Townhomes for Sale in Orange County, FL

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

$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

$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

$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

$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

$1,195,000

4 Beds ⋅ 4 Baths ⋅ Baldwin Park SubDv. ⋅ 32814 Zip Code

Rare opportunity to own a highly sought-after Issa 28 townhome on an oversized corner lot directly across from a large, tree-lined park in the heart of Baldwin Park. This beautifully maintained, move-in ready residence offers over 3,100 square feet of elegant living space and includes a detached one-bedroom, one-bath garage apartment with strong income-producing potential. From arrival, the home’s park-front setting, classic architecture, and mature landscaping deliver exceptional curb appeal and a rare sense of privacy and openness. The main residence features 3 bedrooms, 2.5 bathrooms, and a desirable first-floor primary suite, along with expansive formal living and dining rooms designed for both entertaining and everyday living. Interior highlights include rich wood flooring, abundant natural light, and architectural arches that create a refined yet inviting atmosphere. The kitchen features white custom cabinetry, granite countertops, stainless steel appliances, double ovens, a large center island with seating, and seamless flow into the casual living area for a true open-concept layout. The primary suite offers a spacious retreat with a custom walk-in closet and ensuite bath featuring a soaking tub and separate shower. Upstairs includes a versatile loft/flex space and two additional bedrooms connected by a Jack-and-Jill bathroom, providing an ideal secondary living area. A first-floor laundry room is conveniently located just off the kitchen. Plantation shutters, ceiling fans, and a mix of wood and tile flooring enhance the home’s timeless style throughout. A rare third-floor air-conditioned storage room provides valuable climate-controlled storage not typically found in townhomes. Outdoor living includes a rear porch, landscaped patio, and low-maintenance turf yard offering a private outdoor escape. Recent updates include a new HVAC system (2024) and new roof (2025), offering peace of mind for years to come. The detached garage apartment adds exceptional flexibility for rental income, guests, or multigenerational living, complete with bedroom, full bath, and dedicated laundry. Residents enjoy Baldwin Park amenities including three community pools, two fitness centers, scenic walking and biking trails, parks, and a vibrant downtown district with dining, shopping, and year-round community events.

2293 Osprey Avenue, Orlando

$1,149,000

4 Beds ⋅ 5 Baths ⋅ Baldwin Park Unit 3 - Replat 1 58/76 Lot 559 SubDv. ⋅ 32814 Zip Code

Great Investor Opportunity of having it all in one place - living, working, and earning with three tenants in place. Extremely well maintained with many upgrades. This rare 3-in-1 live/work property offers the ultimate blend of modern comfort, flexibility, and built-in income potential in the scenic, highly desired community, Baldwin Park. The two-story townhome features 3 bedrooms and 2.5 bathrooms, updated quality hardwood flooring in all the bedrooms and upstairs areas. Downstairs, all quality tile for low maintenance in the kitchen, family, and dining areas. Upgraded cabinetry and quartz countertops create a spacious kitchen designed for both function and style, showcasing updated cabinetry, new appliances, granite countertops, and a built-in workstation—perfect for today’s work-from-home lifestyle. A convenient half bath on the main level adds everyday ease. Upstairs, the primary suite is a true retreat with dual walk-in closets and an en-suite large bathroom with walk-in shower, soaking tub, and private water closet. Two additional generously sized bedrooms each offer access to a private balcony, overlooking the charming neighborhood. A full laundry room, abundant storage, and an attached two-car garage complete the townhome’s appeal. Adding to the versatility, the separate, updated stuio garage apartment, currently rented, provides excellent rental income as does the commercial office, also currently rented. The garage studio has a walk in closet, and comes with one assigned parking space. The commercial office has both a handicap, private, and street-accessibility, with two large offices, a reception area and a half bath, accessible from both the courtyard and directly from the sidewalk. Perfect for a boutique, professional office, or service-based business, this space offers excellent visibility among the established businesses lining Lake Baldwin Lane. A new roof installed in 2026, new exterior paint completed by HOA in 2024 and the owner's association maintains the courtyard and landscaping, offering low-maintenance lifestyle while maximizing flexibility and earning potential. Baldwin Park is the place to live and work, just minutes from downtown Orlando, Winter Park and all Orlando has to offer. The Baldwin Park walkable town center provides an unmatched lifestyle at your door with restaurants, boutique shops, services, Publix and everyday conveniences. Enjoy a scenic walk around Lake Baldwin or Caddy Way for miles and miles of enjoyment. Pet lovers will appreciate the nearby dog park with lake access. Residents also enjoy an exceptional array of amenities, including multiple parks and playgrounds, three community pools, and two fully equipped fitness centers, all conveniently located within the neighborhood. Live and enjoy the beauty of Baldwin Park. All three components currently lease for excellent cash flow opportunity.

1420 Lake Baldwin Lane, Orlando

$1,095,000

3 Beds ⋅ 4 Baths ⋅ Vilasa Thornton Park SubDv. ⋅ 32801 Zip Code

BRAND NEW! NOW AVAILABLE! Over $65k of complimentary upgrades of elevator, upgraded cabinetry, modern wine wall staircase lighting for the first sales. Units professionally designed by Carla Acosta Interiors. Vilasa Thornton Park combines luxury with location in the heart of Thornton Park. Experience upscale living in this, three-story corner townhome in the vibrant Thornton Park neighborhood, where you can walk to dining, coffee shops, shopping, and just blocks from Lake Eola and Downtown Orlando. Designed for both elegance and convenience, this home features a private elevator, a spacious open layout, and stunning city views. Upon entering, you’re welcomed by a large foyer leading to a versatile first-floor bedroom with an en-suite bathroom-ideal as a private guest suite, home office, or in-law suite. This level also includes a two-car garage with a generous storage closet. The second floor is bathed in natural light, showcasing a gourmet kitchen with stunning, custom floor-to-ceiling cabinetry, high-end appliances, quartz countertops, and floor to ceiling windows. The open-concept dining and living areas provide ample space for relaxation and entertaining, rich with character and warmth. On the third floor, you’ll find a secondary en-suite bedroom and a cozy open space-perfect for a reading nook, sitting area, or home office. The primary suite is a true retreat, boasting spacious closets and a luxurious bathroom with abundant storage and natural light. Upgraded end unit, offers unparalleled views of Downtown Orlando. The 11-unit townhome community, plus a duplex, is perfectly positioned near Thornton Park’s charming restaurants, boutiques, and salons. Lake Eola’s vibrant events, Sunday Farmer’s Market, and yoga in the park are just steps away, offering a lifestyle rich in culture and recreation. Walk to broadway shows at the Dr. Phillips Center, basketball at Kia Arena, and Michelin-starred restaurants in the Mills 50 District are all within a short distance. With Orlando Health and AdventHealth a couple miles away, this home is the perfect match for medical professionals. Don’t miss your opportunity to own an elegant urban retreat in one of Orlando’s most sought-after neighborhoods. Vilasa Winter Park sold out in record time. Trusted and reputable builder, Jordan Homes. HOA fee covers insurance, exterior and roof.

1010 E Robinson Street, Orlando

$1,095,000

4 Beds ⋅ 4 Baths ⋅ 30 North Park SubDv. ⋅ 34787 Zip Code

Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets, providing comfort, privacy, and flexibility for guests, multigenerational living, or work-from-home needs. A first-floor bedroom serves as an ideal guest retreat, office, or flex space. The second level features an open-concept living area anchored by a designer kitchen complete with Bosch natural gas appliances, a large island, quartz countertops, farmhouse sink, artisan tile backsplash, and floor-to-ceiling windows showcasing views toward downtown and the West Orange Trail. A secondary bedroom with dramatic custom windows adds abundant natural light. On the third floor, dual primary suites offer spacious layouts, oversized windows, powered blinds, spa-inspired walk-in showers, and quartz-finished baths. Thoughtful upgrades throughout include warm wood flooring, patterned tile accents, modern black lighting fixtures, and extensive storage. Built with an STC soundproofing rating of 69, the home provides a quiet interior environment while remaining in one of Central Florida’s most vibrant walkable districts. Enjoy balcony views overlooking the trail and experience low-maintenance living with unmatched proximity to Historic Winter Garden’s amenities. Experience refined, walkable living in the heart of Winter Garden — schedule your private showing today.

64 N Park Avenue, Winter Garden

$1,075,000

2 Beds ⋅ 3 Baths ⋅ Cambridge Circle SubDv. ⋅ 32826 Zip Code

Great opportunity to acquire a portfolio of four well-maintained adjacent townhomes in the Cambridge Circle community near UCF. All four townhomes are being sold together as a portfolio and include units 12057, 12059, 12061, and 12063. The portfolio consists of four townhomes totaling 3,904 SF with 8 bedrooms, 8 full bathrooms, and 4 half bathrooms, situated on 0.30 acres. Each two-story townhome offers a 976 SF functional floor plan with 2 beds and 2.5 baths, and a private fenced backyard. Roof replaced in 2017. HVAC systems were replaced in 2015 (Unit 12057), 2025 (Unit 12059 and Unit 12061), and 2022 (Unit 12063). All units feature tile flooring on the first floor. Units 12057 and 12063 have carpet on the second floor, while Units 12059 and 12061 feature new vinyl plank flooring upstairs. All units feature upgraded first-floor windows and sliding glass doors, while the second-floor double-pane windows are original. All units have been updated with stainless steel stoves and refrigerators. Unit 12061 also features upgraded LED lighting. HOA dues are $72/month for each townhome and include lawn and other common area maintenance. Tenants in all units are responsible for their own electricity, water, internet, A/C filter replacement, and maintenance of the fenced backyard area. All units are separately metered. Unit 12057 is leased at $1500/month on a month-to-month lease. Unit 12059 is currently vacant for convenient showings. Unit 12061 is leased at $1600/month on a month-to-month lease. Unit 12063 is leased at $1640/month. The portfolio benefits from strong rental demand, being located in the high-demand East Orlando rental market near UCF (1.8 miles, 5 min), Central Florida Research Park (2.2 miles, 6 min), Publix (1.8 miles, 6 min), and Waterford Lakes Town Center (2.5 miles, 9 min), with convenient access to SR-408 and SR-417. Distances and drive times are approximate. With Unit 12059 currently vacant, buyers have the flexibility to occupy one unit while collecting rental income from the remaining three units. Also, an excellent opportunity for investors seeking stable rental income and long-term appreciation in a high-demand Orlando submarket. Schedule a showing today!

12057 Tift Circle, Orlando

$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. NEW 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

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