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5-Bedroom Homes for Sale in Winter Garden, FL with Private Pool

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  • /60

    $2,750,000

    • 5 Beds
    • 5.5 Baths
    • 4,286 Sq Ft

    340 Lakeview Rd, Winter Garden, FL 34787

    Welcome to your own private retreat in the heart of Downtown Winter Garden, just steps from the 22-mile West Orange Trail and nestled within the coveted Golf Cart District. This stunning single-story custom home offers the perfect blend of upscale living, natural beauty, and small-town charm. Set on an oversized fenced lot just under 1 acre, this turnkey estate features 5 bedrooms one with

    Agent Photo

    Kim Diaz

    CORCORAN PREMIER REALTY

    (321) 321-8571

    340 Lakeview Rd, Winter Garden, FL 34787
  • /38

    $1,090,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 6 Baths
    • 4,025 Sq Ft

    10472 Petrillo Way, Winter Garden, FL 34787

    LEASE-PURCHASE OPTION AVAILABLE—flexible terms to fit your path to ownership. Welcome to 10472 Petrillo Way in the tranquil Winding Bay Preserve community of Winter Garden, a stunning K Hovnanian Grayson Model custom home meticulously designed to embody luxury living. Built in 2022, this spacious 5-bedroom, 6-bathroom home stands on a premier corner lot, featuring an expansive layout crafted for

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (321) 467-7710

    10472 Petrillo Way, Winter Garden, FL 34787
  • /63

    $1,299,000

    • 5 Beds
    • 4.5 Baths
    • 3,885 Sq Ft

    8025 Topsail Place, Winter Garden, FL 34787

    Ideally situated within the highly desirable community of LAKESHORE PRESERVE, this immaculately presented 5 bedroom, 4/1 bathroom home with long-lasting TILE ROOF, PRIVATE POOL, recently added stunning outdoor BBQ area and attached 3 CAR TANDEM GARAGE sits on a PRIME LOT. On approach to the property, this residence has a grandeur covered front porch entryway leading to a welcoming foyer. Built in

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    Alice Anne Jackson

    CORCORAN PREMIER REALTY

    (321) 485-7380

    8025 Topsail Place, Winter Garden, FL 34787
  • /73

    $1,049,000

    • 6 Beds
    • 4.5 Baths
    • 4,667 Sq Ft

    14778 Ellingsworth Ln, Winter Garden, FL 34787

    Architecturally Distinctive and Thoughtfully Designed – “The Yorkshire” in the popular Oxford Chase community. From the moment you arrive, this executive-style residence immediately distinguishes itself as one of a kind. Designed with impact and elegance, the entry welcomes you with a charming front patio that creates a natural and inviting transition into the home. Built by Mattamy Homes, the

    Agent Photo

    Denise Gregorie

    CLOCK TOWER REALTY

    (321) 496-8876

    14778 Ellingsworth Ln, Winter Garden, FL 34787
  • /45

    $995,000

    • 5 Beds
    • 4.5 Baths
    • 3,672 Sq Ft

    15378 Gilligan Ct, Winter Garden, FL 34787

    Priced Improved By Over $100K and Seller Will Also Contribute $10,000 in Concessions Towards Buyer's Closing costs!!! Don't miss this incredible opportunity to own this amazing home. Hurry school starts soon - this is your last chance for the family to enjoy the rest of their summer vacation in this amazing outdoor oasis. Slide and Tons of Outdoor Fun Included! As if that's not enough, the

    Anamaria Marquez REDFIN CORPORATION

    15378 Gilligan Ct, Winter Garden, FL 34787
  • /75

    $990,000

    • 5 Beds
    • 4 Baths
    • 3,718 Sq Ft

    1910 Lake Roberts Landing Dr, Winter Garden, FL 34787

    Amazing Location, Location, Location! $291,000 in Upgrades! This stunning home is a True Gem, offering Exceptional Features inside and out. Situated directly across from the Community DOCK, enjoy a limited yet peaceful view of LAKE ROBERTS from your front porch. Step inside to discover Soaring Ceilings, elegant PLANTATION SHUTTERS, spacious living areas and bedrooms, whole house Sonos SURROUND

    Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    1910 Lake Roberts Landing Dr, Winter Garden, FL 34787
  • /51

    $975,000

    • 5 Beds
    • 4 Baths
    • 3,849 Sq Ft

    9573 Meadow Hunt Way, Winter Garden, FL 34787

    Motivated Sellers!! Welcome to this beautifully upgraded 5-bedroom, 4-bath home, perfectly designed for modern living. Located in a highly sought-after community, this home offers a wealth of luxurious features and an unbeatable location just minutes from Disney, where you can even see the fireworks from your neighborhood!Step outside to your private oasis featuring a heated pool, hot tub,

    Jessica Thomas ORLANDO PROPERTY ADVISORS

    9573 Meadow Hunt Way, Winter Garden, FL 34787
  • /81

    $1,399,000

    • 7 Beds
    • 5 Baths
    • 5,613 Sq Ft

    16669 Varone Cove Ct, Winter Garden, FL 34787

    Discover Unmatched Elegance in the Coveted Twinwaters Subdivision!Welcome to your dream home, a breathtaking Winter Garden pool residence built in 2016, offering the perfect fusion of sophistication, luxury, and prime convenience. This property isn’t just a house – it’s your personal sanctuary.Grand Entrance That Stuns:Be greeted by an impressive 14-foot foyer adorned with a

    Tony Bardy FLORIDA CONNEXION PROPERTIES

    16669 Varone Cove Ct, Winter Garden, FL 34787
  • /42

    $2,225,000

    • 5 Beds
    • 5 Baths
    • 4,092 Sq Ft

    7346 John Hancock Dr, Winter Garden, FL 34787

    This home truly has it all. Nestled in The Overlook at Hamlin—one of the most vibrant and sought-after lakefront communities—this custom Taylor Morrison residence combines luxury, energy efficiency, and everyday convenience. Ideally located just minutes from Disney with easy access to Hwy 429, the home offers both lifestyle and location.Set on the scenic shores of Lake Hancock with nightly

    Judy Black UPSIDE REAL ESTATE INC

    7346 John Hancock Dr, Winter Garden, FL 34787
  • /43

    $1,319,000

    • 5 Beds
    • 3.5 Baths
    • 3,347 Sq Ft

    7104 Ticklegrass St, Winter Garden, FL 34787

    Welcome to your dream oasis! This stunning 5-bedroom, 3.5-bath single-family home on Lake Hancock is a true masterpiece, offering the ultimate in luxury and comfort. With a contemporary design and exceptional features, this residence is a rare gem in the world of real estate. Upon entering this exquisite residence, you'll find a spacious living room and an elegant dining room, both thoughtfully

    Michele Acosta Gladding CENTURY 21 CARIOTI

    7104 Ticklegrass St, Winter Garden, FL 34787
  • /59

    $1,385,000

    • 5 Beds
    • 3.5 Baths
    • 3,910 Sq Ft

    10180 Merrymeeting Bay Dr, Winter Garden, FL 34787

    Welcome to 10180 Merrymeeting Bay Drive, a true gem nestled in the heart of Waterleigh—one of Winter Garden’s most sought-after communities. This stunning 5-bedroom, 3.5-bath Emerald Series home offers 3,910 square feet of beautifully upgraded living space, set on a premium lakefront lot overlooking the tranquil waters of Lake Tucker. From the moment you arrive, you’ll notice the elevated design

    Jay Martin CORCORAN PREMIER REALTY

    10180 Merrymeeting Bay Dr, Winter Garden, FL 34787
  • /82

    $1,690,000

    • 5 Beds
    • 4.5 Baths
    • 4,258 Sq Ft

    16768 Sanctuary Dr, Winter Garden, FL 34787

    GORGEOUS LAKEFRONT POOL HOME BEING OFFERED IN THE TRANQUIL LAKE COMMUNITY, SANCTUARY AT TWIN WATERS! The home sits on a HALF-ACRE LOT on LAKE AVALON! This 5-bedroom, 4 and 1/2 bath, 4 car garage home has 4,258 heated square feet and 5,916 total square feet. The plan is perfect for MULTIGENERATIONAL LIVING with a guest (in-law) bedroom and ensuite bathroom downstairs; and upstairs the back bedroom

    Sidney Galloway GALLOWAY REAL ESTATE

    16768 Sanctuary Dr, Winter Garden, FL 34787
  • /60

    $1,825,000

    • 5 Beds
    • 5.5 Baths
    • 3,513 Sq Ft

    16761 Broadwater Ave, Winter Garden, FL 34787

    Welcome to 16761 Broadwater Avenue, a stunning lakefront estate nestled in the beautiful community of Winter Garden, FL. Situated on an expansive 20,282 sq ft lot, this 5-bedroom, 5.5-bathroom residence offers 3,633 square feet of thoughtfully designed luxury. As you arrive, a gated entry welcomes you into a charming open-air courtyard, setting the stage for the elegant experience that awaits

    Ben Whidden COMPASS FLORIDA LLC

    16761 Broadwater Ave, Winter Garden, FL 34787
  • /44

    $1,385,000

    • 5 Beds
    • 6 Baths
    • 4,340 Sq Ft

    9574 Meadow Hunt Way, Winter Garden, FL 34787

    NEW PRICE | Experience luxury living in this immaculate, semi-custom home within Watermark at Horizon West. Built by Meritage Homes, the Lafayette sits on over a quarter acre combining breathtaking water and preserve views with modern elegance. Nestled in tranquility, this 5-bedroom, 3 full and 3 half-bath masterpiece is designed for those who love to entertain and enjoy life's finest comforts.

    Toni Marie Cafferty COMPASS FLORIDA LLC

    9574 Meadow Hunt Way, Winter Garden, FL 34787
  • /83

    $1,495,000

    • 6 Beds
    • 5 Baths
    • 4,493 Sq Ft

    10139 Austrina Oak Loop, Winter Garden, FL 34787

    Welcome to 10139 Austrina Oak Loop! Featuring SIX BEDROOMS PLUS OFFICE and FIVE FULL BATHS, on a premium one-third acre lot overlooking the Disney preserve with a HEATED SALTWATER POOL AND SPA under a screen enclosure, this beautifully upgraded home is 4,500 square feet of understated elegance. With no front neighbor, step back to take in the impressive façade, paver drive and custom

    Andrew Martin RE/MAX TOWN CENTRE

    10139 Austrina Oak Loop, Winter Garden, FL 34787
  • /49

    $1,380,000

    • 5 Beds
    • 3.5 Baths
    • 3,465 Sq Ft

    17117 Heartwood Loop, Winter Garden, FL 34787

    Luxury estate with new roof and windows (2025), pool, acreage no HOA, and minutes from Disney! Welcome to your private paradise in the heart of Winter Garden, where luxury living meets country-style privacy on 5.3 fully fenced acres. This rare, move-in-ready five-bedroom, three-and-a-half-bath estate has been thoughtfully renovated and is in Avalon Estates, a gated community with no HOA and

    Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

    17117 Heartwood Loop, Winter Garden, FL 34787
  • /90

    $1,699,900

    • 5 Beds
    • 4.5 Baths
    • 4,263 Sq Ft

    16548 Raven Rock Place, Winter Garden, FL 34787

    Please note that property visits will only be confirmed upon receipt of proof of funds or a pre-qualification letter. All visits will be guided by the listing agent and must be requested at least 24 hours in advance. Kindly be aware that the owners currently reside in the property.

    Norca Serrano Mendoza LPT REALTY, LLC

    16548 Raven Rock Place, Winter Garden, FL 34787
  • /54

    $1,300,000

    • 5 Beds
    • 3.5 Baths
    • 3,911 Sq Ft

    10219 Atwater Bay Dr, Winter Garden, FL 34787

    Welcome to this stunning lakefront pool home in the highly sought after Waterleigh community of Winter Garden. Overlooking Hickorynut Lake, this home is designed for both comfort and luxury. Boasting five bedrooms and three and a half baths, it offers an exceptional blend of modern elegance and functional living space. With an open concept layout, high ceilings, and plantation shutters

    Chris Creegan CREEGAN GROUP

    10219 Atwater Bay Dr, Winter Garden, FL 34787
  • /88

    $2,000,000

    • 5 Beds
    • 6 Baths
    • 4,329 Sq Ft

    15680 Panther Lake Dr, Winter Garden, FL 34787

    Prepare to be awed by this stunning estate from the Toll Brothers executive collection in the renowned community of Lakeshore Preserve. This home presents an ultra modern layout bringing you an environment that caters to both entertaining and every day life. The first floor is open and has 2 sets of triple pane sliding glass doors that fully open to your personal oasis. Beyond the covered lanai

    Christina Cannon KELLER WILLIAMS CLASSIC

    15680 Panther Lake Dr, Winter Garden, FL 34787
  • /47

    $800,000

    • 5 Beds
    • 4 Baths
    • 3,100 Sq Ft

    617 Marsh Reed Dr, Winter Garden, FL 34787

    Stunning 5BR/4BA pool home in the highly desirable Johns Lake Pointe community. Built in 2016 by Meritage Homes, this 3,100+ sq ft property is loaded with upgrades and move-in ready. The gourmet kitchen features granite counters, tile backsplash, stainless steel appliances, double ovens, and a walk-in pantry. Downstairs showcases elegant marble and porcelain tile flooring, crown molding, and a

    Manolo Lopez EXP REALTY LLC

    617 Marsh Reed Dr, Winter Garden, FL 34787
  • /72

    $2,995,000

    • 7 Beds
    • 5.5 Baths
    • 6,250 Sq Ft

    16821 Broadwater Ave, Winter Garden, FL 34787

    Stunning Designer Home in Exclusive Gated Community Near Horizon West, Windermere, and Downtown Winter Garden. No detail was overlooked in this custom-upgraded 7-bedroom, 5.5-bath estate offering a rare combination of luxury-focused design, wellness-minded living, and high-function luxury. From bespoke ceiling and wall treatments to curated finishes in every room, this home showcases intentional

    Christy Knox KELLER WILLIAMS WINTER PARK

    16821 Broadwater Ave, Winter Garden, FL 34787
  • /55

    $2,400,000

    • 5 Beds
    • 5.5 Baths
    • 4,483 Sq Ft

    14640 Pylon Ct, Winter Garden, FL 34787

    Welcome to 14640 Pylon Court, an extraordinary waterfront home located in the highly sought after gated community of the Isles of Lake Hancock—one of Florida’s most exclusive water ski neighborhoods. This custom-designed residence offers over 4,400 square feet of luxurious living space, five bedrooms, five full and one-half baths, a 4-car garage, and sweeping water views from both the front and

    Steve Healy CORCORAN PREMIER REALTY

    14640 Pylon Ct, Winter Garden, FL 34787
  • /65

    $1,190,900

    • 6 Beds
    • 4 Baths
    • 4,124 Sq Ft

    5391 Golden Apple Dr, Winter Garden, FL 34787

    BEAUTIFUL, MOVE IN READY fully upgraded home in Winter Garden’s Wincey Groves! This Dream Finders “Arlington w/Bonus” home sits on one of the largest and most private lots in the entire community, with no rear neighbors and breathtaking sunset views every evening. Boasting 6 spacious bedrooms, 4 full bathrooms, and a large upstairs bonus room with wet bar and space for a wine fridge, this home

    Eve Metlis WATSON REALTY CORP

    5391 Golden Apple Dr, Winter Garden, FL 34787
  • /34

    $1,150,000 Open Sun 12AM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 3,811 Sq Ft

    15724 Cutter Sail Place, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Experience refined living in this stunning 5-bedroom, 4.5-bath Toll Brothers “Madeira” estate, nestled in the sought-after Lakeshore Preserve community of Winter Garden. Built in 2022 with premium finishes throughout, this elegant residence offers over 3,800 sq ft of thoughtfully designed space, including a chef’s kitchen with quartz countertops and

    Jeanine Louis-Alcime EXP REALTY LLC

    15724 Cutter Sail Place, Winter Garden, FL 34787
  • /69

    $925,000

    • 5 Beds
    • 3 Baths
    • 2,927 Sq Ft

    15113 Mayberry Dr, Winter Garden, FL 34787

    **This property qualifies for a closing cost credit up to $12,000 through the Seller’s preferred lender (restrictions apply).** Stunning executive POOL HOME on a PREMIUM WATERFRONT LOT located in one of Winter Garden’s premier communities – Winding Bay! This 5 bedroom, 3 bathroom home, with a 2 car garage, shows like a model – featuring upgraded flooring throughout the home, a first floor guest

    Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    15113 Mayberry Dr, Winter Garden, FL 34787
  • /59

    $960,000

    • 5 Beds
    • 5.5 Baths
    • 4,014 Sq Ft

    10732 Petrillo Way, Winter Garden, FL 34787

    Live the Florida Dream! Welcome to the (en)suite life — luxury, comfort, and sunsets await! Built in 2020, this stunning 2-story POOL home sits in a sought-after Horizon West community with LOW HOA FEES — modern living and great value combined. Inside, enjoy elegant crown molding throughout and the spacious Grayson floorplan with a rare 3-CAR TANDEM GARAGE . The gourmet kitchen features a huge

    Lonnel Dragus WEICHERT, REALTORS-HALLMARK PR

    10732 Petrillo Way, Winter Garden, FL 34787
  • /57

    $849,000

    • 5 Beds
    • 3.5 Baths
    • 2,935 Sq Ft

    14728 Scott Key Dr, Winter Garden, FL 34787

    Welcome to your dream home in the highly desirable Watermark community in Winter Garden! This beautifully upgraded 5-bedroom, 4-bathroom residence offers roughly 3,000 square feet of luxurious living space, combining elegance, comfort, and functionality.Step inside and be greeted by an open-concept floor plan with soaring high ceilings and premium builder upgrades throughout. The spacious

    Christopher Silberlight KELLER WILLIAMS REALTY AT THE LAKES

    14728 Scott Key Dr, Winter Garden, FL 34787
  • /40

    $780,000

    • 5 Beds
    • 3 Baths
    • 2,514 Sq Ft

    14419 Magnolia Ridge Loop, Winter Garden, FL 34787

    Come see this beautiful property for yourself, located in the Orchard Hills community. The house is meticulously maintained. The kitchen, with a large island, connects to the dining room and a spacious area that could be used as a family gathering area. All bedrooms are comfortable and spacious, and the bathrooms are completely new. The patio area connects with nature, while the artificial grass

    Jesmy Hernandez C&D INTERNATIONAL REAL ESTATE

    14419 Magnolia Ridge Loop, Winter Garden, FL 34787
  • /96

    $1,199,000

    • 5 Beds
    • 4 Baths
    • 3,950 Sq Ft

    14507 Winter Stay Dr, Winter Garden, FL 34787

    Pool, Spa & Prime Corner Lot Living in Winter Garden!This home is all about Florida living at its finest — enjoy your own private pool with spa, perfect for relaxing weekends and entertaining year-round. Set on a premium corner lot, this property offers extra space, privacy, and stunning curb appeal.Inside, you'll find 5 spacious bedrooms, 4 bathrooms, and a dedicated office, all

    Carolina Fortes Ribeiro EMPIRE NETWORK REALTY

    14507 Winter Stay Dr, Winter Garden, FL 34787
  • /73

    $950,000

    • 5 Beds
    • 3 Baths
    • 2,886 Sq Ft

    403 Courtlea Creek Dr, Winter Garden, FL 34787

    Welcome to Courtlea Oaks, nestled in the heart of downtown Winter Garden! This charming pool home features 5 bedrooms, 3 full bathrooms, and a framed, unfinished 408 sq. ft. bonus room upstairs—ready for your personal touch. Enjoy the screened-in pool or relax on your covered front porch while visiting with neighbors. Surrounded by lush landscaping and elegant landscape lighting, you’re just a

    Patti Merrick REAL BROKER, LLC

    403 Courtlea Creek Dr, Winter Garden, FL 34787
  • /50

    $3,499,999

    • 6 Beds
    • 6.5 Baths
    • 7,428 Sq Ft

    10301 Savannah Ridge Ln, Winter Garden, FL 34787

    Welcome to the epitome of luxury living in the Savannah Ridge Community. This exclusive pool home combines elegance sophistication, and tranquility in one captivating package. Step in a world of opulence where you will be greeted by a elegant foyer that flowes seamlessly into a spacious living area adorned with exquisite finished and designer touches throughout. The gourmet kitchen is a chef's

    Vishwanauth Seepersaud FORTUNE REALTY OF CLERMONT

    10301 Savannah Ridge Ln, Winter Garden, FL 34787
  • /47

    $2,499,000

    • 5 Beds
    • 4.5 Baths
    • 4,963 Sq Ft

    15787 Tangerine Dream Ct, Winter Garden, FL 34787

    Stunning Lakefront Estate on Emerald Pointe Island – Hickory Hammock. Welcome to one of the most exclusive properties in the gated community of Hickory Hammock, located on the exclusive island of Emerald Pointe, one of very few island communities in Central Florida. Tucked securely behind two private gates and nestled on the shores of John’s Lake, this extraordinary lakefront estate offers

    Dawn Pickard CHARLES RUTENBERG REALTY ORLANDO

    15787 Tangerine Dream Ct, Winter Garden, FL 34787
  • /37

    $899,900

    • 5 Beds
    • 3.5 Baths
    • 2,943 Sq Ft

    5133 Citrus Leaf Blvd, Winter Garden, FL 34787

    SELLER MOTIVATED!! OFFERING $20,000 IN CLOSING COST ASSISTANCE OR RATE BUYDOWN!!Welcome to this beautifully designed and impeccably maintained 5-bedroom, 4-bathroom lakefront home that effortlessly blends luxury, space, and convenience. Nestled in the highly sought after Hamlin area in the heart of Winter Garden, this home offers incredible curb appeal with craftsman-style architecture,

    Christopher Silberlight KELLER WILLIAMS REALTY AT THE LAKES

    5133 Citrus Leaf Blvd, Winter Garden, FL 34787
  • /50

    $2,475,000

    • 5 Beds
    • 5 Baths
    • 5,390 Sq Ft

    9080 Morgana Ct, Winter Garden, FL 34787

    Enjoy beautiful views of Hickory Nut Lake from both the first and second floors of thisstunning model home located in the small boutique community of Avalon Cove in Winter Garden. While it sits in close proximity to Disney and Universal’s theme parks, golf courses, a new high school, restaurants and retail stores, it provides surprising tranquility just off the beaten path. This property boasts

    Stephen Hachey FLAT FEE MLS REALTY

    9080 Morgana Ct, Winter Garden, FL 34787
  • /51

    $958,000

    • 5 Beds
    • 4 Baths
    • 3,224 Sq Ft

    14955 Lebeau Loop, Winter Garden, FL 34787

    Stunning Frost Model with $40K+ in Upgrades, Private Pool & Spa – Minutes from Disney!Live the resort lifestyle in this beautifully upgraded Frost model, just minutes from Disney World. With over $40,000 in designer upgrades, a private pool and spa, and nightly fireworks views, this home is perfect for luxurious everyday living and entertaining.Features you will love :Gourmet kitchen

    Merly Esgro IAD FLORIDA LLC

    14955 Lebeau Loop, Winter Garden, FL 34787
  • /63

    $890,000

    • 5 Beds
    • 4 Baths
    • 3,717 Sq Ft

    13524 Glynshel Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. UPDATED Neutral Paint in Office, Living Room, Dining Room, Hallways, 2 bedrooms and 2 bathrooms as well as Sun Room!!! Welcome to this stunning executive pool home nestled within the prestigious gated community of Glynwood. Boasting 5 bedrooms, an office, a large bonus room, and 4 full baths, this spacious and thoughtfully designed home offers

    Sherri Palmer EXP REALTY LLC

    13524 Glynshel Dr, Winter Garden, FL 34787
  • /32

    $999,500

    • 5 Beds
    • 4 Baths
    • 3,782 Sq Ft

    15420 Southern Martin St, Winter Garden, FL 34787

    Discover your dream home at Summerlake, a high community nestled alongside the picturesque Orange County National Golf Course. This exceptional property is designed for those who appreciate elegance, comfort, and breathtaking views.Step inside to an open-concept kitchen that seamlessly flows into the breakfast nook and family room, all adorned with exquisite level 4 wood-like tile

    Maria Maraboto LAKEFIELD REALTY GROUP LLC

    15420 Southern Martin St, Winter Garden, FL 34787
  • /38

    $899,000

    • 5 Beds
    • 4 Baths
    • 3,358 Sq Ft

    3430 Turningwind Ln, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome Home to Your Private Family Retreat in the Heart of Winter Garden. Discover comfort, space, and convenience in this beautifully appointed home, ideally located near schools, shopping, dining, golf, and quick access to Hwy 429 —all within a quiet, gated community. This spacious residence offers 5 bedrooms, 4 bathrooms, an office, a

    Matthew Mobley HANCOCK REALTY GROUP

    3430 Turningwind Ln, Winter Garden, FL 34787
  • /62

    $869,900

    • 6 Beds
    • 4.5 Baths
    • 3,775 Sq Ft

    13044 Lakeshore Grove Dr, Winter Garden, FL 34787

    Stunning 6-Bedroom POOL Home on Oversized Lot in Gated Wintermere Harbor! Welcome to this spacious and beautifully updated 6-bedroom, 4.5-bathroom home in the highly desirable gated community of Wintermere Harbor! Situated on a generous 0.38-acre lot, this move-in ready residence offers the perfect blend of elegance, comfort, and functionality—IDEAL FOR LARGE or MULTIGENERATIONAL

    Alena Kolyadchik REALTY HUB

    13044 Lakeshore Grove Dr, Winter Garden, FL 34787
  • /96

    $2,430,000

    • 5 Beds
    • 8 Baths
    • 5,253 Sq Ft

    16054 Johns Lake Overlook Dr, Winter Garden, FL 34787

    LAKEFRONT ON SKIABLE LAKE WITH PRIVATE BOAT DOCK, BOAT LIFT AND JET SKI LIFT. BEAUTIFUL SUNSETS EVERY NIGHT along Johns Lake. This home features 5 bedrooms, 6 full baths, 2 half baths plus an office, bonus room and CUSTOM soundproof theater with a 110 inch screen and reclining chairs. Home's shoreline is 135 feet. Johns Lake is over 2,400 acres and spans two counties. Spacious modern kitchen with

    Carolina Fortes Ribeiro EMPIRE NETWORK REALTY

    16054 Johns Lake Overlook Dr, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 2

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$550,000
Median Single Family Sale Price
$639,000
Median Townhouse Sale Price
$430,290
Median 2 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$268
Number of Homes for Sale
227
Last 12 months Home Sales
1,815
Months of Supply
1.50
Median List Price
$575,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-7%
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