Winter Park FL Townhomes for Sale

3 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

Very well maintained townhouse great location in Waterbridge on cul-de-sac near tennis courts. This 2 bedroom/den or 3 bedroom , 3 bathroom with primary upstairs and additional bedroom on main floor is renovated with hardwood floors downstairs, updated recessed lighting throughout, updated plumbing, volume ceilings, great ambient light and windows, barrel tile roof. Kitchen with updated appliances, cabinetry with undermount lighting and granite with courtyard for fountain feature or small table for morning coffee. Open dining living room combination with a fireplace. Primary bathroom has dual sinks, granite counters, bidet and custom tile. Primary Bedroom has gas fireplace. Outdoor living is perfect for entertaining with screened covered atrium with brick paver patio to enjoy Florida breezes. This townhouse has everything. Near restaurants, hospital, schools and downtown Winter Park Towncenter at Baldwin Park. Walk to Blue Jacket Park. Move in ready.

1256 Melissa Court, Winter Park

$575,000

2 Beds ⋅ 3 Baths ⋅ Temple Trail Village SubDv. ⋅ 32789 Zip Code

A rare opportunity in Winter Park’s coveted 32789! This stunning fee-simple townhome offers the feel of a private retreat with the architectural pedigree of Fugelberg Koch (FK Architecture), the freedom of NO HOA FEES, and an extraordinary setting overlooking the 80-acre Howell Creek Preserve. Tucked away in a highly desirable Winter Park location, this 2-story end-unit lives much larger than its 1,701 square feet and delivers a lifestyle that is truly hard to replicate. The heart of this home may just be its incredible outdoor living space. Step through the living area and onto the expansive deck, where a covered canopy creates a year-round outdoor room overlooking the lush Howell Creek Preserve. With a firepit, market lighting, and treetop views stretching across the native Florida landscape, this is the kind of space that begs you to linger—morning coffee surrounded by nature, afternoon cocktails with friends, or evenings gathered around the fire under the lights. The elevated vantage point places you virtually eye-level with the cypress canopy, creating a dreamy sense of privacy and connection to nature that is rarely found in townhome living. And perhaps best of all, this is a view that cannot be renovated into another home. Inside, soaring 14-foot ceilings and dramatic picture windows fill the living room with an abundance of natural light while framing beautiful views of the preserve. The open, airy design makes the home feel exceptionally spacious and brings the outdoors in. The stunning kitchen features gorgeous Spanish tile flooring, solid wood cabinetry, granite countertops, and a new backsplash. The dining room adds character with built-in cabinetry and French doors, while the spacious indoor laundry room provides exceptional everyday convenience. Upstairs, two generously sized bedrooms and two full bathrooms provide a comfortable private retreat. A convenient powder room is located downstairs for guests. The coveted end-unit location also offers additional outdoor space along the side of the home, beautifully enhanced with brick hardscaping and room for relaxing, grilling, entertaining, or overflow parking. Parking is another standout feature, with a one-car garage plus two designated parking spaces—a rare convenience in this setting. And then there is the location. Situated in the prestigious 32789 zip code, this home puts you in close proximity to the Winter Park Racquet Club, Winter Park Chain of Lakes, and surrounded by some of Central Florida’s most sought-after real estate. Enjoy the best of Winter Park while coming home to your own private perch above the trees. Fee-simple ownership. No HOA fees. Exceptional architecture. Preserve views. Incredible outdoor living. Coveted Winter Park location. This is far more than a townhome—it is a lifestyle.

2881 Temple Trail, Winter Park

$575,000

2 Beds ⋅ 3 Baths ⋅ Seville Park SubDv. ⋅ 32789 Zip Code

Brand new roof. Conveniently located between downtown Winter Park and College Park with easy access to shopping, restaurants and highways. Zoned for Audubon Park K-8 for elementary and middle school. All the amenities one could want in this luxurious townhome. Tall ceilings and doorways throughout home. Custom tile floors on the first floor with a gas fireplace in the great room. Two patios featured on the first floor, a pavered and covered rear and side patio perfect for BBQs or teatime. The kitchen is equipped with stainless and gas appliances for the chef in your family. Granite countertops throughout home. Wood stairs take you to the second floor with a generous primary bedroom, a light and bright guestroom and a bonus living space complete with a wet bar. Balcony from each suite. Washer and dryer conveniently located upstairs near the two bedrooms. There is no HOA and the home features a low maintenance yard. This townhome will not disappoint you.

1071 Aragon Avenue, Winter Park

$3,895,000

3 Beds ⋅ 5 Baths ⋅ South Interlachen Place SubDv. ⋅ 32789 Zip Code

From the moment you enter this custom residence you feel welcomed home by the understated elegance and gracious living spaces. SE corner location affording abundant natural light. From the underground private two car garage through the three living levels and up to the roof top terrace, each floor is serviced by a window wrapped staircase and your own private elevator. Creature comforts include a Lutron lighting system, home audio system and programmable shades, all set to your schedule by the Control4 home automation system. You approach the double entry doors via a gated, spacious terrace. The main level offers spacious living and dining areas opening to a Chef’s Dream Kitchen. Here you find solid wood cabinetry, quartz countertops, custom backsplash, Wolf five-burner natural gas cooktop, integrated Sub Zero refrigerator, Wolf wall oven and microwave, Bosch dishwasher, Sub Zero full size, dual zone wine refrigerator and a large island with counter seating. The adjacent sitting room faces East for starting your day with morning light or winding down your day with your favorite beverage. The wall mounted television adds to the convenience of this versatile space where you can catch up on the morning or evening news. The main living level also offers your guests the convenience of a private powder room. The second level is dedicated to the generous Primary Suite. This level offers a spacious bedroom, a custom walk-in closet, a gracious primary bathroom with a walk-in shower, double sinks, a custom vanity/makeup area, and a private water closet with automatic Toto Washlet. The Primary Suite level also features a customized office/lounge area with built-in cabinetry and a refrigerator. Adding to the convenience, you’ll find the laundry area integrated into the Primary Suite level. You are greeted to the Third Level through an open media room. The media loft area is adjacent to the two spacious and private ensuite bedrooms. Both bedrooms 2 and 3 feature walk-in closets and private bathrooms. Wait, there’s more! Up one more level you will find the incredible rooftop terrace. This approx. 800 sq. ft. space, serviced by your private elevator, is perfect for entertaining family and friends – no matter the size of the party! An entertainer’s delight, you will enjoy the outdoor kitchen with stainless 36” DCS natural gas grill, exhaust hood, refrigerator and sink. Adding to the convenience of entertaining on your private rooftop, this terrace has its own powder room. Additionally, there is an air-conditioned storage closet perfect for keeping dry and safe items you want protected from the weather. Going back downstairs to the underground garage, you’ll enjoy the security of your own oversized two-car garage. Not only does this level of Residence #1 offer you a private garage, you’ll also love the convenience and security of your own air-conditioned 9x13 storage room and another private foyer. The building’s garage area is accessed through a separate gated entrance. This underground parking area includes guest parking spaces. This exquisite residence is mere steps from all the dining, shopping and community amenities along Park Avenue and the adjacent Boulevards that make downtown Winter Park so coveted. Residence 1 of 125 South Interlachen Place is that rare opportunity to own an exquisite and perfectly located home offering the lock and leave lifestyle. All measurements are approximate and Buyer is responsible for verifying all dimensions.

125 S Interlachen Avenue Unit 1, Winter Park

$699,000

4 Beds ⋅ 4 Baths ⋅ Swoope Park SubDv. ⋅ 32789 Zip Code

Virtually Staged. Don't miss the best priced townhome in Winter Park!! Welcome to this virtually staged contemporary townhome in the desirable 400 West community, home to just nine residences and steps away from lively Park Avenue. Enter through the private garage or the charming front path, and you'll find a bright and open main floor that perfectly balances comfort and modern style. The main floor features a stylish mix of finishes, including large-format porcelain tiles, level 4 drywall, tall baseboards, and designer lighting. The centerpiece is a sleek kitchen equipped with glossy white cabinetry, chic chrome pulls, quartz countertops, and top-quality stainless-steel appliances. The garage, with alley access, includes a storage closet and built-in shelving for added convenience. On the second level, discover two spacious primary suites with modern LVP flooring and large windows that let in plenty of natural light. The en-suite bathrooms are designed with porcelain tiles, frameless glass showers, wall-to-wall mirrors, and matte white vanities. The primary bath offers a double-sink vanity, a private water closet, and a spacious walk-in closet. A conveniently situated laundry room features a Samsung washer and dryer with overhead storage. The third level has two more bedrooms, each with walk-in closets, connected by a shared Jack-and-Jill bath, making it ideal for guests, a home office, or a workout space. Don’t miss the chance to check out this fantastic home in a prime location where luxury meets practicality!

436 W Swoope Avenue, Winter Park

$1,025,000

3 Beds ⋅ 3 Baths ⋅ Virginia Heights Rep SubDv. ⋅ 32789 Zip Code

Georgetown-style 'Brownstown' in the Heart of Winter Park, walking distance to Downtown, PLUS deeded Lake Access to Lake Virginia! This spacious property has 3 bedrooms, 3 full baths, 2434 sq ft, 10' ceilings custom details throughout and natural lighting. Foyer with slate flooring, enjoy the double-sided gas fireplace in the Living & Dining areas, beautiful wood floors, crown molding, plantation shutters, a butler bar with custom cabinetry & wine refrigerator. Cooking inspired Kitchen with a lengthy granite island and sitting bar overlooks the Family room. Upgraded stainless appliances, including gas cooktop with griddle, microwave/convection oven, hanging pot rack with lighting, and soft close cabinets with pullouts. French doors to the covered 'English Garden' courtyard with pavers & stainless grill for entertaining. Guest suite or home office with a custom closet and full bath overlooks brick street, Pennsylvania Ave. Large laundry room near the garage with granite countertops, cabinets & utility sink, plus washer & dryer. Upstairs is a spacious Primary bedroom with French doors to a private covered balcony; also, 2 large walk-in closets with closet systems, Jacuzzi tub, huge walk-in shower, dual vanities with granite countertops & more. An additional ensuite bedroom, more wood floors, plus a built-in dehumidifier. Attached 2-car, rear alley access garage, plus an additional side parking pad. Walk to Park Ave. for dining, shopping, WP Tennis Center, outdoor park & Rollins College. Neighborhood Lake Virginia access for paddleboard & kayak launching to the Winter Park Chain of Lakes. Top schools, Audubon K-8 seconds away, and WPHS. Updated TPO membrane roof w/ metal coping March 2026. HOA maintains: landscaping, irrigation, building maintenance & outdoor lighting. Won't last!

1138 S Pennsylvania Avenue, Winter Park

$2,800,000

3 Beds ⋅ 4 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

Hidden Gem! Designed and built by the acclaimed Phil Kean Design Group, this exceptional luxury townhome offers modern living in one of Downtown Winter Park’s most desirable locations. Situated in the heart of Hannibal Square and just three blocks from Park Avenue, this residence places premier dining, shopping, galleries, museums, Central Park and year-round community events within easy walking distance. Thoughtfully designed with both style and functionality in mind, the home showcases high-end finishes throughout including rich Brazilian walnut flooring, oversized 24 x 48 ceramic tile, coffered ceilings, quartz countertops, custom cabinetry and premium stainless-steel appliances. The chef’s kitchen is anchored by an eight-burner Wolf gas range and a Sub-Zero refrigerator, paired with a hidden pantry discreetly concealed behind custom cabinetry. A striking metal staircase serves as a central architectural feature, adding a contemporary design element that complements the home’s clean lines and sophisticated aesthetic. The open-concept floor plan is filled with natural light, enhanced by expansive windows throughout that frame peaceful green views and mature tree-lined surroundings. The main living areas extend seamlessly to the outdoors, where a first-floor entertaining wet bar with a wine refrigerator opens directly to the private courtyard, creating an effortless indoor-outdoor flow ideal for hosting. The courtyard features a fire pit surrounded by greenery, while the balcony off the main living area includes a summer kitchen. A fenced yard offers privacy and space for pets to enjoy. Designed for today’s lifestyle, the home includes a PRIVATE ELEVATOR servicing all three floors, dual HVAC systems, two tankless water heaters hardwired security cameras and a spacious three-car garage with an electric vehicle charging station and generous storage space. RARELY AVAILABLE in Downtown Winter Park, the oversized THREE CAR GARAGE offers exceptional functionality and flexibility. The private driveway provides additional parking while abundant guest parking nearby makes entertaining easy, an uncommon convenience in a downtown setting. The primary suite occupies the third floor, offering a private retreat with separation from the main living areas. It features a very large owner’s closet filled with natural light and a dedicated vanity area, creating a functional yet refined dressing space. Two additional bedrooms and a dedicated office or den provide flexibility for working from home, accommodating guests or creating additional living space. Each bathroom has been thoughtfully appointed with quality finishes and timeless design. Tucked within a quiet enclave , this residence offers a unique balance of privacy and walkability. The property is adjacent to the recently completed $6.1 million residence of internationally respected architect Kamal Rizk further underscoring the caliber of the surrounding neighborhood. Homes of this quality and location rarely come to market, presenting a truly limited opportunity to own in one of Winter Park’s most sought-after addresses. Combining the architectural vision and craftsmanship of Phil Kean Design Group with luxury finishes, modern conveniences and an exceptional location, this residence offers sophisticated low-maintenance living in the heart of Winter Park’s most vibrant neighborhood. Furniture may convey and pricing upon request. New 10 yr. termite bond will convey with the sale.

660 W Morse Boulevard, Winter Park

$899,000

3 Beds ⋅ 4 Baths ⋅ H Vanwies Sub SubDv. ⋅ 32789 Zip Code

Built in 2023 by SGC Homes, this exceptionally livable modern Mediterranean townhome blends comfort and convenience in a classic architectural package, offering 3 bedrooms, 3-1/2 baths, and no shared internal walls, for perfect privacy. There is so much to love here. Situated on a tree-lined brick street in the walkable, convenient area of Minnesota Row, this beauty has been lightly occupied as a second home, and it has never been rented. It is truly a blank slate to make your own. Features that make it special include an open yet cozy floor plan, with a roomy ground floor primary suite which includes a walk-in closet, designer bath with 2 sinks, soaking tub and separate shower, as well as Electrolux washer and dryer, for main-floor convenience. The chef's kitchen with high-end appliances looks into the combined living and dining space. Direct access from the 2-car garage into the kitchen and a very private garden complete the ground floor. Upstairs you'll find two bedrooms, both en suite, separated by an open sitting area for a little extra living space, and a second floor larger laundry with a sink and cabinets for additional storage. Large windows make the rooms light and bright, and the house is ideally situated for maximum privacy. You're going to love the finishes in this unit, including the engineered wood floors, fans in all bedrooms and high end light fixtures, as well tankless hot water, and pavers on the outdoor areas. Easy access to all the options in charming Winter Park including Park Avenue, Winter Park Village, Rollins College and the many parks and green spaces, as well as more shops and dining in College Park. I-4 is minutes away, to get to any place in and around Orlando.

1411 Miller Avenue, Winter Park

$1,399,000

3 Beds ⋅ 3 Baths ⋅ Vilasa Twnhms SubDv. ⋅ 32789 Zip Code

Vilasa Homes — Winter Park’s Expression of Modern Luxury. Perfectly positioned just steps from Park Avenue, this architecturally stunning residence blends refined design with the effortless elegance of Winter Park living. Crafted by Nasrallah Architectural Group, Ted Maines Interiors, and Jordan Builders, this home showcases an Alys Beach–inspired aesthetic with warm wood accents, wrought iron detailing, and two-story block construction for enduring quality. Interiors exude sophistication: soaring 13' ceilings on the main level, 10' upstairs, level-four wall finishes, all-wood flooring, Pella double pain windows and curated designer lighting. The chef’s kitchen is a showpiece— high-end flat panel cabinetry, quartz surfaces, Thermador appliances, and an expansive quartz waterfall island overlooking lush greenery. A private in-unit ELEVATOR provides effortless access to the second-floor, enhancing both convenience and sophistication. The second-floor primary retreat offers a serene escape with a loft for office or wellness space, a spa-caliber bath with soaking tub and oversized shower, and generous closet options. Two additional bedrooms provide versatile accommodation for guests, a private office, or fitness space, complemented by a thoughtfully designed shared bath. Outdoor living is exceptional with an expansive 40' x 20' private fenced-in backyard, including a covered patio which extends from the sliding glass doors. A 2-car garage with insulated doors completes the residence. Moments from Winter Park’s finest dining, boutiques, museums, lakes, Hannibal Square and Rollins College. Vilasa Homes offers a rare opportunity to live at the center of it all—wrapped in luxury, design, and timeless style.

512 W Swoope Avenue, Winter Park

$810,000

3 Beds ⋅ 4 Baths ⋅ Virginia Hgts Rep SubDv. ⋅ 32789 Zip Code

Virtually Staged. Welcome to 1265 Arlington Place, a beautifully appointed townhome nestled in the heart of Winter Park's coveted College Quarter - just steps from Rollins College, Park Avenue, and all the dining, shopping, and culture that downtown Winter Park provides. The main level features an open living area flowing into a well-equipped kitchen with granite countertops and solid wood cabinetry, a wet bar for effortless entertaining, a dining room, and a convenient half bath - all finished with rich hardwood floors. French doors lead to a private, fenced yard with two deck spaces, one covered with an awning, perfect for outdoor entertaining or quiet mornings outside. Also on the main level, the spacious primary suite offers an oversized walk-in closet and direct yard access. The luxurious primary bath features double vanities, a soaking tub, and a separate standing shower. Upstairs, a generous bonus living space is flanked by two additional bedrooms, one of which includes an en-suite bath and two walk-in closets - ideal for guests or a home office setup. A full hall bath completes the upper level. Throughout the home, storage has been thoughtfully considered, with generous closet space at every turn. Smart home features including remote-controlled outdoor lighting, garage door, irrigation, and alarm system make this the ultimate lock-and-leave lifestyle home. Residents also enjoy exclusive access to Virginia Heights Park, a private lakefront park reserved for neighborhood use only - a rare amenity in the heart of Winter Park. Come see what makes this property so special!

1265 Arlington Pl, Winter Park

$2,695,000

3 Beds ⋅ 4 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code

LUXURIOUS LIVING WITH FANTASTIC LOCATION This Winter Park three story townhouse is within walking distance to all the fun amenities of the city- the many restaurants, boutique shops, banks, post office, farmers market, Central Park and Rollins College. Designed by architect Phil Kean and built in 2017 the owners have embellished this townhome with custom millwork and finishes, wood floors, sound system, full house generator and a private elevator to all floors. The first floor has a two car garage with storage lift above, large laundry room/home office and a downstairs guest suite. The second floor features a stylish and comfortable living room with lovely custom ceiling detail and moldings, gas fireplace, a sophisticated powder bath, and a beautiful dining room that opens to an eat-in chef's kitchen with Subzero, Wolfe and Bosch appliances and light Taj Mahal quartzite countertops. The third floor offers the spacious master bedroom and bath and also has the additional guest bedroom suite. Take the elevator to the roof top for great views of the city and here find even more potential space for fun entertaining. If your dream is to own a townhome in the heart of Winter Park, here is a stunning one for you!

413 W Morse Boulevard, Winter Park

$550,000

3 Beds ⋅ 4 Baths ⋅ Urban Green 12 SubDv. ⋅ 32789 Zip Code

Modern living meets unbeatable location in this stunning 3 bedroom, 3.5 bathroom home nestled in the highly sought-after Urban Green Community. Built in 2022, this move-in ready residence showcases sleek, contemporary finishes throughout all three levels. Step up to a welcoming covered and pavered front porch, fenced-in front yard, and into a thoughtfully designed layout. The first floor offers a private bedroom with its own walk in closet and ensuite—perfect for guests or a home office. On the second floor, enjoy open-concept living with a bright and airy great room featuring high ceilings, recessed lighting, and seamless access to an oversized balcony through sliding glass doors. The modern kitchen is a showstopper, complete with quartz countertops, stainless steel appliances, a walk-in pantry, white shaker cabinets and a large center island with breakfast bar seating. Upstairs, you'll find two additional bedrooms, including the spacious primary suite with a walk-in closet, double vanity, glass-enclosed shower, and built-in shelving. The third bedroom also includes its own ensuite for added privacy and comfort. Additional highlights include an oversized rear-entry 2-car garage, laundry room, ample storage, and low-maintenance living. Enjoy unbeatable proximity to I-4, Downtown Orlando, Dubsdread Golf Course, Rollins College, Park Avenue, and Winter Park Village—offering endless dining, shopping, and entertainment options. This modern gem offers the best of both worlds: a turnkey home in a central, vibrant location. Don’t miss your chance to own in one of Orlando’s most desirable areas!

1250 Formosa Avenue, Winter Park

$3,500,000

3 Beds ⋅ 5 Baths ⋅ Park Hill SubDv. ⋅ 32789 Zip Code

Park Hill is one of Winter Park's most coveted addresses, a distinguished collection of luxury brownstones situated at the northern end of Park Avenue, moments from the city's finest boutiques, restaurants, cultural landmarks and the historic Winter Park Golf Course. Within this exclusive enclave, residence 649 occupies one of the community's most private settings. Beyond the stately brick courtyard and gas lantern-adorned entrance, this three-story home with a private elevator is thoughtfully scaled for refined living. Not oversized, but extraordinarily well-appointed. Ten-foot ceilings, intricate millwork and moldings and generous windows establish an ambiance of quiet elegance, while hardwood floors and designer fixtures carry that standard throughout. The open-concept main living area is built for effortless entertaining. The chef's kitchen features Wolf and Sub-Zero appliances, custom wood cabinetry, marble accents, a center island with bar seating and a wet bar with a beverage refrigerator and ice maker. The space opens directly to a private courtyard with a summer kitchen and dedicated alfresco dining area, creating a genuinely tranquil retreat that feels removed from the energy of the avenue. Upstairs, two guest suites each offer walk-in closets and en-suite baths. A dedicated laundry room and a covered terrace with a fireplace, wet bar and half bath complete the level. The third-floor primary suite provides a true sense of retreat, with two custom walk-in closets, a private balcony and a spa bath filled with natural light from windows and skylights. Dual vanities, a glass-enclosed steam shower and a soaking tub are finished throughout in premium materials. Constructed of Old Carolina brick with three-story block construction, precast exterior trim and a slate mansard roof, the residence features a two-car air-conditioned garage, ample storage and soundproof hollow core floors. With exterior maintenance managed by the association, the lifestyle here is genuinely lock-and-leave. This is a rare opportunity to own in one of Central Florida's most prestigious communities, in a location that simply cannot be replicated.

649 N Park Avenue, Winter Park

$3,150,000

3 Beds ⋅ 5 Baths ⋅ South Interlachen Place SubDv. ⋅ 32789 Zip Code

Virtually Staged. Welcome to South Interlachen Place, an exceptional luxury townhome ideally positioned in the heart of downtown Winter Park. Just steps from Park Avenue, this sophisticated residence offers an unparalleled lifestyle defined by elegance, convenience, and access to the area’s finest dining, shopping, and cultural experiences. Thoughtfully designed with 3 bedrooms, 3 full bathrooms, and 2 half baths, this nearly brand-new residence is filled with natural light and refined architectural details throughout. Extensive upgrades include new roof, new exterior doors, new windows, new HVAC systems, new tankless water heater, new private elevator, and more—all with included warranties for added peace of mind and long-term value. A private front patio and double glass entry doors set the tone for the home’s elevated design. Inside, expansive floor-to-ceiling windows, an interior atrium, and skylights create a bright, airy ambiance throughout the main living spaces. The open-concept living and dining areas are ideal for both intimate gatherings and grand entertaining. At the heart of the home, the chef’s kitchen is a true statement of style and function, appointed with premium appliances including a Wolf gas cooktop and Sub-Zero refrigerator. A stunning quartz waterfall island anchors the space, while a dedicated bar and coffee station—complete with a Sub-Zero wine refrigerator and dual beverage drawers—adds a layer of sophistication for effortless entertaining. The second level is a private sanctuary, dedicated to the luxurious primary suite. The spa-inspired bath features dual vanities, a freestanding soaking tub, and an expansive walk-in shower, complemented by a generous custom closet. A refined loft with built-in cabinetry offers a flexible space for a home office or lounge, enhanced by a mini built-in Sub-Zero refrigerator for added comfort and convenience. On the third level, two well-appointed guest suites each feature en-suite baths, with one offering access to a serene open-air atrium—bringing a unique architectural element and tranquil outdoor connection into the home. Seamlessly blending luxury and functionality, the residence is equipped with Lutron lighting and a new private interior elevator providing effortless access from the secure garage to every level, including the rooftop. The crown jewel of this home is the private rooftop terrace, an extraordinary urban retreat designed for elevated living. Complete with a full outdoor kitchen, BBQ, beverage refrigerator, half bath, and fireplace, this space offers multiple lounge and dining areas—perfect for entertaining under the stars or enjoying quiet evenings above the city. Additional features include a secure private garage with storage, guest parking, and the added benefit of a concierge service included in the HOA fee, enhancing convenience and elevating the overall lifestyle experience. This is a rare opportunity to own a truly exceptional, move-in-ready luxury townhome in one of Winter Park’s most coveted locations—where design, quality, and lifestyle converge.

125 S Interlachen Avenue Unit 2, Winter Park

$540,000

3 Beds ⋅ 3 Baths ⋅ Townhomes/Harper Place SubDv. ⋅ 32789 Zip Code

Welcome to easy living in the heart of Winter Park. This beautifully bright end unit townhome offers 1,660 square feet of comfortable, move-in-ready living space with no carpet throughout. New luxury vinyl plank flooring was installed in August 2026 and includes a one-year transferable workmanship warranty. The main level offers a versatile layout with two distinct living areas, including a spacious living and dining combination and a separate family room. The well-appointed kitchen features a natural gas cooktop and range, granite countertops, center island, breakfast nook, and built-in cabinetry with a convenient desk area. French doors open to a private, fully fenced patio, creating an inviting outdoor space ideal for grilling, entertaining, or gardening. An interior laundry room provides added convenience and leads directly to the two-car garage. Upstairs, the spacious primary suite features a walk-in closet and walk-in shower. Two additional bedrooms provide comfortable accommodations and flexible space for guests, a home office, or other needs.Recent major updates include the roof and gutters (2022), exterior paint (2023), water heater (2023), and AC (2024), which also includes a transferable service agreement. The HOA provides added peace of mind by covering exterior building insurance, grounds and road maintenance, and reserve funding. Ideally located near I-4, Winter Park’s renowned restaurants and shops, hospitals, museums, and everyday conveniences, this townhome combines thoughtful updates, functional living spaces, and an exceptional location.

1261 Indiana Avenue, Winter Park

$1,495,000

4 Beds ⋅ 4 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Pre-Construction. To be built. Welcome to The Enclave at Winter Park—an exclusive collection of architecturally distinctive residences crafted by FG Schaub Custom Homes, blending timeless character with modern luxury. 901 Enclave Place (Lot1) is a thoughtfully designed courtyard home offering an elegant yet functional layout centered around private outdoor living. A charming covered front porch and welcoming foyer lead into an expansive open-concept gathering and dining space, seamlessly connected to a designer kitchen featuring a large center island, walk-in pantry, and effortless flow for entertaining. At the heart of the home, a covered lanai and courtyard create a true indoor-outdoor lifestyle—perfect for year-round enjoyment and intimate gatherings. The first-floor primary suite is a private retreat with a spacious walk-in closet and spa-inspired bath, complemented by a convenient powder bath and laundry/pantry area. Upstairs, you’ll find a well-appointed layout including an second primary suite with a luxurious bath and oversized closet, a additional bedroom, full bath, and a versatile gathering loft—ideal as a media room, office, or flex space. Designed with both comfort and sophistication in mind, this residence showcases clean architectural lines, abundant natural light, and carefully curated indoor and outdoor living spaces. Located within a boutique enclave of just a limited number of homes, residents will enjoy a serene setting surrounded by mature trees and thoughtfully designed community green space. Experience the best of Winter Park living with close proximity to renowned dining, shopping, and top-rated schools—all within one of the area’s most sought-after new communities. Design book is available upon request. Please inquire for details and customization options.

901 Enclave Place, Winter Park

$1,495,000

4 Beds ⋅ 4 Baths ⋅ The Enclave Winter Park SubDv. ⋅ 32792 Zip Code

Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being built by FG Schaub Custom Homes. Ideally located within walking distance to Park Avenue and historic Old Winter Park, this exclusive neighborhood blends timeless character with modern luxury. The courtyard homes at The Enclave offer a distinctive design centered around light, openness, and indoor-outdoor living. These four-bedroom residences feature thoughtfully designed floor plans with a first-floor primary suite and expansive living spaces that flow seamlessly to private outdoor areas. Large windows and two unique entry design options allow for abundant natural light, enhancing the open-concept layouts. Each home is finished with high-end selections, including Wolf and Sub-Zero appliances, high-performance double-pane windows, and elevated interior finishes throughout. Blending modern design with comfort and functionality, these homes provide a unique opportunity to enjoy a private courtyard lifestyle in one of Winter Park’s most desirable locations. Design book is available upon request. Please inquire for details and customization options.

905 Enclave Place, Winter Park

$695,000

4 Beds ⋅ 4 Baths ⋅ Swoope Park SubDv. ⋅ 32789 Zip Code

A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedrooms and 3.5 baths.

432 W Swoope Avenue, Winter Park

Start Your Search

There are 18 townhomes for sale in Winter Park, Florida as of 2026-08-21, at a median list price of $962,000 and a median of 56 days on market. Attached homes on their own lot, usually with an association covering the exterior and common areas.

Winter Park townhomes for sale at a glance

Active townhomes	18
Share of the Winter Park market	7.2% of 250 listings
Median list price	$962,000
Median price per square foot	$457
Median size	2,509 square feet
Median year built	2018
Median days on market	56
On market 60+ days	7 (38.89%)

Source: Stellar MLS via the Bridge RESO feed, pulled 2026-08-21. Updated weekly.

How Winter Park townhomes compare to the rest of the city

The median townhome in Winter Park asks $962,000 against $757,000 for the city as a whole, and $457 per square foot against $421. Townhomes make up 7.2% of everything on the market here.

5 of them, 27.78%, are asking less than they did originally, at a median reduction of 2.9%. That is the size of a first concession, not a final one.

Winter Park townhomes by price range

Under $250,000	0	0.0%
$250,000 to $400,000	0	0.0%
$400,000 to $600,000	4	22.2%
$600,000 and up	14	77.8%

Winter Park townhomes by bedroom count

2 bedrooms	2
3 bedrooms	12
4 bedrooms	4

Zip codes

32789 (16), 32792 (2)

Frequently asked questions

How many townhomes are for sale in Winter Park, FL?

There were 18 active townhomes listed in Winter Park as of 2026-08-21, 7.2% of the 250 residential listings in the city. That count comes from the Stellar MLS feed and is refreshed weekly.

What is the median price of a townhome in Winter Park, FL?

The median asking price was $962,000 as of 2026-08-21, or about $457 per square foot. The median townhome on the market is 2,509 square feet and was built in 2018.

How long do townhomes take to sell in Winter Park?

Median days on market was 56 as of 2026-08-21. 7 of the 18 active townhomes, 38.89%, have been listed 60 days or longer, and that is usually where the negotiating room is.

Are Winter Park townhomes cheaper than houses in Winter Park?

The median townhome asks $962,000 against $757,000 for all Winter Park listings, and $457 per square foot against $421 citywide. Price per square foot is the fairer comparison, because townhomes are usually the smaller property.

The Homes In Orlando Team at NextHome Neighborhood Realty covers Orange, Seminole, Lake and Volusia counties. Call or text 407-616-9019 to see any Winter Park listing on this page.