Winter Garden, FL Homes

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  $782,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,291 Sq Ft

  Tidewater With Bonus Plan at Avalon Woods - 60' Homesites, Winter Garden, FL

  The Tidewater with Bonus floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 3.5 bathrooms. Spanning 3,289 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37162284, Winter Garden, FL
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  $2,950 per month

  • 3 Beds
  • 2.5 Baths
  • 1,825 Sq Ft
  • Townhouse for Rent

  7245 Half Moon Lake Dr, Winter Garden, FL 34787

  Spacious 3-bedroom, 2.5-bathroom townhome with a 15’ x 16’ bonus room on third floor located in the highly desirable Lakeview Pointe community. This three-story home offers the comfort and space of a single-family residence without the maintenance. The open and functional floor plan features a well-appointed kitchen with granite countertops, wood cabinetry, and a breakfast bar overlooking the

  Mulcy Tenorio FLORIDA CONNEXION PROPERTIES

  7245 Half Moon Lake Dr, Winter Garden, FL 34787
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  $783,000 Sold May 27, 2025

  Unlisted Address

  • 4 Beds
  • 3.5 Baths
  • 2,962 Sq Ft
  • Built 2018

  Last Sold Summary

  • $264/SF

  Current Estimated Value $799,377

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

  Unlisted Address
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  /23

  Est $455,962 Not Listed For Sale

  8040 Bluejack Oak Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,738 Sq Ft
  • Built 2018

  8040 Bluejack Oak Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 5% Below List Price
  • $276/SF
  • 8 Days On Market

  • Last Sold Price $480,000
  • May 29, 2024

  Last Listing Agent Lee Goldberg COLDWELL BANKER REALTY
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  $649,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,235 Sq Ft

  Anna Maria Plan at Avalon Woods - 50' Homesites, Winter Garden, FL

  The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large

  Dream Finders Homes Builder

  0 Avalon Woods St Unit 37123076, Winter Garden, FL
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  $2,791 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,441 Sq Ft
  • Condo for Rent

  15098 Lebeau Loop Unit House, Winter Garden, FL 34787

  Spacious 4-bedroom, 2.5-bath single family home in Winter Garden, FL — built in 2021.Utilities are billed as a simple, predictable flat $327/month Utility Fee that covers water, electricity, trash, recycling, and HOA — one easy bundle, no surprises. 2,439 sq ft of modern living space with open floor plan.Community highlights:- Beautiful community pool and Splash Pad-

  15098 Lebeau Loop Unit House, Winter Garden, FL 34787
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  $200,000 Sold Mar 27, 2026

  1010 Stucki Terrace, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft
  • Built 1987

  Last Sold Summary

  • 13% Below List Price
  • $203/SF
  • 247 Days On Market

  Current Estimated Value $203,738

  Last Listing Agent Andrew Philippone INDEPENDENCE REALTY GROUP LLC

  1010 Stucki Terrace, Winter Garden, FL 34787
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  Est $715,780 Not Listed For Sale

  15237 Honeybell Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,845 Sq Ft
  • Built 2018

  15237 Honeybell Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $257/SF
  • 117 Days On Market

  • Last Sold Price $730,000
  • Dec 29, 2023

  Last Listing Agent Kimberly Ann Zeidner, LLC CHARLES RUTENBERG REALTY ORLANDO
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  $611,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,235 Sq Ft

  Anna Maria Plan at Hamlin Meadows - 50' Homesites, Winter Garden, FL

  The Anna Maria floorplan is a thoughtfully designed one-story home featuring four bedrooms and two and a half bathrooms, perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large

  Dream Finders Homes Builder

  0 Hamlin Meadows St Unit 39127934, Winter Garden, FL
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  $2,750 per month

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

  12118 Plumpton Dr, Winter Garden, FL 34787

  Welcome to this beautifully designed 3-bedroom, 2.5-bath townhome located in the highly desirable Encore at Ovation community in Winter Garden’s Horizon West area. Built in 2024, this modern residence offers a thoughtfully designed open-concept floor plan, perfect for both everyday living and entertaining. The main level features a spacious living and dining area that flows seamlessly into a

  Mridula Mehta CALL IT CLOSED INTL REALTY

  12118 Plumpton Dr, Winter Garden, FL 34787
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  $700,000 Sold Jul 11, 2025

  14132 Murcott Blossom Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,726 Sq Ft
  • Built 2015

  Last Sold Summary

  • 3% Below List Price
  • $257/SF
  • 203 Days On Market

  Current Estimated Value $694,932

  Last Listing Agent Yair Burac Rodriguez REALTY OF AMERICA

  14132 Murcott Blossom Blvd, Winter Garden, FL 34787
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  /2

  Est $417,621 Not Listed For Sale

  11091 Suspense Dr, Winter Garden, FL 34787

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

  11091 Suspense Dr, Winter Garden, FL 34787

  Last Sold Summary

  • $210/SF
  • 81 Days On Market

  • Last Sold Price $418,000
  • Sep 30, 2024

  Last Listing Agent Deepak Gupta PREFERRED REAL ESTATE BROKERS
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  $645,990 New Construction

  • 3 - 4 Beds
  • 2 - 3 Baths
  • 2,066 Sq Ft

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

  The Douglas II is a one-story home offering three bedrooms, two full bathrooms, and a two-car garage. The open-concept layout connects the kitchen to the great room, creating a spacious and bright central living space. A private primary suite offers comfort and seclusion, while an oversized laundry room and a large, covered lanai enhance everyday functionality and outdoor living. Thoughtful

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36470845, Winter Garden, FL 34787
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  $2,185 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Townhouse for Rent

  1007 Butterfly Blvd, Winter Garden, FL 34787

  -Conveniently located by major highways, stores, restaurants, shopping centers, Winter Garden Village, medical centers, and great schools-4 parking spaces located right in front of the townhome providing easy access-Large master bedroom with ensuite bathroom-New dishwasher-Community pool-First month, last month, and security deposit required

  1007 Butterfly Blvd, Winter Garden, FL 34787
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  $453,351 Sold Apr 15, 2026

  13343 Peaceful Melody Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • $276/SF
  • 7 Days On Market

  Dream Finders Homes Serenade at Ovation - Townhomes

  13343 Peaceful Melody Dr, Winter Garden, FL 34787
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  /19

  Est $446,624 Not Listed For Sale

  15492 Blackbead St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,762 Sq Ft
  • Built 2018

  15492 Blackbead St, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $261/SF
  • 10 Days On Market

  • Last Sold Price $460,000
  • Feb 15, 2024

  Last Listing Agent Gary Cohl COLDWELL BANKER REALTY
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  $1,499,999 Pending

  • 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
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  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft
  • House for Rent

  10432 Austrina Oak Loop, Winter Garden, FL 34787

  FOR RENT – LIKE NEW! Move-in ready and ideal for those seeking comfort, convenience, and an exceptional lifestyle in one of Winter Garden’s most desirable communities.Beautiful 3-bedroom, 2.5-bath home with a spacious loft and attached 2-car garage, located in the final phase of the highly sought-after Watermark community. This energy-efficient, Energy Star certified property offers excellent

  Denise Batista ALLUX REAL ESTATE LLC

  10432 Austrina Oak Loop, Winter Garden, FL 34787
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  $900,000 Sold Aug 26, 2025

  14415 Lake Huckleberry Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1979

  Last Sold Summary

  • 18% Below List Price
  • $709/SF
  • 151 Days On Market

  Current Estimated Value $806,290

  Last Listing Agent Rob Rahter STOCKWORTH REALTY GROUP

  14415 Lake Huckleberry Ln, Winter Garden, FL 34787
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  Est $805,685 Not Listed For Sale

  14228 Colonial Pointe Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,894 Sq Ft
  • Built 2017

  14228 Colonial Pointe Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Above List Price
  • $276/SF
  • 47 Days On Market

  • Last Sold Price $800,000
  • Nov 27, 2023

  Last Listing Agent Kari Fleck THE REAL ESTATE COLLECTION LLC
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  $899,990 Open Sun 12PM - 4PM

  • 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
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  /11

  $2,549 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,235 Sq Ft
  • House for Rent

  215 S Boyd St, Winter Garden, FL 34787

  Live where charm meets convenience at 215 S Boyd Street in beautiful Winter Garden! This newly renovated home is move-in ready and designed with modern living in mind featuring brand-new appliances and a washer and dryer included for your comfort and ease.Step outside and you're just a short walk from the heart of Downtown Winter Garden, where you can enjoy trendy restaurants, boutique

  215 S Boyd St, Winter Garden, FL 34787
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  $641,000 Sold Apr 30, 2026

  2425 Prairie View Dr, Winter Garden, FL 34787

  • 5 Beds
  • 3 Baths
  • 3,524 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $182/SF
  • 65 Days On Market

  Current Estimated Value $683,747

  Last Listing Agent Amaal Barakat KELLER WILLIAMS ADVANTAGE III

  2425 Prairie View Dr, Winter Garden, FL 34787
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  Est $640,449 Not Listed For Sale

  10289 Spring Shores Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,840 Sq Ft
  • Built 2018

  10289 Spring Shores Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $231/SF
  • 153 Days On Market

  • Last Sold Price $655,000
  • Oct 02, 2024

  Last Listing Agent Daniela Gomes WRA BUSINESS & REAL ESTATE
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  /22

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft

  1040 Maxey Dr, Winter Garden, FL 34787

  Some properties check a box. This one opens a door.This 3-bed, 2-bath home in the heart of Winter Garden is more than a place to live. It's a wealth-building opportunity sitting in plain sight. The floor plan sets up beautifully for a duplex conversion: a 1/1 in the front and a 2/1 in the back. Live in one side and let your tenant cover the mortgage, or rent both and start building cash flow

  Phat Nguyen LPT REALTY, LLC

  1040 Maxey Dr, Winter Garden, FL 34787
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  $3,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,971 Sq Ft
  • Townhouse for Rent

  1220 Priory Cir, Winter Garden, FL 34787

  WHERE MODERN MEETS ELEGANCE. AMAZING TOWNHOUSE in Winter Garden, FL. 3 BEDS, 2.5 BATHS, 2 CAR GARAGE, WITH LOFT. The LARGEST FLOOR PLAN in The Westbrook Community . GRANITE AND STAINLESS STEEL in the kitchen. Gorgeous Farm style sink. Very spacious bedrooms. Oversized master bedroom with 2 walk in closets and the master bath features double sinks and a walk in shower. The unit also features a

  Maria Ubillus FOLIO REALTY LLC

  1220 Priory Cir, Winter Garden, FL 34787
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  $570,000 Sold Jan 27, 2026

  15107 Kirsty Aly, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,292 Sq Ft
  • Built 2017

  Last Sold Summary

  • 3% Below List Price
  • $249/SF
  • 17 Days On Market

  Last Listing Agent Raphael Sena Oliveira de Sena KAZA REAL ESTATE LLC

  15107 Kirsty Aly, Winter Garden, FL 34787
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  Est $612,150 Not Listed For Sale

  5506 New Independence Pkwy, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,369 Sq Ft
  • Built 2013

  5506 New Independence Pkwy, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Above List Price
  • $251/SF
  • 17 Days On Market

  • Last Sold Price $595,000
  • Oct 11, 2024

  Last Listing Agent Charles Harder REAL BROKER, LLC
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  $765,990 New Construction

  • 4 - 6 Beds
  • 3.5 - 5.5 Baths
  • 3,074 Sq Ft

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

  The Griffin II is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality.

  Ashton Woods Builder

  17551 Lake Star Rd Unit 36459674, Winter Garden, FL 34787
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  $10,800 total monthly price

  • 6 Beds
  • 6.5 Baths
  • 7,428 Sq Ft
  • House for Rent

  10301 Savannah Ridge Ln, Winter Garden, FL 34787

  Gate Luxury mansion home in Winter Garden Welcome to the epitome of luxury living in winter garden This exclusive pool home combines elegance sophistication. Step in a world of opulence where you will be greeted by an elegant foyer that flowes seamlessly into a spacious living area adorned with exquisite finished and designer touches throughout There is an indoor GYM on the first floor

  10301 Savannah Ridge Ln, Winter Garden, FL 34787
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  $153,000 Sold Jan 13, 2026

  117 Windtree Ln Unit 102, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 918 Sq Ft
  • Built 1984

  Last Sold Summary

  • 22% Below List Price
  • $167/SF
  • 46 Days On Market

  Current Estimated Value $161,090

  Last Listing Agent Tony Vicari VICARI REALTY CORP

  117 Windtree Ln Unit 102, Winter Garden, FL 34787
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  /47

  Est $858,731 Not Listed For Sale

  1036 Kershaw Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,442 Sq Ft
  • Built 2018

  1036 Kershaw Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 13% Above List Price
  • $311/SF
  • 32 Days On Market

  • Last Sold Price $759,000
  • Aug 09, 2023

  Last Listing Agent Victoria Zook RE FLORIDA HOMES
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  /99

  $1,399,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 4,030 Sq Ft

  14501 Wabasso Loop, Winter Garden, FL 34787

  Under contract-accepting backup offers. Welcome to this 5-bedroom, 4.5-bath home offering 4,030 sq ft of living space in the gated community of Tilden Place. Upon entry, you’re greeted by views of a grotto waterfall (2024) that conceals a private spa, creating a true backyard retreat. The open layout features granite countertops, a large waterfall-edge island, and glass backsplash in the kitchen,

  Samantha Reyes NEXTHOME LOTT PREMIER REALTY

  14501 Wabasso Loop, Winter Garden, FL 34787
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  $5,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,087 Sq Ft
  • House for Rent

  6154 Hamlin Reserve Blvd, Winter Garden, FL 34787

  Beautiful and spacious two-story home for rent in the highly desirable Hamlin area of Winter Garden. This well-designed property features an open-concept layout with a bright great room showcasing double-height ceilings, abundant natural light, and double doors leading to the outdoor area. The modern kitchen offers ample cabinetry and connects seamlessly to the dining area. The first floor also

  Denise Batista ALLUX REAL ESTATE LLC

  6154 Hamlin Reserve Blvd, Winter Garden, FL 34787
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  $570,000 Sold Oct 29, 2025

  16484 Angel Fish Rd, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,472 Sq Ft
  • Built 2021

  Last Sold Summary

  • 10% Below List Price
  • $231/SF
  • 116 Days On Market

  Current Estimated Value $573,077

  Last Listing Agent Fanny Stollmeyer LIFESTYLE INTERNATIONAL REALTY

  16484 Angel Fish Rd, Winter Garden, FL 34787
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  /26

  Est $523,164 Not Listed For Sale

  15019 Pigeon Plum Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • Built 2017

  15019 Pigeon Plum Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $288/SF
  • 0 Days On Market

  • Last Sold Price $540,000
  • Mar 21, 2024

  Last Listing Agent Lee Goldberg COLDWELL BANKER REALTY
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  /26

  $721,999 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,573 Sq Ft

  Cascata Plan at Esplanade at McKinnon Groves 60' Lot, Winter Garden, FL 34787

  Every day feels like a getaway in the Cascata floor plan! This 1-story home features 3 bedrooms, 3.5 bathrooms, a 3-car garage and 2,573 square feet of beautiful, open-concept living space. Through the courtyard that leads to the porch, you’ll find a foyer that sweeps into a luxurious dining area, kitchen, great room and lanai. Host or spend serene days at home in this airy and bright space! Two

  Taylor Morrison Builder

  17705 Sedona St Unit 39548751, Winter Garden, FL 34787
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  /24

  $2,850 per month

  • 3 Beds
  • 2 Baths
  • 1,755 Sq Ft
  • House for Rent

  10672 Words Dr, Winter Garden, FL 34787

  Welcome home in the master planned community of Storey Grove! Minutes from Downtown WINTER GARDEN, this stunning 3-Bedroom, 2 1/2 Bath, 2 car garage Townhome property is situated just minutes from world class theme parks and attractions. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow down the pace and explore nearby parks and farmer's markets. Your

  10672 Words Dr, Winter Garden, FL 34787
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  $530,000 Sold Jan 20, 2026

  2332 Black Lake Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 1,986 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $267/SF
  • 56 Days On Market

  Current Estimated Value $530,830

  Last Listing Agent David Johnston CREEGAN GROUP

  2332 Black Lake Blvd, Winter Garden, FL 34787
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  Est $505,392 Not Listed For Sale

  9624 Woodcrane Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft
  • Built 2017

  9624 Woodcrane Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 5% Below List Price
  • $278/SF
  • 5 Days On Market

  • Last Sold Price $530,000
  • Dec 18, 2024

  Last Listing Agent Jesse McNinch LPT REALTY LLC

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