Displaying: For Sale
Location: Winter Garden
Property Type(s): Single Family
Price: $500,000 to $599,000
Do Not Show Listings
Winter Garden - 164 properties found
14372 BREDA CENTER LOOP, WINTER GARDEN, FL 34787
$580,000118 Days on yellowkey MLS ID: O6385377
5 Days Off yellowkey (back on 6/1/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2700 Built: 2016Monthly Fee: $196 Tax: $4,460 (2025)Community: Lake Hancock PreserveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,460
Elementary School: Summerlake Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Under contract-accepting backup offers. Welcome to 14372 Breda Center Loop, an upgraded corner lot bungalow in Horizon West, offering almost 2,700 square feet, an oversized fenced backyard, 2-car garage, and an unbeatable location just minutes from Windermere, Disney, and the 429. This spacious 4 bedroom + office + loft home offers an open-concept layout. Inside, you’re welcomed by a dedicated office/flex space and formal living area before entering the main living space. The open kitchen features white cabinetry, extensive counter space, a breakfast nook, and seamless flow into the great room and covered lanai. The downstairs layout also includes a half bathroom and laundry room. Upstairs, the primary suite is situated in its own separate hallway, complete with an en-suite bathroom featuring dual vanities, a soaking tub, separate shower, and a walk-in closet. Three additional guest bedrooms share a full bathroom. The bedrooms are situated around the upstairs loft. Outside, the fully fenced backyard offers privacy and room to play or entertain. The corner lot placement provides additional space compared to most bungalows nearby. HOA dues include lawn care maintenance. Located in one of Central Florida’s most desirable locations, residents enjoy access to top-rated schools, scenic walking trails, parks, shopping, dining, and easy access to major highways. Just minutes from Downtown Winter Garden, Windermere, Hamlin, and Walt Disney World, this location offers everything you need. Call today to schedule a private tour.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
16840 HOBE SOUND CT, WINTER GARDEN, FL 34787
$569,990156 Days on yellowkey MLS ID: O6374947
REDUCED by $5,000 (0.9%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Taxes:$1,989
Elementary School: None
High School: None
Middle School: None
Remarks: Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
Listing is courtesy of: DR HORTON REALTY OF CENTRAL FLORIDA LLC (407-250-7299)
Listing Agent: Stephen Cline (407-250-7299)
16845 HOBE SOUND CT, WINTER GARDEN, FL 34787
$546,990215 Days on yellowkey MLS ID: O6362478
REDUCED by $8,000 (1.4%) on 06/04/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2025Monthly Fee: $190 Tax: $1,989 (2024)Community: WaterleighSpa: NoSingle Family
Tax Year: 2024
13212 SOCIAL LN, WINTER GARDEN, FL 34787
$595,00069 Days on yellowkey MLS ID: O6398708
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2526 Built: 2005Monthly Fee: $100 Tax: $4,474 (2025)Community: Regency Oaks FSpa: NoSingle Family
Taxes:$4,474
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. SEVERAL PHOTOS HAVE BEEN VIRTUALLY STAGED !Welcome to this beautifully updated 4-bedroom, 2.5-bath home in the highly sought-after Regency Oaks community. Thoughtfully upgraded for long-term peace of mind, this residence features a newly replaced roof, a 2023 HVAC system (both indoor and outdoor units), and a 2023 water heater—major improvements that add exceptional value and confidence for the next owner. Step inside to discover a bright, open floor plan with luxury vinyl flooring throughout, offering durability, modern style, and easy maintenance. The remodeled kitchen showcases sleek modern cabinetry and quartz countertops, creating a fresh, contemporary space perfect for everyday living and entertaining. The spacious primary suite provides a comfortable retreat, complemented by three additional bedrooms ideal for family, guests, or a home office. With two full bathrooms and a convenient half bath, the layout is designed for both functionality and comfort. Enjoy Florida living at its best with a screen-enclosed patio and a fully paved backyard, offering a low-maintenance outdoor oasis perfect for gatherings, grilling, or quiet relaxation. Located just 15 minutes from Universal Studios and Disney Parks and less than a 2-minute walk to AdventHealth, this home is perfectly positioned for both families and professionals. Regency Oaks offers resort-style amenities including a sparkling pool, clubhouse, tennis courts, playground, and a scenic park—enhancing the lifestyle experience beyond your front door. This move-in-ready home combines modern upgrades, unbeatable convenience, and exceptional community features—an outstanding opportunity to enjoy the best of Winter Garden and Orlando living.
Listing is courtesy of: PMI PRIME HOME (407-218-7598)
Listing Agent: Jianlin Shi (407-988-5057)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00078 Days on yellowkey MLS ID: O6396757
0 Days Off yellowkey (back on 6/6/2026)
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
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. 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)
13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787
$585,000148 Days on yellowkey MLS ID: S5142297
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2000 Built: 2022Monthly Fee: $642 Tax: $7,519 (2024)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$7,519
Remarks: One or more photo(s) has been virtually staged. Best value on Wel Webb Oasis . Listed below RPR suggested market price. Experience the renowned 55+ lifestyle at Del Webb Oasis, a world-class, resort-style boutique community offering exclusive amenities, a prime Horizon West location, and natural gas single-family and villa homes nestled in wooded conservation. Residents enjoy a full calendar of social events led by a full-time Lifestyle Director, all centered around a stunning clubhouse. Amenities include a resort-style zero-entry pool with lap lanes and sun shelf, private poolside cabanas, spa, outdoor fire pits with fireworks views, fitness center, tennis and pickleball courts, and a walking trail with exercise stations. Just minutes from Flamingo Crossings, Disney, and major new-construction neighborhoods, Del Webb Oasis is ideally located within one of Central Florida’s fastest-growing master-planned communities, with rising home values throughout the area. Every inch of this thoughtfully designed single-story Palmary floorplan is crafted to make life better, happier, and easier. The home features 3 bedrooms, 2 bathrooms, an open-concept kitchen, café, and gathering room, a covered lanai, and a 2-car garage, offering both comfort and functionality for effortless living and entertaining. Step through the impressive foyer into the heart of the home, where the kitchen, café, and gathering room flow seamlessly to the covered lanai for ideal indoor/outdoor living. The kitchen is appointed with 42” soft-close cabinets, granite countertops, a white center island, built-in stainless-steel appliances, sink and faucet, pendant lighting, and a corner walk-in pantry—perfect for making meals and memories.The private Owner’s Suite features a spacious walk-in closet and a luxurious en suite bathroom with dual-sink granite-topped vanity, private water closet, linen closet, and a luxe super shower. Toward the front of the home, the secondary bedrooms, a full bathroom with shower, and laundry room provide privacy and space for everyone. This home is loaded with functional luxury, including a patio extension, kitchen and owner’s bath, laundry room enhancements, interior doors, electrical upgrades, tile flooring throughout, and professionally designed selections throughout. Located on Sunny Retreat Lane, this home is part of a desirable cluster of 2021–2023 builds with strong appreciation. Get spoiled at Del Webb Oasis—after all, this is your time. Your dream home awaits—schedule your visit today!
Listing is courtesy of: FRONTLINE FLORIDA REALTY, INC. (407-832-4888)
Listing Agent: Alan Martin (407-832-4888)
14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787
$580,00041 Days on yellowkey MLS ID: O6408082
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2258 Built: 2004Monthly Fee: $253 Tax: $8,397 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,397
Elementary School: Whispering Oak Elem
Remarks: Located in the highly desirable Stoneybrook West community, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend on comfort, style, and convenience. Featuring a newer roof installed in 2019, brand-new 2025 central air conditioning system, newer refrigerator, new range/oven, and new dishwasher. The home welcomes you with abundant natural light, an open concept layout, and spacious living areas enhanced by attractive laminate flooring throughout. One of the home's standout features is the serene pond view from the screened lanai. With four bedrooms and versatile living spaces, this home easily accommodates families of all sizes.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
16754 OAKBORO ST, WINTER GARDEN, FL 34787
$535,00048 Days on yellowkey MLS ID: O6404652
REDUCED by $4,000 (0.7%) on 06/05/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2020Monthly Fee: $254 Tax: $8,808 (2025)Community: Waterleigh Ph 3B 3C 3DSingle Family
Taxes:$8,808
Middle School: Water Spring Middle
Remarks: Welcome to the highly sought-in the desirable Waterleigh community of Horizon West — where resort-style living meets everyday convenience! From the moment you enter, you’re greeted by a grand, palm tree-lined entrance that sets the tone for a private tropical retreat. Waterleigh is thoughtfully designed around picturesque ponds and lakes, with beautifully maintained landscaping throughout the community — all included in the HOA — making it one of the most visually stunning neighborhoods in the area. Residents enjoy an impressive array of resort-style amenities, including multiple swimming pools, splash pads, a fully equipped fitness center, tennis courts, sand volleyball courts, fishing piers, scenic walking trails, dog parks, and a grand clubhouse with a full-service event hall. This community perfectly balances the feel of a private resort with a warm, welcoming neighborhood atmosphere. This move-in ready home features 4 spacious bedrooms, 3 full and one a half bathrooms,, and approximately 2,477 square feet of living space, offering the perfect blend of comfort, style, and modern design to suit today’s lifestyle. Located in a golf cart-friendly community, the home is just minutes from Publix, top-rated schools, and the best shopping, dining, and entertainment that Horizon West has to offer. Enjoy unbeatable convenience with Walt Disney World only 15 minutes away, Orlando International Airport just 30 minutes away, and quick access to Highway 429 for easy travel throughout Central Florida. Waterleigh also hosts weekly and monthly community events, fostering a strong sense of connection and pride among residents. Don’t miss this rare opportunity to own one of Winter Garden’s most desirable homes — where luxury, convenience, and resort-style living come together. Schedule your private showing today and experience the very best of Waterleigh living!
Listing is courtesy of: SPRING REALTY ONE LLC (407-340-1754)
Listing Agent: Chun Cai (951-699-4983)
14451 WINDSOR HALL WAY, WINTER GARDEN, FL 34787
$510,00037 Days on yellowkey MLS ID: O6408731
0 Days Off yellowkey (back on 6/4/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 2016Monthly Fee: $192 Tax: $5,900 (2025)Community: Lake Hancock PreserveSpa: NoSingle Family
Taxes:$5,900
Remarks: Move-in ready and ideal for first-time homebuyers, downsizers, or empty nesters seeking low-maintenance living, this beautiful single-family home offers the perfect blend of comfort, convenience, and style. From the moment you arrive, you'll appreciate the welcoming covered front porch overlooking a peaceful pond—an ideal spot to enjoy morning coffee or relax at the end of the day. Inside, soaring ceilings, durable laminate and porcelain tile flooring, and an open-concept layout create a bright and inviting atmosphere. The spacious living room features a decorative fireplace and flows seamlessly into the heart of the home: a well-appointed kitchen with a large island, pendant lighting, walk-in pantry, and plenty of space for casual dining, entertaining guests, or everyday living. Designed for easy living, the open floor plan provides comfortable gathering spaces without the upkeep of a larger home. Best of all, yard maintenance is included through the HOA, allowing you to spend more time enjoying life and less time working outdoors. Whether you're purchasing your first home, looking to simplify your lifestyle, or searching for a move-in-ready retreat, this home offers the convenience and carefree living you've been looking for. Conveniently located near shopping, dining, healthcare, and major roadways, this charming property is ready for its next owner. Don't miss your opportunity to enjoy comfortable, low-maintenance living in a beautiful setting.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Cindy Brads (407-625-7443)
16821 HOBE SOUND CT, WINTER GARDEN, FL 34787
$546,990194 Days on yellowkey MLS ID: O6367156
Remarks: Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterlerigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*
7531 SILVER VALLEY ST, WINTER GARDEN, FL 34787
$552,27521 Days on yellowkey MLS ID: G5113297
0 Days Off yellowkey (back on 6/3/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Remarks: One or more photo(s) has been virtually staged. Pre-Construction. To be built. SAMPLE IMAGES !!!! The Berkley at Hamlin Meadows: Luxury Living with Unmatched Privacy. Discover the perfect blend of elegance and functionality in the Berkley model. This impressive 2,102 sq. ft. residence features 4 bedrooms, 3 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 15' 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 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. Hamlin Meadows is the newest jewel of Horizon West, offering a diverse mix of rear-load homes in a highly sought-after Winter Garden location. Enjoy being minutes away from the vibrant Hamlin Town Center and major expressways
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
13023 INKWELL ALY, WINTER GARDEN, FL 34787
$515,00035 Days on yellowkey MLS ID: O6409443
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 2020Monthly Fee: $268 Tax: $5,162 (2025)Community: Storey GroveSpa: NoSingle Family
Taxes:$5,162
Elementary School: Water Spring Elementary
Remarks: Imagine stepping onto your covered front porch on a crisp morning, surveying the tree-lined street beyond, then entering this charming bungalow where an open floor plan and abundant natural light immediately welcome you home. Updated flooring throughout main floor, neutral paint tones, and move-in ready condition invite you to settle in without delay. The open kitchen anchors the heart of daily life, featuring stone countertops, pendant lighting, a large center island, built-in pantry, custom tile backsplash, and stainless steel appliances that make cooking effortless. High ceilings and oversized closets enhance the sense of space and practicality at every turn. Tile flooring flows smoothly through the kitchen, dining area, great room, entry foyer, and bathrooms, while carpet softens the primary bedroom and bedrooms. Built-in shelving and a customer built-in drop zone provides smart storage solutions throughout. The upgraded stair railing guides you upstairs, where the convenience of upstairs laundry with washer/dryer in-unit eliminates trips between floors. Energy efficient windows frame views of the dry pond, open green space, and tree-lined surroundings—and on clear nights, Disney fireworks paint the sky in the distance. Outside, a screened lanai extends your living space into a protected retreat, while a fenced backyard with vinyl fencing offers privacy and security. The detached garage features rear-facing placement and alley access for convenience, plus remote-controlled entry and a Ring video doorbell for modern security. Central air conditioning, forced air heating, water heater, and ceiling fans ensure year-round comfort. Asphalt shingles cap the roof, completing a well-maintained exterior. This Winter Garden home sits close to Waterspring Elementary and Horizon High School, near Summerlake Park, and within reach of Walt Disney World Resort. Community pool access within a short distance rounds out the lifestyle. Schedule your showing today and discover where your next chapter begins.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Amber Welch (352-761-7355)
13151 CALMING BREEZE WAY, WINTER GARDEN, FL 34787
$553,000204 Days on yellowkey MLS ID: O6363957
REDUCED by $12,000 (2.1%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2096 Built: 2024Monthly Fee: $125 Tax: $7,757 (2025)Community: Serenade At OvationSingle Family
Taxes:$7,757
Remarks: New Price!! This Gorgeous 3-bedroom, 2.5-bathroom home in the highly sought-after Serenade at Ovation offers luxury living in the heart of Horizon West. You'll appreciate the attention to detail, including a gourmet kitchen with a large island perfect for entertaining. The home features PREMIUM UPGRADES throughout, including a **Open Bungalow Floor Plan** Privacy Fence** Screen Enclosure** Covered Lanai** Patio Furniture** Ceiling Fans ** Window Blinds** Adding to the appeal, this home comes fully equipped with **PATIO FURNITURE, and high-speed fiber optic internet everything you need to feel right at home. With a LOW HOA and NO CDD fee you can confidently make this gorgeous home yours today and experience the best of Winter Garden living!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Nathan Meyer (865-789-0198)
46 W VINING ST, WINTER GARDEN, FL 34787
$549,90037 Days on yellowkey MLS ID: O6408720
REDUCED by $20,000 (3.5%) on 06/03/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1273 Built: 1938 Tax: $6,287 (2025)Community: Ellman ParkSingle Family
Taxes:$6,287
Elementary School: Dillard Street Elem
Middle School: Lakeview Middle
Remarks: Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-480-5014)
Listing Agent: Michael Mitchell, Jr (352-768-1712)
16461 OLIVE HILL DR, WINTER GARDEN, FL 34787
$569,900142 Days on yellowkey MLS ID: O6379181
REDUCED by $19,000 (3.2%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2008 Built: 2019Monthly Fee: $127 Tax: $7,241 (2024)Community: HawksmoorSingle Family
Taxes:$7,241
Remarks: Beautiful modern single-family home featuring 3 bedrooms and 2.5 bathrooms, thoughtfully designed for comfort and style. The open-concept kitchen showcases quartz countertops, a breakfast island, luxury backsplash, and tall gray cabinets, creating a sleek and functional space.The first floor offers elegant tile plank flooring, a versatile flex space ideal for a home office or study, a convenient half bath, and extra storage with a closet under the stairs.Enjoy outdoor living in the extended screened patio, perfect for BBQs and gatherings, plus additional green space with the option to add a fence for extra privacy. Spacious bedrooms throughout, with a bright and inviting primary suite.Amazing Winter Garden location on Avalon Rd, just minutes from Hamlin, Flamingo Crossings, theme parks, FL-429, Orange County National Golf Center, Clermont, Windermere, and top-rated schools.The community features clubhouse, resort-style pool, fitness center, splash area, trails, playground, dog park, and soccer field perfect for the whole family.
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Lizandra Troisi Passos (321-337-9448)
6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787
$591,830279 Days on yellowkey MLS ID: G5102274
1 Days Off yellowkey (back on 11/19/2025)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2102 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 Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.
6174 WHISPERING GLEN, WINTER GARDEN, FL 34787
$518,29042 Days on yellowkey MLS ID: O6407807
REDUCED by $28,000 (5.1%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1628 Built: 2026Monthly Fee: $152 Tax: $1,373 (2024)Community: Silverleaf OaksSpa: NoSingle Family
Taxes:$1,373
Elementary School: Vista Lakes Elem
High School: Colonial High
Middle School: Odyssey Middle
Remarks: Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow by Pulte, a brand-new home that combines modern design and ultimate comfort. Featuring our Coastal exterior and located on a corner homesite, this home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a vented microwave. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. Smart home features include a smart thermostat, a video doorbell, and LED downlights—ensuring your home is as connected as it is stunning. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
14257 LAGOON COVE LN, WINTER GARDEN, FL 34787
$530,000155 Days on yellowkey MLS ID: O6375296
REDUCED by $10,000 (1.9%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2365 Built: 2007Monthly Fee: $123 Tax: $8,178 (2025)Community: Black Lake Park Ph 02Single Family
Taxes:$8,178
Remarks: Welcome to this charming single-family residence in the highly desirable Black Lake Park community of Winter Garden. This well-maintained home features 4 (3 bedrooms + 1 study)and 2 full bathrooms with a functional open floor-plan that seamlessly connects living, dining, and kitchen areas — perfect for everyday living and entertaining. The spacious interior offers approximately 2,365 sq. ft. of living area on a ±8,178 sq. ft. lot with no rear neighbors and lush landscaping for added privacy. Situated in a vibrant community with amenities including tennis and basketball courts, playground, pool and outdoor recreation areas, this property is conveniently located minutes from Winter Garden Village dining and shopping, major roadways (including the 429), and top-rated schools.
Listing is courtesy of: INTERNATIONAL REAL ESTATE LLC (407-760-5150)
Listing Agent: Anahi Rosario (407-721-9777)
16098 MANGROVE RD, WINTER GARDEN, FL 34787
$575,000160 Days on yellowkey MLS ID: O6373125
REDUCED by $10,000 (1.7%) on 06/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2472 Built: 2021Monthly Fee: $257 Tax: $5,612 (2025)Community: WaterleighSingle Family
Taxes:$5,612
Remarks: Presenting this move-in-ready 4 bed, 3.5 bath home in Waterleigh. The first floor features solid surface flooring throughout, an updated staircase with beautiful wood floors, and an impressive master walk-in closet with built-ins. Additionally, one guest bedroom and bathroom on the first floor provide perfect accommodations for guests. The master bedroom, along with two other bedrooms, is located on the second floor, separated by a spacious loft that grants access to a large balcony overlooking the pool and park. The resort-style community offers a stunning pool, beach volleyball, and tennis courts. Lawn care and landscaping are included in the HOA, so there's no need to worry about maintenance. The owner has invested extensively in energy efficiency, with whole-home solar panels and spray foam attic insulation. Don't let this opportunity pass you by.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Nicholas Leloudis (407-489-0711)
4642 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787
$575,000114 Days on yellowkey MLS ID: S5144794
REDUCED by $5,000 (0.9%) on 06/01/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2149 Built: 2021Monthly Fee: $281 Tax: $6,500 (2024)Community: Enclave At HamlinSingle Family
Taxes:$6,500
Remarks: Welcome to 4642 Prairie Creek St, an exceptional 2021-built residence nestled in the highly desirable Enclave at Hamlin in Winter Garden. Perfectly positioned in one of Central Florida’s fastest-growing and most vibrant areas, this meticulously upgraded two-story home offers approximately 2,149 square feet of refined living space on a 4,250 sq ft lot, combining modern luxury, energy-conscious enhancements, and functional design. This thoughtfully designed floor plan features 4 bedrooms (including a convenient main-floor bedroom ideal for guests, multigenerational living, or a private office), 2.5 bathrooms, and a private rear-load 2-car garage that enhances curb appeal and provides additional driveway functionality. From the moment you enter, you are welcomed by an expansive open-concept layout filled with natural light. The seamless flow between the living, dining, and kitchen areas creates an ideal setting for both everyday living and entertaining. Upgraded flooring throughout, fresh interior paint, and contemporary light fixtures elevate the home’s clean, modern aesthetic. The chef-inspired kitchen serves as the heart of the home, fully enhanced with Level 5 quartz countertops, a spacious island wrapped in custom porcelain tile creating a dramatic focal point, stainless steel appliances, and abundant cabinetry for optimal storage. The layout is designed for both functionality and visual impact, making it perfect for hosting gatherings or enjoying quiet evenings at home. Upstairs, the spacious primary suite offers a private retreat complete with a custom walk-in closet and a beautifully upgraded en-suite bath featuring a quartz countertop. Secondary bedrooms are generously sized, and the second full bath is finished with durable ceramic tile for both style and longevity. The remodeled laundry room adds efficiency and thoughtful design to daily routines. This home stands out with premium system upgrades that add tangible long-term value and comfort, including: Whole-home water filtration and softener system, APCO-X Ultra air purification system (improves indoor air quality and extends HVAC lifespan), Five Arlo security cameras that convey with the home, Pre-wiring for additional coverage and connectivity. The 4,250 sq ft lot provides usable outdoor space for entertaining, storage, and parking flexibility while maintaining low-maintenance appeal. Residents of the Enclave at Hamlin enjoy close proximity to Hamlin Town Center, offering premier shopping, dining, entertainment, and waterfront amenities, along with access to top-rated schools and major roadways for convenient commuting. Blending contemporary finishes, high-end upgrades, smart home enhancements, and an unbeatable location, 4642 Prairie Creek St is truly move-in ready and delivers both immediate comfort and lasting investment value. This is a rare opportunity to own a turn-key home in one of Winter Garden’s most sought-after communities. Schedule your private showing today and experience the lifestyle this exceptional home offers. SPECIAL FINANCING INCENTIVE AVAILABLE! Why wait for rates to come down? Qualified buyers may be eligible for a lender-paid 1-0 temporary rate buydown providing a first-year payment equivalent to an interest rate 1% lower than the note rate, with no increase to the standard note rate. Buyer qualification required. Subject to lender approval and program guidelines. Contact listing agent for details.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Shanta Navarro (407-747-0549)
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