Location: Winter Garden
Do Not Show Listings
744 LAKE BRIM DR, WINTER GARDEN, FL 34787
$995,00039 Days on yellowkey MLS ID: O6388775
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2667 Built: 2016Monthly Fee: $203 Tax: $9,275 (2025)Community: Oakland ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,275
Elementary School: Tildenville Elem
High School: West Orange High
Tax Year: 2025
Middle School: Lakeview Middle
Remarks: Perfectly positioned fronting one of Oakland Park’s picturesque green spaces, this exceptional home offers a rare opportunity to enjoy PARK-SIDE living in one of Winter Garden’s most celebrated communities. Oakland Park, a PARADE of HOMES award-winning neighborhood, is admired for its timeless architecture & inviting outdoor spaces that create a true sense of community. This beautifully designed Seaside floorplan blends classic charm with modern livability, offering 4 bedrooms, 3.5 baths, a STUDY, dining area, spacious loft, oversized garage, & FENCED yard. The primary suite is conveniently located on the main level, creating a peaceful retreat complete with a generous walk-in closet, a separate linen closet, & direct access to the laundry room, which has been enhanced with custom cabinetry for optimal storage & organization. Upstairs, the loft provides a versatile secondary living area—ideal for a media room or play space—accompanied by three additional bedrooms & two full baths, including one private en-suite. At the center of the home, the expansive kitchen is designed for both everyday living & effortless entertaining, enhanced with under cabinet lighting & tile backsplash. Abundant cabinetry & extensive counter space provide exceptional functionality, while the large island offers ample seating, making it the natural gathering place for family & guests alike. The adjoining dining area is equally impressive, featuring a dedicated buffet—perfect for hosting celebrations, holidays, or casual dinners. The home showcases rich WOOD flooring throughout the main living areas, adding warmth and sophistication, while soft carpeting in the bedrooms enhances comfort & tranquility. One of the home’s most captivating features is the inviting wraparound front porch, where French doors open to sweeping views of the beautifully maintained park. The home’s outdoor living continues in the screened rear porch, thoughtfully designed with retractable screens to maximize comfort & flexibility throughout the seasons. Beyond the porch, the backyard has been carefully curated as a private entertainment retreat. A paver patio anchors the space, complemented by a cozy FIRE-PIT, additional seating areas, & an outdoor kitchen featuring a built-in grill, mini fridge, & sink. Pet lovers will appreciate the dedicated dog area finished with low-maintenance artificial turf, creating a convenient & attractive space for four-legged family members. With its prime park-front location, versatile living spaces, & thoughtfully designed indoor-outdoor lifestyle, this home offers an exceptional blend of elegance, comfort, & community. Just a short GOLF CART ride away, you’ll find the charm and vibrancy of Historic Downtown Winter Garden, known for its award-winning restaurants, boutique shopping, outdoor dining, farmers market, & events. This is more than a home — it’s a lifestyle defined by luxury, walkability, connection, & the unmatched charm of Winter Garden living. This golf-cart-approved WATERFRONT community offers year-round activities, from golf cart parades to book clubs & social gatherings, making it an extraordinary place to call home. The community features parks, playgrounds, two pools, a clubhouse, dog park, & trails, including access to the 22 mile long WEST ORANGE TRAIL. Don’t miss this opportunity to live in one of the areas most sought-after neighborhoods, with easy access to interstate travel, shops, restaurants, golf courses, & world-renowned theme parks!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Ashley Boyd (321-209-5540)
12919 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787
$674,00066 Days on yellowkey MLS ID: O6381746
0 Days Off yellowkey (back on 4/11/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2508 Built: 2024Monthly Fee: $77 Tax: $2,326 (2025)Community: Westhaven At OvationSingle Family
Taxes:$2,326
Elementary School: Water Spring Elementary
High School: Horizon High School
Middle School: Water Spring Middle
Remarks: Under Construction. Toll Brothers New Construction in Horizon West – Winter Garden | Estimated Completion Summer 2026 Bungalow featuring a private in-law suite above a detached 2-car garage. A charming covered entry welcomes you into an open and expansive floor plan with seamless flow between the great room, kitchen, and dining area — ideal for both everyday living and entertaining. Enjoy outdoor Florida living with a covered lanai and a spacious private courtyard offering direct access to the detached garage and guest suite. The primary bedroom retreat includes a generous walk-in closet and a well-appointed bath with dual vanities, separate shower, and private water closet. Located in the highly sought-after Horizon West community, this thoughtfully designed home combines elegance, functionality, and flexible living space. Schedule your showing today.
Listing is courtesy of: ORLANDO TBI REALTY LLC (407-345-6000)
Listing Agent: Dayene Grubert (863-521-4474)
6408 FLAT LEMON DR, WINTER GARDEN, FL 34787
$570,00011 Days on yellowkey MLS ID: O6396757
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1979 Built: 2019Monthly Fee: $142 Tax: $8,155 (2025)Community: Hamlin ReserveSingle Family
Taxes:$8,155
Elementary School: Independence Elementary
Middle School: Bridgewater Middle
Remarks: Tucked inside Hamlin Reserve in the heart of Horizon West, this beautifully maintained one-story home offers the kind of lifestyle buyers are looking for: modern, low-maintenance, and close to everything. Built in 2019 and still feeling like new, this 3-bedroom, 2-bath home with 1,979 heated square feet blends comfort, function, and thoughtful upgrades in all the right ways. From the moment you step inside, the open layout feels bright, welcoming, and easy to live in. Hardwood Laminate flooring runs throughout the entire home, including the bathrooms, creating a clean and cohesive look. The flexible dining room offers extra versatility and could easily become a private office, playroom, or enclosed flex space with French doors. The backyard is set up to be enjoyed, with a fully fenced yard ideal for pets, plus a built-in patio deck and firepit that make it easy to picture cozy evenings outside, weekend gatherings, or quiet mornings at home. Solar panels help drastically reduce the monthly electric bill, and the sellers will pay them off at closing, giving the next owner an added benefit from day one. Living in Hamlin Reserve means enjoying a community pool and being just minutes from the 429, Disney, shopping, grocery stores, dining, and all the energy and convenience that make Horizon West one of Central Florida’s most desirable places to call home. With no CDD, a move-in ready condition, and a location that continues to grow, this home is an ideal fit for buyers looking for both lifestyle and value. SAVE BIG: 1% Broker credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred broker.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Clementine Costantini (407-692-5453)
15162 CANOPY COVER DR, WINTER GARDEN, FL 34787
$885,000141 Days on yellowkey MLS ID: S5139203
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 2023Monthly Fee: $545 Tax: $1,939 (2023)Community: Del Webb Oasis Phase 2Single Family
Taxes:$1,939
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: This exceptional Mystique model by Pulte showcases one of the most impressive outdoor living spaces within Del Webb Oasis, a boutique 55+ resort-style community just minutes from Orlando’s top attractions. Situated on a premium conservation lot, this home offers privacy, tranquility, and unobstructed natural views—an ideal setting for those seeking an elevated and peaceful living experience. With more than $100k in upgrades. At the heart of the property is a remarkable outdoor retreat. Enjoy a custom heated saltwater pool, spa with App-controlled pool features for temperature and lighting and an extended covered lanai featuring a fully equipped outdoor kitchen in this Peaceful conservation backdrop with no rear neighbors. Designed for year-round enjoyment, this space is perfect for entertaining, relaxing, and embracing Florida living at its finest. Sliding glass doors seamlessly connects the indoor living areas to the lanai, enhancing the home’s expansive and open feel. The exterior also includes gutters for added protection and maintenance ease. Inside, this single-story residence features 2 bedrooms, a flex room, perfect for an office, hobby space, or guest accommodations 2 bathrooms, and a 3-car tandem garage. The open-concept layout offers tall ceilings, abundant natural light, and a spacious gathering room. The gourmet kitchen is equipped with built-in Whirlpool appliances, 42” white soft-close cabinetry, Quartz countertops, decorative tile backsplas. The kitchen boasts exquisite, luxurious finishes that elevate the confort and elegance of this wonderful home. The owner’s suite includes a luxury frameless glass walk-in shower, dual quartz vanities, a linen closet, and elegant finishes.. Additional interior upgrades include designer tile flooring throughout, crown molding, 8’ interior doors, comfort-height toilets, and brushed nickel hardware. The laundry room features Whirlpool washer and dryer, quartz countertop, a utility sink, and upgraded cabinetry. This home offers multiple automated features for effortless living: • Electric curtains in the living room and owner’s suite – Controlled via mobile app or Alexa • Smart security camera system, fully app-managed • App-controlled pool system • Watershield Gold softener system included Del Webb Oasis is a natural-gas 55+ community offering resort-style amenities such as a zero-entry pool with sun shelf and lap lanes, private cabanas, spa, fire pits with fireworks views, fitness center, tennis and pickleball courts, walking trails with fitness stations, and a robust calendar of activities organized by a full-time Lifestyle Director. Combining a premier conservation lot, a standout outdoor living area, and high-end interior upgrades, this residence stands out as one of the most desirable homes available in Del Webb Oasis’s 55+ collection. At last, the property you've been waiting for is here - A refined, luxurious retreat just for you. $10K FOR CLOSING COSTS
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Angela Camacho (321-946-2082)
15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787
$820,00022 Days on yellowkey MLS ID: O6394209
REDUCED by $9,000 (1.1%) on 04/11/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3623 Built: 2023Monthly Fee: $160 Tax: $12,032 (2025)Community: Lakeside At HamlinSpa: NoSingle Family
Taxes:$12,032
Remarks: One or more photo(s) has been virtually staged. Stunning brand-new, energy-efficient home in the desirable Hamlin community of Winter Garden. This spacious 5-bed + Bonus Room, 4-bath, 3,700+ sq ft property sits on a cul-de-sac corner lot and features an open layout with 10-ft ceilings, Ceramic flooring, a built-in electric fireplace, and upgraded 3-panel sliding doors that fully open to the covered lanai. The chef's kitchen includes an oversized quartz island, extended L-shaped cabinetry, quartz countertops, stainless steel canopy hood (vented outside), 30" ceramic cooktop, and all new stainless appliances. The first floor offers the primary suite plus three additional bedrooms, including one with a private bath-ideal for guests or an office. Upstairs features two more bedrooms, a full bath, and a 16' x 20' bonus room with two walk-in closets and wet-bar pre-plumbing. The 2.5-car garage includes a hobby area, epoxy floors, extra outlets, water softener loop, and sink plumbing. Laundry room includes new washer/dryer and cabinets. Enjoy a private backyard with no rear neighbors, vinyl fencing, lanai pre-plumbed for a sink, and pool pre-wire (60A) already installed. HOA includes fiber-optic internet (750-900 Mbps). Minutes from Orlando Health, Publix, dining, and more.
Listing is courtesy of: HOMEVEST REALTY (407-897-5400)
Listing Agent: Erica Diaz (407-897-5400)
2230 ROMANUM DR, WINTER GARDEN, FL 34787
$565,00037 Days on yellowkey MLS ID: O6389947
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 2014Monthly Fee: $207 Tax: $8,425 (2025)Community: Alexander RdgSingle Family
Taxes:$8,425
Elementary School: Hamlin Elementary
Middle School: Hamlin Middle
Remarks: Motivated seller – bring your offers! Location, Location, Location! Don't miss the opportunity to own this beautiful and cozy 4-bedroom, 4-bath home featuring thoughtfully designed living spaces that combine comfort, functionality, and inviting charm. The main floor features all four bedrooms, offering convenience and privacy for everyday living. Upstairs, you’ll find a spacious bonus room with a full bathroom, perfect for a media room, game room, home office, or additional living space. This is the only area of the home with carpet, creating a comfortable and cozy environment for relaxation or entertainment. Throughout the main living areas, the home features luxury vinyl flooring, providing durability and a modern look while enhancing the overall warmth of the home. The kitchen opens beautifully to the main living area, creating a welcoming space for gathering with family and friends. The kitchen cabinets were recently refinished and painted, giving the kitchen a refreshed and updated appearance. Step outside and enjoy the screen-enclosed patio, offering a comfortable outdoor space where you can relax and enjoy Florida living with added protection from insects. The home also features attractive landscaping and brick pavers on the driveway and entrance, creating great curb appeal and a welcoming first impression. Additionally, the property includes solar panels, contributing to improved energy efficiency. This home offers a warm and inviting atmosphere with well-distributed spaces that make it perfect for both everyday living and entertaining. Schedule your private showing today and come experience the comfort and charm this home has to offer in a perfect location!
Listing is courtesy of: SELECTA REALTY LLC (407-777-7131)
Listing Agent: Marcelle Da Silva Sampaio (407-369-3621)
915 WESTCLIFFE DR, WINTER GARDEN, FL 34787
$620,00079 Days on yellowkey MLS ID: G5107429
REDUCED by $10,000 (1.6%) on 04/09/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2868 Built: 2006Monthly Fee: $50 Tax: $4,426 (2024)Community: Fullers Lndg BSingle Family
Taxes:$4,426
Tax Year: 2024
Remarks: Beautifully appointed and thoughtfully updated, this 5-bedroom, 3.5-bath residence offers 2,868 sq. ft. of well-designed living space on an oversized cul-de-sac lot with serene retention pond views. Formal living and dining rooms create elegant spaces for entertaining, while the inviting family room flows seamlessly into the kitchen, making it ideal for everyday living. The kitchen is both stylish and functional, featuring granite countertops, 42" cabinets, stainless steel appliances, and a tile backsplash. All bedrooms are located upstairs, including the expansive primary suite with a spacious bedroom, dual walk-in closets, and an en suite bath with a double vanity and glass-enclosed walk-in shower. One guest bedroom features its own en suite bath, and all bathrooms throughout the home have been beautifully updated. Luxury vinyl flooring runs throughout the main living areas and bedrooms, and the home is equipped with a whole-house water treatment and softener system. Recent upgrades include new plumbing and a new roof in 2023, as well as a new A/C system with UV lighting installed in 2022. Enjoy outdoor living from the screened patio overlooking the fenced backyard—perfect for relaxing or entertaining. Ideally located just minutes from shopping, dining, major roadways, and Downtown Winter Garden, this home offers the perfect blend of space, comfort, and convenience. Schedule your private showing today before it's gone! *Aerial photo property lines are an estimate and to be verified by buyer.
Listing is courtesy of: KELLER WILLIAMS ELITE PARTNERS III REALTY (321-527-5111)
Listing Agent: Brandie Mathison-Klein (407-488-3446)
1966 PANTHEON DR, WINTER GARDEN, FL 34787
$525,00043 Days on yellowkey MLS ID: O6386961
REDUCED by $25,000 (4.5%) on 04/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2076 Built: 2015Monthly Fee: $211 Tax: $5,734 (2024)Community: Alexander RidgeSingle Family
Taxes:$5,734
Remarks: One or more photo(s) has been virtually staged. ONE STORY 4-bedroom, 3-bathroom home in desirable Winter Garden / Horizon West. This well-maintained home offers 2,076 square feet and is ready for your vision with the opportunity for a light refresh to make it your own. Looking for the convenience of a one-story single-family home without the upkeep of a larger yard? Step outside to a FULLY FENCED outdoor space with just enough room to enjoy it all…a covered outdoor entertaining area plus extra space for a small play area or dog run. The main living area is open and inviting, while the bedrooms are nicely tucked away to provide privacy. The kitchen features a walk-in pantry, kitchen island with seating, and plenty of cabinets! The spacious primary suite features a tray ceiling, large walk-in closet, and an en-suite bathroom with double vanities, a garden tub, and a separate walk-in shower. The DEDICATED laundry room conveniently connects to the primary bathroom and also has access from the kitchen. WASHER AND DRYER are included. Three additional bedrooms and two full bathrooms provide flexibility for guests, family, or a home office. The community features a pool, clubhouse, and playground, along with green space and sidewalks that make it perfect for biking or walking. Conveniently located minutes from shopping, dining, and everything Horizon West has to offer, with quick access to the 429 Expressway for easy travel throughout Central Florida. The home also offers convenient access to Walt Disney World Resort and other area attractions, making this location especially appealing for those who enjoy everything the area has to offer.
Listing is courtesy of: SIMPLY HOME REALTY (407-920-2016)
Listing Agent: Beth Yannoulis (407-920-2016)
16167 HAMPTON CROSSING DR, WINTER GARDEN, FL 34787
$699,50044 Days on yellowkey MLS ID: O6387577
2 Days Off yellowkey (back on 4/9/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2840 Built: 2017Monthly Fee: $341 Tax: $5,669 (2024)Community: Waterleigh Ph 1CSingle Family
Taxes:$5,669
Remarks: Under contract-accepting backup offers. Welcome to 16167 Hampton Crossing Drive, a beautifully maintained 5-bedroom, 4-bathroom home built in 2017 and cared for by its original owners. Designed for modern living, the home offers functional spaces, contemporary finishes, and a truly move-in-ready feel. Inside, the home opens to a bright, welcoming layout with an open floor plan designed for both everyday comfort and effortless entertaining. The kitchen flows seamlessly into the living room, creating a connected space that’s perfect for hosting gatherings or enjoying relaxed family time. Anchoring the kitchen is a large center island with built-in storage, complemented by a spacious pantry and generous counter space—ideal for meal prep, casual dining, and bringing people together. A standout feature of the floor plan is the main-floor guest suite, complete with a full bedroom and bathroom with a tub/shower combo and bright windows overlooking the front porch—perfect for guests, teens, or multigenerational living. Upstairs, the primary suite offers a relaxing retreat with a walk-in closet and ensuite bath featuring dual sinks, a soaking tub, and a separate shower. The second floor includes four bedrooms and three full bathrooms, including an additional ensuite bedroom, plus a generous loft and a spacious upstairs laundry room. Outdoor living truly shines at this home, which is tucked away on a quiet cul-de-sac with limited traffic, offering a peaceful setting in a private corner of the neighborhood. A large, screened-in covered lanai with ceiling fans creates the perfect spot for relaxing evenings or hosting friends year-round. Beyond the lanai, the oversized, fully fenced backyard feels like a private retreat, complete with mature palm trees and a hammock—ideal for unwinding, playtime, pets, or envisioning future outdoor enhancements. Located in the highly sought-after Waterleigh community in Winter Garden, this home offers access to one of Horizon West’s most desirable master-planned neighborhoods. Waterleigh is known for its resort-style amenities, including multiple community pools, a clubhouse, fitness center, playgrounds, walking trails, and scenic water views throughout the community. Ideally situated just minutes from Walt Disney World, residents also enjoy the unique perk of being able to watch Magic Kingdom fireworks from within the neighborhood, adding a little extra magic to everyday living. With close proximity to Hamlin, Winter Garden Village, top-rated schools, dining, and major roadways, Waterleigh blends convenience, recreation, and a true sense of community.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Abby Greenberg (407-484-2689)
1125 LINCOLN TER, WINTER GARDEN, FL 34787
$242,400207 Days on yellowkey MLS ID: O6345921
REDUCED by $2,500 (1.0%) on 04/09/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 814 Built: 1961 Tax: $2,026 (2024)Community: Bay St ParkSingle Family
Taxes:$2,026
Elementary School: Dillard Street Elem
Remarks: **NOW FHA AVAILABLE** DISCOVER THE SERENE BEAUTY OF THIS STUNNING HOME! GORGEOUS 3-BEDROOM, 1-BATHROOM, 1-CARPORT HOME boasting a SPACIOUS FLOOR PLAN that effortlessly blends functionality with modern style. From the moment you step inside, you’ll be greeted by an OPEN-CONCEPT LIVING AREA filled with NATURAL LIGHT, creating a warm and inviting atmosphere. Cook like a pro in the NEWER KITCHEN featuring NEW QUARTZ COUNTERTOPS and SLEEK STAINLESS STEEL APPLIANCES—perfect for culinary enthusiasts. This home is LOADED WITH UPGRADES, including: New Roof with 30-Year Shingles, New HVAC System, New Laminate Flooring Throughout, Renovated Bathrooms, Fresh Interior & Exterior Paint, New Light Fixtures, Faucets, Toilets, Interior Doors, and Closet Doors. CONVENIENTLY LOCATED near all major highways, shopping, restaurants, and entertainment—this move-in-ready home truly has it all! All measurements are approximate and should be verified by the buyer for accuracy. Virtual Staging was added to some of the pictures.
Listing is courtesy of: IHOME REALTY FL LLC (407-730-9971)
Listing Agent: Karen Sweat (407-730-9971)
242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787
$509,00018 Days on yellowkey MLS ID: O6395221
0 Days Off yellowkey (back on 4/9/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1909 Built: 2007Monthly Fee: $115 Tax: $2,748 (2025)Community: Cobblestone/Winter GardenSingle Family
Taxes:$2,748
Remarks: LOCATION!!! LOCATION!! LOCATION!!NEW ROOF!!This Bright and airy 3-bedroom, 2-bathroom home in the gated Cobblestone community! Open floorplan which features upgraded floors throughout except for the kitchen and bathrooms. This spacious kitchen comes with all stainless-steel appliances and much more! Master bedroom with full walk-in closet! Master bathroom features a stand-up shower, tub and dual sinks/dual vanities. 2 car garage! Nice size backyard which is fully fenced!! Close to major highways/ Winter Garden Village for shopping/dinning etc.!!Downtown Winter Garden!! Great schools and so much more!!
Listing is courtesy of: LIBERTY HOME SALES INC (321-256-0500)
Listing Agent: Asif Kassim (321-256-0500)
261 ZACHARY WADE ST, WINTER GARDEN, FL 34787
$1,745,000167 Days on yellowkey MLS ID: O6357233
REDUCED by $4,000 (0.2%) on 04/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3728 Built: 2005Monthly Fee: $67 Tax: $15,019 (2024)Community: Lakeview ReserveSpa: NoSingle Family
Taxes:$15,019
Remarks: COMPLETELY REMODELED WATERFRONT HOUSE WITH PRIVATE DOCK AND BOAT LIFT ON THE LAGERST LAKE IN CENTRAL FLORIDA!!! MOTIVATED SELLER! Experience the ultimate in LAKEFRONT living with this stunning, turnkey home on Lake Apopka in Winter Garden, in the heart of a highly desirable GOLF CART DISTRICT. Boasting over 3,700 sq. ft. of beautifully remodeled living space, this 4-bedroom, 3.5-bathroom residence combines modern luxury with waterfront charm, offering breathtaking sunrise and sunset views every day. Every inch of this home has been meticulously upgraded with nearly $450,000 invested in 2024 renovations, creating a move-in-ready oasis with high ceilings, spacious open-concept living, and designer finishes throughout. Gorgeous porcelain tile and hardwood floors flow seamlessly across two stories, complemented by abundant natural light from all-new, upgraded windows. The gourmet kitchen is a chef’s dream, featuring quartz countertops, a large island with built-in cabinetry, stainless steel appliances, a backlit quartz bar, and a modern backsplash. Entertain effortlessly in the expansive dining room and living room, framing incredible LAKE APOPKA VIEWS, GORGEOUS SUNRISES AND BREATHTAKING SUNSETS! The master suite is a serene retreat with two walk-in closets, an oversized Jacuzzi bathroom, and stunning water vistas. Each bedroom boasts lake views, while a second-floor guest bedroom offers privacy, a separate bathroom, and noise-reducing flooring—perfect for another master bedroom, home theater or office. A dedicated office/den at the entrance is ideal for remote work or study. Outdoor living is exceptional with two enclosed and screened patios on the first and second floors, providing panoramic lake views. Boaters will love the expansive deep-water dock with a boat lift and the fun Margaritaville-themed bar. The backyard features a newly resurfaced saltwater pool with a new pump, new pool filter, a fully fenced private yard, fruit trees and mature, landscaped greenery creating a private oasis. Additional highlights include new windows, new HVAC, new SOLAR PANELS (keeping the monthly ELECTRIC BILL BELOW $50), smart thermostat, upgraded irrigation, and a two-car garage with built-ins. Located in a quiet, family-friendly gated community with golf-cart-friendly streets and direct access to the scenic West Orange Trail. Enjoy Winter Garden’s historic downtown just minutes away, with A-rated schools, shopping, dining, and the famous weekend farmers market. Only 20 minutes to Downtown Orlando and close to Disney, Universal, and major highways without the traffic. There are six highly rated Golf Clubs within a 5-mile radius. This is more than a home—it’s a boater’s and fisherman’s paradise, a lakefront retreat, and a perfect family haven all in one. Don’t miss this rare opportunity to own a completely remodeled luxury waterfront home with unmatched views and lifestyle amenities on Lake Apopka, offering over 30,000 acres of endless water fun! Price can be reduced by $40,000 if the buyer is willing to assume a solar panel loan at 3.49%!
Listing is courtesy of: KELLER WILLIAMS EAGLE REALTY (305-757-1700)
Listing Agent: Marina Kostic (240-421-6466)
8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787
$850,000212 Days on yellowkey MLS ID: O6345400
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3708 Built: 2013Monthly Fee: $246 Tax: $7,515 (2024)Community: Summerlake Pd Ph 1ASingle Family
Taxes:$7,515
Remarks: One or more photo(s) has been virtually staged. Buyers Financing Failed... Now available, this Premium 6-bedroom, 4-bath executive home sits on one of the largest lots in the community at .29 acres and features a heated saltwater pool with screened enclosure, cascading waterfall feature, travertine deck, and outdoor speakers for the ultimate Florida lifestyle. From the curb, you’ll be impressed by the oversized paver driveway, side-loading garage, and charming front rocker porch. Inside, the home welcomes you with formal living and dining areas, leading into the spacious family room, dinette, and a chef-inspired kitchen with natural gas cooking, stainless steel appliances, abundant counter space, and plentiful storage. The downstairs also includes a guest bedroom, private laundry room, and a flexible nook ideal for a reading area or office. Upstairs, you’ll find the remaining bedrooms, a versatile loft space, and an expansive primary suite featuring a spa-like bath with a soaking tub, walk-in shower, dual vanities, and a makeup prep station. Recent updates include a freshly painted exterior, updated water heater, and a 2025 HVAC system. The shining star of this home is the private backyard retreat with its heated saltwater pool and expansive lot, perfect for entertaining or relaxing in style. The Summerlake community adds to the appeal, offering residents a fitness center, playground, dog park, tennis courts, and community pool, all with the convenience of Harmony just minutes down the road. Truly a must-see to appreciate!
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Juan Castro (407-808-5353)
12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787
$750,00010 Days on yellowkey MLS ID: O6397592
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2858 Built: 2026Monthly Fee: $140Community: Harvest At OvationSingle Family
Taxes:$0
Remarks: Under Construction. What's Special: Flat Lot | Close to Amenity | Flex Room. New Construction - May Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 12983 Harvest Rain Avenue in Harvest at Ovation! This new home has an inviting gallery-style foyer welcoming you inside and leads past a dedicated study into the open main living area where the dining space flows seamlessly into the gathering room and gourmet kitchen. The kitchen shines with quartz countertops, an apron front stainless steel kitchen sink, cabinets at the kitchen island, and a spacious walk-in pantry designed to keep everything within reach. Pocket sliding doors from the gathering room open to an extended lanai, creating an easy connection between indoor and outdoor living. The primary suite is tucked quietly at the back of the home and features a spa-inspired en-suite bath and a large walk-in closet. Two secondary bedrooms, including one with its own en-suite bath, along with an additional full bath, powder room, nearby laundry area, and a two-car tandem garage complete this thoughtfully designed home. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Gourmet kitchen, study in place of flex, pocket slider at gathering room, shower at bath 3, extended lanai, 8' interior doors, second sink at bath 2, and whole house blinds. Photos are for representative purposes only. MLS#O6397592
Listing is courtesy of: TAYLOR MORRISON REALTY OF FLORIDA INC (407-756-5025)
Listing Agent: Michelle Campbell (407-756-5025)
15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787
$1,745,00050 Days on yellowkey MLS ID: O6386104
5 Days Off yellowkey (back on 4/8/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3487 Built: 2020Monthly Fee: $230 Tax: $16,822 (2025)Community: Overlook At HamlinSpa: YesSingle Family
Taxes:$16,822
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautiful Winter Garden lakefront home with 270-degree lake views, a resort pool, and location, location, location. This one-story, four-bedroom, four-bath open floor plan home features a modern infinity-edge pool overlooking stunning views of Lake Hancock, with an oversized fenced-in backyard. Just three minutes to everything in Hamlin. The home also features an office/flex room and is located three minutes off 429 and New Independence Parkway, 30 minutes to the Orlando International Airport, 25 minutes to downtown Orlando, 20 minutes to Disney World, 12 minutes to Winter Garden Village, and 3 minutes to the movies, theaters, several restaurants, and shopping. This property has one of the best views on Lake Hancock in one of the best locations — a one-of-a-kind lakefront home in Winter Garden, Florida, that you must see for yourself.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jason Ogden (321-320-1449)
17606 LAKE STAR RD, WINTER GARDEN, FL 34787
$870,00059 Days on yellowkey MLS ID: O6382909
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2605 Built: 2023Monthly Fee: $83 Tax: $12,316 (2024)Community: Northlake/Ovation Ph 1Single Family
Taxes:$12,316
Remarks: Luxury Home for Sale in Winter Garden – Lake View Be enchanted by this beautiful contemporary residence, located in one of the most desirable areas of Winter Garden. This property combines elegance, comfort, and functionality in every detail, offering 4 bedrooms, 3 full bathrooms, and 1 powder room, with spacious and integrated environments in a modern open concept, enhanced by large windows that provide excellent natural lighting. The living room features a charming electric fireplace and sophisticated finishes. The house stands out for its high-standard custom-designed cabinetry, with over US$80,000 in upgrades, including custom-made furniture in the powder room, laundry room, living areas, and other spaces, adding refinement, organization, and exclusivity throughout the home. There is also a private office, ideal for those who work from home or need a quiet environment for studying. The kitchen is a true highlight: fully equipped with appliances and seamlessly integrated with the dining and living rooms. It features a spacious marble countertop, high-quality custom wood cabinetry, and an excellent layout for entertaining friends and family. The bedrooms offer carpeting and built-in closets, ensuring comfort and practicality. Additionally, all bedroom windows are equipped with remote-controlled blackout shades, providing privacy, convenience, and enhanced comfort at the touch of a button. The master suite is spacious and elegant, featuring a large bathroom and a generous walk-in closet. The laundry room comes fully equipped, adding even more convenience to daily life. The garage accommodates up to 3 vehicles. Outside, the residence impresses with a large covered and screened veranda, perfect for relaxing and enjoying leisure time, with direct access to the backyard and an enchanting lake view that creates a peaceful and welcoming atmosphere. Located in the Northlake community, the property offers excellent amenities, including a swimming pool, clubhouse, park, walking trails, and a safe, family-friendly environment. The location is truly privileged, just minutes from Hamlin Town Center, offering a variety of restaurants, shops, and a movie theater, as well as major supermarkets like Publix and Walmart. It also provides easy access to FL-429 and is conveniently close to the world-famous attractions of Walt Disney World and the greater Orlando area. A unique opportunity for those seeking quality of life, sophistication, and a spectacular lake view in Winter Garden. Schedule your visit and come see your new home.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Daniel Pavel (407-747-3408)
743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787
$1,499,99925 Days on yellowkey MLS ID: O6392705
0 Days Off yellowkey (back on 4/8/2026)
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4283 Built: 2018Monthly Fee: $298 Tax: $10,715 (2025)Community: Canopy Oaks Ph ISpa: YesSingle Family
Taxes:$10,715
Elementary School: Lake Whitney Elem
Middle School: SunRidge Middle
Remarks: BOM. Buyer decided against stairs. There is a specific kind of silence that exists only within the gated sanctuary of Canopy Oaks. It is the sound of ancient oak leaves stirring in a gentle breeze & the distant, rhythmic splash of a stone fountain. Here, the recipient of the Parade of Homes Grand Award stands as a magnificent testament to what happens when timeless Italian architecture is reimagined for a modern lifestyle. This is not merely a residence. It is a legacy of vertical liberation, a home that breathes with you, scales with your ambitions, and cradles your quietest moments in an embrace of stone and iron. Your journey begins at the threshold of 8-foot, solid double-entry doors. As they swing open, the frantic pace of Central Florida fades, replaced by a two-story foyer that commands immediate respect. A hand forged iron staircase sweeps upward in a graceful arc, mirrored by the delicate charm of a Juliette balcony that suggests a life lived with a touch of Mediterranean flair. Every inch of this grand entrance is a curated experience, designed to transition you into a realm of meticulously crafted prestige where every shadow and light well has been considered. For those who view cooking as a performance art, the professional-grade kitchen is your stage. High-end Kitchen Aid appliances and a natural gas cooktop meet the warmth of artisanal design. The 42-inch upper cabinetry and a hidden walk-in pantry ensure the visual continuity remains unbroken. At the center sits a massive prep island with integrated beverage refrigeration, designed specifically for the art of hosting. Here, the boundary between chef & guest is delightfully blurred. Nearby, the home reveals its most enchanting secret, the drop-down wine cellar. Behind a hand-forged iron gate lies a space that transports you directly to a cobblestone alleyway in Tuscany. With label-forward shelving casting a museum-quality glow & a quaint bistro table within, it evokes the feeling of a private corner in a centuries-old Italian eatery. It is the ultimate setting for an evening pour, a space where time slows down & the modern world feels a thousand miles away. The first-floor owner’s suite is a masterclass in personal seclusion. By design, this space serves as a dedicated haven of quietude, featuring soaring tray ceilings & an atmosphere of total stillness. The spa-inspired bath, featuring a frameless glass walk-through shower & a free-standing soaking tub, offers a daily ritual of total restoration. As you ascend, the lifestyle shifts toward entertainment. The dedicated theater room stands ready for premiere nights, offering a dark, immersive escape. Adjacent, the versatile gathering room opens onto a private balcony overlooking the shimmering resort-style pool & the vast, permanent conservation area. With no rear neighbors, your view is an unbroken tapestry of natural beauty. The outdoor living area features a resort-style pool & spa framed by water/fire bowls & a rainfall pergola. With a full summer kitchen & a backyard that merges into conservation, your privacy is absolute. Enjoy the nightly glow of nearby fireworks from your peaceful terrace, surrounded by the scent of night-blooming jasmine. Strategically along the medical corridor, you are minutes from AdventHealth, Orlando Health & the soul of Winter Garden. Backed by a whole-house natural gas generator & water purification, this home offers security & beauty. Welcome home. Check out the video tour!
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)
Listing Agent: Sean Spencer (407-383-0707)
5679 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787
$649,90037 Days on yellowkey MLS ID: O6389469
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2235 Built: 2021Monthly Fee: $117 Tax: $7,176 (2025)Community: Wincey GrovesSingle Family
Taxes:$7,176
Remarks: Move-In Ready Home Near Hamlin Town Center with Open Layout and Private Backyard. Built in 2021 and located in the sought-after Wincey Groves community of Winter Garden, this beautifully maintained energy efficient 4-bedroom, 2.5-bath home offers thoughtfully designed living space with modern finishes and a functional open layout. The spacious main living area is filled with natural light and flows seamlessly into the dining space and kitchen, creating an inviting environment for both daily living and entertaining. The Gourmet kitchen upgrade is equipped with premium appliances, ample counter space, and an oversized center island that serves as the heart of the home—perfect for casual meals, gatherings, and hosting friends and family. The primary suite provides a comfortable retreat, featuring two large walk-in closets and a well-appointed en-suite bath. Additional bedrooms are generously sized, offering flexibility for guests, family members, or a dedicated home office. Step outside to enjoy the private fenced backyard with no rear neighbors, providing a peaceful setting for outdoor relaxation. The extensive pavered lanai and trellis area enhances the outdoor lifestyle, making it ideal for entertaining. Other home enhancements include: Custom Shutters, 5 1/4 inch baseboards, Designer lighting, Coffee/Wine Bar, extensive tile plank floors. Conveniently located just minutes from Highway 429, the home offers easy access to the popular Horizon West area. Only 1.3 miles away, Hamlin Town Center features waterfront dining, shopping and family entertainment options. Residents also enjoy proximity to highly rated schools, an extensive network of trails and parks, and nearby world-famous attractions including Walt Disney World. This move-in ready home offers modern construction, privacy, and an exceptional Winter Garden location in one of Central Florida’s most desirable and rapidly growing areas. Make this exceptional home yours today!
Listing is courtesy of: RE/MAX SELECT GROUP (407-352-5800)
Listing Agent: Helen Thompson (407-766-7537)
14282 CREEKBED CIR, WINTER GARDEN, FL 34787
$924,500126 Days on yellowkey MLS ID: O6365928
REDUCED by $5,000 (0.5%) on 04/08/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3479 Built: 2015Monthly Fee: $180 Tax: $7,163 (2025)Community: Bradford CreekSpa: YesSingle Family
Taxes:$7,163
Elementary School: SunRidge Elementary
Remarks: *Seller is willing to contribute up to $5,000 towards interest rate buy down or closing costs*. Experience refined Florida living in this beautifully upgraded Winter Garden residence in the highly sought after gated Bradford Creek community. Thoughtfully designed for both everyday comfort and elevated entertaining, your new home has a rare and highly desirable floor plan with all 4 bedrooms on the main level, combining convenience with timeless style. The spacious primary suite serves as a private retreat with a luxurious ensuite bath featuring a soaking tub and waterfall shower. Two secondary bedrooms with private ensuite baths including one second master bedroom ideal for guests, multigenerational living, or private office space. Upstairs, the expansive bonus room/loft offers endless flexibility for a media room, game room, fitness studio with a large closet that can be converted to a 5th bathroom. Step outside to your own resort-inspired escape with all the bells and whistles to create exceptional setting for relaxing or entertaining year-round. High-end upgrades include the screened travertine lanai, saltwater gas-heated pool, oversized custom saltwater spa, and fully equipped outdoor kitchen with built-in grill and Big Green Egg. Elegant architectural details include crown molding, wainscoting, coffered ceilings, and designer wood-look ceramic tile creating a polished and sophisticated feel. The extended gourmet kitchen is a standout feature, appointed with white shaker cabinetry, granite countertops, double ovens, pot filler, and a premium gas cooktop, making it as functional as it is beautiful. Set on a .30-acre lot with an extended paved driveway conveniently located near Downtown Winter Garden, The Grove, SR-429, Florida’s Turnpike, and Highway 50, this is an opportunity to own a truly distinctive home in one of Central Florida’s most desirable areas. For added modern convenience, the home also includes an EMA outlet for electric car charging, seamlessly supporting today’s lifestyle. Schedule your appointment today and bring your offers.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Gislene Moorman (407-694-2246)
16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787
$540,000331 Days on yellowkey MLS ID: O6311344
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2200 Built: 2020Monthly Fee: $254 Tax: $8,126 (2024)Community: Waterleigh Ph 3B & 3CSingle Family
Taxes:$8,126
Remarks: Price reduced – motivated seller! Welcome to this stunning home in the highly desirable Waterleigh community in Winter Garden! This beautiful two-story residence features 3 spacious bedrooms, 2.5 bathrooms, and a versatile flex space perfect for an office, playroom, or guest area. With over 2,200 sq ft of living space and a smart, open-concept layout, this home offers both comfort and functionality. Enjoy a modern kitchen with stainless steel appliances, granite countertops, and a large island — perfect for entertaining. Upstairs, the oversized master suite includes a walk-in closet and a luxurious ensuite bathroom. Additional highlights include a two-car garage, smart thermostat, and irrigation system. One of the standout features is the solar energy contract, which keeps energy bills incredibly low — just $162.31 monthly, significantly less than traditional electricity costs for a home of this size. The solar contract will be transferred to the new owner, providing long-term savings and eco-friendly living from day one. The Waterleigh community offers resort-style amenities, including swimming pools, fitness centers, tennis courts, mini golf, playgrounds, walking trails, and more — all just minutes from top-rated schools, shopping, and Disney. Don’t miss this incredible opportunity to own a well-maintained, income-producing property in one of Winter Garden’s most sought-after neighborhoods! This home is currently leased at $3,150/month with a responsible tenant in place. The tenant is open to renewing the lease if the buyer is an investor, or is also willing to vacate the property within 30 days of notice without penalty if the new owner wishes to occupy it.
Listing is courtesy of: FLORIDA 360 REALTY LLC (561-513-5162)
Listing Agent: Valquiria Pidgeon (954-325-2625)
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