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Homes for Sale in Winter Garden, FL with 5-Bedrooms

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  • /55

    $1,699,000

    • 5 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    15606 Shorebird Ln, Winter Garden, FL 34787

    Located in the sought-after Lakeshore Preserve community of Winter Garden, this 5-bedroom, 4.5-bath, 4,300 sq ft luxury lake view home offers refined design and flexibility. The home features two primary suites, one on the main level and one upstairs, ideal for multigenerational living or hosting guests. From the moment you enter, refined finishes and an open layout set the tone, enhanced by a

    Agent Photo

    Tiffany Pantozzi

    ALIGN REAL ESTATE LLC

    (321) 486-8329

    15606 Shorebird Ln, Winter Garden, FL 34787
  • /72

    $725,000

    • 5 Beds
    • 3.5 Baths
    • 3,568 Sq Ft

    1073 Vinsetta Cir, Winter Garden, FL 34787

    PRIME Winter Garden location off Hardwood Marsh and Avalon! It’s not often a home hugs you when you walk through the door, the hint of warmth through the window and the enveloping feeling of home. A true place of stillness that is so hard to find nowadays. The Hawthorne model is really the perfect floor plan! With space for everyone still managing to embody an inviting coziness with over 3,500 sq

    Agent Photo

    Autumn Makin

    LAKEFIELD REALTY GROUP LLC

    (321) 395-5514

    1073 Vinsetta Cir, Winter Garden, FL 34787
  • /60

    $794,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,324 Sq Ft

    14416 Travois Way, Winter Garden, FL 34787

    Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new cabinetry, upgraded

    Agent Photo

    Carla Robles

    WATSON REALTY CORP

    (689) 306-1837

    14416 Travois Way, Winter Garden, FL 34787
  • /70

    $1,000,000

    • 5 Beds
    • 4 Baths
    • 3,863 Sq Ft

    1711 Amsel Falls Park Terrace, Winter Garden, FL 34787

    Welcome to this stunning architectural masterpiece nestled in the heart of Twinwaters, one of Winter Garden’s most sought-after communities. This elegant two-story home seamlessly blends sophistication and comfort, offering over 3,600 square feet of beautifully designed living space. Step through the grand entryway to find soaring ceilings, expansive windows that fill the home with natural light,

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    Jamil C. Winston (Jay)

    COLDWELL BANKER REALTY

    (321) 273-8188

    1711 Amsel Falls Park Terrace, Winter Garden, FL 34787
  • /53

    $1,065,000

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

    10472 Petrillo Way, Winter Garden, FL 34787

    Welcome to 10472 Petrillo Way in Winding Bay Preserve, one of Winter Garden’s most desirable communities in Horizon West. Built in 2022, this stunning K. Hovnanian Grayson Model sits on a premium corner, EAST-FACING lot with DISNEY FIREWORK VIEWS and the rare opportunity to watch Space Coast ROCKET LAUNCHES right from your front porch. This home offers 5 bedrooms, 6 bathrooms, a private office,

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    Alexis Bress

    EXP REALTY LLC

    (321) 346-4225

    10472 Petrillo Way, Winter Garden, FL 34787
  • /33

    $680,000 Open Sat 11AM - 5PM

    • 5 Beds
    • 3.5 Baths
    • 2,868 Sq Ft

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787

    Located in the highly sought-after community of Orchard Hills, this stunning home offers the epitome of Central Florida living. Orchard Hills is a community that attracts buyers from all walks of life, making it an ideal investment. This spacious, single-story residence boasts 5 bedrooms, 3 full bathrooms, and one half-bath, ready for you to move in. From the moment you step inside, you'll be

    Agent Photo

    Carlos Hernandez Franquet

    AGENT TRUST REALTY CORPORATION

    (321) 419-1970

    4918 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /68

    $1,950,000

    • 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

    Agent Photo

    Keegan Siegfried

    LPT REALTY, LLC

    (321) 252-6500

    2450 Dahlgren Way, Winter Garden, FL 34787
  • /38

    $893,000

    • 5 Beds
    • 4 Baths
    • 4,293 Sq Ft

    3286 Mainsail Ct, Winter Garden, FL 34787

    Welcome to this exceptional 2023 Pulte Homes residence, thoughtfully curated with refined custom upgrades and designed to elevate modern living. Offering five bedrooms and four bathrooms, this expansive open-concept floor plan blends sophistication with everyday functionality. Warm oak laminate flooring flows seamlessly throughout the main living areas and into the primary suite, creating a

    John Callahan REDFIN CORPORATION

    3286 Mainsail Ct, Winter Garden, FL 34787
  • /3

    $772,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,550 Sq Ft

    Ellington Plan at Hamlin Meadows - 60' Homesites, Winter Garden, FL

    The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the

    Dream Finders Homes Builder
    0 Hamlin Meadows St Unit 39127940, Winter Garden, FL
  • /3

    $812,990 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,550 Sq Ft

    Ellington Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

    The Ellington is a spacious two-story home offers 3,550 square feet of elegant living, featuring 5 bedrooms and 3.5 bathrooms, along with a generous 3-car garage. The primary suite is conveniently located on the first floor, alongside the laundry for easy access. Upstairs, you’ll find four additional bedrooms and a massive game room—perfect for family fun! Relax and unwind outside under the

    Dream Finders Homes Builder
    0 Avalon Woods St Unit 37162177, Winter Garden, FL
  • /33

    $814,990 New Construction

    • 5 - 6 Beds
    • 4.5 - 5.5 Baths
    • 3,542 Sq Ft

    Duval II Plan at Northlake at Ovation - Traditional, Winter Garden, FL 34787

    The Duval II is a two-story home offering five bedrooms, four full bathrooms, one half bathroom, and a two-car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second-floor loft overlooks the family room below. The private second-floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36450434, Winter Garden, FL 34787
  • /42

    $648,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    TORREY Plan at Waterleigh, Winter Garden, FL 34787

    Waterleigh presents the Torrey, available to build in Winter Garden, Florida. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen

    D.R. Horton Builder
    10482 Atwater Bay Dr Unit 36202695, Winter Garden, FL 34787
  • /71

    $1,499,999

    • 5 Beds
    • 7 Baths
    • 4,283 Sq Ft

    743 Canopy Estates Dr, Winter Garden, FL 34787

    BOM. Buyer decided against stairs. There is a specific kind of silence that exists only within the gated sanctuary of Canopy Oaks. It is the sound of ancient oak leaves stirring in a gentle breeze & the distant, rhythmic splash of a stone fountain. Here, the recipient of the Parade of Homes Grand Award stands as a magnificent testament to what happens when timeless Italian architecture is

    Sean Spencer PREMIER SOTHEBYS INT'L REALTY

    743 Canopy Estates Dr, Winter Garden, FL 34787
  • /44

    $1,075,000

    • 5 Beds
    • 5 Baths
    • 4,324 Sq Ft

    2217 Rickover Place, Winter Garden, FL 34787

    This stunning waterfront model home in the prestigious gated community of Bronson's Landing in Winter Garden, Florida, offers the perfect blend of luxury, comfort, and waterfront living. Step inside to an elegant foyer featuring a custom staircase and a private office, setting the tone for this thoughtfully designed 5-bedroom, 5-full-bath residence with an additional loft, theater room, and

    Michael blank FL PRO BROKERS LLC

    2217 Rickover Place, Winter Garden, FL 34787
  • /97

    $1,290,000

    • 5 Beds
    • 5 Baths
    • 3,458 Sq Ft

    16689 Toccoa Row, Winter Garden, FL 34787

    Luxurious 5-bedroom 5-bathroom home with TWO MASTER SUITES. The primary suite is on the second floor. The second suite is located on the first floor. 8 x 48 Ceramic tile with warm wood-look throughout the entire home. Massive Kitchen Island. Quartz Waterfall for Kitchen Island. Farmhouse Undermount Cast Iron Kitchen Sink. Butler’s Pantry area and Large Walk-in pantry between the Kitchen and

    Charisma Marin CHARISMA REALTY CORP

    16689 Toccoa Row, Winter Garden, FL 34787
  • /48

    $899,990

    • 5 Beds
    • 4 Baths
    • 3,710 Sq Ft

    14327 Wabasso Loop, Winter Garden, FL 34787

    Welcome to this beautifully maintained home located in the highly desirable Independence/Horizon West community of Winter Garden! This spacious home showcases thoughtful upgrades and a bright open layout designed for modern living. The gourmet kitchen is the centerpiece of the home, featuring luxury cabinets, premium finishes, and ample counter space that flow seamlessly into the family and

    Stephanie Li KARDOSH REALTY

    14327 Wabasso Loop, Winter Garden, FL 34787
  • /67

    $850,000

    • 6 Beds
    • 4 Baths
    • 3,708 Sq Ft

    8124 Red Crossbill St, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Buyers Financing Failed... Now available, this Premium 6-bedroom, 4-bath executive home sits on one of the largest lots in the community at .29 acres and features a heated saltwater pool with screened enclosure, cascading waterfall feature, travertine deck, and outdoor speakers for the ultimate Florida lifestyle. From the curb, you’ll be impressed

    Juan Castro REDFIN CORPORATION

    8124 Red Crossbill St, Winter Garden, FL 34787
  • /98

    $1,325,000

    • 5 Beds
    • 4 Baths
    • 4,321 Sq Ft

    12025 Encore at Ovation Way, Winter Garden, FL 34787

    Stunning and beautifully upgraded home located in the highly desirable Winter Garden area, offering the perfect blend of luxury, space, and outdoor living. This impressive residence features a modern open-concept layout with expansive living areas, elegant tile flooring, and abundant natural light throughout. The gourmet kitchen is a true centerpiece, complete with a large quartz island,

    Henry Buitrago NONA LEGACY POWERED BY LA ROSA

    12025 Encore at Ovation Way, Winter Garden, FL 34787
  • /70

    $869,900

    • 5 Beds
    • 4.5 Baths
    • 3,640 Sq Ft

    15518 Honey Mandarin Way, Winter Garden, FL 34787

    Stunning 5-bedroom, 4.5-bath home located in the highly sought-after Highlands at Summerlake Groves in Horizon West. Built in 2018, this spacious two-story residence offers over 3,600 square feet of living space with an open-concept layout, a gourmet kitchen with oversized island, and a large upstairs loft perfect for entertainment or a home office. The primary suite features a walk-in closet and

    Alexandre Zapparoli WRA BUSINESS & REAL ESTATE

    15518 Honey Mandarin Way, Winter Garden, FL 34787
  • /31

    $892,900

    • 5 Beds
    • 2.5 Baths
    • 3,954 Sq Ft

    13412 Fox Glove St, Winter Garden, FL 34787

    Experience refined Florida living in this beautifully enhanced home located within a highly desirable golf course community. Thoughtfully updated, the property offers both style and peace of mind with a roof replaced just five years ago and a recently sealed and painted exterior. Inside, the home is designed for both comfort and entertainment, featuring an immersive surround sound system

    juli onorata CHARLES RUTENBERG REALTY ORLANDO

    13412 Fox Glove St, Winter Garden, FL 34787
  • /54

    $1,150,000

    • 5 Beds
    • 3.5 Baths
    • 4,004 Sq Ft

    14254 Sunridge Blvd, Winter Garden, FL 34787

    Presenting this exquisite modern residence standing alone without neighbors in either side or rear in a neighborhood of almost 150 homes showcasing souring ceilings, designer finishes, and an open-concept living space bathed in natural light. A gourmet kitchen that anchors the home, while expansive glass doors reveal a resort-style screened pool and outdoor lounge. Architecture, luxurious details

    andrea Paulino PAULINO GLOBAL REAL ESTATE

    14254 Sunridge Blvd, Winter Garden, FL 34787
  • /89

    $850,000

    • 5 Beds
    • 3 Baths
    • 3,902 Sq Ft

    15162 Spinnaker Cove Ln, Winter Garden, FL 34787

    Nestled on a premier corner lot within the guard-gated enclave of STONEYBROOK WEST, this stunning 5-bedroom, 3-bathroom residence offers the ultimate Winter Garden lifestyle. The home has been meticulously enhanced over the last two years with modern updates, ensuring a move-in-ready experience for today’s discerning buyer. Inside, the open-concept layout is anchored by a gourmet kitchen

    Daniel Betancourt EXP REALTY LLC

    15162 Spinnaker Cove Ln, Winter Garden, FL 34787
  • /67

    $1,150,000 Open Sat 3PM - 5PM

    • 5 Beds
    • 4 Baths
    • 3,617 Sq Ft

    16006 Gilden Way, Winter Garden, FL 34787

    Exquisite! Enjoy the experience of living in the finest of modern luxury in this "architecturally" designed estate. Situated in one of the Top Rated communities in Winter Garden, at Encore Ovation, on a 0.38-acre premium lot. Boasting over $200,000 in QUALITY UPGRADES, this residence features, five bedrooms and four bathrooms. Step onto the elegant 48 X 48 ceramic tiling that flows throughout the

    Renee Rodriguez COLDWELL BANKER REALTY

    16006 Gilden Way, Winter Garden, FL 34787
  • /53

    $829,000

    • 5 Beds
    • 4 Baths
    • 3,623 Sq Ft

    15373 Lake Killarney Ct, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Stunning brand-new, energy-efficient home in the desirable Hamlin community of Winter Garden. This spacious 5-bed + Bonus Room, 4-bath, 3,700+ sq ft property sits on a cul-de-sac corner lot and features an open layout with 10-ft ceilings, Ceramic flooring, a built-in electric fireplace, and upgraded 3-panel sliding doors that fully open to the

    Erica Diaz HOMEVEST REALTY

    15373 Lake Killarney Ct, Winter Garden, FL 34787
  • /71

    $790,000 Open Sat 11AM - 2PM

    • 5 Beds
    • 3 Baths
    • 3,196 Sq Ft

    17326 Bal Harbour Dr, Winter Garden, FL 34787

    Stunning lake-view home in Waterside at Johns Lake, overlooking Lake Avalon in Winter Garden! This spacious 5-bedroom, 3-bath residence offers 3,196 sq ft of open-concept living with a desirable downstairs primary suite featuring a spacious, well-appointed bathroom along with a customized walk-in closet. A second downstairs bedroom is paired with a beautifully RECENTLY renovated full bath

    Rema Perras CORCORAN PREMIER REALTY

    17326 Bal Harbour Dr, Winter Garden, FL 34787
  • /28

    $949,900

    • 6 Beds
    • 3.5 Baths
    • 4,181 Sq Ft

    14187 Jomatt Loop, Winter Garden, FL 34787

    Rare opportunity to own a 6-bedroom, 4,181 sq ft home with water views in Winter Garden's Cypress Reserve community. Built in 2019, this spacious residence sits on a premium homesite with expanded distance from neighboring properties, providing privacy rarely found in newer construction neighborhoods.The home features a gourmet kitchen with two oversized islands, ideal for entertaining and

    Kelly Roth ELEVATE REAL ESTATE BROKERS

    14187 Jomatt Loop, Winter Garden, FL 34787
  • /47

    $2,200,000

    • 6 Beds
    • 7 Baths
    • 5,524 Sq Ft

    16077 Barkly Ridge Ct, Winter Garden, FL 34787

    THE BEST OF AVALON RIDGE. FULLY UPGRADED. DESIGNER-CURATED. UNMATCHED.Welcome to one of the most exceptional residences in Avalon Ridge, a 2024-built estate that sets the standard for luxury living. Offered at $2,200,000, this is not just another home in the neighborhood, it is the benchmark: the most upgraded, most refined, and most thoughtfully designed.Spanning a grand two-story

    Dianna Desboyaux DOUGLAS ELLIMAN

    16077 Barkly Ridge Ct, Winter Garden, FL 34787
  • /63

    $2,350,000

    • 5 Beds
    • 5 Baths
    • 4,072 Sq Ft

    7701 Summerlake Pointe Blvd, Winter Garden, FL 34787

    Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living. Step inside to discover an open, sunlit space connecting the living room, dining area, and chef's

    Vanessa Ferreira WRA BUSINESS & REAL ESTATE

    7701 Summerlake Pointe Blvd, Winter Garden, FL 34787
  • /80

    $1,100,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 4 Baths
    • 3,556 Sq Ft

    15226 Sunset Overlook Cir, Winter Garden, FL 34787

    Welcome to this Beautifully Custom-Designed David Weekley home, built in 2023 and meticulously maintained in the Overlook portion of Johns Lake Pointe offering over 3,500 square feet of thoughtfully designed living space on an oversized lot. From the moment you step inside, you’re greeted by luxury vinyl plank flooring, expansive 10-foot ceilings, and abundant natural light that create a warm yet

    T.J. ODonnell CHARLES RUTENBERG REALTY ORLANDO

    15226 Sunset Overlook Cir, Winter Garden, FL 34787
  • /54

    $1,398,500

    • 5 Beds
    • 3.5 Baths
    • 3,097 Sq Ft

    243 Zachary Wade St, Winter Garden, FL 34787

    Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright

    Alexis Anderson REGENCY REAL ESTATE LLC

    243 Zachary Wade St, Winter Garden, FL 34787
  • /60

    $740,000

    • 5 Beds
    • 3 Baths
    • 3,605 Sq Ft

    650 Setting Sun Dr, Winter Garden, FL 34787

    Invite your buyers to discover this beautiful 5-bedroom, 3-bath home offering 3,605 square feet of living space, freshly painted with a brand-new roof installed in 2025. The spacious open-concept kitchen flows seamlessly into the main living areas, creating the perfect space for everyday living and entertaining. Step outside to an oversized back porch, ideal for enjoying Florida’s year-round

    Nicholas Leloudis LAKESIDE REALTY WINDERMERE INC

    650 Setting Sun Dr, Winter Garden, FL 34787
  • /42

    $1,099,000

    • 5 Beds
    • 4.5 Baths
    • 4,661 Sq Ft

    14766 Ellingsworth Ln, Winter Garden, FL 34787

    Welcome to this beautifully upgraded 5 bedroom, 4 and a half bath pool and spa home located in the highly desirable, fully gated community of Oxford Chase! Zoned for top-rated schools, this home offers the perfect combination of luxury, privacy, and energy efficiency. This spacious residence features a 3-car garage, paver driveway, and impressive curb appeal. Inside, you’ll find thoughtfully

    Jenna Palmero COLDWELL BANKER REALTY

    14766 Ellingsworth Ln, Winter Garden, FL 34787
  • /36

    $674,990

    • 5 Beds
    • 3 Baths
    • 2,812 Sq Ft

    1209 Castleport Rd, Winter Garden, FL 34787

    Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5

    Angela Magac THE PROPERTY STOP LLC

    1209 Castleport Rd, Winter Garden, FL 34787
  • /57

    $1,195,000

    • 5 Beds
    • 4 Baths
    • 4,026 Sq Ft

    17588 Lake Star Rd, Winter Garden, FL 34787

    Welcome to this exceptional five-bedroom, four-bathroom home situated on Lake Star in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. This Ashton Woods "Superior" floor plan has been upgraded to include a downstairs 5th Bedroom and 4th

    Dee Lund COLDWELL BANKER REALTY

    17588 Lake Star Rd, Winter Garden, FL 34787
  • /7

    $687,000

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

    16283 Honey Harvest St, Winter Garden, FL 34787

    Move right into this beautiful Baldwin model in Harvest at Ovation, where modern design, spacious living, and an unbeatable location come together in one exceptional home. Step inside this charming residence and discover a welcoming layout designed for everyday comfort. Just off the foyer, a private secondary bedroom suite features its own full bathroom and a spacious storage closet, perfect for

    Leidy Sanquiz ROMAN'S PRO REALTY LLC

    16283 Honey Harvest St, Winter Garden, FL 34787
  • /62

    $1,350,000 Open Sat 11AM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,490 Sq Ft

    671 Canopy Estates Dr, Winter Garden, FL 34787

    Canopy Oaks, located in Winter Garden, Florida, is a unique blend of high-end luxury homes and suburban tranquillity. This gated enclave, developed by the distinguished home builder A.R. Bailey, features 49 classic estates. The meticulously crafted community is designed to cater to the specific needs and desires of homeowners, and includes a scenic nature trail, a children’s play park, and a

    Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

    671 Canopy Estates Dr, Winter Garden, FL 34787
  • /14

    $750,000

    • 7 Beds
    • 3 Baths
    • 2,293 Sq Ft

    721 Foster Ave, Winter Garden, FL 34787

    ATTENTION INVESTORS! Rare opportunity to own a fully occupied triplex in the heart of Winter Garden. Located within walking distance to the popular Plant Street district with its vibrant shops, restaurants, and entertainment. This true triplex sits on an oversized lot and features three renovated units with reliable tenants. Each unit is individually metered for electricity, and the property is

    Monica Perlas COLDWELL BANKER REALTY

    721 Foster Ave, Winter Garden, FL 34787
  • /63

    $1,199,900 Open Sat 10AM - 12PM

    • 5 Beds
    • 4.5 Baths
    • 4,001 Sq Ft

    441 Courtlea Oaks Blvd, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing

    Jennifer Coon LAKESIDE REALTY WINDERMERE INC

    441 Courtlea Oaks Blvd, Winter Garden, FL 34787
  • /73

    $699,500

    • 5 Beds
    • 4 Baths
    • 2,840 Sq Ft

    16167 Hampton Crossing Dr, Winter Garden, FL 34787

    Welcome to 16167 Hampton Crossing Drive, a beautifully maintained 5-bedroom, 4-bathroom home built in 2017 and cared for by its original owners. Designed for modern living, the home offers functional spaces, contemporary finishes, and a truly move-in-ready feel. Inside, the home opens to a bright, welcoming layout with an open floor plan designed for both everyday comfort and effortless

    Abby Greenberg COMPASS FLORIDA LLC

    16167 Hampton Crossing Dr, Winter Garden, FL 34787
  • /58

    $1,540,000

    • 6 Beds
    • 5.5 Baths
    • 4,451 Sq Ft

    16826 Broadwater Ave, Winter Garden, FL 34787

    Meticulously updated and move-in ready, this stunning residence is located in the highly sought-after gated community of Waterside in Winter Garden. Designed with both luxury and functionality in mind, the home features a desirable first-floor primary suite boasting an expansive en-suite bath with dual sinks and two custom-organized walk-in closets. The main level also includes a guest bedroom

    Ye Kang ONE STOP SERVICE REALTY INC

    16826 Broadwater Ave, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 4

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$575,000
Median Single Family Sale Price
$628,932
Median Townhouse Sale Price
$448,295
Median 2 Bedroom Sale Price
$227,497
Median 1 Bedroom Sale Price
$228,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
671
Last 12 months Home Sales
1,871
Months of Supply
4.30
Median List Price
$599,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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