Location: Winter Park
Do Not Show Listings
2401 ANTILLES DR, WINTER PARK, FL 32792
$320,000151 Days on yellowkey MLS ID: O6357934
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1719 Built: 1977Monthly Fee: $95Community: Windward Square Sec 1Townhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Fantastic end unit with enclosed Florida Room in the sought after Windward Square! This 3/2 features several updates including a, updated kitchen with 42" wood cabinets, granite counters and a center island! Most rooms have upgraded ceiling fans from Dan”s Fans with a lifetime guarantee. The home has newer A/C, high impact windows and the home has been re-piped for your peace of mind. This is a wonderful space and great to prep for a dinner party! Open floor concept with dining room and family room. Enclosed Florida room with high impact windows is great extra living space marking this home just over 1700sf. Master bedroom is a good size with walk in closet. Secondary rooms are spacious and full 2nd bath. You have a wonderful front fenced courtyard and a nice sized fenced back yard. End unit and 2 assigned car parking spaces. Community features low HOA and community pool, gated back entrance for easy access to Semoran, tennis courts and club house. Zoned for great Seminole County schools and minutes to shopping/dining, Altamonte Springs Mall, Downtown Winter Park, Full Sail University and to UCF. This is a great one level townhome with very reasonable HOA.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: George Freelove (407-408-5167)
1768 MONDRIAN CIR, WINTER PARK, FL 32789
$1,099,00030 Days on yellowkey MLS ID: O6375723
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2193 Built: 2023Monthly Fee: $395 Tax: $10,379 (2024)Community: Mondrian/Winder Park TwnhmsTownhouse
Taxes:$10,379
Elementary School: Killarney Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: One or more photo(s) has been virtually staged. Step into refined lakeside living at the exclusive Lake Killarney Townhomes, where contemporary elegance meets everyday convenience. This ultra-private corner unit boasts one of the community’s most desirable floor plans—perfectly positioned in a peaceful enclave just steps from the vibrant heart of Winter Park Village and mere minutes from I4, offering seamless access to downtown Orlando and beyond. Designed for the modern lifestyle, this stunning residence features an open-concept layout with soaring ceilings, oversized windows, and luxury finishes throughout. The sleek chef’s kitchen anchors the space, showcasing dramatic gray cabinetry, a bold black center island, and a high-end Samsung appliance package, complete with a natural gas cooktop and built-in wall oven. Quartz countertops and a full-height backsplash give a seamless, refined look, while a spacious walk-in pantry adds everyday convenience. Upstairs, three generously sized bedrooms each pair with a spa inspired bathroom deliver elevated comfort. Each bath is thoughtfully designed with floating vanities, designer porcelain tile, and custom closet systems—bringing a boutique hotel aesthetic to your personal retreat. Enjoy quiet mornings or golden-hour gatherings on the expansive private terrace, framed by glass railings and pre-plumbed for a future summer or cocktail kitchen—perfect for effortless indoor-outdoor entertaining. Residents enjoy exclusive access to lakefront pavilion, and an array of watersport amenities including kayak, paddleboard, and canoe storage. With everything Winter Park has to offer just moments away, this location offers the perfect blend of serenity and connectivity.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Brandon Geers (941-928-5152)
1405 MILLER AVE, WINTER PARK, FL 32789
$950,00034 Days on yellowkey MLS ID: O6386405
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1884 Built: 2023Monthly Fee: $400 Tax: $8,200 (2025)Community: H Vanwies SubTownhouse
Taxes:$8,200
Tax Year: 2025
Remarks: FURNISHINGS INCLUDED! Experience high-end luxury and effortless convenience in one of the most central locations in Winter Park. Built by Makeur Homes and thoughtfully updated and furnished by SMRS Design, this stunning Modern Mediterranean detached townhome showcases light-filled interiors and carefully curated custom finishes. Offering 3 bedrooms and 2.5 bathrooms across 1,884 square feet, the home features a desirable first-floor primary suite and elevated design details, including Level 4 drywall, engineered oak floors, Bosch appliances, LED mirrors, and a Lutron Caséta lighting and Triathlon shade system. A Calacatta Gold porcelain slab electric fireplace serves as a striking focal point in the living room. All major designer furnishings are included—featuring pieces from renowned design houses such as Restoration Hardware, Caracole, Eichholtz, and Jonathan Charles—creating a truly turnkey opportunity. The open-concept floor plan is both functional and inviting, filled with natural light and offering views of a private paved patio and fenced backyard—ideal for relaxing or entertaining. Enjoy a low-maintenance, lock-and-leave lifestyle within an intimate four-unit community tucked along a picturesque, tree-lined brick street. Additional highlights include a private two-car garage with EV charging port, guest parking, and close proximity to premier dining, shopping, and daily conveniences, including Publix and AdventHealth. A rare opportunity to own a fully furnished, design-forward residence in an exceptional location.
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Rikhil Amin (407-792-8069)
432 W SWOOPE AVE, WINTER PARK, FL 32789
$695,00074 Days on yellowkey MLS ID: O6375719
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2317 Built: 2014Monthly Fee: $463 Tax: $9,138 (2025)Community: Swoope ParkTownhouse
Taxes:$9,138
Elementary School: None
High School: None
Middle School: None
Remarks: 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.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Thomas Bonner (407-401-3748)
5473 BRACKEN CT, WINTER PARK, FL 32792
$295,000100 Days on yellowkey MLS ID: O6368415
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1178 Built: 1986Monthly Fee: $101 Tax: $2,205 (2024)Community: Fernbrook TrailsTownhouse
Taxes:$2,205
Remarks: One or more photo(s) has been virtually staged. Move-in ready 3-bedroom, 2-bath townhome in desirable Winter Park featuring recent exterior paint and a clean, modern presentation throughout. BRAND NEW water heater, A/C replaced in 2021, and NEW ROOF (2026). The spacious family room sits beneath dramatic two-story vaulted ceilings highlighted by tongue-and-groove ceiling planks, creating an open and architectural focal point. The functional layout includes a large bedroom and full bath on the main level—ideal for guests, a home office, or multi-generational living. Upstairs, two additional bedrooms share a Jack-and-Jill style bath, offering privacy and efficiency. The kitchen opens to the dining and living areas, making the space well-suited for everyday living and entertaining. Sliding doors lead to a screened-in patio and a private, white PVC-fenced yard—low maintenance and perfect for relaxing or pets. Additional features include wood-look flooring in main living areas, neutral finishes, and abundant natural light. Conveniently located near Winter Park shopping, dining, parks, and major roadways. A strong option for buyers seeking space, location, and low-maintenance townhome living.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: David Fraser (407-920-9749)
2519 WINDWARD WAY, WINTER PARK, FL 32792
$279,50013 Days on yellowkey MLS ID: O6392291
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1976Monthly Fee: $99 Tax: $3,155 (2024)Community: Windward Square Sec 1Townhouse
Taxes:$3,155
Remarks: Welcome to 2519 Windward Way, a beautifully maintained single-story townhome located in the highly sought-after Windward Square community in Winter Park. This move-in ready residence offers 2 bedrooms, 2 bathrooms, plus a versatile office. Featuring a large lot with 4 assigned parking spaces. Step inside to an open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout flows seamlessly into a well-appointed kitchen featuring gleaming stone countertops, stainless steel appliances, and ample storage space. The inviting living area opens to a covered back porch, which is ideal for relaxing, grilling, or gathering with family and friends. Beyond, you’ll find a large, private, enclosed patio that offers additional outdoor living space and privacy. The primary suite provides a peaceful retreat, complete with a walk-in closet and a private en-suite bathroom. The secondary bedroom offers flexibility for guests or family, while the dedicated office can easily serve as a workspace, playroom, or additional living area. Enjoy the convenience of tile flooring throughout the home, combining durability with easy maintenance. Windward Square residents benefit from low HOA fees and access to fantastic community amenities, including a pool, clubhouse, tennis courts, shuffleboard, and playground. Ideally located, this home is just minutes from top-rated schools, major universities, shopping, dining, and provides easy access to major highways, Downtown Orlando, and Orlando International Airport—all within a 30-minute drive.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Itzel Sotorosa (407-435-9072)
2420 FIRSTLIGHT WAY, WINTER PARK, FL 32792
$450,000175 Days on yellowkey MLS ID: O6351808
3 Days Off yellowkey (back on 4/4/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2312 Built: 2019Monthly Fee: $320 Tax: $5,397 (2024)Community: Enclave At Hawks CrestTownhouse
Taxes:$5,397
Remarks: Under contract-accepting backup offers. Welcome to this beautifully designed, move-in-ready townhome— the largest end-unit in one of Winter Park’s most sought-after gated communities! This spacious townhome is conveniently located in the gated community of Hawks Crest, offering 2,312 sq ft of low-maintenance living. With 3 bedrooms, 2.5 bathrooms, a 2-car garage, filled with natural light thanks to abundant windows and soaring ceilings. The paved driveway and lush landscaping welcome you home. Step inside to find a flex space ideal for a home office, den, or second living area. The open-concept main level boasts 9-foot ceilings and seamlessly connects the expansive living room, dining area, and chef-style kitchen complete with quartz countertops, shaker cabinetry, stainless steel appliances, and a large center island perfect for entertaining. Glass sliders lead to the covered patio perfect for your morning coffee or relaxing evenings outdoors. Upstairs, a spacious loft provides a versatile bonus area—great for a media room, playroom, or home gym. The oversized primary suite impresses with tray ceilings, a spa-like en-suite bathroom featuring dual vanities, a walk-in shower, private water closet, and a generous walk-in closet. Two additional bedrooms also offer walk-in closets and share a stylish full bathroom. A conveniently located upstairs laundry room (washer and dryer included) completes the upper level. Residents of Hawks Crest enjoy access to a suite of resort-style amenities including a community pool, playgrounds, parks, picnic areas, and more. Ideally located just steps from Park Maitland Preschool and neighborhood favorites like Foxtail Coffee, Kelly’s Homemade Ice Cream, and Donut King, with quick access to Downtown Winter Park and major highways. Don’t miss your chance to own this exceptional home in one of Winter Park’s most desirable communities!
Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)
Listing Agent: Kristan Hayden (407-489-7411)
1952 SPRING ST, WINTER PARK, FL 32792
$270,00073 Days on yellowkey MLS ID: O6373082
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1983Monthly Fee: $57 Tax: $2,652 (2024)Community: Villas Of Casselberry Ph 2Townhouse
Taxes:$2,652
Remarks: Discover the opportunity to own in Winter Park at 1952 Spring Street—a well loved 3-bedroom, 2-bath townhouse offering charm, functionality, and a private yard, a rare find in this desirable area. Nestled in a well-established neighborhood, this home provides a peaceful residential feel and tranquility while remaining just minutes from everything Winter Park has in store. The interior features new appliances, making it move-in ready with modern convenience. A brand-new roof will be installed once the property is under contract, offering added value and peace of mind to the future owner. Whether you’re seeking a primary residence or an investment opportunity, this property delivers flexibility, comfort, and location. Enjoy nearby parks, shopping, dining, and easy access to major roads—convenience meets lifestyle in one of Central Florida’s most sought-after communities. Don’t miss this exceptional opportunity—schedule your private showing today.
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
3262 OAK LAKE PL #139, WINTER PARK, FL 32792
$169,00051 Days on yellowkey MLS ID: O6382548
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1984 Tax: $2,034 (2024)Community: Hidden Oaks Condo Ph 08Townhouse
Taxes:$2,034
Elementary School: Aloma Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: One or more photo(s) has been virtually staged. Modern Charm in Prime Winter Park Location! Step into this beautiful 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community of Winter Park. Freshly painted with brand-new carpeting throughout, this stylish 1,031 sq. ft. home offers both comfort and flair. Enjoy peace of mind with a new roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a savvy investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!
Listing is courtesy of: FLORIDA PRESTIGIOUS HOMES INC (754-246-2070)
Listing Agent: Ian Trumbach (754-246-2070)
2530 LEEWARD WAY, WINTER PARK, FL 32792
$265,00053 Days on yellowkey MLS ID: O6380907
0 Days Off yellowkey (back on 3/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1199 Built: 1976Monthly Fee: $99 Tax: $795 (2024)Community: Windward Square Sec 1Townhouse
Taxes:$795
Remarks: Well-maintained 2-bedroom, 2-bath home with 1,199 sq ft in a desirable Winter Park 32792 location offering a fenced backyard, low HOA, and a flexible bonus space ideal for a home office, study, or hobby area. The functional split-bedroom layout provides privacy, while the open living and dining areas create a comfortable space for everyday living or entertaining. The kitchen offers ample cabinetry and counter space, flowing seamlessly to the main living area plus upgraded appliances. The primary suite includes a private bath and generous closet space, while the secondary bedroom and full bath provide flexibility for guests, office use, or additional living needs. Enjoy outdoor living in the fully fenced yard—ideal for relaxing, gardening, or pets. Additional highlights include driveway parking, interior laundry, and low-maintenance living. -- NEW ROOF IN PROCESS -- Prime location with convenient access to major corridors and top destinations: ˜ 3 mi to Full Sail University, ˜ 5 mi to UCF, ˜ 4 mi to AdventHealth Winter Park, and ˜ 6 mi to Park Avenue and Downtown Winter Park. Nearby shopping, dining, and grocery options are within minutes, with quick connectivity to SR-436, University Blvd, and SR-417 for commuting throughout Central Florida. An excellent opportunity to own in Winter Park with space, privacy, and strong location value.
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
1515 WINTER GREEN BLVD, WINTER PARK, FL 32792
$315,00031 Days on yellowkey MLS ID: O6384755
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 1652 Built: 1984Monthly Fee: $188 Tax: $3,993 (2024)Community: Winter GreenTownhouse
Taxes:$3,993
Elementary School: English Estates Elementary
Remarks: Offering the comfort and feel of a single-family home with the convenience of townhome living, this beautifully maintained two-story residence features 3 bedrooms, 2.5 baths, and a private courtyard conveniently located in Winter Park. Sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to your private outdoor courtyard. Inside, the spacious layout is complemented by low-maintenance tile flooring throughout and a cozy wood-burning fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with granite countertops, stainless steel appliances, and a newer refrigerator, while the generously sized bedrooms provide comfortable retreats. The primary suite features two closets and an ensuite bath with dual sinks. Major system updates provide exceptional peace of mind, including a brand-new roof and HVAC system installed in January 2026, along with fresh exterior paint, newer gutters (approximately three years old), and a newer fence. The washer and dryer convey, making this home truly move-in ready. The community offers an exceptionally low HOA fee of under $200 per month, adding to the home’s overall value. Ideally located with easy access to Winter Park, Maitland, Full Sail University, UCF, Rollins College, and Valencia College, as well as nearby shopping, dining, and major roadways. With its spacious design, private outdoor space, and proven rental history, this property presents an outstanding opportunity as either a primary residence or investment. Reach out to schedule your private showing now!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Jill Healey (407-797-1420)
1873 CASSELWOOD ST, WINTER PARK, FL 32792
$295,00043 Days on yellowkey MLS ID: O6378028
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1291 Built: 1984Monthly Fee: $57 Tax: $3,924 (2024)Community: Villas Of Casselberry Ph 2Townhouse
Taxes:$3,924
Remarks: Welcome to this enchanting 3-Bedroom, 2-Bathroom townhouse in Winter Park! Walk into an open floor plan giving you comfort and that homey feeling with a modern touch. A gorgeous kitchen area with a granite countertop, that flows with the home and is perfect for hosting. Tile flooring throughout, this home is move in ready!! Coming with a one car garage that was converted into a bonus space that can be used as an extra bedroom or office. A large front and back porch perfect for enjoying that Florida weather or hosting family and friends! Walk just steps away to the Community pool. Close to Full Sail, UCF, local Winter Park shops, and all the attractions of Central Florida! Whether you’re a first-time home buyer, downsizing, snowbird, or an investor, this is a fantastic opportunity to own this property with everlasting potential!! Don’t wait!! Schedule your private showing today!!
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Devin Costley (407-230-5579)
1552 FLORENTINO LN, WINTER PARK, FL 32792
$360,00086 Days on yellowkey MLS ID: O6371271
4 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1682 Built: 2004Monthly Fee: $170 Tax: $4,466 (2025)Community: Vistas At Lake HowellTownhouse
Taxes:$4,466
Elementary School: Sterling Park Elementary
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET, BUYERS FINANCING FELL THROUGH! Welcome to this beautifully upgraded corner townhome located in the desirable gated community of VISTAS AT LAKE HOWELL in Winter Park, Seminole County. This spacious residence offers 1,682 sq ft under air (2,861 sq ft total), built in 2004, with 3 bedrooms and 2.5 baths, and is perfectly positioned on a corner lot for added privacy and natural light. From the moment you enter, you’ll notice the thoughtful upgrades and clean, modern aesthetic throughout the home. The first floor features durable and elegant luxury vinyl flooring, soft neutral tones, crown molding, and an open-concept layout that flows beautifully for everyday living and entertaining. The open kitchen is equipped with stainless steel appliances, generous cabinetry, and a convenient coffee or wine station. Three large sliding glass doors bring in abundant natural light and open to a covered and screened patio, creating a seamless indoor-outdoor living experience. The sliding door shades on the first floor are motorized for convenience and comfort. The staircase is a true design feature, showcasing custom glass panels with modern style railings and integrated wall lighting that elegantly guides you to the second level. Upstairs, you’ll find all three bedrooms, including a spacious primary suite with a large glass shower and granite countertops. The additional bedrooms are generously sized and ideal for family, guests, or a home office. All windows feature custom trim. The community offers 24-hour gated privacy, beautifully maintained surroundings, and is located within top-rated Seminole County schools, all with a remarkably low HOA fee. 2019 Roof. Ideally located in one of Central Florida’s most sought-after areas, this townhome combines design, comfort, privacy, and location , making it a truly exceptional opportunity. Schedule your private showing today.
Listing Agent: Nohora Gomez (407-748-1242)
7796 FERNBROOK WAY, WINTER PARK, FL 32792
$300,00016 Days on yellowkey MLS ID: O6392180
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1332 Built: 1985Monthly Fee: $110 Tax: $3,296 (2024)Community: Fernbrook Trails Ph 3Townhouse
Taxes:$3,296
Remarks: New listing in Winter Park! On a quiet cul-de-sac in Seminole County just off Howell Branch Road, this inviting townhouse offers comfort, flexibility and convenience in a desirable location. Inside, you’ll find a bright, spacious living room with large windows, a cozy dining nook adjacent to the kitchen with extensive cabinets, and a flexible first-floor third bedroom used as an office/gym that can easily convert to a bedroom again. Upstairs features generously sized bedrooms and a hall bath. The home has been recently painted inside and offers new laminate flooring upstairs, with tile and LVP throughout the main floor. Outside, enjoy a covered front porch, fenced backyard, storage shed and an extended driveway. The roof and air conditioner were replaced in 2018. With low monthly HOA dues of $110 that include lawn maintenance, this home offers easy, low-maintenance living. Along beautiful tree-lined streets with mature oak canopies, this neighborhood offers a peaceful, shaded setting that enhances everyday living. Conveniently just five miles from Park Avenue shopping and dining and three miles from Red Bug Lake Park, with quick access to SR 417, this home provides a balance of nearby amenities and quiet, established surroundings.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Carrie Bantel (321-217-8750)
905 ENCLAVE PL, WINTER PARK, FL 32792
$1,495,00016 Days on yellowkey MLS ID: O6383679
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2756 Built: 2026Monthly Fee: $247 Tax: $9,900 (2026)Community: The Enclave Winter ParkTownhouse
Taxes:$9,900
Elementary School: Lakemont Elem
Tax Year: 2026
Middle School: Maitland Middle
Remarks: 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.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Matthew Burks (407-257-5347)
901 ENCLAVE PL, WINTER PARK, FL 32792
$1,495,00016 Days on yellowkey MLS ID: O6383602
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2738 Built: 2026Monthly Fee: $247 Tax: $9,900 (2026)Community: The Enclave Winter ParkTownhouse
Remarks: 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.
Listing Agent: Laura Earl (443-994-9441)
1780 MONDRIAN CIR, WINTER PARK, FL 32789
$1,395,00023 Days on yellowkey MLS ID: O6389472
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2310 Built: 2023Monthly Fee: $395 Tax: $10,448 (2024)Community: Mondrian/Winder Park TwnhmsTownhouse
Taxes:$10,448
Remarks: Luxury Lakeview Townhome in Winter Park! Experience elevated living in this newly built 3-bedroom, 3.5-bath residence with over 2,300 sq ft and breathtaking direct views of Lake Killarney. A dramatic 17-ft foyer welcomes you into a bright, open-concept great room featuring 11-ft ceilings and floor-to-ceiling windows that capture stunning water and nature views. The designer kitchen is built for entertaining with quartz countertops, Wolf and Sub-Zero appliances, double-stacked soft-close cabinetry, a walk-in pantry, and custom lighting. Motorized window shades add comfort and convenience throughout. Step outside to the 22-ft oversized lanai surrounded by lush landscaping—perfect for outdoor living. Upstairs, a versatile loft/office space leads to a private balcony with cocktail kitchen and panoramic lake views. The luxurious primary suite features floor-to-ceiling windows, dual closets, and a spa-inspired bath with designer tile, dual vanities, private water closet, and oversized frameless glass shower. Two additional bedrooms each include private en-suite baths, with a conveniently located laundry room. Additional highlights include a two-car garage with epoxy floor, EV charging plug, and extra storage. BONUS OPTION - Impossible to find boat slip on Lake Killarney available for purchase with this unique townhome. Located in one of Central Florida’s most sought-after communities, this exceptional home combines modern luxury, scenic lake views, and an unbeatable Winter Park location. Schedule your private showing today and experience luxury lakefront living at its finest.
Listing Agent: Lisa Gould (407-721-7612)
1781 INDIANA AVE #A, WINTER PARK, FL 32789
$565,00053 Days on yellowkey MLS ID: O6381195
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1616 Built: 2008Monthly Fee: $464 Tax: $6,026 (2024)Community: Las Casas De IndianaTownhouse
Taxes:$6,026
Remarks: Welcome to 1781 Indiana Avenue, Unit A, a beautifully appointed three-bedroom, two and a half bathroom townhouse nestled in the heart of Winter Park. This inviting residence offers the perfect blend of comfort and convenience, featuring a spacious two-car garage and a private courtyard ideal for morning coffee, outdoor dining, or relaxing in the Florida sunshine. Inside, the thoughtfully designed floor plan provides generous living spaces, well-proportioned bedrooms, and an effortless flow for everyday living and entertaining. Located just minutes from Winter Park’s renowned shopping, dining, parks, and top-rated schools, this home presents an exceptional opportunity to enjoy low-maintenance living in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
2400 DOMINICA RUN, WINTER PARK, FL 32792
$225,0009 Days on yellowkey MLS ID: O6394406
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 854 Built: 1979Monthly Fee: $99 Tax: $352 (2024)Community: Windward Square Sec 3Townhouse
Taxes:$352
Remarks: CHARMING 2/1 MOVE IN READY TOWNHOME in highly sought-after Windward Square community of Winter Park! NEWER Roof 2025! Spacious floor plan with soaring ceilings! Inviting entertainment space with dining/living combo off kitchen. Ample natural light fills this home with double glass sliders and multiple skylights all in living area! Relaxing views of back park like green space! Convenient location near major highways, the Orlando International Airport, shopping, dining, universities and only 30 min to attractions! Property has 2 parking spaces directly in front for easy access! Community boast various amenities include a pool, tennis courts, clubhouse, and playground! DON"t MISS out on this RARE OPPORTUNITY! A VALUE FOR THIS MARKET INDEED! TRULY A MUST SEE!
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Laura Toppin (407-489-0415)
1537 BANTAM WAY, WINTER PARK, FL 32792
$475,00018 Days on yellowkey MLS ID: O6391664
0 Days Off yellowkey (back on 3/21/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2312 Built: 2022Community: Enclave At Hawks CrestTownhouse
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Remarks: Under contract-accepting backup offers. There’s a certain feeling you get the moment you arrive in the secure, gated community of Enclave at Hawks Crest… a sense of calm, privacy, and understated luxury that immediately sets it apart. At 1537 Bantam Way, that feeling begins the second you pull up. The clean architectural lines, paver driveway, and polished contemporary exterior create a striking first impression… but it’s what happens inside this spacious 2,312 sq ft townhome that truly defines its beauty and charm. Step through the front door and you’re immediately welcomed into a light-filled, open-concept space where every detail feels intentional. Wood-look tile flooring stretches across the first level, adding warmth and durability, while high ceilings and natural light create an airy, expansive feel. This is a home designed not just to look beautiful, but to live effortlessly. At the center of it all is a kitchen that truly anchors the home. Featuring stainless steel appliances, a large center island with seating, and a walk-in pantry, it’s built for both everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, creating a connected environment that feels natural, comfortable, and refined. Sliding glass doors open to a covered rear patio… a private outdoor extension where mornings begin peacefully and evenings unwind with ease. Whether entertaining guests or enjoying a quiet night in, this space becomes a natural extension of the home’s living area, offering a balance of indoor comfort and outdoor enjoyment. Upstairs, the layout continues to impress with both comfort and flexibility. The primary suite offers generous space, a large walk-in closet, and a well-appointed en suite bath with dual vanities and a spacious walk-in shower. A central loft creates an additional living area, ideal for a media room, play space, or secondary lounge. Two additional bedrooms, a full bathroom, and an upstairs laundry room provide convenience and thoughtful separation of space. On the main level, a dedicated office adds even more flexibility for today’s lifestyle, whether working from home, creating, or simply having a quiet retreat. Beyond the home itself, the community enhances the lifestyle with exceptional amenities, including a large resort-style pool perfect for relaxing weekends or social gatherings, along with a children’s playground that adds to the neighborhood’s welcoming and family-friendly environment. The gated entry provides an added layer of privacy and security, creating a sense of exclusivity while still fostering a connected community atmosphere. Located in one of Central Florida’s most desirable areas, you’re just minutes from the charm of Park Avenue, the walkable appeal of Baldwin Park, and have quick access to SR 417 and I-4, making commuting to Downtown Orlando and surrounding areas seamless. Top-rated schools, dining, shopping, and entertainment are all within close reach, placing everything you need exactly where you want it. This is more than a townhome… it’s a refined, low-maintenance lifestyle in Winter Park, combining modern design, thoughtful functionality, and the added comfort of a gated community. Buyers may also receive up to $2,500 toward closing costs or a mortgage rate buy-down when using the seller’s preferred lender, creating additional value and flexibility for today’s buyer.
Listing is courtesy of: LIVE MVRK LLC (407-756-4563)
Listing Agent: Jared Dunn (407-493-8872)
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