Location: Winter Garden, 34787
Do Not Show Listings
18053 CIDER MILL LN, WINTER GARDEN, FL 34787
$787,84147 Days on yellowkey MLS ID: O6397726
2 Days Off yellowkey (back on 4/28/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2866 Built: 2025Monthly Fee: $199 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,989
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under Construction. Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 5 bedrooms and 4 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find a bedroom and downstairs bathroom. The well-appointed kitchen overlooking the great 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. As we head up to the second floor, we are greeted with a loft area and four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Customize the second floor of this home to create a space that meets your needs but transforming the loft area to a fifth bedroom with full bath or Guest Suite with ensuite bathroom. *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)
11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$847,490103 Days on yellowkey MLS ID: O6382203
REDUCED by $5,000 (0.6%) on 04/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3327 Built: 2025Monthly Fee: $250 Tax: $1,989 (2025)Community: WaterleighSpa: NoSingle Family
Remarks: Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share an upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff 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.*
13993 TITLE WAY, WINTER GARDEN, FL 34787
$825,000333 Days on yellowkey MLS ID: O6322118
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3072 Built: 2023Monthly Fee: $209 Tax: $9,194 (2024)Community: Storey Grove Ph 4Single Family
Taxes:$9,194
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Water Spring Middle
Remarks: Water View, Water View, Water View! Must-See Home with Stunning Backyard Water Views! Immerse yourself in this must-see a stunning two-story home featuring 4 spacious bedrooms, 3 full bathrooms, and 3,072 SqFt, located on a premium lot with no rear neighbors. Enjoy peaceful backyard water views that offer privacy, elegance, and a sophisticated, low-maintenance lifestyle. Please note: a water view does not imply direct access, only a serene visual backdrop. Step into a bright and airy open-concept layout with soaring ceilings, designer lighting, wood-look ceramic tile downstairs, and luxury vinyl upstairs—completely carpet-free. The kitchen is a chef’s dream, showcasing an expansive countertop and high-end stainless steel appliances—perfect for cooking and entertaining. Upstairs, enjoy a versatile loft space—an ideal setting for a media room, playroom, or home office—offering flexible functionality that adapts to your lifestyle. Furnishings to convey are available for purchase as an optional add-on (all indoor furniture, TVs, décor, and appliances, styled with an elegant aesthetic) Outside, your private oasis includes a covered and screened lanai with ceiling fans, plus a beautiful backyard setup featuring a pergola, fire pit, grill, and a comfortable seating area—all designed to showcase the serene water view. Additional highlights include a 2-car garage with built-in overhead shelving, an extended driveway that fits four more vehicles, an automated irrigation system, and HOA-maintained landscaping. Just bring your suitcase, turn the key, and start enjoying your new life! Located in the sought-after Storey Grove community, enjoy resort-style amenities including a clubhouse, fitness center, resort pool, multiple playgrounds, dog parks, and scenic walking trails. Ideally situated near top-rated Horizon West schools (A Schools), the new Publix shopping center, SR429, US?192, and just minutes from Walt Disney World, this beautifully decorated, move-in-ready home in one of Winter Garden’s fastest-growing neighborhoods is truly a rare find—schedule your private tour today!
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Janaina De Souza (407-780-7465)
17608 DEER ISLE CIR, WINTER GARDEN, FL 34787
$1,025,000229 Days on yellowkey MLS ID: O6350825
1 Days Off yellowkey (back on 4/27/2026)
REDUCED by $25,000 (2.4%) on 04/20/2026
Bed: 4 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 3144 Built: 1997Monthly Fee: $207 Tax: $6,334 (2024)Community: Deer Island Ph 02Spa: YesSingle Family
Taxes:$6,334
Elementary School: Tildenville Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Under contract-accepting backup offers. Bring your ideas to a truly exceptional custom home, perfectly situated in a private, gated community on the shores of breathtaking John’s Lake. Set on over an acre of a beautifully updated landscaped property with panoramic water views throughout the island, this 4-bedroom estate offers the ultimate Florida lifestyle — complete with resort-style amenities and convenient access to Historic Downtown Winter Garden, as well as Downtown Orlando and major attractions just 30 minutes or less away. Your ideas await as charm and craftsmanship are evident in every detail. Step through the front door into an inviting floor plan that seamlessly blends elegance with functionality. The spacious living room is anchored by a cozy wood-burning fireplace, enhanced by warm canned lighting and plantation shutters that frame every window. Wood flooring flows throughout the main living areas, setting a tone of timeless sophistication. The kitchen features granite countertops, KraftMaid cabinetry, Sub-Zero refrigerator, cooktop, double ovens, and a large pantry. The open design keeps the heart of the home connected to the main living space — ideal for entertaining and family gatherings but separate enough to hide the meal prep! The primary suite is a peaceful retreat, with serene views of the pool, dual walk-in closets, garden tub, separate shower, and a cleverly designed storage area. The home's split-bedroom layout ensures privacy for guests and family alike and are all thoughtfully located on the first floor. Upstairs, two large bonus rooms offer endless possibilities — from a playroom to a home theater — and includes a hidden safe room / office with skylights and easy attic access for extra security and utility. The 3 car garage features extra width for additional storage and Gladiator garage organizational wall units. Step outside into your private backyard paradise, where a sparkling saltwater pool and attached hot tub await, surrounded by pavers and an outdoor grilling station. Whether hosting a summer barbecue or enjoying a quiet evening under the stars, this backyard fenced-in space delivers year-round relaxation. Eight outdoor security cameras offer peace of mind, while a three-car garage and spacious driveway provide ample storage and parking. An in-wall pest control system, central vacuum, built-in wine bar, hidden storage and closet organization are examples of many upgrades throughout the home. This home also boasts a well water system with a full purification setup, and a laundry room inside with washer, dryer and utility sink included. Beyond the home itself and its many additional upgrades, the Deer Island community offers unparalleled amenities, including a community boat ramp for direct access to John’s Lake — perfect for boating, fishing, and water sports — as well as two catch and release fishponds, basketball courts, tennis courts, pickleball facilities and easy access to the West Orange bike trails. With stunning lake views, lush surroundings, and a true sense of privacy, this is a place where families grow, memories are made, and every day feels like a getaway. Don’t miss the opportunity to own this fabulous home, where elegance meets comfort and lifestyle meets location.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Karen Jacobs (407-579-0062)
15111 TEA TREE DR, WINTER GARDEN, FL 34787
$797,39845 Days on yellowkey MLS ID: G5110910
0 Days Off yellowkey (back on 4/27/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: One or more photo(s) has been virtually staged. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering FOUR bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
15444 LEBEAU LOOP, WINTER GARDEN, FL 34787
$580,00085 Days on yellowkey MLS ID: O6385396
2 Days Off yellowkey (back on 4/27/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2415 Built: 2024Monthly Fee: $101 Tax: $1,914 (2024)Community: Winding Bay Ph 3Single Family
Taxes:$1,914
Remarks: Under contract-accepting backup offers. Newer 2024 build, this 4-bedroom home features three full bathrooms plus + a powder bath - along with an upgraded custom staircase and beautifully finished interior spaces. Natural light fills the home, creating a bright, open atmosphere that feels both inviting and functional. The generous layout and clean, modern design give the home a refined, elevated aesthetic. Located in Horizon West’s Winding Bay and zoned for top-rated schools, the community is surrounded by parks, a playground, walking trails, and a dog park. Just minutes from Walt Disney World, residents enjoy nightly views of the fireworks, access to a resort-style pool and splash pad and close proximity to HWY 429, Hamlin Town Center, Flamingo Crossings, premier golf courses, and a wide variety of dining and shopping destinations. No CDD. Low HOA.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787
$575,000123 Days on yellowkey MLS ID: O6370772
REDUCED by $14,000 (2.4%) on 04/27/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2184 Built: 2021Monthly Fee: $136 Tax: $8,224 (2025)Community: Lakeview Preserve Ph 2Single Family
Taxes:$8,224
Elementary School: Lost Lake Elem
High School: East Ridge High
Middle School: Windy Hill Middle
Remarks: A STUNNING, ENERGY-EFFICIENT HOME LOCATED IN ONE OF WINTER GARDEN’S MOST DESIRABLE GATED COMMUNITIES. Located at the highly desirable gated community of Lakeview Preserve, this 2021-built residence offers a rare combination of modern design, comfort, and quality of life in one of Central Florida’s fastest-growing and most appreciated areas. The home features 3 bedrooms and 2 bathrooms with a fully open and integrated floor plan that creates spacious, functional living areas filled with natural light, ideal for both everyday living and entertaining. A key highlight of this property is the installed solar panel system, providing meaningful energy savings, increased efficiency, and lower monthly utility costs, adding immediate value while aligning comfort with sustainability. Lakeview Preserve is a distinctive community surrounded by nature and thoughtfully designed to deliver leisure, security, and well-being. In addition to being a gated and well-maintained neighborhood, the community offers a full range of amenities, including a swimming pool, fitness center, clubhouse for various activities and events, a splash pad, lake access with designated kayaking areas, and inviting outdoor spaces that promote a relaxed and family-friendly atmosphere. The location is strategic, with convenient access to major roadways, highly rated schools, shopping, dining, and all that Winter Garden has to provide, making this property an excellent choice for both homeowners and investors seeking long-term value, strong demand, and consistent appreciation.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Simone De Souza Nunes Silva (689-837-5076)
15716 SWEET LEMON WAY, WINTER GARDEN, FL 34787
$739,000126 Days on yellowkey MLS ID: O6375190
REDUCED by $26,000 (3.4%) on 04/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2945 Built: 2021Monthly Fee: $118 Tax: $9,510 (2025)Community: Highlands At Summerlake GrovesSingle Family
Taxes:$9,510
Elementary School: Summerlake Elementary
Remarks: Beautiful two-story single-family home located in the highly desirable Winter Garden area, featuring a welcoming front porch perfect for morning coffee. This well-maintained residence offers 2,945 sq ft of heated living space with quality flooring, excellent finishes, and tasteful details throughout. The open-concept main level showcases a spacious living area with a custom accent wall and wood panel detailing, flowing seamlessly into the kitchen and dining spaces. The kitchen features elegant cabinetry and appliances, a large pantry, and a generous island ideal for everyday living and entertaining. A stylish powder room and thoughtfully customized laundry room with utility sink add convenience to the main floor. Upstairs, a large loft provides a versatile second living area, ideal for a media room, study, or additional work-from-home space. In addition to the primary suite, the home offers multiple flexible rooms currently well-suited for home offices, a playroom, or guest accommodations, supporting today’s modern lifestyle. The primary suite includes dual vanities and a beautifully finished walk-in shower. The fully fenced backyard offers privacy and ample space for outdoor enjoyment, complemented by a covered rear patio perfect for relaxing or hosting gatherings. Additional highlights include a garage with built-in storage and organization systems. Located in a deed-restricted community with resort-style amenities, including a community pool, playground, and sidewalks, and conveniently close to shopping, dining, top-rated schools, and major roadways. This home offers the ideal blend of comfort, functionality, and location. Schedule your private showing today.
Listing Agent: Any Alves (407-455-0618)
1606 MALCOLM POINT DR, WINTER GARDEN, FL 34787
$599,900308 Days on yellowkey MLS ID: TB8409266
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2455 Built: 2003Monthly Fee: $33 Tax: $2,940 (2024)Community: Tuscany Ph 02Single Family
Taxes:$2,940
Elementary School: Maxey Elem
High School: Ocoee High
Remarks: ***Golf Cart District*** Nestled in a serene cul-de-sac in the heart of Winter Garden, Florida, this stunning 4-bedroom, 3-bathroom contemporary stucco home offers 2,455 square feet of comfort and style. Blending elegance and functionality, this residence has been meticulously updated with high-end features, making it an ideal choice for discerning buyers seeking a move-in-ready home. Gorgeous Carrera marble countertops in kitchen and bathrooms, with stylish subway tile backsplash. Step inside to discover a bright and airy floor plan, enhanced by new windows installed in 2020, rated for hurricanes up to 185 MPH, the home features a whole-house water filtration system with UV light for clean, purified water throughout. New carpet in rarely used guest bedrooms. Master bedroom closet expanded to be pass through to His and Hers Full Bathrooms, you'll love this setup! The open-concept living area flows seamlessly, offering ample space for gatherings and everyday living, a beautifully updated kitchen, featuring refinished cabinets (2020) and stainless steel appliances, including a new induction cooktop stove, microwave, and dishwasher, all installed in 2020. There is also a brand new 55 Gallon hot water heater installed less than 2 years ago. The exterior is stucco complemented by a new roof installed in 2020, ensuring durability. The front of the home is adorned with permanent trim lights, controllable via an app to change colors and patterns. The fenced backyard provides privacy, professionally designed 32 x 15 paver patio with a sitting wall, fans with Aeromist misting system, Patio lights and a retractable awning creates a shaded outdoor oasis. A large 10 x 12 permitted site-built shed offers ample storage or workshop space and the irrigation system keeps the lush landscaping vibrant and low-maintenance. This home is designed for effortless living. Located in vibrant Winter Garden, in the highly desirable Tuscany neighborhood, this home offers easy access to charming downtown shops, restaurants, golf cart district and the scenic West Orange Trail. Prepare to be impressed!
Listing is courtesy of: HOMECOIN.COM (888-400-2513)
Listing Agent: Jonathan Minerick (888-400-2513)
2217 RICKOVER PL, WINTER GARDEN, FL 34787
$1,059,00077 Days on yellowkey MLS ID: O6388647
REDUCED by $16,000 (1.5%) on 04/20/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4324 Built: 2008Monthly Fee: $260 Tax: $8,547 (2025)Community: Bronsons Lndgs F & MSpa: YesSingle Family
Taxes:$8,547
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. This stunning waterfront model home in the prestigious gated community of Bronson's Landing in Winter Garden, Florida, offers the perfect blend of luxury, comfort, and waterfront living. Step inside to an elegant foyer featuring a custom staircase and a private office, setting the tone for this thoughtfully designed 5-bedroom, 5-full-bath residence with an additional loft, theater room, and versatile flex spaces ideal for relaxation and effortless entertaining. The heart of the home is the expansive open-concept gourmet kitchen, boasting sleek stone countertops, modern hardware, premium stainless steel appliances, built-in ovens, abundant cabinetry, a walk-in pantry, and a large island bar overlooking the sparkling pool, extended lanai, and tranquil pond views. Upgraded wood flooring flows throughout, while abundant natural light floods the seamless kitchen, dining, and living areas creating an inviting space perfect for year-round gatherings. The luxurious primary suite is a true retreat, with peaceful water views, crown molding, and a spa-like en-suite bath featuring a large soaking tub, separate shower, and an extended walk-in closet with custom built-ins. Upstairs, a second master bedroom awaits, complete with its own private sitting area and full bath that’s ideal for multigenerational living or guests seeking privacy. Generously sized secondary bedrooms accommodate family or visitors comfortably, while the flexible upstairs theater/flex room with kitchenette doubles as a superb loft or secondary living space. Outside, your private outdoor oasis beckons: an extended covered lanai with sliding glass doors opens to a resort-style pool and spa, fully fenced extended backyard, and panoramic water views that make every day feel like a vacation. Additional premium features include custom window treatments, designer lighting throughout, a whole-home central vacuum system, energy-efficient double-pane windows, and a convenient 3-car attached garage. Immaculately maintained and brimming with thoughtful details, this exceptional waterfront home must be experienced in person to truly appreciate its elegance and tranquility.
Listing is courtesy of: FL PRO BROKERS LLC (407-790-7341)
Listing Agent: Michael Blank (407-595-0144)
344 ERON WAY #12, WINTER GARDEN, FL 34787
$159,000229 Days on yellowkey MLS ID: O6349452
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1987Monthly Fee: $425 Tax: $2,408 (2024)Community: Townhomes Winter GardenCondo
Taxes:$2,408
Remarks: Under contract-accepting backup offers. MOTIVATED OWNER GIVING LASt CHANCE BEFORE RENTING IT OUT! RARE OPPORTUNITY TO MEET THE 1% MONTHLY INVESTOR RULE IN CENTRAL FLORIDA! This two bed, two bath villa home offers low maintenance living near downtown Winter Garden. Walk into an open concept living area with two large windows giving plenty of natural light. New floors throughout. The kitchen offers solid wood cabinets, granite, and stainless steel appliances. The primary bedroom offers two closets and an ensuite bathroom. A second bathroom is down the hall going to the second bedroom. Exterior Maintainance and landscaping offers low maintenance for this beautiful villa. The community offers a pool to relax in or take your laps. The family can enjoy the pool or the large community yard right outside your doorstep. Just a short distance to Plant Street where you can enjoy the farmer’s market, dining, shops, and access to West Orange Trail downtown has to offer. Just off major highways for commuting anywhere in the Orlando area (Hwy 50, Turnpike, 429, 408, 414). Everything else you could need is right along Colonial Drive. This property qualifies for low down payment programs for primary buyers or a great opportunity to add to your investment portfolio! Aggressively priced to sell, set up your showing for this quaint villa now!
Listing is courtesy of: MOFFATT (407-988-2991)
Listing Agent: Marcus Moffatt (304-290-4020)
14501 GROVE RESORT AVE, WINTER GARDEN, FL 34787
$235,00030 Days on yellowkey MLS ID: O6401424
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 2025Monthly Fee: $905 Tax: $7,772 (2025)Community: Grove Resort And Spa Hotel Condo 1Condo
Taxes:$7,772
Remarks: Invest where others vacation. This beautifully furnished 2-bedroom, 2-bathroom condo at The Grove Resort & Water Park Orlando offers the perfect blend of personal enjoyment and income potential. The property participates in the resort’s professionally managed income program, allowing for a seamless, hands-off experience. Enjoy exclusive access to the water park and a prime location just minutes from Disney. Generate revenue while having your own vacation retreat—ideal as both an investment property and for personal use.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Paula Chavez Razo (321-961-2892)
13212 SOCIAL LN, WINTER GARDEN, FL 34787
$595,00040 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
Remarks: One or more photo(s) has 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. Some photos have been virtually staged for visualization purposes.
Listing is courtesy of: PMI PRIME HOME (407-218-7598)
Listing Agent: Jianlin Shi (407-988-5057)
15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787
$799,00040 Days on yellowkey MLS ID: O6399638
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2808 Built: 2026Monthly Fee: $544 Tax: $545 (2025)Community: Del Webb OasisSpa: NoSingle Family
Taxes:$545
Remarks: Under Construction. Step into the Renown, a new construction, single-story home offering 3 spacious bedrooms, 3 beautifully appointed full bathrooms, a powder room, and an enclosed flex room. The open-concept layout seamlessly connects the gourmet kitchen, café, and gathering room, creating an airy atmosphere. The many windows and zero corner sliding glass door leading to the covered lanai bathe the entire space in natural light, elevating the overall feeling of openness. The heart of the home is the chef-inspired kitchen, where 42" white cabinetry meets luxurious quartz countertops. Thoughtfully designed features like soft-close drawers, easy-reach corner cabinets, double roll-out trays, and a waste basket drawer make the kitchen as functional as it is beautiful. A decorative tile backsplash and stainless steel single-bowl sink enhance the space, while the Whirlpool stainless steel appliances—including a built-in natural gas cooktop and a refrigerator—ensure you have everything you need for both everyday meals and special occasions. The kitchen flows effortlessly into the café and gathering room, where a zero-corner sliding glass door leads to the covered lanai, making this home ideal for seamless indoor-outdoor living. Retreat to the luxurious owner’s suite, a serene sanctuary with two spacious walk-in closets and a spa-like en suite bathroom. Dual vanity sinks, a walk-in shower with a rain shower head and built-in bench, an enclosed toilet, and a linen closet complete the tranquil space. For added convenience, one of the walk-in closets connects to the laundry room which is outfitted with built-in cabinetry, a utility sink trimmed in quartz, Whirlpool washer and dryer, and a storage closet. The two additional spare bedrooms, each with their own attached bathroom and walk-in closets, along with the enclosed flex room and powder room, provide ample space for family and guests. Every detail of this home has been carefully curated, from the Shaw wood-look luxury vinyl plank flooring throughout the living areas and bedrooms to the tile flooring in the bathrooms and laundry. Designer-curated finishes elevate every corner of this home, including pendant pre-wire in the kitchen, matte black hardware and plumbing fixtures, 2” faux wood blinds, 8’ Cheyenne style interior doors, comfort-height toilets, and Sherwin Williams Drift of Mist Interior Wall Paint throughout. Enjoy the convenience of modern living with a smart thermostat and doorbell, and LED downlighting. Schedule a tour today!
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
1646 HOLCOMB CREEK ST, WINTER GARDEN, FL 34787
$929,00058 Days on yellowkey MLS ID: O6394506
REDUCED by $20,900 (2.2%) on 04/20/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3841 Built: 2017Monthly Fee: $184 Tax: $12,543 (2025)Community: TwinwatersSingle Family
Taxes:$12,543
Remarks: Welcome to 1646 Holcomb Creek Street. Your beautifully appointed four bedroom, 4.5-bath Meritage home offers 3,824 sq ft of thoughtfully designed living space in one of Winter Garden’s most desirable communities. Built in 2017, this energy-efficient floorplan features spray foam insulation, whole house water filtration system, a spacious open layout, high-end finishes, and multiple flexible living areas. The gourmet kitchen impresses with 42" cabinetry, quartz countertops, stainless steel appliances, extended storage, walk in pantry and a large eat-in dining area. The family room includes an electric fireplace with a floor-to-ceiling stone accent wall and triple sliding glass doors leading to the screened lanai and fenced backyard. The first-floor primary suite offers a tray ceiling and a spa-inspired bath with direct access to the laundry room. A guest suite with private bath, third bedroom with an additional private bath, powder room, and a convenient pocket office completes the main level. Upstairs, a large bonus/game room, additional bedroom, full bath, and a flexible pass-through space provides endless possibilities for a media room, playroom, office or optional 5th bedroom. Your garage offers overhead storage and a Tesla-E/V charger. Exterior features include a tile roof, stone accents, extended front porch, in ground irrigation and lush landscaping. Located minutes from top-rated schools, shopping, dining, major highways and attractions. This exceptional home offers the perfect blend of luxury, comfort, and efficiency—move-in ready and meticulously maintained.
Listing is courtesy of: ERA GRIZZARD REAL ESTATE (407-203-5800)
Listing Agent: Jennifer Grimes (352-223-9588)
14626 BLACK QUILL DR, WINTER GARDEN, FL 34787
$799,90040 Days on yellowkey MLS ID: O6399975
0 Days Off yellowkey (back on 4/26/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2907 Built: 2016Monthly Fee: $215 Tax: $6,816 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$6,816
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: MINT CONDITION 4 bedroom pool home in Overlook at Hamlin! Original Owners have taken great care of this Taylor Morrison Jamestown model with EXTENDED PRIMARY SUITE AND EXTENDED LANAI! Natural Gas Community! GAS cooktop and GAS Tankless Hot Water Heater. Lots of crown moldings and picture frame moldings throughout. PLANTATION SHUTTERS as well. NEW AC SYSTEM 2025! The Outdoor space features a GAS HEATED SPOOL (Yes, combination Pool and Spa!) Travertine Decking and screened enclosure. The back yard is also fenced for privacy and pets. There is also a space for pets with synthetic turf, so no cutting grass in the backyard. Beyond the pool area is a dry retention area, so NO REAR NEIGHBORS! This property is expected to go quickly so don't delay in making your appointment!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Thomas Moffett (407-375-6498)
5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787
$695,000123 Days on yellowkey MLS ID: O6376219
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2839 Built: 2017Monthly Fee: $195 Tax: $9,648 (2025)Community: Signature Lakes Ph 3B-4, 3B-5 & 3B-7 83/27 Lot 184Single Family
Taxes:$9,648
High School: Windermere High School
Remarks: Price Improvement – Welcome to 5966 Cypress Hill Rd, located in the highly sought-after Independence community of Winter Garden. This well-maintained home offers a rare blend of privacy, space, and lifestyle amenities. Situated on a larger-than-average lot with no rear neighbors, the home backs up to an open area, creating a peaceful and private setting—perfect for relaxing or entertaining. Features include a covered side lanai, extended driveway, and detached garage, offering both functionality and additional space. Enjoy resort-style living in Independence, including: • Two private boat ramps with access to Lake Speer and Lake Hancock • Two clubhouses, pools, fitness centers, and sports courts • Internet included through Spectrum as part of the HOA • Walking trails, parks, and frequent community events • Internet included through Spectrum as part of the HOA The home is zoned for top-rated schools and conveniently located near shopping, dining, and major highways. Solar System: Property includes a solar system with an existing loan. Buyer to assume solar loan. Note: Water softener not included but may be purchased separately. Solar loan assumption required; details available upon request.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$882,93264 Days on yellowkey MLS ID: O6392975
1 Days Off yellowkey (back on 4/26/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3101 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Tax Year: 2026
Remarks: Under Construction. What's Special: Dedicated Study | Game Room | East Facing Lot. New Construction - October Completion! Built by America's Most Trusted Home Builder. Welcome to the Cumberland at 12965 Harvest Rain Avenue in Harvest at Ovation! From the foyer, this new home opens into a bright, open-concept layout where the great room, dining area, and kitchen flow together seamlessly. The kitchen features custom white cabinets, quartz countertops, and luxury vinyl flooring that continues throughout the main living area for a cohesive and stylish feel. Sliding doors at the great room lead out to the extended covered lanai, creating an easy indoor-outdoor connection. Tucked at the back of the home, the primary suite offers a spacious retreat with a walk-in shower and walk-in closet, while a secondary bedroom with a private bathroom, a dedicated study, and a powder room sit just off the foyer. Upstairs, three additional secondary bedrooms, including one with a private bathroom, another full bath, and a generous game room provide plenty of flexible living space. A two-car garage with an extra storage area adds everyday convenience. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Gourmet kitchen, study in place of garage storage, deluxe primary bath, pocket slider at great room, extended lanai, shower at upstairs bath 3, and 8' interior doors. Photos are for representative purposes only. MLS# O6392975
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
15391 LEBEAU LOOP, WINTER GARDEN, FL 34787
$949,000126 Days on yellowkey MLS ID: O6375228
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3042 Built: 2022Monthly Fee: $101 Tax: $10,724 (2025)Community: Winding Bay Ph 3Spa: NoSingle Family
Taxes:$10,724
Remarks: Experience refined luxury in this stunning Winter Garden residence designed for both elegance and comfort! This open-concept floor plan is beautifully enhanced by crown molding throughout the first floor and abundant natural light. Entering into the foyer you will find a full shiplap wall and a dedicated office with glass French doors that provides a comfortable work-from-home space. The gourmet kitchen is a true showstopper with a large kitchen island, open shelving, and a full wall of backsplash to the ceiling. This kitchen showcases elevated finishes and natural gas cooking, every chef's dream! The first-floor primary suite offers a private retreat, with a rain shower head and freestanding tub in the ensuite bathroom, built-in shelving in the primary closet, and windows overlooking the expansive woods behind the home! The spacious living room and extended outdoor travertine patio both feature surround sound speakers - perfect for indoor/outdoor entertaining! Head outside through the stacking sliding doors with automatic shades and impact glass to find an elevated pool with a large sun deck and water feature, as well as a panoramic screen enclosure overlooking serene, wooded views with NO REAR NEIGHBORS - a private outdoor oasis! Upstairs you will find three secondary bedrooms, one with its own private ensuite, and a spacious loft that offers a flexible living or media space. This home has also been thoughtfully designed with NO CARPET - it features ONLY engineered hardwood throughout and ceramic tile in all bathrooms, delivering timeless style and effortless maintenance in a truly exceptional setting. Every inch of this home has been carefully selected, from the central vacuum to the smart rack in the garage, making this is a truly stunning place to call home. Schedule your private showing today!
Listing Agent: Jasmine Martz (407-756-8344)
6177 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$729,38531 Days on yellowkey MLS ID: G5111566
0 Days Off yellowkey (back on 4/25/2026)
Remarks: One or more photo(s) has been virtually staged. Under Construction. The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering FOUR bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully positioned for privacy. An additional bedroom and a flexible bonus room on the second floor provide ample space for family members or guests. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.