1,854

Recently Sold Winter Garden, FL Homes

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  • /11

    Sold Aug 23, 2025

    • 884 Sq Ft
    • 484 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1992

    755 Hyde Park Cir W Unit 166, Winter Garden, FL 34787

    This home has been completely updated in our 55+ land leased community. Roof is new, A/C is new, flooring is new and appliances are fresh and new. Beautiful curb appeal welcomes you to your slice of Florida heaven. Beautiful low maintenance landscaping with expanded parking for multiple cars. Come see this move in ready home today!

    Sandra Bergman Cove Communities

    755 Hyde Park Cir W Unit 166, Winter Garden, FL 34787
  • /35

    $772,590 Sold Aug 22, 2025

    • 2,837 Sq Ft
    • $272/SF
    • 4 Beds
    • 4.5 Baths
    • Built 2025

    12869 Harvest Rain Ave, Winter Garden, FL 34787

    Welcome to the Saint Clair at 12869 Harvest Rain Avenue in Harvest at Ovation! Set a premier new community in Winter Garden—this stylish home offers modern comfort and access to top amenities like a pool, butterfly garden, dog park, and walking trails. The Saint Clair features an open-concept layout with a gourmet kitchen, quartz countertops, and a spacious covered lanai. Two secondary bedrooms

    Taylor Morrison

    12869 Harvest Rain Ave, Winter Garden, FL 34787
  • /2

    $154,000 Sold Aug 22, 2025

    • 910 Sq Ft
    • $169/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1961

    1065 Lincoln Terrace, Winter Garden, FL 34787

    This is a fantastic fixer-upper opportunity for investors or homeowners seeking a project in a prime Winter Garden location. Just 5 minutes from the charming Downtown Winter Garden and conveniently close to major routes like SR-429, this property offers immense potential. The home is being sold as-is and requires a complete rehab, allowing you to fully customize it to your vision. It features a

    Bobby Baldor EXP REALTY LLC

    1065 Lincoln Terrace, Winter Garden, FL 34787
  • /2

    $735,000 Sold Aug 22, 2025

    • 3,564 Sq Ft
    • $206/SF
    • 14 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2020

    16564 Silversaw Palm Dr, Winter Garden, FL 34787

    Seller may consider buyer concessions if made in an offer**Experience refined living at its best in this METICULOUSLY MAINTAINED 4-bedroom, 3.5-bathroom residence, offering over 3,500 SQUARE FEET of thoughtfully designed space in Hamilton Gardens, a sought-after community of Winter Garden. Built in 2020 and completely turnkey, this home combines modern sophistication with comfort, featuring a

    Jennifer Wemert WEMERT GROUP REALTY LLC

    16564 Silversaw Palm Dr, Winter Garden, FL 34787
  • /2

    $650,000 Sold Aug 22, 2025

    • 2,860 Sq Ft
    • $227/SF
    • 35 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2014

    2051 Sandy Garden Ln, Winter Garden, FL 34787

    This is a rare find! Fantastic 4-bedroom 4 full bath PLUS UPSTAIRS BONUS ROOM WITH FULL BATH, easily converted to a 5th bedroom as it already has full bath, plus separate office built by Taylor Morrison, in beautiful UPSCALE GATED community. Seller offers $10,000 credit to buyer for closing costs or interest rate buydown. This home welcomes you with huge double door glass entry and large covered

    Brigitte Knott CHARLES RUTENBERG REALTY ORLANDO

    2051 Sandy Garden Ln, Winter Garden, FL 34787
  • /2

    $595,000 Sold Aug 22, 2025

    • 2,614 Sq Ft
    • $228/SF
    • 41 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2016

    14460 Orchard Hills Blvd, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Discover this exquisite 2,614 sq ft Harrison model in the heart of Horizon West’s coveted Orchard Hills community, perfectly positioned on a premium homesite directly across from the resort-style pool and clubhouse. This 4-bedroom, 2.5-bath home blends modern elegance with functional design. The first floor boasts sleek tile flooring throughout,

    Erica Diaz HOMEVEST REALTY

    14460 Orchard Hills Blvd, Winter Garden, FL 34787
  • /2

    $500,000 Sold Aug 22, 2025

    • 1,324 Sq Ft
    • $378/SF
    • 78 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1960

    375 N Boyd St, Winter Garden, FL 34787

    Step into a piece of mid-century magic just blocks from the heart of Plant Street and the shimmering shoreline of Lake Apopka! This beautifully maintained home welcomes you with incredible curb appeal—lush FLORIDA NATIVE landscaping, a charming courtyard, and a manicured lawn that perfectly frames this classic beauty.Inside, this single-level home exudes character, with original terrazzo

    Chad Williams OLYMPUS EXECUTIVE REALTY INC

    375 N Boyd St, Winter Garden, FL 34787
  • /11

    Sold Aug 21, 2025

    • 1,008 Sq Ft
    • 131 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1992

    652 Royal Oak Dr E Unit 241, Winter Garden, FL 34787

    An excellent buy in our 55+ land leased community. Everything has been refreshed in this home. Lovely natural light and neutral colors offer a clean slate for a new buyer. Laminate flooring throughout this great open floor plan. Updated Kitchen and Baths make this an outstanding value in popular Hyde Park Village.

    Sandra Bergman Cove Communities

    652 Royal Oak Dr E Unit 241, Winter Garden, FL 34787
  • /37

    $433,990 Sold Aug 21, 2025

    • 1,691 Sq Ft
    • $257/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    15388 Burgtheater Dr, Winter Garden, FL 34787

    Welcome to 15388 Burgtheater Drive in Winter Garden, Florida, a beautiful new construction home built by M/I Homes. This charming townhome offers 1,691 square feet of thoughtfully designed living space with 3 bedrooms and 2.5 bathrooms. Step inside and find the following design elements: Open-concept living space perfect for entertaining and everyday living 3 bedrooms including an

    M/I Homes

    15388 Burgtheater Dr, Winter Garden, FL 34787
  • /2

    $385,000 Sold Aug 21, 2025

    • 1,302 Sq Ft
    • $296/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    1531 Tiverton Blvd Unit 3, Winter Garden, FL 34787

    Welcome home to your move in ready single story home located in the desirable Stone Creek in the highly sought after Stoneybrook. This functional floor plan has a brand new roof in 2024 and upgraded laminate wood floors throughout. The open floor plan features a spacious family room with serene views of your privately fenced backyard, making it ideal to keep an eye on the little ones as they

    George Rahi COLDWELL BANKER REALTY

    1531 Tiverton Blvd Unit 3, Winter Garden, FL 34787
  • /2

    $1,000,000 Sold Aug 21, 2025

    • 3,844 Sq Ft
    • $260/SF
    • 48 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2015

    15900 Citrus Knoll Dr, Winter Garden, FL 34787

    Welcome to 15900 Citrus Knoll Dr — a beautifully upgraded home on conservation lot with tranquil views of Johns Lake and postcard sunsets. This home offers the perfect balance of space, style, and functionality in the sought-after gated community of Hickory Hammock. Situated on a manicured corner lot with breathtaking panoramic views of Johns Lake and the surrounding conservation area, this

    Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    15900 Citrus Knoll Dr, Winter Garden, FL 34787
  • /2

    $585,000 Sold Aug 21, 2025

    • 2,638 Sq Ft
    • $222/SF
    • 31 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2019

    7530 Summerlake Groves St, Winter Garden, FL 34787

    All the walls are newly painted. Brand new carpet. 1 bedroom and 1 full bath plus a study room, are downstairs. Rest bedrooms upstairs, with a living area. Total 5 Bedrooms 3 Bathrooms. Solar Panels are leased. Saving energy bills. Move in ready

    Sam Shao 31 REALTY, LLC

    7530 Summerlake Groves St, Winter Garden, FL 34787
  • /2

    $475,000 Sold Aug 21, 2025

    • 1,829 Sq Ft
    • $260/SF
    • 36 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    9349 Mira Valle Ln, Winter Garden, FL 34787

    Charming home in the Watermark Community of Winter Garden, just minutes from Disney! This elegant 3-bedroom, 2.5-bathroom home offers breathtaking views of the Disney fireworks from your bedroom window. Step inside to an inviting open floor plan with tile flooring throughout the first floor. Elegant crown molding adds a touch of sophistication, while the well-appointed kitchen boasts stainless

    Katie Best GREEN STAR REALTY, INC.

    9349 Mira Valle Ln, Winter Garden, FL 34787
  • /2

    $585,000 Sold Aug 21, 2025

    • 1,966 Sq Ft
    • $298/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    704 Tangerine Ct, Winter Garden, FL 34787

    Welcome to Your Dream Home – Where Style, Space, and Location Come Together!Tucked away at the end of a peaceful cul-de-sac, this exceptional home sits on an oversized lot—nearly half an acre—and offers the perfect blend of upgraded interior living and unmatched outdoor space. Best of all, you’re just minutes from vibrant Historic Downtown Winter Garden, where you’ll enjoy an array of

    Karen Jacobs COLDWELL BANKER RESIDENTIAL RE

    704 Tangerine Ct, Winter Garden, FL 34787
  • /2

    $675,000 Sold Aug 21, 2025

    • 2,826 Sq Ft
    • $239/SF
    • 61 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2005

    14936 Masthead Landing Cir, Winter Garden, FL 34787

    This stunning 5-bedroom, 3-bathroom pool home is located in the desirable Stoneybrook West community and offers both luxury and comfort. As you enter the grand two-story foyer, you’re greeted by an expansive living room with soaring ceilings and plenty of natural light.The open-concept layout flows seamlessly into the formal dining area and the kitchen, which features quartz countertops,

    Beatriz Dominguez BROKERS REAL ESTATE GROUP INC

    14936 Masthead Landing Cir, Winter Garden, FL 34787
  • /2

    $505,000 Sold Aug 21, 2025

    • 1,342 Sq Ft
    • $376/SF
    • 80 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1921

    112 N Lakeview Ave, Winter Garden, FL 34787

    Step into timeless charm with this beautifully preserved 2-bedroom, 1-bathroom historic 1920s home on 0.3 acres of land, nestled in the heart of downtown Winter Garden. Inside, original architectural details and vintage character create a warm and inviting atmosphere, while the thoughtfully maintained layout offers 1,364 sq ft of comfortable living space. Large windows flood the home with natural

    Kurtis Gunter DENIZ REALTY PARTNERS LLC

    112 N Lakeview Ave, Winter Garden, FL 34787
  • /2

    $455,000 Sold Aug 20, 2025

    • 1,853 Sq Ft
    • $246/SF
    • 9 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2018

    15420 Blackbead St, Winter Garden, FL 34787

    Bright, Move-in-Ready End UnitThis 2018-built townhome sits on a desirable corner lot, offering extra windows and abundant natural light throughout. With tasteful finishes and meticulous upkeep, it feels like a professionally staged model home.Designer Kitchen for Everyday LuxuryEnjoy a true chef’s kitchen featuring Level 4 quartz countertops, crown-molded 42? cabinetry, under-cabinet

    Francisco Chavez, Jr DENIZ REALTY PARTNERS LLC

    15420 Blackbead St, Winter Garden, FL 34787
  • /2

    $1,999,000 Sold Aug 20, 2025

    • 4,056 Sq Ft
    • $493/SF
    • 0 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2020

    7388 John Hancock Dr, Winter Garden, FL 34787

    Welcome to your waterfront oasis in the highly sought-after Overlook at Hamlin community! This exceptional custom home combines luxury, comfort, and unforgettable views — designed for the ultimate Florida lifestyle.Situated on a navigable lake, this expansive single-story residence features 5 spacious bedrooms and 5 full bathrooms, along with a versatile bonus room upstairs, perfect for a

    Luciana Lima Chaves FLORIDA CONNEXION PROPERTIES

    7388 John Hancock Dr, Winter Garden, FL 34787
  • /2

    $400,000 Sold Aug 20, 2025

    • 1,568 Sq Ft
    • $255/SF
    • 59 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    16162 Arbor Crest Alley, Winter Garden, FL 34787

    Welcome to this cozy 3 bedroom, 2.5 bathroom located in the sought-after Waterleigh community, just five miles from Disney. This home offers an inviting open floor plan, with spacious living room, kitchen with granite countertops and stainless steel appliances. Home has no carpet. Convenience is key with a laundry room located on the upper level, a one-car garage, and additional parking in

    Any Alves WRA BUSINESS & REAL ESTATE

    16162 Arbor Crest Alley, Winter Garden, FL 34787
  • /2

    $815,000 Sold Aug 20, 2025

    • 3,300 Sq Ft
    • $247/SF
    • 102 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    16354 Silver Grove Blvd, Winter Garden, FL 34787

    rand NEW energy-efficient home ready NOW! This functional floorplan has a spacious family room that’s open to an expansive kitchen. A combination dining and living room provides ideal space for indoor entertaining or moving the party outdoors to the private lanai. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    16354 Silver Grove Blvd, Winter Garden, FL 34787
  • /2

    $495,000 Sold Aug 20, 2025

    • 2,376 Sq Ft
    • $208/SF
    • 422 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2022

    17926 Hither Hills Cir, Winter Garden, FL 34787

    Motivate Sellers! Sellers reduced price to sell! Welcome to Lake Apopka Sound, The Destin floor plan presents a compelling living space This open design concept offers ample entertaining and living space with an over-sized great room. This smart home offers four bedrooms and three full baths.The split-plan layout provides a full bath in the back of the home, creating a potential to use as a pool

    Niem Mina Pham LPT REALTY, LLC

    17926 Hither Hills Cir, Winter Garden, FL 34787
  • /2

    $212,000 Sold Aug 19, 2025

    • 814 Sq Ft
    • $260/SF
    • 15 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1987

    1230 Westside Dr, Winter Garden, FL 34787

    Westside Townhomes ** Low HOA fees $174 quarter ** Great one story living with 2 bedrooms and 2 full baths ** Ceramic tile throughout ** Open floor plan ** Screened patio and fenced backyard ** Ceramic tile entire unit ** Convenient location to downtown Winter Garden restaurants, shopping, Aldis, Publix, businesses and huge Farmers Market on Saturdays ** Buyer to verify room measurements.

    Andrew Philippone INDEPENDENCE REALTY GROUP LLC

    1230 Westside Dr, Winter Garden, FL 34787
  • /2

    $435,999 Sold Aug 19, 2025

    • 1,644 Sq Ft
    • $265/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    13108 Serene Glade Rd, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Under Construction. Images shown are for illustrative purposes only and will differ from theactual home. HARBOR Townhome is an end unit offering 3 Bedrooms, and 2.5 Baths with a large open first floor. Design Included in pricing.Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    13108 Serene Glade Rd, Winter Garden, FL 34787
  • /2

    $440,000 Sold Aug 19, 2025

    • 1,683 Sq Ft
    • $261/SF
    • 31 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    6331 Breeze Filled Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. 25K BELOW MARKET VALUE**INSTANT EQUITY**Step into LUXURY, COMFORT, and OPPORTUNITY with this BRAND-NEW**NEVER LIVED IN townhome in the HIGHLY SOUGHT-AFTER Silverleaf. Whether you’re looking for your forever home or your next smart investment, this move-in-ready beauty checks every box — and then some. BRAND NEW CONSTRUCTION: BE THE VERY FIRST to

    Anna Snyder CFL REAL ESTATE LLC

    6331 Breeze Filled Ln, Winter Garden, FL 34787
  • /2

    $2,532,500 Sold Aug 19, 2025

    • 4,474 Sq Ft
    • $566/SF
    • 47 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2017

    15779 Tangerine Dream Ct, Winter Garden, FL 34787

    This one-of-a-kind, custom-designed lakefront estate sits at the very tip of a private island peninsula behind two exclusive gates, offering an unmatched lifestyle of privacy, tranquility, and luxury. With 350 linear feet of private lake frontage, you’ll enjoy both stunning sunrises and sunsets, plus unobstructed panoramic water views from nearly every angle.Set on one of the most

    CAROL HOLMES COLDWELL BANKER VANGUARD REALTY

    15779 Tangerine Dream Ct, Winter Garden, FL 34787
  • /2

    $848,000 Sold Aug 19, 2025

    • 4,900 Sq Ft
    • $173/SF
    • 62 Days On Market
    • 7 Beds
    • 5 Baths
    • Built 2011

    319 Morning View Dr, Winter Garden, FL 34787

    Spacious 7-Bedroom Resort-Style Home with Pool in Sought-After Johns Lake Pointe! Welcome to 319 Morning View Drive – A Rare Blend of Comfort, Style, and Functionality. Discover over 4,900 square feet of beautifully updated living space in one of Winter Garden’s premier communities. This impressive 7-bedroom, 5-bathroom estate has been thoughtfully designed for modern living, offering room to

    BILL GABRIEL GENSTONE REALTY

    319 Morning View Dr, Winter Garden, FL 34787
  • /2

    $478,990 Sold Aug 19, 2025

    • 1,835 Sq Ft
    • $261/SF
    • 43 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    15363 Burgtheater Dr, Winter Garden, FL 34787

    Under Construction. Welcome to 15363 Burgtheater Drive, a beautifully crafted new construction townhome in the heart of Winter Garden. This 2-story residence offers a perfect mix of style, space, and modern convenience. As you enter, you’ll be greeted by an airy and open layout that connects the living room, dining space, and kitchen seamlessly. The kitchen is a standout feature, boasting sleek

    Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    15363 Burgtheater Dr, Winter Garden, FL 34787
  • /2

    $600,000 Sold Aug 18, 2025

    • 1,965 Sq Ft
    • $305/SF
    • 9 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2018

    7518 Loon Ave, Winter Garden, FL 34787

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located in the highly desirable Overlook at Hamlin community in Winter Garden. With elegant upgrades and a smart, open-concept layout, this home offers both comfort and style in one of Central Florida’s most sought-after neighborhoods.Step inside to discover a spacious living area filled with natural light and a modern kitchen

    Christine Patterson REALTY HUB

    7518 Loon Ave, Winter Garden, FL 34787
  • /2

    $408,000 Sold Aug 18, 2025

    • 1,717 Sq Ft
    • $238/SF
    • 17 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2021

    9909 Alliteration Alley, Winter Garden, FL 34787

    Welcome to your dream home in the heart of Winter Garden’s sought-after Storey Grove community! This beautiful 3-bedroom, 2.5-bathroom townhouse offers modern comfort, a smart layout, and access to incredible community amenities — all just minutes from shopping, dining, and top-rated schools.Step inside and you'll find a bright, spacious interior featuring three generously sized bedrooms

    Cristian Cen Chen SIMPSON REALTY LLC

    9909 Alliteration Alley, Winter Garden, FL 34787
  • /2

    $390,000 Sold Aug 18, 2025

    • 1,868 Sq Ft
    • $209/SF
    • 155 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2017

    15574 Murcott Blossom Blvd, Winter Garden, FL 34787

    Great investment in beautiful Horizon West community!! Welcome to your beautiful new home! This stunning 3-bedroom, 2-bath townhouse features a fully equipped kitchen with elegant granite countertops, 42" cabinets, and all stainless steel appliances. The spacious master bedroom offers cozy carpeting and a generous walk-in closet, while the main living areas showcase beautiful 18xl8 tile floors

    Erica Diaz HOMEVEST REALTY

    15574 Murcott Blossom Blvd, Winter Garden, FL 34787
  • /19

    $459,990 Sold Aug 15, 2025

    • 1,833 Sq Ft
    • $251/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    15394 Burgtheater Dr, Winter Garden, FL 34787

    Discover this beautiful new construction home at 15394 Burgtheater Drive, Winter Garden. Built by M/I Homes, this attractive townhome offers 1,833 square feet of thoughtfully designed living space. Step inside and find the following: 3 bedrooms and a first-floor flex room 2 bathrooms Open-concept living space perfect for family gatherings 2-car detached garageThis Winter Garden

    M/I Homes

    15394 Burgtheater Dr, Winter Garden, FL 34787
  • /2

    $1,025,000 Sold Aug 15, 2025

    • 4,511 Sq Ft
    • $227/SF
    • 7 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2015

    14288 Creekbed Cir, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. This beautifully appointed 5-bedroom, 4-bath POOL home with a HOME THEATER in the gated Bradford Creek community in Winter Garden is truly a must-see! Boasting 4,511 sq. ft. of living space, the inviting, spacious floor plan offers ample room for gatherings and entertaining and features elegant finishes throughout, including soaring 10’ ceilings

    Brandie Mathison-Klein KELLER WILLIAMS ELITE PARTNERS III REALTY

    14288 Creekbed Cir, Winter Garden, FL 34787
  • /2

    $640,000 Sold Aug 15, 2025

    • 2,756 Sq Ft
    • $232/SF
    • 9 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2014

    724 Grassy Stone Dr, Winter Garden, FL 34787

    This stunning 4-bedroom, 3-bathroom home in the sought-after Winter Garden neighborhood offers a perfect combination of modern upgrades and timeless charm. Situated on a spacious 0.29-acre lot in a peaceful cul-de-sac, this home provides both tranquility and convenience. A BRAND NEW ROOF, NEW GUTTERS and a NEW WATER HEATER ensure that this home is move-in ready and worry-free for years to

    Alex Medal ERA GRIZZARD REAL ESTATE

    724 Grassy Stone Dr, Winter Garden, FL 34787
  • /2

    $510,000 Sold Aug 15, 2025

    • 2,199 Sq Ft
    • $232/SF
    • 33 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    15229 Evergreen Oak Loop, Winter Garden, FL 34787

    Location, Location, Location—Welcome to Winter Garden Living at Its Finest!This beautifully updated home in the highly desirable Independence community offers the perfect blend of style, comfort, and convenience. With fresh interior and exterior paint, new luxury vinyl flooring throughout, and a new epoxy-coated garage floor, this home is move-in ready and loaded with upgrades. The

    Matt Tomaszewski CORCORAN PREMIER REALTY

    15229 Evergreen Oak Loop, Winter Garden, FL 34787
  • /2

    $435,000 Sold Aug 15, 2025

    • 1,902 Sq Ft
    • $229/SF
    • 29 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    15241 Sunrise Grove Ct, Winter Garden, FL 34787

    Bright & Spacious End-Unit Townhome with Expansive Green Space in the popular Gated community Hickory Hammock! Welcome home to this beautifully maintained end-unit townhome that offers both comfort and functionality. Flooded with natural light from numerous windows, this two-story home features an open floor plan with a spacious kitchen, dining area, and family room—perfect for both everyday

    Denise Gregorie CLOCK TOWER REALTY

    15241 Sunrise Grove Ct, Winter Garden, FL 34787
  • /2

    $665,000 Sold Aug 15, 2025

    • 2,468 Sq Ft
    • $269/SF
    • 61 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2018

    14639 Winter Stay Dr, Winter Garden, FL 34787

    Welcome to this stunning two-story Ashbury model located on a spacious corner lot in the highly sought-after Watermark community in Horizon West. Thoughtfully designed with both style and functionality in mind, this home offers four bedrooms and three full bathrooms, with the main-floor bedroom currently being used as an office that can easily be converted back into a fourth bedroom.From

    Chelby Afrifa IAD FLORIDA LLC

    14639 Winter Stay Dr, Winter Garden, FL 34787
  • /2

    $915,000 Sold Aug 15, 2025

    • 2,683 Sq Ft
    • $341/SF
    • 94 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2022

    908 Tilden Oaks Trail, Winter Garden, FL 34787

    In the enchanting enclave of Oakland Park lies a home that seamlessly marries design with tranquility—welcome to 908 Tilden Oaks Trail. This Rockwell Homes masterpiece is more than just a residence; it is an experience of sophisticated living, smart-home innovation, and breathtaking natural beauty.As you approach, a serene landscape unfolds before you, with no neighbors to the front or

    Matt McKee COMPASS FLORIDA LLC

    908 Tilden Oaks Trail, Winter Garden, FL 34787
  • /2

    $717,000 Sold Aug 15, 2025

    • 2,853 Sq Ft
    • $251/SF
    • 78 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2020

    16238 Misty Hills Ave, Winter Garden, FL 34787

    Stunning 5/3 in Wincey Grove of Hamlin. Close to EVERYTHING..restaurants shopping highways AND Disney World. This home offers a spacious open-concept design with modern finishes throughout. The chef’s kitchen features modern appliances, spacious countertops, all flowing seamlessly into the expansive family room. The primary bedroom provides a peaceful retreat with a walk-in designer closet and a

    Karyn Santiago COMPASS FLORIDA, LLC

    16238 Misty Hills Ave, Winter Garden, FL 34787
  • /2

    $474,990 Sold Aug 15, 2025

    • 1,835 Sq Ft
    • $259/SF
    • 41 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    15339 Burgtheater Dr, Winter Garden, FL 34787

    Under Construction. Welcome to 15339 Burgtheater Drive, a stunning new construction townhome in the thriving city of Winter Garden. This thoughtfully designed 2-story residence combines modern elegance with everyday comfort. Step inside to discover an open-concept floorplan that seamlessly blends the living room, dining area, and kitchen into a welcoming space. The modern kitchen features stylish

    Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    15339 Burgtheater Dr, Winter Garden, FL 34787
  • /2

    $990,000 Sold Aug 15, 2025

    • 3,255 Sq Ft
    • $304/SF
    • 99 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2018

    16675 Otterchase Ln, Winter Garden, FL 34787

    COME ESCAPE TO A BEAUTIFUL OASIS! SELLER PAYING UP TO $21,500 TO PAY FOR A 2/1 RATE BUY DOWN FOR BUYER which means first year rate will be 2% below fixed rate and second year rate will be 1% below fixed rate. This is a HUGE BONUS AND SAVINGS! SPECTACULAR POOL HOME WITH EXCELLENT FINISHES THROUGHOUT & MOVIE ROOM IN THE HIGHLY SOUGHT AFTER WINTER GARDEN ADDRESS! RESORT STYLE AMENITIES! This home

    Lori Gilmore LORI GILMORE REAL ESTATE LLC

    16675 Otterchase Ln, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 18

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 $703,835.
What is the average time to sell a house in Winter Garden, FL?
The houses for sale in Winter Garden, FL spend an average of 139 days on the market.
What is the number of active homes for sale in Winter Garden, FL?
There are 602 active homes for sale in Winter Garden, FL.
How many homes have sold over the last 12 months in Winter Garden, FL?
1,218 homes have sold in Winter Garden, FL over the last 12 months.

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$585,000
Median Single Family Sale Price
$640,426
Median Townhouse Sale Price
$440,000
Median 2 Bedroom Sale Price
$320,000
Average Price Per Sq Ft
$268
Number of Homes for Sale
602
Last 12 months Home Sales
1,218
Months of Supply
5.90
Median List Price
$605,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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