1,867

Recently Sold Winter Garden, FL Homes

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    $1,094,130 Sold Aug 31, 2025

    • 4,340 Sq Ft
    • $252/SF
    • 31 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2025

    16862 Muskgrass Dr, Winter Garden, FL 34787

    Under Construction. Welcome to this stunning 5-bedroom, 4.5-bathroom home located at 16862 Muskgrass Drive in the desirable Winter Garden, FL. As you step inside, you are greeted by a flex room followed by a bright and airy interior that invites you to explore its inviting spaces. The main level boasts a seamless flow between the living room, dining area, and a modern kitchen. Your kitchen is a

    Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    16862 Muskgrass Dr, Winter Garden, FL 34787
  • /2

    $320,000 Sold Aug 30, 2025

    • 1,558 Sq Ft
    • $205/SF
    • 95 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    509 Westpoint Garden Cir, Winter Garden, FL 34787

    LOCATION - LOCATION - LOCATION Nestled close to the heart of all that Historic Winter Garden has to provide. - just take a stroll down to thecobble stone roads in the Historic District and enjoy all the amenities- a Plant St Market with live music, shops, restaurants, etc.. and a shortdistance to Saturdays's Farmer Market. You will fall in love with this beautiful townhome in this great

    Jeanette Schutz ANTICA DEVELOPMENT

    509 Westpoint Garden Cir, Winter Garden, FL 34787
  • /12

    $646,075 Sold Aug 29, 2025

    • 2,489 Sq Ft
    • $260/SF
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    11194 Hollow Bay Dr, Winter Garden, FL 34787

    The property is located at 11194 Hollow Bay Drive WINTER GARDEN FL 34787 priced at 646075, the square foot and stories are 2489, 2.The number of bath is 3, halfbath is 1 there are 4 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton

    11194 Hollow Bay Dr, Winter Garden, FL 34787
  • /33

    $674,990 Sold Aug 29, 2025

    • 2,489 Sq Ft
    • $271/SF
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    11158 Hollow Bay Dr, Winter Garden, FL 34787

    The property is located at 11158 Hollow Bay Drive WINTER GARDEN FL 34787 priced at 674990, the square foot and stories are 2489, 2.The number of bath is 3, halfbath is 1 there are 4 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton

    11158 Hollow Bay Dr, Winter Garden, FL 34787
  • /15

    $474,990 Sold Aug 29, 2025

    • 1,833 Sq Ft
    • $259/SF
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    15439 Bay Bridge St, Winter Garden, FL 34787

    Discover this stunning new construction townhome at 15439 Bay Bridge Street in Winter Garden, built by M/I Homes. This thoughtfully designed 3-bedroom, 2.5-bathroom townhome offers 1,833 square feet of comfortable living space with an open-concept layout perfect for daily life and entertaining. The townhome features: 3 spacious bedrooms and a flex room 2 full bathrooms

    M/I Homes

    15439 Bay Bridge St, Winter Garden, FL 34787
  • /15

    $764,990 Sold Aug 29, 2025

    • 2,740 Sq Ft
    • $279/SF
    • 4 Beds
    • 3 Baths
    • Built 2025

    17505 Glossy Pomelo Way, Winter Garden, FL 34787

    Welcome to your dream home at 17505 Glossy Pomelo Way located in the bustling city of Winter Garden, FL. This beautiful 2-story home, built by M/I Homes, offers a perfect blend of modern design and cozy comfort. Boasting 4 bedrooms and 3 full bathrooms, this new construction home provides ample space for a growing family or those who love to entertain. With a total square footage of 2,740 square

    M/I Homes

    17505 Glossy Pomelo Way, Winter Garden, FL 34787
  • /2

    $629,000 Sold Aug 29, 2025

    • 2,741 Sq Ft
    • $229/SF
    • 3 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2020

    3446 Buoy Cir, Winter Garden, FL 34787

    For the first time ever, this exceptional one-story home by Taylor Morrison is offered for sale by its original owner. Impeccably maintained and thoughtfully upgraded, it showcases the perfect blend of modern open-concept living with well-defined spaces for every member of the household. Set on a desirable corner lot in the gated community of Lakeview Preserve, this residence immediately reveals

    Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    3446 Buoy Cir, Winter Garden, FL 34787
  • /2

    $640,000 Sold Aug 29, 2025

    • 2,241 Sq Ft
    • $286/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    1142 Maidenmoor Rd, Winter Garden, FL 34787

    Welcome to Stoneybrook West! This meticulously maintained 4-bedroom, 2.5-bathroom home offers a perfect blend of modern upgrades and everyday functionality. From the moment you arrive, you’ll notice the impressive curb appeal featuring new sod, professional landscaping, a widened paver driveway (2024), a freshly painted garage door, and updated epoxy garage floors with new interior paint. A

    Trevor Zwick KELLER WILLIAMS ELITE PARTNERS III REALTY

    1142 Maidenmoor Rd, Winter Garden, FL 34787
  • /2

    $925,000 Sold Aug 29, 2025

    • 4,014 Sq Ft
    • $230/SF
    • 32 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2020

    15315 Gilligan Ct, Winter Garden, FL 34787

    Just listed! This 5 bedroom/4.5 bath home boasting over 4,000 square feet of living area includes a flexible floor plan, complete with attached in-law suite, and has custom touches around every corner. As you enter the front door, the light and bright foyer welcomes you with upgraded pendant lighting. The main living area features an open floor plan and an abundance of windows, all with blinds

    Alexandra Pillat RE/MAX ASSURED

    15315 Gilligan Ct, Winter Garden, FL 34787
  • /2

    $640,000 Sold Aug 29, 2025

    • 2,724 Sq Ft
    • $235/SF
    • 50 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2021

    5314 Golden Apple Dr, Winter Garden, FL 34787

    Immaculate Home in the Heart of Hamlin, Just Minutes from Disney and 429Live where convenience meets comfort in this beautifully maintained home located in the highly sought-after Hamlin area. You're just minutes from Disney World, with easy access to the 429, top-rated schools, shopping, dining, and everything Horizon West has to offer.Inside, the open layout centers around a

    Mark Raumaker SERHANT

    5314 Golden Apple Dr, Winter Garden, FL 34787
  • /2

    $485,000 Sold Aug 29, 2025

    • 2,030 Sq Ft
    • $239/SF
    • 44 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2021

    1378 Roxy Ln, Winter Garden, FL 34787

    **LOCATION -- LOCATION -- LOCATION** **CLEAN & MOVE-IN READY WINTER GARDEN HOME** **BUILT IN 2021** **FOUR BEDROOMS + THREE FULL BATHS** **FIRST FLOOR BEDROOM & FULL BATH** **WHOLE HOME SOLAR ENERGY - OWN WITH NO PAYMENTS** Welcome to this beautiful move-in ready single family home in the highly coveted Waterside at Johns Lake neighborhood! Starting with great curb appeal, this home

    Tara Moore TARA MOORE REAL ESTATE

    1378 Roxy Ln, Winter Garden, FL 34787
  • /2

    $400,000 Sold Aug 29, 2025

    • 1,717 Sq Ft
    • $233/SF
    • 36 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2023

    15579 Water Spring Blvd, Winter Garden, FL 34787

    Beautiful Corner Unit in Storey Grove. Excellent Investment Opportunitysituated in the desirable Storey Grove Community in Winter Garden, just minutes from Disney, this stunning Lancaster floor plan features 3 spacious bedrooms, 2.5 bathrooms, a 2 car garage, and an expansive open-concept layout combining the living and dining areas, perfect for modern living and entertaining.This

    Hanzel Vides SUNNY 365 REALTY GROUP

    15579 Water Spring Blvd, Winter Garden, FL 34787
  • /2

    $203,000 Sold Aug 29, 2025

    • 1,094 Sq Ft
    • $186/SF
    • 56 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1961

    1170 E Bay St, Winter Garden, FL 34787

    Super Rare Opportunity at a Super Rare price in Winter Garden! Don't miss out on this 3 bedroom home with a brand new HVAC 2024, laminate flooring throughout with the exception of the bonus room. Natural gas range, Updated bathroom, updated electrical panel and more! Bonus room can be used for a multitude of purposes. Exterior features a shed, extra long driveway and NO HOA! A short distance

    Carmen Aridas RE/MAX PRIME PROPERTIES

    1170 E Bay St, Winter Garden, FL 34787
  • /2

    $206,000 Sold Aug 29, 2025

    • 1,140 Sq Ft
    • $181/SF
    • 66 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1984

    460 Sand Lime Rd, Winter Garden, FL 34787

    Don’t miss out! Renovated and ready to move in. Spacious two story townhouse. All new stainless steel appliances. Breakfast bar and dining area. Ceramic tile throughout first floor, freshly painted, New AC just installed in May 2025 , laundry room, new laminate flooring in bedrooms and hallway. Enclosed screen porch which leads to the fenced backyard with patio area and nice landscaping. Enjoy

    Joyce Niland SOUTHERN CAPITAL REAL ESTATE G

    460 Sand Lime Rd, Winter Garden, FL 34787
  • /2

    $1,300,000 Sold Aug 29, 2025

    • 3,851 Sq Ft
    • $338/SF
    • 13 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1988

    17524 Seidner Rd, Winter Garden, FL 34787

    Experience ultimate privacy and elegance in this exquisitely remodeled five-bedroom, four-bath, gracefully on five elevated acres! This gorgeous residence offers sweeping panoramic views of sought-after Winter Garden and a serene natural backdrop, this one-of-a-kind property seamlessly blends refined interiors with elevated outdoor living. Enter inside to discover a completely transformed

    Lynda Miller PREMIER SOTHEBYS INT'L REALTY

    17524 Seidner Rd, Winter Garden, FL 34787
  • /2

    $485,000 Sold Aug 29, 2025

    • 1,678 Sq Ft
    • $289/SF
    • 77 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    16460 Silver Brook Way, Winter Garden, FL 34787

    Brand new, energy-efficient home ready NOW! An open, spacious kitchen overlooks the great room and dining area making it perfect for entertaining friends and family. The second-floor loft can be configured as a home office or a play area. Now selling from the mid $500's, Silverleaf Reserve offers spacious open floorplan concepts fit for every lifestyle. Located in the heart of Winter Garden,

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    16460 Silver Brook Way, Winter Garden, FL 34787
  • /2

    $410,000 Sold Aug 29, 2025

    • 2,200 Sq Ft
    • $186/SF
    • 145 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2021

    10316 Spring Arbor Ln, Winter Garden, FL 34787

    At $198/ sq ft, this unit is priced lower per sq ft than any townhome in this area! This is a great deal on this beautiful end unit, 4 bedroom townhome with lots of privacy. Hurry to see your dream townhome in the coveted Winding Bay Preserve community in Winter Garden. Enjoy the ultimate in resort- style-living with fantastic amenities like a pristine pool, a spacious cabana, a dedicated tot

    Joyce Sampley ORLANDO'S BEST REAL ESTATE INC

    10316 Spring Arbor Ln, Winter Garden, FL 34787
  • /2

    $500,000 Sold Aug 29, 2025

    • 3,009 Sq Ft
    • $166/SF
    • 137 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2007

    519 Hearthglen Blvd, Winter Garden, FL 34787

    Welcome to this stunning 4-bedroom , 3 bathroom home in the heart of Winter Garden's Golf Cart District! Perfectly situated near top rated schools, the West Orange Trail, and the vibrant downtown scene, you'll enjoy easy access to boutique shopping, award-winning dining and local favorites like The Crooked Can Brewery.Step inside to discover a spacious thoughtfully designed layout with modern

    Lauren Graham COLDWELL BANKER HUBBARD HANSEN

    519 Hearthglen Blvd, Winter Garden, FL 34787
  • /2

    $235,000 Sold Aug 29, 2025

    • 1,152 Sq Ft
    • $204/SF
    • 194 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    130 Southern Pecan Cir Unit 102, Winter Garden, FL 34787

    Don't miss this 2/2 condo in beautiful and popular Winter Garden! This unit features updated appliances,Dryer 2024, and Refrigerator 2024. It has an open living area and a separate office space,and offers privacy with a split bedroom layout. Each bedroom has its own walk-in closet and ceiling fans. TheCOA amenities include a resort style clubhouse with pool/spa, tennis courts, fitness

    Jen Grasso HOME WISE REALTY GROUP, INC.

    130 Southern Pecan Cir Unit 102, Winter Garden, FL 34787
  • /12

    Sold Aug 28, 2025

    • 1,456 Sq Ft
    • 100 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    710 Queensbury Loop Unit 210, Winter Garden, FL 34787

    This beautiful home is move in ready in our 55+ land leased community. Attention to detail is obvious in this spacious and attractive home. Expanded parking and generous storage options are bonuses in this home. Split floorplan is a convenience for family or guests. Do not miss this lovely home in our golf-cart friendly community.

    Sandra Bergman Cove Communities

    710 Queensbury Loop Unit 210, Winter Garden, FL 34787
  • /2

    $775,000 Sold Aug 28, 2025

    • 2,113 Sq Ft
    • $367/SF
    • 3 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    11069 Hollow Bay Dr, Winter Garden, FL 34787

    Under Construction. Waterleigh presents the Bellmore. This amazing one-story home has an elevated designed with elegant exteriors and high-end features. This spacious all concrete block construction single-family home features 4 bedrooms and 3 baths with 2,113 square feet. A beautiful front patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    11069 Hollow Bay Dr, Winter Garden, FL 34787
  • /2

    $494,000 Sold Aug 27, 2025

    • 1,840 Sq Ft
    • $268/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 2017

    5979 Cypress Hill Rd, Winter Garden, FL 34787

    Here it is folks, an 8 year young 3/2 with 1840 Sq. Ft. Move in condition. Please have your realtors review the attachments in MLS, as there may be some helpful things we can save you $ on! Great starter home, walk to Independence Elementary School, and Bridgewater Middle School is right down the street. Ask your realtor where you can a newer single family home @ 1840 SF, one story, great for

    Paul McGarigal RE/MAX SELECT GROUP

    5979 Cypress Hill Rd, Winter Garden, FL 34787
  • /2

    $680,000 Sold Aug 27, 2025

    • 3,571 Sq Ft
    • $190/SF
    • 90 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2001

    12411 Scarlett Sage Ct, Winter Garden, FL 34787

    **WINTER GARDEN DREAM HOME ALERT** **GATED COMMUNITY** **OVER 3,500 SQFT** **1/4 ACRE LOT + CUL-DE-SAC** **PAID OFF WHOLE HOME SOLAR SYSTEM -- NO LOAN OR LEASE TO ASSUME -- $35 PER MONTH ELECTRIC BILL** **PRIVATE SCREENED POOL & SPA** **FOUR BEDROOMS + THREE FULL BATHS + TWO LARGE OFFICE/DEN SPACES + HUGE 2ND STORY LOFT** **600+ SQFT THREE-CAR GARAGE (21x29)** **WOOD BURNING FIREPLACE**

    Tara Moore TARA MOORE REAL ESTATE

    12411 Scarlett Sage Ct, Winter Garden, FL 34787
  • /2

    $441,500 Sold Aug 26, 2025

    • 1,785 Sq Ft
    • $247/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    1534 E Spring Ridge Cir, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Rare Opportunity in Winter Garden’s Golf Cart District with a 85 foot wide lot and low HOA fees!Located in sought-after Crown Point Springs, this 3-bedroom, 2-bathroom home sits on a .23-acre oversized lot just minutes from vibrant Historic Downtown Winter Garden, West Orange Trail (.5 miles), Chaplin Station where you can enjoy the picnic

    Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

    1534 E Spring Ridge Cir, Winter Garden, FL 34787
  • /2

    $712,000 Sold Aug 26, 2025

    • 3,410 Sq Ft
    • $209/SF
    • 92 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2004

    13716 Fox Glove St Unit 4, Winter Garden, FL 34787

    Discover your personal oasis with this modern, open-concept home. It is located in the exclusive Stoneybrook West, which has a 24/7 guard gate. This golf community offers plenty of amenities, including pickleball, basketball, tennis, hockey, fishing, a community pool, and a fitness center. This exquisite 4-bedroom, home office, 3-bathroom residence is a masterpiece of modern design and

    Johnathan Lam NATIONAL REAL ESTATE LLC

    13716 Fox Glove St Unit 4, Winter Garden, FL 34787
  • /2

    $900,000 Sold Aug 26, 2025

    • 1,269 Sq Ft
    • $709/SF
    • 151 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    14415 Lake Huckleberry Ln, Winter Garden, FL 34787

    NEW CUSTOM BUILD OPPORTUNITY ON LAKE HUCKLEBERRY WITH NO HOA! Sunset and Disney fireworks views are yours as you create your private dream residence. Land is 1.5 acres, flat, and nearly all high and dry. Value is in the land as existing home could easily be replaced. Lake Huckleberry is a 97-acre freshwater private fishing and recreation oasis with no public access. This private skiable lake

    Rob Rahter STOCKWORTH REALTY GROUP

    14415 Lake Huckleberry Ln, Winter Garden, FL 34787
  • /2

    $483,000 Sold Aug 26, 2025

    • 2,124 Sq Ft
    • $227/SF
    • 370 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2017

    11109 Folklore St, Winter Garden, FL 34787

    The best Location for this Beautiful single-family residence, ready for you. This house has 3 bedrooms and 2 and a half bathrooms, great space, super comfortable, the perfect house for you and your family. Floor covering in Carpet and ceramic title. modern kitchen with dark cabinets, stainless steel appliances and much more. All bedrooms have a big space and walk-in closet. Schedule now your

    Miguel Osorio CENTURY 21 CARIOTI

    11109 Folklore St, Winter Garden, FL 34787
  • /2

    $2,625,000 Sold Aug 25, 2025

    • 4,886 Sq Ft
    • $537/SF
    • 10 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2019

    9201 Tower Pine Dr, Winter Garden, FL 34787

    Fabulous private location with 5 beautiful acres and gated entry - Bring your horses! ** 2538sf horse barn with 4 stalls, tack room and 2nd room that could also be used as a tack room ** Nelson automatic horse waterers included ** Horse corral and 1 pasture/paddock that could be divided into 2 ** Additional 1800sf pole barn ** Home, barn and 1800sf pole barn and casita all 2019 BUILT ** 1800sf

    Andrew Philippone INDEPENDENCE REALTY GROUP LLC

    9201 Tower Pine Dr, Winter Garden, FL 34787
  • /2

    $400,000 Sold Aug 25, 2025

    • 1,717 Sq Ft
    • $233/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2018

    11138 Suspense Dr, Winter Garden, FL 34787

    Welcome to 11138 SUSPENSE DR, WINTER GARDEN, FL 34787. This townhome is a two-story residence featuring three bedrooms, two and a half bathrooms, and a two-car garage. The home offers a spacious kitchen overlooking the combined dining and living areas, as well as the front porch, providing plenty of space for family living. The primary suite, located on the second floor, includes a large bathroom

    Susan Cook CENTURY 21 CARIOTI

    11138 Suspense Dr, Winter Garden, FL 34787
  • /2

    $700,000 Sold Aug 25, 2025

    • 2,809 Sq Ft
    • $249/SF
    • 26 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2016

    13851 Jomatt Loop, Winter Garden, FL 34787

    You've been scrolling the websites for weeks now, just waiting for that perfect combination of price, size, location.....and crossing your fingers for a premium lot.......and you'll be glad that you waited! 13851 Jomatt Loop in Winter Garden is just that and much more, and is now being sold for the very first time by the original owners. One of Taylor Morrison's most popular floor plans' the

    Steven Horner RE/MAX PRIME PROPERTIES

    13851 Jomatt Loop, Winter Garden, FL 34787
  • /2

    $532,500 Sold Aug 25, 2025

    • 1,957 Sq Ft
    • $272/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2014

    2210 Romanum Dr, Winter Garden, FL 34787

    Step into a meticulously maintained home where modern comforts meet timeless charm. Enjoy worry-free living with a brand-new roof and A/C, both installed in 2024 – ensuring comfort and peace of mind for years to come. Upon entering, explore an intelligently designed layout that maximizes space. First, discover a versatile flex space perfect for a chic living area, a home office

    Tim & Reenie Fru The Frush Team COLDWELL BANKER REALTY

    2210 Romanum Dr, Winter Garden, FL 34787
  • /2

    $852,780 Sold Aug 25, 2025

    • 2,681 Sq Ft
    • $318/SF
    • 47 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2025

    411 Winter Grove Blvd, Winter Garden, FL 34787

    Under Construction. Pictures and furnishings are for illustrative purposes only. Elevations, colors and options may vary. Furniture is for model home staging only. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    411 Winter Grove Blvd, Winter Garden, FL 34787
  • /2

    $400,000 Sold Aug 25, 2025

    • 1,994 Sq Ft
    • $201/SF
    • 49 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    579 Setting Sun Dr, Winter Garden, FL 34787

    Nestled in the desirable Black Lake Park neighborhood, this home presents a fantastic opportunity for homeowners and investors alike. The versatile layout allows for customization, making it an ideal canvas for personal touches or future renovations. The location is exceptional. Residents will appreciate proximity to Winter Garden Village, home to diverse shopping and dining options. Advent

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    579 Setting Sun Dr, Winter Garden, FL 34787
  • /2

    $420,000 Sold Aug 25, 2025

    • 1,604 Sq Ft
    • $262/SF
    • 72 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2024

    12009 Walmsley Alley, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. DEAL ALERT!!! Currently one of the LOWEST PRICED single family homes in the entire Winter Garden/Windermere area built in the last few years! As you step up to this nearly-new bungalow-style home with an OVERSIZED 2-CAR REAR-ENTRY GARAGE, you’ll imagine enjoying your morning coffee on your front wrap-around porch, overlooking one of the large

    Chris Winn BLOOM HOME GROUP REALTY LLC

    12009 Walmsley Alley, Winter Garden, FL 34787
  • /2

    $950,000 Sold Aug 25, 2025

    • 2,432 Sq Ft
    • $391/SF
    • 78 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2019

    141 S Park Ave, Winter Garden, FL 34787

    Live in DT Winter Garden where vibes run high. This townhome is in the heart of Downtown Winter Garden, literally steps from the Crooked Can Brewery, Market to Table, and the farmers market every Saturday. This 3-story home features high-end details, quality finishes that you would expect in a custom home, and a private elevator. The main floor showcases the gourmet kitchen, dining space with

    Mauro Costa CORCORAN PREMIER REALTY

    141 S Park Ave, Winter Garden, FL 34787
  • /2

    $495,000 Sold Aug 25, 2025

    • 2,091 Sq Ft
    • $237/SF
    • 75 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2019

    8042 Glenlloyd Ave, Winter Garden, FL 34787

    Spacious 4-Bedroom End Unit Townhome in Sought-After Hawksmoor Community! Low HOA fee that includes Exterior Maintenance, Landscaping and even roof, leaving you with less worry and stress. This beautifully updated 4-bedroom, 3-bath end unit townhome, ideally situated on one of the largest lots in the highly desired Hawksmoor community within Horizon West. Home offers a full sized bathroom

    Lauren LeMay HOMES INTERNATIONAL FLORIDA

    8042 Glenlloyd Ave, Winter Garden, FL 34787
  • /2

    $351,000 Sold Aug 25, 2025

    • 1,626 Sq Ft
    • $216/SF
    • 189 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2020

    16521 Prairie School Dr, Winter Garden, FL 34787

    In the heart of Winter Garden, Florida, nestled along the picturesque Prairie School Drive, lies a home that whispers promises of warmth, comfort, and endless possibilities. Welcome to 16521 Prairie School Drive—a sanctuary where your dreams find their perfect abode. Imagine stepping into this enchanting 3-bedroom, 3-bathroom haven, where every corner is thoughtfully designed to embrace you with

    Matt McKee COMPASS FLORIDA LLC

    16521 Prairie School Dr, Winter Garden, FL 34787
  • /2

    $760,000 Sold Aug 25, 2025

    • 2,910 Sq Ft
    • $261/SF
    • 148 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2015

    8729 Eden Cove Dr, Winter Garden, FL 34787

    Stunning 4BD/3.5BA Pool Home with Tesla Solar System on an Oversized 1/4-Acre Lot in Waterleigh - Marina Bay Community!This beautifully upgraded home is the perfect blend of modern living and relaxation, located in the highly sought-after Waterleigh - Marina Bay community. With a fully paid-off Tesla Solar System and a prime position on an oversized lot, this home offers luxurious living

    Gretchen Carlson REAL BROKER, LLC

    8729 Eden Cove Dr, Winter Garden, FL 34787
  • /2

    $1,850,000 Sold Aug 25, 2025

    • 4,714 Sq Ft
    • $392/SF
    • 702 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2023

    260 Deer Isle Dr, Winter Garden, FL 34787

    This BRAND NEW CONSTRUCTION home directly on John's Lake is one of a kind with over 2 acres behind, high and dry, over 500 feet of direct lake frontage, plus 4700 sqft of living space, 5 spacious bedrooms, 4 full bathrooms, one half bath and a true open concept design. As you walk in the front door, you're greeted by tons of natural light from all the sliding glass doors and oversized windows,

    David Johnston CREEGAN GROUP

    260 Deer Isle Dr, Winter Garden, FL 34787
  • /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

Showing Results 41 - 80, Page 2 of 18

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