Winter Garden, FL Homes for Sale

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  /50

  $499,990

  Open Sat 10AM - 2PM $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

  

  Milinda Knollinger

  CORCORAN CONNECT LLC

  (321) 381-3214

  648 Orange Belt Loop, Winter Garden, FL 34787
• Explore Winter Garden

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  /58

  $2,799,000

  • 3 Beds
  • 3.5 Baths
  • 3,041 Sq Ft

  9751 Quiet Ln, Winter Garden, FL 34787

  Encompassing five pristine acres, this exceptional compound offers a rare blend of privacy, craftsmanship, and refined outdoor living. Framed by mature oaks and approached by a picturesque, tree-lined drive, the property unfolds as a secluded retreat designed for casual entertaining and boundless enjoyment of serious hobbies and collections. At the heart is a 3,041-square-foot farmhouse rich in

  

  Judy Black

  UPSIDE REAL ESTATE INC

  (321) 364-3574

  9751 Quiet Ln, Winter Garden, FL 34787
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  /56

  $723,000

  Open Sun 1PM - 4PM

  • 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

  

  Carmelo Nuccio

  RE/MAX EXCLUSIVE COLLECTION

  (321) 496-8289

  7187 Wild Strawberry Run, Winter Garden, FL 34787
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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

  

  Kendra Wallace

  UNITED REAL ESTATE PREFERRED

  (689) 336-1539

  12566 Westhaven Oak Dr, Winter Garden, FL 34787
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  /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

  

  David Hartigan

  JASON MITCHELL REAL ESTATE FLO

  (321) 381-4644

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

  

  Kathy Aparo-Griffin

  APARO-GRIFFIN PROPERTIES INC

  (321) 384-8375

  8156 Wood Sage Dr, Winter Garden, FL 34787
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  /48

  $1,050,000

  $50K 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

  

  Deanna Meredith

  LUXE PROPERTIES LLC

  (321) 382-5840

  10174 Merrymeeting Bay Dr, Winter Garden, FL 34787
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  /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

  

  Drew Ross

  LAKEFIELD REALTY GROUP LLC

  (321) 252-7848

  8801 Fountain Palm Aly, Winter Garden, FL 34787
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  /59

  $1,825,000

  $275K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,185 Sq Ft

  1021 Temple Grove Place, Winter Garden, FL 34787

  LUXURY LAKEFRONT ESTATE – Minutes from Historic Downtown Winter Garden! Experience elevated waterfront living in this beautiful 4-bedroom, 4.5-bath lakefront pool residence on just under 1 acre, ideally located just minutes from the heart of Winter Garden and the charm of Plant Street. Built in 2020 and situated within the coveted GOLF CART DISTRICT near Historic Downtown, this property offers

  

  Nicole Rader

  MAINFRAME REAL ESTATE

  (321) 486-8407

  1021 Temple Grove Place, Winter Garden, FL 34787
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  /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

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 405-1381

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

  $650,000

  $19K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,334 Sq Ft

  14005 Aldford Dr, 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 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home offering 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with inviting indoor and outdoor living

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 272-3634

  14005 Aldford Dr, Winter Garden, FL 34787
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  /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,

  

  Jose Carnero

  URBAN REAL ESTATE US

  (321) 492-0594

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

  

  Tiago Fernandez PLLC

  MCO REALTY GROUP LLC

  (321) 677-7036

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

  $779,990

  Open Sat 11AM - 2PM $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

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  (321) 515-5503

  940 Marsh Reed Dr, Winter Garden, FL 34787
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  /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.

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (321) 220-3175

  2827 Sanctuary Ln, Winter Garden, FL 34787
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  /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,

  

  Mauro Costa

  VISTA CAY REALTY COMPANY

  (321) 449-2572

  7460 John Hancock Dr, Winter Garden, FL 34787
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  /52

  $750,000

  • 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,

  

  Alexis Bress

  EXP REALTY LLC

  (321) 463-7756

  2205 Wintermere Pointe Dr, Winter Garden, FL 34787
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  /62

  $444,000

  $21K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,725 Sq Ft

  8113 Red Stopper Ln, Winter Garden, FL 34787

  Perfectly positioned in the heart of Horizon West, this impeccably maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Summerlake community offers the rare blend of style, efficiency, and everyday magic — including a two car garage with an attached oversized patio to enjoy nightly views of the Disney fireworks. Move-in ready and thoughtfully upgraded with a newer HVAC system, this

  

  Kassandra Lopez

  EXP REALTY LLC

  (321) 475-7518

  8113 Red Stopper Ln, Winter Garden, FL 34787
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  /40

  $289,500

  $31K PRICE DROP

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

  14501 Grove Resort Ave Unit 2334, Winter Garden, FL 34787

  Escape to your own luxurious, fully furnished condo-hotel residence at the prestigious Grove Resort & Water Park—just minutes from Walt Disney World. Designed for both personal enjoyment and investment, this exceptional unit offers the perfect combination of a turnkey vacation retreat and high-performing income asset. Located on the third floor of Condominium II, the sought-after Jasmine floor

  

  Amy Moline

  EXP REALTY LLC

  (321) 343-3008

  14501 Grove Resort Ave Unit 2334, Winter Garden, FL 34787
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  /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

  

  Nayane Seabra

  WRA BUSINESS & REAL ESTATE

  (321) 341-5486

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

  

  Hilary Hall

  COMPASS FLORIDA LLC

  (321) 461-2856

  14345 Wabasso Loop, Winter Garden, FL 34787
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  /37

  $224,000

  $126K 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

  

  Rick Brown

  KELLER WILLIAMS ADVANTAGE 2 REALTY

  (321) 382-2706

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

  

  Jessica McKinney

  FLORIDA REALTY EXCHANGE LLC

  (321) 386-1622

  10133 Colt Ln, Winter Garden, FL 34787
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  /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

  

  Yanely Fernandez

  Fast Action Realty Inc

  (321) 252-6162

  15806 Gem View St, Winter Garden, FL 34787
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  /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

  

  Jamie Ampel

  ALL SELLERS & BUYERS REALTY INC

  (321) 710-1042

  14501 Grove Resort Ave Unit 3205, Winter Garden, FL 34787
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  /30

  $499,000

  $23K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft

  16105 Water Spring Blvd, Winter Garden, FL 34787

  Perfect for buyers seeking convenience, accessibility, and a family-friendly setting—just steps from the elementary school!!Discover this well-maintained 4-bedroom, 3-bath home located in the highly desirable Storey Grove community in Winter Garden. This property offers 2,042 sq ft of bright and functional living space/ Total area :4,704 SqFt , featuring an open-concept layout that seamlessly

  

  Yesenia Barrios

  URBAN-O REAL ESTATE SOLUTIONS

  (321) 321-8146

  16105 Water Spring Blvd, Winter Garden, FL 34787
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  /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

  

  Keegan Siegfried

  LPT REALTY, LLC

  (321) 252-6500

  2450 Dahlgren Way, Winter Garden, FL 34787
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  /42

  $530,000

  Open House 6/13

  • 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

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 257-9155

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

  $615,000

  Open House 6/13 $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

  

  Yusuf Gencay

  RE/MAX Town & Country Realty

  (321) 252-5917

  393 Lake Amberleigh Dr, Winter Garden, FL 34787
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  /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

  

  Alexis Bress

  EXP REALTY LLC

  (321) 346-4225

  10472 Petrillo Way, Winter Garden, FL 34787
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  /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

  

  Drew Ross

  LAKEFIELD REALTY GROUP LLC

  (321) 384-9257

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

  $1,849,000

  $50K 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

  

  Mauro Costa

  VISTA CAY REALTY COMPANY

  (321) 463-3834

  68 N Park Ave, Winter Garden, FL 34787
• 

  

  /65

  $829,000

  • 7 Beds
  • 4 Baths
  • 4,612 Sq Ft

  15232 Firelight Dr, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. FIRST TIME ON THE MARKET SINCE NEW! Located within the beautiful gated community of Belle Meade in Winter Garden, this exceptional 7-bedroom, 4-bathroom home offers the perfect combination of space, comfort, and lifestyle in one of Central Florida’s most sought-after locations. Freshly painted throughout and featuring a brand-new roof, this move-in

  

  Rodney Melendez

  CORCORAN PREMIER REALTY

  (689) 329-3494

  15232 Firelight Dr, 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

  

  Jessica McKinney

  FLORIDA REALTY EXCHANGE LLC

  (321) 490-3947

  17902 Seidner Rd, Winter Garden, FL 34787
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  /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

  

  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

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (321) 353-6756

  16838 Old Highway 50, Winter Garden, FL 34787
• 

  

  /57

  $639,000

  Open Sat 9:30AM - 11:30AM

  • 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

  

  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

  

  Ceila Morales

  EXP REALTY LLC

  (321) 475-1948

  15043 Pigeon Plum Ln, Winter Garden, FL 34787
• 

  

  /40

  $455,900

  New Construction Open Sun 2PM - 5PM

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

  15157 Aqua Sol Ln, Oakland, FL 34787

  Welcome to Del Webb Oasis, a gated community in Winter Garden's Horizon West, Get ready to live your best life in this vibrant, 55+ boutique community. It’s not just a home—it’s a feeling of pure community where every day is a chance to connect with your peers and jump into fun. Say goodbye to chores with our luxury, low-maintenance lifestyle and hello to endless activities! And the location?

  

  Jason Price

  RE/MAX SELECT GROUP

  (321) 486-6916

  15157 Aqua Sol Ln, Oakland, FL 34787
• 

  

  /11

  $750,990

  New Construction

  • 3 - 4 Beds
  • 2.5 - 5.5 Baths
  • 3,032+ Sq Ft

  Dorchester Plan at Lake Star at Ovation - Cottage Collection, Winter Garden, FL 34787

  This home is backed by our 10-Year Transferable Warranty and is Energy Star certified – lowering the cost of home ownership for you and your family month after month. Want to learn more about the Dorchester? Schedule your personal tour today!

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36493149, 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.

Learn more about living in Winter Garden

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 $707,411.

How many homes have sold over the last 12 months in Winter Garden, FL?

1,936 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 $599,900. If you put a 20% down payment of $120,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,970 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $127K 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

The median home sale price in Winter Garden, FL is $574,465, up 1% year-over-year. Homes in Winter Garden sell in 148 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $574,465	Median Single Family Sale Price $631,033
Median Townhouse Sale Price $455,000	Median 2 Bedroom Sale Price $280,000
Median 1 Bedroom Sale Price $215,000	Average Price Per Sq Ft $271
Number of Homes for Sale 755	Last 12 months Home Sales 1,936
Months of Supply 4.70	Median List Price $599,900
Median Change From 1st List Price 3%	Median Home Sale Price YoY Change 1%