1,003

Winter Garden, FL Homes for Sale

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  • /23

    $609,900

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    12566 Westhaven Oak Dr, Winter Garden, FL 34787

    SELLER WILLING TO CONTRIBUTE UP TO $18,000 TOWARDS CLOSING COSTS OR BUYER RATE BUY-DOWN!Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden.This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort andluxury finishes, featuring an open-concept layout ideal for everyday living and entertaining. Thegourmet

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    Kendra Wallace

    UNITED REAL ESTATE PREFERRED

    (689) 336-1539

    12566 Westhaven Oak Dr, Winter Garden, FL 34787
  • /43

    $345,000

    $9K PRICE DROP
    • 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

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    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (321) 381-4644

    1532 Scarlet Oak Loop Unit 70B, Winter Garden, FL 34787
  • /42

    $449,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,853 Sq Ft

    8156 Wood Sage Dr, Winter Garden, FL 34787

    Winter Garden – Rare, immaculate end-unit townhome in highly sought-after Summerlake, fully updated and truly MOVE-IN READY. Step onto the charming front porch—perfect for morning coffee as the neighborhood comes to life—and then into a bright, open interior with soaring ceilings, a freshly painted interior, and an inviting floor plan.The chef’s kitchen features abundant real wood cabinetry,

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    Kathy Aparo-Griffin

    APARO-GRIFFIN PROPERTIES INC

    (321) 384-8375

    8156 Wood Sage Dr, Winter Garden, FL 34787
  • /69

    $799,000

    Open Sun 11AM - 2PM
    • 4 Beds
    • 3.5 Baths
    • 3,572 Sq Ft

    14252 Creekbed Cir, Winter Garden, FL 34787

    Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round.This

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    Carla Robles

    WATSON REALTY CORP

    (321) 478-2739

    14252 Creekbed Cir, Winter Garden, FL 34787
  • /48

    $1,025,000

    $75K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,758 Sq Ft

    10174 Merrymeeting Bay Dr, Winter Garden, FL 34787

    Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in pantry. The

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    Deanna Meredith

    LUXE PROPERTIES LLC

    (321) 382-5840

    10174 Merrymeeting Bay Dr, Winter Garden, FL 34787
  • /69

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 2,671 Sq Ft

    8801 Fountain Palm Aly, Winter Garden, FL 34787

    Prepare to see the most decked out and finely finished townhome in Central Florida! This Toll Brothers end unit has been completely customized with over $140,000 in structural upgrades and $270,000 in design upgrades--that's right, more than $400k in upgrades, and the original sale was more than DOUBLE the price of many of the other townhomes in the community. Facing the lush landscape of the

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    Drew Ross

    LAKEFIELD REALTY GROUP LLC

    (321) 252-7848

    8801 Fountain Palm Aly, Winter Garden, FL 34787
  • /42

    $834,000

    $61K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,906 Sq Ft

    131 Oak Laurel Dr, Winter Garden, FL 34787

    131 Oak Laurel Drive is a stunning, modern townhome built in 2019 in the highly desirable Park Place community in the heart of historic Winter Garden, Florida. This beautifully designed three-story home offers 3 bedrooms, 3.5 bathrooms, and 1,906 square feet of heated living space. Each bedroom features its own en-suite bathroom, providing privacy and comfort for all. This home includes an

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    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 405-1381

    131 Oak Laurel Dr, Winter Garden, FL 34787
  • /44

    $650,000

    $19K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,334 Sq Ft

    14005 Aldford Dr, Winter Garden, FL 34787

    Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home built by Ashton Woods, known for its modern architecture, creative floor plans, and thoughtful design. This inviting residence offers 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with welcoming indoor and outdoor living spaces. Inside, the home features a bright and

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    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (689) 272-3634

    14005 Aldford Dr, Winter Garden, FL 34787
  • /35

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 2,401 Sq Ft

    1019 Portmoor Way, Winter Garden, FL 34787

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating

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    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 467-7860

    1019 Portmoor Way, Winter Garden, FL 34787
  • /47

    $849,000

    • 4 Beds
    • 3.5 Baths
    • 3,061 Sq Ft

    5024 Palmetto Park Dr, Winter Garden, FL 34787

    Welcome to this beautifully upgraded home in the heart of Winter Garden. Featuring luxury vinyl flooring throughout with no carpet, this home offers a clean, modern feel and a functional layout designed for everyday living and entertaining. The main living area showcases custom millwork and built-in details, while the elegant powder room adds a touch of sophistication. The gourmet kitchen serves

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    Bruna Canesin Motta

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 381-3173

    5024 Palmetto Park Dr, Winter Garden, FL 34787
  • /38

    $290,000

    $35K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,544 Sq Ft

    14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787

    Luxury Condo for Sale at The Grove Resort & Water Park, Just 5 Minutes from Walt Disney World! 3 Bedrooms / 3 Bathrooms | Fully Furnished | Ideal 1031 Exchange Property Discover the height of vacation luxury in Orlando's newest and most exclusive community, The Grove Resort & Water Park. This spacious sixth-floor unit (#3642) features 3 bedrooms and 3 bathrooms, designed for comfort and style,

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    Jose Carnero

    URBAN REAL ESTATE US

    (321) 492-0594

    14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787
  • /57

    $799,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    5211 Citrus Leaf Blvd, Winter Garden, FL 34787

    Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room. Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both comfort

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    Tiago Fernandez PLLC

    MCO REALTY GROUP LLC

    (321) 677-7036

    5211 Citrus Leaf Blvd, Winter Garden, FL 34787
  • /60

    $779,990

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,493 Sq Ft

    940 Marsh Reed Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to 940 Marsh Reed Drive, a beautifully upgraded 5 bedroom, 3 bathroom, SOLAR HEATED POOL HOME offering just under 3,500 square feet of well-designed living space in the highly sought-after Johns Lake Pointe community! Additional OFFICE and LOFT / BONUS ROOM. Solar panels are paid off! From the moment you arrive, the home makes a strong

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    Andrew Kincaid

    BHHS FLORIDA REALTY

    (321) 515-5503

    940 Marsh Reed Dr, Winter Garden, FL 34787
  • /59

    $2,750,000

    $750K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    2827 Sanctuary Ln, Winter Garden, FL 34787

    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.

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    Elaine Garcia

    GARCIA REALTY GROUP

    (321) 220-3175

    2827 Sanctuary Ln, Winter Garden, FL 34787
  • /50

    $499,990

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft

    648 Orange Belt Loop, Winter Garden, FL 34787

    Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Heritage at Plant Street in the GOLF CART DISTRICT. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept

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    Milinda Knollinger

    CORCORAN CONNECT LLC

    (321) 381-3214

    648 Orange Belt Loop, Winter Garden, FL 34787
  • /56

    $723,000

    • 5 Beds
    • 4 Baths
    • 3,602 Sq Ft

    7187 Wild Strawberry Run, Winter Garden, FL 34787

    There are homes that simply check the boxes... And then there are homes that instantly make you feel something the moment you walk through the door. This former model home tucked inside one of Winter Garden’s most loved communities, Independence. From the soaring ceilings to the warm engineered wood floors flowing throughout the home, every space feels bright, open, and inviting. Picture slow

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    Carmelo Nuccio

    RE/MAX EXCLUSIVE COLLECTION

    (321) 496-8289

    7187 Wild Strawberry Run, Winter Garden, FL 34787
  • /28

    $535,000

    • 3 Beds
    • 2 Baths
    • 2,170 Sq Ft

    1343 Castleport Rd, Winter Garden, FL 34787

    Welcome to this beautifully landscaped 3-bedroom, 2-bathroom home in the 24-hour guard-gated Stoneybrook West community. Featuring a split-bedroom floor plan, the layout includes a versatile flex room ideal for a home office or den. The kitchen is equipped with white appliances and granite countertops and flows easily into the main living spaces, with ceiling fans installed throughout the home

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    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 329-0584

    1343 Castleport Rd, Winter Garden, FL 34787
  • /89

    $2,445,000

    • 6 Beds
    • 5.5 Baths
    • 4,817 Sq Ft

    7460 John Hancock Dr, Winter Garden, FL 34787

    Experience lakefront luxury at its finest. Situated on the pristine shores of Lake Hancock in the gated Overlook at Hamlin, this 2020-built Mediterranean masterpiece offers the perfect blend of elegance and recreation. Boasting 6 spacious bedrooms and 5.5 baths, this home features an open-concept layout with soaring cathedral ceilings and high-end finishes throughout. The gourmet kitchen,

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    Mauro Costa

    VISTA CAY REALTY COMPANY

    (321) 449-2572

    7460 John Hancock Dr, Winter Garden, FL 34787
  • /70

    $1,046,000

    $46K PRICE INCREASE
    • 5 Beds
    • 4 Baths
    • 3,863 Sq Ft

    1711 Amsel Falls Park Terrace, Winter Garden, FL 34787

    Back on the Market- Buyer’s Financing Fell through! No fault of the Seller. The home successfully completed the contract process, Inspections, i.e. Four Point, Wind Mitigation, and WDO along with the Appraisal. Now Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly

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    Jamil C. Winston (Jay)

    COLDWELL BANKER REALTY

    (321) 273-8188

    1711 Amsel Falls Park Terrace, Winter Garden, FL 34787
  • /36

    $270,000

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

    14501 Grove Resort Ave Unit 2527, Winter Garden, FL 34787

    Short Sale. Short Sale Opportunity – Fully Furnished 3BR/3BA Condo at The Grove Resort – Vacation Rental Only / No Full-Time ResidencyInvestor Alert! Rare opportunity to own a FULLY FURNISHED and equipped 3-bedroom, 3-bath condo in the sought-after The Grove Resort, one of Orlando’s top vacation-only condo-hotel communities, just minutes from Disney. Turnkey for immediate rental. Large

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    Nayane Seabra

    WRA BUSINESS & REAL ESTATE

    (321) 341-5486

    14501 Grove Resort Ave Unit 2527, Winter Garden, FL 34787
  • /31

    $735,000

    $5K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,878 Sq Ft

    14345 Wabasso Loop, Winter Garden, FL 34787

    Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft,

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    Hilary Hall

    COMPASS FLORIDA LLC

    (321) 461-2856

    14345 Wabasso Loop, Winter Garden, FL 34787
  • /82

    $4,900,000

    • 5 Beds
    • 7 Baths
    • 5,564 Sq Ft

    7827 Skiing Way, Winter Garden, FL 34787

    Nestled along the southern shoreline of Lake Hancock amidst an enclave of custom-built lakefront homes, within the private gates ofthe exclusive Isles of Lake Hancock, this newly remodeled masterpiece offers the finest materials and craftsmanship and is ideally situated on 110’ of pristine shoreline frontage with the lake’s most expansive water views. The entryway involves monumental scale

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    Drew Ross

    LAKEFIELD REALTY GROUP LLC

    (321) 351-4687

    7827 Skiing Way, Winter Garden, FL 34787
  • /37

    $215,000

    $135K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,396 Sq Ft

    14501 Grove Resort Ave Unit 2438, Winter Garden, FL 34787

    AGENTS - PLEASE VIEW REALTOR REMARKS IN THE MLS. Perfect as a family getaway or a high-performing investment property, this beautifully designed fully furnished 3-bedroom, 2-bath condo is located in the luxurious Grove Resort & Water Park in Winter Garden, FL. Thoughtfully outfitted with every comfort, this turn-key home welcomes you with style and convenience. Enjoy resort-style living with

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    Rick Brown

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 382-2706

    14501 Grove Resort Ave Unit 2438, Winter Garden, FL 34787
  • /26

    $1,299,000

    $1M PRICE DROP
    • Land
    • 5.11 Acres
    • $254,207 per Acre

    10133 Colt Ln, Winter Garden, FL 34787

    Discover 5.1 beautiful acres in Avalon Hills, an exclusive community featuring just 16 premium luxury home 5 acre lots. No need to move almost an hour away just to find some land and more privacy when this gem is minutes to Windermere and everywhere you want to be. This vacant land represents the essence of premium real estate, nestled at the end of a one-way street ending in a serene cul-de-sac

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    Jessica McKinney

    FLORIDA REALTY EXCHANGE LLC

    (321) 386-1622

    10133 Colt Ln, Winter Garden, FL 34787
  • /37

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    15806 Gem View St, Winter Garden, FL 34787

    Built in 2024, this like-new home is located on a premium cul-de-sac lot within a sought-after community in Winter Garden. Offering exceptional privacy with no rear neighbors, the backyard provides a peaceful setting to relax and enjoy Florida's outdoor lifestyle. The community is designated as 55+; however, buyers of 25 years old are permitted to purchase within the community. This beautifully

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    Yanely Fernandez

    Fast Action Realty Inc

    (321) 252-6162

    15806 Gem View St, Winter Garden, FL 34787
  • /25

    $332,500

    $37K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,265 Sq Ft

    14501 Grove Resort Ave Unit 3205, Winter Garden, FL 34787

    Luxury vacation rental within The Grove Resort and Spa. Beautifully furnished with modern furniture and fixtures that make for a one-of-a-kind vacation property, this fully furnished 2-bedroom, 2-bath unit can sleep up to 8 people (room with1 king bed, room with 2 full beds and queen sleeper sofa) and has a gourmet kitchen with stainless steel appliances and quartz counters. The Grove Resort and

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    Jamie Ampel

    ALL SELLERS & BUYERS REALTY INC

    (321) 710-1042

    14501 Grove Resort Ave Unit 3205, Winter Garden, FL 34787
  • /68

    $1,700,000

    $400K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,365 Sq Ft

    2450 Dahlgren Way, Winter Garden, FL 34787

    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

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    Keegan Siegfried

    LPT REALTY, LLC

    (321) 252-6500

    2450 Dahlgren Way, Winter Garden, FL 34787
  • /42

    $530,000

    • 3 Beds
    • 2.5 Baths
    • 2,195 Sq Ft

    7725 Purple Finch St, Winter Garden, FL 34787

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 7725 Purple Finch Street in Winter Garden, a 2-story home offering 3 bedrooms, 2.5 bathrooms, an open floorplan, and a comfortable layout designed for everyday living. With the main living areas on the first floor

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    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 257-9155

    7725 Purple Finch St, Winter Garden, FL 34787
  • /53

    $615,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,684 Sq Ft

    393 Lake Amberleigh Dr, Winter Garden, FL 34787

    Located in a quiet, gated community within a highly rated school zone, this well-maintained home offers comfort, privacy, and thoughtful upgrades. The home features two AC systems, including a main unit with an electronic air cleaner, a high-efficiency water heater, and a whole-house reverse osmosis and water softening system, along with updated double-pane windows on the back of the home. A NEW

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    Yusuf Gencay

    RE/MAX Town & Country Realty

    (321) 252-5917

    393 Lake Amberleigh Dr, Winter Garden, FL 34787
  • /53

    $1,049,000

    $26K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 4,025 Sq Ft

    10472 Petrillo Way, Winter Garden, FL 34787

    Near Disney in Winter Garden | Luxury Pool Home in Horizon West | 5 Bed + Media Room - ASSUMABLE INTEREST RATE OPPORTUNITY FOR QUALIFIED BUYERS! - Welcome to 10472 Petrillo Way, a luxury pool home in Winter Garden’s highly sought-after Horizon West, located in Winding Bay Preserve just minutes from Walt Disney World. Built in 2022, this 5-bedroom, 6-bathroom K. Hovnanian Grayson model sits on a

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    Alexis Bress

    EXP REALTY LLC

    (321) 346-4225

    10472 Petrillo Way, Winter Garden, FL 34787
  • /52

    $749,000

    $46K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,027 Sq Ft

    14050 Fairway Willow Ln, Winter Garden, FL 34787

    Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring

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    Drew Ross

    LAKEFIELD REALTY GROUP LLC

    (321) 384-9257

    14050 Fairway Willow Ln, Winter Garden, FL 34787
  • /61

    $1,799,000

    $100K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,555 Sq Ft

    68 N Park Ave, Winter Garden, FL 34787

    Experience the ultimate in luxury urban living at 68 N Park Ave, a stunning 3-story townhome with rooftop deck located in the heart of Historic Downtown Winter Garden. This sophisticated 4-bedroom, 4.5-bathroom residence offers over 3,500 sq. ft. of meticulously designed space, seamlessly blending modern elegance with the charm of the historic district. The open-concept main level features

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    Mauro Costa

    VISTA CAY REALTY COMPANY

    (321) 463-3834

    68 N Park Ave, Winter Garden, FL 34787
  • /43

    $525,000

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,197 Sq Ft

    14075 Lochend Way, Winter Garden, FL 34787

    Gorgeous, pristine and clean, four-bedroom, three-bath, like-new townhome, is approximately 20 minutes to the Disney area and approximately 35 minutes to Universal and on a prime corner lot in the desirable West Haven Ovation community of Winter Garden. Built by Toll Brothers, this nearly new townhome offers an opportunity to move in now so why wait to build! This two-story townhome features an

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    Wendy Fischer

    PREMIER SOTHEBYS INT'L REALTY

    (321) 425-7974

    14075 Lochend Way, Winter Garden, FL 34787
  • /3

    $2,997,000

    $3M PRICE DROP
    • Land
    • 9.64 Acres
    • $310,892 per Acre

    17902 Seidner Rd, Winter Garden, FL 34787

    Probably the finest site for a huge estate home in Orange County! No need to move almost an hour away to Montverde just to find enough land to build your private estate or Equestrian estate when this gem is minutes to Windermere and everywhere you want to be. This highly sought after 10 acre property in the Lake Avalon rural settlement, is a declining citrus grove and sits on the highest

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    Jessica McKinney

    FLORIDA REALTY EXCHANGE LLC

    (321) 490-3947

    17902 Seidner Rd, Winter Garden, FL 34787
  • /30

    $320,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    Unlisted Address

    Welcome to the 4-Star rated Grove Resort & Spa Orlando! This high floor, Cypress model corner unit offers a spacious, split bedroom, open layout with over 1,400+ SF of living area. This model features an oversized Primary Suite with separate corner sitting area and guest bedroom features 2 queen size beds. This condo sleeps 8! Other features include a modern interior with solid wood cabinets and

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    Consuelo Vilar

    WELCOME HOME REALTY GROUP LLC

    (321) 463-3420

    Unlisted Address
  • /50

    $875,000

    • Land
    • 4.94 Acres
    • $177,126 per Acre

    16838 Old Highway 50, Winter Garden, FL 34787

    Rare opportunity to own 5 acres of highly versatile land near Orlando, Clermont, and Winter Garden, located at 16838 Old Highway 50 in one of Lake County’s rapidly growing corridors. With 300 feet of frontage and already divided into three parcels, this property features agricultural, commercial, and residential zoning, creating endless possibilities for developers, builders, investors, or anyone

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    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 353-6756

    16838 Old Highway 50, Winter Garden, FL 34787
  • /57

    $639,000

    Open Sun 12PM - 3PM
    • 4 Beds
    • 3 Baths
    • 2,274 Sq Ft

    8266 Purple Sandpiper Ave, Winter Garden, FL 34787

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 8266 Purple Sandpiper Avenue in Winter Garden. This 4 bedroom, 3 bath home features a comfortable layout and plenty of space to fit different lifestyles. Inside you'll find an open living area that brings the

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    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 342-3506

    8266 Purple Sandpiper Ave, Winter Garden, FL 34787
  • /23

    $594,000

    $6K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,695 Sq Ft

    15043 Pigeon Plum Ln, Winter Garden, FL 34787

    Welcome to this beautifully maintained 4-bedroom, 3.5-bath home located in the desirable Winter Garden area. This spacious residence offers a well-designed floor plan with generous living areas, ideal for both everyday living and entertaining. The home features a bright and open layout with abundant natural light, a large kitchen with ample cabinetry and counter space, and a seamless flow into

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    Ceila Morales

    EXP REALTY LLC

    (321) 475-1948

    15043 Pigeon Plum Ln, Winter Garden, FL 34787
  • /52

    $750,000

    Open Sun 12PM - 3PM
    • 5 Beds
    • 3 Baths
    • 3,747 Sq Ft

    2205 Wintermere Pointe Dr, Winter Garden, FL 34787

    Located in the GATED community of Wintermere Pointe in Winter Garden, FL, this spacious .25 acre, 5-bedroom, 3-bath pool home for sale in Winter Garden offers nearly 3,750 square feet of well-designed living space just minutes from Winter Garden Village, Windermere, Walt Disney World, AdventHealth Winter Garden, SR 429, and the Florida Turnpike. Designed for both everyday living and entertaining,

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    Alexis Bress

    EXP REALTY LLC

    (321) 463-7756

    2205 Wintermere Pointe Dr, Winter Garden, FL 34787
  • /69

    $1,200,000

    Open Sun 12AM - 3PM
    • 6 Beds
    • 4 Baths
    • 4,247 Sq Ft

    1812 Lake Roberts Landing Dr, Winter Garden, FL 34787

    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

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    Alexis Bress

    EXP REALTY LLC

    (321) 379-8194

    1812 Lake Roberts Landing Dr, Winter Garden, FL 34787

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Why Live in Winter Garden

Winter Garden, FL, a former citrus farming town, has evolved into a bustling suburban city with a population of 47,000. Located less than 15 miles from Walt Disney World and about 15 miles from downtown Orlando, Winter Garden is well-connected by major highways such as West Colonial Drive, Route 429, Florida's Turnpike, and Route 408, making commutes convenient. The city boasts a variety of housing options, from 1920s bungalows and ranch-style homes near downtown to modern lakefront estates and townhouses. The Orange County Public School District serves the area, with highly rated schools like West Orange High offering dual enrollment opportunities. Winter Garden's downtown area has expanded, featuring a walkable stretch of Plant Street with dining, shopping, and local events. The city is home to the 22-mile West Orange Trail, Newton Park, and Veterans Memorial Park, providing ample things to do for outdoor enthusiasts. AdventHealth Winter Garden Hospital and other medical facilities are easily accessible. The Winter Garden Farmers Market, Arts in April celebration, and Winter Garden Music Festival are popular local events. The city's crime rates are lower than the national average, contributing to its appeal. However, residents should be mindful of potential flooding and high winds during hurricane season.

Frequently Asked Questions

What is the average home price in Winter Garden, FL?
Homes for sale in Winter Garden, FL have an average home price of $709,311.
How many homes have sold over the last 12 months in Winter Garden, FL?
1,934 homes have sold in Winter Garden, FL over the last 12 months.
What is the average household income in Winter Garden, FL?
The average household income in Winter Garden, FL is $119K.
What are the most popular zip codes in Winter Garden, FL?
The most popular zip codes in Winter Garden, FL include 34787, 34761, 32703, 34760 and 34786.
How much do you need to make to afford a house in Winter Garden?
The median home price in Winter Garden is $599,999. If you put a 20% down payment of $120,000 and had a 30-year fixed mortgage with an interest rate of 6.52%, your estimated principal and interest payment would be $3,040 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $130K a year to afford the median home price in Winter Garden. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winter Garden is $119K.
How are the schools in Winter Garden, FL?
Winter Garden, FL has highly rated public and private schools. Some of the best schools in Winter Garden based on Niche Grades are Foundation Academy - Plant Street Campus, Windermere Preparatory School and Whispering Oak Elementary. Browse all the schools in Winter Garden, FL to learn more.

Home Prices in Winter Garden, FL

Home Price Trends

Median Sale Price
$574,745
Median Single Family Sale Price
$633,869
Median Townhouse Sale Price
$455,000
Median 2 Bedroom Sale Price
$284,500
Median 1 Bedroom Sale Price
$201,000
Average Price Per Sq Ft
$271
Number of Homes for Sale
790
Last 12 months Home Sales
1,934
Months of Supply
4.90
Median List Price
$599,999
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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