Winter Garden, FL Homes

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  $474,990

  • 3 Beds
  • 2.5 Baths
  • 2,070 Sq Ft

  16396 Prairie School Dr, Winter Garden, FL 34787

  Step into this exceptionally maintained corner townhome, built in 2021, filled with natural light and thoughtful upgrades throughout. With 3 bedrooms, 2.5 bathrooms, a flexible first-floor space perfect for a home office, and a cozy second-floor loft, this home adapts seamlessly to your lifestyle.The chef-ready kitchen features a butler’s pantry with an extra sink, ideal for entertaining or

  Carly Ruecker DENIZ REALTY PARTNERS LLC

  16396 Prairie School Dr, Winter Garden, FL 34787
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  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft
  • Townhouse for Rent

  10030 Salt Point Dr, Winter Garden, FL 34787

  Bright and spacious 3 bed 2.5 bathroom townhome in the beautiful and highly desirable Waterleigh community in Horizon West! This lovely home boasts a ceramic tiled first floor with a kitchen and living room great space and a half bath on the first floor. The second floor is completely carpeted and houses all three bedrooms, two full bathrooms and the laundry room. This beautiful home is move-in

  Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

  10030 Salt Point Dr, Winter Garden, FL 34787
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  $2,775,000 Sold Apr 27, 2026

  17737 Deer Isle Cir, Winter Garden, FL 34787

  • 5 Beds
  • 5 Baths
  • 4,886 Sq Ft
  • Built 2015

  Last Sold Summary

  • 6% Below List Price
  • $568/SF
  • 32 Days On Market

  Current Estimated Value $2,599,915

  Last Listing Agent Candace Cassidy PREMIER SOTHEBY'S INTL. REALTY

  17737 Deer Isle Cir, Winter Garden, FL 34787
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  Est $453,303 Not Listed For Sale

  15624 Orange Harvest Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,422 Sq Ft
  • Built 2017

  15624 Orange Harvest Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 13% Above List Price
  • $166/SF
  • 124 Days On Market

  • Last Sold Price $401,000
  • Oct 31, 2023

  Last Listing Agent Nick Mandiola EXP REALTY LLC
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  $1,199,900

  • 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
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  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft
  • Condo for Rent

  14200 Avalon Rd Unit 431, Winter Garden, FL 34787

  Spacious two-bedroom two full bath condo for rent. Master Bedroom includes private covered patio, walk in closet, stand up shower, and separate bathtub. Large second bedroom with private bathroom and closet. Extended patio with access to the patio from the living room and 2nd bedroom. Washer and dryer in unit. The building features a pool with spa, covered garage, gym, and theater room. The lobby

  14200 Avalon Rd Unit 431, Winter Garden, FL 34787
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  $1,338,000 Sold Jun 12, 2025

  14906 Speer Lake Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,640 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Below List Price
  • $368/SF
  • 19 Days On Market

  Current Estimated Value $1,296,172

  Last Listing Agent Maria Ubillus FOLIO REALTY LLC

  14906 Speer Lake Dr, Winter Garden, FL 34787
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  Est $1,089,054 Not Listed For Sale

  820 Civitas Way, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,684 Sq Ft
  • Built 2017

  820 Civitas Way, Winter Garden, FL 34787

  Last Sold Summary

  • 13% Below List Price
  • $466/SF
  • 4 Days On Market

  • Last Sold Price $1,250,000
  • Dec 01, 2023

  Last Listing Agent Ashley Boyd BHHS FLORIDA REALTY
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  $310,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  14501 Grove Resort Ave Unit 1518, Winter Garden, FL 34787

  BEST VIEW IN THE ENTIRE RESORT! A rare opportunity to own a beautifully appointed 5th-floor, 2-bedroom, 2-bath luxury residence in the MAIN BUILDING at The Grove Resort & Water Park—offering breathtaking, UNOBSTRUCTED PANORAMIC VIEWS of LAKE AUSTIN and the SPRING POOLS. This exceptional condo features an open, light-filled floor plan and a private screened balcony, creating the perfect setting to

  Edit Gabor FLORIDA CAPITAL REALTY

  14501 Grove Resort Ave Unit 1518, Winter Garden, FL 34787
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  $2,200 per month

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • Townhouse for Rent

  15327 Oak Apple Ct Unit 8B, Winter Garden, FL 34787

  BEAUTIFUL TOWN HOUSE , GATED, IN GOOD CONDITIONS, 3 BED, 2 .5 BATH, 2 CAR GARAGE COVERED PLUS 2 IN DRIVEWAY, EXCELLENT LOCACTIONS IN WINTER GARDEN!!!

  Lidia Lo Monaco AGENT TRUST REALTY CORPORATION

  15327 Oak Apple Ct Unit 8B, Winter Garden, FL 34787
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  $429,990 Sold Sep 03, 2025

  9410 Bolshoi Aly, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,691 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $254/SF
  • 12 Days On Market

  Current Estimated Value $427,297

  9410 Bolshoi Aly, Winter Garden, FL 34787
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  Est $791,080 Not Listed For Sale

  827 Civitas Way, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,185 Sq Ft
  • Built 2017

  827 Civitas Way, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Above List Price
  • $355/SF
  • 3 Days On Market

  • Last Sold Price $776,000
  • Jul 03, 2023

  Last Listing Agent Thomas McNamara EXP REALTY LLC
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  $849,000

  • 4 Beds
  • 3 Baths
  • 2,122 Sq Ft

  11243 Pixie Mandarin Ct, Winter Garden, FL 34787

  Stunning Home in Winter Garden – Prime Location! Welcome to this beautiful and meticulously maintained home located in the highly desirable Winter Garden area. This exceptional property offers the perfect blend of comfort, elegance, and modern convenience, with premium upgrades throughout. Featuring 4 bedrooms and 3 full bathrooms, the home is thoughtfully designed for both everyday living and

  Joao De Souza Freitas, Jr WRA BUSINESS & REAL ESTATE

  11243 Pixie Mandarin Ct, Winter Garden, FL 34787
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  $2,250 per month

  • 2 Beds
  • 2.5 Baths
  • 1,293 Sq Ft
  • Wonderful 2/2 Daniels Landing Townhome

  233 Deepcove Rd, Winter Garden, FL 34787

  Two bedroom Townhome located in the subdivision of Daniels Landing. Community is gated with a pool, playground and great walking path. Basic cable, basic internet and lawn care are included in the rent. Home has tile throughout the downstairs, a large eat in kitchen and a half bath. This end unit offers a private patio and garage. Located minutes from Winter Garden Village, the 429 and

  233 Deepcove Rd, Winter Garden, FL 34787
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  $535,999 Sold Jul 03, 2025

  13054 Serene Glade Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,078 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Below List Price
  • $258/SF
  • 470 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  13054 Serene Glade Rd, Winter Garden, FL 34787
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  Est $407,460 Not Listed For Sale

  7368 Duxbury Ln, Winter Garden, FL 34787

  • 2 Beds
  • 2.5 Baths
  • 1,780 Sq Ft
  • Built 2017

  7368 Duxbury Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Above List Price
  • $225/SF
  • 60 Days On Market

  • Last Sold Price $400,000
  • Nov 21, 2023

  Last Listing Agent Ken Rose BEACH AVENUE BROKERS
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  $299,999

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

  14501 Grove Resort Ave Unit 3229, Winter Garden, FL 34787

  Are you looking for some of the best amenities that the Orlando area has to offer? You will find them at the Grove Resort and Waterpark. This is a short term rental complex. Amenities include 3 pools, a waterpark, a fitness center, a boat dock and water activities with access to Lake Austin, multiple on-site restaurants and bars, a game room, glow-in-the-dark golf, and much more. You will benefit

  Ellie Chan RE/MAX Aerospace Realty

  14501 Grove Resort Ave Unit 3229, Winter Garden, FL 34787
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  $1,570 per month

  • 2 Beds
  • 2 Baths
  • 930 Sq Ft
  • Townhouse for Rent

  314 Douglas Way Unit 900, Winter Garden, FL 34787

  Spacious 2-bedroom, 2-bath end-unit duplex located in the well-situated Townhomes of Winter Garden community. This unit offers a practical and comfortable layout with generously sized bedrooms, two full bathrooms, and the added privacy of an end-unit location. Hard-surface flooring runs throughout the home, featuring ceramic tile and laminate for easy maintenance and a clean, modern feel. A

  Melquisedec Martins NOVA REAL ESTATE SERVICES INC

  314 Douglas Way Unit 900, Winter Garden, FL 34787
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  $899,000 Sold Nov 26, 2025

  5115 Citrus Leaf Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,453 Sq Ft
  • Built 2025

  Last Sold Summary

  • $260/SF

  Current Estimated Value $897,253

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  5115 Citrus Leaf Blvd, Winter Garden, FL 34787
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  Est $450,480 Not Listed For Sale

  15575 Blackbead St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft
  • Built 2017

  15575 Blackbead St, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $258/SF
  • 63 Days On Market

  • Last Sold Price $460,000
  • Dec 20, 2024

  Last Listing Agent Diana Basch Connery MS LAND & BUILDING LLC
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  $778,531 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,689 Sq Ft

  13259 Serene Glade Rd, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Under Construction. Discover the allure of the Horizon West area and the vibrant pulse of Downtown Orlando, where Dream Finders Homes proudly presents Serenade at Ovation. Nestled amidst picturesque lakes and pristine conservation areas, our collection of award-winning single-family homes and contemporary townhomes beckons you. Embracing the essence

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  13259 Serene Glade Rd, Winter Garden, FL 34787
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  $1,750 per month

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Townhouse for Rent

  165 Windtree Ln, Winter Garden, FL 34787

  Wonderful Windtree Gardens! Renovated 2 brm 2 bath 1st floor unit with screen enclosed balcony. No carpet in unit. Unit has 2 assigned parking spots, washer /dryer. Close to bus lines, shopping & restaurants. Requirements are 600+ credit score and income 2.5 times rent with no evictions on record. Section 8 OK. Application fee $75 per adult and security deposit = to 1 months rent. Applications

  165 Windtree Ln, Winter Garden, FL 34787
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  $459,990 Sold Nov 26, 2025

  15505 Bay Bridge St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,833 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $251/SF
  • 6 Days On Market

  Current Estimated Value $450,000

  15505 Bay Bridge St, Winter Garden, FL 34787
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  Est $1,541,419 Not Listed For Sale

  15674 Marina Bay Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 4,333 Sq Ft
  • Built 2017

  15674 Marina Bay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $365/SF
  • 117 Days On Market

  • Last Sold Price $1,580,000
  • Oct 13, 2023

  Last Listing Agent Nick Whitehouse RE/MAX
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  $955,893 Pending

  • 6 Beds
  • 4 Baths
  • 4,236 Sq Ft

  Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. ARLINGTON bonus with 6 Bedrooms. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  Winter Garden, FL 34787
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  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,688 Sq Ft
  • House for Rent

  12154 Plumpton Dr, Winter Garden, FL 34787

  Beautiful Home for Rent in Winter Garde Fl.Looking for the perfect place to call home? This spacious and modern property in Winter Garden, Fl has everything you need!Features: 3 comfortable bedrooms, 2 full bathrooms plus 1 half bath. Bright and open living spaces, fully equipped kitchen, private back yard perfect for relaxing or entertaining.Enjoy Florida living at its best in

  Luis Montoya Tua LA ROSA REALTY LLC

  12154 Plumpton Dr, Winter Garden, FL 34787
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  $1,600,000 Sold Dec 02, 2025

  16629 Broadwater Ave, Winter Garden, FL 34787

  • 5 Beds
  • 5 Baths
  • 4,048 Sq Ft
  • Built 2016

  Last Sold Summary

  • 20% Below List Price
  • $395/SF
  • 220 Days On Market

  Current Estimated Value $1,613,376

  Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

  16629 Broadwater Ave, Winter Garden, FL 34787
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  Est $433,811 Not Listed For Sale

  11067 Suspense Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 1,992 Sq Ft
  • Built 2017

  11067 Suspense Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Above List Price
  • $216/SF
  • 21 Days On Market

  • Last Sold Price $430,000
  • Aug 07, 2023

  Last Listing Agent Luis Gonzalez COLDWELL BANKER REALTY
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  $459,995 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  Rinker Plan at Westhaven at Ovation - Townes Collection, Winter Garden, FL 34787

  The Rinker's inviting stepped covered porch and welcoming foyer reveal views to the expansive great room, lovely casual dining area, and desirable courtyard beyond. The well-appointed kitchen is complete with a large center island with breakfast bar, plenty of counter and cabinet space, and ample pantry. The marvelous primary bedroom suite is highlighted by a huge walk-in closet and spa-like

  Toll Brothers, Inc. Builder

  14030 Lochend St Unit 39178478, Winter Garden, FL 34787
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  $3,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,781 Sq Ft
  • House for Rent

  12513 Encore at Ovation Way, Winter Garden, FL 34787

  Gas Community, Master bedroom on the second floor. Located in the heart of Orlando's attractions, our new construction homes in Winter Garden provide a unique opportunity to live where you vacation. Encore at Ovation offers quick access to 429 via the 1.6-mile extension of Western Way, making it the most connected location in Village I. Our community's stellar location to nearby 192, World Drive,

  12513 Encore at Ovation Way, Winter Garden, FL 34787
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  $860,000 Sold Jun 23, 2025

  Unlisted Address

  • 4 Beds
  • 3 Baths
  • 3,555 Sq Ft
  • Built 2023

  Last Sold Summary

  • $242/SF

  Current Estimated Value $842,126

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  Unlisted Address
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  Est $560,026 Not Listed For Sale

  15609 Signature Dr, Winter Garden, FL 34787

  • 6 Beds
  • 3 Baths
  • 2,714 Sq Ft
  • Built 2013

  15609 Signature Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Above List Price
  • $204/SF
  • 49 Days On Market

  • Last Sold Price $555,000
  • Feb 21, 2025

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC
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  $750,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,858 Sq Ft

  13001 Harvest Rain Ave, Winter Garden, FL 34787

  Under Construction. What's Special: East Facing Lot | Large Kitchen Island | Gourmet Kitchen | Covered Extended Lanai. New Construction - April Completion! Built by America's Most Trusted Home Builder. Welcome to the Ozark at 13001 Harvest Rain Avenue, a thoughtfully designed new home that blends comfort and functionality. A gallery style foyer welcomes you inside and leads to a hallway featuring

  Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

  13001 Harvest Rain Ave, Winter Garden, FL 34787
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  $2,650 per month

  • 3 Beds
  • 2.5 Baths
  • 1,567 Sq Ft
  • Townhouse for Rent

  13465 Sagestone Dr, Winter Garden, FL 34787

  Discover this beautifully crafted, townhouse located in the highly desirable Waterleigh community of Winter Garden. The thoughtfully designed kitchen, seamlessly connected to a spacious living and dining area, features a granite island, 42-inch cabinetry, stainless steel appliances, and a generously sized pantry.Rent includes maintenance of all common areas, providing added convenience and

  Marcelo Moura DOUBLE M GROUP COMPANY

  13465 Sagestone Dr, Winter Garden, FL 34787
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  $443,000 Sold Jul 21, 2025

  6418 Tabebuia Pkwy, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,683 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $263/SF
  • 78 Days On Market

  Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

  6418 Tabebuia Pkwy, Winter Garden, FL 34787
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  Est $975,247 Not Listed For Sale

  1657 Amsel Falls Park Terrace, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 3,740 Sq Ft
  • Built 2017

  1657 Amsel Falls Park Terrace, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Above List Price
  • $254/SF
  • 38 Days On Market

  • Last Sold Price $950,000
  • Dec 29, 2023

  Last Listing Agent Tara Moore TARA MOORE REAL ESTATE
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  $709,990 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,515 Sq Ft

  6309 Wild Persimmon Way, Winter Garden, FL 34787

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  6309 Wild Persimmon Way, Winter Garden, FL 34787
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  $1,650 per month

  • 3 Beds
  • 2 Baths
  • Available Now in Winter Garden

  376 Douglas Way, Winter Garden, FL 34787

  Available to rent in the heart of Winter Garden! This 3-bedroom, 2-bathroom condo is located in the Townhomes of Winter Garden community that features a community pool, quick access to major roadways, minutes from the charm and dining of Downtown Winter Garden and the scenic West Orange Trail, perfect for biking, walking, and outdoor recreation.

  376 Douglas Way, Winter Garden, FL 34787
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  $540,000 Sold Jul 07, 2025

  1013 Glensprings Ave, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $321/SF
  • 47 Days On Market

  Current Estimated Value $514,934

  Last Listing Agent Jenny Ramirez COLDWELL BANKER REALTY

  1013 Glensprings Ave, Winter Garden, FL 34787
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  Est $614,460 Not Listed For Sale

  15503 Marina Bay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,477 Sq Ft
  • Built 2016

  15503 Marina Bay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $254/SF
  • 17 Days On Market

  • Last Sold Price $630,000
  • Dec 23, 2024

  Last Listing Agent Alreyas Baksh RIO HOMES AND INVESTMENTS LLC

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