Location: Winter Garden
Do Not Show Listings
2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787
$679,0008 Days on yellowkey MLS ID: O6417697
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2281 Built: 2022Monthly Fee: $171 Tax: $7,948 (2025)Community: Hull Island/Oakland Ph 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,948
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: This turnkey, better-than-new single-story home offers an elegant and modern retreat within Oakland’s highly desirable waterfront community of Hull Island. Nestled in a friendly neighborhood surrounded by nature, the property immediately welcomes you with tasteful customizations, upgraded lighting, and stylish accent walls that bring warmth and character to the entire layout. The thoughtfully crafted split floor plan features four bedrooms and three bathrooms, maximizing both privacy and efficiency for daily living and entertaining. Right off the foyer, a comfortable guest bedroom boasts its own ensuite bath, creating an ideal setup for visitors or multi-generational families. The main living area flows seamlessly into a beautifully upgraded kitchen equipped with quartz countertops, under-cabinet lighting, a tile backsplash, and premium stainless steel appliances including a cooktop with a hood and a built-in oven and microwave. Tucked quietly away at the back of the home, the primary suite serves as a private oasis with an expansive spa-like bathroom featuring separate vanities, sleek quartz counters, a large shower, and dual walk-in closets with custom storage systems. The remaining bedrooms are equally impressive, offering ample space, custom closets, and electronic shades. The sophisticated interior transitions smoothly to a private backyard retreat where a covered lanai, extensive pavers, and a full screen enclosure set the perfect stage for relaxed Florida outdoor living. Practical needs are also effortlessly met in the two-car garage, which showcases durable epoxy flooring and a modern electric vehicle charger. Beyond the property lines, the Hull Island community provides an exceptional lifestyle centered around outdoor recreation and convenience. Residents enjoy access to a resort-style pool, a playground, a dog park, and a scenic boardwalk that winds its way to a community dock and fishing pier on Lake Apopka. Nature lovers will appreciate the neighborhood's private entrance to the 120-acre Oakland Nature Preserve, as well as close proximity to the famous 22-mile West Orange Trail, local golf courses, and pickleball courts. Complete with fast access to the Turnpike, 408, and 429, this location connects you quickly to excellent shopping, dining, and the charming downtown districts of Winter Garden, Clermont, and Oakland, while keeping Orlando’s theme parks and international airport within easy reach.
Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)
Listing Agent: Brian Cirillo (321-231-1068)
461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787
$890,00056 Days on yellowkey MLS ID: O6403758
REDUCED by $10,000 (1.1%) on 06/22/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 2019Monthly Fee: $490 Tax: $9,812 (2025)Community: Park Place At Winter GardenTownhouse
Taxes:$9,812
Elementary School: Dillard Street Elem
Remarks: UPDATED TOWNHOME NEXT DOOR TO CROOKED CAN & PLANT STREET MARKET! Located in the heart of Downtown Winter Garden, 461 Geranium Park Way offers one of the most connected lifestyles available — coffee, dining, craft beer, the West Orange Trail, live music, community events, and the Saturday Farmers Market are all right outside your door. Inside, the home feels practically new, with fresh paint throughout and a beautifully maintained interior that shows no obvious wear and tear. The home is bright, polished, and truly move-in ready with wood-look tile flooring, crisp white trim, crown molding, recessed lighting, modern door hardware, decorative wall trim, and a clean neutral design throughout. The open main living level is ideal for everyday living and entertaining, with the kitchen, dining, and living areas flowing together in one spacious, connected layout. The kitchen features light cabinetry, stone countertops, subway tile backsplash, stainless steel appliances, a NATURAL GAS RANGE, vent hood, pendant lighting, and an oversized island with seating. The dining and living areas offer generous space, abundant natural light, balcony access, and a comfortable layout that feels open, stylish, and easy to live in. The flexible three-level design provides space for guests, work-from-home needs, hobbies, or multi-generational living, while the ELEVATOR-READY layout offers a valuable option for future convenience. Additional highlights include NATURAL GAS SERVICE, tankless water heater, updated fixtures, excellent storage, and a cohesive modern feel throughout. The primary bath features new flooring and a BRAND NEW STEAM SHOWER with floor-to-ceiling tile, built-in bench, recessed niche, decorative tile accent, and a spa-inspired look. With its fresh interior, updated finishes, open main living level, natural gas features, flexible layout, and unmatched Downtown Winter Garden location, this home offers a rare blend of comfort, convenience, and everyday enjoyment. Spend Saturday mornings at the farmers market, meet friends on Plant Street, hop on the West Orange Trail, and come home to a beautifully updated space just steps from it all. Schedule your private showing today.
Listing is courtesy of: THE ROSENBLOOM TEAM (407-376-4454)
Listing Agent: Cindy Rosenbloom (407-876-9175)
WINTER GARDEN, FL 34787
$723,2005 Days on yellowkey MLS ID: G5114108
0 Days Off yellowkey (back on 6/21/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2688 Built: 2026Monthly Fee: $150Community: Hamlin Meadows At HamlinSingle Family
Taxes:$0
Elementary School: Hamlin Elementary
High School: Horizon High School
Middle School: Hamlin Middle
Remarks: Virtually Staged. Pre-Construction. To be built. The Anna Maria with Bonus floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage,
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
14501 GROVE RESORT AVE #2534, WINTER GARDEN, FL 34787
$210,000185 Days on yellowkey MLS ID: O6369252
REDUCED by $15,000 (6.7%) on 06/21/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 2018 Tax: $8,154 (2024)Community: Grove Residence & Spa Hotel Condo IiCondo
Taxes:$8,154
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: THIS IS A MUST-SELL UNIT. Vacation investment opportunity at The Grove Resort & Water Park, Orlando—welcome to Unit 2534. This fully furnished 3-bedroom, 2-bath CONDO-HOTEL is positioned in one of Central Florida’s highest-demand VACATION RENTAL communities. The spacious Jasmine floor plan sleeps 8 and includes a king suite, two queen beds in the guest room, and a pull-out sofa in the living room. Designed for durability and guest appeal, the unit features quartz countertops, stainless steel appliances, in-unit laundry, and an oversized screened balcony overlooking tranquil resort and conservation views. AS A SHORT-TERM RENTAL PROPERTY, owners are allowed personal use up to 179 days a year, with full on-site property management available to handle bookings, housekeeping, maintenance, and guest services year-round. This hassle-free model makes it ideal for out-of-state, international investors, or active vacation home investors seeking passive income. The Grove Resort is a full-service destination featuring Surfari Water Park with lazy river and FlowRider surf simulator, three additional pools, Lake Austin access for water sports and fishing, fitness center, arcade, indoor glow mini golf, restaurants, bars, spa, and 24-hour concierge. Daily Disney shuttles and proximity to major attractions that drive strong guest occupancy. HOA fee covers all utilities, including electric, water, cable, WiFi, pest control, and insurance—offering predictable, streamlined costs for owners. With high rental demand, professional management, and a below-market price point, this unit offers strong ROI potential in a market with continued tourism growth. Act now to capitalize on this prime income-producing asset in the heart of Orlando’s booming short-term rental zone. Agents, please Realtor's remarks for details.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jackie Cavada-Barrero (407-443-7776)
8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787
$599,99967 Days on yellowkey MLS ID: O6400597
REDUCED by $14,901 (2.4%) on 06/21/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2581 Built: 2018Monthly Fee: $600 Tax: $6,298 (2025)Community: Lakeshore Preserve Ph 1Townhouse
Taxes:$6,298
Middle School: Water Spring Middle
Remarks: Welcome to this beautifully designed, architect-crafted townhome, freshly repainted throughout and lovingly maintained by its original owners. From the moment you step inside, you’re greeted by a bright, open-concept layout filled with thoughtful upgrades and elegant details. The main level flows effortlessly, featuring a stylish living and dining area bathed in natural light and accented with refined crown molding. At the heart of the home, the gourmet kitchen impresses with granite countertops, a modern backsplash, ample cabinetry, and an oversized island perfect for entertaining. Transom light doors lead to a screened-in, covered patio—your private retreat to relax and enjoy Florida’s year-round sunshine. Upstairs, the spacious primary suite offers a true escape, complete with a luxurious en-suite bathroom featuring dual vanities, a garden tub, a separate glass-enclosed shower, and tasteful finishes throughout. One of the standout features is the bonus apartment—ideal for guests, extended family, or even as an income-producing opportunity. Completing the home is a 2-car garage with a sleek epoxy finish, combining durability with a clean, polished look. This property is just 17 minutes away from Disney. Schedule your showing today.
Listing is courtesy of: CHERRY'S FOCUSED IN REALTY LLC (386-205-9438)
Listing Agent: Patrick Cherry (386-205-9438)
$599,00071 Days on yellowkey MLS ID: O6399369
REDUCED by $20,000 (3.2%) on 05/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1827 Built: 2001Monthly Fee: $320 Tax: $4,811 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$4,811
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to Woodbridge on the Green—one of Winter Garden’s best-kept secrets, ideally situated next to West Orange Country Club. Enjoy your own private waterfront retreat, where tranquil surroundings and breathtaking sunsets over the water create the perfect setting to share unforgettable moments with family and friends! This beautifully maintained waterfront home offers exceptional curb appeal and a spacious, single-story layout designed for comfortable living. Step inside to an inviting open floor plan filled with natural light and waterfront views. High ceilings and stylish luxury flooring enhance the home’s modern feel, creating a bright and airy atmosphere throughout. The well-appointed kitchen features custom countertops, rich wood cabinetry, and a full appliance package, with culinary nook overlooking the peaceful & gorgeous waterfront—perfect for both everyday living and entertainment. The generously sized primary suite provides a peaceful retreat, complete with closet, dual vanities, and a walk-in shower. Unwind on the screened-in lanai, where you can enjoy tranquil water views, mature oak trees, and beautiful Florida sunsets—your own private outdoor oasis. Living in Woodbridge on the Green means embracing a low-maintenance, resort-style lifestyle. The HOA takes care of all landscaping and exterior painting, and residents enjoy access to a private boat and RV storage area within the community. Recent upgrades add even more value and peace of mind, including a new AC system (2025), garage door opener (2026). Located within an “A”-rated school district, including Windermere High School—one of Florida’s top-ranked schools—this home is also just minutes from Winter Garden Village, major roadways, dining, shopping, Disney and the Magic Kingdom and all Central Florida area attractions. It is the responsibility of all prospective buyers and their agents to independently confirm the accuracy of all listing information, including measurements, specifications, and all other material details. No representations or warranties are made as to the completeness or accuracy of such information.
Listing is courtesy of: RAVENSCROFT REALTY GROUP (407-855-0005)
Listing Agent: Tom Ravenscroft, Jr. (407-222-7660)
8921 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787
$559,00014 Days on yellowkey MLS ID: O6415441
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2134 Built: 2018Monthly Fee: $600 Tax: $5,906 (2025)Community: Lakeshore Preserve Ph 1Spa: YesTownhouse
Taxes:$5,906
Elementary School: Panther Lake Elementary
Remarks: Enter a world of elegance and style with this Villamar Spanish Colonial townhome located in the luxury community of Lakeshore Preserve. Original owners checked the “upgrade boxes” on this one. Located on a premium lot facing the grassy mews and surrounded by lush landscaping, the welcoming arches of the front porch offers a shady entry to this lovely abode. Inside, porcelain tile runs throughout the living spaces. The private FIRST FLOOR primary suite is sure to please: shiplap tray ceiling and Restoration Hardware fan are just some of the luxe extras, along with a huge walk-in closet, double sink quartz-top vanity, and seamless glass shower surround. Making your way to the heart of the home, you’ll find the light and bright living room, kitchen, and dining room space that looks like it’s out of a home décor magazine. Over $25,000 in custom millwork and carpentry was installed in the last couple of years, including the built-in entertainment center/bookshelves, crown molding, enhanced decorative window trim, and even the custom beadboard and shelving in the laundry room. The kitchen is the star of this great-room space with beautiful quartz countertops and stone tile back splash, high end Jenn-Air appliances including a 5 burner, Euro-style gas cooktop with wall mounted stainless hood. Solid wood cabinets with soft-close drawers, huge breakfast island with large stainless sink and Kohler Tournant faucet, and the ingenious “fold-out” pantry system will keep all of your kitchen items organized. Enjoy meals overlooking the paver courtyard, a relaxing space just outside in your own private oasis. Luxury series hot tub with JetPak Therapy System brings the personal spa atmosphere to your own abode. The covered walkway (another builder upgrade option) to the 2-car garage with epoxy floor coating allows easy and dry grocery unloading. Upstairs the loft is a perfect space for a den, kids’ zone, or home office. Two generously sized bedrooms share a Jack/Jill bath with granite topped double sink vanity and tub/shower combo. Along with double pane windows, Lakeshore Preserve townhomes have concrete block construction between the units offering the reassurance of safety, and quiet-peaceful living. HOA dues cover roof repairs and replacement, exterior painting, ground maintenance including annual mulch renewal, landscaping, irrigation, and pressure washing. More items included are cable tv, internet, resort style pool, clubhouse with fitness room, dog park, and 2 playgrounds. Easy access to HWY 429 and near your favorite theme parks - only 6.5 miles to Disney! Come live the resort lifestyle and call this community home.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Steven Ritz (321-277-8271)
1015 WESTSIDE DR, WINTER GARDEN, FL 34787
$224,00045 Days on yellowkey MLS ID: O6407229
1 Days Off yellowkey (back on 6/18/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1986Monthly Fee: $61 Tax: $360 (2025)Community: Westside TwnhmsSpa: NoTownhouse
Taxes:$360
Remarks: Check out 1015 Westside Dr, a residence recently improved with a new roof and fresh interior paint, enhancing its overall appeal. The kitchen is fully equipped with all stainless steel appliances, providing a modern and functional cooking space. Further updates include partial flooring replacement, contributing to a cohesive and refreshed interior. This thoughtfully updated residence is a must-see for a fresh start. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
15130 OVATION DR, WINTER GARDEN, FL 34787
$840,00023 Days on yellowkey MLS ID: O6413647
Bed: 7 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4688 Built: 2009Monthly Fee: $167 Tax: $6,472 (2025)Community: Belle Meade Ph 02 HSpa: YesSingle Family
Taxes:$6,472
Remarks: Virtually Staged. Discover 15130 Ovation Dr, recently enhanced with a new roof and partial flooring replacement, setting a fresh tone for the residence. The kitchen is equipped with all stainless steel appliances. The primary bedroom contains a walk in closet, while its bathroom includes double sinks and a separate tub and shower. Exterior amenities feature a covered patio and an in ground pool. A must-see combining modern updates with comfort and recreation.. Included 100-Day Home Warranty with buyer activation
5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$681,24046 Days on yellowkey MLS ID: G5112233
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2026Monthly Fee: $150Community: Avalon WoodsSingle Family
Remarks: Virtually Staged. Pre-Construction. To be built. The Davis Plan by Dream Finders Homes is a spacious two-story residence designed for modern living. Offering approximately 2,802 square feet of living space, this home features four bedrooms and two and a half bathrooms. The open-concept design seamlessly connects the great room, kitchen, and dining area, creating an ideal space for entertaining. The owner's suite serves as a private retreat, complete with a generous walk-in closet and an en-suite bathroom. Additional highlights include a two-car garage and a versatile flex room that can be customized to suit your needs. SAMPLE IMAGE
16776 BROADWATER AVE, WINTER GARDEN, FL 34787
$1,299,90044 Days on yellowkey MLS ID: O6407043
REDUCED by $24,100 (1.8%) on 05/27/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3713 Built: 2018Monthly Fee: $383 Tax: $9,438 (2025)Community: Waterside/Johns Lk-Ph 1Spa: YesSingle Family
Taxes:$9,438
Remarks: Under contract-accepting backup offers. Positioned on a premium homesite with an expansive manicured common area along one side, this property offers added privacy and open space, along with sweeping views of John’s Lake from the front of the home. Inside, the home opens to a formal dining area accented by wood beam ceilings, while custom wall details in the foyer and along the staircase add a refined, designer touch. The main living area features soaring ceilings, abundant natural light, wood beam ceiling accents, and a striking floor-to-ceiling accent wall, creating a dramatic yet inviting focal point that flows seamlessly into the dinette and open kitchen. Designed for both everyday living and entertaining, the kitchen includes a large island with seating, sleek cabinetry, stainless steel appliances, a gas cooktop, built-in oven, and generous pantry space. Just off the pantry, a connecting space between the kitchen and dining room offers the perfect opportunity for a coffee station or butler’s pantry. The main level also offers a spacious primary suite with a well-appointed bath and a custom walk-in closet featuring built-in drawers, cabinetry, and shelving, along with a secondary bedroom and full bath, ideal for guests or multigenerational living. Upstairs, you will find three additional bedrooms, including one with a private bath, while the remaining two share a full bath, plus a generous loft overlooking the living area that provides flexible space for a secondary living area, home office, or play space. The outdoor living space is designed for true Florida living, featuring a saltwater pool and spa added in 2021 with full automation, expansive Travertine tile decking, and a lanai with a motorized screen that extends your living space year-round. The patio is also pre-plumbed for a future outdoor kitchen, offering even more potential for entertaining. Additional highlights include a split three car garage configuration with a separate side entry one car bay and a 2 car garage equipped with an EV charging outlet. Waterside on John’s Landing offers a clubhouse, fitness center, resort-style pool, playground, covered dock, and pavilion on John’s Lake, all conveniently located near Horizon West, Hamlin, shopping, dining, and major roadways.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Alex Vastardis (407-947-6264)
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$890,00020 Days on yellowkey MLS ID: O6414519
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3416 Built: 2022Monthly Fee: $275 Tax: $11,513 (2024)Community: WaterleighSpa: NoSingle Family
Taxes:$11,513
Elementary School: Water Spring Elementary
Remarks: UNBEATABLE OPPORTUNITY IN WATERLEIGH! This stunning move-in ready home offers the perfect combination of luxury, privacy, and Florida lifestyle. Enjoy a premium lot, spacious open floor plan, designer finishes, and access to resort-style amenities including pools, fitness center, walking trails, and parks. Ideally located near top-rated schools, shopping, dining, major highways, and Disney. Homes like this at this value don't last! Priced to sell and ready for a quick closing—schedule your private showing today before this incredible opportunity is gone!
Listing is courtesy of: MIHOUSE REALTY LLC (407-286-2690)
Listing Agent: Martha Leighton, Pa (407-223-7767)
15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787
$569,0007 Days on yellowkey MLS ID: O6418559
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2119 Built: 2018Monthly Fee: $125 Tax: $8,371 (2025)Community: Highlands/Summerlake Grvs Ph 2Single Family
Taxes:$8,371
Elementary School: Summerlake Elementary
Remarks: Modern Comfort Meets Resort-Style Living in Horizon West Discover the perfect blend of style, convenience, and community in this beautiful home located at 15813 Sweet Lemon Way in the highly sought-after Highlands at Summerlake Groves community of Winter Garden. Built in 2018, this spacious, open-concept residence provides a tranquil retreat while keeping you connected to the best of Central Florida’s lifestyle. Home Highlights This well-appointed home features an airy, modern layout designed for both entertaining and everyday relaxation: Spacious Living: Approximately 2,119 sq. ft. of living space featuring a seamless Open Floor Plan that connects the kitchen, dining, and living areas for family gatherings. Designer Touches: Beautifully finished with solid wood cabinetry, premium solid-surface countertops, and elegant tray ceilings that add a touch of sophistication. Comfort & Layout: A functional, split-bedroom design provides privacy and comfort, complemented by generous walk-in closets and large windows that invite abundant natural light. Modern Features: Includes a convenient 2-car garage, central cooling, and durable luxury vinyl plank flooring throughout. Community & Lifestyle Amenities Living in Highlands at Summerlake Groves means having access to a lifestyle designed for activity and connection. The community provides residents with a range of perks, including: Resort-Style Amenities: Enjoy access to a community pool and clubhouse that serve as the heart of the neighborhood. Active Living: Well-maintained walking trails, scenic sidewalks, and ample green space throughout the community invite you to stay active outdoors. Neighborhood Vibe: A family-friendly atmosphere with street lights and community-focused infrastructure that ensures peace of mind. HOA Perks: Your monthly dues cover cable TV, water, waste services, essential maintenance and access to recreational facilities, allowing for a low-maintenance lifestyle so you can spend more time enjoying your home. Prime Location: The Heart of Winter Garden Located in the dynamic Horizon West area, you are minutes away from everything you need: Entertainment & Magic: Unbeatable proximity to world-renowned theme parks and the Walt Disney World® Resort area. Top-Rated Schools: Situated near highly regarded schools, including Summerlake Elementary, Hamlin Middle, and Windermere High School. Shop & Dine: Just a short drive to the historic downtown Winter Garden for local boutiques and the famous Farmers Market, or Winter Garden Village for convenient, big-brand shopping and dining. Ready to Make It Yours? This home is a rare opportunity to own a move-in-ready property in one of Central Florida's most desirable zip codes. Whether you are looking for your first home or your next upgrade, 15813 Sweet Lemon Way is waiting for you.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
15401 PORTER RD, WINTER GARDEN, FL 34787
$530,000178 Days on yellowkey MLS ID: S5140743
REDUCED by $19,900 (3.6%) on 06/21/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2455 Built: 2015Monthly Fee: $242 Tax: $8,271 (2024)Community: SummerlakeSpa: NoSingle Family
Taxes:$8,271
Remarks: (3D tour link attached!) Motivated seller, just reduced $20K. Welcome to this well-appointed single-family home offering 2,455 sq. ft. of living space in the desirable Winter Garden area. Featuring 5 bedrooms and 3 full bathrooms, this residence provides generous space and flexibility for comfortable everyday living, guests, or work-from-home needs. All the bedrooms upstairs and the stairs are laminate flooring. Only the bedroom downstairs is carpet. The thoughtfully designed floor plan includes multiple living areas and a layout well suited for both relaxation and entertaining. With five bedrooms, the home offers versatility for growing households or those seeking additional space. Situated within a welcoming residential community, residents enjoy sidewalk-lined streets, green spaces, and a neighborhood-friendly atmosphere ideal for outdoor enjoyment and daily walks. When using our preferred lender, the buyer will receive a 1 percnt lender credit of the loan amount, which can be applied toward closing costs or an interest rate buydown. Conveniently located near major roadways, this home offers easy access to shopping, dining, parks, and schools, and is just a short drive from Walt Disney World, making it an excellent option for a primary residence, vacation home, or investment opportunity. This property presents a wonderful opportunity to enjoy space, location, and community living in one of Central Florida’s most sought-after areas.
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
18422 OLIVER TWIST WAY, WINTER GARDEN, FL 34787
$815,00024 Days on yellowkey MLS ID: O6412770
1 Days Off yellowkey (back on 6/21/2026)
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: Under contract-accepting backup offers. 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)
8878 BISMARCK PALM DR, WINTER GARDEN, FL 34787
$656,5006 Days on yellowkey MLS ID: O6418128
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2581 Built: 2018Monthly Fee: $600 Tax: $8,813 (2025)Community: Lakeshore Preserve Ph 1Townhouse
Taxes:$8,813
Remarks: Welcome to a beautifully upgraded residence in Lakeshore Preserve, one of Horizon West premier Toll Brothers communities. Perfectly positioned in the heart of Winter Garden’s most desirable growth corridor, this home offers the rare combination of refined design, intelligent functionality, and private outdoor living. With over 2,500 square feet of thoughtfully designed space, this home stands apart from the ordinary. From the moment you enter, the quality is evident. Designer lighting, premium flooring, upgraded interior doors, extensive trimwork, crown molding, wainscoting, and a custom accent wall create a polished, elevated feel throughout. Every detail has been carefully selected to add warmth, character, and sophistication. The heart of the home flows beautifully for everyday living and entertaining, while the private courtyard creates a true outdoor retreat. Enhanced by a full breezeway and additional separation from the adjoining residence, this space offers a level of privacy rarely found in this style of home. Whether enjoying morning coffee, evening wine, or quiet time outdoors, the courtyard feels like your own secluded escape. One of the home’s most valuable and unique features is the detached garage with an impressive private suite above, offering nearly 500 square feet of flexible living space. Complete with a spacious bedroom area, family room, ensuite bath, walk-in closet, and wet bar with both upper and lower cabinetry, this suite is ideal for guests, extended family, a private office, studio or media room. This is not just another home in Lakeshore Preserve. It is a thoughtfully upgraded property with exceptional use of space, privacy, and versatility. For buyers seeking luxury, comfort, and function in one of Winter Garden’s most desirable communities, this residence is a must-see. Experience the lifestyle, the quality, and the rare flexibility this home offers
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jaime Leizan (407-353-6651)
14383 BRAEMAR ST, WINTER GARDEN, FL 34787
$465,0006 Days on yellowkey MLS ID: O6418248
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1678 Built: 2024Monthly Fee: $110 Tax: $7,218 (2025)Community: Highland Rdg Ph 2Single Family
Taxes:$7,218
Remarks: This well-maintained home comes with a quality tenant already in place, allowing the new owner to begin collecting rental income immediately after closing. Enjoy stable cash flow and a turnkey investment in one of Winter Garden’s most sought-after locations. Featuring 3 bedrooms, 2.5 bathrooms, and a 2-car garage, this home provides a functional and inviting floor plan. The spacious primary suite is located on the second floor, providing added privacy, while the additional bedrooms provide flexibility for family, guests, or a home office. Located within a community featuring a resort-style swimming pool, this property is also zoned for highly rated schools and offers exceptional convenience. Just minutes from Flamingo Crossings Town Center, residents enjoy easy access to shopping, restaurants, grocery stores, and daily conveniences. The home is also close to Walt Disney World Resort, major attractions, and provides quick access to SR 429, making commuting throughout Central Florida simple and efficient. Whether you're looking to expand your investment portfolio or secure a future primary residence with income in place, this property offers an outstanding combination of location, lifestyle, and immediate rental returns.
Listing is courtesy of: BAY STREET GROUP FLORIDA LLC (407-476-7752)
Listing Agent: Yao Zheng (689-500-6995)
552 EGRET PLACE DR, WINTER GARDEN, FL 34787
$729,0006 Days on yellowkey MLS ID: O6416734
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3395 Built: 2014Monthly Fee: $128 Tax: $5,491 (2025)Community: Johns Lake PointeSingle Family
Taxes:$5,491
Elementary School: SunRidge Elementary
Middle School: SunRidge Middle
Remarks: Welcome to 552 Egret Place in beautiful Winter Garden, Florida—an exceptional Meritage Homes residence thoughtfully designed to combine modern style, everyday comfort, and outstanding energy efficiency. From the moment you arrive, you'll appreciate the quality craftsmanship and attention to detail that Meritage Homes is known for. Inside, an open and inviting floor plan creates the perfect setting for both daily living and entertaining. The spacious living areas flow seamlessly into the well-appointed kitchen, featuring abundant cabinetry, generous counter space, a large island, and modern finishes that make gathering with family and friends effortless. The private owner's suite provides a peaceful retreat with a spacious bedroom, an elegant en-suite bath, and a generous walk-in closet. Additional bedrooms provide flexibility for family, guests, or a dedicated home office. One of the standout features of this home is its energy-efficient construction. This home incorporates advanced energy-saving features designed to provide year-round comfort while helping reduce utility costs. Spray foam insulation and energy efficient windows are just some of the certified features that contribute to a more efficient home. Step outside to enjoy the outdoor living space—ideal for morning coffee, weekend barbecues, or simply relaxing while enjoying Florida's beautiful weather. Located in one of Winter Garden's most desirable areas, you'll enjoy convenient access to top-rated schools, shopping, dining, parks, major highways, and the charm of Historic Downtown Winter Garden, known for its award-winning farmers market, local restaurants, boutique shopping, and the West Orange Trail. Whether you're looking for a move-in-ready family home or a smart investment in one of Central Florida's fastest-growing communities, 552 Egret Place offers the perfect blend of quality construction, energy efficiency, modern amenities, and an unbeatable location. Don't miss this opportunity to own a beautifully crafted home where comfort, savings, and Florida living come together.
Listing is courtesy of: SOUTHERN HERITAGE REALTY, INC (407-877-6928)
Listing Agent: Jim Kernohan (407-450-3861)
14001 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787
$1,175,00058 Days on yellowkey MLS ID: O6403044
2 Days Off yellowkey (back on 6/20/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3698 Built: 1988Monthly Fee: $71 Tax: $6,208 (2025)Community: Country LakesSingle Family
Taxes:$6,208
Remarks: Under contract-accepting backup offers. Virtually Staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.
Listing Agent: Sherri Palmer (407-718-0412)
931 KYLEE ALY, WINTER GARDEN, FL 34787
$766,00052 Days on yellowkey MLS ID: O6404673
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $1,000 (0.1%) on 06/16/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2831 Built: 2022Monthly Fee: $393 Tax: $9,637 (2025)Community: Oakland ParkSingle Family
Taxes:$9,637
Remarks: Under contract-accepting backup offers. ***Seller to offer up to $17,000 toward buyer's closing cost & or rate buy down.*** There is a distinct rhythm to life in Oakland Park that cannot be replicated anywhere else in Central Florida. It is a refined balance of Old Florida charm and modern luxury, where tree-lined streets, curated green spaces, and intentional design create a true sense of place. As you enter the community, everything feels elevated and thoughtfully composed, with the 22-mile West Orange Trail serving as the heartbeat that connects residents to both nature and one another. At 931 Kylee Alley, this lifestyle is fully realized. Positioned on a prominent corner lot, this David Weekley Stoneybrook residence showcases timeless architecture with a clean, sophisticated presence. One of the greatest luxuries here is the ease of ownership. The homeowners' association provides full landscaping maintenance, allowing the property to remain in pristine condition without demanding your time. Your weekends are yours to enjoy, not manage. Inside, the home immediately impresses with intentional sightlines and natural light. Built in 2022, the design feels both current and enduring. Soaring ceilings and expansive windows, complemented by custom plantation shutters, create a bright yet grounded atmosphere. The gourmet kitchen anchors the home, featuring an oversized island with sleek, solid surface countertops that serve as the perfect setting for gathering, entertaining, or everyday living. The floor plan is designed for both connection and privacy. The main level offers a flexible and refined space that can function as a guest suite or executive-style home office. Upstairs, the private quarters provide a peaceful retreat. The primary suite is expansive and serene, complete with a spa-inspired bath designed for relaxation at the end of the day. Living here means immediate access to the West Orange Trail and the best of Winter Garden. Bike to Plant Street, enjoy the Saturday Farmers Market, or simply take in the charm of one of Central Florida’s most sought-after destinations. Within Oakland Park, residents enjoy resort-style amenities, including multiple pools, a clubhouse, and a dog park, all contributing to a true lock-and-leave lifestyle. From an investment perspective, this property stands out. It offers an exceptional price per square foot for Oakland Park, with pricing thoughtfully adjusted to reflect the opportunity for upstairs flooring customization. In a community where demand continues to outpace supply, especially for newer construction on premium corner lots, this home represents both immediate value and long-term upside. 931 Kylee Alley is more than a home. It is a strategic acquisition within one of Winter Garden’s most desirable communities.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Matthew Mckee (407-948-0658)
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