Location: Winter Garden
Do Not Show Listings
33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787
$545,00034 Days on yellowkey MLS ID: O6408941
REDUCED by $10,000 (1.8%) on 06/22/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1584 Built: 2004Monthly Fee: $46 Tax: $7,326 (2025)Community: Timbercreek Pines A B C & DSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,326
Elementary School: Dillard Street Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Welcome to this beautifully renovated single-story gem nestled in the heart of Historic Winter Garden, one of Central Florida’s most sought-after communities. Perfectly situated just two blocks from vibrant downtown Winter Garden and iconic Plant Street, this home offers the ultimate blend of historic charm, modern luxury, and walkable convenience. Located within the highly desirable golf cart district and just moments from the renowned West Orange Trail, you’ll enjoy easy access to cobblestone streets, boutique shopping, coffee houses, award-winning restaurants, and the beloved Saturday Farmer’s Market — all right outside your door. Completely renovated from top to bottom, inside and out, this move-in ready home showcases exceptional attention to detail and thoughtful upgrades throughout. Step inside to discover a bright open floor plan enhanced by luxury vinyl plank flooring, upgraded 6-inch baseboards, updated light fixtures, neutral designer finishes, and ceiling fans in every bedroom. The stunning remodeled kitchen serves as the heart of the home, featuring crisp white cabinetry, elegant quartz countertops, modern backsplash, dark designer hardware, LED lighting, stainless appliances, and an oversized island with seating for six — perfect for entertaining family and friends. The bathrooms have been tastefully updated to blend timeless character with modern functionality, while the inside laundry room and abundant storage, including two hallway closets near the secondary bedrooms, add everyday convenience. Outdoor living shines with a newly added tiled screened lanai complete with new sliding doors and windows that create seamless indoor-outdoor flow. The expansive fenced backyard is a private oasis featuring fresh landscaping, a Magnolia tree, Orange tree, and Avocado tree — the perfect setting to relax and enjoy Florida living year-round. Additional highlights include a brand-new AC unit, anti-slip garage floor coating, and a 6-foot white vinyl privacy fence. This one-of-a-kind home perfectly captures the charm of Historic Winter Garden while offering the modern updates today’s buyers desire. WELCOME HOME.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Peyton Blanton (407-462-7891)
13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787
$1,100,00069 Days on yellowkey MLS ID: O6399227
0 Days Off yellowkey (back on 6/22/2026)
REDUCED by $50,000 (4.3%) on 05/26/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3389 Built: 1998Monthly Fee: $69 Tax: $10,940 (2025)Community: Sunset LakesSpa: YesSingle Family
Taxes:$10,940
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Experience luxury living in this gorgeous home in the highly sought after Sunset Lakes community in Winter Garden. This FULLY-REMODELED, 5-bedroom, 4-bath POOL/SPA home sits on a SERENE POND and offers 3,389 sq. ft. of beautifully designed living space on OVER HALF AN ACRE, complete with a three-car side entry garage. Four of the 5 bedrooms are conveniently located on the first floor (including the Primary Bedroom), with the 5th Bedroom, a full bath and a bonus loft located on the second level. Inside, the home features designer ENGINEERED HARDWOOD FLOORING throughout the main living areas and the downstairs primary suite. The CHEF'S KITCHEN is a showpiece, boasting THREE SLABS OF PERMIUM CALCUTTA QUARTZ, an ITALIAN MARBLE BACKSPLASH, 60-inch DOUBLE-STACKED ALL WOOD SHAKER CABINTRY, a handy FOOD PREP ISLAND, a BREAKFAST BAR and TOP-OF-THE-LINE SAMSUNG APPLIANCES! The family room features AUTOMATIC ROLLER SHADES and is open to the kitchen and features Cathedral ceilings, a huge picture window and French Doors to the inviting lanai and sparkling pool. The primary suite is a retreat of its own, offering a FULLY-RENOVATED, SPA-INSPIRED bathroom with floor to ceiling CALCUTTA TILE, a frameless glass shower, a freestanding soaking tub, tall custom cabinetry with WHITE EXOTIC CARERRA QUARTZ COUNTERS and a massive walk-in closet! Architectural details elevate every room, including Plantation Shutters, multiple sets of French Doors, tray ceilings, volume and cathedral ceilings, extensive crown molding, transom windows, recessed lighting, bead boarding and elegant custom millwork. Step outside to a stunning outdoor oasis. The completely remodeled pool and spa area is surrounded by 2100 sq. ft. of travertine decking that extends across the covered lanai and additional outside patio space—perfect for entertaining! The lanai ceiling is finished with tongue and groove wood planks, adding warmth and sophistication. Other major upgrades include NEW DOUBLE-PANE, THERMAL WINDOWS (2023), a 2019 ROOF a 2019 AC SYSTEM and rain gutters. The extended brick paver driveway and matching walkway enhance curb appeal, while the well-fed irrigation system coupled with the well water (filtered by the whole house WATER SOFTENER) help keep utility costs low. All of this is just 5 minutes from the 429, offering quick access to Orlando and surrounding areas. Downtown Winter Garden & Winter Garden Village are also nearby as well as numerous championship golf courses for all your shopping, dining and recreational needs! Nearby top-rated schools are just another plus! Call for your showing today if you want to be the lucky one to snag this one-of-a-kind home before someone else does!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Diane Sterling (407-761-0512)
1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787
$1,674,99937 Days on yellowkey MLS ID: O6408835
REDUCED by $25,000 (1.5%) on 06/22/2026
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4104 Built: 2023Monthly Fee: $203 Tax: $19,016 (2024)Community: Oakland ParkSingle Family
Taxes:$19,016
Elementary School: Tildenville Elem
Tax Year: 2024
Remarks: Virtually Staged. Modern Luxury in the Heart of Winter Garden’s Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community—one of the few neighborhoods within Winter Garden’s beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36” dual-fuel range, warming oven, and a 48” side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner’s suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home’s charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.
Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)
Listing Agent: Kevin Sullivan (321-663-3457)
2827 SANCTUARY LN, WINTER GARDEN, FL 34787
$2,500,000526 Days on yellowkey MLS ID: O6271646
Bed: 3 Bath: 2.5 Gar: 3 Liv Area Sq Ft: 2178 Built: 1987 Tax: $15,049 (2024)Community: Lake Avalon GrovesSingle Family
Taxes:$15,049
Elementary School: None
High School: None
Middle School: None
Remarks: Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Elaine Garcia (407-920-3616)
11170 HOLLOW BAY DR, WINTER GARDEN, FL 34787
$535,00019 Days on yellowkey MLS ID: O6414335
REDUCED by $30,000 (5.3%) on 06/17/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 2025Monthly Fee: $288 Tax: $2,389 (2025)Community: WaterleighSingle Family
Taxes:$2,389
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Welcome to the best-priced Clearden floor plan currently available in all of Waterleigh. Only one year old and finished in today’s most desirable colors and design selections, this home offers an incredible opportunity to enjoy immediate equity without the wait, uncertainty, and added expense of new construction. With all appliances included, even the washer and dryer, this move-in-ready home delivers exceptional value in one of Winter Garden’s most sought-after master-planned communities. The versatile floor plan is thoughtfully designed for modern living. A charming covered front porch creates excellent curb appeal, while inside you will find a spacious and open layout highlighted by a first-floor bedroom that is perfect for guests, a home office, or multi-generational living. The expansive great room flows seamlessly into the beautifully designed kitchen featuring a large center island, abundant cabinetry, closet pantry, dedicated coffee station, and convenient drop zone near the garage entry. Upstairs, a generous bonus room provides additional living space ideal for a media room, playroom, or home office. The spacious owner’s retreat offers dual vanities, a large walk-in shower, and a well-appointed walk-in closet. The upstairs laundry room is strategically located for convenience, and three of the four bedrooms feature walk-in closets, providing plenty of storage throughout the home. Life in Waterleigh is about more than just a beautiful home—it is about embracing a true resort lifestyle. Residents enjoy access to multiple resort-style clubhouses featuring spectacular pools, state-of-the-art fitness centers, gathering spaces, playgrounds, tennis and basketball courts, volleyball courts, mini golf, stocked fishing ponds, and miles of scenic walking, jogging, and biking trails. Families will appreciate the convenience of having both the elementary and middle schools located within the community, while Horizons West High School is just minutes away. Perfectly positioned near Walt Disney World, the 429 Expressway, and an endless selection of shopping, dining, and entertainment destinations, this location offers unmatched convenience and connectivity. Opportunities like this are becoming increasingly difficult to find. When you combine a nearly new home, an outstanding floor plan, resort-style amenities, and one of the best values in all of 34787, you have a property that deserves your immediate attention. As an added incentive , seller has paid HOA dues for entirety of 2026 too.
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787
$679,0006 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
Taxes:$7,948
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)
WINTER GARDEN, FL 34787
$723,2003 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
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)
$599,00069 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)
15130 OVATION DR, WINTER GARDEN, FL 34787
$840,00021 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
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
14359 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787
$998,00039 Days on yellowkey MLS ID: O6408165
REDUCED by $10,000 (1.0%) on 06/21/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3881 Built: 2015Monthly Fee: $188 Tax: $13,774 (2025)Community: Orchard Hills Phase 1Single Family
Taxes:$13,774
Remarks: Welcome to this stunning 5-bedroom, 3.5-bath home located in the highly sought-after Orchard Hills community in Winter Garden. Known for its vibrant community atmosphere and resort-style amenities, Orchard Hills offers a community pool, fitness center, playground, and top-rated schools. This beautifully maintained home offers over 3,881 square feet of living space with an open layout, soaring ceilings, abundant natural light, crown molding, and upgraded finishes throughout. The gourmet kitchen features quartz countertops, stainless steel appliances, a walk-in pantry, and a large center island with plenty of prep and gathering space. The oversized primary suite is conveniently located on the first floor and features a large walk-in closet, dual vanities, soaking tub, and separate shower. Upstairs offers four generously sized bedrooms, Jack-and-Jill bathrooms, and a versatile loft space. Step outside to your own private backyard retreat featuring a screened heated pool, outdoor kitchen, and fenced yard—perfect for entertaining and enjoying Florida living. Conveniently located near SR-429, Hamlin Town Center, shopping, dining, and Disney attractions. All information and property details are deemed reliable but not guaranteed and should be independently verified by the buyer/buyer’s agent.
Listing is courtesy of: BAMYOU REALTY (813-384-7666)
Listing Agent: Shitong Liang (626-999-6667)
5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787
$681,24044 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
$1,299,90042 Days on yellowkey MLS ID: O6407043
1 Days Off yellowkey (back on 6/18/2026)
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)
107 TRADITIONS DR, WINTER GARDEN, FL 34787
$444,97599 Days on yellowkey MLS ID: S5145650
REDUCED by $10,000 (2.2%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1582 Built: 1999Monthly Fee: $45 Tax: $1,458 (2024)Community: Traditions SubSingle Family
Taxes:$1,458
Remarks: You found it with this Location! The family will love this beautiful, Former Model home in Traditions! Blocks away from Downtown Winter Garden! Golf carts welcome! This 3/2 split plan has wood laminate flooring in living room & the master bedroom. Kitchen is open, Ceramic tile & eat-in space overlooking backyard. Master Bedroom is spacious with Walk-in shower and separate tub. Private / separate laundry room. Separate office or workshop in garage is UNDER AIR UNDER & perfect for the handyman! The backyard is fully fenced. Enjoy the restaurants, famer's market & shops all in walking distance or use a golf cart! Separate Workshop room. AC 2019. Easy access to the turnpike, 429, 408 to downtown Orlando or OIA! Great Schools!
Listing is courtesy of: WATSON REALTY CORP (407-298-8800)
Listing Agent: Rick Evans, Ii (407-538-9295)
1812 LAKE ROBERTS LANDING DR, WINTER GARDEN, FL 34787
$1,200,00013 Days on yellowkey MLS ID: O6415935
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4247 Built: 2009Monthly Fee: $200Community: Lake Roberts Lndg ESpa: YesSingle Family
Remarks: Experience elevated living perfectly situated on a private conservation homesite with no rear neighbors in the gated community of Lake Roberts Landing in Winter Garden. This fully renovated luxury pool home offers an exceptional blend of privacy, elegance, and convenience in the heart of Winter Garden. Spanning over 4,200 square feet, this move-in-ready home features 6 bedrooms, 4 bathrooms, a 3-car tandem garage, dedicated theater room, expansive upstairs loft and a resort-style backyard with an outdoor kitchen designed for year-round Florida living. Every major finish has been thoughtfully updated, including new flooring throughout, fresh interior and exterior paint, a completely renovated chef’s kitchen with upgraded countertops, appliances, lighting, and beautifully updated bathrooms that create a modern yet timeless aesthetic. The versatile floor plan includes two bedrooms and a full bathroom on the main level, providing the perfect setup for guests, multigenerational living, a home office, gym, or flex space, while also serving as a convenient pool bath. Heading upstairs, you’ll immediately notice the updated wrought iron spindles, luxury vinyl plank flooring, and abundant natural light that fills the space. The expansive loft serves as the ultimate entertainment hub, complete with a spacious sitting area, custom bar, bar refrigerator, mounted TV, and designer lighting, creating the perfect space for hosting family and friends or enjoying the big game. A dedicated theater room provides the ideal setting for movie nights and elevated at-home entertainment. The luxurious primary suite serves as a private retreat featuring a fully renovated spa-inspired bathroom with dual vanities, makeup vanity, freestanding soaking tub, oversized walk-in shower with multiple shower heads and rain shower, stunning designer tile work, and an oversized walk-in closet. Three additional bedrooms, two fully updated bathrooms, and an oversized laundry room complete the second floor. Designed for both relaxation and entertaining, the backyard is a true showpiece featuring a newer pool with newer pool equipment a gas-heated pool and spa, outdoor kitchen with built-in grill, beverage refrigerator, TV, bar seating, ambient lighting, covered lanai, expansive paver patio, fully fenced, with redesigned landscaping and tranquil conservation views that provide a level of privacy rarely found in Central Florida. Significant recent improvements include a new tile roof installed in 2024, a new HVAC Unit (2025), two new water heaters and newer pool & equipment offering both peace of mind and long-term value. Lake Roberts Landing features a community pier/dock onto Lake Roberts to enjoy the beautiful lake and fishing. Perfectly located just minutes from Winter Garden Village, Downtown Winter Garden, Windermere, Hamlin, A-rated schools (Lake Whitney Elementary, SunRidge Middle and West Orange High), premier shopping, dining, entertainment, SR-429, and Florida’s Turnpike, this exceptional residence offers the luxury lifestyle today’s buyers are searching for in one of Winter Garden’s most sought-after gated communities. A rare opportunity to own a fully updated luxury home with a private conservation lot, no rear neighbors, resort-style outdoor living, and an unbeatable Winter Garden location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alexis Bress (407-900-0771)
8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787
$550,00020 Days on yellowkey MLS ID: O6412974
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2477 Built: 2016Monthly Fee: $332 Tax: $8,597 (2025)Community: Waterleigh Ph 1BSingle Family
Taxes:$8,597
Elementary School: Panther Lake Elementary
Remarks: Virtually Staged. Welcome home, to the highly sought-after Waterleigh community in Winter Garden! This spacious 4-bedroom, 3.5-bathroom Cleardon model offers 2,477 square feet of thoughtfully designed living space and is perfectly located just 10 minutes from Walt Disney World. Step inside to an open-concept floor plan ideal for entertaining, featuring a large granite kitchen island, modern NEW stainless-steel appliances, abundant cabinetry, and a walk-in pantry. The first floor includes a private bedroom and full bath, making it perfect for guests, multigenerational living, or a home office. Upstairs, you’ll find a versatile loft, convenient laundry room with NEW washer and dryer, two secondary bedrooms with a shared bath, and a spacious primary suite complete with dual vanities, a walk-in shower, separate water closet, linen storage, and a generous walk-in closet. Recent updates include a NEW HVAC system, NEW appliances, NEW carpet and fresh interior & exterior paint. Enjoy resort-style living with access to community pools, walking trails, dog parks, miniature golf, beach volleyball, fitness center, and a vibrant calendar of neighborhood events. The HOA covers lawn care, sprinkler maintenance, and mulch replacement, making homeownership even easier. Don’t miss this incredible opportunity to own in one of Winter Garden’s most desirable communities. Schedule a showing, today!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Claire Fernando (850-737-1470)
2450 DAHLGREN WAY, WINTER GARDEN, FL 34787
$1,700,000114 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
Elementary School: SunRidge Elementary
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)
8768 SONOMA COAST DR, WINTER GARDEN, FL 34787
$890,00018 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
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
$569,0005 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
$530,000176 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
$815,00022 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)
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