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$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
$1,250,000
4 Beds ⋅ 3 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code
Sold data entry only

1525 Granville Drive, Winter Park
$585,000
2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster SubDv. ⋅ 32789 Zip Code
Located in the highly sought-after neighborhood of Orwin Manor, where Winter Park meets Orlando, this inviting 2-bedroom, 2-bathroom home with a versatile den offers comfort, style, and an unbeatable location. From the moment you arrive, the bright exterior and welcoming pathway set the stage for what’s inside. Sitting on a spacious 0.20-acre corner lot, this home offers both curb appeal and plenty of outdoor space to enjoy. Step inside the living room, where a cozy wood-burning fireplace and a charming built-in cabinet add warmth and character. The living room flows seamlessly into the dining room, a bright space filled with natural light—perfect for everyday meals or hosting guests. Just off the dining room, you’ll find the kitchen, featuring stone countertops and white cabinets. The primary bedroom is a standout, with high ceilings, barn doors, and direct access to a covered patio with a brick floor. The ensuite bathroom is roomy, with double sinks, a soaking tub, a large shower, and a walk-in closet. The second bedroom is also generously sized, making it comfortable for guests or family. The Florida room, with its French doors and natural light, offers flexibility—whether you need a family room, office, or playroom. Outside, the oversized backyard is a great space for entertaining or just relaxing, with both a covered patio off the primary bedroom and an open patio with pavers. Just minutes from Downtown Winter Park, College Park, and Orlando, and with quick access to I-4, getting around town couldn’t be easier. You’ll love the convenience of this location, close to shopping, dining, AdventHealth, and the Orlando Science Center. This home is ready for you to make it your own—schedule a tour today and see all it has to offer!

1600 Berkshire Avenue, Winter Park
$689,000
3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace 2nd Add SubDv. ⋅ 32789 Zip Code
Perfectly situated on a tree-lined street in sought-after Winter Park, this charming, mid-century home has been fully updated with modern style. The main house features 3 bedrooms and 2 bathrooms, while a detached suite offers flexible use with its own walk-in closet and full bath. The spacious great room, bathed in natural light from stylish windows, invites you to relax or entertain guests. A large open kitchen with a breakfast bar, white soft-close cabinetry, granite countertops, and stainless-steel appliances, plus a bright dining room are the center of the house. The primary suite is a retreat, complete with a newly renovated bathroom featuring a walk-in shower, standalone soaking tub, dual sinks, and French doors that fill the space with light. A secondary bedroom and updated bath with classic subway tile enhance the home’s charm, and an office off the dining room offers the flexibility to serve as a third bedroom with its own closet. Outside, enjoy two open patios surrounded by new landscaping, perfect for gatherings or serene relaxation. AC was updated in 2022 and roof was installed in 2016. Updates include an AC unit installed in 2022 and a roof installed in 2016. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High Schools and just 10 minutes from iconic Park Avenue shopping and dining. This stylish home is move-in ready and invites you to enjoy the best of Winter Park living!

1321 Magnolia Avenue, Winter Park
$316,000
3 Beds ⋅ 1 Baths ⋅ Fairbanks Shores 2nd Add SubDv. ⋅ 32789 Zip Code
Updated home in West Winter Park neighborhood is minutes to the downtowns of Winter Park and Orlando, College Park, Advent Health campus and I-4. Good-size kitchen offers stainless steel appliances, granite counters, and breakfast bar and is open to dining and family room areas. It has a large deck and fenced backyard with shed that conveys with sale. Septic system and plumbing: 7 years old. HVAC: 4 years. Roof: 5 years. This home is a great value! Seller will contribute $5000 toward buyer's closing costs and/or rate buydown.

2886 Roxbury Road, Winter Park
$615,000
3 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code
*OFFERED BELOW APPRAISED VALUE* Charming Bungalow in Winter Park now Available. While originally built in 1932, this house has been completely renovated to today's standards. Upgrades/Improvements include New Roof (2024), New Windows (2024), New A/C and Ductwork (2024), New Flooring throughout (2024 - commercial grade LVP), New Appliances (2024), Completely Remodeled Kitchen and Bathrooms (2024), Whole House Repipe (2022), Upgraded from Septic to Sewer with New Sewer Line (2022), Exterior Paint (2024), and more. This property offers some very unique features. There is a Detached 280 sf Studio with a Full Kitchen and Bathroom. This unit is on a Separate Electrical Meter. There was also a Waterproofing System with Sump Pumps added around the foundation of this studio. This lot is just under 1/4 acre and zoned R-2, which offers a whole yard. The entire street is undergoing a major revitalization, the house next door (to the east), is currently scheduled to be torn down and replaced with 2 new luxury townhomes and priced at just under $1m a piece. This property offers the opportunity to live in the main house and AirBnb the studio, or rent both and hold indefinitely in an area that will only continue to appreciate. Don't miss your opportunity to own your piece of Winter Park. Schedule your private showing today.

1419 Miller Avenue, Winter Park
$750,000
2 Beds ⋅ 1 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code
SPECTACULAR WINTER PARK OPPORTUNITY! This oversized corner lot in Fairbanks Park overlooking Lake Midget and Lake Midget Park is a rare opportunity to build your dream home in Winter Park. The 2-bedroom/1-bath home, original owners since 1941, is available for renovation or new construction. Serene views of Lake Midget from the front porch, that can’t be beat. New restaurant and retail space is being developed across the street on Fairbanks Ave. Close proximity to Rollins baseball field, and less than a mile from Park Avenue, Rollins College, restaurants, shopping, and so much more. Don’t miss this diamond in the rough – call today for your showing!!!

731 Midget Drive, 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
$405,000
2 Beds ⋅ 1 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code
Gem Opportunity! Consumers choice! Own this charming 2 bedroom 1 bathroom property OR BUILD your dream home with this SPACIOUS LOT over a Quarter of an acre tucked in the serene Non HOA community just a stroll away to LAKE KILLARNEY. This property has close proximity to top-rated schools, vibrant dining, shopping, and cultural experiences. With its ideal location and abundant potential, 2420 Euston Rd is the perfect canvas for your next project. Don’t miss out on this rare chance to create something truly special in Winter Park. Lake Killarney is one of Winter Park's hidden gems, offering a peaceful retreat from the hustle and bustle of city life. Covering approximately 234 acres, this spring-fed lake is known for its clear waters and serene environment, making it a favorite spot for both residents and visitors. Whether you're into kayaking, paddleboarding, or simply enjoying a quiet afternoon by the water, Lake Killarney provides a variety of outdoor activities that cater to nature lovers and water enthusiasts alike. Lots in Winter Park are extremely hard to come by, but behold the opportunity you have been waiting for! A charming primary, profitable Rental Home, or start from scratch and BUILD. Come check out this Rare Opportunity before it's gone!

2420 Euston Road, Winter Park
$1,587,500
4 Beds ⋅ 3 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code
Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lake access, complete with a covered boat dock for your aquatic adventures. The residence seamlessly blends modern luxury with timeless elegance, featuring spacious living areas, high-end finishes, and large windows that invite natural light and lake views indoors. Custom kitchen with quartz and wood counter tops, six burner pro style range. New roof in 2023 and upgraded electric panel 2018 and Air conditioner in 2020. A split floor plan with 3 bedrooms and 2 baths up front and a spacious primary bedroom and bath have vaulted ceilings and a large walk-in closet and overlooking the lake. Enjoy the tranquil ambiance of your private retreat while being just moments away from Winter Park’s vibrant dining, shopping, and cultural attractions. Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations.

279 Rippling Lane, Winter Park
$468,000
3 Beds ⋅ 2 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code
***SELLER IS WILLING TO ASSIST BUYER WITH CLOSING COSTS OR INTEREST RATE BUY-DOWN!*** Masterful design and modern luxury are uniquely embodied in this beautiful Winter Park home. As you drive up the expansive driveway you're met with mature landscaping and a 2-car carport (2021). All of the big expenses have been completed (NEW ROOF 2024), (NEW AC 2024), and (NEW DISHWASHER AND RANGE 2024)! The grand entryway draws you into a layout that was built for entertaining. The home boasts a highly practical floor plan with wall-to-wall French doors showcasing views of the backyard oasis where you will experience undisturbed privacy. The gourmet kitchen is updated with premium finishes and fixtures including custom cabinets, granite counter-tops, dry bar, island, and stainless steel appliances. The kitchen features beautiful exposed beams and vaulted ceilings, making it feel very open and elegant. The formal dining room and living room are just off the kitchen and feature a wood burning fireplace and views of the lovely landscaped backyard. No need to worry about carpet in this home, as high-end travertine and wood-look tile have been installed throughout. The beautiful windows in each of the spacious rooms provide plenty of natural light. Every detail was meticulously selected and quality crafted in the primary bedroom. As you open your new modern barn door entrance (2021), the primary bathroom presents a walk-in shower, spacious vanity and walk-in closet. Attention to detail was not spared in this home. The screened in patio (2017) and completely fenced-in backyard features a great entertaining area with ample room for many guests. As the sun sets, enjoy walks around the neighborhood and take in the great views of Lake Killarney. Ideally located in one of the most convenient locations in Winter Park, it’s just a short commute to world-class beaches, Downtown Orlando, and less than 30 minutes to all of the theme parks and the Orlando Int’l Airport. The area has exclusive shopping and dining. It's also an easy bike ride to Winter Park Village, Rollins College, Park Ave Shopping District, Farmers Market, Whole Foods and much more. Bring your boats and other toys because there is plenty of room on this ¼ acre lot with no HOA fees. View the virtual walk-through tour and call to schedule your showing today. This is it!

2530 Franklin Avenue, Winter Park
$735,000
3 Beds ⋅ 2 Baths ⋅ Parklando 02 SubDv. ⋅ 32789 Zip Code
Gorgeous home on a massive .28 acre lot( 12,212 sqf) in Winter Park the most sought after neighborhood in the city with many million dollar homes & many new beautiful homes being built. Audubon Park K-8 school district & Winter Park High. You can build the home of your dreams or simply remodel the existing home. Enjoy yourself in the Winter Park lifestyle on this beautiful street while having the luxury of just being minutes from downtown Winter Park and Orlando. This home is near Lake Sue, Leu Gardens, Mead Botanical Gardens and many more gems of Winter Park.

2728 Norris Avenue, 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
$1,825,000
4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code
EXPERIENCE THE ART OF LIVING IN THE HEART OF WINTER PARK! This stunning home, built in 2015 by LunDev Custom Homes, is located on a quiet, tree-lined, cul-de-sac street in Fontainebleau, a desirable area of Winter Park. The 2-story residence is situated on an oversized, manicured lot with mature landscaping and features 4 bedrooms, 3 1/2 baths, formal living room, office, gourmet kitchen, great room, bonus room, and playroom. The wide-plank wood flooring, plantation shutters, Restoration Hardware light fixtures, crown molding, wainscoting, and neutral paint colors are just some of the numerous exquisite aspects of this home. The primary bedroom suite is on the first floor and has patio doors leading to the covered lanai and pool area. The primary bathroom has 2 separate vanities with quartzite countertops, frameless glass-enclosed shower, and soaking tub. The gourmet kitchen has wide-plank wood flooring, 42-inch upper cabinets and quartzite countertops, under cabinet lighting, large center island with stainless-steel undermount sink, decorative pendant lighting, vented range hood, gas grill, and Bosch stainless-steel appliances. Additional features include mudroom, laundry room with washer and dryer, walk-in pantry, and butler's pantry with quartzite countertops and wine cooler. Kitchen opens to great room and dining area, overlooking pool and impeccably landscaped backyard. The great room has a gas fireplace and wide-plank wood flooring, with patio doors leading outdoors. The fenced backyard has extensive landscaping transforming it into a secluded and tranquil private retreat with a large inground pool and spa! The paver area surrounding the pool can accommodate ample furniture. The expansive covered lanai has motorized, retractable screens, an outdoor kitchen with gas grill, refrigerator, sink, polywood cabinets with quartzite counters, and a wood-plank ceiling with fans, recessed lighting, and sound speakers. **Irrigation well** **Outdoor shower** **Ring doorbell and cameras** **Extensive outdoor lighting** **New roof in 2022**. Conveniently located near Park Ave with shops, restaurants, Central Park and SunRail station. Close proximity to Rollins College, University of Central Florida, downtown Orlando, hospitals and employment centers, museums, art galleries, entertainment venues, lakes, parks, and tourist attractions. The meticulous workmanship and obvious pride of ownership make this a must see home!

2415 Versailles Avenue, Winter Park
$702,000
3 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. Discover a unique chance to own a home in the delightful Winter Park Hills neighborhood, zoned for top-rated Winter Park Schools (Dommerich, Maitland, and WPHS). This move-in ready, 3-bedroom, 2.5-bath house has been fully renovated with numerous updates, including a 3-car garage, a swimming pool, and a spacious, fully fenced yard. Situated on a corner lot, this home is filled with natural light and features an open, bright floor plan that seamlessly connects the kitchen, living room, and formal dining room. The stunning kitchen boasts 42” white soft-close cabinets, granite countertops, crown molding, and stainless steel appliances. French doors lead out to the oversized patio and backyard, highlighted by a sparkling Pebbletec-finished swimming pool with a sun shelf. The ample outdoor space is perfect for entertaining and relaxing with family and friends year-round. The spacious master bedroom includes French doors that open directly onto the pool deck, a second closet, and a walk-in master closet with custom shelving. The second full bath was updated with a new shower tub in 2022. The laundry room offers generous cabinet and counter space and also doubles as a mudroom. Additional updates include a new roof in 2021 and a new A/C unit in 2023. Don't miss this exceptional opportunity to own a beautifully updated home in Winter Park Hills!

1612 Neola Trail, 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
$320,000
2 Beds ⋅ 1 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code
This lovely two bedroom, one bath, 904 sqft home in Winter Park is ready for you to call home! Upon entry, you will notice lovely hard wood flooring throughout the main livings of the home. You'll be greeted by the light and airy feel due to the expansive windows in this property. The kitchen features a fridge, range, and over the range oven. There's plenty of cabinetry space as well and there's a door that leads to the spacious backyard. Through the door you'll find a covered patio- a perfect spot to enjoy your cup of coffee. Both bedrooms are specious and provide plenty of closet space. The bedrooms have quick access to the bath. The bathroom has an upgraded vanity and a shower/tub combo. Rounding out this home is the laundry room off the back patio. This home is located in the heart of Winter Park- it's very close to the Winter Park Village, downtown Winter Park, Lee Road, Orlando Avenue, and I4. This home has easy access to I4, shopping, dining, entertainment, and more! *Photos are from 8-5-2020.

821 Carver Street, Winter Park
$465,000
2 Beds ⋅ 1 Baths ⋅ Osceola Heights SubDv. ⋅ 32789 Zip Code
Authentic 1930 bungalow with detached guest suite in prime Winter Park location, surrounded by $1m+ homes. Great opportunity to build new or renovate. The main house is 640sf with 2 bedrooms/1 bath and has a sunporch with built-ins, living room + dining room with original hardwood floors, kitchen, and utility porch with washer/dryer. The 576sf guest house is a converted garage with family room, kitchen that has cooktop, microwave & refrigerator, 1 bedroom/1 bathroom, and newer roof and AC. 9 x 13 shed is on the property. New fence. Great location within walking distance to the Winter Park YMCA and only minutes to Park Avenue’s shops and restaurants, Interlachen Country Club, Winter Park Racquet Club, the Winter Park Golf Course (WP9), Advent Hospital, and Rollins College. Lot size is 0.15 acres and 50x125sf. House being sold AS IS with no repairs.

1870 Walker Avenue, 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
$455,000
3 Beds ⋅ 2 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code
Welcome Home to the 32789! This thoughtfully renovated home is located in desirable Winter Park. Enjoy the Winter Park lifestyle in this fabulous 3 bedroom, 2 bath home. Built in 1953 with a clean and well-planned 1248 sqft floor plan. It provides easy access to I-4, minutes to Park Avenue, College Park, Downtown Orlando and much more! This completely updated home boasts beautiful modern upgraded wood grain laminate and tile floors, fully renovated kitchen with Quartz countertops and much more! The roof was replaced in 2023, HVAC/2023 and Water Heater/2024. The roof is secured with extra hurricane straps making for a possible great insurance savings and extra security. The primary bedroom features a beautiful en-suite bathroom. The hallway leading in the bedroom spaces is beautifully lined with stunning grasscloth wallpaper. Enjoy spending time on patio that overlooks the beautifully maintained spacious backyard. This unique Winter Park home is move-in ready!

259 Orange Terrace Drive, Winter Park
$430,000
3 Beds ⋅ 2 Baths ⋅ Justamere Camp Rep SubDv. ⋅ 32789 Zip Code
Welcome home to 2420 Lotafun Ave! With peekaboo views of Lake Killarney and located in sought after Winter Park, this home sure is a lot of fun! Completely move in ready mid century block home on a quiet street with easy access to all of central Florida amenities. All the big ticket items have been taken care of. New HVAC (2023), roof and soffits (2021), entire septic replaced (2022), water heater (2021), new garage door, and the plumbing and electrical have also been updated. Bonus front room can be used as a home office or workout on your Peloton while looking at Lake Killarney. Newer shutters on most windows and tile flooring throughout, not a stitch of carpet! Add the beautifully updated kitchen plus NO HOA, this home deserves a gold medal, schedule a showing today!

2420 Lotafun Avenue, 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
$370,000
2 Beds ⋅ 1 Baths ⋅ Karolina On Killarney SubDv. ⋅ 32789 Zip Code
Welcome to this beautifully renovated 2-bedroom, 1-bathroom home in a prime location just minutes from downtown Winter Park, and a short walk to restaurants, shops, and the picturesque Lake Killarney! Step inside to discover the large light-drenched dining room, featuring warm wood floors and open to the spacious living room. This space is perfect for both relaxation and entertaining. The stylish kitchen is equipped with 42-inch white shaker cabinets, quartz countertops, stainless steel appliances, and a sleek glass backsplash. Both bedrooms are generous in size, each with ample closet space, views of the peaceful backyard, and are split by the updated bathroom in between. Outside, you'll find an expansive fenced-in backyard, ideal for outdoor activities and gatherings, and ample parking in the long paver driveway. This home offers the perfect blend of modern updates and an unbeatable location with I4 close by for easy commuting to downtown Orlando and beyond. Schedule your private showing today!

1971 Karolina Avenue, Winter Park
$365,000
2 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge First Add SubDv. ⋅ 32789 Zip Code
Opportunity awaits with this 1956 block construction home, nestled on a spacious .34-acre lot in the desirable Winter Park neighborhood of 32789. Offering private lake access and stunning lake views from the backyard, this property presents an ideal canvas for a complete remodel, allowing the next owner to create their dream home in a picturesque setting. The home features a garage and is situated in a great community, providing the perfect foundation for a transformative renovation project. Don't miss the chance to bring new life to this charming property and make it your own. Roof is 2003. HVAC is 2023. Plumbing Repiped in 2016 to CPVC. Septic Replaced in 2012.

2345 Albert Lee Parkway, Winter Park
$678,000
3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Amazing opportunity for sale in the heart of Winter Park, FL! This home has multiple advantages; it can be enjoyed by a family to continue building their dreams or by a builder-investor, because this property is a great candidate for new construction! Located in Winter Park, with quiet tree-lined streets and the highly desirable Lake Knowles Terrace, it offers a luxurious lifestyle with convenient amenities. This little gem is two (2) blocks from the Winter Park YMCA, Phelps Park is two (2) miles from the Park Avenue shopping district, Winter Park Racquet Club, Central Park is home to the Winter Park Sidewalk Art Festival, Autumn Art Festival, Winter on the Avenue, the Winter Park Farmers' Market, and the Winter Park Golf Course. It is also less than a mile from the Winter Park Hospital and Medical Corridor. The area has high demand schools: Dommerich Elementary, Maitland Middle, and Winter Park High School. Request an appointment now - this investment property will not last long!

1421 Wooddale Avenue, Winter Park
$1,446,000
4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Nestled on a picturesque, tree-lined street, this custom Mediterranean home excludes elegance and comfort. The exterior showcases classic Mediterranean architecture with a stucco facade, terracotta roof tiles and arched doorways. Inside the heart of the home is the open concept kitchen, featuring and oversized island perfect for casual dinning and entertaining. The kitchen is equipped with state-of-the-art appliances and an electronic and lighting package, adding a modern touch to traditional design. The backyard is an oasis of relaxation, highlighted by a covered patio that seamlessly extends the living space outdoors. Here you will find a sparkling pool and a hot tub, ideal for both leisurely afternoon and evening gatherings. An outdoor gas fireplace adds warmth and ambiance, creating the perfect setting for year-round entertainment. Upstairs you will find a desk area perfect for doing homework or art projects. There is a spacious bedroom with a private bath on one side and on the other side are two bedrooms with a shared bath. This house offers the perfect blend of luxury and functionality, making it an ideal retreat for those who appreciate both style and comfort.

1571 Sunset Drive, Winter Park
$1,140,000
4 Beds ⋅ 4 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code
Embrace the perfect blend of modern luxury and timeless elegance in this new construction four-bedroom, four-bath home nestled in Winter Parks' Orwin Manor. Step inside to discover an open floor plan offering 2,274 square feet of meticulously designed living space with soaring 10-foot ceilings on both levels. The chef's kitchen, a culinary delight, comes equipped with high-end KitchenAid appliances and Carrara quartz countertops complemented by a marble backsplash. The kitchen also features upper cabinets, a vented extractor, and a luxurious double waterfall island perfect for gathering. The living room offers an open-concept layout, providing a seamless flow from the dining area. Clean lines, high ceilings, and large windows create a bright and airy ambiance, enhancing the spacious and inviting feel. The first level also features a bedroom and full bath for your convenience. The staircase, featuring glass railings and hardwood floors, leads to the upper level, where three additional bedrooms are located. The primary suite is a true retreat with dual custom-finished closets, a spa-like bath featuring a soaking tub, dual vanities, and a state-of-the-art frameless shower. Outdoor living is just as impressive, with a beautifully landscaped backyard, an expansive covered lanai, and an outdoor summer kitchen—all designed for privacy and relaxation. The exterior features a stately facade with detailed craftsmanship that exudes curb appeal. Additional highlights include a level five wall finish, a glass-enclosed wine cellar, a dry bar with a wine fridge, Kohler bathroom fixtures, and a two-car garage coated with epoxy featuring a pre-installed electric car NEMA plug. This property is also pre-wired for security cameras to ensure security and convenience. High-quality materials and exceptional craftsmanship are evident throughout, ensuring a lasting impression. Located just minutes from renowned Park Avenue, gourmet restaurants, boutique shopping, Advent Health Hospitals, and I-4. Experience the elegance and allure of living in Winter Park with this stunning newly built home. Why not have it all? Schedule a private showing today.

1321 Suffolk Road, Winter Park
$1,730,000
4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code
Presenting an extraordinary custom traditional home crafted by esteemed builder George Driscoll. Situated on Place Vendome, this remarkable property impresses from the moment you arrive. The bricked drive seamlessly continuing into the garage sets the stage for timeless elegance. Boasting four bedrooms and three and a half baths, including a pool bath, this spacious home offers refined living. Spanning approximately 4,049 square feet under air, this residence provides ample space for comfort and relaxation. As the first and only owners, meticulous care and attention to detail are evident throughout. Step through the inviting entryway and experience the artistry of this exceptional home. The primary living spaces, including the family room and living room, exude warmth and sophistication, setting the stage for memorable gatherings. Adjacent to the garage, a mudroom and laundry room combination connects the kitchen, featuring Wolf, Sub-Zero, and Bosch appliances, as well as a dinette and breakfast bar, creating a seamless flow for everyday living. Retreat to the luxurious primary suite, complete with an updated bath and a spacious walk-in closet. From the primary bed, enjoy enchanting views of the pool, creating a serene sanctuary for relaxation. An elegant office space provides a tranquil setting for work or study. Ascend to the second floor, where a versatile living space beckons. Here, a wet bar complements the entertainment possibilities, while a hidden doorway leads to a hallway connecting the areas near the wet bar to the exclusive theater room, enhancing the cinematic experience. Three additional bedrooms offer comfort and privacy, with two bedrooms conveniently sharing a Jack and Jill bath. All bedroom closets are thoughtfully built out to optimize storage and organization. Stepping outside, the motorized screen-enclosed lanai invites you to embrace the Florida lifestyle. The resurfaced heated pool, adorned with beautiful stone accents, includes an integrated jacuzzi for ultimate relaxation. The fully fenced yard provides an expansive and secure space for pets to roam freely. This exceptional property offers an exquisite place to call home with convenient access to the Winter Park Racquet Club, Park Avenue, Maitland, and the picturesque Chain of Lakes.

1350 Place Vendome, Winter Park
$755,000
4 Beds ⋅ 2 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code
Established Winter Park neighborhood - a hidden gem! Located on a quiet cul-de-sac, this ranch-style one story home w/pool was solidly constructed in 1968 and still retains many original mid-century architectural features. Fully fenced private back yard has a large pool and landscaping that features chemical-free gardens and native butterfly plantings - safe for children and pets. The home features birchwood and tile floors throughout with a light-filled split plan. 2024 and other recent updates include new patio roof, new interior/exterior electrical panels, new LED lights in kitchen and baths, new hot water heater, laundry appliances, custom fence and more. The kitchen, updated in 2012, overlooks the patio and pool and opens to the den, which features a large built-in bookshelf, skylight and red brick wall w/fireplace for gathering on Winter nights. The Laundry room, accessed through the two-car garage or the bedroom/office, has washer, wash tub and dryer with overhead cabinets and shelved storage area. The garage has plastic tile flooring and a workbench, as well as drawers, shelves and pegboard walls for storage. This community is a friendly neighborhood with sidewalks, lovely tree canopies and no through streets, making it peaceful and safe. The Neighborhood Association invites voluntary participation with a small $80 annual fee to help maintain a sense of community and keep the entrances attractive. Winter Park Hills is centrally located - just a short distance to historic Park Avenue, Kraft Azalea Gardens, many cultural institutions, major highways and is zoned for some of the area's best schools - Dommerich Elementary, Maitland Middle and WPHS. Four bedrooms, two baths, fireplace, pool, wonderful porch, 2030 sf - SINGLE STORY!! Definitely worth a look if you are in the market for a nice home!

2436 Tioga Trail, Winter Park
$450,000
2 Beds ⋅ 1 Baths ⋅ 3212071-3212071 SubDv. ⋅ 32789 Zip Code
Nestled in the heart of Winter Park, Florida at 1501 Michigan Avenue, this charming home offers a perfect blend of comfort and convenience. This lovely home offers comfortable living space, featuring 2 bedrooms and 1 bathroom. The kitchen and bathroom were tastefully remodeled in 2023, complemented by new tile floors that were installed throughout the house in the same year. The interior walls received a fresh coat of paint in 2023, enhancing the home's modern appeal. Key updates include a new AC unit in 2020, a roof replacement in 2021, and updated electrical wiring with the main electrical panel replaced in 2019, ensuring peace of mind for the new owners. The property also features a cozy loft, stainless steel appliances, a large fenced backyard, a paver driveway, an attic for additional storage, and a carport for one vehicle. Situated in a quiet neighborhood without an HOA, this residence offers easy access to major conveniences. Just a 3-minute drive to I-4, a 6-minute drive to Advent Health and College Park, and in close proximity to large plazas, SunRail, Winter Park Village, and Park Avenue, residents will enjoy a lifestyle of comfort and accessibility. Don't miss the opportunity to make this meticulously maintained home your own in the sought-after Winter Park area.

1501 Michigan Avenue, Winter Park