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Winter Garden, FL Homes for Sale

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  • /30

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    14501 Grove Resort Ave Unit 1617, Winter Garden, FL 34787

    Complete turnkey unit with prime views to the lake, pool and Disney parks area. One of the few units that allow to enjoy the nightly fireworks from the balcony. The Grove Resort & Water Park, Orlando's newest luxury vacation home community offers owners privacy and convenience with a full suite of amenities including multiple bars and restaurants, full service spa, water park, breathtaking

    Marco Rangel CENTURY 21 Tenace Realty

    14501 Grove Resort Ave Unit 1617, Winter Garden, FL 34787
  • /43

    $349,000

    • 3 Beds
    • 2.5 Baths
    • 1,544 Sq Ft

    1532 Scarlet Oak Loop Unit 70B, Winter Garden, FL 34787

    Wonderful primary residence or rental investment opportunity! This beautifully maintained 3-bedroom, 2.5-bath condo in the central and peaceful Tucker Oaks community offers the perfect blend of comfort and convenience with a spacious and practical layout.The main level offers a well-appointed kitchen with granite countertops, 42” cabinetry, and a newer refrigerator, seamlessly connected to

    Mae Stigell JASON MITCHELL REAL ESTATE FLO

    1532 Scarlet Oak Loop Unit 70B, Winter Garden, FL 34787
  • /55

    $755,000

    • 5 Beds
    • 4 Baths
    • 2,840 Sq Ft

    9459 Jaywood Rd, Winter Garden, FL 34787

    BACK ON MARKET DUE TO BUYER FINANCING FALLING THROUGH!! AS-IS sale with peace of mind! All prior repair requests have been completed, and a previous buyer’s inspection report is available for review. Back on market due to buyer financing, no fault of seller.Take advantage of a $5,000 exterior painting credit & ask about this incentive! Welcome to this stunning 5-bedroom, 4-bathroom home in

    Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

    9459 Jaywood Rd, Winter Garden, FL 34787
  • /66

    $1,085,000

    • 5 Beds
    • 4 Baths
    • 3,617 Sq Ft

    16006 Gilden Way, Winter Garden, FL 34787

    PRICE IMPROVEMENT..Exquisite! Enjoy the experience of living in the finest of modern luxury in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, five bedrooms and four bathrooms. Step onto the elegant 48 X 48 ceramic tiling that

    Renee Rodriguez COLDWELL BANKER REALTY

    16006 Gilden Way, Winter Garden, FL 34787
  • /8

    $849,278 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    15081 Tea Tree Dr, Winter Garden, FL 34787

    The Anna Maria with Bonus floorplan is an expansive two-story home designed to accommodate a growing family, offering five bedrooms and three and a half bathrooms. On the main floor, you'll find a spacious great room adjacent to a well-appointed dining room and kitchen, creating an ideal space for gatherings. The primary suite, featuring a large walk-in closet and private bath, is thoughtfully

    Dream Finders Homes Builder
    15081 Tea Tree Dr, Winter Garden, FL 34787
  • /63

    $2,350,000

    • 5 Beds
    • 5 Baths
    • 4,072 Sq Ft

    7701 Summerlake Pointe Blvd, Winter Garden, FL 34787

    Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living. Step inside to discover an open, sunlit space connecting the living room, dining area, and chef's

    Vanessa Ferreira WRA BUSINESS & REAL ESTATE

    7701 Summerlake Pointe Blvd, Winter Garden, FL 34787
  • /22

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 2534, Winter Garden, FL 34787

    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

    Jackie Cavada-Barrero LPT REALTY, LLC

    14501 Grove Resort Ave Unit 2534, Winter Garden, FL 34787
  • /50

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    14200 Avalon Rd Unit 227, Winter Garden, FL 34787

    1 of Only 4 Oversized Balcony Units in the Entire Complex!Welcome to Unit 227 at 14200 Avalon Rd, Winter Garden—a fully furnished and beautifully renovated 3-bedroom, 2-bathroom condo that combines rare features, resort-style living, and an unbeatable location.This exceptional unit is one of just four in the entire complex with an oversized private balcony, in addition to its screened

    Oscar Brea LA ROSA RTY WINTER GARDEN LLC

    14200 Avalon Rd Unit 227, Winter Garden, FL 34787
  • /51

    $664,900

    • 4 Beds
    • 2.5 Baths
    • 2,818 Sq Ft

    6166 Hamlin Reserve Blvd, Winter Garden, FL 34787

    Welcome to Hamlin Reserve, where thoughtful upgrades, everyday efficiency, and location come together in one of Winter Garden’s most desirable addresses.A BRAND-NEW SEER 18 VARIABLE-SPEED HVAC SYSTEM installed in February 2026 and OWNED, FULLY PAID-OFF SOLAR with an average electric bill of approximately $47 each month immediately set this home apart. From the moment you arrive, the

    Simi Lakhani KELLER WILLIAMS CLASSIC

    6166 Hamlin Reserve Blvd, Winter Garden, FL 34787
  • /16

    $610,000

    • 4 Beds
    • 3.5 Baths
    • 2,474 Sq Ft

    16031 Scarpetta St, Winter Garden, FL 34787

    Welcome to this beautiful 4-bedroom, 3.5-bath home located in the highly sought-after community of Waterleigh in Winter Garden. This stunning residence features tile throughout the first-floor main living areas and has an open floor plan with sleek finishes and quartz countertops, creating a modern and stylish atmosphere. There is one bedroom on the first floor that can serve as an in-law suite

    Teresa Valdes VALSTAR REALTY LLC

    16031 Scarpetta St, Winter Garden, FL 34787
  • /21

    $150,000

    • 3 Beds
    • 2 Baths

    14741 Avenue de Palma Unit 5117, Winter Garden, FL 34787

    Nestled on a picturesque, palm tree-lined street, this charming 3-bedroom, 2-bath home blends comfort, style, and modern updates throughout. Step inside to find newer laminate wood flooring that flows seamlessly through the main living areas, creating a warm and inviting atmosphere. The bright and airy living room features a beautiful window accent above the sliding glass doors, allowing natural

    Kim Unger CFL PROPERTY GROUP

    14741 Avenue de Palma Unit 5117, Winter Garden, FL 34787
  • /48

    $304,000

    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    14501 Grove Resort Ave Unit 1105, Winter Garden, FL 34787

    Skip the Elevator. Start the Vacation.First-floor units in Tower 1 at The Grove Resort don't come up often — and when they do, they don't last. Guests love them. No elevator wait, instant access to the pools and waterpark, and the kind of easy resort flow that earns five-star reviews and repeat bookings.This fully furnished 2-bedroom split-plan features soaring ceilings and generous room

    Bill Traback MBI REALTY LLC

    14501 Grove Resort Ave Unit 1105, Winter Garden, FL 34787
  • /2

    $5,000

    • 4 Beds
    • 3 Baths
    • 2,669 Sq Ft

    13062 Lakeshore Grove Dr, Winter Garden, FL 34787

    Foreclosure Auction Ends May 05, 2026 at 11:00 AM EST. Discover this inviting 4-bedroom, 3-bathroom single-family home, offering a great opportunity in a desirable Winter Garden community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa Home App.

    Jamie Boone Jamie L Boone LLC

    13062 Lakeshore Grove Dr, Winter Garden, FL 34787
  • /12

    $139,900

    • 3 Beds
    • 2 Baths
    • 1,388 Sq Ft

    14310 Menorca Ct Unit 1137, Winter Garden, FL 34787

    Discover the perfect blend of comfort, space, and convenience in this immaculate three-bedroom, two-bathroom home, offered fully furnished and completely turn‐key. Located on a peaceful cul‐de‐sac, this property offers exceptional privacy and minimal traffic-ideal for relaxed living. With just one seasonal owner, the home shows very little wear and tear and has been exceptionally well cared for.

    Kim Unger CFL PROPERTY GROUP

    14310 Menorca Ct Unit 1137, Winter Garden, FL 34787
  • /47

    $325,890

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    14501 Grove Resort Ave Unit 1220, Winter Garden, FL 34787

    The Birch — 2 Bed / 2 Bath Condo-HotelThe only floorplan at The Grove with two true primary suites.Most two-bedroom resort units give you a primary suite and a noticeably smaller second room. Not the Birch. Both bedrooms are generously sized, both feature private en suite baths, and both feel like the primary suite — making this the ideal choice for two couples traveling together,

    Bill Traback MBI REALTY LLC

    14501 Grove Resort Ave Unit 1220, Winter Garden, FL 34787
  • /38

    $1,199,999

    • 4 Beds
    • 1.5 Baths
    • 2,246 Sq Ft

    17425 Lake Ingram Rd, Winter Garden, FL 34787

    Rare opportunity to own 6.8 acres in the heart of Horizon West! Zoned A1 with NO HOA. Zoned for top rated schools. Bring your horses, goats, chickens and build your dream home. The property is located at the end of a dead end street. Very private and isolated. One side of the property is flanked by retention ponds, the other side is the future home of a community park, and far in the backyard is

    Tamar Hill THE PROPERTY PROS REAL ESTATE, INC

    17425 Lake Ingram Rd, Winter Garden, FL 34787
  • /33

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    14542 Golden Harbor Ln, Winter Garden, FL 34787

    Welcome to Watermark in Winter Garden. Built by Meritage Homes in 2016, this two-story detached single-family home offers three bedrooms, two full baths, one half bath, 1,904 square feet and an upstairs loft for added flexibility. The main level features ceramic tile flooring, while the second floor includes carpeting, and all bedrooms offer walk-in closets. The kitchen is equipped with dark

    Shane Carson PREMIER SOTHEBYS INT'L REALTY

    14542 Golden Harbor Ln, Winter Garden, FL 34787
  • /10

    $2,550,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,633 Sq Ft

    17144 Phil C Peters Rd, Winter Garden, FL 34787

    Pre-Construction. To be built. 4633 sq ft of living space, set on a sprawling 2.5 acre lot. Choose from this 4 Bedroom, 4.5 Bathroom, 4 Car Garage Custom Home or Lionshead Homes will design an alternative floor plan just for you! The property exudes tranquility with its lush mature landscape, offering ample room for a pool, outdoor activities, gardening, or farm animals. Inside, the home features

    Edward Guerrette HAMLIN REALTY

    17144 Phil C Peters Rd, Winter Garden, FL 34787
  • /28

    $949,900

    • 6 Beds
    • 3.5 Baths
    • 4,181 Sq Ft

    14187 Jomatt Loop, Winter Garden, FL 34787

    Rare opportunity to own a 6-bedroom, 4,181 sq ft home with water views in Winter Garden's Cypress Reserve community. Built in 2019, this spacious residence sits on a premium homesite with expanded distance from neighboring properties, providing privacy rarely found in newer construction neighborhoods.The home features a gourmet kitchen with two oversized islands, ideal for entertaining and

    Kelly Roth ELEVATE REAL ESTATE BROKERS

    14187 Jomatt Loop, Winter Garden, FL 34787
  • /42

    $629,000

    • 3 Beds
    • 2.5 Baths
    • 2,233 Sq Ft

    14680 Black Cherry Trail, Winter Garden, FL 34787

    Welcome Home to this gorgeous remodeled POOL home in Independence! MOVE IN READY! Entertaining is a dream with well equipped kitchen, elegant dining room, spacious family room and sparkling recently resurfaced pool and spa. The kitchen has real wood cabinets, black stainless appliances, and beautiful granite countertops and breakfast bar. The family room showcases new luxury carpet and overlooks

    Denise Crabbe REVEL REALTY LLC

    14680 Black Cherry Trail, Winter Garden, FL 34787

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