Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Living Area Square Feet: 1500 to 1999
Do Not Show Listings
Winter Garden - 65 properties found
2281 OAKINGTON ST, WINTER GARDEN, FL 34787
$475,00012 Days on yellowkey MLS ID: S5148475
REDUCED by $20,000 (4.0%) on 04/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 2003Monthly Fee: $240 Tax: $5,033 (2025)Community: Stoneybrook West 47/78Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,033
Elementary School: Whispering Oak Elem
High School: None
Tax Year: 2025
Middle School: None
Remarks: Move-in ready home located in the highly desirable guard-gated community of Stoneybrook West. This well-maintained property offers a bright and open layout with a functional split-bedroom floor plan designed for comfortable everyday living. The spacious primary suite features a walk-in closet, dual vanities, soaking tub, separate shower, A flexible bonus area just off the suite can easily serve as a home office, nursery, or additional bedroom. The kitchen provides ample storage and flows seamlessly into the main living space, making it ideal for both daily use and entertaining. The family room is highlighted by a cozy fireplace, adding warmth and charm. Enjoy the fully screened backyard with plenty of room to relax or entertain outdoors. Stoneybrook West residents have access to resort-style amenities, including lake access, multiple sports courts, a community pool, playground, fitness center, and an active Town Centre. Conveniently located near shopping, dining, and major highways, this home offers both lifestyle and location.
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: Huizi Li (407-353-1043)
14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787
$500,00035 Days on yellowkey MLS ID: O6395116
0 Days Off yellowkey (back on 4/28/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1904 Built: 2016Monthly Fee: $164 Tax: $4,822 (2025)Community: WatermarkSingle Family
Taxes:$4,822
Elementary School: Panther Lake Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Welcome to Watermark in Winter Garden. Built by Meritage Homes in 2016, this two-story detached single-family home offers three bedrooms, two full baths, one half bath, 1,904 square feet and an upstairs loft for added flexibility. The main level features ceramic tile flooring, while the second floor includes carpeting, and all bedrooms offer walk-in closets. The kitchen is equipped with dark cabinetry, quartz countertops, a large island, stainless steel appliances, electric cooktop and double ovens. The primary suite includes a tray ceiling, custom walk-in closet system and en-suite bath with dual sinks and a standalone shower. Additional features include owned solar panels, clay tile roof, rear-entry two-car garage with alley access and a cozy covered front porch with stacked stone detail. Plantation shutters are featured on the French doors leading to the porch and in the downstairs half bath. Set on a low-maintenance homesite, this home also offers access to Watermark amenities including a pool, fitness center, clubhouse and tennis courts. Ideally positioned near shopping, dining, Starbucks and everyday conveniences, and zoned for Panther Lake Elementary, Hamlin Middle and Horizon High School.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Shane Carson (407-462-1310)
312 SILVERDALE AVE, WINTER GARDEN, FL 34787
$559,90029 Days on yellowkey MLS ID: O6396680
0 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1950 Built: 2007Monthly Fee: $72 Tax: $2,473 (2025)Community: Covington Park A B D E F G & JSingle Family
Taxes:$2,473
Elementary School: Dillard Street Elem
High School: Ocoee High
Middle School: Lakeview Middle
Remarks: Located in the golf cart district just minutes from the charm of Downtown Winter Garden, this beautifully maintained 3-bedroom single-family home in the highly desirable Covington Chase community offers the perfect blend of comfort, functionality, and lifestyle. Inside, you'll find a flexible and spacious open-concept layout, featuring a front living area and formal dining space, seamlessly connected by an open kitchen and main living area. The kitchen is well-appointed with stainless steel appliances, including a refrigerator, dishwasher, microwave, and stove, along with a breakfast bar and space for a casual dining table. The primary suite is privately situated off the living room and features a walk-in closet and an ensuite bathroom complete with dual vanities, a soaking tub, and a separate walk-in shower. Two additional generously sized bedrooms and a full family bathroom are thoughtfully positioned, along with a dedicated laundry room that provides direct access to the two-car garage. Sliding glass doors from the living area lead to a screened rear patio, opening out to a spacious, fully fenced backyard, with vinyl panels to the back and aluminum fencing to the sides. Residents of Covington Chase enjoy access to a community pool and playground, while the home’s location along the West Orange Trail makes it easy to enjoy an active, outdoor lifestyle. With close proximity to local restaurants, cafés, shops, and everyday conveniences, as well as easy access to major roadways, this home truly offers the best of Winter Garden living.
Listing is courtesy of: WINTER GARDEN REAL ESTATE (407-910-1066)
Listing Agent: Anthony O'Reilly Brookes (407-910-1066)
869 BENDING OAK TRL, WINTER GARDEN, FL 34787
$530,000176 Days on yellowkey MLS ID: O6358341
REDUCED by $5,000 (0.9%) on 04/27/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2012Monthly Fee: $109 Tax: $5,262 (2024)Community: Oaks/Brandy Lake 01 Rep A & BSingle Family
Taxes:$5,262
Elementary School: None
Tax Year: 2024
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath home located in The Oaks at Brandy Lake; Situated in the highly desirable golf cart district of Winter Garden. The home offers an open-concept layout featuring a spacious dining and living area with sliding glass doors that leads to a covered patio and FENCED back and side yard. The kitchen includes stainless steel appliances (New Refrigerator 2024), (New Garbage Disposal 2025) and generous counter space. The home features FULLY PAID SOLAR PANELS and rear 2-car garage (New Garage Door Opener 2025) and ample parking in the front of the home. Residents have access to community amenities including a pool and playground. Conveniently located a little over 1 mile away from Downtown Winter Garden, you can enjoy the weekly Farmer's Market and plethora of shops and restaurants. You also have access to major highways (about a 5 minute drive to 429 and Turnpike).
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Xiomara Pratts (407-993-2865)
4863 LACEWING DR, WINTER GARDEN, FL 34787
$540,00026 Days on yellowkey MLS ID: O6397857
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1788 Built: 2023Monthly Fee: $171 Tax: $6,905 (2025)Community: Silverleaf Reserve BungalowsSpa: NoSingle Family
Taxes:$6,905
Elementary School: Independence Elementary
Middle School: Horizon West Middle School
Remarks: Located in the highly desirable Silverleaf at Hamlin in Winter Garden, this exceptional bungalow offers the perfect blend of location, lifestyle, and design. Surrounded by top-rated schools within short distance, premier dining, and a rapidly growing area with strong appreciation, this is one of the most sought-after communities in the region. This beautifully designed home features 3 bedrooms, 2/1 bathrooms, and an additional loft room, with a layout that is both functional and inviting. What truly sets this property apart is its interior. Unlike anything else currently available in the area, this home has been fully customized with high-end finishes and a cohesive, thoughtfully curated design throughout. Every element was carefully selected to create a seamless flow of elegance, comfort, and functionality. The home showcases custom-built cabinetry in every space, including closets, storage solutions, and integrated desk areas, all designed specifically for the home. The custom-made curtains were designed to fit each space perfectly, enhancing both aesthetics and comfort. Throughout the home, you’ll find LED lighting and carefully selected fixtures that complement one another, creating a warm, modern, and visually harmonious atmosphere. Custom mirrors, wood panel details, and built-in elements elevate each room, making every space feel intentional and refined. The kitchen is a true highlight a gourmet, built-in design that is highly practical, ideal for everyday living and entertaining. This is a rare opportunity to own a home that is completely move-in ready at a level rarely found, and everything has already been done with impeccable taste. Simply bring your belongings and start living. Homes like this are truly one of a kind in the area, and once you step inside, it’s impossible not to fall in love.
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Marcelle Da Silva Sampaio (407-369-3621)
3276 SAILING PIER AVE, WINTER GARDEN, FL 34787
$525,00013 Days on yellowkey MLS ID: O6401195
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1990 Built: 2020Monthly Fee: $152 Tax: $7,081 (2025)Community: Lakeview PreserveSingle Family
Taxes:$7,081
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to 3276 Sailing Pier Ave. This beautifully maintained 3 bedroom, 2 bathroom residence also features a spacious office that can easily serve as a fourth bedroom, making it perfect for growing families, remote work, or hosting guests. Inside, you will find 9 foot ceilings that enhance the open, airy feel of the home, along with upgraded luxury vinyl plank flooring that adds both elegance and durability throughout the main living areas. The garage has been upgraded with durable epoxy flooring, providing a clean, polished look while also offering easy maintenance and long-lasting performance. The heart of the home is the stunning, light filled kitchen, designed with both functionality and style in mind, ideal for everyday living and entertaining. The oversized primary bedroom offers a relaxing retreat with ample space to unwind. Outside enjoy Florida living at its finest with a retractable screened in lanai, giving you the flexibility to enjoy fresh air or enclosed comfort year round. Located within a secure gated community, residents enjoy access to resort style amenities including a pool, playground, tennis courts, and a clubhouse, perfect for an active and social lifestyle. This home is ideally situated near the charm of downtown Winter Garden, where you can explore local shops, dining, and the popular Plant Street Market. Outdoor enthusiasts will love the nearby West Orange Trail, while convenient access to major roadways makes commuting to Orlando, theme parks, and surrounding areas quick and easy. Shopping, dining, and entertainment options are all just minutes away, making this location as practical as it is desirable.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
6321 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$654,990158 Days on yellowkey MLS ID: G5105005
0 Days Off yellowkey (back on 11/28/2025)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1772 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
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 Amelia, a charming single-story bungalow by Dream Finders Homes, located in the highly sought-after new community of Avalon Woods in Hamlin, Winter Garden. This thoughtfully designed home features a welcoming front porch, a covered breezeway, and a private courtyard, perfect for both relaxing and entertaining. Inside, additional windows have been added throughout, filling the home with abundant natural light and creating a bright, open feel. With its functional single-level layout, the Amelia offers effortless living while combining modern comfort with timeless bungalow charm. Avalon Woods offers a prime location just minutes from Disney, A-rated Hamlin schools, the 429, and Hamlin Town Center. Residents will enjoy a boutique-style neighborhood with only 182 homesites and three distinct product lines.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
16716 WINGSPREAD LOOP, WINTER GARDEN, FL 34787
$495,00026 Days on yellowkey MLS ID: O6397108
1 Days Off yellowkey (back on 4/24/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 2019Monthly Fee: $127 Tax: $5,006 (2025)Community: Hawksmoor-Ph 1Single Family
Taxes:$5,006
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Welcome to 16716 Wingspread Loop, a beautifully maintained single-story home in the highly sought-after Hawksmoor community of Winter Garden. Built in 2019 and cared for by its original owner, this 3-bedroom, 2-bath residence is move-in ready with thoughtful upgrades throughout. The open layout creates an easy flow between the kitchen, dining, and living areas. The kitchen features warm honey-toned cabinetry, granite countertops, and generous storage. The spacious primary suite serves as a private retreat with a large bedroom, walk-in closet, and an en-suite bath with quartz countertops. Additional highlights include built-in cabinetry in the laundry room, with the washer and dryer conveying for added convenience. Enjoy Florida living outdoors on the private patio, perfect for relaxing or hosting friends. The two-car garage includes a durable epoxy-coated floor, and the paved driveway enhances the home’s curb appeal. All kitchen and laundry appliances are included. Located along Avalon Road, this home places you just minutes from Hamlin Town Center, Flamingo Crossings, Walt Disney World, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated Orange County schools. Residents of Hawksmoor enjoy a variety of resort-style amenities, including a clubhouse with rentable event space, fitness center, pool and splash pad, outdoor summer kitchen and grill, yoga lawn, shaded playground, dog park, and scenic walking paths. Schedule your private showing today and experience everything this Winter Garden home has to offer. Transferable lifetime termite contract from Massey available.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
837 GRANDE REGAL PT, WINTER GARDEN, FL 34787
$479,00012 Days on yellowkey MLS ID: O6400571
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1874 Built: 2002Monthly Fee: $60 Tax: $1,662 (2025)Community: Regal Pointe Ph 02 47/133Single Family
Taxes:$1,662
Remarks: Nestled in the highly sought after area of Winter Garden, this hidden gem presents the perfect blend of comfort, convenience, and charm. This well maintained home features three spacious bedrooms and two bathrooms, along with both a welcoming living room and a separate family room, ideal for entertaining or relaxing with loved ones. Centrally located, the property is just minutes from the hospital, shopping, dining, and all that Winter Garden has to showcase. Practically turnkey, the home boasts major updates including a 2019 roof, 2022 HVAC system, and a 2022 water heater, providing peace of mind for years to come. Step outside to your own private oasis, where a beautifully maintained yard is filled with a variety of fruit trees and plants, including avocado, banana, pigeon peas, lemon, pineapple, ginger, soursop, and much more, perfect for enjoying fresh homegrown produce. Do not miss the opportunity to own this unique and inviting home in a prime location!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Herna Quero (321-305-0916)
16856 HYPATIA ALY, WINTER GARDEN, FL 34787
$459,99961 Days on yellowkey MLS ID: O6387941
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1705 Built: 2019Monthly Fee: $250 Tax: $6,769 (2024)Community: Waterleigh Ph 3ASingle Family
Taxes:$6,769
Remarks: Under contract-accepting backup offers. This charming one story 3 bedroom 2 bath floor features a beautiful kitchen that opens to a spacious family room. You will love cooking in the well-appointed kitchen with great prep space, stainless steel appliances, walk in pantry and a large island that is great for easy entertaining. Brick Pavers are on your front driveway, front porch and covered lanai. Waterleigh is located in Winter Garden/Horizons West and features 2 beautiful clubhouses with resort style pools, miniature putting golf course, 2 fitness centers, and tennis courts. Come out and our beautiful decorated models and view the community that is a “must see” in Winter Garden.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Luis Gonzalez (305-924-1119)
13837 LANYARD WAY, WINTER GARDEN, FL 34787
$490,00057 Days on yellowkey MLS ID: O6388993
REDUCED by $5,000 (1.0%) on 04/22/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1994 Built: 2023Monthly Fee: $225 Tax: $7,647 (2024)Community: Encore/Ovation Ph 3Spa: NoSingle Family
Taxes:$7,647
Remarks: Welcome to 13837 Lanyard Way, a home that exudes elegance and comfort. The kitchen is a chef's dream with all stainless steel appliances and a functional kitchen island. A walk-in pantry provides ample storage for all your culinary needs. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a haven of relaxation with double sinks. Outside, a storage shed provides additional space for your belongings. Enjoy outdoor living with a covered patio and a fenced-in backyard. This home is a perfect blend of style and functionality. Don't miss out on this gem! Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
7343 TWILIGHT BAY DR, WINTER GARDEN, FL 34787
$599,99921 Days on yellowkey MLS ID: S5147747
0 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1975 Built: 2017Monthly Fee: $249 Tax: $5,164 (2025)Community: Lakeview Pointe/Horizon West PSingle Family
Taxes:$5,164
Elementary School: Summerlake Elementary
Remarks: ("MORE PHOTOS COMING) Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Lakeview Pointe community in Horizon West. Built in 2017, this single-story home offers approximately 1,975 square feet of thoughtfully designed living space with an open floor plan ideal for both everyday living and entertaining. The spacious kitchen features a large center island, ample cabinetry, and a seamless flow into the dining area and great room. The private primary suite includes a walk-in closet and an en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms are located toward the front of the home, providing a comfortable split-bedroom layout. Residents of Lakeview Pointe enjoy resort-style amenities including a community pool, clubhouse, fitness center, playground, dog park, walking trails, and access to Huckleberry Lake with a community dock. Conveniently located just minutes from SR-429, Disney, Hamlin Town Center shopping and dining, and top-rated schools. This home offers the perfect combination of comfort, location, and lifestyle in one of Central Florida’s most sought-after communities. Upgrades include: 8’ interior doors, extended Lanai, Newer Trane hvac system, extended length garage, dimmers throughout.
Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)
Listing Agent: Eric Powell (407-720-1833)
2621 SHIREHALL LN, WINTER GARDEN, FL 34787
$475,00060 Days on yellowkey MLS ID: O6386585
REDUCED by $25,000 (5.0%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 2003Monthly Fee: $243 Tax: $3,181 (2024)Community: Stoneybrook West Ut 04 48 48Spa: NoSingle Family
Taxes:$3,181
Remarks: PRICE IMPROVEMENT. Welcome to this beautifully maintained 3-bedroom, 2-bath home nestled in a 24 hour guard-gated golf community offering resort-style living. Enjoy tranquil mornings from the screened lanai overlooking a serene pond, creating the perfect setting for relaxation or entertaining. The thoughtfully designed floor plan features spacious living areas, abundant natural light, and comfortable bedrooms ideal for both everyday living and guests. The spacious primary suite has a beautiful water view with ensuite having dual sinks, garden tub and walk in shower. This spilt bedroom plan adds to the convenience of privacy, noise reduction and efficient space management. The open Kitchen overlooks the family room and has a breakfast area with center island and granite countertops. The interior has just been painted first of March, New water heater 4/2026. Residents enjoy access to an impressive array of amenities, including a championship golf course, clubhouse, resort-style pool, fitness center, tennis and pickleball courts, walking and biking trails, and an active social calendar. Conveniently located near shopping, dining, and entertainment, this home offers the perfect blend of comfort, security, and lifestyle. Please call for your showing today.
Listing Agent: Barbara Waltman (407-616-2790)
12055 BRACCO ST, WINTER GARDEN, FL 34787
$429,000146 Days on yellowkey MLS ID: O6366675
3 Days Off yellowkey (back on 4/21/2026)
REDUCED by $11,000 (2.5%) on 04/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1668 Built: 2023Monthly Fee: $105 Tax: $6,881 (2024)Community: Highland RidgeSpa: NoSingle Family
Taxes:$6,881
Remarks: Under contract-accepting backup offers. Welcome to Your Florida Retreat! Step into a bright and breezy lifestyle in this seldom-offered home that captures the essence of Florida living year-round. Built in 2023, this well-maintained, energy-conscious single-family residence offers 3 bedrooms, 3 bathrooms, and approximately 1,668 sq ft of thoughtful living space on a 7,468 sq ft lot. Inside, enjoy a generous open-concept floor plan designed for comfort and ease — perfect for morning coffees, island-style dinners, or casual gatherings. The home features new lighting and energy-efficient windows to let in Florida sunshine while helping with energy savings. All bedrooms are upstairs, offering privacy and quiet; the attached garage adds convenience for everyday living. Outside, the property sits in a community that embodies that laid-back, sunny Florida vibe. Located in Winter Garden, FL, you’re just minutes from vibrant shopping, dining and entertainment options — from the historic charm of downtown Winter Garden and its weekend farmers’ market, boutiques, cafés, and arts scene to larger retail centers around Daniels Road and SR-429. For families or anyone valuing convenience, this home is within the public school zone of Water Spring Elementary School (PK-5), Water Spring Middle School-0482 (6-8), and Horizon High School (9-12) — all within a few miles of the home. Whether you’re relocating from out of state and seeking a home that offers easy maintenance, comfort, and solid investment value, or you’re a local buyer drawn to Winter Garden’s charm and amenities — this property combines practicality, modern updates, and that unmistakable Florida lifestyle.
Listing is courtesy of: POWERHOUSE REAL ESTATE NETWORK (305-409-6835)
Listing Agent: Luciana Figueiredo (781-635-2712)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00028 Days on yellowkey MLS ID: O6396757
REDUCED by $20,000 (3.5%) on 04/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,155 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,155
Middle School: Bridgewater Middle
Remarks: Tucked inside Hamlin Reserve in the heart of Horizon West, this beautifully maintained one-story home offers the kind of lifestyle buyers are looking for: modern, low-maintenance, and close to everything. Built in 2019 and still feeling like new, this 3-bedroom, 2-bath home with 1,979 heated square feet blends comfort, function, and thoughtful upgrades in all the right ways. From the moment you step inside, the open layout feels bright, welcoming, and easy to live in. Hardwood Laminate flooring runs throughout the entire home, including the bathrooms, creating a clean and cohesive look. The flexible dining room offers extra versatility and could easily become a private office, playroom, or enclosed flex space with French doors. The backyard is set up to be enjoyed, with a fully fenced yard ideal for pets, plus a built-in patio deck and firepit that make it easy to picture cozy evenings outside, weekend gatherings, or quiet mornings at home. Solar panels help drastically reduce the monthly electric bill, and the sellers will pay them off at closing, giving the next owner an added benefit from day one. Living in Hamlin Reserve means enjoying a community pool and being just minutes from the 429, Disney, shopping, grocery stores, dining, and all the energy and convenience that make Horizon West one of Central Florida’s most desirable places to call home. With no CDD, a move-in ready condition, and a location that continues to grow, this home is an ideal fit for buyers looking for both lifestyle and value. SAVE BIG: 1% Broker credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred broker.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Clementine Costantini (407-692-5453)
14446 WHITTRIDGE DR, WINTER GARDEN, FL 34787
$450,00069 Days on yellowkey MLS ID: O6378698
2 Days Off yellowkey (back on 4/21/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1650 Built: 2005Monthly Fee: $195 Tax: $5,006 (2024)Community: Signature Lks-Pcl 01BSingle Family
Remarks: Under contract-accepting backup offers. Welcome to 14446 Whittridge Dr., Winter Garden, FL 34787 – a charming home nestled in the highly sought-after Independence community! This beautifully maintained 3-bedroom, 2-bath home offers a light and airy open-concept floor plan with high ceilings and abundant natural light throughout. From the moment you step onto the inviting covered front porch, you’ll feel right at home. Inside, the spacious living and dining areas flow seamlessly into the kitchen, creating the perfect space for both everyday living and entertaining. The kitchen features ample cabinetry, generous counter space, stainless steel appliances, a breakfast bar, and an open view into the main living area so you’re always part of the action. The private primary suite offers plenty of room to unwind and includes an en-suite bath with dual vanities, a garden tub, and separate shower. Two additional bedrooms provide flexibility for guests, a home office, or growing needs. A dedicated laundry room adds convenience, and the functional layout makes excellent use of every square foot. Step outside to a fenced side yard—ideal for pets, play, or relaxing evenings outdoors. Major 2026 Updates: Both the main home roof AND the garage roof have been replaced in 2026, offering true peace of mind for years to come. (Please note: the garage roof photo was taken prior to replacement.) The current flooring has been virtually enhanced in the photos to showcase design potential. The seller is offering a closing concession for carpet replacement, allowing buyers to personalize the flooring to their own taste after closing. Living in Independence means enjoying an unmatched lifestyle with resort-style amenities, including: • Two community pools • Two fully equipped fitness centers • Clubhouses with event space • Multiple playgrounds and parks • Tennis and basketball courts • Scenic walking and biking trails • Private boat ramps and access to Lake Hancock • Community events and activities throughout the year • High-speed internet and basic cable included in HOA All of this just minutes from Hamlin Town Center, historic Downtown Winter Garden, top-rated schools, shopping, dining, and major highways. This is an incredible opportunity to own a well-cared-for home in a prime location with valuable updates already completed. Schedule your private showing today!
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Jasmine Reierson (407-630-3336)
17682 NORTHLAKE GROVE DR, WINTER GARDEN, FL 34787
$540,00079 Days on yellowkey MLS ID: O6382844
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1906 Built: 2023Monthly Fee: $83 Tax: $5,705 (2024)Community: Northlake/Ovation Ph 1Single Family
Taxes:$5,705
Remarks: Welcome to 17682 Northlake Grove Dr, a residence situated in Ovation at North Lake Upon entering this, 3-bedroom, 2.5-bathroom home, you'll be greeted by an open concept main floor, featuring an eat in kitchen, solid stone countertops, tasteful LVP floors, an abundance of natural light, comfortable living space and space for a dining table. The open-concept layout is perfect for both daily living and hosting friends and family. The primary bedroom suite is upstairs and is equipped with a large step-in shower and ample closet space. Additional bedrooms are also upstairs and are perfect for guests. Upstairs also features a large loft that can serve as a second living room, or a work/play space. Step outside to enjoy the communities great amenities, including a play ground, public pool, and dog park. Located in close proximity to Horizon west, this home is near an area experiencing rapid growth in population, businesses, and overall appeal meaning this home will likely be a fantastic investment in the future.
Listing is courtesy of: LIVE MVRK LLC (407-756-4563)
Listing Agent: Alex Horton (386-793-2539)
12050 BRACCO ST, WINTER GARDEN, FL 34787
$489,90017 Days on yellowkey MLS ID: O6398494
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2023Monthly Fee: $110 Tax: $7,195 (2025)Community: Highland RidgeSingle Family
Taxes:$7,195
Remarks: Modern Living Meets Prime Location in Horizon West! Welcome to this stunning 2023-built Meritage Home in the sought-after Highland Ridge community. This energy-efficient "Bungalow" style residence features 3 bedrooms, 2.5 bathrooms, and a versatile second-floor loft—perfect for a home office or media room. The open-concept main floor boasts a gourmet kitchen with a large quartz island, sleek cabinetry, and stainless steel appliances, all flowing into a bright living area bathed in natural light thanks to its desirable Southern exposure. Energy Efficiency: Built with Meritage’s signature spray-foam insulation and Energy Star appliances, ensuring year-round comfort and significantly lower utility bills. Community & Location: Enjoy resort-style amenities including a pool, cabana, pickleball courts, and playground. Ideally located just minutes from Walt Disney World via Western Way and walking distance to the vibrant Flamingo Crossings Town Center for dining, shopping, and entertainment. Quick access to SR-429 makes commuting a breeze. Don’t miss your chance to own a like-new home in Winter Garden’s fastest-growing corridor!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Clarisse Sousa (407-873-0458)
1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787
$675,00026 Days on yellowkey MLS ID: O6397098
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1832 Built: 1991 Tax: $2,367 (2025)Community: 0000Spa: YesSingle Family
Taxes:$2,367
Remarks: Rare opportunity in Winter Garden! This property sits on approximately one acre with no HOA, offering exceptional space, flexibility, and privacy in a highly desirable location. Conveniently located just minutes from Downtown Winter Garden), with easy access to major roadways, shopping, dining, and top-rated schools—and even the option to ride your golf cart into downtown to enjoy everything the area has. The expansive lot provides ample room for RVs, boats, recreational vehicles, and more, making it ideal for those seeking additional space and versatility. The home features generous living areas and a functional layout with great potential for customization or renovation. Outdoor amenities include a private pool, hot tub, and an extended driveway with plenty of parking space. Located approximately 2 miles from Lake Apopka and about 3 miles from Downtown Winter Garden. Properties with this amount of land and no HOA in this area are rare—schedule your showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Estefania Ortega (305-905-7670)
1035 CHASE DR, WINTER GARDEN, FL 34787
$465,00025 Days on yellowkey MLS ID: O6396474
0 Days Off yellowkey (back on 4/15/2026)
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)
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