plantation shutters, updated light fixtures, newer HVAC (2023), and more. This unit also comes with one reserved parking spot in the under-building garage. Park West offers its residents exclusive use of a community pool, tennis courts, a recreation room/clubhouse, and gated access. Located just one-block from Park Avenue, this luxury condo is a very short walk to award-winning dining and boutique shops. This unit is gem and units of this quality hardly come on market – schedule your showing today.

350 Carolina Avenue Unit 301, Winter Park

$315,000

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

Welcome to 690 Osceola Avenue, a lakefront complex in the heart of Winter Park. This sleek, modern residence offers the perfect blend of contemporary design and convenient urban living, just minutes (less than a mile) from the charming shops, restaurants and cultural attractions of Winter Park's renowned Park Avenue. This two-bedroom, two-bath condominium has a private screened balcony with sliding doors off the family room and primary suite, offering a peaceful retreat for enjoying the Florida sunshine and picturesque views of the Fern Canal. As you enter the unit off the courtyard, you will enjoy the newly painted interior with hardwood floors in the dining room and kitchen. The kitchen boasts granite countertops, stone backsplash, a new refrigerator, double oven, microwave, double stainless steel sink and ample cabinets for storage. The generously sized primary suite features a walk-in closet and en-suite bath with shower. This unit also features an in-unit laundry with stackable washer/dryer for ultimate convenience. Lake Virginia condominiums offer a one-bedroom guest suite that can be reserved and rented for the night. Amenities include but are not limited to the following: lake access to Lake Virginia, pool with jacuzzi, private dock (boat slips are available via waiting list per HOA approval at an extra fee), fitness center, ground-floor covered parking (one assigned space per unit), recently updated clubhouse with kitchen, outdoor gas grill and fire pit, sauna room, storage racks for canoes, kayaks or paddleboards, a gated pet run for those dog lovers out there, plus water, trash, city sewer and basic cable. With easy access to major highways and just a short drive to downtown Orlando/attractions, this property is a must-see. Whether you're looking for a stylish home or a low-maintenance vacation property, 690 Osceola Avenue, Unit 209 offers everything you need to enjoy the best of Winter Park living. Don’t miss the opportunity to make this exceptional condominium your new home!

690 Osceola Avenue Unit 209, Winter Park

$315,000

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

Seller motivated!!! **Prime Location & Endless Potential!** Fantastic opportunity to make it your own Oasis with some updating. Transform this condo with your personal design. Situated in Winter Park's most sought-after zip code, this spacious 2-bedroom, 2-bath lakefront condo is an incredible opportunity to create your perfect retreat. Enjoy your dock—ideal for a boat or paddle board—and unwind on the large side porch while taking in the serene surroundings. Community amenities include a refreshing pool, relaxing spa, and a fully-equipped gym. Plus, you’ll have the convenience of a designated covered parking. Best of all, you're just a short stroll from Park Avenue’s vibrant shops, dining, and entertainment. Don't miss out on this rare combination of location, lifestyle, and potential!

690 Osceola Avenue Unit 308, Winter Park

$230,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

NEW WINDOWS AND SLIDING GLASS DOOR JUST INSTALLED!!! Discover unparalleled comfort in this stunning 2-bed, 2-bath Condominium, nestled in the sought-after Winter Park community with frontage on Lake Killarney. Immerse yourself in luxury with a sparkling community pool and a host of recent upgrades that include upgraded flooring, kitchen cabinets, counter-tops, bathrooms, and more. Positioned on the first floor just steps away from Winter Park Village, Trader Joe's and Park Avenue! The property offers a community boat ramp and a fishing pier on Lake Killarney whcih allows for skiing and other water sports. This home also features a charming covered rear porch, inviting you to create lasting memories while enjoying those beautiful winter and summer nights. Your ideal haven awaits in this meticulously updated gem! The property will not last so don't miss your chance to make this home you own.

1500 Gay Road Unit 7A, Winter Park

$464,000

2 Beds ⋅ 2 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code

How wonderful would it be to live in a location where you felt you were on vaction everyday? This lovely condo near Park Avenue in Winter Park is just that. Thoughtful design is central to the interior of this condominium. Outside it boasts its own mini patio. It also has a very unususal, very desirable feture. It has its own first floor private entrance in close proximity to its personal parking space. No need to go through the lobby for this particular condo.

215 E Canton Avenue Unit 215, Winter Park

$329,900

1 Beds ⋅ 1 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Location, Location, Location! Lakefront complex - STUDIO APARTMENT downtown Winter Park with a BOAT SLIP! Stroll a block or two to Park Avenue and take in the magnificent galleries, museums, restaurants/cafes, boutiques, etc. You can also walk to the Sunrail (commuter train) and Amtrak Station; Farmer's Market, Rollins College and the Alfond Inn from this mostly 55+ community. Whispering Waters condo complex is directly on the shores of Lake Osceola and is a neighbor to the Winter Park Scenic Boat Ride venue. This cute corner studio apartment has an abundance of plantation shutters and is extremely light and bright. There is NOT A TRUE BEDROOM IN THIS STUDIO, but an open area with two twin beds. The Unit #15 in Bldg 7 is on the third floor where you can use the nearby elevator behind the outside stairwell that is closest to the pool. There are not many condos with boat slips on the Chain-of-Lakes but this unit comes with a highly sought after COVERED BOAT SLIP (#14)! What fun you can have exploring the beautiful, serene waters on the Chain-of-Lakes. Take in the lovely view of Lake Osceola and the community pool from your living area / enclosed balcony area. Receive mail and packages delivered directly to your front door. Park your car in the gated garage below as deeded parking space #31 comes with this condo. Also in the garage is a storage cabinet that goes with this unit. From the third floor in Bldg 7, you can go directly to the secure parking garage with a special key/slot within the elevator. The manager's office is in the garage not far from the laundry machines. Condo fee includes: electricity; water and gas; plus exterior maintenance, pool, manager, reserves, exterior insurance; grounds maintenance; trash removal. There is a club room/marina room near the lake (by the 19 covered boat slips) that could be considered a recreational bldg. Come enjoy the lifestyle Winter Park has to offer!

311 E Morse Boulevard Unit 7-15, Winter Park

$1,650,000

2 Beds ⋅ 2 Baths ⋅ Trovillion Condo SubDv. ⋅ 32789 Zip Code

Rare opportunity to own this exclusive 2 bedrooms / 2 bathrooms condominium within the highly sought after Villa Siena. Nestled in the heart of quaint downtown Winter Park, Fl this meticulously maintained, 2nd floor, condo has been elegantly updated. Interior features include a split plan floorplan, travertine flooring, bright kitchen with quartz countertops, Sub-Zero refrigerator and Wolf gas stove, breakfast bar, dining area with custom built-in bar and wine refrigerator, crown molding within the living room, primary suite and guest bedroom offer tray ceilings, recessed lighting, walk-in closets, and french doors that lead out onto private balconies overlooking the tree lined brick street and award winning Alfond Inn and Spa, new primary bathroom with dual sinks, separate tub and shower and Toto toilet, spacious utility room with cabinetry and wash sink. Villa Siena offers secured underground parking, Club room with bar and outdoor sitting area great for entertaining guests, fitness center, roof top terrace, conference room, guest parking, and an onsite property manager to assist with Resident needs. Steps to the charming Park Avenue shopping District known for it’s celebrated restaurants, boutique stores, Central Park, 9 hole golf course, museums, train station, and Rollins College. Welcome Home! Video Tour: https://youtu.be/AMDbRupc4GM

315 E New England Avenue Unit 9, Winter Park

$107,000

1 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Great investment opportunity in the heart of Winter Park with long term tenant. This first floor one bedroom unit with walk in closet has a a nice open floorplan with inside laundry and spacious galley kitchen, dining room and nice patio! This community is located close to Winter Park Village, Rollins College and all major roadways. Do not miss your chance to own this great unit, call for your private tour today!

1695 Lee Road Unit C109, Winter Park

$195,000

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Welcome to your next chapter of lakeside living! This charming one-bedroom, one-bathroom condo offers a perfect blend of tranquility and convenience in the heart of Winter Park. Step inside to discover a thoughtfully designed space where comfort meets style. The open-concept living area welcomes you with beautiful engineered wood floors, creating a seamless flow between the living room and kitchen. Natural light streams through the windows, highlighting the warm and inviting atmosphere throughout.Your private bedroom retreat features a generously sized closet, making storage a breeze. The well-appointed bathroom complements the living space perfectly. What truly sets this home apart is its privileged location near Lake Killarney, a stunning 239-acre spring-fed lake that serves as your backyard oasis. As a resident, you'll enjoy exclusive access to on-site boat slips, a launch, and an updated dock. Take a peaceful stroll along the 60-foot walkway leading to a covered gazebo - the perfect spot for your morning coffee or evening sunset views. The community amenities include a lakefront pool and clubhouse, while the meticulously maintained grounds showcase lush Florida landscaping. Located just moments from Winter Park Village, you'll find fantastic shopping, dining, and entertainment options right around the corner. Experience the joy of maintenance-free living while being connected to nature and urban conveniences. This hidden gem won't last long!

2500 Lee Road Unit 243, Winter Park

$670,000

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This lovely 2 bedroom/2-bathroom condo is in the newest building in gated community of Park West Winter Park. The unit has 9ft ceilings, crown molding, and beautiful hardwood floors, and a private office. The primary bedroom is spacious with a large walk-in closet. The bathroom includes a large soaker tub and a walk-in shower with dual vanities. The second bedroom utilizes the hallway bathroom, which is complete with a shower/tub combination. The kitchen has wood cabinets, granite countertops, and newer stainless steel appliances. There is one covered parking space and additional open parking spaces. The community amenities include a large clubhouse, pool, and tennis/pickleball courts. Located just one block from beautiful Park Avenue, you're just steps away from an array of upscale boutiques, gourmet restaurants, and cultural attractions. <iframe src="https://my.matterport.com/show/?m=WqHS8ffboym&brand=0&mls=1&" width="640" height="360" style="border: 0;" allow="fullscreen"></iframe>

350 Carolina Avenue Unit 304, Winter Park

$170,000

2 Beds ⋅ 3 Baths ⋅ Sandalwood Creek Condo Ph 01 SubDv. ⋅ 32789 Zip Code

**INVESTOR SPECIAL! Cash Only Opportunity! This 2-bedroom, 2.5-bathroom CONDO, built in 1984, is a diamond in the rough waiting for your personal touch! The Sandlewood Creek complex affords residents a community pool, assigned and guest parking, and is zoned for top rated schools. With an unbeatable location, amidst a vibrant environment, cultural events, and only a few minutes to the Winter Park Village, Park Avenue, Maitland, numerous shopping, dining, and entertainment options, and with easy access to the main thoroughfares and all that Central Florida has to offer, this condo offers a CONVENIENT LIFESTYLE! Whether you're looking to make this your home, renovate and flip or add to your rental portfolio, this property has INCREDIBLE POTENTIAL... an excellent investment opportunity in desirable WINTER PARK! Don't miss out on this chance to bring your vision to life. Act fast — schedule your private showing today!

311 Sandlewood Trail Unit 4, Winter Park

$2,250,000

3 Beds ⋅ 3 Baths ⋅ Perle Du Lac Condo Or 5843/4848 SubDv. ⋅ 32789 Zip Code

A unique opportunity to own a direct waterfront condominium in downtown Winter Park on Lake Virginia with the finest views, in exclusive Perle Du Lac. This one owner unit is wrapped on a spacious corner, flanked with windows and drenched in light, and exudes understated luxury. This three-bedroom three-bath split bedroom plan condominium boasts nearly 2,700 square feet of open spaces for modern function. A marble floor foyer and warm wood floors and volume ceilings invite you into a neutral palette and timeless finishes. A European SieMatic luxury kitchen with beautifully crafted solid wood cabinetry, stainless appliances and center island with solid Corian counters, which open to dining space with wine storage and dry bar, for ease of entertainment. Living spaces overlook the lake and seamlessly blend into balcony with second-floor unobstructed views of Lake Virginia overlooking the Windsong preserve and a long view to soak in the Chain of Lakes sunsets. Primary bedroom is lakefront with doors to patio and large custom European closet cabinetry, and primary suite is appointed in Italian Carrera marble add to the elegance of the finishes. Unit includes a deeded boat slip to enjoy lake life through the Venetian-style canals connecting five lakes. Other highlights of the community include secure entrance with double gates for convenience, secure buildings, community pool, underground parking with elevator to units, storage, greenspace and ample parking. Walk to Park Avenue where restaurants and shopping are abundant, art festivals, community events and more. Indoor laundry, enhanced lighting package, custom window treatments add to the list of features. Perle Du Lac neighbors Rollins College and president of Rollins home, there is not a more breathtaking setting than Perle Du Lac. Fully gated with underground parking and community pool making everyday life simple with everything within arm’s reach. A rare opportunity for the most discerning buyer.

660 Osceola Avenue Unit 104, Winter Park

$465,000

2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code

Experience the best of lakeside living in this stunning 2-bedroom, 2-bathroom condo on beautiful Lake Virginia, part of the Winter Park Chain of Lakes. Just a short walk from Park Avenue, Rollins College, top-notch dining, and vibrant cultural spots, this sparkling 6th-floor condo offers serene treetop views overlooking the Fern Canal. The light-filled space was renovated in 2020 with a thoughtfully designed kitchen featuring white cabinetry, quartz countertops, and Bosch appliances. Additional upgrades include updated bathrooms, new piping and flooring, crown molding, and a premium hurricane-rated patio door. A new Trane air conditioner was added in July 2023. The Lake Virginia Condominium amenities include a dock, sauna, pool and spa with lake views, fire pit, gas grill, rentable guest suite, party room, dog walk, and storage for small watercraft. The HOA fee covers water, cable, and internet.

690 Osceola Avenue Unit 610, Winter Park

$975,000

2 Beds ⋅ 2 Baths ⋅ The Cloisters SubDv. ⋅ 32789 Zip Code

Set within Winter Park's prestigious Cloisters, this refined third-floor condominium offers a rare blend of elegance and modern comforts in a location that combines natural beauty with prime convenience. Lovingly transformed with luxurious upgrades, this open-concept residence invites abundant natural light and showcases exquisite details throughout. Step into a world of sophistication with herringbone-patterned hardwood floors, a chef's kitchen featuring top-of-the-line stainless steel appliances and stone countertops, and solid wood doors adorned with brass hardware for an added touch of timeless class. The Cloisters' thoughtfully curated amenities include a serene heated pool nestled in lush gardens, a clubhouse ideal for social gatherings, a private boat dock with slips, and a putting green for leisurely afternoons. Every element of this residence speaks to a lifestyle marked by tranquility and convenience, making it an ideal haven for those who seek a blend of sophistication and serenity in the heart of Winter Park.

106 S Interlachen Avenue Unit 316D, Winter Park

$190,000

2 Beds ⋅ 1 Baths ⋅ Aragon Condo SubDv. ⋅ 32789 Zip Code

Super cute, move-in-ready 2-bedroom, 1-bath condo, perfectly situated in the heart of Winter Park. This first-floor end unit offers modern upgrades and unbeatable convenience, making it an ideal place to call home. Inside you will find the tastefully renovated space, featuring a brand-new AC unit, updated windows, and a hot water heater, all installed in 2023 to ensure year-round comfort and peace of mind. The kitchen boasts new stainless steel appliances, granite countertops, and walnut cabinetry. Enjoy abundant natural light through energy-efficient double-hung windows, and admire the beautiful tile flooring throughout. The property has one assigned parking spot located close to the unit, with ample parking around for guests. Onsite laundry steps away from the unit. The Community screened pool is the perfect spot to sit back and relax. This condo’s prime location puts you close to Publix, Agave Azul, Chick-Fil-A, and other popular dining options. You’ll also be just minutes from Trader Joe’s, Whole Foods, Winter Park Library, and the gorgeous Mead and Leu Botanical Gardens. Plus, with nearby access to Rollins College, Full Sail University, Valencia College, and top-rated schools, you’ll enjoy a perfect blend of tranquility and urban convenience. Don’t miss your opportunity to see this beautifully updated condo in one of Winter Park’s most desirable areas. Schedule your private tour today!

851 Miles Avenue Unit 15, Winter Park

$350,000

1 Beds ⋅ 2 Baths ⋅ Andalucia Apts SubDv. ⋅ 32789 Zip Code

Price Improvement $364,900 1 bedroom, 1 ½ bath 726 sq feet. Located in the heart of the historic District of Downtown Winter Park, Park Avenue, Winter Park Golf Course-boutique shopping and locally owned restaurants, and Rollins College. Top floor unit- features new electrical, new plumbing, new LVP Flooring, updated hurricane windows and sliders. Brand new kitchen including custom cabinets, quartz countertops and appliances. All new designer tile in bathrooms, custom vanities, shower tile and new fixtures. A/C 10 year warranty. The complex features a new roof, recently resurfaced covered parking, elevator, and courtyard. Offered by Holt Home Team for under $400,000 in Downtown Winter park.

535 N Interlachen Avenue Unit 304, Winter Park

$1,630,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Residential Condominium 9541/3489 Unit SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This one-of-a-kind duplex in the heart of Winter Park stands out as the best value in town. Discover an unparalleled living experience in over 3,100 square feet of sophisticated space. Every detail- from the exquisite wood craftmanship which exudes classic Americana to the meticulously finished gourmet kitchen, this home truly speaks of timeless elegance. The stunning condo features three spacious ensuite bedrooms, including a primary suite with a charming fireplace and generous setback terrace. A private elevator ensures seamless access, while a lovely atrium, perfect for morning coffee or an evening glass of wine, enhances the serene ambiance. Pella windows and beautiful wood plantation shutters provide both tranquility and refined style. Step outside, and you’re immersed in the heart of Winter Park, surrounded by charming boutiques, renowned restaurants, lush parks, and vibrant entertainment. Prefer a lighter aesthetic? A paint quote and virtual renderings with lighter wood tones are available upon request.

101 S New York Ave Unit 302, Winter Park

$187,500

1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Nestled in upscale Winter Park, this studio apartment offers an updated kitchen, flooring, and beautiful floor to ceiling windows in the sun room overlooking the luscious garden and resort style community pool. This studio is located in the Winter Park Gardens Condominiums, a 55+ community and is just steps away from any number of spectacular places where to wine and dine or go shopping. From your front balcony you can hear the crack of tennis racquets as the ball is lobbied back and forth, or if you choose, take the stairs (or elevator) and join the game yourself. Come take a look, you'll never want to leave!

700 Melrose Avenue Unit G 34, Winter Park

$172,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

This 1 Bedroom 1 bathroom condo with a peaceful pond view, is located in Winter Park Gardens. This Vibrant 55+ community offers beautifully landscaped grounds, lighted paths, community pool, and a clubhouse where residents enjoy social activities. The prime location provides easy access to a variety of amenities and attractions minutes away from Park Avenue with shops, restaurants, and cultural events. The nearby Azalea Tennis Center and Mead Botanical Gardens offer further enriching experiences. Embrace the serene and active lifestyle this community provides, with the added convenience of being close to Downtown Orlando, Baldwin Park, major highways and convenient to MCO or the Sanford/Orlando Airport. You will have an assigned parking space with plenty of additional parking spaces for guests. This property is a must-see to truly appreciate its charm and amenities. Due to the special reserve (FL HOA rules/regs). The proposed monthly fee for 2025 is $685.

700 Melrose Avenue Unit E-24, Winter Park

$658,125

3 Beds ⋅ 2 Baths ⋅ Azalea Lane SubDv. ⋅ 32789 Zip Code

Discover the ease of turnkey living in this beautifully renovated 3-bedroom condo, located off Minnesota Ave., between Pennsylvania and Orange Ave. Just steps from the Winter Park Tennis Center and minutes from Park Avenue, the condo offers a prime location with easy access to dining, shopping, and entertainment. Thoughtfully designed by Wolfe-Rizor Interiors, this home showcases gorgeous “rustic” style engineered wood floors, a modern kitchen with a breezy coastal feel, and stylish bathrooms. Elegant blackout drapes and stunning chandeliers throughout the home add an extra layer of sophistication. The sunny living area is delightful yet cozy, with a wood-burning fireplace and (3) sets of French doors opening to (2) balconies, perfect for outdoor dining and relaxing. The spacious primary suite has a walk-in closet and pocket doors opening to a stylish bathroom with dual sinks and a glass shower. 2 additional bedrooms share a 2nd full bathroom, and a laundry closet located in the hallway offers a stackable washer and dryer, plus great storage space. On the ground level, a detached 2-car garage (with new motors) can be utilized for private parking or storage, while a driveway and street parking provide ample space for your guests. Zoned for Audubon K-8 and close to top schools, this condo is directly across the street from the tennis courts and the Azalea Lane park/playground, and minutes from Baldwin Park, the Corrine Drive corridor, and downtown Winter Park. Enjoy a low-maintenance lifestyle in a prime location!

1086 Azalea Lane, Winter Park

$140,000

1 Beds ⋅ 1 Baths ⋅ Lake Killarney Condominium Assn Inc. SubDv. ⋅ 32789 Zip Code

Introducing a charming 1 bed, 1 bath condo located on the serene shores of Lake Killarney in Winter Park Florida. Enjoy the perfect balance of lakeside tranquility, urban convenience, with a stunning sunset and being just a short walk to Trader Joe's, movie theaters, restaurants, and coffee shops. This home is ideal for someone seeking a peaceful retreat with all the benefits of a vibrant neighborhood. Don't miss your opportunity to live in this coveted Winter Park location.

151 North Orlando Avenue Unit 142, Winter Park

$385,000

2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code

Largest unit at Killarney Bay, set up as a town home -bedrooms upstairs town house with large screened in area back porch, new washer and dryer - wood floors throughout, close to Winter Park Village - complex is a small great location with great access to I-4 - Killarney Bay sits on Lake Killarney with private pool overlooking. Only 5 rental units are allowed at KB at any given time. Super clean and ready for new owner. Beautiful wood ceilings in main living areas and wood floors and stairway! tastefully done, real fireplace. Current tenant has flexibility in moving. oversized bedrooms are located on the second floor, featuring suite bathrooms and walk-in closets. The primary bedroom also features its own balcony. This community is walking distance only minutes to 17-92, I-4, Winter Park Village, Trader Joe’s, Whole Foods, Publix, and downtown Winter Park’s retail and restaurants. Owner may hold a MTG-

740 #3 Killarney Bay Ct Unit 7-3, Winter Park

$1,099,717

3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Discover luxury living in this exquisite single-story condominium, located on the second floor of the highly sought-after Douglas Grand. This elegant three-bedroom, three-bath residence seamlessly blends entertaining and everyday comfort, featuring an inviting open floor plan filled with natural light, beautiful crown molding and stunning French Oak hardwood flooring. The gourmet kitchen is a chef's dream, complete with a spacious breakfast bar island, custom wood cabinetry, granite countertops, and top-of-the-line Sub-Zero, Wolf and Bosch appliances, along with a generous walk-in pantry. The primary suite serves as a serene sanctuary, showcasing an indulgent soaking tub, dual vanities with granite surfaces, and two expansive walk-in closets. A second ensuite bedroom offers a private bath and generous walk-in closet. Additional features include a large utility room with new LG washer and dryer, updated light fixtures throughout, freshly painted interior, changing color hue can lighting, google smart carbon monoxide/fire detectors and nest thermostats and a new 81 gallon water heater (December, 2023). Enjoy the convenience and the unique advantage of a private entry to the unit from the secure, gated garage, with two reserved parking spaces. Situated in the heart of Winter Park, Douglas Grand grants easy access to Park Avenue, the Farmer's Market, Rollins College, Hannibal Square, the Winter Park 9-hole golf course, the WP Tennis Center, and Winter Park Village. Embrace the effortless downtown lifestyle at Douglas Grand!

100 S Virginia Avenue Unit 201, Winter Park

$475,000

2 Beds ⋅ 2 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code

Price Improvement! Welcome to the luxury of Winter Park condo living, just steps from the world famous Park Avenue! You will be delighted to step into elegance in this charming first-floor condo with 9' ceilings in the highly sought-after Villages of Winterset Condominiums. Picture this – a simple stroll from your doorstep leads you to Park Avenue's enticing shopping and dining delights, the Morse Museum's cultural treasures, the vibrant energy of Rollins College, the refreshing greenery of the Winter Park Golf course, and the convenience of Sun Rail's commuter train. Immerse yourself in the charm of Central Park, where art festivals, concerts, movies, and events unfold right before your eyes. The Winterset mid-rise building offers key-secured access and a convenient call box for welcoming visitors. The lobby extends a warm welcome with a lounge area, perfect for unwinding or greeting your guests. Indulge in the pristine amenities of this well maintained community – a generously sized private pool, sun deck, and a grilling area designed for your leisure. Now, let's talk about this freshly painted gem of a corner unit – bathed in natural light and adorned with stunning travertine floors. The fully remodeled kitchen (2024) features granite countertops, new cabinets, all new stainless steel appliances and overlooks the spacious dining space. The open-concept dining into living room leads you to the open-entry sunroom that features energy-efficient impact-resistant sliding glass doors that overlooks a paved patio and lush greenery. Both of the bedrooms feature brand new carpet and beautiful plantation shutters that offer privacy and energy efficiency. The welcoming primary suite, boasts a walk-in closet and elegant make-up vanity with a large walk-in tile shower, big enough for two! The guest bath exudes charm with warm wood cabinetry and a tub/shower combo. Live the carefree lifestyle you've been dreaming of in this exclusive Winter Park haven, surrounded by multi-million dollar condos and homes. A property like this will not be available long. Call for your private showing today!

213 E Canton Avenue Unit 213, Winter Park

$235,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Remodeled 2nd story, end unit, 2-bedroom, 2-bath condo in stunning Winter Park! Enjoy all the charm Winter Park has for you, just minutes from Park Avenue's shops and restaurants, or take a short bike ride to nearby parks and outdoor venues. This desirable end-unit condo has been upgraded with new kitchen cabinets, granite countertops, and stainless steel appliances. Recent 2023 improvements include a new AC, roof & gutters. The interior has been freshly painted, and the home boasts new outlets, wall switches, and light fixtures throughout. Enjoy new luxury vinyl floors and plush carpeting, as well as all-new door hardware for a polished look. The community offers a pool and an on-site laundry facility. With Mead Gardens right behind the complex, you’ll have access to some of the best walking paths in Winter Park. Conveniently located between Trader Joe's, Winter Park Village, Ivanhoe Row, and Mills restaurants, and just a short distance to Park Avenue, Winter Park Tennis Center, Seven Oaks Park, and Rollins College. With low monthly fees, this is a fantastic opportunity to live affordably in Winter Park!

1250 S Denning Drive Unit 205, Winter Park

$330,000

2 Beds ⋅ 3 Baths ⋅ Huntington Condo SubDv. ⋅ 32789 Zip Code

Seize the opportunity to own this delightful townhouse within walking distance of downtown Winter Park, where the charm of Park Avenue and the vibrant Rollins College campus await just steps from your door. This two-bedroom, two-and-a-half-bathroom home presents an ideal canvas for creating your haven. As you enter, you'll be welcomed by a well-planned layout featuring a spacious great room with a cozy wood-burning fireplace, perfect for gathering with friends and family. The adjacent dining area flows seamlessly into a bright sunroom, offering a versatile space that could easily function as a home office or a tranquil retreat for reading and relaxation. Upstairs, discover two generously sized bedrooms, each boasting its covered balcony where you can enjoy peaceful mornings or unwind in the evening. The primary suite is a highlight, featuring a walk-in closet and a unique loft area that provides additional storage or a private nook for relaxation. The en-suite bath adds to the convenience and comfort. Step outside to a large, private backyard patio, ideal for hosting outdoor dinners, barbecues or simply soaking up the Florida sunshine in your secluded space. The property includes a covered, assigned parking space, with additional guest parking available for visitors. On a quiet dead-end street, this townhouse offers the ease of a lock-and-leave lifestyle, allowing you to fully embrace the vibrant offerings of Winter Park, from its eclectic dining and boutique shopping to the nearby SunRail station and bustling farmer’s market. Zoned for the highly regarded Audubon K-8 and Winter Park High School, this property combines convenience with potential to create the home you've always envisioned. Don’t let this rare opportunity pass you by.

647 Huntington Avenue Unit 8, Winter Park

$700,000

3 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

Welcome to this fantastic 3rd-floor unit in the sought-after gated community of Park West, located in the heart of Winter Park. This spacious 3-bedroom, 2-bath condo offers nearly 1,350 square feet of living space, featuring a cozy fireplace and stunning views of Morse Avenue and Central Park. The open-concept layout is filled with natural light, while the kitchen boasts bright formica countertops, newer appliances, and bar seating, perfect for entertaining. Beautiful wood floors run throughout the living area, and large glass sliders seamlessly connect the indoor and outdoor spaces. The generously sized master suite includes a walk-in closet, while the dedicated utility room provides extra storage and laundry convenience. Park West Condominiums is conveniently situated to the vibrant Park Avenue and Central Park, with easy access to Sun Rail and a host of local attractions. This prime location ensures lasting value, making it a fantastic investment opportunity. Residents of this beautifully maintained gated community can enjoy amenities such as a sparkling pool, clubhouse, tennis courts, car wash area, and lush, landscaped grounds. Don't miss your chance to own a piece of Winter Park's charm!

250 Carolina Avenue Unit 302, Winter Park

$329,900

2 Beds ⋅ 1 Baths ⋅ Village Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Location.... Location.... Location.... First Floor Condo situated in the heart of Winter Park and walking distance to Park Avenue, Rollins College, Winter Park Village and Sun Rail. The condo has been recently renovated with new appliances, led lighting, wood, tile, and stone finishes and there are NO units above this one. You have access to a "new" private deck just right outside the unit back door to just relax and enjoy a quiet evening. No Condominium Assessments and All Major Building Components/Projects (Roof, Fencing, Driveway, Landscaping, Lighting, Painting) have been completed Within the Last 7 Years! This home is "wireless" from the doorbell to the electrical switches and ceiling lights which can be dimmed for a relaxing mood. It is set up on a Google Home Platform and can be controlled remotely. A nest thermostat, doorbell and a state of the art wireless Blue ADT alarm system that is self-monitored with backup capabilities to ensure notifications of events. There is a new all-in-one washer/dryer for a one-time load and done. The unlimited hot water system maintains constant temperature based on your convenient and easy dial setting and comfort. The kitchen has modern track lighting and granite counters. Custom white plantation shutters and crown molding throughout the home. There is one assigned parking space with ample parking for another vehicle and guest parking. The location in Winter Park is ideal and is located near the police and fire station. This home has everything you need to enjoy the Winter Park lifestyle and cultural events.

500 N Pennsylvania Avenue Unit E, Winter Park

$250,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Gorgeous move-in ready one bed one bath unit in stunning Winter Park Gardens. Entirely gutted and remodeled down to the studs. New ceiling, flooring, drywall, wiring, plumbing, new kitchen, new appliances, tankless water heater, recess lighting, new AC, air ducts cleaned, new ceiling fans, and windows resealed among other updates. Open updated kitchen highlights wood cabinets, white granite counter tops, bar seating, and pendant lights. Beautiful laminate wood floors flow throughout living and bedroom areas as well as a bright clean updated bathroom. Enjoy breathtaking floor to ceiling pool and garden views in your tropical sunroom. Winter Park Gardens is a vibrant 55+ community (with room for younger owners) situated on over eight acres of mature trees, lush gardens, pond, pool, and lighted walkways centrally located walking distance to everything Downtown Winter Park has to offer.

700 Melrose Ave, H 1 Unit H 1, Winter Park

$330,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

PRICE IMPROVEMENT – Best buy in Winter Park..........Motivated Sellers! CLICK ON VIRTUAL TOUR to get an overview of the complex. Step into this beautifully updated 2-bedroom, 2-bath condo located in the highly desirable Winter Park Gardens community. This move-in-ready unit has been thoughtfully upgraded with modern features, including brand-new plumbing, a tankless water heater, resealed windows, recessed lighting, and ceiling fans throughout. The entire home boasts stylish wood-look tile flooring, providing a sleek, modern look. The open-concept kitchen is a true highlight, with solid wood cabinets, pull-out shelving, glass display cabinets, and luxurious granite countertops – perfect for both cooking and entertaining. Both bathrooms have been tastefully updated with high-end finishes. The condo offers plenty of storage, including spacious closets with built-in organizers, ensuring your home is both functional and stylish. A standout feature is the secondary bedroom, which includes a built-in queen-size Murphy bed, offering incredible space-saving functionality for guests or additional uses. Winter Park Gardens is a vibrant 55+ community that also welcomes younger owners, making it an ideal location for anyone looking to enjoy the serene, park-like atmosphere. Located within walking distance to Winter Park's most coveted attractions like Mead Gardens, Rollins College, and Park Avenue, this condo is truly a hidden gem. The community amenities include a sparkling pool and peaceful pond, offering a tranquil retreat. This is a must-see property – come experience all the charm and comfort it has to offer!

700 Melrose Ave J 1 Avenue Unit J1, Winter Park

$1,000,000

2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code

Walk to Park Avenue! Experience upscale living in this fabulous condo on the famous Winter Park Chain of Lakes. Located on the fifth floor, you will enjoy breathtaking tree-top lake views from this beautifully updated, one story unit covering almost 2100 square feet. The open layout features expansive living and dining areas that seamlessly transition to an outdoor screened-in porch. The stylish kitchen is well equipped with custom wood cabinets, granite countertops, stainless steel appliances and a center island with breakfast bar. The condo features a spacious guest suite with double closets, and a dramatic guest bath, complete with a custom designer vanity and a large walk-in shower. The generous owners suite offers a lounging area with radiant natural lighting. The spa-like bathroom includes custom vanities, soaking tub and a large walk in closet with built-ins. Additionally, features include automated blinds in the living room and an indoor laundry closet. The well maintained complex located on the shores of Lake Osceola offers underground parking, storage closet, and amenities such as pool and community laundry room. Situated just steps away from vibrant Park Ave, residents will enjoy many fantastic restaurants, cafes, Museums, and Boat Tours, in addition to the convenience of the Sunrail/Amtrak station. The condo fee includes electricity, sewer, water, gas, maintenance, on-site manager, community pool, ground maintenance, roof, insurance, exterior and more.

311 E Morse Boulevard Unit 6-18, Winter Park

$540,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

OPPORTUNITY KNOCKS! To own and renovate this 4th floor unit with beautiful views of pool and lake from its large screened in patio! This 2 bedroom - 2 bath condo is located directly across from the elevator, includes storage space on property and 1 covered assigned carport space (C6). The Cloisters is located in the Heart of Downtown Winter Park: Just a short stroll to Alfond Inn, Sun Rail, Farmer's Market, Morse Museum, Scenic Boat Tour, Central Park plus all the boutiques, cafe's and everything else Park Avenue has to offer. Enjoy this delightful community featuring several elevators, heated pool, putting green, fitness center, on-site manager, lovely clubhouse & private LAKEFRONT PARK with boat slips (first come, first serve)

100 S Interlachen Avenue Unit 404D, Winter Park

$372,500

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Fully remodeled ground floor 2/2 unit at the gorgeous Winter Park Gardens. Hickory finish floors through out. Bright sunroom is opened up creating a seamless living/dining expanse. Bright widened kitchen features white soft-close cabinets, white granite solid-surface counter tops, and stainless steel appliances. Both remodeled bathrooms are are clean and light with safety bars and easy entry standing showers. Stunning floor to ceiling views of pool and lush tranquil gardens douse the space with natural light. No step ground floor convenience and very close proximity to the user-friendly laundry room make it the best possible situation. Walking distance to Rollins, Orange Ave District, Mead Gardens, Park Avenue and everything that makes Winter Park so special.

700 Melrose Avenue Unit H 3, Winter Park

$520,000

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush astroturf, where you can unwind while taking in the tranquil, scenic views. The Cloisters offers an array of amenities designed for the connoisseur of life. Enjoy leisurely days by the heated pool, surrounded by meticulously maintained grounds, or entertain in the social room. For boating enthusiasts, a boat dock with eight slips provides direct access to the picturesque Lake Osceola. Golfers can refine their skills on the private putting green. This exceptional home is just a short stroll from Park Avenue, where you can explore an array of dining and shopping options. Whether you prefer to meander through Hannibal Square or embark on a serene boat ride along the Winter Park Chain of Lakes, this location offers a lifestyle of sophistication and convenience. Notable features include European white oak wide-plank flooring, Carrera marble porcelain tile in the bath, new Kohler bath fixtures, designer light fixtures throughout, plantation shutters, and a Lutron system for select lights, all combining to create a harmonious living space. For the discerning buyer, The Cloisters offers a unique opportunity to experience the art of living in a serene yet connected environment. This is more than just a home – it's a statement of refined living. The condominium fee covers cable TV, common area taxes, an escrow reserves fund, building insurance, internet, maintenance (grounds, exterior, repairs, pool), a condominium association manager, sewer, trash collection, and water, ensuring a maintenance-free lifestyle.

100 S Interlachen Avenue Unit 410, Winter Park

$425,000

1 Beds ⋅ 1 Baths ⋅ Virginia Heights Condo SubDv. ⋅ 32789 Zip Code

Welcome to this adorable condo cottage that has been completely renovated and is move-in ready! As you approach the property, a fenced courtyard greets you, showcasing new landscaping and a state-of-the-art irrigation system. Step inside to the living room where you’ll find soaring ceilings and amazing natural light. The space creates an inviting atmosphere for relaxation and entertainment. Your new gourmet kitchen is a showstopper, featuring a sleek and modern design. You'll love cooking with stylish Forno appliances, including an induction oven. The kitchen also boasts striking quartz countertops, shaker cabinets with brushed brass hardware, and a new sink with a matching brushed brass faucet. A beautiful tile backsplash adds a touch of elegance, while pendant lights cast a warm glow over the breakfast bar. Adjacent to the kitchen is a versatile flex space, perfect for a home office. French doors open to a serene patio, offering a quiet spot to unwind. A spa-like bathroom features a farmhouse door, an LED lighted medicine cabinet, and a frameless glass-enclosed shower. Stunning new tile floors add a touch of glamour and sophistication. Throughout the home, you'll find charming shiplap ceilings, wood beam accents, luxury vinyl floors, and new light fixtures. Freshly painted both inside and out, the home also boasts a brand-new metal roof, ensuring durability and style. Located in the heart of Winter Park, this home provides easy access to Orange Avenue, Park Avenue, Winter Park Village, Mead Gardens, and Rollins College. Whether you're catching a movie at Winter Park Village or exploring new cuisines at the many restaurants on Park Avenue, the options are endless! Don't miss out on this exceptional opportunity to own a beautifully renovated home in a prime location!

1312 S Pennsylvania Avenue Unit 1, Winter Park

$196,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This delightful end-unit condo offers the best of both convenience and style, just minutes away from the vibrant Park Avenue with its eclectic shops, fine dining, and local attractions. Whether you prefer a leisurely stroll to nearby parks or a quick bike ride to outdoor venues, this location has it all. The community recently installed a new roof and gutters in 2023, giving you added peace of mind. Step inside to this freshly painted, bright, and open living space, where the kitchen seamlessly overlooks the living and dining room, creating an inviting atmosphere ready for you to make your own. Just off the living space, you'll find a charming screened porch, the perfect spot to unwind with a book while enjoying the tranquil garden courtyard views. The complex amenities including a heated community pool and a convenient on-site laundry facility. Nature lovers will appreciate the proximity to Mead Gardens, with its scenic walking paths right at your doorstep. Additionally, a new outdoor event venue is under construction nearby, adding to the vibrant community atmosphere. Located within easy reach of Trader Joe's, Winter Park Village, Ivanhoe Row, Mills restaurants, and Park Avenue, this condo provides an ideal blend of affordability and prime location. Don't miss this exceptional opportunity to experience the best of Winter Park living with low monthly fees.

1250 S Denning Drive Unit 124, Winter Park

$775,000

2 Beds ⋅ 3 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code

***VERY RARE CORNER DOUBLE CONDO WITH 2 COVERED PARKING SPACES*** Stunning is the first word that comes to mind when describing this casual but elegant 2 bedroom, 3 bath condominium in the highly sought after Winterset building. Designer touches and quality finishes are evident the minute you walk through the front door. The gracious owner's retreat is large with a spa-like bath and 2 walk-in closets with built-ins. The secondary bedroom offers a private bath and walk-in closet. The gourmet kitchen and breakfast area offers custom wood cabinetry, granite counter tops, tile backsplash, under cabinet lighting and high end appliances. Other features include beautiful hardwood flooring, built-in bar and cabinetry. The secured building requires a code to access the lobby, along with a call box for your guests to be buzzed into the building. This condo boasts wonderful closet spaces throughout along with a separate storage closet and 2 convenient covered carport spaces. Just steps away from the stylish shops and restaurants on Park Avenue and other popular Winter Park amenities this unique and spectacular condo will not disappoint! Call today for your private viewing! NOTE: NO RENTALS OR PETS.

233 E Canton Avenue Unit 233, Winter Park

$230,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Welcome to your peaceful retreat in this charming ground-floor condo, nestled in the highly sought-after 55+ community of Winter Park Gardens. This one-bedroom, one-bathroom home offers a perfect blend of comfort and modern updates, with stunning views of the picturesque pond at the center of the complex. Step inside to find timeless laminate flooring throughout the spacious living area, kitchen, and bedroom, creating the look of real hardwood without the upkeep. The beautifully updated kitchen, renovated in 2017, features solid wood cabinets, luxe quartz countertops, and stainless steel appliances. The open layout seamlessly connects the kitchen to the living area, where sliding glass doors lead to the sunroom. Unlike many units in the community, the sunroom boasts upgraded exterior windows, replacing the original aluminum with modern, energy-efficient design. This space is perfect for enjoying the tranquil views of the pond and the surrounding cypress trees, offering a peaceful ambiance year-round. The spacious bedroom is filled with natural light, creating a bright and inviting atmosphere. The bathroom has been tastefully updated with a standing shower area and a convenient corner bench seat, ensuring a comfortable and modern living experience. Recent updates include a brand-new AC system and fresh paint throughout the entire unit. This condo is located in a vibrant 55+ community that offers beautifully landscaped grounds with lush landscaping, lighted paths, and scenic pond, a sparkling community pool, and a clubhouse where residents can gather and enjoy social activities. The prime location provides easy access to a variety of amenities and attractions. Just minutes away, you'll find the historic Winter Park district, home to the renowned Park Avenue with its boutique shops, restaurants, and cultural events. The nearby Azalea Tennis Center, Mead Botanical Gardens, and Rollins College offer further enriching experiences. Embrace the serene and active lifestyle this community provides, with the added convenience of being close to Downtown Orlando, Baldwin Park, major highways like 408 and I-4, and the MCO Airport. This condo offers the perfect combination of comfort, style, and natural beauty, making it an ideal home for those seeking a vibrant yet tranquil living experience in a supportive 55+ community. The assigned parking space is just steps away from your front door with plenty of additional parking for guests. Don't miss the chance to make this delightful condo your own. Schedule a viewing today and discover the charm and convenience of this beautiful home.

700 Melrose Avenue Unit F-2, Winter Park

$505,000

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. GREAT LOCATION! This top floor unit is located in the gated community of Park West just one block from the cobblestoned Park Avenue in downtown Winter Park with acclaimed restaurants, museums, and shopping. This two-bedroom two-bathroom unit features a fireplace and stunning vaulted ceilings in the living room/dining room, primary bedroom, and second bedroom as well as two walk-out balconies. The second bedroom balcony was enclosed adding additional living space. The HVAC was replaced in 2022. The unit comes with a designated parking space in the ground level garage that has elevator access to the fourth floor and there is additional open/guest parking in the outside parking lot. Community amenities include clubhouse, pool, and tennis/pickleball courts.

250 Carolina Avenue Unit 406, Winter Park

$175,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Welcome to this charming first-floor, one-bedroom, one-bathroom condo in the highly sought-after Winter Park Gardens community, exclusive 55+. This bright and airy home features an open floor plan with a spacious living area and a versatile sunroom, perfect for an additional living space or home office. The sunroom offers stunning views of the tranquil pond and lush garden, creating a serene atmosphere. The kitchen provides convenient outdoor access, while the bedroom boasts beautiful views and an ensuite bath for added privacy. Enjoy the convenience of one assigned parking space located close to the unit, along with ample guest parking. Winter Park Gardens offers beautifully landscaped grounds, a community pool, a clubhouse, and an on-site manager. This prime location is just minutes from Azalea Tennis Center, Mead Gardens, downtown Winter Park, Rollins College, and the exciting new development, Winter Park's Progress Point.

700 Melrose Avenue Unit E-6, Winter Park

$1,145,000

2 Beds ⋅ 2 Baths ⋅ Interlachen Condo SubDv. ⋅ 32789 Zip Code

Experience Luxury and Charm! Discover an extraordinary residence nestled in the heart of Winter Park, where luxury meets location. This 2 bed / 2 bath (1,718 heated sq. ft.) is sure to charm you, spectacular wood parquet floors, Spanish/Mediterranean barrel roof tiles, inviting fireplaces, and walls of elegant French pane windows that flood the space with natural light. The impressive wood plank vaulted ceiling in the dining room adds a touch of European flair. The family room and dining room are adorned with floor-to-ceiling wood bookcases, adding to character and appeal. Tucked away for privacy: two charming patios overlook a secluded entryway, and meticulously re-paved brick paths wind through lush landscaping, ensuring utmost privacy and serenity. The expansive primary bedroom upstairs, offers views of Casa Feliz and the golf course. Plenty of space in large walk-in closet and its own cozy fireplace. Embrace the vibrant lifestyle of downtown Winter Park with a leisurely stroll to Park Avenue’s chic cafes, boutique shopping, and museums. The home is just steps away from the enchanting Charles H. Morse Park Moonlight Garden, known for its flower-covered archways and picturesque path leading to the historic Casa Feliz mansion. This property blends the best of both worlds: the privacy of a free-standing home and the convenience of condominium living. Recent high-end updates include a new water heater 2023, new electrical panel 2023, state-of-the-art Trane AC 2021, a stylishly remodeled kitchen with designer tile and stainless steel appliances, high-efficiency windows and doors, new tile roof 2021, and freshly painted exteriors. Trees have been trimmed and brick paths leveled as of May 2024. Only 6 distinctive units in this exclusive complex. All are unique with their own floorplans, personality, and charm. This home has two designated parking spots (1 covered parking) and offers unparalleled charm and sophistication. Maintenance-free lifestyle! Lock and leave for extended periods with no concerns. HOA handles maintenance and common areas. Don’t miss this rare opportunity—schedule your private tour today and make this Winter Park masterpiece yours!<div style="padding:56.25% 0 0 0;position:relative;"><iframe src=https://my.matterport.com/show/?m=pi8AS8w5fcE&mls=1 frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

625 N Interlachen Avenue Unit A, Winter Park

$385,000

2 Beds ⋅ 1 Baths ⋅ Lake Killarney Condo SubDv. ⋅ 32789 Zip Code

FULL LAKE FRONT VIEW, ONE OUT OF 6 UNITS WITH BEST VIEW IN LAKE KILLARNEY CONDO! Amazing location in Winter Park! Full LAKEFRONT view, fully renovated end unit condo on spring fed, navigable, & private Lake Killarney. Sunset views every evening from your living, kitchen, dining, and master bedroom! . Lakefront pool and private boat dock with ~14 slips (see management for availability). Assigned parking space, community storage & mail just outside the back door. Walk to Trader Joe's, Hillstone's, Winter Park Village, Publix, movies, restaurants, shopping, etc. Bike or walk to Downtown Winter Park and Sunrail. Fully renovated unit with extra care to space planning. o Highest ceilings in the community. Solid bamboo wood flooring. Recessed lights. Surround sound & TV mount . Textured walls & ceiling . Custom trim . 4 panel sliding glass and transom windows looking over lakeview & lawn . Large renovated kitchen with glass tower cabinets . Drink bar and large island . Granite counters . Stainless steel appliances. Downlighting, under & over cabinet lighting o stainless steel appliances. End your day enjoy the lake views while making dinner. Shower cubbies & candle cubbie for baths . Italian space enhancing vanity . Upgraded fixtures . Frame mirrored medicine cabinet for hidden extra storage o Custom expanded master closet system. Community amenities include o Lakefront dock with boat slips o Private boat ramp o Lakeside pool & large lawn with Adirondacks o Grills & picnic tables o Paddle board / canoe / kayak racks o Bass fishing . Bike racks, shuffleboard . Assigned Parking space just outside the door . Storage Space o Gym, laundry rooms, community storage, and recycling. **Furniture is not inlcuded in the listing price**

151 N Orlando Avenue Unit 131, Winter Park

$389,000

1 Beds ⋅ 1 Baths ⋅ Whispering Waters SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box, now offered at an improved price of $399,000. This fully renovated one-bedroom, one-bathroom condo spans 900 square feet and offers single-story, ground-floor, corner-unit living just steps from Park Avenue. The 2018 full renovation was extensive and included new electrical re-wiring and plumbing. The scope of the renovation extended to creating new conditioned space, currently being used as the dining room from old patio space. The kitchen and bathroom updates were numerous. A few highlights are new cabinets, stainless steel appliances, quartz countertops, a farmhouse-style sink, lighting, hardware, knobs/pulls, a bathroom vanity with a marble top, and more! The corner-unit calls for expansive windows which were replaced and certainly add to the light and airy feeling inside. A LG washer-dryer combination unit that is vented to the outside was installed to make laundry easier and more enjoyable. The sparkling community pool is adjacent to Building 7, but wet feet are no concern on the neutral-colored, large-format tile that was installed in all of the main living areas. There is one deeded parking space in the gated/secured, basement-level parking garage with a small storage space and elevator service. Amenities include an on-site manager, pool, club room, and wonderful outdoor spaces throughout the community and boat slips on the shore of Lake Osceola. The charming water features and meandering walking paths complete the charming character of the community. The condominium fee includes electricity, water, trash, gas, exterior/building maintenance, budget reserves, exterior/building insurance, and maintenance of the beautiful common areas. Don't miss the rare opportunity to make this fully renovated, ground-floor, corner unit in the heart of Winter Park your new home!

311 E Morse Boulevard Unit 7-2, Winter Park

$260,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

Beautifully renovated 2 bedroom, 2 bath condo on the Ground Floor in gorgeous Winter Park!! Come enjoy all that Winter Park offers, with only a few minutes ride to Park Avenue and all of the shops and restaurants. Or, take a short bike ride to the many parks and outdoor venues. This END Unit condo has new cabinets, beautiful quartz countertops, and stainless steel appliances. The refrigerator is new. The electric water heater is new. The windows and slider have been replaced. This condo is just waiting for YOU!! Both bathrooms have updated tile, new vanities and quartz countertops! The luxury vinyl flooring is throughout the main living area and kitchen, tile flooring in bathrooms, with carpet in both bedrooms. A screen porch is the perfect place to relax with a good book while enjoying the courtyard - garden view! This complex has a heated community pool and on-site laundry facility! Mead Gardens is directly behind the condo's You have the best walking paths in all of Winter Park right next door! There is a new outdoor event venue currently being built nearby. You are perfectly located between Trader Joe's, Winter Park Village, Ivanhoe Row, Mills restaurants and Park Avenue! This is a great opportunity to live in Winter Park affordably with low monthly fees!! (New Roofs and Gutters - 2023)

1250 S Denning Drive Unit 105, Winter Park

$219,000

2 Beds ⋅ 1 Baths ⋅ Aragon Condo SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park, this charming home offers the perfect blend of comfort and convenience! Ideal for those seeking a cozy retreat, the home features an updated kitchen with a farmhouse sink, washer and dryer in unit, HVAC from 2024, and a water heater from 2019. Located in a vibrant neighborhood close to I4, restaurants and parks, this residence promises a delightful living experience in one of Winter Park’s most desirable locations.

851 Miles Avenue Unit 26, Winter Park

$1,005,000

2 Beds ⋅ 2 Baths ⋅ Interlachen Condo SubDv. ⋅ 32789 Zip Code

Discover the charm and downtown Winter Park ambiance with this two-bedroom plus office, two-bath Mediterranean villa, a true “hidden gem” out of the way to find off Interlachen Avenue! The quaint six-villa condominium community is adjacent to the historic Winter Park Golf Course & Casa Feliz. Just footsteps from the vibrant shopping and dining on Park Avenue, this peaceful, private retreat is a European style sanctuary right in the heart of downtown Winter Park. This 1,610-square-foot, two-level condominium is a unique find and wonderful opportunity to make it your own private oasis. On the main level there is a lovely kitchen open to dining room and gorgeous living area featuring vaulted wood ceilings, a wood-burning fireplace, and two walls of French doors opening to separate private courtyards, covered lanai and fountain... There is also a secondary bedroom suite that includes an ensuite bath, perfect for guests or family. Lastly, there is a secluded office/sunroom with gorgeous arched windows and a separate entrance that offers a versatile space for work or relaxation. Upstairs solely encompasses the spacious primary suite boasting a sitting area, French doors and windows and two balconies including an expansive covered balcony off the bedroom, a walk-in closet, and ensuite bath. Embrace the old-world feel of the Spanish/Mediterranean architecture, complete with a newer community tile roof, recent new exterior paint, and peaceful winding courtyards. A secretive brick drive leads to the unit's two designated parking spots including one in a covered carport. Enjoy the "Lock and Leave" lifestyle with the enjoyment of downtown living and the seclusion of this Winter Park treasure. Walk to the Winter Park Golf Course, Casa Feliz, and stroll through the iconic streets of downtown Winter Park. Don’t miss this incredible opportunity to own a piece of Winter Park's history.

627 N Interlachen Avenue Unit B, Winter Park

$240,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

This beautifully upgraded, 2 bedroom, 2 bath condo is a ground floor unit, boasts Winter Park Lake access, and is located just 0.4 miles from Winter Park Village. You’ll love the spacious, open floor plan, the natural lighting, the rustic wood plank tiles, and the updated kitchens and bathrooms! Kitchen features white cabinets, granite countertops, brushed nickel hardware, sleek black appliances, ample prep space, and a breakfast bar! The community is tucked back in a quiet corner of Winter Park and hugs Lake Killarney’s shoreline! Your community pool, laundromat, and patio all enjoy beautiful views of the lake! Bring your favorite book and chill by the pool while doing your laundry, or bird watch from your community's lakefront patio! The community also includes a boat ramp onto the lake and a watercraft parking area! You can’t beat this location! Winter Park’s best restaurants and amenities are all at your fingertips! Imagine kayaking to Trader Joe’s for a few groceries or biking to Hillstone for dinner and drinks on the water! Park Ave with all its boutique shopping and fine dining are within 2 miles! Rollins College and Full Sail University are within approximately 3 miles as well! Don’t let this opportunity to live in downtown Winter Park pass you by! Call me today to set up your private showing!

1500 Gay Road Unit 8B, Winter Park

$140,000

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove/Winter Park SubDv. ⋅ 32789 Zip Code

Great opportunity to make this 2 bedroom, 1 bathroom unit at Waterfall Cove your own. Located blocks to Winter Park Village with restaurants and shopping galore this location is PRIME!!! The unit has a spacious floorplan with a view of the pool from the second floor balcony. The unit has an open living/dining room with galley kitchen, inside laundry with stacked washer/dryer unit. The unit does need TLC and is priced to sell!!! Make your appointment to see this property today!

1695 Lee Road Unit D205, Winter Park

$145,000

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Discover this charming 2-bedroom, 1-bathroom condo in the tranquil community of Waterfall Cove. With a covered balcony and a walk-in closet in the primary bedroom, this home is ready for its new owner. The community offers a playground, a pool, and includes cable and internet in the HOA fees. Conveniently located near Rollins College and Winter Park's Park Ave, you'll have access to a variety of shops, restaurants, and art galleries. Just a short walk away, Winter Park Village has undergone a multimillion-dollar renovation, enhancing its shopping, dining, and entertainment options. In 2024, Seven Oaks Park will open, providing an exceptional outdoor experience. With downtown Winter Park only minutes away and I-4 less than a mile from your doorstep, commuting is effortless. Perfect for both homeowners and investors. Schedule your viewing today!

1695 Lee Road Unit D206, Winter Park

$152,000

2 Beds ⋅ 1 Baths ⋅ Waterfall Cove SubDv. ⋅ 32789 Zip Code

Discover this charming 2-bedroom, 1-bathroom condo in the tranquil community of Waterfall Cove. With a covered balcony and a walk-in closet in the primary bedroom, this home is ready for its new owner. The community offers a playground, a pool, and includes cable and internet in the HOA fees. Conveniently located near Rollins College and Winter Park's Park Ave, you'll have access to a variety of shops, restaurants, and art galleries. Just a short walk away, Winter Park Village has undergone a multimillion-dollar renovation, enhancing its shopping, dining, and entertainment options. In 2024, Seven Oaks Park will open, providing an exceptional outdoor experience. With downtown Winter Park only minutes away and I-4 less than a mile from your doorstep, commuting is effortless. Perfect for both homeowners and investors, this condo currently has a tenant generating a rental income of $1,400 per month (currently on a month to month lease agreement) with a 45 day lease agreement termination request. This opportunity won't last long—schedule your viewing today!

1695 Lee Road Unit E213, Winter Park

$1,575,000

3 Beds ⋅ 4 Baths ⋅ Douglas Grand - Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to The Douglas Grand, located in the heart of downtown Winter Park! If you are in search of a turn-key, easy living, secure, private, luxury lifestyle...look no further! This stunning 3-bed/3.5-bath townhome is located on the 3rd and 4th floor of the Douglas Grand, overlooking the treetops on Morse Blvd. The original owners have meticulously maintained the townhome since 2013. Valuable upgrades include a large elevator, 3 assigned parking spaces on the 3rd floor just steps from the front door, an additional storage room at the end of the hall, timeless hardwood floors throughout the living spaces and all bedrooms (NO Carpet!), and fresh paint throughout the interior (June 2024). The first level of the townhome offers a spacious kitchen with custom cabinet pullouts, a dinette area, and a convenient built-in desk. The dining area is open yet defined, with gorgeous custom built-in cabinets with glass doors and a detailed tray ceiling. The vast family room is wrapped in custom molding, with French doors framed by remote-powered drapes that lead out to a balcony overlooking the trees on Morse Blvd. The living and dining areas are centered around the sunny atrium, offering a unique covered patio feel, stretching 2 stories tall up to the skylights above. This patio provides natural sunlight on both levels and a thriving location for potted plants. The first level includes a guest bedroom with a private bathroom, which makes a great second primary suite. Take the spacious elevator or the wrapped staircase up to the 2nd floor where you’ll find an expansive Primary Suite (14'x25') with a huge walk-in closet (10’x12’), and French doors that lead to a sprawling outdoor terrace spanning 26ft wide. The second level also includes the 3rd bedroom with an en-suite bathroom, and a laundry room with a sink and additional storage cabinets. This unit offers enormous walk-in closets in every bedroom outfitted by California Closets, and the townhome is sprinkled with storage & linen closets throughout. Don’t forget the added bonus of the deeded walk-in storage closet. Just a block from Park Avenue with Central Park in the distance, you’ll be sure to enjoy the convenience of “city life” and experience the excitement and charm of downtown Winter Park right in your backyard. * Click on the Virtual Tour and ask for a Floorplan! All furnishings may be sold separately!

101 S New York Avenue Unit 303, Winter Park

$1,125,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

Experience the epitome of luxury living in this stunning single-story condominium, nestled on the 3rd floor of the highly coveted Douglas Grand. This exquisite three-bedroom, three-bath residence is designed for both entertaining and everyday living boasting an inviting open floor plan adorned with volume ceilings, elegant crown molding, wood flooring, AND custom louvered shutters that add a touch of sophistication throughout. The gourmet kitchen is a chef's dream, featuring a spacious breakfast bar island, bespoke wood cabinetry, granite countertops, top-of-the-line Sub-Zero and Wolf appliances, and a spacious walk-in pantry. The primary suite is a serene retreat with its opulent soaking tub, dual vanities with granite countertops, and two generous walk-in closets. A second ensuite bedroom also includes a private bath, walk-in closet, and abundant natural light. Also note unit is equipped with a large utility room and has two reserved parking spaces in the secure, gated garage. Located in the heart of Winter Park, Douglas Grand provides easy access to Park Avenue, the Farmer's Market, Rollins College, Hannibal Square, Winter Park 9, the WP Tennis Center, and Winter Park Village. Embrace the effortless downtown lifestyle at Douglas Grand, where luxury and convenience meet in perfect harmony.

100 S Virginia Avenue Unit 315, Winter Park

$320,000

1 Beds ⋅ 1 Baths ⋅ Village Of Winterset SubDv. ⋅ 32789 Zip Code

Welcome To The Village Of Winterset. Luxury 1 Bedroom 1 Bath Condo In The Heart Of Winter Park. This Spectacular Property Has Been Exquisitely Remodeled. Step Inside To Find A Chic Bar Area Equipped With Beverage Cooler, Perfect For Entertaining Guests. Further Into The Home, You'll Discover The Stunning Kitchen Combining Modern Luxury With Timeless Elegance, Featuring Custom Cabinetry, Granite Countertops And A Striking Wood Island Opening To The Spacious Living Room. Oversized Bedroom, Complete With Walk-In Closet Featuring Built-In Storage, This space is designed To Keep You Organized. Wood Flooring Throughout! Crown Moulding! Secured Building, Refreshing Pool And Assigned Cover Parking Are Just A Few Extras You Have Living In This Community. AC and Hot Water Heater are Both Within 6 Years Old. One Block From Park Ave Restaurants, And Shopping, Close To Churches, Medical, And Other Entertainment, 1/2 Mile From Sun Rail Station. Call Today To Schedule Your Private Showing!

221 E Canton Avenue Unit 221, Winter Park

$190,000

2 Beds ⋅ 1 Baths ⋅ Aragon Condo SubDv. ⋅ 32789 Zip Code

Welcome to this inviting first-floor unit in the desirable Aragon Condo community, located in the heart of Winter Park. This charming two-bedroom, one-bath condominium features a newly remodeled bath, fresh paint, and all-new luxury vinyl plank flooring throughout, making it ready for its new owner. The galley-style kitchen seamlessly flows into the open living and dining space, perfect for entertaining or relaxing. Both bedrooms offer built-in closets, providing ample storage space. Additionally, there is a hall closet ideal for linens or extra storage. The unit includes a cozy front patio area, perfect for enjoying your morning coffee or evening unwind. Residents of Aragon Condo enjoy a range of amenities, including a central courtyard, sparkling pool, communal laundry facilities, and both assigned and guest parking. This prime location is convenient to multiple shopping centers and is just across the street from a variety of restaurants, quick-serve options, grocery stores, and retail shops. Experience sophisticated living in a community that embodies the art of the home, offering both tranquility and convenience. This condominium is not just a home, it is a haven for those who appreciate the finer things in life.

851 Miles Avenue Unit 3, Winter Park

$1,050,000

3 Beds ⋅ 3 Baths ⋅ Douglas Grand - Winter Park Residential SubDv. ⋅ 32789 Zip Code

Welcome to luxury living at its finest in this gorgeous END UNIT residence in the Douglas Grand in the heart of downtown Winter Park. This single level three bedroom, three bathroom residence features a gourmet kitchen which opens to the living and dining area, perfect for entertaining and everyday living. The chefs kitchen includes a Sub-Zero refrigerator, Wolf cooktop, Bosch dishwasher, custom granite counters, island with bar seating, and a large walk-in pantry. The spacious primary bedroom with sitting area includes two custom walk-in closets, an en suite bathroom with separate vanities, walk-in shower, and soaking tub. The second primary suite also features a walk-in closet and en suite bathroom with a walk-in shower and tub. The third bedroom/flex room includes a walk-in closet and full bathroom down the hall. Finishes and custom details include beautiful travertine flooring throughout, high volume ceilings, new lighting, crown molding, sound system, newer hot water heater, and Nest thermostat. This residence offers 3 DEEDED PARKING SPACES conveniently located in the gated parking garage along with a DEEDED STORAGE room. From the Douglas Grand, you can easily stroll to renowned Park Avenue and its abundance of restaurants, coffee and wine bars, and boutique shops. Enjoy all downtown Winter Park has to offer including the Winter Park Farmers market, Winter Park Village, art festivals, Rollins College, and an array of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and more.

100 S Virginia Avenue Unit 314, Winter Park

$235,000

2 Beds ⋅ 2 Baths ⋅ Chateaux Du Lac SubDv. ⋅ 32789 Zip Code

This is the one you've been waiting for! In lakefront Chateaux du Lac on beautiful Lake Killarney in Winter Park, this spacious, ground floor, 2-bedroom unit has brand new floors and fresh paint throughout, including all the doors, plus newer bathroom fixtures. Small patio faces quiet courtyard. Shared storage closet in the back entrance hall. This is one of the few units in the community with a view of Lake Killarney. HVAC - 2020, with transferrable warranty. Low condo fee at just $353. One assigned parking space, and convenient guest parking. Amenities include community boat ramp, lakefront deck to view the gorgeous sunsets, heated community pool and updated lakefront clubhouse. Walk to Winter Park Village for grocery stores, movie theater, restaurants snd many shopping options, plus Trader Joes, and more. The tucked-away-but-central location is close to Park Avenue and the Saturday farmer's market with easy access to I-4, and downtown Orlando. This unit is ready for you to make it your own!

1500 Gay Road Unit 25-A, Winter Park

$265,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

PRICE REDUCTION: MOTIVATED SELLER! Discover a fantastic opportunity at Winter Park Gardens, where this 2/2 unit offers unbeatable value. Similar units have sold for $100k more, making this an excellent investment for homeowners and investors alike. Situated on the third floor near the elevator and laundry, this unit boasts solid wood cabinets, a tankless water heater, and a 2022 Bosch air conditioner. Enjoy stunning views of the pool, lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens. Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours!

700 Melrose Avenue Unit M33, Winter Park

$290,000

2 Beds ⋅ 1 Baths ⋅ Village Condos SubDv. ⋅ 32789 Zip Code

Step into comfort and convenience with this delightful upstairs residence in the highly sought-after Village Condominiums. Positioned perfectly in a neighborly setting, this gem is only a short, pleasant walk from Park Avenue and the lively Winter Park Village, ensuring you're never far from boutique shopping, dining, and entertainment. Unit G offers a tranquil, inviting atmosphere with its exclusive upper-level location and limited sharing of space, promoting a private and serene living environment. You'll appreciate the ease of access to major routes such as I-4 and 17/92, which make commuting straightforward and stress-free. Inside, each room is bathed in natural light through charming plantation shutters. Warm laminate flooring and elegant crown molding enhance the welcoming ambiance. Everyday conveniences are covered with an in-unit washer and dryer and a kitchen equipped with stainless steel appliances, granite countertops, and a practical breakfast bar. A closet pantry keeps essentials organized and within easy reach. The two bedrooms are crafted with individual character, the main bedroom features a spacious walk-in closet, while the second bedroom offers direct access to the communal patios—a collection of cozy spots perfect for socializing, enjoying the outdoors, or unwinding in the quaint courtyard seating areas. Living in Village Condominiums means embracing an effortless lifestyle where everything you need is just a stroll away. Whether it's exploring Hannibal Square, picking up groceries at Whole Foods, playing a round at Winter Park Golf Course, or enjoying a leisurely day of shopping and dining, this location truly has it all. Discover your urban sanctuary at Village Condominiums, where comfort meets convenience in a friendly community setting. Welcome to your new home, where every day feels like a walk in the park.

500 N Pennsylvania Avenue Unit G, Winter Park

$195,000

2 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

A HIDDEN GEM. Community located on Lake Killarney. Relax in the park-like central courtyard or poolside on the lake. Close and easy access to I-4. This 2 bedroom, 1 bath condo is a first-floor end unit. It has newer Pella Energy-Efficient windows. The bathroom has been renovated to include a walk-in shower. AC replaced in 2020. Plumbing replaced in 2018. The kitchen has newer refrigerator, cabinets, countertops & backsplash. A well-maintained Laundry room is just steps away. Minutes from Winter Park Village, Trader Joes, Park Avenue and Rollins College. This is a NO PETS community and has rental restrictions. No rentals for the first 2 years, Primary residents only for the first 2 years, then minimum 1-year rentals. HOA application fee, transfer fee.

2500 Lee Road Unit 139, Winter Park

32789 Zip Code Condos

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