Location: Winter Garden
Do Not Show Listings
7562 SPRING VALLEY ST, WINTER GARDEN, FL 34787
$582,49024 Days on yellowkey MLS ID: G5111052
0 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $140Community: Hamlin Meadows At HamlinSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Berkley floorplan by Dream Finders Homes features 2,102 square feet of well-designed living space across two stories. This home includes 3 bedrooms, 3 full bathrooms, and a 2-car garage. The open-concept main floor boasts a spacious family room, dining area, and a modern kitchen with ample counter space—ideal for both daily living and entertaining. The primary suite is located on the first floor for added privacy, with a luxurious bath and walk-in closet. Upstairs, two additional bedrooms and a full bath provide flexible living options for guests or family members. Located near major roadways and just minutes from the shopping, dining, and entertainment options of Hamlin Town Center, Winter Garden Village, and Walt Disney World, Silverleaf offers the perfect balance of connectivity and tranquility. Orange County schools, including Hamlin Elementary, Hamlin Middle, and Horizon High School, enhance the appeal of this vibrant community.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
13412 FOX GLOVE ST, WINTER GARDEN, FL 34787
$849,90040 Days on yellowkey MLS ID: G5110319
REDUCED by $43,000 (4.8%) on 04/16/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3954 Built: 2005Monthly Fee: $243 Tax: $5,889 (2025)Community: Stoneybrook West Un 06Spa: YesSingle Family
Taxes:$5,889
Elementary School: Whispering Oak Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: WOW!!! OVER $40,000 RECENT PRICE REDUCTION!! Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. Thoughtfully updated, the property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort and entertainment, featuring an immersive surround sound system throughout the main level and an impressive dedicated theater/bonus space. Every detail has been curated to elevate everyday living. Step outside to your own private retreat—an exceptional backyard showcasing a custom pool and spa with a striking grotto feature, creating the perfect setting for relaxing or entertaining guests year-round. Residents enjoy access to an array of resort-style amenities, including a clubhouse with dining, fitness center, tennis and basketball courts, beach volleyball, playgrounds, and an expansive community pool. Ideally situated just minutes from world-renowned attractions like Walt Disney World, with convenient access to major expressways and premier shopping and dining destinations nearby, this home offers the perfect balance of luxury, location, and lifestyle. One or more photo(s) have been virtually staged. PLEASE REMOVE SHOES BEFORE ENTERING THE HOME!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Juli Onorata (407-864-7701)
16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787
$550,000128 Days on yellowkey MLS ID: G5106012
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2170 Built: 2018Monthly Fee: $245 Tax: $7,556 (2024)Community: Waterleigh Ph 2ASingle Family
Taxes:$7,556
Elementary School: None
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence with a bonus room/office, built in 2018 and thoughtfully designed for both comfort and functionality. From the moment you step inside, you’ll appreciate the open-concept layout and high ceilings that create a light, airy feel—perfect for hosting gatherings or enjoying quiet evenings at home. This move-in-ready home features brand-new carpet throughout the upstairs and all bedrooms, along with fresh interior paint (December 2025) and new exterior paint (May 2025), giving it a clean, modern feel throughout. Upstairs, all three bedrooms and two full bathrooms give you a private retreat, highlighted by a spacious primary suite with a walk-in closet featuring custom built-ins designed to keep everything organized and within reach. Enjoy Florida living year-round on the covered outdoor patio, ideal for morning coffee or winding down at the end of the day. A separate laundry room adds everyday convenience, while HOA-maintained landscaping allows you to spend more time enjoying your home and less time on upkeep. Located in a vibrant community offering parks, a resort-style pool, and clubhouse, this home combines lifestyle, comfort, and convenience in one exceptional package. Don’t miss your chance to make this inviting Winter Garden home your own.
Listing is courtesy of: NARROW ROAD REALTY (352-589-8100)
Listing Agent: Nicholas Barber (407-574-1651)
1490 STONE ARROW CT, WINTER GARDEN, FL 34787
$574,000119 Days on yellowkey MLS ID: S5141442
0 Days Off yellowkey (back on 4/16/2026)
REDUCED by $5,000 (0.9%) on 04/16/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3248 Built: 2019Monthly Fee: $105 Tax: $9,401 (2024)Community: Oakland Trls Ph 2Single Family
Taxes:$9,401
High School: None
Middle School: None
Remarks: This stunning 5 BEDROOM + LOFT + DEN, 3.5 BATH home is situated on a spacious CONSERVATION LOT in the all-new Oakland Trail community. Once you step inside you will immediately appreciate the modern open first floor feat NEW VINYL PLANK flooring int the living room/ dining room. The spacious kitchen feat stainless steel appliance package, lots of cabinet storage under beautiful granite counters, and center island with breakfast bar. The family room and the rear lanai feat peaceful views of the rear lawn and conservation area. The first floor master suite feat a large walk in closet and the master bath complete with dual sinks, walk in shower, and garden tub. Upstairs you will find 4 additional bedrooms all with large closets, and served by 2 additional full baths. The flexibility of this home is endless as the upstairs features an additional LOFT SPACE as well as a 2nd Floor DEN. You get a large house without large energy bills as Meritage Homes is relentless with energy efficiency in their products. The Oakland Trails community centers around a generous park area and includes community pool, playground, and dog park! The community is located near the West Orange Trail, historic downtown Plant Street, and a short drive from Winter Garden Village. The location of this home can't be beat for ease of access to the Turnpike, shopping, and dining. Call today to see this home!
Listing is courtesy of: NUMBER 1 BROKER, LLC (407-566-3400)
Listing Agent: Eric Jia (407-401-1431)
1110 VINSETTA CIR, WINTER GARDEN, FL 34787
$619,00095 Days on yellowkey MLS ID: O6375070
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2276 Built: 2013Monthly Fee: $112 Tax: $3,427 (2024)Community: Avalon ReserveSingle Family
Taxes:$3,427
Remarks: Under contract-accepting backup offers. Welcome home to this immaculate and model-worthy SINGLE-STORY 4-bedroom, 3-bath home in the heart of Winter Garden. Situated on a FULLY FENCED private corner lot, this home offers a RARE 3-car garage and a true split floor plan with the primary suite privately separated from the secondary bedrooms—ideal for families, guests, or multi-generational living. The open-concept kitchen features a NATURAL GAS range, white cabinetry, granite countertops, glass display cabinets, built-in wine rack, and a large island with pendant lighting and seating. Wood-look tile flooring throughout (NO CARPET ANYWHERE!) adds style and durability to the homes seamless floor plan. The spacious primary suite includes a large walk-in closet and an ensuite bath with dual sinks, soaking tub, and separate walk-in shower. Three additional bedrooms are located on the opposite side of the home for added privacy. Enjoy outdoor living on the covered and EXTENDED LANAI, perfect for relaxing and entertaining. The privacy of the lot is the perfect spot for enjoying your morning coffee or a weekend afternoon with friends. Located in a desirable boutique community, of just 66 homes, the location offers easy access to all that Central Florida has to offer. You are just 10 minutes from Winter Garden Village and historic Downtown Winter Garden, home of arguably the largest and best farmers market in the country and every store, restaurant and coffee shop you can imagine. Orlando International Airport, Disney, Universal, Epic Universe, Sea World, and world class golf are all within 30 minutes. Call today for a private tour!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Terri Schon (407-625-2670)
11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787
$849,00025 Days on yellowkey MLS ID: O6399101
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2122 Built: 2023Monthly Fee: $85 Tax: $9,030 (2025)Community: Northlake At Ovation Phase 1Single Family
Taxes:$9,030
Elementary School: Water Spring Elementary
Remarks: Stunning Home in Winter Garden – Prime Location! Welcome to this beautiful and meticulously maintained home located in the highly desirable Winter Garden area. This exceptional property offers the perfect blend of comfort, elegance, and modern convenience, with premium upgrades throughout. Featuring 4 bedrooms and 3 full bathrooms, the home is thoughtfully designed for both everyday living and entertaining. As you arrive, you are welcomed by a charming front porch with a landscaped garden, creating a warm and inviting first impression. Upon entering, a long hallway leads you into a spacious open-concept living area where the kitchen, dining, and living room flow seamlessly together. The kitchen is equipped with appliances, wood cabinetry, and a breakfast bar, offering both functionality and style. This home stands out with numerous upgrades, including a whole-house water filtration system, installed window treatments throughout, and automated blinds in the primary suite and master bathroom, adding both comfort and sophistication. All bathrooms feature glass shower enclosures, enhancing the modern feel of the home. The primary suite serves as a true retreat, offering dual sinks with quartz countertops, a soaking tub, and a beautifully tiled walk-in shower, complemented by the added convenience of automated shades. Step outside through large sliding glass doors to your private outdoor oasis. The fully fenced, oversized lot ensures maximum privacy and backs onto a protected conservation area with no rear neighbors, while also offering stunning, unobstructed lake views. The outdoor space is designed for entertaining, featuring a fully equipped summer kitchen with barbecue, perfect for gatherings or relaxing evenings. Additional features include a laundry room with built-in cabinetry and an extra water tank conveniently located in the garage, providing added efficiency. The property also features a leased solar panel system, which will be transferred to the new owner, delivering energy efficiency and potential savings on utility costs. Residents enjoy access to excellent HOA amenities, including a resort-style pool, playground, and scenic sidewalks throughout the community, perfect for outdoor activities. Ideally located near Walt Disney World, Hamlin Town Center, Horizon West, top-rated schools, and major highways, this home offers both a vibrant lifestyle and easy accessibility. Don’t miss this rare opportunity to own a highly upgraded home with breathtaking lake and conservation views in one of Central Florida’s most sought-after communities. Schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Joao Freitas De Souza Freitas, Jr (407-342-6363)
14804 COSCESTER ST, WINTER GARDEN, FL 34787
$399,990268 Days on yellowkey MLS ID: O6333959
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1456 Built: 2025 Tax: $1,129 (2024)Community: Black LakeSingle Family
Taxes:$1,129
Remarks: Best-Priced New Construction Opportunity in Winter Garden - Unlock Immediate Value. Welcome to 14804 Coscester Street, a modern new-construction home offering the perfect combination of space, functionally, and value in one of Winter Garden's fastest-growing corridors. This thoughtfully designed residence features an open-concept layout, spacious living areas, and a contemporary kitchen equipped with sleek cabinetry, stainless steel appliances, and ample counter space - ideal for both everyday living and entertaining. Generous bedroom and well-appointed bathrooms provide comfort and flexibility for a variety of lifestyles. What truly sets this home apart is its exceptional pricing relative to surrounding communities, making it one of the best vale opportunities currently available in Winter Garden. For buyers seeking maximum square footage, modern constructions, and long-term upside potential, this property delivers. Whether you're a first-time homebuyer looking to enter the market, or an investor seeking a strong rental asset in a high-demand area, this home offers immediate equity potential and long-term growth positioning. Additional highlights include: modern construction with efficient features; open layout with abundant natural light; competitive pricing designed to create instant value; ideal for primary residence or investment strategy. Priced to Sell - opportunities like this are rare in today's market. Schedule your private showing today and secure one of Winter Garden's best value homes.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Stephanie Li (407-538-7599)
17144 PHIL C PETERS RD, WINTER GARDEN, FL 34787
$2,550,000512 Days on yellowkey MLS ID: O6260561
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4633 Built: 1982 Tax: $1,591 (2023)Community: Lake Avalon Groves RepSpa: YesSingle Family
Taxes:$1,591
High School: Windermere High School
Tax Year: 2023
Remarks: Pre-Construction. To be built. 4633 sq ft of living space, set on a sprawling 2.5 acre lot. Choose from this 4 Bedroom, 4.5 Bathroom, 4 Car Garage Custom Home or Lionshead Homes will design an alternative floor plan just for you! The property exudes tranquility with its lush mature landscape, offering ample room for a pool, outdoor activities, gardening, or farm animals. Inside, the home features a modern layout with luxurious finishes, a spacious kitchen, formal and informal dining, office, game room and a lavish Master Suite which features double tray ceilings, his and her closests, large shower and a freestanding tub. Outside, the large lot provides privacy and a peaceful escape, while still being conveniently close to Winter Garden’s vibrant amenities, including shopping, dining and top-rated schools. Ideal for Homeowners seeking a rural escape without compromising accessibility. Alternative floor plans for this homesite are available upon request.
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Edward Guerrette Llc (321-299-4279)
15195 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787
$1,295,00057 Days on yellowkey MLS ID: O6389732
5 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3844 Built: 2016Monthly Fee: $235 Tax: $8,393 (2025)Community: Hickory Hammock Ph 2BSpa: YesSingle Family
Taxes:$8,393
Remarks: Under contract-accepting backup offers. Exceptional Lakefront Pool Home in the Gated Community of Hickory Hammock in Winter Garden. Positioned on a quiet cul-de-sac overlooking Lake Claire and Johns Lake Conservation, this impeccably maintained 4-bedroom, 3-bath residence showcases 3,844 square feet of thoughtfully designed living space and a 3-car tandem garage, seamlessly blending luxury, comfort, and the Florida lakefront lifestyle. The private outdoor retreat is designed for unforgettable entertaining, featuring a resort-style saltwater pool and spa with sun shelf, pool heater (2017), fire bowls, and wireless controls for the pool, spa, lighting, and water bowl. A dramatic two-story screened enclosure frames the outdoor living space while preserving peaceful lake and conservation views, creating the perfect setting for relaxing or entertaining while enjoying the tranquil waterfront setting. Inside, the home blends elegance and functionality with tile flooring throughout the first floor and engineered hardwood on the stairs and bonus room. The expansive family room features a stacked stone fireplace with wood mantle, creating a warm focal point for gatherings. Crown molding, upgraded lighting, and thoughtful details are carried throughout. The chef’s kitchen is ideal for everyday living and entertaining, showcasing espresso cabinetry, a large quartz island, glass tile backsplash, and an updated butler’s pantry and bar area with quartz counters, custom shelving, and designer tile accents. The first floor includes a bedroom and full bath, ideal for guests or multi-generational living, and all secondary bathrooms throughout the home have been beautifully updated, creating a cohesive, move-in-ready feel. An oversized custom laundry room features a sink, folding station, walk-in storage, quartz counters, and negotiable washer and dryer. Upstairs, the primary suite offers a private balcony with sweeping views of Lake Claire, conservation, and the sparkling pool below. Step onto the private balcony and take in the serene views of the pool and Lake Claire, creating a peaceful retreat to start or end your day. The fully renovated spa-style primary bathroom includes dual vanities, a glass-enclosed tile shower with rain head, and a freestanding soaking tub. A custom primary closet and flex room perfect for an office or nursery, separated by a barn door, add versatility. Additional upgrades include smart heated toilets throughout, Sonos sound system with three zones, Trex garage flooring, a 50-amp EV charger, whole-house water softener and filtration system, new dishwasher (2025), and interior and exterior paint within the last four years. The solar panels will be paid off at closing, providing energy savings, and a termite bond is in place. Residents of Hickory Hammock enjoy resort-style amenities including a clubhouse, fitness center, community pool, fishing pier, tennis courts, volleyball courts, dog park, playground, walking trails, and golf-cart friendly streets. Conveniently located near downtown Winter Garden, Winter Garden Village, major highways, and approximately 20 miles to Orlando International Airport. A rare opportunity to enjoy private lakefront living in one of Winter Garden’s most desirable gated communities.
Listing is courtesy of: CLOCK TOWER REALTY (407-832-7332)
Listing Agent: Denise Gregorie (407-463-0080)
815 BURLAND CIR, WINTER GARDEN, FL 34787
$575,900143 Days on yellowkey MLS ID: O6368127
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2994 Built: 2005Monthly Fee: $53 Tax: $8,110 (2025)Community: Fullers Xing Ph 03 A-GSingle Family
Taxes:$8,110
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. $50,000+ BELOW APPRAISED VALUE (Appraisal report completed February 2026). BRAND NEW ROOF installed September 2025! Your dream pool home in the recently expanded, highly sought-after Golf Cart District in Winter Garden awaits! Set on a spacious corner lot just under a quarter acre, this stunning 5-bedroom, 4-bathroom home offers 2,994 sq ft of thoughtfully designed living space. The beautiful curb appeal, manicured lawn, and wide driveway set the welcoming tone that awaits inside. Upon entry, you'll find the formal living and dining rooms, which connect directly to the kitchen and make hosting holidays or gatherings feel effortless. The kitchen is a chefs dream, featuring stainless steel appliances, abundant counter space, crown-molded cabinetry, a breakfast bar, and generous storage. This kitchen makes meal prep of any size feels like a breeze! Just beyond, the dinette and family room create a cozy hub for everyday meals, movie nights, and time spent together. The primary suite is conveniently located on the first floor and provides a peaceful retreat with a large walk-in closet with custom shelving and an en suite bathroom complete with a soaking tub, separate shower, and dual vanities. A full laundry room with a sink and storage adds everyday ease. Upstairs, a versatile loft offers endless possibilities, whether a TV room, playroom, or home office, while additional bedrooms are bright and spacious, so everyone in the family can feel right at home. Step outside to the star of the show: a screened-in lanai and resort-style pool! Perfect for summer BBQs, refreshing dips in the pool, or relaxing evenings under the Florida sky, this lanai is waiting to be the backdrop for many memories to come. The pool was recently resurfaced in June of 2025 with a salt cell added in April 2023, providing you added peace of mind. A new A/C unit was also installed in August 2020. The fenced backyard provides a safe space for four-legged friends and little ones to roam freely, while upgraded Govee Permanent Pro Outdoor smart lighting enhances both holiday ambiance and outdoor entertaining. The location truly sets this home apart. You’re less than 10 minutes from downtown Winter Garden, where brick-lined streets, local boutiques, award-winning restaurants, and a beloved weekly farmers market create a vibrant small-town feel. Outdoor enthusiasts will love being minutes from the West Orange Trail for biking, jogging, or scenic walks, as well as close to Lake Apopka, nearby parks, and nature trails for weekend adventures. With easy access to major highways, commuting is a breeze! This home puts you just 20 minutes from Walt Disney World, plus close to top-rated schools, shopping, and everyday conveniences. This home has truly been cared for and exemplifies the best of Central Florida living. Don't miss out on this amazing property, schedule your private showing TODAY!!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Grace Brazell (407-967-8608)
6441 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$617,99024 Days on yellowkey MLS ID: G5111080
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Taxes:$298
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGE PRE DESIGN CENTER PRICING The Carter at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Carter model. This impressive 2,515 sq. ft. residence features 4 bedrooms, 3.5 bathrooms, and a rear-load 2-car garage, thoughtfully designed for modern lifestyles. The heart of the home is an expansive open-concept main level, where a 15' x 17' great room flows seamlessly into the gourmet kitchen and dining area. The kitchen is a chef's dream, anchored by a massive center island and a walk-in pantry. A rare and highly desirable feature is the first-floor bedroom with a walk-in closet—perfect for visitors or a quiet home office. The primary Owner’s Suite offers a spa-like experience with a generous walk-in closet and luxurious bath.
6249 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$941,01524 Days on yellowkey MLS ID: G5111078
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4236 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to Arlington with Bonus! This stunning 4236 square foot, two-story floor plan boasts 6 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio, or head upstairs to discover a generously sized bonus room, ideal for a playroom, home office, or media space. Don’t miss out on the opportunity to make this beautiful home your own!
6159 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$699,74524 Days on yellowkey MLS ID: G5111054
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
6050 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$712,63424 Days on yellowkey MLS ID: G5111051
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2515 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant natural light enhances the open-concept layout. The first floor features a bedroom with private bath, perfect for guests or multi-generational living, while the upstairs showcases spacious secondary bedrooms and a well-appointed primary suite. Outdoor living shines with a covered breezeway and private courtyard, ideal for gatherings, dining, or quiet relaxation. Located in Avalon Woods, residents will enjoy proximity to top-rated schools, Hamlin Town Center, Hwy 429, and Disney, all just minutes away.
15142 TEA TREE DR, WINTER GARDEN, FL 34787
$858,12024 Days on yellowkey MLS ID: G5111049
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3498 Built: 2026Monthly Fee: $150 Tax: $298 (2025)Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Sample Image The Venice is a two-story home designed for efficient and flexible living. The first floor features an open-concept layout with a centrally located kitchen overlooking the dining area and main living space. The primary bedroom is located on the main level and includes a walk-in closet and en-suite bathroom, offering privacy and convenience. A flex room with walk in closet and a half bathroom are also located on the first floor, along with direct access to the garage and additional storage. The second floor includes additional secondary bedrooms with access to full bathrooms, a central loft providing flexible living space, and a dedicated laundry area. A secondary primary bedroom is also located on the second floor, featuring its own en-suite bathroom and walk-in closet, making it ideal for multi-generational living or extended stays.
15359 MARITIME PINE DR, WINTER GARDEN, FL 34787
$828,10525 Days on yellowkey MLS ID: G5110994
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2740 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The Arlington is perfect for families of all sizes!
14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787
$749,00046 Days on yellowkey MLS ID: O6392994
REDUCED by $46,000 (5.8%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2027 Built: 1989Monthly Fee: $322 Tax: $4,924 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$4,924
Remarks: Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
1035 CHASE DR, WINTER GARDEN, FL 34787
$465,00029 Days on yellowkey MLS ID: O6396474
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1793 Built: 1995Monthly Fee: $44 Tax: $3,337 (2025)Community: Island Pointe SubSpa: NoSingle Family
Taxes:$3,337
Remarks: Under contract-accepting backup offers. Welcome to a home that feels right the moment you arrive. Set beneath the shade of mature oak trees on a 100-foot-wide lot in Winter Garden’s golf cart district, this beautifully maintained single-story home in Island Pointe invites you to slow down, breathe a little deeper, and truly enjoy where you live. The wide, covered front porch stretches across the entire front of the home, creating the perfect place for morning coffee, evening conversations, and everything in between. Step inside and you’re greeted by soaring vaulted ceilings and natural light that pours in from every angle, giving the home an open, airy feel that lives larger than its footprint. The layout flows effortlessly with multiple living and dining spaces designed for both connection and flexibility. At the center of it all is a generously sized kitchen with abundant counter space and a center island that opens seamlessly to the family room. This is where life happens. Holidays, casual dinners, and late-night conversations all find their place here. The split floor plan offers privacy and comfort. The owner’s suite is tucked away and serves as a peaceful retreat with a walk-in closet and a spacious en-suite bath featuring dual sinks, a garden tub, and a separate shower. On the opposite side of the home, two additional bedrooms provide the ideal setup for family, guests, or a home office. This home has been lovingly cared for and offers something buyers are always searching for but rarely find: solid construction with major system updates already done, including a newer roof, updated HVAC, and a brand new water heater. The finishes reflect its original character, giving you the opportunity to modernize at your own pace and build meaningful equity along the way. But what truly sets this home apart is the lifestyle. Located in the highly sought-after Golf Cart District of historic Downtown Winter Garden, you are just minutes from everything that makes this area so special. Hop on your golf cart or bike and head to Plant Street where you’ll find charming boutiques, incredible dining, live music, festivals, and the beloved Saturday Farmers Market. Enjoy local favorites like Crooked Can Brewery and Food Hall and Scoops Ice Cream only a quick ride away. Spend your weekends exploring the West Orange Trail or relaxing at nearby Newton Park, the City Pool, playground, fishing pier, and public boat ramp. Whether it’s a morning ride, an afternoon on the water, or an evening out, everything you need is right at your fingertips. Daily convenience is just as impressive, with multiple grocery options nearby and shopping along Highway 50. You are also close to top-rated schools, Winter Garden Village, AdventHealth, and have easy access to the 429 and Florida Turnpike. All of this, paired with low HOA dues and a welcoming, established neighborhood, makes this home not just a great purchase, but a smart investment in both lifestyle and long-term value. Homes like this do not come around often. A single-story layout, a prime location, strong bones, and the chance to make it truly your own. Come see it in person. Walk the space. Feel the openness. Sit on the front porch and imagine life unfolding here.
Listing is courtesy of: UPWELL REALTY LLC (407-926-9960)
Listing Agent: Kyle Madorin Pa (407-504-9247)
14423 WABASSO LOOP, WINTER GARDEN, FL 34787
$899,999122 Days on yellowkey MLS ID: O6368408
1 Days Off yellowkey (back on 4/15/2026)
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3630 Built: 2023Monthly Fee: $217 Tax: $12,742 (2024)Community: Tilden Place/Winter GardenSingle Family
Taxes:$12,742
Elementary School: Keene Crossing Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. PRICED TO SELL! Welcome home to this stunning two-story residence in the gated community of Tilden Place, ideally located in the heart of Winter Garden. Just minutes from Winter Garden Village with its abundant shopping, dining, fast-casual options, hospital access, and everyday conveniences—and only a short drive to Walt Disney World Resort, this home offers the perfect blend of luxury, comfort, and location. Built by MI Homes, known for exceptional energy efficiency, this 5-bedroom, 4-bath home showcases sleek, modern upgrades throughout. The pavered driveway and porch set the tone, opening to a thoughtfully designed floor plan that includes a first-floor bedroom with a full bathroom, ideal for guests, multigenerational living, or a private home office. The main living areas feature LVP flooring, striking iron stair railings, and incredible custom trim work along the staircase. The gourmet kitchen will keep even the pickiest of chefs happy, featuring dark cabinetry that beautifully contrasts with a bright white waterfall island, pendant lighting, stainless steel appliances, gas cooking, and stunning upper cabinetry that elevates the space. A built-in pocket office offers the perfect spot for quick correspondence, bill pay, remote work, or a homework station. The family room is anchored by a dramatic wall of custom built-in shelving with accent lighting and a fireplace, creating a warm and inviting focal point for everyday living and entertaining. Upstairs, a spacious loft continues the custom design theme with floating shelves and integrated storage. The expansive upstairs primary suite features LVP flooring, generous space, and access to a private balcony, perfect for morning coffee or evening relaxation. With no rear neighbors, enjoy a private backyard retreat complete with an extended lanai, while the coastal-style balcony off the loft provides even more opportunities for entertaining and unwinding. The intimate gated community is centered around a beautiful pond with a fountain, and just a short walk down the street brings you to the community green space and playground. This stunning home truly offers modern luxury, functional living, privacy, and an unbeatable Winter Garden location. WELCOME HOME!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Amy Kidwell Pa (407-848-8042)
1923 JEAN MARIE DR, WINTER GARDEN, FL 34787
$580,000112 Days on yellowkey MLS ID: G5106903
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2916 Built: 2007Monthly Fee: $90 Tax: $4,275 (2024)Community: Carriage Pointe A-I & LSingle Family
Taxes:$4,275
Remarks: GATED COMMUNITY !! ENTICING CURB APPEAL !! 3 CAR GARAGE !! Welcome home to Carriage Pointe !! One of the most highly desired communities in Winter Garden !! This home has beautifully manicured lush landscaping and complimented by a BRICK PAVER DRIVEWAY AND WALK leading to the COVERED FRONT PORCH with DOUBLE LEADED GLASS ENTRY DOORS !! ROOF 2022 !! This 4 bed/ 3 bath VERSATILE FLOOR PLAN boasts 2,916 climate controlled sq. ft. The grand foyer with SOARING CEILINGS opens to the formal Living Room and the elegant trey ceiling Dining Room both providing plentiful NATURAL LIGHT !! The chef friendly kitchen has ABUNDANT CABINETRY, granite counters, tasteful backsplash, SS appliances, BREAKFAST BAR ISLAND and spacious Dinette/Nook that flows seamlessly into the oversized Family Room that overlooks the lanai. The EXPANSIVE PRIMARY ENSUITE has a trey ceiling, bay window-sitting area, an enormous walk-in closet, dual vanities, garden tub and large shower stall. The opposite side of the home has two additional bedrooms with a shared bath, and a GUEST SUITE complete with full bath and separate entry. The SCREENED LANAI overlooks the backyard with a HOT TUB !! The community has a tennis court, playground, soccer field and walking path. Location benefits include close drive to Disney/Theme parks, shopping, Toll 429, and numerous activities in downtown HISTORIC WINTER GARDEN !! Make this home your new address !!
Listing is courtesy of: EXIT REALTY TRI-COUNTY (352-385-3948)
Listing Agent: Steven Boone (352-430-4144)
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