Winter Garden, FL Homes

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  $447,990 New Construction

  • 3 - 4 Beds
  • 2.5 - 3.5 Baths
  • 1,846+ Sq Ft

  Lantana Plan at Parkview at Hamlin, Winter Garden, FL 34787

  Spacious 3 Level Townhome with 2-Car Rear Garage and up to 1,881 Sq. Ft.! Adjacent the front entry is a spacious flex space with the option to choose either a private study or a 4th bedroom and full bathroom. The 2nd floor offers an expansive living room and a rear kitchen with the option of a chef's kitchen and large island that overlooks to the cafe area. The 3rd floor boasts a primary suite

  DRB Homes Builder

  6684 Juneberry Way Unit 36475876, 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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  $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 $488,212 Not Listed For Sale

  14531 Golden Harbor Ln, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,060 Sq Ft
  • Built 2018

  14531 Golden Harbor Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $245/SF
  • 79 Days On Market

  • Last Sold Price $505,000
  • Oct 28, 2024

  Last Listing Agent Abby Nelson RE/MAX
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  $475,000

  • 3 Beds
  • 2.5 Baths
  • 1,670 Sq Ft

  9355 Tyrella Pine Trail, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Experience the perfect blend of modern upgrades and an unbeatable location in this move-in-ready 3-bedroom, 2.5-bathroom home within the premier Watermark community. This residence has been meticulously maintained, boasting exterior paint (2023), a new garage lift (2024), and a brand-new water heater (2025). The home welcomes you with a huge covered

  Jo Villeneuve-Holton REDFIN CORPORATION

  9355 Tyrella Pine Trail, Winter Garden, FL 34787
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  $1,350 total monthly price

  • 1 Bed
  • 1 Bath
  • 550 Sq Ft
  • Condo for Rent

  656 English Lake Dr Unit 2, Winter Garden, FL 34787

  We have an attached and furnished in-law apartment made of one bedroom, living room, one bath, kitchen, laundry in the unit, 550 sq foot. . It has a private entrance and a courtyard. Available from June 1/2026. The rent is $1350 plus 20% of the electric bill. Water, sewer and trash is included in the rent. Small trained dogs are allowed but there is a $500 pet deposit in case of damage. If your

  656 English Lake Dr Unit 2, Winter Garden, FL 34787
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  $605,000 Sold Nov 14, 2025

  14563 Bahama Swallow Blvd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,750 Sq Ft
  • Built 2012

  Last Sold Summary

  • 8% Below List Price
  • $220/SF
  • 157 Days On Market

  Current Estimated Value $602,034

  Last Listing Agent Wanda Woolfolk FONSECA WOOLFOLK REALTY LLC

  14563 Bahama Swallow Blvd, Winter Garden, FL 34787
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  Est $233,607 Not Listed For Sale

  14200 Avalon Rd Unit 225, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 1,203 Sq Ft
  • Built 2008

  14200 Avalon Rd Unit 225, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $195/SF
  • 55 Days On Market

  • Last Sold Price $235,000
  • Sep 19, 2024

  Last Listing Agent Demy Cedano EC HOME
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  $1,059,000 Pending

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

  2217 Rickover Place, Winter Garden, FL 34787

  Under contract-accepting backup offers. 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

  Michael blank FL PRO BROKERS LLC

  2217 Rickover Place, Winter Garden, FL 34787
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  /15

  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft
  • House for Rent

  6168 Glory Bower Dr, Winter Garden, FL 34787

  This wonderful property is available ASAP. Finished to a high standard with tile throughout the down stairs, Gourmet kitchen with Double oven, gas range top and double oven and an office which could be used for a 4th bedroom. The master and 2 other bedrooms are upstairs along with the laundry room complete with washer and dryer. The second floor also benefits from a loft area. The attached 2 car

  Wendy Morris WENDY MORRIS REALTY

  6168 Glory Bower Dr, Winter Garden, FL 34787
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  $780,000 Sold Jun 12, 2025

  14027 Fairway Willow Ln, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,783 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $280/SF
  • 32 Days On Market

  Current Estimated Value $773,233

  Last Listing Agent Mark Raumaker SERHANT

  14027 Fairway Willow Ln, Winter Garden, FL 34787
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  Est $432,359 Not Listed For Sale

  6431 Sweet Clementine Aly, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 1,903 Sq Ft
  • Built 2018

  6431 Sweet Clementine Aly, Winter Garden, FL 34787

  Last Sold Summary

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

  • Last Sold Price $440,000
  • Aug 04, 2023

  Last Listing Agent Sharon O'malley MBA REALTY GROUP, INC
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  $513,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,803+ Sq Ft

  Baldwin Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

  It’s love at first sight with this 1,602 square foot plan, offering 3 bedrooms, 2 1⁄2 baths, and an alley-loaded garage. Best of all this home is 100% Energy Star 3.1 certifies which means it will save you on the recurring utility costs of owning a home. Some of the energy saving features include Core Fill insulation in the block walls, R-38 ceiling insulation, Radiant Roof Barrier, Low-E double

  M/I Homes Builder

  12025 Encore at Ovation Way Unit 36481413, Winter Garden, FL 34787
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  $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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  $2,125,000 Sold Nov 24, 2025

  16098 Johns Lake Overlook Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 4,434 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Below List Price
  • $479/SF
  • 92 Days On Market

  Current Estimated Value $2,115,268

  Last Listing Agent Debbie Sansing HAMLIN REALTY

  16098 Johns Lake Overlook Dr, Winter Garden, FL 34787
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  Est $1,180,216 Not Listed For Sale

  132 Stanton Estates Cir, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 3,571 Sq Ft
  • Built 2018

  132 Stanton Estates Cir, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Above List Price
  • $322/SF
  • 33 Days On Market

  • Last Sold Price $1,150,000
  • Mar 28, 2024

  Last Listing Agent MaryJo Beasley CORCORAN CONNECT LLC
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  $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
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  $2,990 per month

  • 3 Beds
  • 2.5 Baths
  • 2,014 Sq Ft
  • House for Rent

  16242 Outlook Shore Aly, Winter Garden, FL 34787

  Turnkey Corner Home in Highly Desirable Waterleigh Community! This stunning 3-bedroom, 2.5-bathroom two-story single-family home with a rear-load 2-car garage presents an exceptional opportunity in one of the most sought-after communities in the area. Located in Waterleigh, a premier master-planned neighborhood known for its top-tier amenities and prime location. Designed with an open-concept

  Ron Verzaro KELLER WILLIAMS ADVANTAGE REALTY

  16242 Outlook Shore Aly, Winter Garden, FL 34787
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  $925,000 Sold Apr 09, 2026

  15210 Southern Martin St, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,728 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Below List Price
  • $248/SF
  • 1 Day On Market

  Current Estimated Value $896,701

  Last Listing Agent Misty Griffin DOUGLAS ELLIMAN

  15210 Southern Martin St, Winter Garden, FL 34787
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  Est $630,933 Not Listed For Sale

  14224 Sunridge Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,810 Sq Ft
  • Built 2017

  14224 Sunridge Blvd, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $226/SF
  • 18 Days On Market

  • Last Sold Price $636,000
  • Jun 13, 2024

  Last Listing Agent Robert Anarumo FLORIDA REALTY MARKETPLACE
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  $510,990 New Construction

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft

  Haines II End Unit Plan at Parkview at Hamlin, Winter Garden, FL 34787

  The Haines II End Unit is a three-story townhome offering three bedrooms, three full bathrooms, one half bathroom, and a two-car garage. As an end unit, this home provides additional windows for enhanced natural light. Enjoy an open-concept main floor, private upper-level suites, and a flexible first-floor space perfect for a guest room or office. Thoughtful design details, abundant natural

  Ashton Woods Builder

  15501 Hamlin Park Dr Unit 36467723, 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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  $759,990 Sold Mar 18, 2026

  13362 Peaceful Melody Dr, Winter Garden, FL 34787

  • 5 Beds
  • 6 Baths
  • 3,076 Sq Ft
  • Built 2025

  Last Sold Summary

  • 6% Below List Price
  • $247/SF
  • 70 Days On Market

  Current Estimated Value $757,000

  Last Listing Agent Cindy Sapp OLYMPUS EXECUTIVE REALTY INC

  13362 Peaceful Melody Dr, Winter Garden, FL 34787
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  Est $1,437,543 Not Listed For Sale

  14968 Porter Rd, Winter Garden, FL 34787

  • 6 Beds
  • 6.5 Baths
  • 5,084 Sq Ft
  • Built 2017

  14968 Porter Rd, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $285/SF
  • 427 Days On Market

  • Last Sold Price $1,450,000
  • Dec 23, 2024

  Last Listing Agent Sandra Sanchez BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
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  $360,000

  • 3 Beds
  • 2.5 Baths
  • 1,699 Sq Ft

  15357 Oak Apple Ct Unit 4C, Winter Garden, FL 34787

  Located in the gated community of Tucker Oaks in sought after Winter Garden, this beautifully upgraded townhome offers a bright open-concept layout along with 3 bedrooms and 2.5 bathrooms.This stunning corner-unit townhome offers the perfect blend of modern upgrades and serene privacy. As one of the few units backing directly onto a lush conservation lot, you’ll enjoy peaceful, wooded views and

  Ali Mazahaem Flores THE SIMON SIMAAN GROUP

  15357 Oak Apple Ct Unit 4C, Winter Garden, FL 34787
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  $2,800 per month

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft
  • Townhouse for Rent

  15221 Sunrise Grove Ct, Winter Garden, FL 34787

  Elegant Townhome in Gated Winter Garden Community – Resort-Style Living Awaits. Welcome to your next home in the charming and sought-after community of Hickory Hammock at Johns Lake, nestled in the heart of Winter Garden. This beautifully maintained townhome offers theperfect blend of comfort, convenience, and natural beauty — all within a secure, gated neighborhood just minutes from

  Mary Heitz REALTY ONE SPECIALISTS LLC

  15221 Sunrise Grove Ct, Winter Garden, FL 34787
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  $552,500 Sold Aug 07, 2025

  8848 Bismarck Palm Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft
  • Built 2017

  Last Sold Summary

  • 4% Below List Price
  • $269/SF
  • 87 Days On Market

  Current Estimated Value $544,226

  Last Listing Agent Jacquie Sosa EXP REALTY LLC

  8848 Bismarck Palm Dr, Winter Garden, FL 34787
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  Est $595,939 Not Listed For Sale

  15307 Southern Martin St, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,428 Sq Ft
  • Built 2017

  15307 Southern Martin St, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $253/SF
  • 29 Days On Market

  • Last Sold Price $615,000
  • Oct 12, 2023

  Last Listing Agent Tamar Hill THE PROPERTY PROS REAL ESTATE, INC
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  $895,620 Pending

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

  16137 Leyland Cypress Ln, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Pre-Construction. To be built. Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,726 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  16137 Leyland Cypress Ln, Winter Garden, FL 34787
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  $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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  $525,000 Sold Sep 30, 2025

  15240 Chapter Way, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $210/SF
  • 29 Days On Market

  Current Estimated Value $522,795

  Last Listing Agent Erika Gao RC GROUP REALTY LLC

  15240 Chapter Way, Winter Garden, FL 34787
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  Est $499,891 Not Listed For Sale

  11072 Folklore St, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft
  • Built 2017

  11072 Folklore St, Winter Garden, FL 34787

  Last Sold Summary

  • $245/SF
  • 195 Days On Market

  • Last Sold Price $500,000
  • Jan 10, 2025

  Last Listing Agent Julius Melendez KYLIN REALTY LLC
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  $840,000

  • 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
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  $5,995 per month

  • 4 Beds
  • 4 Baths
  • 2,225 Sq Ft
  • Townhouse for Rent

  64 N Park Ave, Winter Garden, FL 34787

  Welcome to 30 North Park, an exceptional townhome located in the heart of Historic Downtown Winter Garden — directly on the West Orange Trail and just steps from Plant Street Market, Crooked Can Brewery, local dining, shopping, and the weekly Farmer’s Market. This modern farmhouse-style residence offers four spacious bedrooms, each with a private en-suite bathroom and custom-fitted closets,

  Steve Healy CORCORAN PREMIER REALTY

  64 N Park Ave, Winter Garden, FL 34787
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  $310,000 Sold Jul 28, 2025

  1552 Broken Oak Dr Unit B, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft
  • Built 2007

  Last Sold Summary

  • 15% Below List Price
  • $201/SF
  • 115 Days On Market

  Current Estimated Value $310,885

  Last Listing Agent Paulo Silva CHARLES RUTENBERG REALTY ORLANDO

  1552 Broken Oak Dr Unit B, Winter Garden, FL 34787
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  Est $445,856 Not Listed For Sale

  17107 Harbor Oak Pkwy, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,692 Sq Ft
  • Built 2017

  17107 Harbor Oak Pkwy, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $272/SF
  • 31 Days On Market

  • Last Sold Price $461,000
  • Jun 03, 2024

  Last Listing Agent Sandra Cruz COLDWELL BANKER REALTY
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  $859,900

  • 4 Beds
  • 3.5 Baths
  • 2,800 Sq Ft

  15672 Shorebird Ln, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Experience refined Florida living in this elegant Toll Brothers built residence, perfectly located on a premium corner homesite in the sought-after Lakeshore Preserve community. Distinguished by its Tuscan elevation, stone accents, and barrel tile roof, this 4-bedroom, 3.5-bath pool home offers timeless curb appeal and thoughtfully designed living

  Helen Thompson RE/MAX SELECT GROUP

  15672 Shorebird Ln, Winter Garden, FL 34787
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  $3,400 per month

  • 4 Beds
  • 2 Baths
  • 2,059 Sq Ft
  • House for Rent

  8119 Laughing Gull St, Winter Garden, FL 34787

  Congratulations , and welcome to beautiful Summerlakes! This spacious 4-bedroom, 2-bath home offers plenty of comfort and convenience. Beautiful wood-style ceramic tiling welcome you upon entry into the home! The kitchen is a culinary oasis, equipped with a reverse osmosis filtration system, stainless steel appliances, a brand new Whirlpool refrigerator, gas stove, 42” eggshell cabinetry with

  8119 Laughing Gull St, Winter Garden, FL 34787
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  $539,000 Sold Aug 14, 2025

  218 Black Springs Ln, Winter Garden, FL 34787

  • 4 Beds
  • 2 Baths
  • 2,238 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $241/SF
  • 7 Days On Market

  Current Estimated Value $530,086

  Last Listing Agent Theresa Sau CENTURY 21 CARIOTI

  218 Black Springs Ln, Winter Garden, FL 34787
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  Est $620,095 Not Listed For Sale

  14071 Aldford Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,623 Sq Ft
  • Built 2017

  14071 Aldford Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $241/SF
  • 124 Days On Market

  • Last Sold Price $633,000
  • May 02, 2023

  Last Listing Agent Alex Jerex MILLENIUM REALTY GROUP

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