Location: Winter Garden
Do Not Show Listings
8180 SAYINGS DR, WINTER GARDEN, FL 34787
$599,99013 Days on yellowkey MLS ID: O6423210
2 Days Off yellowkey (back on 7/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2718 Built: 2023Monthly Fee: $221 Tax: $9,031 (2025)Community: Storey Grove Ph 4Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,031
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2025
Middle School: Water Spring Middle
Remarks: Under contract-accepting backup offers. Welcome to 8180 Sayings Dr, Winter Garden! This beautifully designed 2023-built home offers 4 bedrooms, 4 full bathrooms, and approximately 2,718 square feet of thoughtfully designed living space on an oversized 0.26-acre homesite. The open-concept floor plan features a spacious great room, a modern kitchen with ample cabinetry, premium appliances, and a large island that's perfect for entertaining. The first-floor primary suite provides a private retreat with a luxurious en-suite bathroom and a generous walk-in closet, while the additional bedrooms as flexibility for family, guests, or a home office. Upstairs, you'll find a huge bonus room with a full bathroom, offering endless possibilities as a media room, game room, guest suite, home office, or multigenerational living space. Enjoy exceptional privacy with no rear neighbors, creating the perfect setting to relax or entertain outdoors. The HOA offers outstanding value by including lawn maintenance, along with access to resort-style amenities including a community pool, fitness center, and playground, allowing you to enjoy a low-maintenance lifestyle. Ideally located just minutes from Walt Disney World, shopping, dining, and major roadways, this home is zoned for highly rated schools, with the elementary school just a few minutes away. Competitively priced and offering exceptional value in the highly desirable Horizon West area, this move-in-ready home combines modern design, flexible living space, premium community amenities, and an unbeatable location. Don't miss this incredible opportunity—schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Anna Shi (407-216-1215)
16614 HARBOR SAIL WAY, WINTER GARDEN, FL 34787
$1,495,00044 Days on yellowkey MLS ID: O6414639
0 Days Off yellowkey (back on 6/29/2026)
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4882 Built: 2016Monthly Fee: $168 Tax: $11,216 (2025)Community: Waterside/Johns Lake Ph 1Spa: YesSingle Family
Taxes:$11,216
Elementary School: Hamlin Elementary
High School: West Orange High
Middle School: Hamlin Middle
Remarks: An Irreplaceable Gated Estate: Unmatched Scale, Double-Lot Privacy, & Private Oasis Behind the gates of the highly coveted Waterside community, 16614 Harbor Sail Way breaks the mold of standard luxury builds. This is not a high-density, cookie-cutter residence; it is an established, substantial family estate defined by an extraordinary sense of space, meticulous craftsmanship, and structural authority. Positioned beautifully on an expansive, premium lot that nearly doubles the community average, this rare property offers a refined lifestyle designed for those who value space to breathe, long-term permanence, and effortless entertaining. While typical Mansfield floor plans in the neighborhood occupy a standard lot, this home’s visionary owners secured the adjacent parcel, resulting in a commanding 14,973-square-foot footprint. This unique layout introduces a majestic private turning circle with dedicated parking for an additional six vehicles (bringing total driveway capacity to ten)—ideal for hosting executive gatherings or multi-generational families. Beyond the striking courtyard entry, the residence spans an impressive 4,882 square feet of meticulously maintained living space, delivering structural scale that effortlessly handles the demands of modern family life. The heart of the home centers on a dramatic great room bathed in natural light, seamlessly connecting to a gourmet kitchen equipped with premium finishes and gas cooking. Every corner of the main level emphasizes functional luxury, including a private home office, formal dining room, a secluded guest suite, and a magnificent primary sanctuary. Ascending to the second level reveals a sprawling, open flex room suspended over the main living area that opens to a fully enclosed, private balcony, creating an incredible architectural anchor. This level features four additional large bedrooms and media room, offering families the chance to spend time together, or unwind in complete peace. For ultimate daily convenience, a built-in central vacuum system services the ground floor of the home. While neighboring homes may provide "room for a future pool," this estate delivers the ultimate outdoor lifestyle immediately. The west-facing backyard is a private, sun-drenched sanctuary featuring a spectacular custom salt-water pool and integrated spa. Surrounded by extended paver decking and lush, manicured grassed areas made possible by the expanded double-lot footprint, this outdoor space offers complete privacy with no direct rear neighbors—perfect for enjoying vibrant Central Florida sunsets. Living in Waterside means enjoying a resort-style lifestyle with access to a premier clubhouse, fitness center and community pool. You are uniquely positioned just minutes from Horizon West’s top-rated schools (Hamlin Elementary/Middle), West Orange (High), the charm of downtown Winter Garden, major executive corridors (SR-429, Turnpike), and premier dining and shopping. This is more than a home; it is a strategic asset of scarcity, privacy, and generational quality. Schedule your private tour to experience it firsthand.
Listing is courtesy of: GLOBAL FLORIDA REALTY (407-380-3030)
Listing Agent: Garry Walmsley (407-923-2134)
6460 MAKRUT LIME DR, WINTER GARDEN, FL 34787
$850,00044 Days on yellowkey MLS ID: O6414802
REDUCED by $19,000 (2.2%) on 07/14/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3103 Built: 2018Monthly Fee: $142 Tax: $10,250 (2025)Community: Hamlin ReserveSingle Family
Taxes:$10,250
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: FULLY FURNISHED!! Welcome to the home you've been waiting for in the highly desirable Hamlin Reserve community by Ashton Woods! This beautifully fully furnished 4-bedroom, 3.5-bath residence offers 3,103 square feet of thoughtfully designed living space and is truly move-in ready. Featuring premium flooring throughout, an open-concept layout, and a gourmet kitchen with a large quartz island and high-end stainless steel appliances, this home perfectly blends style and functionality for modern living. The spacious primary suite provides a private retreat, while three additional bedrooms with plenty of room for family and guests. Step outside to the covered lanai and private backyard, ideal for enjoying your morning coffee or hosting weekend gatherings. All appliances are included, making your transition effortless. Located in the sought-after Hamlin Reserve, residents enjoy a low HOA of just $140/month, which includes access to the community pool, playground, clubhouse, and dog park—with NO CDD fees. One of the community's greatest advantages is its walkability to Hamlin Town Center, where you'll find Publix, PopStroke, coffee shops, restaurants, shopping, and entertainment just a short stroll away. Conveniently situated near SR-429, Historic Downtown Winter Garden, Walt Disney World, and zoned for A-rated Horizon West schools, this exceptional home offers the perfect combination of luxury, location, and lifestyle. Don't miss this opportunity—schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jenny Mahet, Pa (973-722-2894)
17372 GLOSSY POMELO WAY, WINTER GARDEN, FL 34787
$1,740,00073 Days on yellowkey MLS ID: O6406639
REDUCED by $5,900 (0.3%) on 07/14/2026
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 4977 Built: 2025Monthly Fee: $86Community: Lake Star/Ovation Ph 1BSingle Family
Taxes:$0
Remarks: Price Improvement | One of Horizon West's Most Exclusive Luxury Lakefront Homes Luxury lakefront living at its absolute finest in the heart of Horizon West Ovation. This is a rare opportunity to own one of the most impressive homes in the entire community, now offered at a newly improved price. If you have been waiting for a home that combines luxury, space, privacy, breathtaking views, and exceptional value, this is the opportunity you have been looking for. Built with the builder's largest and most prestigious floor plan, this nearly new residence offers 5 spacious bedrooms, 5 full bathrooms, 1 powder room, and nearly 5,000 square feet of beautifully designed living space where elegance and comfort come together effortlessly. Situated on an oversized premium homesite with exceptional distance from neighboring homes, this property provides a level of privacy rarely found in Central Florida. From the moment you walk through the front door, you are welcomed by stunning lake and conservation views that create an atmosphere of peace, beauty, and exclusivity. What truly makes this home special is something that very few properties in Ovation can offer. This is one of the only homes in the community with direct access to a navigable lake, allowing you to enjoy a true waterfront lifestyle right from your own backyard. Imagine launching a kayak or paddleboard whenever you want, relaxing by the water at sunset, or enjoying Disney fireworks from your private balcony. It is a lifestyle that simply cannot be replicated. To help you visualize the incredible possibilities, two professionally designed 3D renderings are included with the listing, showcasing the potential for a spectacular custom pool and private lakefront deck. This property offers the perfect setting to create one of the most beautiful outdoor living spaces in Horizon West. Inside, every detail reflects quality and thoughtful design. The finishes are comparable to the builder's model home and include expansive open living areas, soaring ceilings filled with natural light, premium flooring, designer finishes, and a stunning gourmet kitchen that is perfect for entertaining or everyday living. The bedrooms are exceptionally spacious, providing comfort for family and guests alike. The oversized laundry room offers abundant cabinetry and a utility sink for added convenience. The owner's suite is a true private retreat, featuring an extended balcony overlooking the lake and conservation area, where you can enjoy breathtaking sunsets and Disney fireworks from the comfort of your own home. Located in the highly desirable Horizon West Ovation community, this home is only minutes from Walt Disney World, top rated schools, shopping, restaurants, entertainment, and major highways, while still offering the tranquility of a luxury waterfront setting. With its recent price improvement, this home represents one of the finest luxury values currently available in Horizon West. Opportunities like this rarely come to market, especially a home offering nearly 5,000 square feet, one of the community's premier floor plans, direct access to a navigable lake, breathtaking views, and the opportunity to build your dream pool and private waterfront deck. Do not miss your chance to own one of the most exclusive waterfront homes in Horizon West. Schedule your private showing today and experience everything this extraordinary property has to offer before someone else does.
Listing Agent: Francisco Tatagiba Junior (386-517-3488)
7007 OLD GREENFIELD LN, WINTER GARDEN, FL 34787
$440,00012 Days on yellowkey MLS ID: O6422713
0 Days Off yellowkey (back on 7/14/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1605 Built: 2010Monthly Fee: $197 Tax: $3,764 (2025)Community: Signature Lakes Prcl 01CSingle Family
Taxes:$3,764
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bath residence offering 1,690 square feet of thoughtfully designed living space in the highly sought-after community of Independence in Winter Garden. Perfectly positioned on a quiet street, this home has been lovingly cared for and is truly move-in ready. Recent updates provide peace of mind for years to come, including a new roof (2024), a 5-year-old HVAC system, a 1-year-old water heater, fresh interior paint throughout, stylish new light fixtures, and beautiful luxury vinyl plank flooring throughout the main living areas. The thoughtfully designed floor plan features a highly desirable first-floor primary suite, offering comfort and privacy, while the additional bedrooms upstairs provide the perfect layout for family, guests, or a home office. The bright and inviting living spaces create a warm atmosphere that's ideal for both everyday living and entertaining. Location is everything, and this home delivers. Just minutes from Walt Disney World, the vibrant Hamlin Town Center, and Winter Garden Village, you'll enjoy convenient access to an abundance of shopping, dining, entertainment, and everyday conveniences. Commuters will appreciate the quick access to State Road 429, the Florida Turnpike, and other major roadways, making travel throughout Central Florida a breeze. Living in Independence means more than owning a home, it's embracing a lifestyle. Residents enjoy resort-style amenities including multiple community pools, clubhouses, fitness centers, parks, playgrounds, scenic walking trails, tennis and basketball courts, plus access to beautiful lakes throughout the community. Filled with love and meticulously maintained, this exceptional home is ready to welcome its next owners. Don't miss your opportunity to own in one of Winter Garden's most desirable communities.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Julie Davis, Llc (407-579-7584)
200 SOUTHERN PECAN CIRCLE #206, WINTER GARDEN, FL 34787
$258,00049 Days on yellowkey MLS ID: O6411162
REDUCED by $2,000 (0.8%) on 07/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1276 Built: 2005Monthly Fee: $512 Tax: $4,009 (2025)Community: Southern Pines CondoCondo
Taxes:$4,009
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. Seller Offering a CREDIT Toward Buyer Closing Costs! HOA fee includes cable, internet, water, sewer, trash, pool and exterior maintenance. Welcome to this well maintained 2-bedroom, 2-bath condominium offering 1,276 square feet of comfortable living space in a gated, resort-style community. The open-concept floor plan is perfect for everyday living and entertaining, featuring granite countertops, spacious living areas, abundant natural light throughout, and a versatile den that is ideal for a home office, reading space, or additional flex area. The community features an outstanding selection of amenities, including a serene pool and spa, fitness center, indoor basketball court, racquetball court, playground, outdoor grilling areas, and a beautifully appointed clubhouse complete with a movie room, pool table, business workspace, and a children's play area for added convenience while working out. Ideally located just minutes from Winter Garden Village, Historic Downtown Winter Garden, and major highways, this condo offers the perfect combination of comfort, convenience, and easy access to everything the area has to offer. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo is a must-see!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Josh Owens (321-436-0110)
14321 WABASSO LOOP, WINTER GARDEN, FL 34787
$799,000133 Days on yellowkey MLS ID: S5145413
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3074 Built: 2022Monthly Fee: $192 Tax: $11,501 (2025)Community: Tilden PlaceSingle Family
Taxes:$11,501
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Remarks: Welcome to your dream home! This STUNNING 4-bedroom, 3.5-bathroom residence combines MODERN ELEGANCE with luxurious living in a sought-after GATED COMMUNITY. Designed with high-end finishes and thoughtful details, this home is truly a gem. First Floor: Featuring sleek tile flooring throughout the common areas, a GOURMET kitchen with quartz countertops, matching white cabinetry, a stylish white tile backsplash, STAINLESS STEEL APPLIANCES, and a WINE COOLER. The kitchen’s modern design seamlessly integrates a large island and dining area with comfortable seating for up to 10 people—perfect for entertaining. An exclusive and spacious pantry room offers exceptional storage, while the large laundry room includes a deep sink for added convenience. The home also showcases BEAUTIFUL CUSTOM CARPENTRY THROUGHOUT THE MAIN LIVING SPACE, highlighted by a STUNNING BUILT-IN ENTERTAINMENT WALL with rich wood paneling and display shelving. This CUSTOM MILLWORK WAS SPECIALLY DESIGNED BY THE SELLERS AND REPRESENTS A SIGNIFICANT INVESTMENT, making it a truly unique focal point and the home’s signature upgrade. The PRIMARY BEDROOM IS CONVENIENTLY LOCATED ON THE MAIN FLOOR, offering privacy and comfort. It features a spa-like bathroom and two spacious walk-in closets. The bright and airy living area opens to a vast, beautifully landscaped backyard. Second Floor: A staircase with ELEGANT WOOD FLOORING leads to the upper level. Plush carpet enhances comfort throughout the bedrooms, with two bedrooms sharing a bathroom equipped with dual sinks and a bathtub. A second master suite includes a private bathroom with white cabinetry, a glass-enclosed shower, and elegant finishes. The EXPANSIVE loft area is perfect for a TV room, home office, or entertainment space. Prime Location! Conveniently close to top-rated schools, parks, and recreational facilities. Just minutes from shopping centers, restaurants, and major highways for easy commuting. Schedule a showing today and make this dream home yours!
Listing Agent: Ana Pagotto (407-802-6437)
17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787
$725,000167 Days on yellowkey MLS ID: G5107793
REDUCED by $50,000 (6.5%) on 07/14/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1924 Built: 1959 Tax: $400 (2025)Community: Mt Park Orange GroveSingle Family
Taxes:$400
Remarks: Welcome to 17134 Lake Ingram Rd, which offers LAKEFRONT living with NO HOA on Lake Ingram, The property is 1.16-acres and has 118 feet of waterfront. WALT DISNEY WORLD is approximately 15 minutes away, while Orlando College of Osteopathic Medicine is just minutes away. Opportunity awaits for the current home and pool to be updated to suit the buyer’s personal style and taste. Zoned A-1, the parcel may appeal to buyers seeking space for a custom home or long-term investment. Property sold as-is. Due diligence recommended regarding zoning and development options. Call today to see this unique property in the desirable area of Horizon West.
Listing is courtesy of: OPTIMA ONE REALTY, INC. (352-243-6784)
Listing Agent: Cynthia Griffin (321-438-8203)
243 FLORIDA AVE, WINTER GARDEN, FL 34787
$335,00068 Days on yellowkey MLS ID: S5149991
2 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1939 Tax: $2,090 (2025)Community: Shadow Lawn L/125 Lot 9 Blk FSingle Family
Taxes:$2,090
Remarks: Fully Renovated Turnkey Home in the Heart of Winter Garden, Better Than New! This beautifully reimagined 2-bedroom, 2-bath home has been transformed from the ground up. Every major system and finish is brand new, including the foundation, structural reinforcement, roof, windows, flooring, A/C system, and fully remodeled bathrooms, plus an ADDED second bathroom. The modern kitchen features a brand-new refrigerator, stove, and microwave. No projects, no deferred maintenance, no surprises. Just move in and start enjoying life. Minutes from historic downtown Winter Garden, Plant Street, the West Orange Trail, the Saturday Farmers Market, top dining and shopping, with quick access to SR 429 and the Florida Turnpike for easy commutes to Orlando, Disney, and MCO Airport. First-time buyers may qualify for up to $30,000 in down payment assistance through Orange County and additional Florida state programs. All financing welcome, including Cash, Conventional, FHA, and VA buyers. Turnkey homes like this don't last. Schedule your showing today!
Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)
Listing Agent: Laury Cruz Penalo De Gomez (407-456-3371)
440 TIERRA VERDE LN, WINTER GARDEN, FL 34787
$980,00051 Days on yellowkey MLS ID: O6412260
REDUCED by $220,000 (18.3%) on 06/26/2026
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3512 Built: 2004Monthly Fee: $94 Tax: $5,135 (2025)Community: Lake Cove PointeSingle Family
Taxes:$5,135
Remarks: PRICED TO SELL!!This Custom-Built builder’s 1 story home of 4 bedrooms,flex room, and 3 bathrooms, is located in the beautiful, gated community of Lake Cove Pointe, Winter Garden, Florida. Just jump in your golf cart or simply walk to the forever growing and amazing downtown Winter Garden. The pavered driveway leads to a four-car tandem, oversized garage with (oversized) 18 and 10 feet garage doors. As you enter the 3512 living sq. ft. brick front home, you will be welcomed into a large foyer that overlooks the spacious, open-concept floor plan that is appealing for family and entertaining guests. The dining room is an eye catcher with its double-tray ceiling and surrounding, accented, large columns. Double French doors lead into the oversized living room. The open family room features a gas fireplace and triple sliding doors that lead to the large brick, enclosed patio. The breakfast nook area, which is open to your incorporated view, has an accented bay window. All windows throughout the house are new and have plantation shutters. The large, upgraded kitchen comes with a huge snack bar, center island, double ovens and granite counter tops. The primary bedroom has a tray ceiling and a sitting area. The bathroom features a built-in oval shaped bathtub, a separate shower and double sinks. The roof is 4 years old. Extra storage and closet space. Extra washer and dryer in guests’ side of house. Primary laundry room has wood cabinets, stainless steel sink, and built-in ironing board. The guest area of the house has pre-wiring and pre-plumbing to easily convert into a Mother-in- Law Suite. Don’t miss out seeing this one of a kind builders home today
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jerry Osser (321-624-5133)
373 ERON WAY #47, WINTER GARDEN, FL 34787
$182,000195 Days on yellowkey MLS ID: O6371713
INCREASED by $18,001 (11.0%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 840 Built: 1989Monthly Fee: $424 Tax: $2,015 (2025)Community: Townhomes Winter GardenCondo
Taxes:$2,015
Elementary School: Tildenville Elem
Middle School: Lakeview Middle
Remarks: Short Sale. SHORT SALE APPROVED READY TO CLOSE AND MOVE-IN READY and quietly positioned within a well-established Winter Garden community, this updated 2-bedroom, 2-bath condo offers a NEW ROOF, and an easy, comfortable lifestyle in one of Central Florida’s most desirable areas. Approaching the home, you’ll appreciate the tucked-away cul-de-sac location with paved private streets and sidewalks that create a calm, residential feel. Step inside through the front entrance and you’re immediately welcomed into a bright, open living space where natural light enhances the clean layout and efficient use of square footage. The living room feels inviting and functional, offering enough space to relax, entertain, or simply enjoy a quiet evening at home. Continuing through the home, the upgraded kitchen with GRANITE counter tops, anchors the main living area with modern appliances, ample cabinetry, and practical counter space. Its open connection to the living room allows for easy conversation while cooking, hosting, or enjoying everyday routines, making the space feel connected and intentional. The primary bedroom is set apart as a comfortable retreat, featuring brand-new carpeting and a private en-suite bathroom. The bathroom has been thoughtfully renovated with updated finishes that feel fresh and clean without excess. The secondary bedroom is well-sized and flexible, ideal for guests, a home office, or additional living space, with a second fully updated bathroom conveniently nearby. Throughout the condo, the layout flows efficiently from room to room, offering smart storage, comfortable proportions, and a low-maintenance design well suited for full-time living or long-term ownership. Assigned parking adds convenience, while the community’s shared amenities—including a COMMUNITY POOL—enhance the overall lifestyle. Located just minutes from downtown Winter Garden, residents enjoy close proximity to local shops, dining, farmers markets, and the West Orange Trail. Easy access to major highways makes commuting throughout Central Florida simple, whether heading toward downtown Orlando, major employment centers, or nearby attractions. This location is ideal for buyers exploring Orlando homes for sale or those planning an Orlando relocation home in a walkable, community-oriented area. While not intended as a short-term rental investment, this Winter Garden property represents a strong opportunity within the Central Florida real estate market for buyers seeking comfort, location, and value. Contact us today for a private tour or more details on this exceptional opportunity.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
16736 GULLFLOSS TER, WINTER GARDEN, FL 34787
$799,00012 Days on yellowkey MLS ID: O6423968
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2806 Built: 2018Monthly Fee: $184 Tax: $5,991 (2025)Community: TwinwatersSpa: NoSingle Family
Taxes:$5,991
Remarks: Incredible opportunity in sought-after Twinwaters. Built in 2018, this beautifully maintained and HIGHLY UPGRADED, energy-efficient POOL residence is move-in ready and offers the perfect combination of comfort, style, and functionality. The thoughtfully designed 4-bedroom, 3.5 bath ONE-LEVEL Avallon floor plan features an expansive gourmet kitchen that seamlessly overlooks the spacious family room, creating an ideal setting for everyday living and effortless entertaining. The adjoining breakfast nook with extended built-in cabinetry and an additional dedicated beverage refrigerator is perfect for morning coffee, casual meals, or gathering with family and friends. The "pocket office" just off the kitchen ensures no space is wasted and makes for unbelievable utility with everything you need right at your fingertips. From the custom wall treatments, crown molding, and upgraded light fixtures to the tranquil brick paver front porch to enjoy the neighborhood, you won't sacrifice a thing at this home. The generously sized primary suite serves as a private retreat with two walk-in closets, dual vanities, and a well-appointed en-suite bath. All bedrooms boast walk-in closets, making storage a breeze. The sparkling pool is the center of outdoor entertainment and is screened-in, surrounded by manicured grounds. Residents of Twinwaters enjoy exceptional community amenities, including a resort-style swimming pool, park, and playground, all within a convenient location close to great schools, shopping, dining, and major roadways. Designed with advanced energy-efficient construction, this home promotes a healthier, quieter lifestyle while helping reduce monthly utility costs. This property may be under audio/visual surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Frank Benevento (407-492-5153)
14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787
$575,00057 Days on yellowkey MLS ID: O6410574
REDUCED by $14,900 (2.5%) on 07/14/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2234 Built: 2008Monthly Fee: $184 Tax: $5,498 (2025)Community: Signature Lks-Pcl 01D Ph 01Single Family
Taxes:$5,498
Remarks: Virtually Staged. Welcome to this beautifully maintained former model home located in the highly sought-after Winter Garden area, just minutes from Magic Kingdom, shopping, dining, and top community amenities including pools, tennis courts, basketball courts, and a dog park. This spacious 4-bedroom, 2.5-bath residence combines thoughtful upgrades, functional living spaces, and exceptional curb appeal. Step inside to discover upgraded ceramic tile flooring throughout the main living areas, an open-concept layout, and a dedicated office/flex room featuring custom built-in desks and cabinetry—perfect for working from home. The expansive gourmet kitchen offers granite countertops, upgraded cabinetry, stainless steel appliances, oversized island seating, and abundant storage space ideal for entertaining and everyday living. The first floor flows seamlessly into the oversized great room and large screened covered lanai, creating the perfect indoor-outdoor lifestyle. A spacious laundry room includes built-in cabinetry, utility sink, and folding station for added convenience. Upstairs, the generous primary suite features dual vanities, a garden tub, walk-in shower, and spacious walk-in closet. Three additional bedrooms and a full bathroom provide comfortable accommodations for family and guests. The second upstairs bathroom was updated with a new vanity in 2024. This home has been extensively improved with major recent upgrades including: NEW ROOF (2022) Solar panels (2023) NEW fence (2021) Fresh exterior paint (2026) New refrigerator (2024) Washer & dryer (2021) HVAC (2014) Updated blinds throughout Ring security system, Ring cameras, and smart front door lock Water softener system Reverse osmosis system in kitchen Enjoy the oversized yard, exceptional cabinet and storage space, and the premium feel that comes with owning a former model home. This move-in-ready property offers the perfect combination of comfort, upgrades, energy efficiency, and prime Central Florida living. Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Angela Worachek Pllc (503-381-1575)
8937 LAKESHORE POINTE DR, WINTER GARDEN, FL 34787
$585,00020 Days on yellowkey MLS ID: O6420679
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2052 Built: 2018Monthly Fee: $600 Tax: $5,898 (2025)Community: Lakeshore Preserve Ph 1Townhouse
Taxes:$5,898
Elementary School: Panther Lake Elementary
Remarks: Stunning Luxury Townhome in Highly Sought-After Lakeshore Community! Welcome to this beautifully appointed 3-bedroom, 2.5-bath townhome offering a PRIVATE POOL (salt-water and heated), modern elegance, thoughtful design, and exceptional comfort in the heart of Horizon West. Located in the prestigious Lakeshore by Toll Brothers community, this residence showcases upscale finishes (Restoration Hardware fixtures), abundant natural light, and a spacious open-concept layout perfect for both everyday living and entertaining. Step inside to discover a bright and inviting living space, gourmet kitchen with premium cabinetry and top-of-the-line stainless-steel appliances, and a dining area that flows seamlessly to your private outdoor retreat. Upstairs, the luxurious owner’s suite features a spa-inspired bath with soaking tub, separate shower and generous customized walk-in closet, accompanied by two additional well-sized bedrooms and a stylish full bath. A convenient 2-car garage adds practicality and storage. Other features include whole house water filtration system, built-in speakers, custom woodwork, Haiku fans, upgraded sliding doors to patio with recently resealed pavers. Lakeshore offers resort-style amenities including a sparkling pool, clubhouse, fitness center, playgrounds, and scenic walking paths—plus you’re just minutes from top-rated schools, shopping, dining, Disney, and all the excitement of Hamlin and the Horizon West lifestyle. This is refined townhome living at its best—move-in ready and waiting for you. The HOA fee includes all amenities plus yard maintenance, exterior painting and pressure washing, roof replacement, irrigation water, 1 gig internet and basic cable.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Karen Ledet (407-463-2303)
13780 FRESH IVY ST, WINTER GARDEN, FL 34787
$849,00077 Days on yellowkey MLS ID: O6403387
0 Days Off yellowkey (back on 7/13/2026)
REDUCED by $16,000 (1.8%) on 07/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2862 Built: 2025Monthly Fee: $642 Tax: $2,578 (2025)Community: Del Webb Oasis Ph 3Single Family
Taxes:$2,578
Remarks: Under contract-accepting backup offers. Welcome to this elegant and NEARLY NEW 4-bedroom, 3-bath home in the highly sought-after Del Webb Oasis of Winter Garden, a GUARD-GATED 55+ community where luxury, comfort, and lifestyle come together beautifully. Built in 2025 and offering over 2,800 SQUARE FEET, this residence features the LARGEST FLOOR PLAN in the community and is perfectly situated on one of the MOST EXPANSIVE LOTS providing both space and privacy. From the moment you arrive, the home impresses with its REFINED CURB APPEAL and spacious 2-car garage with an additional TANDEM BAY—ideal for a golf cart or extra storage. Inside, you’ll find a bright, open-concept design enhanced by LUXURY VINYL PLANK FLOORING that flows seamlessly through the Living Room, Dining area, and Kitchen. NATURAL LIGHT pours into the main living spaces through large windows with ELECTRIC BLINDS and dramatic corner sliding glass doors, creating a seamless transition to the outdoor living area. The Kitchen is a TRUE SHOWPIECE, thoughtfully designed with white cabinetry, stone countertops, a stylish tile backsplash, stainless steel appliances, BUILT-IN OVENS, a gas cooktop, a closet pantry, and an oversized breakfast bar that anchors the space beautifully. The Primary Suite, located on the main floor, offers a private retreat with ABUNDANT NATURAL LIGHT and serene backyard views. It features a CUSTOM-DESIGNED WALK-IN CLOSET (2026) and a SPA-INSPIRED EN SUITE BATH with dual sinks, a dedicated makeup area, a walk-in shower with built-in seating, and a private water closet. Also on the main level, you’ll find a secondary bedroom and full bath, along with a FLEXIBLE OFFICE SPACE behind glass French doors that can easily serve as a fourth bedroom. A Mudroom and well-appointed Laundry Room—complete with washer, dryer, cabinetry, and COUNTER SPACE—add everyday convenience. Upstairs, a GENEROUS LOFT AREA offers incredible versatility, currently enhanced with a CUSTOM COFFEE BAR (2025) and large enough to accommodate additional living, entertaining, or even a future bedroom while still maintaining open loft space. An ADDITIONAL BEDROOM AND FULL BATH upstairs provide the perfect setup for guests. Step outside to your EXTENDED COVERED PAVER PATIO, complete with a SUMMER KITCHEN (2025) and set beneath an oversized screened lanai, all enhanced by CUSTOM OUTDOOR LIGHTING (2025). This home has been further enhanced with thoughtful upgrades, including a WATER FILTRATION AND SOFTENER SYSTEM (2026), FENCED BACKYARD (2025), and expanded outdoor living features that elevate both comfort and functionality. Residents of Del Webb Oasis enjoy RESORT-STYLE AMENITIES, including a clubhouse, sparkling pool, fitness center, tennis courts, and social activities, along with included cable and internet, fostering an active and connected lifestyle. IDEALLY LOCATED in Winter Garden, you’re just minutes from the charm of HISTORIC DOWNTOWN WINTER GARDEN, known for its boutique shopping, dining, and weekly farmers market. Enjoy OUTDOOR RECREATION along the West Orange Trail, or take a short drive to WORLD-CLASS ATTRACTIONS like Walt Disney World Resort. Convenient access to major roadways makes exploring all that Central Florida has to offer effortless. This exceptional home offers a RARE OPPORTUNITY to enjoy elevated, low-maintenance living in one of Winter Garden’s premier active adult communities—where every detail has been THOUGHTFULLY DESIGNED for both luxury and ease. Now is the time—don't miss your chance to call this home!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
9717 WATERWAY PASSAGE DR, WINTER GARDEN, FL 34787
$669,50048 Days on yellowkey MLS ID: O6413773
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2117 Built: 2018Monthly Fee: $250 Tax: $614 (2025)Community: Waterleigh Ph 2ASingle Family
Taxes:$614
Remarks: Welcome to the home you've been waiting for! This stunning 4-bedroom, 3-bathroom residence offers the perfect combination of modern design, thoughtful upgrades, and everyday comfort. From the moment you arrive, you'll appreciate the charming front patio and inviting curb appeal that make this home stand out from the rest. Step inside and be greeted by gorgeous custom wainscoting in the entryway, creating an elegant first impression and setting the tone for the stylish finishes found throughout the home. The open-concept floor plan is designed for effortless entertaining and everyday living, offering a bright and spacious atmosphere that immediately feels like home. At the heart of the home is an impressive kitchen featuring stainless steel appliances, a large walk-in pantry, abundant cabinetry, and a stunning designer island with a contrasting cabinet color that adds character, sophistication, and a custom-built feel. The kitchen seamlessly overlooks the dining and living areas, creating the perfect space for gathering with family and friends. The private owner's suite is thoughtfully situated at the rear of the home, providing a peaceful retreat. The spacious ensuite bathroom features dual vanities, a large walk-in shower, and an oversized walk-in closet designed to accommodate all your storage needs. The additional bedrooms and bathrooms offer flexibility for family, guests, or a home office, while the professionally converted garage flex space, complete with flooring and air conditioning, provides endless possibilities as a gym, game room, media room, office, homeschool room, or bonus living area. Designer touches continue throughout the home, including a beautiful modern accent wall in the dining room and upgraded lighting fixtures above both the dining area and kitchen island, adding warmth, style, and elegance throughout. Step outside to your enclosed lanai and FULLY FENCED IN backyard, perfect for entertaining, pets, playtime, or simply relaxing and enjoying Florida's beautiful weather. As an added bonus, the HOA includes landscaping, allowing for truly low-maintenance living. Beyond the home itself, you'll fall in love with the incredible resort-style amenities this sought-after community has to offer, including multiple pools, fitness centers, tennis courts, sand volleyball courts, playgrounds, scenic walking trails, and a vibrant calendar of community events throughout the year. Everyday conveniences are just a golf cart ride away, including Publix, Jersey Mike's, a nail salon, Kiddie Academy, and the soon-to-open Fifth Third Bank. This golf cart-friendly community was designed to make life easy, fun, and connected. Located in the highly desirable Horizon West area and zoned for Atwater Bay Elementary, you'll be just minutes from shopping, dining, entertainment, and outdoor recreation. Enjoy the charm of historic Downtown Winter Garden, the scenic West Orange Trail, and easy access to Orlando's world-famous attractions and theme parks. This home offers more than just beautiful living spaces, it offers a lifestyle. Why wait to build when you can move right into a home filled with upgrades and start enjoying everything Horizon West has to offer today? Schedule your private showing before this incredible opportunity is gone!
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Fanny Stollmeyer (407-632-1188)
15149 CANOE PL, WINTER GARDEN, FL 34787
$794,98950 Days on yellowkey MLS ID: O6412776
REDUCED by $3,902 (0.5%) on 07/13/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3081 Built: 2019Monthly Fee: $385 Tax: $9,388 (2025)Community: Lakeshore Preserve Ph 2Single Family
Taxes:$9,388
Remarks: Imagine coming home to space, style, and ease—where every detail is already done. This move-in-ready Toll Brothers home offers 4 bedrooms, 3.5 baths, and 3,304 sq. ft. in one of Horizon West’s most desirable communities. From the Tuscan-inspired curb appeal and welcoming front porch to the bright, open living spaces, this home was designed for comfort, flexibility, and effortless entertaining. The chef’s kitchen features a large island and flows seamlessly into the family room and covered lanai. With two primary suites, including one on the main level, the floor plan is ideal for guests, multigenerational living, or a private owner’s retreat. The oversized backyard offers room to create your dream outdoor oasis, including space for a future pool. Enjoy resort-style amenities with lawn care included, a clubhouse, fitness center, parks, playgrounds, and a lakeside pool overlooking Panther Lake. Located minutes from top-rated schools, Hamlin Town Center, Disney, and everything Horizon West has to offer. Luxury without waiting. Space without compromise. This is where your next chapter begins.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: William Grim, Iii (407-314-9784)
16197 WIND VIEW LN, WINTER GARDEN, FL 34787
$517,000104 Days on yellowkey MLS ID: O6397229
REDUCED by $3,000 (0.6%) on 05/24/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2027 Built: 2016Monthly Fee: $332 Tax: $7,677 (2025)Community: WaterleighSingle Family
Taxes:$7,677
Remarks: Welcome to the highly desirable Horizon West community of Waterleigh – Marina Bay, where lifestyle, convenience, and a true sense of community come together in one of Central Florida’s most sought-after neighborhoods. This beautifully upgraded south-facing Cordale model is move-in ready and thoughtfully designed, offering a perfect blend of style, comfort, and functionality for modern living. From the moment you arrive, you’ll appreciate the effortless curb appeal with HOA-included landscaping, allowing you to enjoy a pristine exterior year-round without the maintenance. Inside, the home immediately impresses with a clean, modern aesthetic and ZERO carpet throughout. Ceramic tile spans the main living areas, laundry room, and bathrooms, while matching hardboard vinyl plank flooring flows seamlessly through all bedrooms, the upstairs loft, and even the staircase, creating a cohesive and elevated look. Designed with both everyday living and entertaining in mind, the open-concept layout creates a warm and inviting atmosphere. The living room features a stunning modern accent wall that serves as a stylish focal point, while the primary suite offers its own beautifully designed accent wall, creating a private retreat with a touch of luxury. The kitchen is both functional and upgraded, complete with an enhanced stove and custom pantry shelving, while additional custom closet shelving throughout the home provides exceptional organization and storage. Step outside to your screened-in lanai and fully fenced backyard, perfect for relaxing evenings, entertaining guests, or creating a safe and enjoyable space for family and pets. Just outside your front door, a charming park offers a peaceful setting to unwind and even catch nightly fireworks from Walt Disney World, adding a little extra magic to your everyday life. Waterleigh offers an unmatched resort-style lifestyle, with amenities including a community pool, fitness center, scenic trails, clubhouse, dock, volleyball court, community garden, dog park, playground, and more. Residents also enjoy access to additional amenities throughout the greater Waterleigh community, along with a full calendar of events that bring neighbors together year-round. Location is everything, and this home delivers with quick access to FL-429, making commuting a breeze while keeping you close to top-rated dining, shopping, and everyday conveniences. Zoned for highly sought-after A-rated schools, this home is an exceptional opportunity for families looking to combine comfort, style, and community in one perfect place. This is more than just a home, it’s a lifestyle opportunity in one of Horizon West’s most vibrant communities. Don’t miss your chance to own this beautifully upgraded, move-in ready home in Waterleigh. Schedule your private tour today!
9459 JAYWOOD RD, WINTER GARDEN, FL 34787
$749,500142 Days on yellowkey MLS ID: O6386488
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $5,500 (0.7%) on 05/28/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2020Monthly Fee: $261 Tax: $6,669 (2025)Community: Waterleigh Ph 3ASingle Family
Taxes:$6,669
Remarks: Under contract-accepting backup offers. BACK ON MARKET DUE TO BUYER FINANCING FALLING THROUGH!! AS-IS sale with peace of mind! All prior repair requests have been completed, and a previous buyer’s inspection report is available for review. Welcome to this stunning 5-bedroom, 4-bathroom home in the highly sought-after Waterleigh community in the heart of Horizon West, Winter Garden. This property is the perfect blend of luxury, comfort, and convenience and offers the PERFECT multi-generational home layout. Zoned for Atwater Bay Elementary School, this home is ideally positioned within a thriving and growing community. As you step through the front door, you’ll be immediately impressed by the spacious, open floor plan. To the right, you’ll find a private 5th bedroom, complete with a full walk-in shower just outside, ideal for guests or a quiet retreat. Continuing through the home, you'll be greeted by a seamless flow between the expansive living and dining areas. The kitchen is designed for both function and style and now features CUSTOM WOOD SHELVING in the pantry, replacing the original wire shelving to provide enhanced organization and storage. Beneath the staircase, there’s a generous storage closet, and the entire home boasts brand-new carpet less than two years old, offering both comfort and style. The property is also equipped with rain gutters for added protection. This home has also recently received BRAND NEW EXTERIOR PAINT on the entire property, making it truly look and feel like a brand-new home. Additional exterior upgrades include updated carriage lights and freshly painted metal garage door trim, enhancing the home’s curb appeal even further. Upstairs, you'll discover the luxurious primary suite, along with three additional bedrooms. The oversized loft area includes a converted den, perfect for use as an office, media space, or flex room to fit your lifestyle. The primary bathroom is a true retreat, featuring both a shower and separate soaking tub, along with a massive walk-in closet. For ultimate convenience, the laundry room is located upstairs and includes a smart leak detection system. The washer and dryer are less than three years old and practically brand new. Step outside to your screened-in lanai, ideal for outdoor entertaining, relaxing evenings, or enjoying nightly fireworks from Walt Disney World along with AMAZING views of NASA rocket launches from the Space Coast. Located just minutes from Disney, this home also provides incredible convenience within the community itself, with Publix now open, Jersey Mike’s, McDonald’s, a nail salon, and more nearby. Even more exciting, a bank is coming soon, adding to the ease of everyday living. The neighborhood is golf cart-friendly and filled with abundant amenities and community events, making it easy to stay connected and entertained year-round. Don’t miss the opportunity to make this dream home YOURS! Schedule your private showing today!
14501 GROVE RESORT AVE #2214, WINTER GARDEN, FL 34787
$235,00077 Days on yellowkey MLS ID: TB8506089
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1375 Built: 2018Monthly Fee: $983 Tax: $7,975 (2025)Community: Grove Residence & Spa Hotel Condo IiSpa: NoCondo
Taxes:$7,975
Remarks: Opportunity Knocks with an amazing Price!! Looking for an Investment Fully Furnished STR that is managed for you and pays for itself when you are not vacationing? HERE IT IS! *One of the nicer Views & easier location to get to at The Grove Resort* The Grove Resort is a family Vacation Destination in the Orlando Florida area with a great location near Walt Disney World Theme Parks like Magic Kingdom, Epcot Center, Animal kingdom, and Sea World, Universal Studios, the Premium Outlets, many Restaurants, Golfing, Places of worship, etc. The occupancy rate here is very high and is managed very well. This Unit located in Building 2 and on the 2nd Floor has 2 Bedrooms, 2 Bathrooms, Stackable Full Size Laundry closet, Living, Dining and Fully Stocked Kitchen area within 1,375 sq feet under AC. There is a long-screened balcony as well with a beautiful view of the Palm Trees, lake and garden. **Parking right by this unit in garage and enter in for just a short walk and this makes this unit very desirable** You have access to all amenities such as the heated pools, SPA, Flip Flops Arcade, GYM, Surfari Water Park with a Lazy River & Learn how to surf with the dual FlowRider® surf simulator plus the 2 story water adventure, three slides, water spouts, and a wading pool, massage room, walking paths, restaurants(Valencia, Springs Bar & Grill, Longboard Bar & Grill, Alfresco Market Place(Yummy Pizza made here), Bar and much more. Add to your short list to view while in Orlando. BONUS: There is daily transportation to Walt Disney World Theme Parks, Universal Orlando, Hollywood Studios & SeaWorld! Did I mention there is an APP with Resort Events information that has an array of exciting activities planned to make your stay even more fun like Karaoke, Fishing Tournament on Lake Austin, Slime Time, Scavenger Hunts, National Beer Day, National Cheddar Fries Day and more. Any Repairs and Replacements are included & the onsite hotel management handles all the check-in and check-out, cleaning, accounting, advertising, and everything else! You are able to vacation here up to 120 days a year. Call us to own a piece of paradise in Florida where you can Own, Enjoy, Cover expenses at a World Class Vacation Condo-Hotel!!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Bert Baalbaki, Cdp (813-507-8348)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.