Courtesy: NOELKE REALTY
407-607-7166
Located in the heart of Winter Park, this beautifully fully renovated 2-bedroom, 2.5-bath condominium: New Roof, New Hot Water Heater, New Plumbing, New Maytag Washer & Drier offers the perfect blend of modern design and walkable lifestyle. The open-concept floor plan creates a bright and airy living space ideal for both everyday living and entertaining. The completely updated kitchen features all-new appliances, contemporary finishes, and seamless flow into the dining and living areas. Both bedrooms are generously sized and include private en-suite bathrooms, providing comfort and privacy, while the additional half bath is perfect for guests. Every detail has been thoughtfully updated, making this home truly move-in ready. Enjoy being just minutes from the acclaimed restaurants, shops, and cafés along Park Avenue, with easy access to parks, recreation, and the charm that defines Winter Park living. The property is zoned for highly regarded Dommerich Elementary School and Winter Park High School, making it an excellent option for both homeowners and investors.
Courtesy: REALTY ONE GROUP MVP
800-896-8790
Discover a rare opportunity in the heart of Winter Park, where classic charm meets modern potential. Situated on one of the area’s most coveted streets, this residence is just minutes from Park Avenue, Rollins College, and Winter Park Village. The home features a light-filled, thoughtful layout with hard-to-find character. Offering incredible flexibility, buyers may choose to renovate and expand the existing structure to preserve its architectural heritage or start fresh and design a custom home from the ground up. Whether for a primary residence, a well-appointed second home, or an investment opportunity, this property represents exceptional potential in the core of Winter Park.
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
OPEN HOUSE - SATURDAY, 02/07, FROM 11 AM TO 1 PM. 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. Nestled 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. Located just two blocks from Park Avenue, this residence places you in the heart of Downtown Winter Park’s most sought-after lifestyle. Enjoy effortless access to fine dining, boutique shopping, world-class museums, Rollins College and year-round cultural events… all within a walkable, lakefront setting. Whether strolling to the Saturday farmers market, dining al fresco 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.
Courtesy: KELLER WILLIAMS WINTER PARK
407-545-6430
Welcome to this charming 1935 Winter Park bungalow that blends timeless character with smart, modern upgrades in one of the city’s most walkable locations. This 2-bedroom, 1-bath home offers 1,002 square feet of thoughtfully updated living space, including a remodeled kitchen and bathroom (2021), newer ROOF (2021), Carrier A/C (2020), new flooring, and a tankless EcoSmart water heater. As you arrive, you’re welcomed by a charming old brick walkway with positive sayings painted along the bricks, adding warmth and personality to the curb appeal. The enclosed front porch creates a cozy bonus space with a swing—perfect for morning coffee or evening relaxation. The home features a separate dining area—a rare bonus in a bungalow this size—along with a surprisingly spacious kitchen offering abundant storage, modern appliances, butcher block counter, an over-the-stove microwave, and a space-saving 3-in-1 sink dishwasher. The bathroom showcases a luxury shower panel system with rainfall shower head and handheld spray. Additional upgrades include a GE electrical panel, ceiling fans in the living areas, and an interior utility room for added convenience. Walk to Hannibal Square, Park Avenue, Rollins College, SunRail, the Winter Park Library, and Rollins baseball field, with Trader Joe’s nearby and quick access to I-4. Whether you’re seeking a move-in-ready residence, income-producing investment, or a premium lot ideal for future luxury construction, this property offers exceptional flexibility and long-term value. Motivated seller—schedule your private showing today.
Courtesy: FANNIE HILLMAN & ASSOCIATES
407-644-1234
One or more photo(s) has been virtually staged. Beautifully renovated home in the heart of highly desirable Winter Park, surrounded by multi-million-dollar properties. Move-in ready and thoughtfully updated throughout. This light-filled home features wide-plank flooring, recessed lighting, and all new modern fixtures. The entryway features comfortable seating, built in cabinets with an electric fireplace and wine refrigerator. The sleek, updated kitchen offers a gas range, stylish finishes and a functional layout perfect for everyday living and entertaining. Retreat to the spacious primary bedroom with a fabulous ensuite bath, complete with a soaking tub, dual vanities, a large separate shower, and a generous walk-in closet. A split-bedroom floor plan provides added privacy and comfort. Set on an expansive 11,305-square-foot lot, the fully fenced backyard offers plenty of room for a pool and includes private parking for a boat on the side of the home. Whether you enjoy the home as it is or choose to build your dream residence, the possibilities are endless. New roof installed in 2022.
Courtesy: CORCORAN PREMIER REALTY
407-965-1155
Welcome to 151 Oakwood Way. This is a rare Winter Park showpiece by LunDev Custom Homes, tucked on a quiet, tree-lined street in the heart of Winter Park. This newer luxury pool home delivers the perfect blend of timeless architecture and modern comfort, pairing clean transitional design with warm, high-end selections and true Florida indoor/outdoor living. Inside, a bright open-concept floor plan is elevated by engineered hardwood flooring, quartz finishes, and a chef’s kitchen designed to perform. Featuring premium Thermador appliances and a layout built for entertaining and everyday life. The home lives beautifully with thoughtful flow, generous natural light, and designer-level detailing throughout. Step outside and it becomes a private resort. The covered lanai showcases an incredible summer kitchen plus an automatic screen for breezy, bug-free evenings. The backyard is the headline: a stunning saltwater pool paired with a separate luxury spa/hot tub, creating a true resort-style outdoor retreat perfect for hosting, relaxing, and living the Winter Park lifestyle year-round. A standout flex space adds serious long-term value: an oversized office / game room with plumbing already in place, offering the option to easily convert into an additional bedroom suite if desired—ideal for multigenerational living, guests, or future needs. If you’re searching for a Winter Park luxury home with quartz countertops, Thermador, engineered hardwood floors, a summer kitchen, automatic screened lanai, and a saltwater pool/spa, 151 Oakwood Way checks every box. Winter Park FL luxury home, 32789, new construction, custom built, LunDev, open concept, quartz countertops, Thermador appliances, engineered hardwood flooring, resort style backyard, saltwater pool, separate spa hot tub, outdoor kitchen, summer kitchen, automatic screen, covered lanai, flex space, office, game room, plumbing prepped for bedroom conversion.
Courtesy: RE/MAX 200 REALTY
407-629-6330
Charming Mid-Century Winter Park bungalow with tremendous potential * Not ready to build a new home but would like to have that option someday? This property provides the unique opportunity of being move-in ready while being undervalued for the neighborhood * The majority of the homes on the street are brand new or recently built, consequently, there is great value in being one of the few remaining lots to be redeveloped. Ready to either owner-occupy or lease (currently leased at $2,095/ month) while you take the appropriate amount of time to create your own custom plans. Step inside to find beautiful, exposed hardwood floors with timeless warmth and elegance, while the updated kitchen and baths ensure the home is move-in ready for your convenience. The large, fenced backyard offers plenty of room for outdoor living, providing the perfect spot to relax or entertain. The carport features a laundry/storage area, adding even more functionality to the property. House has a durable metal roof, further enhancing its appeal. For those looking to create a custom masterpiece, the existing structure offers the option for redevelopment, allowing you to build a home that perfectly suits your vision. Located just off N Park Avenue and just a short distance from Winter Park's best attractions, you'll enjoy proximity to Downtown Winter Park, Winter Park Farmers Market, Whole Foods, Winter Park Village, and Rollins College. Shopping, dining, and entertainment are all just moments away, making this an unbeatable location * Don’t miss the chance to make this rare find your own! Currently zoned for Lakemont Elementary, Maitland Middle, Winter Park High School * PLEASE do not disturb the tenant, the occupancy period will be complete at the end of February.
Courtesy: TRANSCEND REALTY
407-518-7653
Welcome to Chateaux du Lac, a lakefront community in the heart of Winter Park, FL, offering an active and convenient lifestyle. Residents enjoy an impressive array of amenities including a heated community pool, clubhouse, lakefront community deck, BBQ area, resident-only boat ramp, community laundry facilities, and two on-site saunas. This second-floor one-bedroom, one-bath apartment features laminate flooring throughout, creating a modern and cohesive living space. The unit is ideally located close to shopping, dining, and everyday conveniences, making daily living easy and enjoyable. With lake access just steps away, you can take in the serene waterfront setting while still being minutes from everything Winter Park has to offer. Lawn care is included, ensuring a well-maintained and picturesque community year-round. Don’t miss this opportunity to enjoy lakefront living with resort-style amenities in one of Central Florida’s most desirable areas.
Courtesy: BAY HILL REALTY LLC
407-790-9810
Exceptional opportunity in the heart of Winter Park — a truly premier and irreplaceable homesite offering rare scale, privacy, and extraordinary future build potential. The primary value is in the land, presenting an unparalleled canvas for a custom luxury residence, with virtually no comparable vacant land available in the immediate vicinity. Set on a tranquil small lake that provides remarkable serenity and picturesque water views, this property combines peaceful natural surroundings with unbeatable walkability. Ideally positioned just steps from the Racquet Club, moments to Park Avenue’s renowned dining, boutiques, and cultural venues, and within easy reach of the Winter Park Chain of Lakes. The location also offers the distinct prestige of residing within the coveted “Vias” of Winter Park, a collection of streets long regarded as one of the city’s most established and desirable residential enclaves. The existing residence is perfectly livable and has benefited from numerous upgrades, offering flexibility for immediate occupancy while planning a future custom build. The home also presents excellent rental potential. Please note the interior is currently being utilized for storage and does not reflect its full presentation potential, providing an opportunity for cosmetic refresh or personalization. Whether envisioned as a modern architectural statement or an elegant estate home, this site delivers the location, setting, and versatility sought by discerning builders, investors, and end¦users alike — a rare chance to secure one of Winter Park’s most desirable land offerings in a highly established neighborhood.
Courtesy: COMPASS FLORIDA LLC
407-203-9441
Pre-Construction. To be built. Elevate your lifestyle with a rare chance to build your dream home in the coveted Killarney Shores neighborhood. This exclusive opportunity is in one of the last Winter Park neighborhoods where fully custom new construction is still attainable under $1.3M. A premier build team, curated by The Hope Group, will include Deep Roots Construction, MJS Designers, and Collins & Co., ready to turn your vision into reality. Nestled in a prime location, you're just 10 minutes from Park Avenue’s boutique charm and dining, with seamless access to I-4 and College Park. The proposed 2,500 sq. ft. residence is impeccably designed with luxury finishes, an abundance of natural light, and space for a future pool—perfect for creating your personal sanctuary. The property, originally a double lot, will be replatted into two 50’ x 135’ lots. This listing is for one lot, with the second available at a later date. Don’t miss this extraordinary chance to craft a timeless legacy in Winter Park.
Courtesy: ONE LUXURY INTERNATIONAL LLC
407-312-8003
Boasting a prestigious Park Avenue address, this striking modern architectural residence perfectly balances bold design with spa-like serenity. Set on a beautifully landscaped corner lot, the home embodies the rare combination of privacy and proximity, just a leisurely 25-minute stroll from Park Avenue’s world-class boutiques and dining. Every element of the design has been meticulously curated to evoke a sense of refined tranquility, where clean lines, natural textures, and warm tones create a timeless yet inviting atmosphere. Inside, expansive open concept living spaces are bathed in natural light, showcasing designer lighting, custom millwork, and seamless indoor-outdoor integration. The chef’s kitchen is a true centerpiece, anchored by dramatic quartz countertops, sleek custom cabinetry, and top-tier stainless steel appliances, complemented by a hidden walk-in pantry that enhances both style and function. The main living area opens effortlessly to the pool creating a fluid connection between indoor elegance and alfresco entertaining. The primary suite is a private retreat defined by calm sophistication offering a spa-inspired bath with a massive walk-in shower featuring multiple shower heads, a freestanding soaking tub, dual vanities, and a custom closet that feels like a boutique dressing room. Upstairs, a loft serves as a serene media or lounge area, while three spacious ensuite bedrooms provide comfort and privacy for family and guests. A dedicated home office continues the home’s minimalist aesthetic, fostering focus in a tranquil setting. Outdoors, the property unfolds into a private resort-like sanctuary with a sparkling pool, lush landscaping, and a fully equipped summer kitchen designed for seamless entertainment. A newly added rooftop deck serves as an architectural statement piece, connected by a spiral staircase that descends to the backyard below. The detached gym offers flexibility as a fitness studio, guest suite, game room, or creative workspace. From its sleek modern lines to its spa-like finishes, this home captures the essence of elevated Winter Park Living. A short walk to Winter Park Village and downtown WP puts you right in the middle of everything.
Courtesy: ROI AVE LLC
321-663-7276
A New Standard of Modern Sophistication in Winter Park In a city known for its heritage, this ground-up architectural renovation emerges as a bold statement of modern luxury. Located within one of Winter Park’s most coveted enclaves, this four-bedroom, five-bathroom residence is not merely a place to live, but a meticulously crafted experience where high-design meets intuitive living. Step through the striking 10-foot glass pivot doors into a world defined by light and scale. The soaring foyer gives way to an expansive open-concept floor plan, where the boundary between indoors and out begins to blur. Sleek Italian wood flooring guides you through the main level to the heart of the home: a grand living area anchored by a statement fireplace. It is a space designed for the quiet morning coffee just as much as the vibrant evening gala. A Symphony of Intelligence. This home lives and breathes with you. Equipped with a fully integrated Control4 automation system, the environment responds to your touch. From your device, you can orchestrate the perfect atmosphere—adjusting custom lighting scenes, streaming high-fidelity music, or setting the climate before you even arrive. This "invisible concierge" extends to the water’s edge, allowing you to manage pool temperatures and lighting with effortless precision. The kitchen is a masterclass in culinary elegance, blending European minimalism with professional-grade power. Light-toned cabinetry hides clever storage solutions, while premium Sub-Zero and Wolf appliances sit beneath striking Neolith double countertops. It is a space that invites creativity, whether you are hosting an intimate chef-led dinner or enjoying a slow Sunday brunch. The commitment to "pride of ownership" is felt most deeply in the private quarters. Each of the four bedrooms is a dedicated en suite retreat, featuring voluminous walk-in closets and spa-inspired baths. Custom vanities, Neolith surfaces, and soft, indirect lighting create a hotel-level sense of calm, ensuring every guest or family member feels a sense of total seclusion. The Backyard Resort. The transition to the outdoors is seamless, revealing a private oasis designed for the quintessential Florida lifestyle. A Brazilian IPE wood deck surrounds a shimmering, heated mini-pebble pool in French gray. Beyond the water, the lushly landscaped grounds lead to a premier summer kitchen clad in sintered stone. Here, under the Florida stars, the integrated grill and sink provide the ultimate setting for al-fresco entertaining. Experience the pinnacle of Winter Park living. You are situated just moments from the refined energy of Park Avenue, the prestigious Interlachen Country Club, and the scenic beauty of Phelps Park. With zoning for the area’s top-rated schools the location is as strategic as it is beautiful. Notable Refinements: • Whole-home generator ensuring absolute peace of mind. • Finished garage floors and a circular driveway accented with salt and pepper gravel. • Full-home Control4 integration for music, light, and climate. Experience the art of living well—connect with us today for an exclusive private tour **Unique financial opportunities available: The seller is open to owner financing and Bitcoin (Digital Asset/ Crypto) as a medium of exchange. Please reach out to discuss how we can facilitate a transaction tailored to your needs.**
Courtesy: YOUNG REAL ESTATE
407-904-0069
STUNNING 6-BEDROOM HOME FOR SALE: 2600 Euston Rd, Winter Park, FL 32789 Imagine yourself in this gorgeous 6-bedroom, 3-bath home, perfectly situated in a desirable Winter Park neighborhood! With 3,145 sqft of living space, this property offers endless possibilities for large families, multi-generational living, or those who love to entertain. Spacious Layout: 6 bedrooms, 3 bathrooms, and plenty of room to spread out, Updated Amenities: Modern kitchen, fresh finishes, and abundant natural light, Outdoor Oasis: Private backyard with mature trees, perfect for relaxation or gatherings, Prime Location: Close to parks, top-rated schools, and downtown Winter Park's shops and dining, 2021 ROOF Whether you're looking for a forever home or an investment opportunity, this property ticks all the boxes. Shedule your private showing today and make this stunning home yours.
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Located right in the heart of the exclusive Winter Park, one street over from Park Avenue, boasting lake views, you will find this newly completed posh, high end jewel box which has been extensively remodeled with elevated bespoke finishes by W DESIGNS LTD. Every surface has been reimagined and thoroughly thought out featuring, large format Calcutta Gold marble floors, harlequin marble floors, quarried Quartzite stone counter tops, custom cabinetry throughout kitchen, baths and master closet embellished with solid brass hardware and solid brass knobs, as well as solid brass plumbing fixtures/valves in both baths, including a custom-made Phyllich faucet, all marble baths including all walls. Gold leaf lighting fixtures throughout and extraordinary millwork with custom paneling and crown molding, solid wood beams, lacquered doors, and a level 5 finish throughout. there was nothing spared for WITH THIS EXQUISITE, MUST SEE, PIED-'a-TERRE NESTLED ON THE WINTER PARK CHAIN OF LAKES OFFERING EXPANSIVE VIEWS FROM THE 4TH FLOOR, ONE OF THE TOP FLOOS, JUST ONE BLOCK FROM THE CHARMING SHOPPES AND RESTAURANTS ON PARK. THEY SAY LOCATIONS ARE EVERYTHING AND THESE GEMS ARE SOUGHT AFTER AND HARD TO FIND!
Courtesy: HELLOSOLD LLC
954-778-5300
Welcome to 147 Interlachen Place, Enjoy Winter Park's most desirable location! One block from Historic Park Avenue/Central Park. Spacious, bright and all on ONE FLOOR. The buildings second floor offers privacy and easy access. The Southwest corner provides direct natural light throughout the day. Private elevator access with secured underground parking. This beautiful home offers a short walk to everything Winter Park, a pedestrian village of delight! Natural light fills the central courtyard which features an iron water fountain. Private pool with heated spa and outdoor grilling and entertaining area. Interior features include fireplaces in living room, 2 Southwest facing covered outdoor walkout balconies, accessed by living room, den, master bedroom and one directly over looking the pool. Master bathroom includes separate tub and shower, dual closets, split vanities and plenty of storage space. 4 full bath- 1 half bath (5). Two specified parking spaces also have large storage closets with security gate and elevator access to your floor. K-8 Audubon School district! Unit / building “horseshoe” configuration provides no neighbors on any of the 4 sides, courtyard interior, Private Luxury Living all on ONE floor!
Courtesy: REALCOM REAL ESTATE SERVICES INC
407-621-6856
Million Dollar Lakefront View of Lake Killarney from Private Balcony 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!
Courtesy: SOTERA LIVING
407-725-9660
Designed for elevated living in the heart of Winter Park, this custom-built pool home on the largest interior lot in the community combines timeless craftsmanship, modern comfort, and an unbeatable location just steps from premier shopping and dining. Featuring 4 bedrooms, 3.5 bathrooms, a private pool, and a spacious backyard, this stunning home is thoughtfully designed for both comfortable living and effortless entertaining. The open-concept floor plan is filled with natural light and showcases impressive attention to detail throughout. The chef’s kitchen anchors the main living space with 42" designer cabinetry, quartz countertops with tile backsplashes, an oversized butcher block island, and a farmhouse sink. A gourmet Viking stainless steel appliance package includes a gas range with hood, French-door refrigerator, top-control dishwasher, and a microwave drawer. The main level features a full guest suite with a walk-in closet and direct pool access, along with a welcoming family room highlighted by a gas fireplace and a wall of sliding glass doors overlooking the expansive backyard. Upstairs, the primary suite serves as a luxurious retreat with a generous walk-in closet and a spa-inspired en-suite bath featuring a soaking tub, custom-tiled glass shower, and a dual-sink vanity. An upstairs loft offers flexible bonus space ideal for movie nights, a play area, or casual gatherings. Outdoor living shines with a covered lanai perfect for dining and relaxing, a fully fenced private yard, and a 10’ x 25’ pool with a sun shelf, creating a true backyard oasis. Located in Lake Killarney Shores, a community of thoughtfully designed custom homes with private lake access via a resident-only boat ramp, giving access to one of the cleanest lakes in Orlando. This property is within walking distance to Winter Park Village and minutes from Trader Joe’s, Hillstone, Bulla, and other sought-after Winter Park destinations
Courtesy: EXP REALTY LLC
888-883-8509
Welcome to 1751 Goodrich Ave, a beautifully designed residence in the heart of Winter Park! This 4-bedroom, 3.5-bath home showcases thoughtful contemporary architecture with 10' ceilings on both floors, and an open-concept layout that effortlessly blends style and function. With large double paned windows throughout, this home is drenched with an abundance of natural light. High-end finishes continue through the home with a level 5 finish on all walls, spray foam insulation, solid-wood doors, designer shades on every window, and custom closet systems. The showstopping chef-inspired kitchen was designed to entertain with an expansive island, seating 6, and premium finishes- including custom cabinetry, quartz countertops, soft close cabinets and drawers, a concealed Bosh dishwasher, a 48" Thermidor 6-burner gas range, and a Viking Refrigerator. The kitchen seamlessly flows into the living room and dinning space, and also offers easy access for indoor/outdoor entertaining with the telescoping sliding glass door. Outside, you will find the extended patio with plenty of room for hosting friends and family under the bistro-lighting while cooking at the summer kitchen (grill, fridge, range hood). Back inside, you will find a laundry room, half bathroom, and downstairs bedroom with an ensuite offering flexibility to the first floor. Upstairs, you are greeted with a small loft space, 2 bedrooms with a Jack-and-Jill bathroom, and an exquisite primary suite. The primary suite is a true retreat with a large balcony, his and her walk-in closets, and a spacious primary ensuite, featuring a beautiful soaking tub, designer tile, quartz countertops, and great natural light. All upstairs bedrooms are also equipped with motorized black-out shades. This residence is modern, refined, and impeccably curated, offering elevated indoor-outdoor living just minutes from Park Avenue, AdventHealth Winter Park, Rollins College, museums, dining, shopping, and all that Winter Park has to offer! Reach out to schedule your private tour today.
Courtesy: FLORIDA ONE REAL ESTATE LLC
407-599-7070
Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath, with a convenient half bath on the main level for guests. Enjoy community amenities including a swimming pool and a waterfront deck just 30 feet away, ideal for soaking in sunsets and lakeside breezes. All of this in an unbeatable location, just minutes from Winter Park Village, Trader Joe’s, dining, and shopping, with easy access to major roads for commuting.
Rare opportunity in Winter Park to own a move-in-ready, fully renovated corner lakefront townhome in an intimate community of only seven residences on Lake Spier. This is the kind of waterfront lifestyle that rarely comes to market: peaceful lake views, direct access to the water for kayaking or paddleboarding, and a community pool just steps away, all minutes from Park Avenue dining, shopping, and everyday conveniences. The home offers 2 bedrooms and 2 bathrooms, plus a spacious loft with an ideal layout to create a third bedroom and additional bath. A den/flex space off the primary suite adds flexibility, while the private 2-car carport, covered terrace, dedicated dining room, breakfast area, and fully equipped laundry room make the layout both functional and inviting.
Courtesy: EXP REALTY LLC
888-883-8509
Prime Winter Park Redevelopment Opportunity – R-2 Zoned Rare opportunity to acquire an R-2 zoned parcel in one of Winter Park’s fastest-transforming corridors. This approximately 9,752 SF lot is ideally positioned between Park Avenue and Orlando Avenue and is within walking distance to Winter Park Village, offering convenient access to shopping, dining, and entertainment. Surrounded by active and planned redevelopment, including a newly approved mixed residential community currently under construction, this property sits squarely in the path of continued growth. The value is in the land, zoning, and location. The existing structure is not considered market-typical and may offer redevelopment potential for a duplex, townhomes, or other allowable uses (buyer to verify all zoning, density, and buildability with the City of Winter Park). Recent appraisal supports current land value, and neighborhood data reflects strong demand, and limited remaining R-2 inventory in this area. Easy access to downtown Winter Park, Park Avenue, and major roadways further enhances long-term appeal. An exceptional opportunity for builders or investors seeking an infill site in a highly walkable, high-demand Winter Park location.
Courtesy: RE/MAX 200 REALTY
407-629-6330
This stunning custom residence built by respected Winter Park Builder Charles Clayton blends classic elegance with refined modern comfort, offering seamless indoor–outdoor living and impeccable craftsmanship throughout. From the manicured lawn and stately traditional exterior to the welcoming front porch with old Detroit brick, the home’s curb appeal sets a tone of understated luxury, all wrapped in an elegant exterior. A foyer with extensive custom molding immediately captures attention, with sightlines extending to the private backyard and pool which creates a natural flow between interior living spaces and the outdoor retreat. Flanking the foyer, a richly detailed private study features custom millwork and a built-in bookcase, while the formal dining room provides an elegant space for entertaining. Expansive family room/dining area offers extensive molding, a gas fireplace, surround sound, and a wall of French doors which open to a covered Detroit Brick porch, creating a natural flow between interior living spaces and the outdoor retreat including a porch and pool. The space easily accommodates a large casual dining area and opens seamlessly to the kitchen. The light-filled chef’s kitchen showcases extensive marble surfaces, a Sub-Zero refrigerator, large farmhouse sink, and an open layout ideal for gathering. The main-level primary suite is a private retreat with direct porch access, dual walk-in closets. The primary bath features marble finishes, a glass-enclosed shower, pedestal soaking tub, and dual vanities. A spacious mudroom, large laundry room, and pantry area sit just off the kitchen, complete with a half bath and convenient access to the garage and porch. The two-car garage includes additional storage, complemented by a brick driveway. Upstairs, a central stair hall opens to an upstairs Family/Kid’s Gathering/Game Area. Bedroom 2 functions as a second primary-style suite, while bedroom 3 is a private suite with its own sitting area. Bedrooms 4 and 5 share a Jack-and-Jill bath, providing flexible space for family or guests. There is an upstairs storage room. Outdoor open pool with living is equally impressive. This exceptional home offers the ideal balance of architectural character, luxury finishes, engineered wood floor and a floor plan designed for comfort, privacy, and unforgettable gatherings.
Courtesy: REAL BROKER, LLC.
855-450-0442
Under Construction. Estimated completion August!! Experience modern luxury living in the heart of Winter Park with this beautifully designed pool home at 1810 Hollywood Avenue. Offering 4 bedrooms, 3.5 bathrooms, and 2,604 square feet of thoughtfully planned living space, this residence blends high-end finishes with everyday functionality in one of Central Florida’s most sought-after locations. The open-concept layout creates an easy, natural flow between the living, dining, and kitchen spaces, ideal for both entertaining and daily life. The kitchen serves as the centerpiece of the home, featuring sleek design elements, quality craftsmanship, and ample storage that feels both elevated and practical.The first floor primary suite provides a private retreat with a well-appointed en-suite bath and generous closet space, while the additional bedrooms offer flexibility for guests, a home office, or growing households. Step outside to your own backyard oasis, complete with a pool and space to relax or entertain year-round, your personal escape without leaving home. A two-car garage adds convenience and storage, rounding out the home’s smart design.Perfectly positioned near Park Avenue, Winter Park Village, and downtown Winter Park, this location offers easy access to dining, shopping, and everyday conveniences while still feeling tucked away in a quiet residential setting. Zoned for Winter Park High School, this home delivers on location, lifestyle, and long-term value. 1810 Hollywood Avenue is where modern comfort meets classic Winter Park living.
Courtesy: RE/MAX SELECT GROUP
407-352-5800
Well-maintained and beautifully upgraded, this exceptional home is located in the highly desirable Dubsdread Heights neighborhood of Winter Park. Offering 4 bedrooms and 2.5 baths (with the 4th bedroom downstairs currently used as an office/den), every detail of this residence has been thoughtfully enhanced. Recent major upgrades include a new roof (2024), new HVAC systems (2024/2025), and upgraded flooring throughout. The gourmet open kitchen features solid cabinetry, a tile backsplash, NEW French Door Refrigerator and an oversized island that flows seamlessly into the inviting family room, highlighted by a stunning gas fireplace. Architectural details abound, including framed windows, 8-foot solid core doors, custom crown molding, and a triple set of French doors that enhance the home’s character and charm. The oversized primary suite is a true retreat, featuring a spa-like bath with an extra-large double vanity, walk-in closet, jetted tub, spacious shower with steamer, and a private covered Juliet balcony. A large downstairs office/study/den with French doors offers flexibility for work or additional living space. The pavered driveway leads to a detached, oversized 2-car garage with air conditioning and an insulated garage door. Outdoors, the backyard is a private oasis with brand-new vinyl fencing and a generous covered patio—perfect for relaxing or entertaining. Ideally located near Dubsdread Golf Course and just minutes from I-4, Winter Park, and College Park shopping, dining, and professional services, this home offers luxury, comfort, and convenience in one exceptional package.
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
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.
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Winter Park is located in Florida. Winter Park, Florida 32789has a population of 29,672. Winter Park 32789 is less family-centric than the surrounding county with 26.31% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida 32789 is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park 32789 is 45.3 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.
