Location: Winter Garden , 34787
Do Not Show Listings
14240 COLONIAL POINTE DR, WINTER GARDEN, FL 34787
$1,250,00015 Days on yellowkey MLS ID: O6412255
REDUCED by $25,000 (2.0%) on 06/06/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4816 Built: 2018Monthly Fee: $209 Tax: $10,516 (2025)Community: West Lake Hancock EstatesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,516
Elementary School: Independence Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Hamlin Middle
Remarks: Live the luxury lifestyle West Lake Hancock Estates, an exclusive lakeside community. This home offers 6 bedrooms and 6 bathrooms over 4816 sq. ft. of living space with an open-concept design perfect for both everyday living and entertaining. A rare highlight, this home features two primary suites on the first floor, ideal for multi-generational living or guests. The gourmet double-island kitchen boasts upgraded cabinetry, granite countertops, double ovens, stainless steel appliances, a center island, butler’s pantry and a breakfast nook flowing seamlessly into spacious living and dining areas, a large loft, and a dedicated media room. Engineered hardwood floors, crown molding, custom built-ins, wainscoting, surround sound, a security system, and a custom mudroom/drop zone conveniently located in the garage. Enjoy outdoor living with a fully equipped outdoor kitchen and a backyard with room to build your dream pool. Additionally features include a 3-car garage and access to resort-style amenities such as a lakeside clubhouse, pool, fitness center, trails, and a ramp to launch your boat to Lake Hancock. Conveniently located near SR-429, with easy access to Orlando, shopping, dining, and entertainment.
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Esther Teodorescu (973-234-3370)
15157 AQUA SOL LN, WINTER GARDEN, FL 34787
$445,90040 Days on yellowkey MLS ID: S5149095
REDUCED by $10,000 (2.2%) on 06/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 2024Monthly Fee: $725 Tax: $6,503 (2025)Community: Del Webb OasisVilla
Taxes:$6,503
Elementary School: Water Spring Elementary
Middle School: Water Spring Middle
Remarks: Welcome to Del Webb Oasis, a gated community in Winter Garden's Horizon West, Get ready to live your best life in this vibrant, 55+ boutique community. It’s not just a home—it’s a feeling of pure community where every day is a chance to connect with your peers and jump into fun. Say goodbye to chores with our luxury, low-maintenance lifestyle and hello to endless activities! And the location? It’s simply magical! You're just a quick 2 mile hop from Disney World and all the trendy shopping and dining at Hamlin Town Center. Plus, top-tier healthcare is minutes away. Step inside this stunning villa, which is perfectly situated just a stone's throw from the amazing amenity clubhouse! You’ll be greeted by a custom, upgraded large front door with a stylish glass insert—a luxurious touch exclusive to this unit. Immediately inside, the enclosed Flex room is ready for whatever adventure you dream up: a sunny day room, a perfect office, or even an extra sleeping space. The kitchen is an absolute showstopper! It’s been upgraded with a chef’s layout featuring 42” Landen burlap cabinets, satin nickel door pulls, and dazzling quartz counters. Imagine cooking with soft-close drawers, pull-out trays, and gorgeous pendant lighting twinkling over the island. Even the subtle 3x6 subway tile backsplash adds a bright, tender touch. Drift into your spacious, comfortable master bedroom suite, located privately at the rear of the home. The spa-like master bath is your personal oasis, complete with an upgraded heavy glass shower door, maple quartz countertops, and comfort-height facilities. Throughout the entire villa, you’ll find luxurious upgrades like travertino tile flooring, custom plantation blinds for the perfect balance of light and privacy, and a satin nickel hardware finish for a clean, rich look. Plus, it’s a smart home ready to handle all your technology needs. Even the garage gets the luxury treatment with a convenient keypad entry and a beautiful epoxy finish. If you're looking for a property where all the luxury, comfort, and fun are ready and waiting, you've found your perfect spot!
Listing is courtesy of: RE/MAX SELECT GROUP (954-905-2772)
Listing Agent: Jason Price (954-905-2772)
16827 HOBE SOUND CT, WINTER GARDEN, FL 34787
$599,990141 Days on yellowkey MLS ID: O6376919
REDUCED by $15,000 (2.4%) on 06/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2489 Built: 2025Monthly Fee: $248 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 Clearden. 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’ll find a bedroom and downstairs powder room. 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 all three 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. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Clearden 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)
14501 GROVE RESORT AVE #3109, WINTER GARDEN, FL 34787
$299,900104 Days on yellowkey MLS ID: O6386655
REDUCED by $15,000 (4.8%) on 06/07/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1434 Built: 2018Monthly Fee: $1,025 Tax: $4,503 (2025)Community: Grove Residence & Spa Hotel Condo 2Spa: YesCondo
Taxes:$4,503
Remarks: PREMIUM BUILDING 3 | RARE 14-FOOT CEILINGS | ELEVATOR-FREE ACCESS | ONSITE RENTAL PROGRAM Step into the largest and most unique 2-bedroom footprint available at The Grove Resort & Water Park. Located on the highly coveted 1st floor of Building 3, Unit 3109 boasts massive 14-foot architectural ceilings exclusive to the ground level, delivering an incredible sense of volume, grandeur, and endless natural light that upper-floor standard units simply cannot match. This fully furnished, turnkey property features the sprawling Cypress Floor Plan (1,434 Sq. Ft.), highlighting a spectacular Dual-Zone Primary Suite complete with its own private attached den. This bonus space acts as a quiet sanctuary, media lounge, or infant nursery entirely separate from the main living room. Why Investors Choose Unit 3109: Zero-Friction Resort Living: Enjoy the luxury of walking straight from the main Building 3 lobby directly into your villa. No elevator wait times, no stairs, and immediate walk-out access to the Surfari Water Park and resort dining. Turnkey Paramount Rental Program: This unit is fully equipped and eligible for immediate enrollment in the world-class, onsite rental program managed by Paramount Hospitality Management. Enjoy completely hands-off ownership with on-site booking, guest check-in, marketing, and property maintenance fully handled for you. Building 3 Dominance: Situated in the newer and most popular phase of the resort, making it highly preferred by incoming vacationers. Luxury Suite Positioning: The added square footage and private owner's lounge elevate this unit into a higher-tier booking bracket on vacation platforms, driving premium guest reviews and repeat bookings. Don't miss the lowest-priced opportunity to own premier Building 3 Cypress luxury! Schedule your showing today.
Listing is courtesy of: MBI REALTY LLC (407-821-5036)
Listing Agent: Bill Traback (407-821-5036)
18422 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$815,00014 Days on yellowkey MLS ID: O6412770
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3231 Built: 2024Monthly Fee: $300 Tax: $10,531 (2025)Community: Waterleigh Ph 4B & 4CSingle Family
Taxes:$10,531
Remarks: PREMIUM LOT with CONSERVATION VIEWS! Enjoy this popular TORREY Floor Plan with 5 Bedrooms, 4.5 Baths, Large LOFT with CUSTOM Built-In Fireplace, Oversized Covered Patio with Electronic RETRACTABLE Screens and a FENCED YARD next to EXTRA GREEN SPACE and surrounded by OVER 7 ACRES of Conservation just minutes from DISNEY! GREAT VALUE - Listed over $50,000 LESS than they purchased for PLUS they have added Over $40,000 in UPGRADES! The Beveled Glass Front Door Welcomes you into a Home filled with ALL THE BEST UPGRADES! Wood Plank Porcelain Tile Floors, FLEX Space that can be a Dining Room or Office. CUSTOM Painted Interior Doors with Matte Black Hardware. The GOURMET Kitchen features White 42” CABINETS with Crown Molding, QUARTZ COUNTERS, Upgraded Tile BACKSPLASH, Large ISLAND and SS APPLIANCES including a 5 Burner Cooktop with Vent Hood and Built-In Oven and Microwave Combination. Plus a Butler Pantry with EXTRA CABINETRY and a Large Pantry provide Lots of STORAGE! Sliders from the Family Room open to the Covered Patio with Ceiling Fans, Retractable Screens that also BLOCK UV Rays and Extended Paver Patio great for Container Gardening or a Fire Pit! This PRIVATE Backyard is where you will want to have your Morning Coffee or Host Evening Get Togethers! The First Floor includes Bedroom 5 with Tile Floors located next to FULL Bath 4. A convenient Powder Bath completes the 1st Floor. Wood Stairs with White Risers lead to the LOFT with CUSTOM Built-In Cabinetry with Stacked Stone Wall, Wood Mantel, Abundant Shelving and Stylish ELECTRIC FIREPLACE! The Primary Bedroom has a Tray Ceiling and Opens to a Bath with Upgraded Cabinets, Long Counter with DOUBLE SINKS, Garden Tub, Shower with Shampoo Niche, SEAMLESS Shower Door, and Upgraded Tile to the Ceiling. The WALK-IN Closet is over 12 Feet Long! In this Split Plan, Bedrooms 2 and 3 share Bath 2. Bedroom 4 has an Ensuite PRIVATE Bath 3 with Upgraded SHOWER instead of a tub. The Laundry Room is Pre-Plumbed for a Utility Sink and Includes the Washer and Dryer. Great Features Include: Upgraded Porcelain WOOD PLANK TILE throughout First Floor and Baths, Ceiling Fans, Wood Stairs with WROUGHT IRON Spindles, GUTTERS and a Whole House Water FILTRATION System. This Energy Efficient ALL BLOCK Home saves $$ on Utility Bills with Double Pane “Lo E” Windows, Reclaimed Water for Irrigation and R-30 Insulation and 15 Seer Carrier AC Unit. Located in WATERLEIGH – the PREMIER LIFESTYLE COMMUNITY in the area with 4 Community Pools, 3 Clubhouses and Fitness Centers, Fishing Pier, Playgrounds, Parks, Sand Volleyball, Tennis, Pickleball and MUCH MORE! RELAX and enjoy your home – HOA does all Yard Work! All this close to DISNEY, DINING, SHOPPING plus Water Spring Elementary and Water Spring Middle Schools are in walking distance and zoned for the NEW Horizon High School! Easy Access to 429, 417 and 408!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Joann Best (407-963-2981)
420 E CYPRESS ST, WINTER GARDEN, FL 34787
$425,00015 Days on yellowkey MLS ID: O6412414
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1616 Built: 1950 Tax: $5,517 (2025)Community: Overstreet CrateSingle Family
Taxes:$5,517
Elementary School: Maxey Elem
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Trevor Zwick (863-303-6114)
483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787
$339,90063 Days on yellowkey MLS ID: O6398208
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1988 Tax: $2,702 (2025)Community: East Garden Manor Add 03Single Family
Taxes:$2,702
Remarks: Move in ready, completed renovated, property offers two bedrooms and 2 bathrooms, brand new bathrooms, brand new kitchen, new appliances, new windows, ceramic trough the house, new roff, new pluming, close to major roads, schools, minutes to Winter Garden dawn town.
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
7279 DUXBURY LN, WINTER GARDEN, FL 34787
$438,10024 Days on yellowkey MLS ID: O6405682
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1895 Built: 2016Monthly Fee: $396 Tax: $6,463 (2025)Community: Lakeview Pointe At Horizon WestTownhouse
Taxes:$6,463
Elementary School: Summerlake Elementary
Remarks: Welcome to this stunning END UNIT townhome in the highly desirable Lakeview Pointe community of Horizon West in Winter Garden! Built in 2016, this beautifully maintained 3-bedroom, 2.5-bathroom townhome with a large BONUS ROOM offers an open floor plan, abundant natural light, and versatile living spaces. The end-unit location provides additional windows and an abundance of natural light throughout the home. Upon entering, you'll be greeted by stacked stone accents in the entryway and on the TV feature wall, along with extended tile flooring throughout the main living areas. The spacious kitchen is the heart of the home, featuring 42-inch cabinetry, granite countertops, a stylish backsplash, stainless steel appliances, and a large center island. Open to the dining area and family room, this space is ideal for both everyday living and entertaining. The first floor also includes a convenient full laundry room, a walk-in storage closet, and a half bathroom for guests. Upstairs, the second floor features all three bedrooms, including a spacious Owner’s Suite with a large walk-in closet and an en-suite bathroom offering dual vanities, a walk-in shower, and a private water closet. Two additional bedrooms and a full bathroom are located on the opposite side of the home for added privacy. Head up to the third floor where you'll find a versatile bonus room that can serve as a game room, home office, theater room, playroom, fitness area, or even be converted into a fourth bedroom. Outside, enjoy your private paved patio or relax on the charming front porch with your morning coffee. A covered walkway connects the home to the detached garage, providing protection from the elements. In the evenings, take advantage of the community dock on Lake Huckleberry to watch the sunset or enjoy views of the nightly Disney fireworks from the community pavilion. With lawn care included in the HOA, this home is truly move-in ready. Residents of Lakeview Pointe enjoy exceptional amenities, including a resort-style pool, fitness center, splash pad, playground, community dock, fireworks viewing area, and park. The home is also zoned for highly rated A-rated schools, making it an excellent choice for families. Conveniently located near The Mark at Horizon West, Hamlin Town Center, Highway 429, Walt Disney World, Orange County National Golf Center, Publix, Walmart, Starbucks, banks, restaurants, and a luxury cinema, you'll have endless shopping, dining, and entertainment options just minutes away. Don't miss this incredible opportunity to own a beautiful home in one of Horizon West's most sought-after communities. Schedule your private showing today!
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$525,00052 Days on yellowkey MLS ID: O6400695
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2079 Built: 2017Monthly Fee: $164 Tax: $4,974 (2025)Community: WatermarkSingle Family
Taxes:$4,974
Elementary School: Panther Lake Elementary
Remarks: Skip the wait for new construction and enjoy this beautifully upgraded, energy-efficient home in one of Winter Garden’s most sought-after communities near Hamlin and Disney. Offered for the first time by the original owner, this move-in ready 3-bedroom, 2.5-bath residence with a spacious LOFT combines stylish design, modern functionality, and an unbeatable location just minutes from Disney, Universal, shopping, dining, and major highways. The large LOFT can easily be converted into a 4th Bedroom. Designed for both everyday living and entertaining, the open-concept floorplan features over 2,000 square feet of thoughtfully designed living space filled with natural light. At the center of the home, the gourmet kitchen showcases double ovens, a cooktop, designer backsplash, pendant lighting, under-cabinet lighting, abundant cabinetry, and an oversized island perfect for gatherings and casual dining. The kitchen flows seamlessly into the dining and living areas, creating an inviting atmosphere ideal for entertaining family and friends. Elegant upgrades throughout the home include wood flooring in the main living areas, oak tread stairs with wood spindles, upgraded baseboards, eight-foot first-floor doors, and double French doors leading to the covered lanai for effortless indoor-outdoor living. Upstairs, the oversized loft offers exceptional flexibility and can easily function as a home office, media room, playroom, fitness space, or second living area. The spacious primary suite serves as a relaxing retreat featuring a tray ceiling, two walk-in closets, and double doors leading to the spa-inspired primary bath complete with dual sinks, an extended vanity, walk-in shower with dual shower heads, linen closet, and private water closet. Two additional bedrooms each include their own walk-in closet, offering plenty of storage and flexibility for family or guests. This home also stands apart with valuable energy-efficient upgrades including spray foam insulation, double-pane windows, and a 9-panel SOLAR SYSTEM designed to help offset monthly electric costs. Residents enjoy access to exceptional resort-style amenities including two community pools, splash zone with water slides, fitness center, clubhouse with gathering spaces and catering kitchen, tennis and basketball courts, food truck nights, seasonal community events, and an outdoor amphitheater for concerts and movies. One of the community’s most unique features is the rooftop deck with panoramic views of nightly Disney fireworks. Located just minutes from Hamlin Town Center, Orange County National Golf Center, Walt Disney World, and top-rated schools including Panther Lake Elementary, Hamlin Middle, and Horizon High School, this home offers the perfect combination of convenience, lifestyle, and community charm. Starbucks, restaurants, shopping, and everyday essentials are all within close walking or biking distance. Meticulously maintained and truly move-in ready, with furniture also negotiable—schedule your private showing today.
12410 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787
$639,99025 Days on yellowkey MLS ID: O6409937
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1860 Built: 2022Monthly Fee: $225 Tax: $7,966 (2025)Community: Encore At OvationSingle Family
Taxes:$7,966
Remarks: One or more photo(s) has been virtually staged. Some homes just feel different the moment you arrive; this one delivers before you ever step inside. Tucked into the sought-after community of Encore at Ovation, this single-story, 3-bedroom, 2-bath home - the Ashford model by M/I Homes - sits on a premium lot with no front neighbors and no rear neighbors – just open conservation & pond views in front, and the same stunning views out back. It offers the kind of privacy that's genuinely rare at this price point. Inside, the layout is as smart as it is beautiful. An open-concept design connects the chef's kitchen – complete with a gas range, oversized farmhouse sink, and large center island – to the dining area, family room, and extended covered lanai. Every inch of this space was designed to pull your eye toward the serene water view, whether you're winding down at night or starting the day with your morning coffee. Elegant wood-look porcelain tile flooring runs throughout, keeping things bright, clean, aesthetically appealing, and easy to maintain. The split floor-plan keeps the owner's suite tucked away for true privacy. It features dual vanities, a soaking tub, a walk-in glass-enclosed shower, and a walk-in closet that actually impresses. The two secondary bedrooms sit on the opposite side of the home – a layout that works wonderfully for guests, family, or for a dedicated home office space. An oversized laundry room with a utility sink and additional smart home features – fiber-optic internet, security system, and exterior cameras – round out a home that's as functional as it is well-appointed. With this home, location is simply an added bonus. Encore at Ovation sits less than 10 minutes from Walt Disney World, putting you at the center of everything Central Florida has to offer – world-class dining, entertainment, major employment corridors, and easy access to highways – while still coming home to a quiet, residential community with resort-style amenities including a clubhouse, fitness center, and resort-style pool. Lawn maintenance is included, so weekends are yours to actually enjoy. Move-in ready. Premium lot. Unbeatable location. This one checks the boxes most buyers spend months looking for. Contact us to schedule your private viewing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
8170 BLUEJACK OAK DR, WINTER GARDEN, FL 34787
$460,00061 Days on yellowkey MLS ID: O6399484
REDUCED by $5,000 (1.1%) on 06/03/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1853 Built: 2016Monthly Fee: $315 Tax: $4,738 (2025)Community: Summerlake Pd Ph 2C 2D 2ETownhouse
Taxes:$4,738
Remarks: Welcome to 8170 Bluejack Oak Drive, a beautifully situated corner unit in the heart of the Summerlake Community. Offering a spacious yard and stunning water views, this 3 bedroom 2.5 bath townhome is just what you've been looking for! Enjoy sitting on your front porch with the peaceful water views, and at the end of every day you can catch Disney’s nightly fireworks while strolling around the pond. Inside, the home features a functional and inviting layout, with a versatile bonus room and a convenient half bath just off the entry. The kitchen is well-appointed with granite countertops, oversized island, 42” cabinetry, and a generous pantry. The kitchen flows seamlessly into the dining area and spacious family room. Step outside to the extended brick patio and grassy yard, ideal for hosting, relaxing, or enjoying time with pets. Your rear-entry two-car garage adds both convenience and extra parking with a good size driveway. Upstairs, the oversized primary suite offers a peaceful retreat with beautiful sunset views. The ensuite bath featuring dual sinks, a soaking tub, separate shower, and walk-in closet. Down the hall, you'll find two additional bedrooms, both with pond views, a full bathroom, and upstairs laundry. You'll enjoy access to resort-style amenities, including a community pool, fitness center, clubhouse, tennis courts, and basketball half-The HOA handles all landscaping, pest control, exterior maintenance and irrigation.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Stephanie Baldner (407-419-0629)
205 SURPRISE DR, WINTER GARDEN, FL 34787
$1,200,000194 Days on yellowkey MLS ID: O6365188
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2171 Built: 1950 Tax: $3,406 (2024)Community: Winter Garden Shores RepSingle Family
Taxes:$3,406
Elementary School: Dillard Street Elem
Tax Year: 2024
Remarks: PRICE ADJUSTED to reflect recent appraisal, this four-lot parcel presents immediate value- with two vacant lots ready for expansion, additional income potential, or future development. Discover an exceptional property in the heart of highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive four-lot parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. Two of the four lots are currently vacant, offering potential to subdivide, expand, or build. A large shed, rated as a detached garage, on the property provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Alison Scorsone (321-689-3554)
630 GRASSY STONE DR, WINTER GARDEN, FL 34787
$545,00011 Days on yellowkey MLS ID: O6414101
1 Days Off yellowkey (back on 6/7/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2210 Built: 2013Monthly Fee: $72 Tax: $4,479 (2025)Community: Covington Chase Ph 2BSingle Family
Taxes:$4,479
High School: Ocoee High
Remarks: Under contract-accepting backup offers. **DOWNTOWN WINTER GARDEN -- GOLF CART DISTRICT -- WEST ORANGE TRAIL** **FULLY OWNED WHOLE HOME SOLAR SYSTEM -- LIVE WITH LITTLE TO NO ELECTRICITY BILLS** **BRAND NEW HVAC -- MAY 2026** **ROOF -- JUNE 2018** **FULLY FENCED YARD** Welcome to this beautiful move-in ready home located in downtown Winter Garden's highly desired Covington Chase neighborhood! Experience the best of both worlds -- the LOCATION you desire right within downtown & the golf cart district…with the PEACE OF MIND that comes with a newer home. Enjoy energy independence and LOW monthly bills with (fully owned/paid off!) WHOLE HOME SOLAR ENERGY! Starting with great curb appeal, this home welcomes with an inviting front patio and upgraded landscaping. Fantastic & flexible floor plan features three bedrooms and two full bathrooms...all on one story…PLUS two additional flex spaces at the front of the home. “Formal Dining” & “Formal Living” by floor plan…but use as your life requires…enclose for 4th bedroom or office space (or two separate offices!), playroom, school or craft room, side hustle or library…the options are endless. The large open living space features tile flooring and large windows and sliding doors creating lots of NATURAL LIGHT throughout. The primary suite features a large additional space…room for a sitting area, office space, craft area, workout/gym…and additional large sliding glass doors to patio & backyard. Double door entry to the primary bath with extended walk-in tiled shower, double (separate!) sinks and large walk-in closet. RECENT UPGRADES & UPDATES: HVAC -- MAY 2026. Roof -- June 2018. Exterior Paint -- 2024. Whole Home Solar Energy -- 2020. Fiber Internet (AT&T). Surround sound pre-wire in living room. Updated laundry room with custom cabinetry & shelves. Subfloor added in garage attic for lots of additional storage. Private mailbox. Rain gutters. All appliances convey including washer & dryer. LIVE the Florida lifestyle outdoors…ENJOY peace & privacy in the beautiful fully-fenced backyard complete with a covered patio lanai. Plenty of space for your outdoor dreams & plans. Existing playset can stay or be removed. This community features a fantastic pool, playground and park area all for a very LOW HOA fee...in addition, the West Orange Trail runs RIGHT THROUGH the center of the community around the corner from the home! It is also ZONED for GOLF CART use throughout Downtown Winter Garden. HUGE weekly farmer's market, annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks and recreation...come JOIN THE FUN! Also conveniently located just minutes from the Winter Garden Village shopping center and just one minute from HWY 429. WELCOME HOME!
Listing is courtesy of: TARA MOORE REAL ESTATE (407-738-5588)
Listing Agent: Tara Moore (407-765-3700)
16461 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787
$425,00010 Days on yellowkey MLS ID: O6414427
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1768 Built: 2022Monthly Fee: $286 Tax: $7,039 (2025)Community: Hawksmoor Ph 3Townhouse
Taxes:$7,039
Remarks: Welcome to your future home in the highly desirable, sought-after Hawksmoor community of Horizon West / Winter Garden.This beautifully maintained, move-in ready 4-bedroom, 2.5-bathroom townhome offers the perfect blend of modern comfort, functional design, and a low-maintenance lifestyle. The main level features an inviting open-concept layout filled with abundant natural light, seamlessly connecting the spacious living areas, defined dining space, and a chef-inspired kitchen. Designed for both daily living and entertaining, the kitchen comes fully equipped with premium granite countertops, stainless steel appliances, an oversized island, and upgraded cabinetry. Just off the gathering room, a private, low-maintenance paver courtyard connects the home to the rear-facing garage, creating an ideal outdoor oasis for relaxing evenings or hosting guests. Upstairs, the generous primary suite serves as a peaceful retreat, boasting a elegant tray ceiling, a large walk-in closet, and a well-appointed en-suite bath with dual sinks and a glass-enclosed shower. Two additional spacious bedrooms offer excellent flexibility for family, guests, or a home office. Resort-Style Community & LifestyleResidents of Hawksmoor enjoy an incredible array of world-class amenities designed for an active and social lifestyle. Enjoy exclusive access to the spectacular clubhouse with water views, a resort-style pool, splash pad, fitness center, and scenic walking trails. Unbeatable Location 10 minutes from Disney! Perfectly positioned in one of Central Florida's fastest-growing areas, you are just minutes away from State Road 429, making commutes a breeze to downtown Winter Garden, Orlando, Clermont, and major employment corridors. Enjoy ultimate convenience with nearby shopping, dining, and entertainment at Hamlin Town Center and Waterleigh Village. You are also just minutes from the premier Orange County National Golf Center, top-rated A schools. Don’t miss this smart opportunity to own a beautiful home in Winter Garden’s premier townhome community. Schedule your tour today!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jhoana Loyo Urrutia (407-502-9384)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$550,00070 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
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)
8530 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$1,499,00011 Days on yellowkey MLS ID: O6413249
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4130 Built: 2018Monthly Fee: $266 Tax: $2,479 (2025)Community: Waterleigh Ph 1ASingle Family
Taxes:$2,479
Remarks: Rare opportunity to own an exceptional lakefront residence with a private dock and breathtaking panoramic water views in one of Winter Garden's premier resort-style communities. Offering approximately 4,663 square feet of living space, this impressive home features 4 bedrooms, 4 bathrooms, and a 3-car garage on a spectacular direct lakefront homesite. Designed to maximize the stunning waterfront setting, the home showcases soaring ceilings, elegant architectural details, expansive living spaces, and abundant natural light throughout. The gourmet kitchen features an oversized island, double ovens, walk-in pantry, and seamless flow into the main living areas, all positioned to capture beautiful lake views. The luxurious primary suite serves as a private retreat with direct access to a covered second-floor balcony overlooking the water. Additional indoor and outdoor living spaces, including a covered lanai, provide the perfect setting for entertaining or simply enjoying Florida's year-round lifestyle. Residents enjoy access to resort-style amenities including pools, clubhouse, fitness center, walking trails, and playgrounds. Conveniently located near shopping, dining, entertainment, and major roadways, this remarkable waterfront property offers luxury, privacy, and an unparalleled lakefront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Katherine Perdomo (407-953-2272)
6238 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787
$438,89016 Days on yellowkey MLS ID: O6412326
REDUCED by $6,000 (1.3%) on 06/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1683 Built: 2024Monthly Fee: $286 Tax: $892 (2024)Community: Silverleaf OaksSpa: NoTownhouse
Taxes:$892
Elementary School: Hamlin Elementary
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 Dahlia interior unit townhome by Pulte, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Elkins White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and bathrooms is finished with Tile Flooring. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.
Listing is courtesy of: PULTE REALTY OF NORTH FLORIDA LLC (407-250-9131)
Listing Agent: Adrienne Escott (407-250-9131)
13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787
$585,000140 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)
342 WINDFORD CT, WINTER GARDEN, FL 34787
$339,90034 Days on yellowkey MLS ID: O6407632
REDUCED by $10,000 (2.9%) on 06/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1194 Built: 1996Monthly Fee: $40 Tax: $4,266 (2025)Community: Park Ave EstatesSingle Family
Taxes:$4,266
Remarks: Welcome to one of the best-priced opportunities in all of Winter Garden — a fully updated, move-in ready home where every major improvement has already been done for you. This is the kind of listing first-time buyers dream about: zero surprises, just keys and comfort. Step inside to find soaring vaulted ceilings and gleaming tile throughout, creating a bright, open feel the moment you walk through the door. The kitchen shines with granite countertops, stainless steel appliances, and a gas stove — a chef's delight and an entertainer's best friend. Both bathrooms have been tastefully refreshed with updated vanities and showers. And the best part? The washer and dryer stay. Out front, you'll fall for the adorable open porch — perfect for morning coffee or evening sunsets. Out back, a shed and additional exterior storage give you all the space you need for tools, hobbies, or weekend adventures. Another plus, the community pool is two doors down! Location is everything, and this home delivers. You're just minutes from the vibrant shops, restaurants, and farmers market of Downtown Winter Garden — without the premium price tag that usually comes with it.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Brooke Cangro (407-758-6699)
15025 PIGEON PLUM LN, WINTER GARDEN, FL 34787
$599,99035 Days on yellowkey MLS ID: O6404948
1 Days Off yellowkey (back on 5/16/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2605 Built: 2016Monthly Fee: $252 Tax: $6,086 (2025)Community: Summerlake Pd Ph 2CSingle Family
Taxes:$6,086
Remarks: Under contract-accepting backup offers. Disney Fireworks from your front window! This 4 bedroom home PLUS OFFICE/FLEX SPACE in the desirable Summerlake neighborhood is ready for you to call home! TOUR THE HOUSE WITH THE VIRTUAL TOUR LINK. One step in and the modern finishes will catch your eye, from the new luxury vinyl flooring (correction 6/6/2026, laminate flooring) throughout the downstairs living spaces to the GOURMET KITCHEN. The Primary Suite is located on the main floor, and features a walk-in closet, dual sink vanity, and a LARGE SHOWER. At the front of the house, you’ll find the 5th room, a flex space that is perfect for your home office, den, or separate sitting room. The heart of this home is the open concept kitchen and family room, where the family cook will feel like part of the action overlooking the family room while preparing meals on the GAS STOVE and DOUBLE OVEN, with generous cabinetry storage and counter space, an eat-at island, and a large WALK-IN PANTRY. Off the kitchen you have a dinette for table meals, as well as access to your covered screened-in patio, making grilling burgers and summer gatherings a breeze! If you need that secondary upstairs loft or living space, this house has it---perfect for movie nights, a game room, or large playroom. Also, upstairs, you’ll find 3 secondary bedrooms (2 with step-in closets), as well as a full bathroom with double sink vanity and separate water closet. There is no CDD fee at Summerlake, and the reasonable HOA fee includes exterior lawn care and routine mulching, leaving you more time to enjoy the neighborhood’s premium amenities that include a resort-style heated pool and sundeck, splash pad, fitness center with lake view, clubhouse, sports courts and fields, fishing pier, and various dog parks and playgrounds, located just 1 street over from your new home! Besides that, community events happen regularly throughout the year like movie nights, food trucks, garage sales, and holiday festivals. Just outside the neighborhood is the amazing Hamlin shopping area with dozens of stores and trendy restaurants, a movie theater, Publix, Walmart, Starbucks, and more! Large walking/jogging paths make it easy for active individuals to enjoy them without having to drive. On top of that, some schools are located within the neighborhood, and there is a hospital nearby. Plus, you are literally just minutes from Disney property. Come see your new home before someone else does!
Listing is courtesy of: BLOOM HOME GROUP REALTY LLC (407-434-9408)
Listing Agent: Chris Winn (407-970-6776)
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