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32789 Zip Code Condos

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Browse All 32789 Zip Code FL Condo Listings for Sale

$275,000
2 Beds 2 Baths Chateaux Du Lac SubDv. 32789 Zip Code
Under contract-accepting backup offers. Welcome home to carefree lakefront living in the heart of Winter Park, where everyday life is complemented by breathtaking sunsets over beautiful Lake Killarney and one of Central Florida's most walkable locations. Nestled within the Chateaux Du Lac lakefront community, this beautifully updated second-floor condominium offers 2 bedrooms, 2 bathrooms, and an inviting open floor plan designed for comfortable everyday living. Stepping inside, plantation shutters throughout the home create a timeless look while allowing natural light to fill the space. The spacious living and dining areas flow seamlessly together, making entertaining both easy and enjoyable. The updated kitchen is sure to impress with quartz countertops, a center island, modern subway tile backsplash, stainless steel appliances, and recessed lighting that completes the contemporary design. The owner's suite provides a relaxing retreat complete with an updated ensuite bathroom featuring stunning floor-to-ceiling herringbone-style subway tile, an overhead rain showerhead, and modern finishes. The guest bedroom is generously sized and offers a large walk-in closet, while the second bathroom has been beautifully updated to match with the same designer tilework and rain showerhead. Sliding glass doors lead out to your private balcony, creating the perfect place to enjoy your morning coffee or unwind in the evening after a day on the lake. A brand-new water heater installed in 2026 provides added peace of mind. Residents of Chateaux Du Lac enjoy an exceptional lakefront lifestyle with access to a heated swimming pool, clubhouse, community deck overlooking Lake Killarney, private boat ramp, BBQ grilling area, saunas, kayak and paddleboard storage, and updated on-site laundry facilities. Whether you enjoy boating, skiing, paddleboarding, fishing, or simply taking in spectacular sunset views, this amenity-rich community offers everything you need to embrace the Florida lifestyle. Perfectly positioned just moments from Park Avenue, you'll enjoy easy access to locally owned restaurants, boutique shopping, cafés, Trader Joe's, the Winter Park Village, movie theater, farmers markets, and the nationally recognized Winter Park Sidewalk Art Festival. With convenient access to I-4, commuting throughout the Orlando area is effortless while still enjoying the charm and elegance that make Winter Park one of the area's most desirable communities. Schedule your showing today!

1500 Gay Road Unit 18D, Winter Park

$1,849,900
3 Beds 4 Baths Winter Park Residential SubDv. 32789 Zip Code
Discover luxury living in this exquisitely renovated two-story condominium, ideally situated on the third floor of the highly sought-after Douglas Grand in the heart of Winter Park. This elegant three-bedroom, three-and-one-half-bath residence seamlessly blends sophisticated design with everyday comfort. Immediately captivating, the light-filled open floor plan showcases stunning new wide-plank white oak flooring, high ceilings, detailed crown molding, and all-new designer lighting throughout. The chef’s kitchen is a showpiece, featuring crisp white cabinetry, luxurious white quartz countertops, a spacious breakfast bar island, elegant gold hardware, and a built-in desk. A charming breakfast nook offers the perfect setting for morning coffee or casual dining. French doors open to a private enclosed atrium, creating a versatile outdoor retreat ideal for alfresco dining, relaxing, or entertaining guests in style. The expansive living and dining spaces flow effortlessly, while a private first-floor bedroom with en suite bath and walkout balcony provides an ideal space for guests, multigenerational living, or a home office. Upstairs, the primary suite serves as a peaceful sanctuary, complete with an indulgent soaking tub, dual vanities, an oversized walk-in closet, and French doors leading to a large private balcony with sweeping views of Winter Park's iconic Park Avenue—perfect for enjoying sunrise coffee or evening sunsets. A second upstairs en suite bedroom offers its own private bath and generous walk-in closet. Thoughtful features include an upstairs laundry room, a spacious storage closet with potential elevator conversion for future accessibility, and a secure gated garage with two reserved parking spaces. Perfectly positioned in the heart of Winter Park, Douglas Grand places you just steps from Park Avenue, the Winter Park Farmers’ Market, Rollins College, Hannibal Square, Winter Park Golf Course, the Winter Park Tennis Center, Winter Park Village, and an array of renowned dining, shopping, and cultural attractions. Enjoy an unparalleled walkable lifestyle in one of Central Florida's most desirable communities. Notable improvements include an interior renovation (2026), front elevation windows and French doors (2024), interior paint (2024), and HVAC system (2022).

101 S New York Avenue Unit 311, Winter Park

$2,350,000
3 Beds 3 Baths Landmark Winter Park Condo SubDv. 32789 Zip Code
Discover an exceptional opportunity to own a penthouse residence at The Landmark, one of downtown Winter Park's exclusive addresses. Directly along the desired brick streets of Park Avenue, this boutique condominium community consists of only 13 residences and offers an unparalleled blend of privacy, sophistication and accessible convenience. Just outside your door, enjoy acclaimed dining, boutique shopping, art galleries, sidewalk cafés, Central Park and the year-round events that have made Winter Park one of Central Florida's sought-after destinations. Behind The Landmark's secure wrought-iron gates, residents are welcomed into a beautifully landscaped courtyard centered around a timeless fountain and illuminated by dozens of gas lanterns, creating a warm and elegant atmosphere reminiscent of a European enclave. Impeccably maintained and thoughtfully designed, the community provides a peaceful retreat while remaining moments from the vibrant energy of Park Avenue. Residence J occupies a premier penthouse position and is filled with natural light, enhanced by soaring ceilings, expansive windows, and multiple French doors that open to private terraces overlooking Morse Boulevard and the surrounding downtown streetscape. The spacious floor plan is designed for comfortable daily living and effortless entertaining. The living and dining areas are anchored by a gas fireplace and flow seamlessly into the kitchen, where integrated appliances, a gas cooktop, generous workspace, and a charming breakfast area create a functional and inviting gathering space. The primary suite serves as a private sanctuary, featuring dual vanities, separate water closets, an oversized walk-in shower and a custom-designed walk-in closet. Two additional guest bedrooms provide flexibility for family and visitors. One bedroom is connected to a Jack-and-Jill bath, while the third enjoys a private en-suite bath and a Juliet balcony that captures the charm and character of downtown Winter Park from above. Additional amenities include two deeded underground parking spaces, a private climate-controlled storage room, and access to the community's shared outdoor entertaining area, complete with a summer kitchen and courtyard gathering space. Whether enjoyed as a full-time residence or a lock-and-leave retreat, this penthouse offers a rare combination of luxury, security and an unmatched Park Avenue lifestyle in the heart of Winter Park.

140 E Morse Boulevard Unit J, Winter Park

$254,900
2 Beds 2 Baths Lakeside Manor Apts Condo SubDv. 32789 Zip Code
Beautifully renovated and move-in ready 2-bedroom, 2-bath condominium offers thoughtful upgrades and a seamless open layout in one of Winter Park's most desirable lakefront communities. The heart of the home is the fully renovated kitchen (2025), featuring custom, soft close cabinetry with a built-in refrigerator surround, matching energy-efficient appliances, quartzite countertops, a light granite sink, and carefully selected high-end finishes, including antique brass hardware and faucet. Vinyl flooring creates a clean, cohesive look across the residence. Additional recent improvements include: Renovated primary shower featuring Italian porcelain tile and added storage shelving (2026) , Dining room chandelier and bedroom ceiling fans (2026), Fresh paint throughout (2026) Tankless water heater (2025) , New A/C system (2024), professionally serviced in June 2026, Renovated hallway bathroom and added storage shelving (2024). The floor plan offers a bright, open living space with two points of entry and an easy flow between the kitchen, dining, and living areas. Beyond the unit itself, residents enjoy an exceptional list of community amenities. The HOA includes water, trash, Spectrum high-speed internet, cable television with 150+ channels, and access to popular streaming services including Disney+, HBO Max, Peacock, and more. Set along scenic Lake Killarney, the community features a private dock, water access for boating and kayaking, a peaceful courtyard, abundant guest parking, and newly completed landscaping enhancements. The association has also recently completed significant infrastructure improvements to the community's incoming water system, with paving improvements and painting coming soon. A great opportunity to purchase a truly turnkey residence.

2500 Lee Road Unit 104, Winter Park

$199,900
1 Beds 1 Baths Lake Killarney Condominium Assn Inc. SubDv. 32789 Zip Code
**Lakeside Living Meets Urban Convenience in the Heart of Winter Park!** Welcome home to this beautifully updated, turn-key 1-bedroom, 1-bathroom first-floor condominium located in the highly desirable Lake Killarney Condominiums community. Offering the perfect blend of modern interior updates, stress-free maintenance, and an unbeatable location, this unit is an absolute gem for first-time buyers, downsizers, or savvy investors looking to capture the ultimate Winter Park lifestyle. Step inside to an open, inviting living space featuring brand-new, modern Luxury Vinyl Plank (LVP) flooring running seamlessly throughout for a sophisticated look and maximum durability. The kitchen is freshly upgraded with brand-new, gleaming appliances and plenty of counter space. As a coveted first-floor unit, you will enjoy the ultimate convenience of easy, stair-free access, dual private entry points, and a private, screened-in patio perfect for sipping your morning coffee or winding down. One of the standout features of this property is its accessibility. **Great news for buyers shopping with FHA financing: the community is under the limit for single-unit approvals, making this an incredible opportunity to purchase with an FHA loan.** Additionally, the fairly low monthly HOA fee covers water, sewer, trash, pest control, and exterior/grounds maintenance. As a resident of Lake Killarney Condominiums, you will enjoy premium lakeside community amenities: **Sparkling Lakeside Pool** with stunning views over the water. **Private Community Boat Dock & Boat Ramp Access**, ideal for paddleboarding or sunset strolls. **On-site Fitness Room & Laundry Facilities** located steps from your door. **Clubhouse, Shuffleboard Courts, and Picnic Areas** with grills for effortless entertaining. Location is everything, and this address boasts an incredible walkability factor. You are quite literally around the corner from some of Central Florida’s finest dining, shopping, and entertainment: **Walk to Grocery & Dining:** Step next door or take a quick stroll to Trader Joe’s, the iconic Hillstone Restaurant overlooking the lake, and the completely revitalized Winter Park Village, which features a luxury movie theater, boutique shopping, and endless cafes. **Park Avenue District:** Just minutes away is Park Avenue, Winter Park’s historic cobblestone main street, renowned for its upscale boutiques, award-winning sidewalk dining, local art galleries, and the Saturday Farmers Market. **Commuter’s Dream:** The property offers lightning-fast access to Interstate 4 (I-4), putting downtown Orlando, Maitland Center, and major employment hubs just minutes away. The Winter Park SunRail Station is also less than a mile down the road for a stress-free commute. Don't miss out on this rare opportunity to own a fully updated, low-maintenance slice of paradise in one of Winter Park's most vibrant, lakeside neighborhoods. Schedule your private showing today!

151 North Orlando Avenue Unit 142, Winter Park

$199,900
2 Beds 1 Baths Lakeside Manor Apts Condo SubDv. 32789 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 2500 Lee Road, Unit 220, in Winter Park, a beautifully maintained condominium offering stylish, low-maintenance living in one of Central Florida's most convenient locations. Inside, the condo features 2 bedrooms and 1 bathroom with a functional layout suited for everyday living. Thoughtfully updated throughout, this unit features a modern kitchen with stainless steel appliances, charcoal quartz countertops, and a spacious island with ample storage. The bathroom has also been updated with contemporary finishes, while the unit's clean, modern design creates an inviting atmosphere throughout. A new A/C installed in 2025 provides added comfort and peace of mind. The floorplan includes comfortable living and dining areas, while the secondary bedroom offers flexibility for guests, a home office, or additional storage. The unit overlooks a beautifully landscaped courtyard and is conveniently located near designated parking. Residents enjoy access to a variety of community amenities, including a clubhouse, pool, laundry facilities, park areas, and dock access on Lake Killarney. The lakefront setting provides a peaceful environment and an opportunity to enjoy the surrounding natural beauty. Located in the heart of Winter Park, the condo is close to shopping, dining, parks, and popular destinations such as Winter Park Village, Park Avenue, College Park, Maitland, and Downtown Orlando. With its desirable community amenities and prime Winter Park location, this move-in-ready condo offers exceptional value and convenience.

2500 Lee Road Unit 220, Winter Park

$739,000
2 Beds 2 Baths Park West Condo SubDv. 32789 Zip Code
Under contract-accepting backup offers. Enjoy the best of living in this beautifully renovated well maintained 2-bedroom, 2-bath condominium located in the highly desirable gated Park West Condominiums. Perfectly positioned just steps from the renowned Park Avenue, this exceptional residence offers walking distance access to award-winning restaurants, charming boutiques, sidewalk cafés, and the popular weekly farmer’s market. This rare 3rd-floor corner unit which enhances privacy was completely remodeled in 2019 with quality upgrades throughout. The interior features are engineered wood flooring, updated tile, modern ceiling lighting, and a bright open-concept floor plan filled with natural light from expansive sliding glass doors leading to three private walk-out balconies. The redesigned kitchen in 2019 includes new cabinetry, countertops, a complete suite of kitchen appliances, including washer and dryer. Both bathrooms have also been tastefully renovated, creating a clean and contemporary feel throughout the home. Additional improvements include a brand-new HVAC system installed in July 2024, offering peace of mind and energy efficiency for years to come. Spacious bedrooms, generous storage, and seamless indoor-outdoor living make this condo ideal for both everyday living and entertaining. Park West residents enjoy beautifully maintained grounds along with community amenities including a sparkling swimming pool and tennis courts. The community is also conveniently located to Rollins College and Full Sail College. Whether you are searching for a full-time residence or seasonal retreat, this exceptional condo combines timeless Winter Park charm with modern updates and an unbeatable location.

300 Carolina Avenue Unit 301, Winter Park

$275,000
1 Beds 1 Baths Phillips Circle Rep SubDv. 32789 Zip Code
Welcome to easy living in the heart of Winter Park. Located just two blocks from Park Avenue, this studio condo puts you right in the center of it all—award-winning restaurants, boutique shopping, coffee shops, museums, and the iconic Winter Park boat tour are all just steps away. Situated on the third floor of Building 6 with convenient elevator access, this light-filled unit offers a surprisingly flexible layout. The current owner has creatively configured the space with separate living and dining areas, while the enclosed porch serves as a bedroom. The updated kitchen features decorative tile flooring, stainless steel appliances, and solid wood cabinetry. Sliding glass doors lead to a bonus room that can easily function as a home office, guest space, workout room, or additional living area. The bathroom includes a single vanity and tub/shower combination, and you'll appreciate the abundance of storage throughout the unit. One of the biggest advantages of this property is the peace of mind that comes with a monthly HOA fee that covers nearly everything—including electric, water, sewer, trash, building insurance, landscaping, pool maintenance, and on-site management. . Whispering Waters recently passed its structural integrity inspection and reserve study with excellent results, reflecting the care and quality of this well-managed community. Residents also enjoy access to beautiful Lake Osceola, where you can launch a kayak, relax by the water, or take in breathtaking sunset views. Whether you're looking for a full-time residence or a seasonal retreat this condo offers an unbeatable Winter Park location and true lock-and-leave convenience.

311 E Morse Boulevard Unit 6-12, Winter Park

$1,250,000
2 Beds 2 Baths Alabama Condo SubDv. 32789 Zip Code
Under contract-accepting backup offers. Nestled along one of Winter Park's most cherished brick-lined streets, this elegantly appointed two-bedroom, two-bath residence at the prestigious Alabama offers a rare opportunity to experience the very best of lakeside luxury living. With 1,574 square feet of thoughtfully designed interior space, this exceptional unit captures the timeless charm and sophistication that have made the Alabama one of the most coveted addresses in the heart of Winter Park. From the moment you step through the gracious foyer entry, complete with a coat closet, you are welcomed by an atmosphere of warmth and refined taste. Reclaimed wood floors flow seamlessly throughout the entire residence, lending an organic richness that perfectly complements the grass cloth covered walls and classic crown molding found in every room. Recessed lighting adds a soft, curated ambiance, while the expansive living and dining area serves as the heart of the home, offering sweeping views of the beautifully maintained gardens and the shimmering waters of Lake Maitland just beyond. The well-appointed kitchen is a chef's delight, featuring stainless steel appliances, an induction range, a Subzero refrigerator, stone countertops, a charming penny tile backsplash, and a central island ideal for both casual dining and entertaining. A dedicated interior laundry room adds a layer of everyday convenience that is rarely found in residences of this era and character. The primary bedroom is a true retreat, featuring double built-in closets and a beautifully finished en suite bath with a walk-in shower. The second bedroom is comfortably proportioned and well-suited for guests, a home office, or whatever lifestyle demands require. The hall bath offers a classic tub and shower combination to serve residents and visitors alike. One reserved covered parking space is included, and monthly HOA dues of $1,600 cover the care and maintenance that keep this distinguished property in impeccable condition. The location is simply unmatched. Kraft Azalea Park, one of Central Florida's most scenic and beloved green spaces along the shores of Lake Maitland, is just moments away, offering a tranquil setting for morning walks and golden-hour evenings. The legendary shops, restaurants, and galleries of Park Avenue are easily accessible, placing world-class dining and boutique retail practically at your doorstep. Tennis enthusiasts will appreciate the proximity to the Winter Park Racquet Club, while golf aficionados will find the storied Interlachen Country Club well within reach, rounding out a lifestyle that is as active as it is refined. This is Winter Park living at its most authentic, offering history, elegance, and an unbeatable sense of place in one of the most desirable communities in all of Central Florida.

1600 Alabama Drive Unit 402, Winter Park

$750,000
3 Beds 2 Baths Park West Condo SubDv. 32789 Zip Code
Virtually Staged. Welcome to Park West Condominiums — one of Winter Park’s most coveted and rarely available condominium communities, ideally located just one block from the boutiques, dining, and charm of Park Avenue. This unique 4th floor residence offers an exceptional combination of space, privacy, and potential. Featuring 3 bedrooms and 2 bathrooms, the expansive floor plan has been enlarged by enclosing two patios, creating generous living spaces rarely found in condominium living. Vaulted ceilings, skylights, and abundant natural light enhance the open, airy feel throughout the home, while the top-floor location provides remarkable tranquility and privacy. The spacious kitchen offers ample counter space, a breakfast bar, and excellent cabinet space, while the living area is anchored by a fireplace — another uncommon feature in condo living. Large bedrooms, a sizable in-unit laundry room with extensive storage, and an oversized attic provide an extraordinary amount of storage seldom seen in comparable properties. The primary suite features vaulted ceilings, a walk-in closet, and a spacious bathroom layout. For maximum flexibility, the second bedroom, featuring a bright Sun Room alcove, connects to the primary bedroom so it could also be utilized as a private den. Recent unit improvements include a NEW HVAC system, a NEW Water Heater, and Plumbing updates. A reserved covered parking space is included, along with plentiful guest parking for visitors. Residents of Park West enjoy a secure gated entrance, community pool, tennis court, on-site community manager, and beautifully maintained grounds with extensive recent community improvements completed. Association fees include water, sewer, and trash service, creating a truly low-maintenance “lock-and-leave” lifestyle ideal for travelers or seasonal residents. While this condo presents an exciting opportunity for personalization, the location, floor plan, and features make this an exceptional offering with tremendous potential. Opportunities in Park West are exceedingly rare — this is your chance to create something truly special in the heart of Winter Park.

300 Carolina Avenue Unit 402C, Winter Park

$290,000
2 Beds 2 Baths Winter Park Gardens Condo SubDv. 32789 Zip Code
Under contract-accepting backup offers. Welcome to this charming ground-floor condo, nestled in the highly sought-after 55+ community of Winter Park Gardens. This TWO-bedroom, TWO-bathroom condo offers a perfect blend of comfort, and stunning picturesque views. The open layout seamlessly connects the kitchen to the living area, and into to the sunroom/Florida room. This space is perfect for enjoying the tranquil views, offering a peaceful ambiance year-round. The spacious bedroom is filled with natural light, creating a bright and inviting atmosphere. 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. 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.

700 Melrose Avenue Unit H4, Winter Park

$211,000
1 Beds 1 Baths Lake Killarney Condo SubDv. 32789 Zip Code
Virtually Staged. Welcome to Lake Killarney Living — where Winter Park charm meets everyday convenience. Discover this beautifully appointed condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, premier dining, boutique shopping, and the peaceful waters of Lake Killarney. This is low-maintenance, lock-and-leave living in one of Central Florida's most desirable lakefront communities. Inside, the condo is thoughtfully updated for modern comfort. A brand-new kitchen shines with sleek quartz countertops, while polished terrazzo floors flow throughout — a timeless, low-maintenance finish that's as durable as it is beautiful. Efficient mini-split air conditioning serves both the living room and bedroom, delivering precise, zoned cooling through even the warmest Florida summers, and a generous walk-in closet offers the kind of storage that's rare in condo living. Step outside to your private screened-in patio, the perfect spot for morning coffee, quiet evenings, or creating your own cozy outdoor retreat to unwind and enjoy the waterfront Florida sunset. Residents enjoy an impressive list of community amenities, including a sparkling private pool, a fitness center, lush green spaces, and beautifully maintained grounds. Best of all, the community offers optional private access to Lake Killarney, ideal for launching boats, kayaks, and paddleboards, fishing, or simply taking in serene lakefront views and some of Central Florida's most stunning sunsets. Enjoy evening sunset strolls, a weekend on the water, a relaxing afternoon by the pool, or sunsets around the firepit on the lake. Best of all boat slip is available for only $75 per month. With strong rental appeal, an unbeatable location, and timeless Winter Park charm, 151 N Orlando Ave #259 is an ideal choice for first-time buyers, downsizers, or investors seeking long-term value in a true lakefront community. month. Schedule your private showing today and experience the lifestyle waiting for you at Lake Killarney.

151 N Orlando Avenue Unit 259, Winter Park

$1,895,000
2 Beds 2 Baths Whispering Waters/Phillips Circle Rep SubDv. 32789 Zip Code
Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square feet in the heart of downtown Winter Park. Located on the second floor of Building 1, this light-filled residence was extensively remodeled in 2023 with an open floor plan and raised ceiling heights that give the home an airy, comfortable feel throughout. The spacious living room and kitchen take full advantage of the breathtaking views of Lake Osceola, while two fireplaces—one in the living room and another in the primary bedroom—add warmth and character to the space. The kitchen has been updated with white cabinetry, stainless steel appliances, double ovens, induction cooktop, tile backsplash, center island, and wine/beverage refrigerator. Formal living and dining spaces offer plenty of room for entertaining, and the oversized entertainment room off the primary bedroom features a closet and separate entry, making it a great option for a third bedroom, media room, or home office. The primary suite offers a walk-in closet and en-suite bathroom with a shower and dual sinks. The secondary bedroom includes two closets along with a separate alcove ideal for a reading nook or office space. A Florida room, currently used as a storage room, features brick flooring. Other highlights include plantation shutters throughout, beautiful exposed beams, additional storage closet in the garage, and two designated parking spaces in the covered garage. Residents enjoy a community pool, gated underground parking with elevator access, and an unbeatable location just steps from Park Avenue’s shops, restaurants, museums, and seasonal events. A rare opportunity to enjoy spacious lakefront living in one of Winter Park’s most desirable communities.

311 E Morse Boulevard Unit 1-3, Winter Park

$149,000
1 Beds 1 Baths Lakeside Manor Apts Condo SubDv. 32789 Zip Code
LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this charming second-floor end-unit condo offering partial lake views, private lake access, and an ideal blend of comfort and convenience. This 1-bedroom, 1-bath unit features a bright and inviting layout with luxury vinyl plank flooring throughout the main living areas, complemented by granite countertops and a stylish backsplash in the kitchen. Pella energy-efficient windows fill the space with natural light while helping maintain efficiency. Additional highlights include a new HVAC system (11/2025) and an A/C closet providing extra storage. Residents enjoy a variety of amenities designed to enhance the lakefront lifestyle, including a pool and clubhouse overlooking the water, private boat ramp, boat slips (first-come, currently $35/month), guest parking, community laundry facility, and an outdoor grill and picnic area. A beautifully maintained central courtyard offers a peaceful, park-like setting right outside your door, with a laundry room conveniently located nearby. Low HOA fees add to the value, making this property even more attractive. Ideally located with quick access to I-4 and 17-92, and just minutes from Winter Park Village, Park Avenue dining and shopping, Rollins College, UCF, Valencia College Downtown Campus, and Downtown Orlando, this condo offers both tranquility and accessibility. Enjoy lakefront living in one of Winter Park's most convenient locations—an excellent opportunity for a primary residence or second home. Offered furnished or unfurnished for added flexibility.

2500 Lee Road Unit 232, Winter Park

$230,000
2 Beds 2 Baths Mead Garden SubDv. 32789 Zip Code
Remodeled two-bedroom, one-and-one-half-bath residence in the Mead Garden Condominium community. Spanning 908 square feet, this first-floor home features a move-in-ready interior with an open-concept layout, luxury vinyl plank flooring throughout, and in-unit washer and dryer hookups, a rare offering within the building, located in the half bath. The kitchen includes raised-panel cabinetry in a warm wood tone, a mosaic tile backsplash and black appliances, including a refrigerator, range and dishwasher. A curved island with additional storage provides space for casual dining and entertaining. The kitchen opens to the dining area and living room, highlighted by a chandelier and access to a sunroom with sliding glass doors overlooking the community pool and landscaped grounds. The primary bedroom offers natural light from a pool-facing window, a walk-in closet, and an en-suite bath with a walk-in shower featuring white subway tile and a black-and-white mosaic tile floor. The second bedroom provides flexible space for guests or a home office. A half bath includes a pedestal sink, decorative mirror and gold-tone fixtures. Additional features include crown molding, updated plumbing fixtures, new windows and a leaded-glass front entry door. Near Azalea Park, Seven Oaks Park, Mead Botanical Garden and the Orange Avenue district with dining and retail. Close to Rollins College and Park Avenue.

1250 S Denning Drive Unit 117, Winter Park

$129,900
2 Beds 1 Baths Waterfall Cove Winter Park SubDv. 32789 Zip Code
Virtually Staged. Virtually Staged. Waterfall Cove, where urban convenience meets tranquil living. This charming 2-bedroom, 1-bathroom condo offers a cozy retreat with all the perks of modern living. Located in the heart of Orlando, this condo is perfect for those looking for a blend of city life and natural beauty. As you step into the condo, you're greeted by a bright and spacious living area, perfect for relaxing or entertaining guests. The kitchen features modern new (2025) appliances and ample storage space, making cooking a breeze. The bedrooms are spacious and plenty of natural light, creating a peaceful ambiance. One of the highlights of living at Waterfall Cove is the stunning waterfall feature that gives the community its name. This serene setting is perfect for unwinding after a long day or enjoying a peaceful morning coffee. The community also features a pool and fitness center, providing residents with plenty of opportunities to stay active and healthy. Waterfall Cove is ideally located near Interstate 4, making it easy to commute to major job centers in Orlando. It's also just a short drive away from downtown Orlando and Winter Park, where you can explore a variety of dining, shopping, and entertainment options. Additionally, the condo is close to Rollins College, making it a great option for convenient housing. For those who enjoy the outdoors, Waterfall Cove is close to several parks and nature reserves, where you can hike, bike, or simply enjoy the beauty of the Florida landscape. And if you're a coffee lover, you'll appreciate the proximity to Starbucks, where you can grab your favorite drink on the go. In conclusion, Waterfall Cove offers the perfect blend of comfort, convenience, and natural beauty. With its modern amenities, convenient location, and affordable pricing, it's no wonder why living in this area is so desirable. Don't miss out on the opportunity to make Waterfall Cove your new home! THIS PROPERTY MAY QUALIFY FOR UP TO 40,000.00 IN DOWN PAYMENT ASSISTANCE.

1695 Lee Road Unit E103, Winter Park

$225,000
2 Beds 3 Baths Sandlewood Creek Condo Ph 04 SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Welcome to one of the most affordable opportunities to own in the highly sought-after Winter Park High School district. This well-maintained community is tucked into a beautiful setting and is extremely convenient to everything that makes Winter Park one of Central Florida's top lifestyle destinations. This end-unit two bedroom / two-and-a-half bath condo in Sandlewood Creek combines a hip retro-classic style with comfort, functionality, and peace of mind with a long list of recent improvements. Solid knotty-pine wood accent paneling is featured throughout and compliments the freshly painted walls in designer colors. The kitchen has been partially renovated and has a nice clean and modern vibe, complemented by granite countertops and updated bathrooms for a clean, modern feel. The roof was replaced in 2021. Major system upgrades include an A/C (2019) and a brand-new water heater (2026), while the entire interior has just been freshly painted, carpets professionally cleaned, and a final detailed cleaning completed—making this home truly move-in ready. Whether you're looking for a primary residence, a low-maintenance lifestyle, or a smart investment in one of Central Florida’s most consistently in-demand areas, this property checks all the boxes. Enjoy easy living in a quiet, established community just minutes from everything that makes Winter Park special—top-rated schools, dining, shopping, and parks. Pre-approved for FHA financing and recent updates that your insurance company will like - this is a rare opportunity in this market. Don't miss it!. Sellers have this priced to sell, so don't delay. Call today to make your appointment for your private viewing.

Winter Park

$1,000,000
3 Beds 4 Baths Winter Park Residential SubDv. 32789 Zip Code
Motivated Sellers! Discover unparalleled luxury at The Douglas Grand, a distinguished location just a stone’s throw from Park Ave in Downtown Winter Park. This expansive 2-Story unit boasts 3,174 sq/ft of living space with your private elevator. From the moment you step inside, you’ll be captivated by the exquisite craftmanship and modern comforts that define this exceptional residence. This stunning condo boast three spacious ensuite bedrooms and abundance of storage. The heart of this home is the gourmet kitchen, custom-designed and built to fulfill every chef's dream complemented by top-of-the-line appliances that include a wall-mounted convection/microwave oven and a cutting-edge Wolfe induction stove top. The kitchen is not only functional but also perfect for entertaining, featuring a spacious breakfast bar where culinary creativity knows no bounds. As you move through this exceptional residence, in the living room, dining room, and entrance, creating an inviting ambiance that welcomes you home. Indulge in the spa-like sanctuary of the master bathroom, where luxury knows no bounds with a charming fireplace in the primary suite. Here, you'll find a sumptuous bathtub, separate vanity areas. With three generously appointed bedrooms, featuring custom closets, you'll have ample space to organize your wardrobe and storage needs effortlessly. Step onto the private balcony upstairs and be captivated by the breathtaking views. This secluded outdoor space is an ideal setting for unwinding with an evening cocktail, savoring a family dinner, or starting your day with a tranquil cup of morning coffee. The Douglas Grand enjoys a central location that places you within a lifestyle that defines this charming community. In addition to its unmatched location, this building offers a quiet, private, and secure environment—making it the perfect choice for those seeking a "lock and leave" second home or a luxurious vacation retreat. Don't miss this opportunity to experience the height of elegance and y reach of Downtown Winter Park's award-winning restaurants, cultural museums, upscale shopping boutiques, and the vibrant sophistication. Contact me today to schedule a private viewing of this remarkable residence.

101 S New York Avenue Unit 302, Winter Park

$499,000
3 Beds 3 Baths Terrazo Del Sol SubDv. 32789 Zip Code
Virtually Staged. **Price Improvement** Welcome home to this beautifully updated two-story end-unit, ideally located just steps from Michelin-star dining, local boutiques, and the vibrant East End Market. On weekends, enjoy leisurely strolls to the area’s popular farmers markets and neighborhood events. Situated in the heart of Winter Park, this residence offers the perfect blend of lifestyle, convenience, and charm in one of Orlando’s most sought-after communities. Designed for both everyday comfort and effortless entertaining, the first floor features an open-concept kitchen and living area filled with abundant natural light, along with a convenient half bath—ideal for hosting guests. Upstairs, the spacious primary suite boasts a private ensuite bathroom, walk-in closet, and a newly refinished balcony—perfect for morning coffee or evening cocktails. Two additional bedrooms provide generous space and share access to a second balcony, creating a seamless indoor-outdoor living experience. Recent upgrades include a new dishwasher and smart refrigerator (2022), new water heater (2025), refinished front balcony (2025), new roof, and new carpet upstairs (2026). Updated light fixtures and primary bedroom flooring within the last five years add a modern touch throughout. The $400 monthly HOA fee includes landscaping and insurance, offering low-maintenance living and added peace of mind. Zoned for some of Orlando’s top-rated schools and walking distance from the new Audubon Park K-8 School, this home presents a rare opportunity to enjoy the very best of Winter Park living. Don’t miss your chance to call this exceptional property home.

1807 Hammerlin Avenue Unit G, Winter Park

$612,500
2 Beds 2 Baths Village Winterset Inc SubDv. 32789 Zip Code
Experience elevated living in this rare fifth-floor corner residence, perfectly positioned just one block from the iconic Park Avenue in the heart of Winter Park. With sweeping views of the downtown skyline and abundant natural light from multiple exposures, this residence offers an exceptional blend of comfort, elegance, and location. The thoughtfully updated kitchen features custom shaker cabinetry, granite countertops, and stainless-steel appliances, seamlessly connecting to the spacious living and dining areas. A charming sunroom provides the perfect setting for morning coffee, reading, or enjoying the city views. The generously sized primary suite offers a peaceful retreat, complete with an updated bath and a large walk-in closet with custom built-ins. The second bedroom has been thoughtfully opened to create a stylish office or den, ideal for working from home or relaxing with guests. Refined interior details include crown molding, bamboo flooring, and abundant natural light throughout, creating a warm and sophisticated atmosphere. Residents enjoy the security and convenience of a well-maintained mid-rise building featuring secure key entry, guest call box access, and a welcoming lobby. Perfectly suited for a lock-and-leave lifestyle, this residence is just steps from Park Avenue’s boutiques, acclaimed restaurants, museums, cafés, and the Winter Park Golf Course. Additional features include: • Private storage unit • Covered carport parking space • Guest parking and community pool. An exceptional opportunity to enjoy refined living in one of Central Florida’s most desirable locations. Please note: NO RENTALS, NO PETS.

259 E Canton Avenue Unit 259, Winter Park

$160,000
1 Beds 1 Baths Lakeside Manor Apts Condo SubDv. 32789 Zip Code
PRICE IMPROVEMENT! Welcome home to this updated 1-bedroom 1-bathroom GROUND FLOOR condo, ideally positioned toward the desirable rear of the sought-after Lakeside Manor community. The move-in-ready residence features a spacious, open floor plan enhanced by ceramic tile throughout, elegant crown molding and a thoughtfully updated kitchen complete with modern countertops, soft-close cabinetry, and newer stainless-steel appliances. Additional value-added improvements include newer windows and updated plumbing (re-piped and newer water heater) offering peace of mind to the next owner. Lakeside Manor is a highly desirable lakefront community offering private access to Lake Killarney a 239-acre spring fed lake. Residents enjoy premium amenities including a private boat ramp, community dock, access to boat slips (subject to availability, a monthly fee applies). The community also features a swimming pool, guest parking, extra parking (subject to availability, additional fee applies), community laundry facilities (nominal usage fee), storage cabinets, outdoor grill and picnic tables. Condo fees conveniently include monthly internet and water service. Ideally located just minutes from Winter Park and Park Avenue’s renowned shopping and dining, with quick access to I-4 and Downtown Orlando, this property offers the perfect combination of comfort, convenience, and lifestyle.

2500 Lee Road Unit 122, Winter Park

$135,000
3 Beds 2 Baths Waterfall Cove SubDv. 32789 Zip Code
Under contract-accepting backup offers. Located in the heart of Winter Park, this charming condo stands ready to welcome you home. This three-bedroom, two-bathroom sanctuary offers a blend of comfort and modern elegance, perfect for those who cherish both relaxation and entertaining. As you step inside, the spacious living and dining areas greet you with an abundance of natural light, creating a warm and inviting atmosphere. Imagine hosting friends and family in this expansive space, where laughter and memories will fill every corner. The heart of this home is undoubtedly the fully upgraded kitchen, featuring stunning quartz countertops, sleek new cabinets, and stainless steel appliances. Each meal becomes a culinary adventure in this thoughtfully designed area. Retreat to any of the large bedrooms, designed to be your personal oasis. Each room offers generous space, allowing for restful nights and peaceful mornings. A dedicated laundry room, complete with a washer and dryer, adds convenience to your daily routine, while ample storage throughout the unit ensures that everything has its place. Step outside onto your private balcony, where a serene courtyard unfolds below. Picture yourself sipping morning coffee or enjoying an evening breeze as you overlook the tranquil scene of benches, a sparkling pool, and a welcoming clubhouse—perfect for gathering with neighbors or unwinding after a busy day. This pet-friendly community understands that your fur babies deserve a home too, so bring them along for this new adventure! Plus, enjoy the benefits of the HOA, which includes cable TV and high-speed internet, making it easy to stay connected. With a prime location just a short walk from a variety of shopping and dining options, you’ll find everything you need right at your fingertips. And with quick access to I-4, the beautiful beaches and thrilling theme parks are just minutes away. This isn't just a condo; it’s a lifestyle filled with comfort, convenience, and community. Welcome to your new home in Winter Park! Schedule your private tour today.

1695 Lee Road Unit E215, Winter Park

$1,200,000
3 Beds 2 Baths Cloisters Condo SubDv. 32789 Zip Code
Experience lakefront living in the heart of Winter Park. One of only two residences in The Cloisters with soaring 9-foot ceilings, this first-floor, three-bedroom, two-bath home offers a rare blend of privacy, scale and panoramic Lake Osceola views. Just two blocks from Park Avenue and adjacent to the Alfond Inn, this condominium lives like a private residence with unmatched access to boutique shopping, fine dining and cultural landmarks. Designed for elegant everyday living and entertaining, the open floor plan showcases a chef’s kitchen with granite countertops, solid wood cabinetry, and an island for prep and serving. The spacious dining and living areas are enhanced by hardwood flooring, crown molding and a marble-trimmed wood-burning fireplace. More than 20 feet of sliding glass doors open to an expansive, L-shaped terrace that brings in natural light and offers breathtaking lake vistas. The oversized primary suite offers serene lake views and includes an en-suite bath with dual vanities, built-in closets and a walk-in shower. Additional features include a rare laundry and utility room with a full-size washer, dryer and sink, updated electrical and plumbing, and upgraded water heater and HVAC system. Just two blocks from Park Avenue, this residence places you in the heart of downtown Winter Park’s sought-after lifestyle. Enjoy effortless access to fine dining, boutique shopping, world-class museums, Rollins College and year-round cultural events, all in an accessible, lakefront setting. Whether going to the Saturday farmers market, dining alfresco along the avenue or taking in the scenic views of Lake Osceola from your private residence, this property offers a seamless blend of luxury and urban elegance.

106 S Interlachen Avenue Unit 118, Winter Park

$237,500
2 Beds 2 Baths Lakeside Manor Apts Condo SubDv. 32789 Zip Code
DRAMATIC PRICE ADJUSTMENT! Million Dollar Lakefront View of Lake Killarney from Private Balcony and multiple Rooms in the Unit and View of Courtyard with it's Gracious Old Tree and Meandering Walkways from second Private Balcony. Once in a lifetime opportunity to own this meticulously maintained and updated Mid-Century Modern Character that says "Home" when you walk through the Door! Kitchen has been improved with raised Ceilings and expansive Wood Cabinets, Corian Sink and Countertops, Stainless Steel Appliances and expanded Pass-through Opening/Bar to Dining Room. Spacious Living and Dining Rooms with Lakeview. French Doors to Second Bedroom/Office with closets. Master Bedroom with en-suite Bath. Beautiful Cork Floors installed in all Living Areas. Tile in Kitchen and Baths. Ventless Washer and Dryer installed in Unit. Newer Double-Paned Energy-Efficient Windows. Unit has been replumbed. approximately 5 years ago. A/C and Water Heater new in 2025. Electric Panel replaced in 2019. You will love this close-in Winter Park Lakefront Community with all it's amenities, including Boat Ramp, 12 Boat Slips with Docks available for Lease to Owners, Waterfront Gazebo, Pool and. Clubhouse. Close to Shopping, Restaurants, Movie Theaters, Trader Joe's, Downtown Winter Park and Farmer's Market. Easy Access to I-4. Don't miss another Sunset! Call for a Private showing today!

2500 Lee Road Unit 229, Winter Park

$585,000
2 Beds 2 Baths Andalucia Apts SubDv. 32789 Zip Code
This move-in-ready condominium checks nearly every box for today’s buyer, offering a lock-and-leave lifestyle in an exceptional Winter Park location. The completely renovated two-bedroom, two-bath residence features high-quality finishes and thoughtful details throughout, including wide-plank white oak flooring and a bright, open-concept living space designed for everyday comfort and entertaining. The chef’s kitchen is stylish and functional, showcasing honed quartzite countertops, custom cabinetry extending to the ceiling, GE Café appliances with hood vent, and a handcrafted Moroccan Zellige tile backsplash. Both the primary suite and guest suite include custom built-in closets and private en-suite baths. Each bath has been fully updated with new vanities, designer tile, glass-enclosed showers and curated fixtures. A screened patio provides an inviting outdoor retreat, overlooking mature oak trees and lush landscaping. The first-floor location allows for easy access to assigned covered parking and an exterior storage unit just near the front door. Recent updates include a new roof (2024), new HVAC system (2023), new water heater (2023), rewired electrical and refreshed exterior paint (2018). An extraordinary setting places this residence just a short distance from Park Avenue and Central Park, the heart of downtown Winter Park. Enjoy a walkable lifestyle where mornings can begin with coffee at a local café, evenings are filled with dining, live music and community gatherings, and weekends are spent strolling the beloved Saturday Farmers’ Market. Central Park is home to cherished traditions including the Winter Park Sidewalk Art Festival, outdoor concerts, movies on the lawn and various holiday parades along Park Avenue, bringing energy and charm to the area throughout the year. Adding to the appeal, the home is also moments from the historic Winter Park 9 Golf Course, established in 1914 and recognized as one of the oldest municipal golf courses in Florida. Whether enjoying a round of golf, an evening walk, or simply taking in the surroundings, this location offers a rare blend of leisure, culture and convenience in one of Central Florida’s sought-after downtown environments.

535 N Interlachen Avenue Unit 106, Winter Park

$284,900
1 Beds 1 Baths Phillips Circle Rep SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome to an exceptional opportunity to own a beautifully maintained, move-in ready third-floor corner residence in Whispering Waters—one of Winter Park's most sought-after 55+ communities. Perfectly positioned adjacent to Lake Osceola and just steps from iconic Park Avenue, this rare offering places award-winning dining, boutique shopping, the Winter Park Farmers' Market, Rollins College, Central Park, museums, and scenic lakeside strolls all within easy walking distance. Inside, the bright and open floor plan is thoughtfully designed to maximize both space and natural light. The kitchen, dining, and living areas flow seamlessly together, creating a comfortable setting for everyday living or entertaining. Multiple storage closets greet you upon entry, while a separate hallway provides additional storage and convenient access to the full bathroom—an uncommon feature for a studio-style residence that enhances both functionality and privacy. One of the home's standout features is the generously sized private screened balcony, offering a true extension of the living space. Overlooking the beautifully landscaped interior courtyard with peaceful views of the community pool and Lake Osceola beyond, this inviting outdoor retreat is the perfect place to enjoy your morning coffee, unwind with a glass of wine, dine al fresco, or simply relax while enjoying the fresh Florida air. It's also a wonderful setting to wave hello and visit with neighbors, reflecting the warm sense of community Whispering Waters is known for. Residents enjoy an exceptionally low-maintenance lifestyle, with electric, gas, water, sewer, and trash all included in the condominium fee. Additional amenities include elevator access, on-site management, a community laundry facility, beautifully maintained common areas, expansive lakefront patios overlooking Lake Osceola, a resident club room, and a sparkling community pool. Whether you're searching for a full-time residence, a seasonal escape, or an elegant home for a family member, this exceptional property offers an affordable opportunity to enjoy the coveted Winter Park lifestyle in one of Central Florida's most desirable locations.

311 E Morse Boulevard Unit 7-19, Winter Park

$237,500
2 Beds 2 Baths Lakeside Manor Apts Condo SubDv. 32789 Zip Code
Attention lake enthusiasts! This is your opportunity to enjoy true waterfront living without the cost or maintenance typically associated with it. Located on beautiful Lake Killarney in sought-after Winter Park you will enjoy an array of amenities including a private boat ramp, a large open boat dock where you can feed the fish and turtles, picnic areas, clubhouse and resort style community pool overlooking the water. This rare 2-bedroom, 2-bath residence offers stunning lake views from the living room, bedroom, and private balcony, creating a peaceful retreat you’ll love coming home to. The home features thoughtful upgrades throughout, including a beautifully updated kitchen with upgraded appliances, induction range with air fryer, soft-close cabinetry and drawers, and a large pantry closet. Crown molding and recessed lighting enhance the space and highlight the luxury vinyl plank flooring throughout. Additional improvements include a new A/C system and tankless water heater, helping to keep the home energy efficient. The community also offers two on-site laundry facilities with private storage units for added convenience. Perfectly situated in highly desirable Winter Park, you’re just minutes from shopping, dining, and everyday essentials. This quiet lakeside community is only steps away from your favorite coffee shop or a casual evening drink. Wake up to lake views, unwind on your private balcony, and enjoy the relaxed Winter Park lifestyle you’ve been dreaming of. Opportunities like this are rare—schedule your private showing today and experience Lake Killarney living for yourself.

2500 Lee Road Unit 228, Winter Park

$1,100,000
2 Beds 2 Baths Alabama Condo SubDv. 32789 Zip Code
Perched on the top floor in the heart of Winter Park, this luxury, open-concept residence offers a rare blend of elevated design and everyday ease. Enjoy the peace of no neighbors above, plus the privacy, security, and lock-and-leave convenience that only condo living can provide without sacrificing space, light, or lifestyle. The Alabama delivers a rare Winter Park combo of modern living and historic soul. This home has views and access to Lake Maitland and the Winter Park Chain of Lakes. The unit was completely renovated in 2020 by Zoltan Custom Homes, and all of the designer finishes were done with intention. Engineered wood flooring runs throughout, setting a warm, modern tone that pairs beautifully with the clean architectural lines. The chef's kitchen anchors the space with a soap stone waterfall island, custom white oak cabinetry, and Thermador appliances, creating a seamless flow to the living area. There are Sonos speakers featured in the ceiling throughout the unit. This space was meant for both everyday living and entertaining. Natural light pours in, allowing you to soak in the beautiful lake views. Sunsets in this condo are a true dream. The primary suite offers a retreat-like setting with a large walk-in closet and a spa-like bathroom featuring elegant marble finishes, porcelain flooring, and a free-standing tub. The secondary bedroom has been intelligently designed as a convertible office with a built-in Murphy bed and a closet featuring built-ins and great storage. This room can be suitable for full-time living, a dedicated office, or a wonderful guest room. Every detail has been thought out for functionality and aesthetic design. Located just steps from Kraft Azalea Gardens and Park Avenue, with access to the Winter Park Chain of Lakes, creating the perfect lifestyle. Only one boat slip is available at this time and is on first come first serve basis...The windows have all been restored in keeping with the historic building, but the seller added "Indow Window" inserts for quiet and energy efficiency.

1602 Alabama Drive Unit 403, Winter Park

$472,000
2 Beds 2 Baths Lake Virginia Condo SubDv. 32789 Zip Code
Welcome to your new lakeside retreat in the heart of Winter Park! This move-in ready fifth-floor residence offers the kind of views that make mornings feel like mini vacations, with stunning vistas of beautiful Lake Virginia greeting you from your spacious family room and sitting area. This thoughtfully designed two-bedroom, two-bathroom condominium spans 1,148 square feet of comfortable living space, open atmosphere throughout. The kitchen showcases elegant quartz countertops and stainless steel appliances, perfect for culinary adventures big and small. Step into your private enclosed balcony to soak in those tranquil lake views with your morning coffee. The generous primary suite serves as your personal sanctuary, complete with an additional sitting or office area, walk-in closet, and a spa-inspired bathroom featuring custom wood cabinetry, granite counters, and an oversized shower. Beautiful wood floors flow through the major living areas while plantation shutters add timeless elegance throughout. Practical touches abound, including an inside utility room and spacious storage room for all your belongings. Lake Virginia Condos delivers an impressive array of amenities: covered parking, elevator access, secure building entry, a renovated pool and spa, sauna, exercise facility, community recreation room, and even boat slips available for rent. Need accommodations for visiting friends? A guest suite awaits on site. The location simply cannot be beat. Walk to The Polasek Museum or stroll to Park Avenue for world-class shopping and dining experiences. Schedule your private showing today and discover lakefront living at its finest!

690 Osceola Avenue Unit 503, Winter Park

$1,969,000
2 Beds 2 Baths Whispering Waters/Phillips Circle Rep SubDv. 32789 Zip Code
Enjoy the Winter Park lifestyle in this spacious 2-bedroom, 2-bath lakefront condo offering 1,900 square feet in the heart of downtown Winter Park. Enjoy serene lake views from the 120 sq ft screened porch—perfect for morning coffee or evening wine. The light-filled living area features soaring 8 ft 10 in ceilings, creating an open, airy atmosphere. A cozy family room offers built-in shelving and a wet bar, ideal for relaxing or entertaining. The galley kitchen features granite countertops, a natural gas range, and a convenient laundry closet with a stackable washer and dryer. The primary bedroom boasts a walk-in closet with ample storage, additional closet in the rear alcove, and a primary bath with dual sinks and a walk-in shower. The secondary bedroom includes an adjoining office alcove, while the secondary bath offers a walk-in shower. Neutral tones flow throughout the condo, and the dinette provides beautiful views of Lake Osceola. Completely rebuilt in 2011 with new plumbing, electrical wiring, air conditioning, and ductwork, this home offers modern efficiency and peace of mind. A covered boat slip (#15) with lift, two covered parking spaces in the gated underground garage accessible with a key access in the elevator, approximately 90 sq ft of private utility storage, and a community pool complete this exceptional offering. Just steps from Park Avenue, enjoy walkable access to premier shopping, dining, museums, and seasonal events, making this a rare opportunity for true lakefront living in one of Winter Park’s most desirable locations.

311 E Morse Boulevard Unit 2 - 5, Winter Park

$195,000
2 Beds 1 Baths Aragon Condo SubDv. 32789 Zip Code
Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming Winter Park, FL 32789! Meticulously updated since 2023, this home blends modern luxury with effortless comfort and is truly move-in ready. As you step inside, you’ll be greeted by elegant porcelain tile flooring throughout—offering both durability and a look that’s easy to maintain. The heart of the home, the kitchen, has been completely reimagined with sleek granite countertops, fresh cabinetry, and contemporary finishes that make cooking and entertaining a joy. The bathroom has also received a full renovation, featuring granite countertops and updated fixtures that enhance both style and function. With thoughtful design at every turn, this condo feels fresh, bright, and uniquely yours. Situated on the second floor for added privacy and natural light, this unit provides a peaceful retreat while still being close to all that Winter Park has to offer. Enjoy being minutes from Park Avenue, with its array of boutique shopping, acclaimed restaurants, art galleries, and outdoor markets. Explore scenic parks, lakeside boat tours, cultural attractions, and community events that make Winter Park one of Central Florida’s most desirable places to live. Whether you’re searching for your next home or an exceptional investment opportunity, 851 Miles Ave #13 showcases stylish updates, quality finishes, and a location you’ll love. Don’t miss your chance — schedule a showing today!

851 Miles Avenue Unit 13, Winter Park

$702,050
2 Beds 2 Baths Park West Condo SubDv. 32789 Zip Code
Experience the best of Winter Park living in this beautifully updated 2-bedroom, 2-bath condominium located in the highly sought-after Park West Condominiums. Perfectly situated just steps from Park Avenue’s restaurants, boutique shops, cafés, and the weekly farmers market, this second-floor residence offers both comfort and convenience in one of Central Florida’s most desirable neighborhoods. Inside, you’ll find a bright and open layout with spacious bedrooms, ample storage, and large Sliding glass doors that open to 3 balconies that also fill the home with natural light. The entire home has been completely updated. The kitchen has new cabinets and granite counter tops, the guest bath has a new vanity and show/tub combo. The whole house has been freshly painted, Newer A/C and Water Heater. The living and dining areas are open, creating an inviting space for entertaining or relaxing after a day exploring downtown Winter Park. Community amenities include a sparkling pool, tennis courts, and beautifully landscaped grounds. Enjoy easy access to top local attractions such as Rollins College, Valencia College, Blue Jacket Park, and the Winter Park Amtrak Station just a block away. Just 15 minutes from Orlando International Airport and minutes to major highways, Park West offers the perfect balance of tranquility and connectivity. Whether you’re looking for a full-time residence, investment property, or a weekend retreat, this condo delivers the ideal blend of historic charm, modern convenience, and unbeatable location.

300 Carolina Avenue Unit 201, Winter Park

$290,000
2 Beds 1 Baths Lake Killarney Condo SubDv. 32789 Zip Code
Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake Killarney. Inside, you’ll find a bright, natural light–filled living space with an intimate, inviting feel. The efficient galley kitchen flows seamlessly into the living and dining area, making the home feel larger than its square footage. A rare bonus for condo living, the home includes a separate laundry room, offering added convenience and additional storage. Step outside to your private patio space, perfect for morning coffee, quiet evenings, or creating your own cozy outdoor retreat. There’s even room for a foosball table, making it a great spot to unwind, entertain, or simply grab a Coke and smile as you enjoy the Florida breeze. Residents enjoy an impressive list of community amenities, including a sparkling private pool, lush green spaces, and access to Lake Killarney’s private community dock, ideal for launching kayaks and paddleboards, fishing, or taking in serene lakefront views. Enjoy evening sunset strolls, weekend boating, or a relaxing afternoon by the pool. The community also offers convenient on-site laundry facilities, beautifully maintained grounds, and a welcoming neighborhood atmosphere. With strong rental appeal, an unbeatable location, and timeless Winter Park charm, 151 N Orlando Ave #115 is an ideal choice for first-time buyers, downsizers, or investors seeking long-term value in one of Central Florida’s most desirable lakefront communities. Schedule your private showing today and experience the lifestyle waiting for you at Lake Killarney.

151 N Orlando Avenue Unit #115, Winter Park

$2,232,000
3 Beds 4 Baths Perle Du Lac SubDv. 32789 Zip Code
Imagine waking, relaxing, and entertaining with serene lakefront views in this elegant ground-floor Perle du Lac residence. The refined 2,714-square-foot design includes hardwood and travertine flooring, ten-foot-high ceilings, and extensive millwork. The expansive open-plan living and dining room lets you configure your furniture however you’d like. A bank of glass doors leads to your covered lakefront patio, where you can enjoy al fresco meals and admire your boat in its personal covered slip with electric lift. The spacious kitchen offers new cabinetry, under-cabinet lighting, hardwood countertops, and a farmhouse sink. Built-in appliances include a Sub-Zero® Refrigerator, a Wolfe® Gas Cooktop, Dacor® Ovens, and a Bosch® Dishwasher. From the kitchen, you have access to the sizable adjacent library, with its wall-to-wall bookcases. Configure it as your office or a family room if you wish. A wall of glass doors and windows makes the lake a focal point in your primary bedroom suite. The en-suite bathroom features a jacuzzi bathtub, walk-in shower, two separate vanities, and a secluded Toto®-equipped water closet. A large walk-in closet completes the suite. Two more spacious bedrooms are on the opposite end of the residence. One includes its own en-suite full bathroom. Both share an outdoor patio space. Additionally, you’ll find a third full bathroom and a powder bathroom. The laundry room includes a Miele® washing machine and dryer set. In the secured garage, you have two assigned parking spaces and a sizeable storage room. Perle du Lac residents enjoy exclusive community amenities, including a heated swimming pool, hot tub, beautifully maintained grounds, and double-gated security for peace of mind. All of this is minutes from Park Avenue, Rollins College, and everything that makes downtown Winter Park famous.

660 Osceola Avenue Unit 101, Winter Park

$1,100,000
2 Beds 2 Baths Cloisters Condo SubDv. 32789 Zip Code
Residence 415 at The Cloisters offers a rare opportunity to own a comprehensively rebuilt home in one of Winter Park’s enduring lakefront communities. Set on the fourth floor, just one block from Park Avenue, this residence blends timeless architecture with newly reimagined design. Taken thoughtfully down to its original structure and meticulously reconstructed with longevity in mind, this two-bedroom, two-bath residence now reflects a highly customized living experience. Every surface, system and layout choice has been elevated, beginning with level 5 smooth drywall, Emtek polished nickel hardware, custom millwork, full-height solid-core doors and Panaget engineered hardwood flooring. Lutron lighting systems control dimmable LED lighting throughout. Bedrooms, as well as the family room, include prewiring for additional fixtures, and the primary suite features dedicated pendants over each nightstand, independently controlled bedside. The kitchen is anchored by a full suite of smart Thermador appliances, including an induction range, range hood and a full-height refrigerator with a convertible Flex drawer for additional refrigeration or freezer storage, an internal water dispenser, built-in compartment cameras and Thermador’s signature Diamond ice maker. Calacatta Laza quartz surfaces and full-height backsplash accentuate custom oak cabinetry featuring soft-close drawers, an integrated appliance station with interior outlets, and an oversized pantry for seamless storage. A breakfast bar opens to the dining and living areas, which comfortably accommodate full-size furnishings and create defined spaces for formal dining, casual living and media use. The primary suite offers two built-in closets and a spa-inspired bath with Fantasy Brown quartz countertops on a wall-to-wall vanity. A lighted medicine cabinet mirror with integrated speakers sits above the vanity, with interior power outlets for charging accessories. A fully tiled frameless shower features a lighted accent wall, overhead rain shower and wall-mounted handheld options. Additional built-in cabinetry provides deep storage for linens and supplies, as well as a dedicated laundry storage closet. The second bedroom functions as a guest suite, supported by a beautifully appointed bath in matching design. Additional highlights include custom-trimmed window casings throughout, ready for shades or shutters, and an entry closet that can double as storage or pantry overflow. The residence includes assigned covered parking and private storage. Residents of The Cloisters enjoy an amenity-rich lifestyle with on-site management, access to a heated pool, two fitness rooms with saunas, a clubhouse and manicured lakefront park space. This turnkey optional offering places you at the heart of Winter Park’s cultural, dining and retail corridor, where enduring architectural character meets elevated, modern living.

100 S Interlachen Avenue Unit 415, Winter Park

$162,000
1 Beds 1 Baths Mead Garden SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Come take a lovely stroll to Mead Gardens(47 acres), located just around the corner from this adorable condo in one of Winter Park’s most popular communities! The pool is located directly behind this condo! This cozy first-floor unit features brand-new luxury vinyl flooring that gives it a fresh, welcoming feel. The spacious living room has sliders that open up to a nice-sized screened-in Florida room—perfect for sipping your morning coffee or relaxing at the end of the day and the best part the pool is located directly behind your Florida room! With the large Florida palm tree as a reference point you can see how close to the pool this condo is! After you enjoy taking a hike around Mead Gardens- then come home to a nice swim in the pool! And here’s some exciting news: the seller is offering seller financing! That means the deed will be in your name, and with just 20% down and flexible terms, it’s an incredible chance for first-time buyers, or to add to your rental portfolio, or anyone looking for a sweet second home. If you've been dreaming of having a Winter Park address, this is your moment! You’ll absolutely love the fantastic location of this condo, and let’s not forget this condo is located less than 2 miles to Advent Health hospital, the Orlando Science center, shopping, restaurants and all that Winter Park has to offer! Don’t miss out on this wonderful investment opportunity. Show and Sell!!

1250 S Denning #122 Street Unit 00122, Winter Park

$550,000
2 Beds 2 Baths Andalucia Apts SubDv. 32789 Zip Code
Experience effortless luxury living just blocks from iconic Park Avenue in this stunning, fully renovated condo located in the heart of downtown Winter Park. Perfectly designed for a lock-and-leave lifestyle, this beautifully upgraded residence blends timeless elegance with modern convenience. Step into a beautifully designed foyer entry that opens to bright, open living spaces with treetop views from the screened lanai. Every inch of this home has been thoughtfully updated—featuring crown molding, designer light fixtures, removal of popcorn ceilings, updated wiring, and plantation shutters throughout. Major systems are also newer, with an HVAC system and water heater (2020) for peace of mind. Gourmet kitchen is appointed with quartz countertops, white shaker cabinets, stainless steel appliances, dramatic backsplash and under cabinet lighting. Custom built-ins in dining area for additional storage. Large Owner’s Suite offers two custom closets with built-in organizers and spa like bath with walk in shower. Spacious secondary bedroom. Renovated guest bath with modern finishes. Andalucia is a boutique community with just 20 owner-occupied units—no rentals, no pets—ensuring a peaceful, neighborly environment. Additional highlights of this condo include a private storage closet, one covered parking space + guest parking, elevator, well landscaped courtyard and patio, community laundry room, cable and internet. Walk to Park Avenue’s shops, restaurants, museums, and the Winter Park Golf Course, Morse Museum of Art, Central Park, Farmer’s Market and SunRail station. Enjoy vibrant culture and charming streets just steps from your door. This move-in ready condo offers the best of upscale Winter Park living—schedule your private tour today!

535 N Interlachen Avenue Unit 203, Winter Park

$750,000
3 Beds 3 Baths Casa Jardin Condo SubDv. 32789 Zip Code
In the heart of Winter Park’s Virginia Heights neighborhood, just steps from Park Avenue and Seven Oaks Park, this Mediterranean-inspired townhome-style condominium offers refined living with exceptional walkability. Featuring three bedrooms, two and a half baths, and nearly 2,000 square feet under air, this residence combines architectural elegance and everyday functionality. Inside, soaring ceilings and dramatic design elements, including arched hallways, column-lined corridors, and a custom wrought-iron spiral staircase, create a grand yet welcoming ambiance. The second-floor primary suite impresses with cathedral ceilings, dual walk-in closets and a luxurious spa bath with a jetted tub, multi-head rain shower, dual vanities, a makeup area and a private water closet. Two additional bedrooms, one with Juliet balcony, share a full bath and are thoughtfully separated from the primary. The main living area features travertine and luxury vinyl plank floors, coffered ceilings, designer lighting and an open-concept layout. The chef’s kitchen includes solid wood cabinetry, granite counters, a walk-in pantry and a central island with seating. French doors from the living and dining areas lead to a screened, private courtyard ideal for alfresco entertaining. Additional features include a powder bath, a two-car garage with mudroom entry, plantation shutters and ceiling fans throughout. A third-floor rooftop terrace offers a secluded outdoor escape, while an adjacent walk-in attic presents a flexible bonus room or future conditioned space. Casa Jardin recently completed a full exterior refresh, including a new roof and new paint. Residents enjoy exclusive access to Lake Virginia and the Winter Park Chain-of-Lakes via College Point, featuring a lakefront area along with kayak and paddleboard storage. Enjoy walkability to Azalea Park, the Winter Park Tennis Center, Orange Avenue’s restaurants and boutiques and top-rated schools. This is Winter Park lifestyle at its finest.

1278 S Pennsylvania Avenue Unit 13, Winter Park

$260,000
2 Beds 2 Baths Mead Garden SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Fully renovated two-bedroom, two-bath residence in the sought-after Mead Garden Condominium community. Spanning 908 square feet, this second-floor home offers a move-in-ready interior with a contemporary open-concept layout and elevated finishes throughout. The kitchen features quartz countertops, soft-close cabinetry, stainless steel appliances, a touchless faucet, and a peninsula island with a breakfast bar. Additional cabinetry beneath the bar provides thoughtful storage. A designated dining space sits between the kitchen and living area, ideal for everyday meals or entertaining. The living room opens to an enclosed sunroom overlooking one of the community’s landscaped courtyards, offering a quiet, natural view. Both bedrooms include ceiling fans and mirrored closet doors, and the second bedroom provides direct access to the front porch through sliding glass doors. The primary suite features a courtyard-facing window and an en-suite bath with a glass-enclosed shower. The second full bath, accessible from the hallway, includes a soaking tub with a shower surround. Both baths are outfitted with anti-fog, lighted vanity mirrors and modern tile finishes. Other upgrades include all-new flooring, recessed lighting, updated plumbing fixtures, and fresh interior paint. Ideally located just blocks from Azalea Park, the new Seven Oaks Park, Mead Botanical Garden, and the Orange Avenue district’s dining and retail. Close proximity to Rollins College and Park Avenue.

1250 S Denning Drive Unit 213, Winter Park

$840,000
2 Beds 2 Baths Cloisters Condo SubDv. 32789 Zip Code
Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community’s heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in the community, this property retains its original open balcony design, offering outdoor living rarely found in this floor plan. Inside, every surface has been thoughtfully remodeled. The kitchen features solid wood cabinetry, granite countertops and refined finishes. Both baths are fully updated, including a new tub with glass enclosure in the guest bath and a walk-in shower with frameless glass in the primary suite. Tile flooring, custom vanities and designer fixtures complete each space. Engineered hardwood flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The primary suite includes custom built-ins, dual closets and a built-in desk with additional cabinetry, delivering elegance and function. The second bedroom offers flexibility as a guest room or study and features optional shared access from the primary suite for additional privacy. Additional highlights include a covered and assigned parking space equipped with one of the building’s few electric vehicle charging stations, ample guest parking and access to a community dock with boat slips available through a resident lottery system. The Cloisters has successfully completed all required Milestone Inspections and the Structural Integrity Reserve Study, ensuring peace of mind for future residents and affirming the association’s commitment to long-term stewardship. Amenities include two fitness centers with dry saunas and a newly renovated clubhouse with kitchen and a partial bath for use as a powder room, ideal for hosting private events. Ideally positioned just steps from the dining, shopping and cultural energy of Park Avenue and in proximity to Rollins College, this original-owner residence offers a compelling blend of lifestyle, location and enduring design.

100 S Interlachen Avenue Unit 503, Winter Park

$837,500
2 Beds 2 Baths Park West Condo SubDv. 32789 Zip Code
A unique opportunity to own this Winter Park luxury corner condominium unit in the gated Park West community. Resting on the corner of New York Avenue and Carolina, with direct second-floor balcony views of Central Park and Park Avenue, and proximity to the quintessential Winter Park experience. Designed by nationally renowned Soco Interiors, a turnkey opportunity that adds ease to the lock-and-go lifestyle. Designer touches and quiet elegance blend to create this California casual interior that was meticulously designed and appointed with function and comfort at the forefront. Open dining and living spaces with balconies on each side make hosting a breeze. A marble-framed fireplace and beautiful wide-plank white oak floors add warmth and charm to this special place. The modern gourmet kitchen is highly functioning for family dinner or entertaining guests. White clean-lined custom cabinetry, gold accent hardware, quartz surfaces and solid quartz backsplash add to the seamless design. A fabulously designed scullery with designer tile floor includes a dedicated laundry/pantry, ample storage and additional counter space for a morning bar. The primary bedroom has ample space and beautiful light with access to one of the two balconies, custom-organized closet and a bath that is appointed with modern finishes such as marble floors/shower and fantastic tropical palm wallpaper that is so chic and fun. An additional large private bedroom suite is inviting and makes it easy to entertain guests for the weekend. Fresh striped wallpaper and organic selections finish out the custom second bath. This pristine unit is in a great building in Park West overlooking Central Park. On a prime corner, with one balcony facing the park and the other overlooking the tennis courts and pool. Elevators throughout and meticulously maintained, all in security of a gated community, Park West has always delivered for decades. Call us for a private showing.

200 Carolina Avenue Unit 201, Winter Park

$299,000
1 Beds 1 Baths Phillips Circle Rep SubDv. 32789 Zip Code
Charming Downtown Winter Park Pied-à-Terre – Steps from Park Avenue! Welcome to Whispering Waters, a beautifully maintained mid-century community nestled on the shores of Lake Osceola. This light-filled corner studio offers a rare opportunity to own a piece of Winter Park’s most coveted location—just steps from Park Avenue, Central Park, and all the cultural charm the city has to offer. Located on the second floor, this spacious studio boasts an updated kitchenette, generous storage, and abundant natural light. Enjoy secure garage access, mail and package delivery to your door, and a relaxing retreat with sunrise views, osprey sightings, and even rocket launches visible from the community patios. Community Amenities: Sparkling pool, Club room for social gatherings, Peaceful outdoor patios overlooking Lake Osceola and Professional on-site management. Location Highlights include being one block to Park Avenue’s boutiques, cafes, and fine dining. Close to The Alfond Inn, museums, and galleries. Walkable to SunRail & Amtrak station. Moments from the Winter Park Farmers’ Market. This is a rare opportunity to own a stylish, low-maintenance home in the heart of downtown Winter Park where ELECTRIC, GAS, WATER, SEWER and TRASH are included in condo fee. Whether you're looking for a weekend retreat or full-time residence, this pied-à-terre is truly one-of-a-kind. Call today for your private viewing of this condo.

311 E Morse Boulevard Unit 7-11, Winter Park

$1,079,000
3 Beds 3 Baths Winter Park Residential SubDv. 32789 Zip Code
Experience the best of Winter Park living in this distinguished three-bedroom, three-bathroom condominium, located in the secure and sought-after Douglas Grand development—just one block from vibrant Park Avenue. Spanning an impressive 2,649 sq ft on a single level, this third-floor residence blends timeless architectural charm, quality construction, and everyday function. Step inside to an expansive living space enhanced by tall ceilings, extensive millwork, and natural light filtered through custom shutters. The open chef’s kitchen features premium Thermador stainless steel appliances, real wood cabinetry with under-cabinet lighting, granite countertops, travertine flooring, and a pantry. An oversized central island with seating for four provides eat-in convenience. The floor plan offers a seamless flow from the kitchen to dining to the family room, creating flexible and efficient space. Located off the general living space, there are two additional bedrooms and bathrooms. One bedroom includes an en suite bathroom, while the other is adjacent to a full hallway bath. The bathrooms include stone flooring, real wood vanities, granite countertops, large mirrors with quality light fixtures, and a mix of walk-in shower with glass enclosure and tub-shower combination. Relax and recharge in the luxurious primary suite with two walk-in custom-cabinetry closets and a spa-like bathroom offering an extended vanity with two sinks and an adjacent makeup vanity—all with granite countertops. A deep soaking tub, a sizable glass-enclosed shower, linen closet, and private water closet complete the primary bathroom features. The laundry room includes a Samsung front-loading washer and dryer, utility sink, and ample built-in storage. The current owner invested over $100,000 in all-new impact-rated windows, providing peace of mind, energy efficiency, and enhanced comfort. Additional building highlights include two deeded garage parking spaces in a secure garage and two secure lobbies with private elevator entry. The HOA provides on-site management, care for community grounds, a pet-friendly policy, proactive maintenance, and comprehensive coverage including building insurance, water, sewer, and trash—affording owners the convenience of a true lock-and-leave lifestyle. Don’t miss the rare opportunity to own a secure and spacious single-level condo that allows you to embrace the walkable lifestyle of Winter Park in a location steps from the restaurants and shops of Park Avenue or Hannibal Square, the SunRail, Farmers’ Market, and more.

100 S Virginia Avenue Unit 319, Winter Park

$130,000
2 Beds 1 Baths Waterfall Cove SubDv. 32789 Zip Code
Welcome to a delightfully bright and inviting 2-bedroom, 1-bathroom condo nestled in the peaceful Waterfall Cove community at 1695 Lee Rd, Unit C206, Winter Park, FL 32789. Thoughtfully designed, this home features a covered balcony that invites relaxing mornings or cozy evenings outdoors, while the spacious primary bedroom offers the convenience of a walk-in closet—perfectly blending comfort and efficient use of space. Waterfall Cove elevates everyday living with community amenities including a pool, playground, and covered picnic area, making it ideal for both relaxation and active enjoyment. Plus, high-speed internet and cable are included in the HOA fees, offering modern convenience and simplified budgeting. The location is outstanding. You’re minutes from Rollins College—a short 2½-mile drive—making it perfect for students, faculty, renters, or families alike  . Stroll or drive to Park Avenue for galleries, boutiques, and cafes. Winter Park Village, recently refreshed by a major renovation, offers a vibrant array of tenants and experiences—from Arhaus and Brighton Collectibles to coworking at Spaces and upscale dining under one beautifully redesigned streetscape—now fully leased and thriving. With downtown Winter Park just minutes away and I-4 under one mile from your doorstep, getting around town is effortless and efficient  . This condo is perfectly balanced for homeowners seeking cozy elegance as well as investors looking for a turnkey residence in a high-demand location of Winter Park. Whether you seek a relaxed retreat or a smart, energy-efficient investment anchored by community and convenience, this property captures it all. Schedule your private showing today—the next chapter of refined Winter Park living starts here.

1695 Lee Road Unit C206, Winter Park

$1,640,000
3 Beds 4 Baths Winter Park Residential SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. This signature corner unit in the exclusive Douglas Grand, is perched on the top two floors, with panoramic views of downtown Winter Park, Hannibal’s Square and Rollins College all steps away. This spacious luxury unit includes a three-bedroom split plan and three-and-a-half en-suite baths, with two private balconies from bedrooms overlooking Central Park. Every convenience of the desirable Winter Park lifestyle is at your doorstep. A gated parking garage provides security for you and your guests. Step inside to discover the 3,174-square-foot perfectly renovated residence with gorgeous new blonde wood floors throughout the living room and bedrooms, and surrounded by windows that invite beautiful light in. Entertain with ease in the expansive gourmet kitchen, recently renovated with added cabinetry including a pantry, new quartz counters, custom back splash and top-of-the-line appliances. Bar seating at the counter peninsula still leaves room for an additional dine-in table if you desire. What makes this unit unique is the open-air two-story center atrium that connects all the living spaces together and adds secluded outdoor living for privacy with views to the stars. The primary bedroom enjoys treetop views, private balcony just recently tiled and generous space and closet. The primary bath suite includes updated dual vanities, separate shower and an indulgent jetted tub. Secondary bedrooms are private with one upstairs and the third bedroom suite, or office, offers versatility and function. Elevate your lifestyle with a host of modern amenities, including updated designer fixtures, recessed lighting and fans, some new Pella doors and windows, fresh paint, spacious walk-in closets that provide ample storage in every bedroom and a freshly painted interior and private laundry. Enjoy the added convenience of two deeded parking spaces in the gated-attached garage, with direct access to your floor and access door right next to your front door, so convenient. 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.

101 S New York Avenue Unit 313, Winter Park

$465,000
2 Beds 3 Baths Killarney Bay Condo SubDv. 32789 Zip Code
SUPERB LOCATION! Don’t miss out on this beautifully updated 2 bedroom 2.5 bath 2-story condo in Killarney Bay. Upon entering, you immediately notice the charm and character of this impeccably maintained condo. Recent updates include a fully renovated screened porch including floor, screen enclosure and roof, new sliding doors and windows, new refrigerator, new dishwasher, newly painted interior and recently installed closet organization systems. The kitchen with solid wood cabinets, stainless steel appliances, granite countertops and counter seating is open to the dining/family room combo featuring a cozy corner fireplace. The flex space in the front of the condo can serve as a formal dining room, home office or art studio with generous shelves that span an entire wall of the room. Convenient downstairs laundry room with storage and half bath with access to additional storage under the stairs. Wood tile floors, plantation shutters, ceiling fans and vaulted ceilings in the upstairs bedrooms. Wood plank flooring on the staircase. Generous upstairs hall closet! Two master suites both with spacious walk-in closets and en suite bathrooms. The front bedroom features a balcony with a sitting area and alcove for a tv or desk and the back bedroom presents as a quiet, private retreat with extra closet space. The recently renovated screened porch overlooking the manicured landscape is the perfect place to relax and unwind. Two assigned parking spaces, one covered and located in front of the condo. Outdoor closet located on screened porch. Community pool and dock and view of Lake Killarney. Kayaks and paddleboard storage available. Walkable to Winter Park Village, Trader Joes and a variety of restaurants and shopping along the 17-92 corridor. Easy access to I.4 via Fairbanks or Lee Rds. You simply cannot beat this location! Call today to schedule your showing!

130 Killarney Bay Court Unit 5-3, Winter Park

$775,000
2 Beds 2 Baths Cloisters Condo SubDv. 32789 Zip Code
Welcome to The Cloisters—a prestigious lakefront community nestled in the heart of Winter Park, perfectly positioned between the timeless charm of Park Avenue and the serene beauty of Lake Osceola. This fully furnished second-floor residence has been meticulously redesigned and renovated to maximize both space and style, offering the comfort of a thoughtfully designed home, enhanced by luxurious, designer-selected finishes throughout. Step inside to discover a beautifully appointed interior featuring high-end touches. The kitchen is a true showpiece, boasting custom wood cabinetry with artistic wood detailing, granite countertops, full counter-to-cabinet backsplashes, and top-tier appliances including a Wolf cooktop and oven, Fisher & Paykel dishwasher, Liebherr wine cooler, and Sub-Zero refrigerator. The expansive kitchen island comfortably seats four, with a sleek, integrated extension that effortlessly accommodates up to seven—perfect for entertaining in style. The open-concept living area flows seamlessly to a spacious private balcony, offering tranquil views of the heated pool, putting green, lush landscaping, and the shimmering waters of Lake Osceola—ideal for a morning coffee or year-round entertaining. The primary suite is a serene retreat, featuring blackout blinds, a Sleep Number smart bed with dual temperature controls, and custom floor-to-ceiling built-ins with integrated lighting, display shelving, and a dedicated vanity area. Additional built-in cabinetry lines the hallway leading to the en-suite bathroom, providing ample space for jewelry, shoes, and wardrobe essentials. The second bedroom is designed for versatility, with a wall-to-wall built-in home office setup overlooking a beautiful resort-style view, along with its own matching floor-to-ceiling built-ins for display and storage. Both bathrooms have been tastefully reimagined with new vanities, granite countertops, upgraded shower enclosures and hardware, and stylish lighting and mirrors. The primary bath includes additional custom built-ins for optimal storage and organization. Throughout the home, fresh paint and luxury vinyl flooring create a clean, modern aesthetic. Additional features include an in-unit washer and dryer tucked behind a custom wood door, a built-in safe, and a new A/C unit installed in 2024. The residence also includes a deeded covered-parking space and a private storage unit. The Cloisters community offers a wealth of amenities, including an onsite property manager, ample guest parking, elevators, a heated pool, onsite laundry facilities, a putting green, private lake access, a dock, and boat slips available via resident lottery. Residents also enjoy two fitness centers with one dry sauna and a recently updated clubhouse with a full kitchen and bath—ideal for private gatherings. Just a short stroll from the boutiques, restaurants, and cultural attractions of Park Avenue, and Rollins College, this fully renovated, turnkey residence presents a rare opportunity to enjoy the ultimate blend of location, luxury, and lifestyle. Realtor/owner is a licensed Florida real estate broker.

100 S Interlachen Avenue Unit 204D, Winter Park

$2,125,000
2 Beds 3 Baths Landmark Winter Park SubDv. 32789 Zip Code
When you enter through the secure and elegant wrought iron gates and walk into in the private central courtyard, you'll feel the sophistication of The Landmark Winter Park. Take the elevator to the second floor and your private entrance balcony overlooking the courtyard. Inside, this spacious corner unit you'll find 2 bedrooms, 3 full bathrooms and a spacious media room/office. From the foyer look through the large dining and living room space to windows overlooking shady Morse Boulevard. This unit lives large with the floor plan nicely splitting the primary suite, second bedroom and media room/office for maximum comfort and privacy. And perhaps most impressive of all is the large, bright kitchen with huge center island, loads of counter space and storage, Sub Zero refrigerator, KitchenAid 6-burner gas range and wine cooler. Twelve-foot ceilings and large windows throughout add to to the spacious, luxurious feeling. The massive primary suite is truly a retreat, with French doors opening onto the private balcony from the bedroom, large spa-inspired bathroom and fully built-out walk-in closet. Bedroom two, on the other side of the condo also has a walk-in closet and a generous bathroom with step-in shower. The office/media room is large and private, completely separate from the bedrooms, with direct access to the third bathroom. Laundry/utility room with rear exit door is away from the living space and has lots of storage. Two dedicated parking spaces in the secure underground garage, and each unit has its own climate controlled storage space for bicycles and other large items. The Landmark Building is Winter Park's premiere address. Luxury, privacy and proximity to all Park Avenue is known for, including boutique shopping, cafes and fine dining, as well as Central Park and Rollins College with many events and programs throughout the year. Easy access to Central Florida's highways, and SunRail station just steps away. Luxury living in Winter Park, it is here in The Landmark.

140 E Morse Boulevard Unit C, Winter Park

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