Location: Winter Garden
Do Not Show Listings
20 E DIVISION ST, WINTER GARDEN, FL 34787
$1,149,0009 Days on yellowkey MLS ID: O6413659
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2729 Built: 1959 Tax: $7,197 (2025)Community: Winter Garden Shores First AddSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,197
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Liz Boyce (407-784-4919)
12427 CLEAR SAPPHIRE DR #238, WINTER GARDEN, FL 34787
$608,2239 Days on yellowkey MLS ID: O6413423
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 2026Monthly Fee: $96 Tax: $9,123 (2026)Community: Osprey RanchSingle Family
Taxes:$9,123
Elementary School: Water Spring Elementary
High School: Horizon High School
Tax Year: 2026
Middle School: Water Spring Middle
Remarks: Under Construction. .
Listing is courtesy of: K HOVNANIAN FLORIDA REALTY (321-263-2601)
Listing Agent: Richard Selikoff (201-741-7242)
1437 SCARLET OAK LOOP, WINTER GARDEN, FL 34787
$350,0009 Days on yellowkey MLS ID: O6411620
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1684 Built: 2014Monthly Fee: $300 Tax: $3,213 (2025)Community: Tucker OaksTownhouse
Taxes:$3,213
Elementary School: SunRidge Elementary
High School: West Orange High
Middle School: Lakeview Middle
Remarks: Don't miss this opportunity to own a well-maintained townhome in the sought-after gated community of Tucker Oaks. Featuring 3 bedrooms, 2.5 bathrooms, a 2-car garage, this home offers the perfect blend of comfort, convenience, and value. The open floor plan provides spacious living and dining areas, ideal for both everyday living and entertaining. A major recent improvement includes a roof installed in 2025, offering added peace of mind for years to come. Residents enjoy an array of community amenities, including a clubhouse, community pool, park, and playground. Ideally located just minutes from Historic Downtown Winter Garden, the West Orange Trail, shopping, dining, and major commuter routes including SR 429 and the Florida Turnpike, this home offers low-maintenance living with convenient access to everything Winter Garden has to offer.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Amy Moline (407-506-7447)
1219 SADDLEBACK DR, WINTER GARDEN, FL 34787
$1,050,0009 Days on yellowkey MLS ID: O6412381
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2667 Built: 2022Monthly Fee: $215 Tax: $11,474 (2025)Community: Oakland Parkb-1Spa: NoSingle Family
Taxes:$11,474
Elementary School: Tildenville Elem
Remarks: Welcome to what may be the most impeccably maintained and beautifully upgraded home in Oakland Park! This stunning 4-bedroom, 3.5-bath residence showcases designer-inspired finishes throughout, featuring soaring ceilings, modern color palettes, and countless custom enhancements that make it truly one of a kind. Built just four years ago and nestled on a quiet street directly across from green space, this exceptional David Weekley Seaside model offers the perfect blend of elegance, comfort, and convenience. The thoughtfully designed floor plan features a luxurious first-floor owner's retreat complete with a spacious spa-like bath, while the additional bedrooms, study, dining area, and generous living spaces provide room for everyone to spread out and enjoy. No detail has been overlooked. The current owners have invested extensively in premium upgrades, including custom wood trim and accent walls, designer wallpaper, upgraded lighting throughout, custom Zebra window shades, professionally designed closets in the owner's suite, secondary bedroom, and laundry room, plus a water softener, gutters, epoxy-coated garage floors, updated landscaping, and an inviting paver patio. Both the interior and exterior have been freshly painted, creating a truly move-in-ready experience. Step outside to the screened rear porch, where you'll enjoy peaceful mornings, evening breezes, and endless opportunities for birdwatching and outdoor dining. The spacious 3-car garage provides ample storage and functionality for today's lifestyle. Beyond the home itself, Oakland Park offers an award-winning lifestyle unlike any other. This celebrated Parade of Homes community is known for its charming streetscapes, abundant green spaces, waterfront gathering areas, parks, and strong sense of community. Golf-cart-friendly and ideally located just minutes from the West Orange Trail, you'll also enjoy the convenience of walking or riding into vibrant downtown Winter Garden for exceptional dining, shopping, entertainment, and year-round events. This is more than a home—it's a lifestyle defined by luxury, connection, recreation, and the timeless charm of Winter Garden Living.
Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)
Listing Agent: Lynette Piontek (407-222-4310)
12003 HOLYSTONE ST, WINTER GARDEN, FL 34787
$445,00041 Days on yellowkey MLS ID: L4961121
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1814 Built: 2023Monthly Fee: $269 Tax: $5,292 (2025)Community: Waterleigh Ph 4ATownhouse
Taxes:$5,292
Remarks: Welcome to Waterleigh—one of Winter Garden’s most sought-after communities! This beautifully upgraded end-unit Sandhill townhome shines with natural light, thanks to extra windows and an open, airy layout that just feels right the moment you walk in. Upstairs, a versatile loft flexes to fit your life—home office, playroom, movie zone… you call it. With 3 bedrooms and 2.5 bathrooms, this home blends comfort and style, featuring luxury vinyl plank flooring on the stairs and upper level. Thoughtful upgrades like modern fixtures and an epoxy-coated garage floor add that polished touch. And here’s the kicker—step outside and catch Disney fireworks from your own driveway… every. single. night. ?? This home is immaculate. Resort-style living is the heartbeat of Waterleigh—pools, fitness centers, playgrounds, tennis, volleyball, even mini golf. All of it wrapped into a community zoned for top-rated Orange County schools. Now you know why I’m happy. And once you see it… you will be too
Listing is courtesy of: KELLER WILLIAMS REALTY SMART (863-577-1234)
Listing Agent: Darren Moreno (863-409-7766)
15070 SUMMER HARVEST ST, WINTER GARDEN, FL 34787
$696,00074 Days on yellowkey MLS ID: S5146881
REDUCED by $3,000 (0.4%) on 05/22/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2931 Built: 2025Monthly Fee: $233 Tax: $9,545 (2024)Community: Harvest At OvationSingle Family
Taxes:$9,545
Tax Year: 2024
Remarks: ***Inquire about $15,000 seller incentive to buyer plus additional incentive if buyer uses seller's preferred lender*** PRICED TO SELL! 5BR Corner Lot + Private In-Law Suite + Soaring Ceilings Near Amenities Rare opportunity to own a spacious 5-bedroom home with a private in-law suite above the garage. Located on a premium corner lot just steps from the amenity center, this home offers flexibility, privacy, and modern upgrades. Priced aggressively for a quick sale—this one will not last. Welcome to this beautifully designed 5-bedroom, 4.5-bathroom home offering space, flexibility, and modern comfort in a highly desirable location. Situated on a corner lot near the community amenity center, this home stands out with its thoughtful layout, soaring ceilings, and multiple private living areas—perfect for today’s lifestyle. A rare and valuable feature, the separate suite above the garage includes a private bedroom, kitchenette, and full bathroom, ideal for extended family, guests, or a dedicated home office. The open-concept first floor features a bright, inviting living space paired with a cabinet-rich gourmet kitchen designed for both everyday living and entertaining. Kitchen highlights include an oversized island with ample counter space, gas range, upgraded refrigerator, exterior-vented microwave, garbage disposal, and a hidden trash cabinet. The kitchen overlooks a paved private courtyard, creating a low-maintenance outdoor space perfect for relaxing or entertaining. A first-floor bedroom with a full bathroom and a dedicated flex space—perfect for a home office—add even more versatility. Upstairs, you’ll find a spacious primary suite with high ceilings, two additional bedrooms, and a convenient laundry room with washer and dryer. Additional features include a corner lot offering added privacy, a fence planned or installed for outdoor enjoyment, gas tankless water heater, EV charging station in the attached garage, and landscaping included. The home is walking distance to community amenities including a pool, clubhouse, and parks (currently in progress). Schedule your private showing today!—homes with this layout, location, and value don’t come available often.
Listing is courtesy of: 365 REALTY, INC. (407-944-1365)
Listing Agent: Robert Benenati (407-944-1365)
14755 MASTHEAD LANDING CIR, WINTER GARDEN, FL 34787
$580,00031 Days on yellowkey MLS ID: O6408082
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2258 Built: 2004Monthly Fee: $253 Tax: $8,397 (2025)Community: Stoneybrook WestSpa: NoSingle Family
Taxes:$8,397
Elementary School: Whispering Oak Elem
Middle School: SunRidge Middle
Remarks: Located in the highly desirable Stoneybrook West community, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend on comfort, style, and convenience. Featuring a newer roof installed in 2019, brand-new 2025 central air conditioning system, newer refrigerator, new range/oven, and new dishwasher. The home welcomes you with abundant natural light, an open concept layout, and spacious living areas enhanced by attractive laminate flooring throughout. One of the home's standout features is the serene pond view from the screened lanai. With four bedrooms and versatile living spaces, this home easily accommodates families of all sizes.
Listing is courtesy of: SUSANA JORDAN STUTSMAN (321-278-0334)
Listing Agent: Susana Stutsman (321-278-0334)
120 BLUE STONE CIR, WINTER GARDEN, FL 34787
$747,90024 Days on yellowkey MLS ID: O6409811
REDUCED by $2,000 (0.3%) on 06/05/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2529 Built: 1998Monthly Fee: $68 Tax: $4,291 (2025)Community: Westfield LakesSpa: YesSingle Family
Taxes:$4,291
Remarks: Seller will contribute up to $10,000 towards buyers closing costs. Welcome to this spacious waterfront pool home located in the highly desirable Westfield Lakes community of Winter Garden! Situated on a scenic pond-front lot, this home offers beautiful water views and an open floor plan designed for comfortable living and effortless entertaining. The expansive kitchen overlooks the main living areas and features abundant cabinetry, a center island, and seamless flow throughout the home. Large windows fill the space with natural light while showcasing the peaceful backyard setting. The split-bedroom layout provides added privacy, while the screened pool and covered lanai create the perfect setting to enjoy Florida living year-round. The pool also features solar heating installed in 2022 for added efficiency and extended enjoyment throughout the seasons. Major updates include a newer roof (2019), updated HVAC system (2024), and newer water heater (2026), offering valuable peace of mind for the next owner. This home offers a fantastic opportunity for buyers looking to personalize a property with solid major-system updates and exceptional bones. Featuring a spacious layout and prime waterfront setting, the home is ideally located near shopping, dining, major highways, West Orange High School, Winter Garden Village, and downtown Winter Garden. With so much potential in a highly desirable area, this property is ready for someone to bring their vision and make it truly shine. Call today for your private showing!
Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)
Listing Agent: Mark Hite, Jr (321-948-7680)
9586 MEADOW HUNT WAY, WINTER GARDEN, FL 34787
$1,099,00017 Days on yellowkey MLS ID: S5150536
Bed: 6 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3942 Built: 2018Monthly Fee: $164 Tax: $9,212 (2025)Community: Watermark Ph 2BSingle Family
Taxes:$9,212
Elementary School: Panther Lake Elementary
Middle School: Hamlin Middle
Remarks: Exceptional lakeview residence located in the highly desirable Horizon West/Winter Garden area. This property has a gourmet and upgraded kitchen with kitchen aid appliances. This impressive home features a spacious open-concept design with 6 bedrooms, 5 full bathrooms plus a dedicated office, offering elegant living spaces thoughtfully designed for comfort and entertaining. Engineering wood floors throughout the first floor. One of the bedrooms has been professionally converted into a private in-home movie theater, creating the ultimate entertainment experience without leaving home. In addition to the luxurious primary suite, three of the secondary bedrooms feature private ensuite bathrooms, providing exceptional comfort and privacy for family members and guests. This property has a driveway for four cars. Premium lot. Step outside to a spectacular private pool area overlooking a beautiful lake view, providing the perfect setting for relaxing, entertaining, and enjoying Florida sunsets. The gourmet kitchen seamlessly connects to the main living areas and offers premium finishes, abundant cabinetry, and generous gathering space. The expansive primary suite and additional flexible areas provide comfort for multigenerational living, guests, or work-from-home needs. Conveniently located just minutes from Disney, Hamlin Town Center, top-rated schools, shopping, dining, and major highways, this home combines luxury, lifestyle, and one of the best locations in Central Florida. Residents enjoy access to resort-style amenities including a clubhouse, fitness center, community pool, sports courts, playgrounds, parks, and scenic walking trails. A rare opportunity to own a truly special property with breathtaking water views and exceptional features. Schedule your private showing today.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)
Listing Agent: Yuliana Naim (818-434-9717)
14416 TRAVOIS WAY, WINTER GARDEN, FL 34787
$786,868107 Days on yellowkey MLS ID: O6382140
0 Days Off yellowkey (back on 5/17/2026)
REDUCED by $7,132 (0.9%) on 04/21/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3324 Built: 2022Monthly Fee: $70 Tax: $7,567 (2025)Community: Lake Apopka SoundSpa: NoSingle Family
Taxes:$7,567
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT! Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new cabinetry, upgraded countertops, pantry door, designer lighting, and premium Samsung built-in oven/microwave combo, hood, and pot filler. The oversized island creates the perfect space to gather, entertain, and enjoy everyday living, all open to the main living areas for a seamless flow. This home is loaded with smart and functional improvements, including a Tesla charger, whole-home security system with six cameras and entry sensors, smart front door lock, water softener with reverse osmosis system, new shower heads, additional electrical outlets, and upgraded smoke detection. Step outside to a large, private backyard with a perimeter privacy fence and ample space to design the pool of your dreams The spacious primary suite includes a custom-designed closet and updated bath cabinetry, while a guest bedroom with full bath provides flexibility for visitors or multigenerational living. Step outside to a large fenced backyard with room for a pool. Enjoy an added bonus in the garage of epoxy-coated garage floors and cabinets for additional storage. Conveniently located near Lake Apopka, Hamlin, Horizon West, Winter Garden Village, Downtown Winter Garden, the West Orange Trail, and Walt Disney World—offering the best of Central Florida living with easy access to shopping, dining, and major roadways. Only 11 minutes away from Montverde Academy, one of Florida's most prestigious private schools, and top-rated Oakland Charter School, one of the highest-rated elementary schools in the area.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
15506 HONEY MANDARIN WAY, WINTER GARDEN, FL 34787
$894,000275 Days on yellowkey MLS ID: O6343579
REDUCED by $5,000 (0.6%) on 06/05/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3408 Built: 2018Monthly Fee: $110 Tax: $8,619 (2024)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,619
Remarks: Experience elevated Florida living in this beautifully upgraded 5-bedroom, 4.5-bath residence with a spacious bonus room, ideally positioned in one of Central Florida’s most desirable locations. Perfectly situated next to Orange County National Golf Center and just minutes from Hamlin Town Center, top-rated A-rated schools, shopping, dining, major highways, and Walt Disney World® Resorts, this exceptional home offers luxury, comfort, and convenience. Thoughtfully designed for both everyday living and entertaining, the home showcases extensive upgrades throughout, including luxury wood-look laminate flooring throughout the entire home, a premium sound system, custom built-in cabinetry, and a fully redesigned gourmet kitchen crafted with entertaining in mind. The stunning kitchen features custom cabinetry, double ovens, expansive counter space, and a massive oversized island that serves as the centerpiece for gatherings with family and friends. Offering one of the largest lots in the community, the property provides exceptional outdoor space and privacy. The fully fenced backyard creates a secure and inviting setting with upgraded paver areas and a thoughtfully designed hidden storage space for added functionality. Additional highlights include a whole-home water filtration system, an oversized driveway accommodating up to four vehicles, plus a 2-car garage, offering ample parking and storage options. Blending stylish upgrades with an outstanding location near golf, recreation, entertainment, and top schools, this exceptional residence presents a rare opportunity to enjoy the very best of Central Florida living. Select images have been virtually staged to illustrate the property's potential and may not reflect actual furnishings or décor.
Listing is courtesy of: VALSTAR REALTY LLC (407-270-5000)
Listing Agent: Otto Solis Parraga (407-431-1789)
2450 DAHLGREN WAY, WINTER GARDEN, FL 34787
$1,700,000104 Days on yellowkey MLS ID: TB8481106
REDUCED by $250,000 (12.8%) on 05/20/2026
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4365 Built: 2007Monthly Fee: $225 Tax: $8,970 (2024)Community: Bronsons Lndgs F & MSpa: YesSingle Family
Taxes:$8,970
Remarks: Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests or multi-generational living, while upstairs includes a loft, media room, and three additional bedrooms, including one en-suite and a Jack-and-Jill setup. Enjoy endless lake views from the screened pool with grotto seating and waterfall, or entertain indoors in the Florida Grill/Bar room featuring a refrigerator, freezer, deep fryer, griddle, bar sink, dishwasher, and full pool/guest bath. The primary suite is a true retreat with double walk-in closets, spa-style bath, garden tub, walk-in shower, and dual water closets. Lake enthusiasts will love the boathouse, covered dock, and boat lift, complete with power and water, along with multiple watercraft options including a pontoon slip (~20’), jet ski slip for 2, power lifts, and additional space for non-powered boats. Additional bonus spaces include a garage under air with a separate gym/rec room. Outdoor living abounds with a beachfront-style area, wood-burning fireplace, granite bar-top seating, and spectacular sunset views. This is a rare opportunity to own the only home on Lake Luntz with grandfathered boat access, offering a private lakefront lifestyle you won’t find anywhere else.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Keegan Siegfried (813-670-7226)
5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787
$969,900167 Days on yellowkey MLS ID: O6369788
REDUCED by $5,100 (0.5%) on 06/02/2026
Bed: 7 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4720 Built: 2021Monthly Fee: $115 Tax: $11,152 (2023)Community: Wincey GrovesSingle Family
Taxes:$11,152
Elementary School: Hamlin Elementary
Tax Year: 2023
Remarks: MOVE-IN READY | EASY OWNER FINANCING AVAILABLE | FURNITURE NEGOTIABLE WITH PURCHASE Welcome to an exceptional opportunity in the heart of Winter Garden’s highly sought-after Wincey Groves community. This beautifully upgraded Sweetwater model by Dream Finders Homes, built in 2021, offers over 4,700 square feet of refined living space with 7 bedrooms and 4.5 bathrooms, plus two additional flex rooms that can easily convert this home into a 9-bedroom layout. Thoughtfully designed for both everyday comfort and elevated entertaining, this move-in-ready residence delivers a rare combination of space, sophistication, and flexibility in one of Central Florida’s most desirable locations. From the moment you arrive, the home’s enhanced elevation, extended driveway, and welcoming front porch set the tone for what awaits inside. The open-concept floor plan is filled with natural light and showcases 9-foot doors, soaring ceilings, upgraded engineered hardwood flooring, and expansive sliding glass doors that create a seamless indoor-outdoor flow. The primary suite is conveniently located on the main level, offering a private retreat complete with additional windows, a spa-inspired en-suite bath featuring a soaking tub for two, upgraded glass-enclosed shower, and refined finishes designed for relaxation. Also on the first floor are a private downstairs office, half bath, and a converted third garage space thoughtfully designed as a dedicated home gym, adding exceptional functionality and value. At the heart of the home, the chef’s kitchen impresses with an oversized gathering island, quartz countertops, wrap-around cabinetry, double ovens, built-in microwave, farmhouse sink, under-cabinet lighting, and an abundance of storage—perfect for entertaining and daily living alike. Upstairs, you’ll find the remaining bedrooms, including a Jack-and-Jill bathroom, generous walk-in closets throughout, and an expansive home theater/game room. Combined with the additional flex rooms, the home offers outstanding adaptability for multi-generational living, guest accommodations, or expanded work-from-home needs. Additional features include smart-home technology, fiber-optic internet, a hardwired security system with cameras, dual AC units for optimal climate control, and both front and rear porches overlooking a private fenced backyard. Ideally located near top-rated schools, community parks, and the vibrant Hamlin area’s shopping and dining, this home also offers a compelling financial advantage. The sellers are offering seller financing with 20% down and a 5.99% interest rate, providing flexibility and potential savings for qualified buyers. Luxury, space, and opportunity converge here—schedule your private tour today to experience it firsthand.
Listing is courtesy of: NEW HEIGHTS REALTY GROUP (407-934-0305)
Listing Agent: Daniel Rodriguez (407-934-0305)
14501 GROVE RESORT AVE #2438, WINTER GARDEN, FL 34787
$215,000395 Days on yellowkey MLS ID: O6306977
REDUCED by $9,000 (4.0%) on 06/05/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 2018 Tax: $8,035 (2024)Community: Grove Residence Y Spa Hotel Condo IiCondo
Taxes:$8,035
Remarks: AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. Perfect as a family getaway or a high-performing investment property, this beautifully designed fully furnished 3-bedroom, 2-bath condo is located in the luxurious Grove Resort & Water Park in Winter Garden, FL. Thoughtfully outfitted with every comfort, this turn-key home welcomes you with style and convenience. Enjoy resort-style living with world-class amenities including a thrilling water park with slides, a lazy river, surf simulator, multiple pools, a full-service spa, fitness center, on-site dining, and 24-hour concierge service. The Grove also offers a hassle-free rental program, making ownership seamless and profitable. Situated just minutes from Walt Disney World and Orlando’s premier attractions, this is a rare opportunity to own a slice of paradise in a prime location. Don’t miss out—schedule your private tour today! Offers may be entered ONLINE through Tuesday, June 30, 2026 at 4:00 pm. AT SELLER'S DISCRETION, A SUBMISSION MAY BE ACCEPTED AT ANY TIME.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Rick Brown (407-393-5901)
231 DOE RUN DR, WINTER GARDEN, FL 34787
$500,00015 Days on yellowkey MLS ID: O6412284
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1972 Built: 2006Monthly Fee: $57 Tax: $3,202 (2025)Community: Deerfield Place A-GSingle Family
Taxes:$3,202
Remarks: Imagine coming home to a place where comfort, convenience, and community come together perfectly. Nestled in the highly desirable Deerfield Place neighborhood, this beautiful 4-bedroom, 2-bath home offers the space, style, and location today's buyers are searching for. From the moment you step inside, you'll appreciate the bright, open layout designed for making memories. The heart of the home is the spacious kitchen, featuring upgraded cabinetry, stainless steel appliances, and plenty of room to gather with family and friends. Whether you're hosting holiday celebrations, enjoying a quiet morning coffee, or helping with homework while preparing dinner, this home was designed for the moments that matter most. The private owner's retreat provides a peaceful escape at the end of the day, while the additional bedrooms offer flexibility for family, guests, a home office, or a fitness space. Step outside to your fully fenced backyard, perfect for weekend barbecues, pets, playtime, or simply relaxing under the Florida sunshine. What truly sets this home apart is its incredible Winter Garden location. Just minutes from Historic Downtown Winter Garden, the award-winning West Orange Trail, Winter Garden Village, top-rated schools, dining, shopping, and entertainment, you'll enjoy the best of Central Florida living right outside your door.
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Rick Coles (321-299-4981)
10089 SALT POINT DR, WINTER GARDEN, FL 34787
$465,00076 Days on yellowkey MLS ID: O6392385
REDUCED by $10,000 (2.1%) on 06/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1654 Built: 2022Monthly Fee: $260 Tax: $6,886 (2025)Community: Waterleigh Ph 2ETownhouse
Taxes:$6,886
Elementary School: Avalon Elem
Remarks: It can be negotiated along with the furniture. Welcome to this beautifully maintained 3-bedroom, 3-bathroom townhouse located in the highly desirable Waterleigh community. This modern home offers a functional and inviting open-concept layout, perfect for both everyday living and entertaining. The property features spacious bedrooms, well-appointed bathrooms, and a thoughtfully designed living area filled with natural light. The kitchen stands out with contemporary finishes, ample cabinetry, and a seamless flow into the dining and living spaces. Furniture can be negotiated, providing a convenient move-in-ready opportunity. Residents of Waterleigh enjoy a resort-style lifestyle, including multiple clubhouses, sparkling pools, fully equipped fitness centers, scenic walking trails, playgrounds, sports courts, and beautifully maintained green spaces. The community is known for its welcoming atmosphere and well-planned design. Ideally located, this home offers easy access to everyday essentials and top destinations, including Horizon West, Hamlin Town Center, and the popular Walt Disney World Resort. Enjoy a wide variety of nearby shopping, dining, and entertainment options, along with convenient access to major highways. This is an excellent opportunity to enjoy comfort, convenience, and one of the most sought-after communities in the area.
Listing is courtesy of: AUTHENTIC REAL ESTATE TEAM (407-440-1010)
Listing Agent: Tiago Ferreira (407-440-1010)
2123 PORTCASTLE CIR, WINTER GARDEN, FL 34787
$389,00012 Days on yellowkey MLS ID: O6412643
0 Days Off yellowkey (back on 6/4/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1606 Built: 2006Monthly Fee: $46 Tax: $5,857 (2025)Community: Stone Creek Unit 4Single Family
Taxes:$5,857
Remarks: One or more photo(s) has been virtually staged. Welcome to your family's next home in the highly desirable Stone Creek community of Winter Garden. This spacious two-story residence features 4 bedrooms, 2.5 bathrooms, and a versatile upstairs loft, perfect for a home office, playroom, or additional living space. Step inside to an open-concept living and dining area with stylish flooring throughout—no carpet throughout! The thoughtfully designed floor plan offers all four bedrooms upstairs, providing privacy and separation from the main entertaining areas. The spacious primary suite features an en-suite bathroom with dual vanities and a walk-in closet. Conveniently located downstairs, you'll find the laundry room and a half bath for guests. Families will appreciate being zoned for Whispering Oak Elementary School, a National Blue Ribbon School and one of the highest-rated schools in the Orlando area. Enjoy an unbeatable location just minutes from Winter Garden Village, Hamlin Town Center, and historic Downtown Winter Garden, with easy access to State Road 429 and the Florida Turnpike. Plus, Disney World and Orlando's top attractions are only a short drive away. Don't miss this opportunity to own a beautiful home in one of Winter Garden's most sought-after communities.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
15615 HONEYBELL DR, WINTER GARDEN, FL 34787
$389,90033 Days on yellowkey MLS ID: O6406267
1 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $418 Tax: $6,085 (2025)Community: Hamlin ReserveTownhouse
Taxes:$6,085
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated townhome in the highly desirable Hamlin Reserve community of Winter Garden, offering the perfect blend of comfort, style, and low-maintenance living. This move-in ready home stands out from the competition with fresh interior paint and brand new flooring, creating a clean, modern feel from the moment you walk in. Featuring a functional and spacious layout, this property is ideal for both primary residence buyers and investors seeking a well-maintained home in a prime location. Bright, open living spaces flow seamlessly, making it perfect for everyday living and entertaining. Located in Hamlin Reserve, you’ll enjoy easy access to Hamlin Town Center, shopping, dining, and major highways, and you are just a short drive to Walt Disney World, making this area highly attractive for both homeowners and long-term investment potential. You’re also minutes from Horizon West and everything Winter Garden has to offer. As a townhome, it provides the benefit of lower maintenance compared to single-family homes, making it an excellent option for busy homeowners or those looking for a lock-and-leave lifestyle. With its recent upgrades, prime location, and standout condition, this home is a rare opportunity in today’s market. Schedule your private showing today.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Arturo Ortiz (407-502-8752)
15625 BOGGY OAK CIR #108B, WINTER GARDEN, FL 34787
$340,00026 Days on yellowkey MLS ID: G5112579
REDUCED by $4,900 (1.4%) on 06/05/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1419 Built: 2010 Tax: $3,605 (2025)Community: Tucker Oaks Ph 8Condo
Taxes:$3,605
Remarks: Beautifully maintained 3-bedroom, 2.5-bath townhome located in the gated Tucker Oaks community in Winter Garden. This home features an open-concept floor plan with abundant natural light, a functional layout, and an attached garage for added convenience. The kitchen offers ample cabinet and counter space and overlooks the living and dining areas. Upstairs, the primary suite includes a private bath and walk-in closet, while the additional bedrooms provide flexibility for guests, work-from-home space, or other uses. Recent updates include a new roof, dishwasher, and garbage disposal installed in August 2024, along with an HVAC system replaced in 2022. Community amenities include a pool, playground, basketball courts, scenic areas, and dog parks — including one conveniently located on the same cul-de-sac as the condo. Conveniently located near Downtown Winter Garden, Winter Garden Village, SR-429, Florida’s Turnpike, shopping, dining, hospitals, and area attractions. This property offers low-maintenance living with convenient access to major commuter routes and Central Florida destinations.
Listing is courtesy of: SCATES REALTY & INVESTMENT PRO (352-404-8960)
Listing Agent: Carla Connelly (352-805-8650)
3208 SAILING PIER AVE, WINTER GARDEN, FL 34787
$1,049,90050 Days on yellowkey MLS ID: O6402332
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3998 Built: 2023Monthly Fee: $208 Tax: $12,135 (2024)Community: Ests/Lakeview PreserveSingle Family
Taxes:$12,135
Remarks: Welcome to 3208 Sailing Pier Ave, the original model home at The Estates at Lakeview Preserve. Built in 2023, this stunning residence offers 5 bedrooms, 4 bathrooms, and nearly 4,000 square feet of living space. It is being sold fully furnished with designer-selected pieces, representing turnkey luxury at its finest. The first level features an open-concept layout filled with natural light, a chef-style kitchen with quartz countertops and a walk-in pantry, a spacious living and dining area, a private flex room, and a serene and elegant primary suite. Two additional bedrooms are also located on the first floor. The second level offers a second living area, two more bedrooms, and a beautifully furnished family/game room, perfect for entertaining and relaxing. As a former model home, every detail was professionally designed, and all furnishings are included. The expansive backyard provides the perfect space to create your dream outdoor oasis. Located in the gated community of Estates at Lakeview Preserve, residents enjoy resort-style amenities including a pool, clubhouse, fitness center, playground, and scenic lakeside trails. The home is just minutes from SR-429, Disney, Winter Garden Village, and top-rated schools. Move-in ready and meticulously maintained, this home offers exceptional style, convenience, and value. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Mireille Stewart (786-553-6246)
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