Location: Winter Park
Keyword(s): Lake Howell High
Keyword(s) High School: Lake Howell High
Do Not Show Listings
1287 VERDANT GLADE PL, WINTER PARK, FL 32792
$847,00053 Days on yellowkey MLS ID: O6400331
REDUCED by $3,000 (0.4%) on 06/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2020Monthly Fee: $413 Tax: $6,133 (2025)Community: Meadows At Hawks CrestSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,133
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year: 2025
Middle School: Tuskawilla Middle
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1287 Verdant Glade Place in Winter Park, a spacious two-story home offering 4 bedrooms, 3 full baths, 1 half bath, and a dedicated office, all thoughtfully arranged within an open floorplan designed for both comfortable living and easy entertaining. Inside, the home feels bright, expansive, and well connected, with generous living areas that flow naturally from one space to the next. The open design creates an inviting setting for everyday routines, gatherings, and holiday hosting, while the separate office adds flexibility for working from home, studying, or creating a quiet retreat. With two primary bedroom suites, a large game room, and an additional loft, there is plenty of space to accommodate guests, a growing household, or changing lifestyle needs. The home also features thoughtful upgrades that elevate both style and function. A gourmet kitchen serves as the heart of the home, complete with quartz countertops, 42-inch cabinetry, and the kind of workspace and storage today’s buyers appreciate. Eight-foot interior doors add to the sense of scale throughout, while details such as a pocket door in the bathroom enhance convenience and flow. Large sliding glass doors open wide to create a seamless connection between the indoor living spaces and the outdoor entertaining area. Step outside to an oversized screened and covered patio that extends the living space and creates a relaxing place to enjoy morning coffee, outdoor dining, or quiet evenings at home. Beyond the patio, the private yard offers even more appeal, with no rear neighbors behind the home for added privacy and a more open feel. The rear eastern exposure welcomes beautiful morning sun, making the backyard setting especially enjoyable at the start of the day. Located in Winter Park, the home benefits from a highly desirable area known for its established residential feel, convenient access to shopping and dining, and close proximity to parks, schools, and major roadways. The neighborhood adds to the home’s appeal by offering a blend of comfort, accessibility, and the everyday convenience that makes Winter Park such a sought-after place to live. With its flexible two-story layout, dual primary suites, game room, loft, gourmet kitchen, oversized patio, and private backyard setting, 1287 Verdant Glade Place delivers the space, upgrades, and lifestyle features buyers are looking for.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
7001 JACKMAN BLVD, WINTER PARK, FL 32792
$450,00032 Days on yellowkey MLS ID: O6408371
5 Days Off yellowkey (back on 6/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1482 Built: 1977 Tax: $4,421 (2025)Community: Howell Branch WoodsSingle Family
Taxes:$4,421
Remarks: Under contract-accepting backup offers. MUST SEE! Fully Renovated Pool Home with Major Upgrades in Winter Park! Welcome to this beautifully remodeled Winter Park pool home offering modern finishes, major system upgrades, and true move-in-ready convenience. Every detail has been thoughtfully updated to combine style, comfort, and long-term peace of mind. This fully renovated interior and exterior home features a stunning brand-new kitchen with elegant quartz countertops, all-new stainless steel appliances, modern cabinetry, and a clean open layout perfect for entertaining and everyday living. Throughout the home, you’ll find durable porcelain tile flooring that creates a seamless contemporary look while being ideal for Florida living. The fully remodeled bathrooms showcase stylish modern finishes, upgraded fixtures, and a fresh luxury feel. The home also includes a brand-new roof and new double-pane energy-efficient windows designed to improve comfort, efficiency, and long-term value. Step outside into your private backyard oasis featuring a recently resurfaced swimming pool along with a brand-new pool pump and filter system, creating the perfect space for relaxing, entertaining, and enjoying Florida living year-round. Additional features include updated lighting and modern finishes throughout, a bright open floor plan, spacious living areas, and a large backyard ideal for gatherings and outdoor enjoyment. Conveniently located near Downtown Winter Park, Park Avenue, UCF, Full Sail University, shopping, dining, parks, and major highways, this completely move-in-ready home combines luxury upgrades with an excellent location.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Habib Fahs (321-806-5196)
7485 ALOMA PINES CT, WINTER PARK, FL 32792
$375,00067 Days on yellowkey MLS ID: O6398259
0 Days Off yellowkey (back on 6/1/2026)
REDUCED by $15,000 (3.8%) on 05/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1787 Built: 2017Monthly Fee: $407 Tax: $4,585 (2025)Community: Aloma TrailsSpa: NoTownhouse
Taxes:$4,585
Remarks: Under contract-accepting backup offers. Experience the perfect blend of luxury and convenience in the highly sought-after GATED community of Aloma Trails. This meticulously maintained 3-bedroom, 2.5-bathroom townhome, built in 2017, offers 1,787 sq. ft. of living space designed for comfort and modern style. Step inside to find an inviting open-concept first floor featuring beautiful ceramic tile flooring and high ceilings. The gourmet chef’s kitchen is a true standout, boasting upgraded granite countertops, a stylish tiled backsplash, 42” solid wood cabinetry, and a large island with plenty of breakfast bar seating. The full suite of stainless steel appliances makes this kitchen as functional as it is beautiful. The second level features plush carpeting throughout the bedrooms for ultimate comfort. The oversized Master Suite is a private sanctuary, complete with a massive walk-in closet and a spa-like en suite bathroom featuring a glass-enclosed shower, dual-sink vanity, and expansive cabinetry. Two additional well-appointed bedrooms share a second full bath, while the dedicated interior laundry closet adds a layer of daily convenience. (One or more photos have been virtually staged to show the potential of the space) Uniquely positioned with a spacious 2-car garage and a private paved driveway, this home easily accommodates multiple vehicles. The community of Aloma Trails provides a true "lock-and-leave" lifestyle with hassle-free lawn care and pristine common areas included in the HOA. Active lifestyles will thrive with the Cady Way Trail and Cross Seminole Trail just steps from your front door. For fitness buffs, Crunch Fitness is located directly across from the community entrance. Retail: 3 minutes to Walmart, Costco, and Publix. Education: Zoned for top-rated Seminole County Schools and minutes from UCF and Full Sail University. Entertainment: Short drive to the world-class dining and shopping of Park Avenue in Winter Park. Commute: Easy access to SR 417 puts you at the airport in 20 minutes or the beach in just 40! Don't miss your chance to own a piece of Winter Park luxury in a premier gated enclave.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Gunel Aydamirli (407-907-7704)
7522 ALOMA PINES CT, WINTER PARK, FL 32792
$375,00022 Days on yellowkey MLS ID: S5150544
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1872 Built: 2017Monthly Fee: $407 Tax: $4,304 (2025)Community: Aloma TrailsTownhouse
Taxes:$4,304
Remarks: Beautifully maintained 3-bedroom, 2.5-bath two-story townhome featuring a bright and functional open-concept floor plan. The first floor offers tile flooring throughout the spacious living and dining areas, kitchen, and half bath. The modern kitchen is designed for both style and convenience, featuring granite countertops, abundant cabinetry, a large center island, and a walk-in pantry, along with a full appliance package. Sliding glass doors provide abundant natural light and a peaceful backyard view. Upstairs, you’ll find all bedrooms, including a spacious primary suite with plush carpeting, a large walk-in closet, and an en-suite bathroom featuring dual vanities and a glass-enclosed shower. The second floor also includes a full guest bathroom, a convenient laundry closet with washer and dryer, multiple linen closets. Additional highlights include a one-car garage, extended driveway parking, and access to community amenities. Conveniently located near Park Avenue, University of Central Florida, Full Sail University, and Rollins College, with easy access to shopping, dining, and entertainment.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Vildan Nigro (352-988-3824)
5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792
$280,00063 Days on yellowkey MLS ID: O6398856
REDUCED by $5,000 (1.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1984 Tax: $668 (2024)Community: Lazy Oaks CondoCondo
Taxes:$668
Tax Year: 2024
Remarks: Quiet Living in the Desirable Lazy Oaks Community of Winter Park. Welcome to the peaceful, well-established community of Lazy Oaks in highly sought-after Winter Park. This hidden gem offers beautifully landscaped grounds, meticulous maintenance, and the added benefit of a low HOA. This lovingly maintained 2-bedroom, 2-bath home features a spacious, thoughtfully designed floor plan with an attached garage. The home is ideally located near top-rated schools, shopping, dining, and provides convenient access to major highways. Inside, you’ll find a neutral color palette complemented by ceramic tile and wood laminate flooring throughout. The efficient kitchen boasts gleaming white countertops, rich wood cabinetry, and a large pantry for ample storage. The expansive great room offers flexible space for both dining and living areas, complete with a cozy wood-burning fireplace—perfect for relaxing or entertaining. Sliding glass doors open to a large, screened private lanai, ideal for morning coffee or evening unwinding. The spacious primary suite features an en suite bath with dual sinks, a large vanity, walk-in shower, and a generous closet. A split-bedroom layout provides added privacy, with a secondary bedroom and additional full bath. Additional highlight: HVAC replaced in 2021. Don’t miss this opportunity to make your home in one of Winter Park’s most charming and convenient communities!
Listing Agent: Mindy Machock (407-461-1866)
4190 BEAR GULLY RD, WINTER PARK, FL 32792
$499,900161 Days on yellowkey MLS ID: O6371014
REDUCED by $25,000 (4.8%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2058 Built: 2003Monthly Fee: $52 Tax: $5,630 (2024)Community: Bear Gully ForestSingle Family
Taxes:$5,630
Remarks: Price reduced!! Spacious Winter Park home on over a half acre with no rear neighbors!. In Bear Gully Forest community and has over 2,000 s/f- with a Living Room, Dining Room, Eat-in Kitchen and more. The home's fully-equipped kitchen has excellent cabinet space and appliances that include a stove, microwave, and dishwasher. An inside laundry room has a washer/dryer combination for your convenience. Bedroom with 1/2 bath upstairs. Roof new in 2018 with a 10 year full warranty.
Listing is courtesy of: ADVANCE REALTY & MANAGEMENT LLC (407-901-3636)
Listing Agent: Craig Swetnam (407-802-0405)
4348 STEED TER, WINTER PARK, FL 32792
$824,00039 Days on yellowkey MLS ID: O6406018
0 Days Off yellowkey (back on 5/26/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3040 Built: 1989Monthly Fee: $29 Tax: $3,652 (2024)Community: Kings CoveSpa: NoSingle Family
Taxes:$3,652
Elementary School: Red Bug Elementary
Remarks: Under contract-accepting backup offers. BELOW APPRAISAL GEM IN WINTER PARK. Welcome to this beautifully and luxuriously updated 4-bedroom, 4-bath pool home located in the highly desirable Kings Cove community of Winter Park. Offering over 3,000 square feet of living space on a spacious 0.31-acre lot, this home blends comfort, functionality, and major system upgrades. The kitchen is designed for both everyday living and entertaining, featuring a gas stove, double oven, warming drawer, extra-large refrigerator, and custom pull-out cabinetry. The oversized island includes an additional sink, built-in microwave, and new (2025) under-counter ice maker. Recent upgrades and improvements include: New roof (2021) New first-floor A/C system (2021) New septic tank (2023) New hot water heater (2025) The primary suite has been thoughtfully updated in 2026, featuring a fully renovated bathroom with dual sinks and in-drawer electrical outlets, along with a custom-designed closet system completed in March 2026. New carpet was installed in April 2026. Additional highlights include a dedicated laundry room with sink and wine storage, a custom pantry with oversized pull-out drawers, built-in entertainment center, and a ceiling-mounted audio system controlled by phone. Step outside to enjoy your private in-ground pool and a quiet, established neighborhood close to top-rated schools, shopping, dining, and major highways. This is a move-in-ready home with major systems already updated and high-end functional upgrades throughout—don’t miss this opportunity.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Renata Dove (407-923-8216)
1540 FLORENTINO LN, WINTER PARK, FL 32792
$335,00024 Days on yellowkey MLS ID: O6408841
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1682 Built: 2004Monthly Fee: $175 Tax: $5,340 (2025)Community: Vistas At Lake HowellTownhouse
Taxes:$5,340
Elementary School: Sterling Park Elementary
Remarks: Come and see your new home in the sought after Vistas at Howell Branch community. This two story townhouse has 3 bedrooms, 2.5 baths, and open first floor, floor plan. Relax in the evening on your screened in porch. The master bedroom has a walk in closet and large master bath. Your washer and dryer are on the second floor centrally located to all the bedrooms. You will find yourself within walking distance of restaurants, grocery stores, and other retail outlets. It's central location puts within minutes of 436 and 417. Schedule your showing today!
Listing Agent: Ashley Fisak (407-848-7975)
1617 CHILEAN LN, WINTER PARK, FL 32792
$367,500152 Days on yellowkey MLS ID: O6373026
1 Days Off yellowkey (back on 5/15/2026)
REDUCED by $2,400 (0.6%) on 04/30/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1359 Built: 1960 Tax: $3,432 (2024)Community: Eastbrook Sub Unit 05Single Family
Taxes:$3,432
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Back on the market and better than ever! New water heater and minor repairs addressed and ready for the new owner! Come see this newly renovated home in the Eastbrook neighborhood of Winter Park. Offering 3 bedrooms and 2 full baths it’s the perfect sanctuary for families and entertainers alike. You will enjoy the bright, airy feel of the open floor plan accentuated by the vaulted ceilings that flood the space with natural light. The stylish interior includes luxury vinyl plank flooring throughout, complemented by elegant tile in the bathrooms and laundry room. Relax in not one, but two generous living areas, perfect for family gatherings, entertaining or cozy nights in. Cook like a pro in your eat-in kitchen featuring brand new ENERGY STAR stainless steel appliances, ample cabinetry, and convenient carport access for effortless unloading. The generous backyard provides a private oasis for outdoor activities, barbecues, and gardening enthusiasts. Plus, the expansive driveway and two-car carport ensure plenty of parking for your guests. Recent upgrades include ceiling fans, blinds, fresh paint, stainless steel appliances, a newer roof (2017) and a well-maintained air conditioner (only 4 years old) ensuring peace of mind for years to come. Located in Seminole County, known for great schools and in a community with NO HOA fees, giving you the freedom to enjoy your space. Plus, you're just moments away from shopping, dining, and parks!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Brenda Feliciani (407-405-0931)
2707 TIERRA CIR, WINTER PARK, FL 32792
$495,00048 Days on yellowkey MLS ID: O6398979
2 Days Off yellowkey (back on 5/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1710 Built: 1970 Tax: $3,237 (2025)Community: Casa AlomaSingle Family
Taxes:$3,237
Elementary School: English Estates Elementary
Remarks: Tucked into one of Winter Park's most convenient pockets, this thoughtfully updated residence offers a seamless blend of comfort, style, and convenience. With three bedrooms and two bathrooms, the layout provides flexibility for a variety of living arrangements while maintaining a warm, welcoming feel throughout. The updated kitchen is both functional and inviting, featuring a gas stove and a dedicated coffee bar that adds a touch of everyday luxury. Living spaces flow effortlessly to the outdoors, where a large screened-in porch invites year-round enjoyment, complemented by a paved patio with a firepit that's ideal for relaxed evenings. The yard is perfectly sized for easy maintenance and enjoyment, complete with built-in swings that add a unique and playful detail. Positioned in a highly desirable location, this home is just moments from Interlachen Country Club, Full Sail University, and AdventHealth Winter Park, with everyday essentials like Costco nearby. Enjoy quick access to the shopping and dining of Park Avenue, just 15 minutes away. A rare opportunity to enjoy a move-in-ready home in one of Winter Park’s most convenient and connected areas. Recent updates include a 2021 roof, offering peace of mind and move-in ready convenience.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Hannah True (407-923-9330)
1205 VALLEY CREEK RUN, WINTER PARK, FL 32792
$450,00076 Days on yellowkey MLS ID: O6394946
1 Days Off yellowkey (back on 5/19/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1815 Built: 1997Monthly Fee: $22 Tax: $2,237 (2024)Community: Lost CreekSingle Family
Taxes:$2,237
Remarks: Under contract-accepting backup offers. MULTIPLE OFFERS RECEIVED, SUBMIT YOUR BST OFFER BY 5PM 5/18/2026. Welcome to this beautifully maintained 3-bedroom, 2-bathroom home offering 1,815 square feet of comfortable living in the established Lost Creek community of Winter Park. This light-filled residence features a thoughtfully designed split floor plan with vaulted ceilings, fresh interior paint (2026), and a blend of formal and casual living spaces. The formal living and dining rooms provide an elegant setting for entertaining, while the inviting family area is anchored by a cozy wood-burning fireplace and enhanced by ceiling fans and abundant natural light throughout. The well-appointed kitchen features warm blond-toned wood cabinetry, stainless steel appliances, and a cozy breakfast nook, perfect for both everyday living and casual dining. The kitchen flows easily into the main living areas, creating a functional and welcoming space for gathering with family and friends. A nearby laundry closet with included washer and dryer adds everyday convenience. The spacious primary suite serves as a private retreat, complete with a ceiling fan and an en-suite bathroom featuring a large double vanity, relaxing garden tub, and a separate shower with sliding doors. Split from the primary suite, the secondary bedrooms are well-sized and versatile, ideal for a growing family and guests, a home office, or additional living space, with easy access to the second full bathroom. Sliding glass doors lead to a screened lanai overlooking a spacious .21-acre lot shaded by mature oak trees and lush landscaping, an ideal setting to relax, unwind, or enjoy outdoor living year-round. Additional highlights include a two-car garage and major system updates including a roof (2018), HVAC (2019), and water heater (2021). Located just minutes from Red Bug Lake Park, top-rated schools, and a variety of shopping, dining, and everyday conveniences, this home offers the perfect balance of tranquility and accessibility. Don’t miss the opportunity to enjoy comfortable living in one of Winter Park’s most desirable and well-established neighborhoods.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Amy Turner (407-803-3885)
1468 AUBURN GREEN LOOP, WINTER PARK, FL 32792
$475,00057 Days on yellowkey MLS ID: O6399199
0 Days Off yellowkey (back on 5/17/2026)
REDUCED by $5,000 (1.0%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 1984Monthly Fee: $49 Tax: $6,243 (2024)Community: Country LaneSingle Family
Taxes:$6,243
Remarks: Under contract-accepting backup offers. Welcome to this fantastic home on beautiful Lake Florence in a great Winter Park location off of Howell Branch Road in Seminole County! This spacious 3-Bedroom, 2-Bathroom house features vaulted ceilings, wood burning fireplace, ceiling fans, and wonderful outdoor areas. The Living Room, Dining Room and Great Room make this home feel large. The main living areas, hallways and one bedroom have engineered hardwood flooring, wet areas have tile flooring and there is carpet in the primary bedroom and bedroom 3. There is also a small nook that would be perfect for a craft area, office or library and it opens to the side courtyard which is fully fenced and a good size storage shed for your convenience. The Kitchen has all standard appliances including refrigerator, range, dishwasher and disposal. There is also a cozy eat in breakfast nook. The Primary Bedroom is located in the back of the home and has a nice walk-in closet with en-suite bath. There are sliding glass doors that open to the huge screened-in patio with optimal views of the lake! You will love to wake up to the gorgeous view! There are two additional Bedrooms and Full Hall Bathroom. Each bedroom has direct access to the screened in porch. This home has a finished two car garage with opener and washer/dryer hookups. Enjoy coffee in your hammock while watching the ski boats inside the screened patio that runs the full rear length of the home, providing the amazing view to the lake and is perfect for entertaining or enjoying an evening cocktail. Close to most major roadways, this home will not last long!
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Jodie Ma (407-221-0775)
5236 ALBERT DR, WINTER PARK, FL 32792
$489,00033 Days on yellowkey MLS ID: O6404725
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1843 Built: 1979 Tax: $5,820 (2024)Community: Wrenwood Unit 3 3Rd AddSingle Family
Taxes:$5,820
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained pool home in the heart of Winter Park! Step outside to your own private backyard oasis featuring a sparkling pool and spacious patio area, perfect for entertaining, relaxing, and enjoying Florida living year-round. Inside, you’ll find a semi-open split layout with four bedrooms and two full bathrooms, plenty of natural light let in by the skylights and comfortable living spaces. Enjoy cooking and entertaining in the oversized kitchen with extra large island, perfect for up to 6 guests! The spacious primary bedroom features an en-suite bathroom with an updated shower including a rainfall shower head and large walk-in closet with built-in shelving. The guest bedrooms are located separately from the primary giving seclusion and privacy. Ideally located in a neighborhood with NO HOA and is just minutes from shopping, dining, parks, top-rated schools, and major highways, this home offers the perfect combination of comfort, convenience, and lifestyle. Don’t miss your opportunity to own a slice of paradise in one of Central Florida’s most desirable locations!
Listing Agent: Cody Hancock (850-758-0841)
1515 WINTER GREEN BLVD, WINTER PARK, FL 32792
$300,000103 Days on yellowkey MLS ID: O6384755
1 Days Off yellowkey (back on 5/16/2026)
REDUCED by $15,000 (4.8%) on 04/28/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1652 Built: 1984Monthly Fee: $188 Tax: $3,993 (2024)Community: Winter GreenTownhouse
Taxes:$3,993
Remarks: Under contract-accepting backup offers. 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 Agent: Jill Healey (407-797-1420)
2401 ANTILLES DR, WINTER PARK, FL 32792
$320,000223 Days on yellowkey MLS ID: O6357934
0 Days Off yellowkey (back on 5/14/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1719 Built: 1977Monthly Fee: $95Community: Windward Square Sec 1Townhouse
Taxes:$0
Remarks: Under contract-accepting backup offers. 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 Agent: George Freelove (407-408-5167)
1427 LAKE FLORENCE WAY, WINTER PARK, FL 32792
$639,000208 Days on yellowkey MLS ID: TB8449992
1 Days Off yellowkey (back on 5/11/2026)
REDUCED by $36,000 (5.3%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2193 Built: 2019Monthly Fee: $186 Tax: $5,586 (2024)Community: Lake Florence PreserveSpa: YesSingle Family
Taxes:$5,586
Remarks: Welcome to this beautifully maintained, Stunning Better-Than-New 6-Year-Old Custom Home in Gated Lake Florence Preserve, one-owner custom home that truly has it all. From the moment you enter, you’ll appreciate the exceptional quality and craftsmanship, including upgraded 8' interior doors, 10-foot ceilings, crown molding, and elegant tray ceilings throughout—even in the primary suite. One of the home’s most impressive features is the expansive 16-foot pocket sliding glass door that creates a seamless indoor–outdoor connection, making your private backyard oasis feel like a natural extension of your living space. Step into the custom heated pool with built-in spa, finished in luxurious PebbleTec, and enjoy the tranquil waterfall cascading from the spa into the pool. The entire screened-in lanai is surrounded by lush landscaping and enhanced by a striking outdoor LED lighting system. The fully fenced backyard overlooks a generous greenspace that enhances privacy and creates an ideal setting for pets, entertaining, or unwinding. TV wall mounts are already installed inside and on the lanai, ideal for watching the game or unwinding by the pool. The upgraded kitchen is a chef’s dream, featuring premium finishes and a gas stove, while the open-concept living area offers an inviting space for everyday living and entertaining. All bedrooms feature recently upgraded flooring, and the primary suite includes a large walk-in closet and a spa-like bathroom with a luxurious rain shower head. The home is outfitted with numerous upgrades for comfort and convenience, including motorized blinds on the sliding glass doors, ceiling fans throughout, dimmer light switches, and a full security system. Fresh interior paint including all doors adds a crisp, updated feel to every room. Practical features include an interior storage room, a tankless water heater, and a full sprinkler system covering both the front and backyard. The home also comes prewired with plumbing, gas, and electric for a future outdoor kitchen, offering excellent potential for expanded outdoor living. The garage is exceptionally functional, featuring a 240V EV outlet, a dedicated golf cart parking space, added shelving, and attic storage for additional organization and convenience.
Listing is courtesy of: COMMUNITY REALTY ASSOCIATES (561-852-1341)
Listing Agent: Douglas Addeo (561-251-3408)
3374 HAMLET LOOP, WINTER PARK, FL 32792
$370,00047 Days on yellowkey MLS ID: O6403488
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1397 Built: 1994Monthly Fee: $63 Tax: $5,326 (2024)Community: Villas Of Casselberry Ph 3Single Family
Taxes:$5,326
Remarks: Tucked inside a quiet Winter Park neighborhood, this three-bedroom, two-bath home offers a comfortable layout and a sense of privacy that’s hard to find. No rear neighbors and a tree-lined backyard create a peaceful setting you’ll appreciate every day. The main living area is open and versatile, allowing you to arrange the space in a way that truly fits your lifestyle. The living room and dining room flow into the kitchen, where you’ll find lots cabinet storage, eat in space, and a view out to the backyard. The primary suite is conveniently located on the main floor, featuring generous windows that bring in natural light, a walk-in closet, and an updated en suite bath. A half bath downstairs adds convenience for guests. Upstairs, two spacious bedrooms share a full bath, offering comfortable separation from the main living areas. The Villas of Casselberry community has a pool for you to enjoy. The location places you just minutes from Park Ave’s shops, dining, events and great parks. With easy access to major roads and a central location close to Rollins, UCF, Full Sail and downtown Orlando, this home offers both comfort and connectivity. If you’ve been looking for space, privacy, and a well located Winter Park address, this one is worth seeing in person. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
5454 BRACKEN COURT, WINTER PARK, FL 32792
$199,00040 Days on yellowkey MLS ID: O6401099
0 Days Off yellowkey (back on 5/7/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 1984Monthly Fee: $110 Tax: $728 (2024)Community: Fernbrook TrailsTownhouse
Taxes:$728
Remarks: Charming two-story townhouse in Winter Park offering great potential for the right buyer! This 3-bedroom, 2-bath home features a cozy fireplace, a spacious layout, and a back porch overlooking a large, fenced backyard—perfect for outdoor enjoyment. The property does need some TLC, making it an excellent opportunity for investors or buyers looking to add their personal touch. Conveniently located near shopping, dining, parks, and major roadways, this home combines location with opportunity.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mark Ramey (407-496-1766)
2774 BRIGHT BIRD LN, WINTER PARK, FL 32792
$465,000543 Days on yellowkey MLS ID: O6266098
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1907 Built: 2024Monthly Fee: $375 Tax: $1,009 (2023)Community: Grayson SquareTownhouse
Taxes:$1,009
Tax Year: 2023
Remarks: Motivated seller! Brand new townhouse professionally decorated, and available today! Built in 2024, this property offers a great floorplan: with a lot of natural light and coziness. Fall in love with the modern and spacious house located in a prestigious area! Close to shops and markets this is an amazing opportunity for those looking for a quiet neighborhood but close to everything at the same time! Schedule a tour today!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Priscila Triska (321-354-5459)
1131 WILDMEADOW RUN, WINTER PARK, FL 32792
$825,00084 Days on yellowkey MLS ID: O6392218
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2589 Built: 2020Monthly Fee: $165 Tax: $5,312 (2024)Community: Meadows At Hawks CrestSingle Family
Taxes:$5,312
Middle School: Sanford Middle
Remarks: Winter Park - Located in the gated community of Hawks Crest, this 4-bedroom, 3.5-bath home offers 2,589 square feet of well-designed living space on a premium pond-view lot. Built in 2020, the home features a downstairs primary suite, open-concept living area, and a versatile upstairs loft. Additional highlights include a tile roof, modern finishes, a screened-in patio for outdoor living, and access to community amenities. This home combines location, layout, and value in a beautiful Winter Park gated communities.
Listing is courtesy of: BECK REALTY LLC (407-256-6369)
Listing Agent: Joann Beck (407-256-6369)
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