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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  $3,365 per month

  • 5 Beds
  • 3 Baths
  • 2,231 Sq Ft
  • House for Rent

  6446 Breeze Filled Ln, Winter Garden, FL 34787

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3462.90. That covers your base rent, $3365.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Community

  6446 Breeze Filled Ln, Winter Garden, FL 34787
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  $535,000 Sold Apr 23, 2025

  16908 Hamlin Oasis Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $291/SF
  • 40 Days On Market

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  16908 Hamlin Oasis Loop, Winter Garden, FL 34787
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  Est $550,208 Not Listed For Sale

  5608 Thomas Square Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,990 Sq Ft
  • Built 2018

  5608 Thomas Square Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $286/SF
  • 20 Days On Market

  Last Sold Price $570,000

  Last Listing Agent Ken Pozek REAL BROKER, LLC
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  $559,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,341 Sq Ft

  17335 Beachgrass Aly, Winter Garden, FL 34787

  Discover this stunning new construction home at 17335 Beachgrass Alley in Winter Garden** Built by M/I Homes, this beautifully designed 2,341 square foot home offers thoughtful living spaces perfect for today's lifestyle. The open-concept living space creates seamless flow between the main living areas, ideal for both daily life and entertaining. Step inside and find the following: 3 bedrooms 2

  M/I Homes Builder

  17335 Beachgrass Aly, Winter Garden, FL 34787
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  /23

  $2,900 per month

  • 4 Beds
  • 3 Baths
  • 2,042 Sq Ft
  • House for Rent

  10073 Bedtime Story Dr, Winter Garden, FL 34787

  This lovely four-bedroom, three bath home is available for rent and showcases true pride of ownership. The home features stone countertops, stainless steal appliances and a whole-home water softener system. Enjoy the convenience of a detached to-car garage, separated by a charming garden space that adds character and curb appeal. Ideally located just minutes from amusement parks, shopping, dining

  Ruth Ruiz RIGHT CHOICE REALTY & SERVICES, INC.

  10073 Bedtime Story Dr, Winter Garden, FL 34787
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  $770,000 Sold Nov 17, 2025

  9535 Beautiful Way, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 3,451 Sq Ft
  • Built 2021

  Last Sold Summary

  • 14% Below List Price
  • $223/SF
  • 113 Days On Market

  Current Estimated Value $776,747

  Last Listing Agent alex frydenberg ICON REALTY ASSOCIATES INC

  9535 Beautiful Way, Winter Garden, FL 34787
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  /55

  Est $528,298 Not Listed For Sale

  10196 Storey Grove Way, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,030 Sq Ft
  • Built 2016

  10196 Storey Grove Way, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Above List Price
  • $259/SF
  • 4 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Nicholas Troth SOUTHERN REALTY GROUP LLC
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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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  $1,299 per month

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

  16024 Micelli Dr Unit 1, Winter Garden, FL 34787

  Live in this detached apartment home. RIGHT NEXT TO DISNEY WORLD FLAMINGO CROSSING. Located on the 2nd floor. Would not be connected to anyone else it is a detached apartment feeling like its own house. NO ADMIN FEES!

  16024 Micelli Dr Unit 1, Winter Garden, FL 34787
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  $849,506 Sold Jul 23, 2025

  13153 Faro Ct, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,719 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $228/SF
  • 4 Days On Market

  13153 Faro Ct, Winter Garden, FL 34787
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  Est $1,121,027 Not Listed For Sale

  15106 Canoe Place, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,815 Sq Ft
  • Built 2018

  15106 Canoe Place, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $299/SF
  • 6 Days On Market

  Last Sold Price $1,140,000

  Last Listing Agent Eduardo Pavone CELEBRITY GLOBAL REALTY LLC
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  $855,685 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,983 Sq Ft

  17106 Beachgrass Aly, Winter Garden, FL 34787

  Step inside the Jensen model home and experience a thoughtfully designed space that blends modern style with everyday livability. This two-story home welcomes you with a bright, open-concept first floor where the family room, dining area, and kitchen flow together effortlessly—perfect for hosting friends or enjoying a relaxed night in. The kitchen is the heart of the home, showcasing crisp white

  M/I Homes Builder

  17106 Beachgrass Aly, Winter Garden, FL 34787
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  $11,500 per month

  • 5 Beds
  • 5.5 Baths
  • 5,005 Sq Ft
  • House for Rent

  15704 Marina Bay Dr, Winter Garden, FL 34787

  Location, Location, Location!?This spectacular lakefront estate truly has it all. Thoughtfully upgraded throughout, the home features a gourmet kitchen with 42" cabinetry, an oversized island, and an expansive walk-in pantry—ideal for both everyday living and entertaining. A modern wine room adds a distinctive touch, while breathtaking lake views welcome you the moment you enter the home.The

  Marcelo Moura DOUBLE M GROUP COMPANY

  15704 Marina Bay Dr, Winter Garden, FL 34787
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  /2

  $544,990 Sold Nov 10, 2025

  13036 Serene Glade Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,078 Sq Ft
  • Built 2025

  Last Sold Summary

  • $262/SF
  • 0 Days On Market

  Current Estimated Value $545,893

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  13036 Serene Glade Rd, Winter Garden, FL 34787
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  Est $786,243 Not Listed For Sale

  7554 Tangerine Knoll Loop, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,254 Sq Ft
  • Built 2018

  7554 Tangerine Knoll Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 12% Below List Price
  • $397/SF
  • 0 Days On Market

  Last Sold Price $895,000

  Last Listing Agent Michael blank FL PRO BROKERS LLC
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  $609,990 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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  $2,550 per month

  • 3 Beds
  • 2 Baths
  • 2,064 Sq Ft
  • House for Rent

  230 E Story Rd, Winter Garden, FL 34787

  More pictures to come! The property has 3 bedrooms and 2 bathrooms. 1 master bedroom with attached bathroom, shower and tub are separate. 2 separate bedrooms on right side of the house. Huge yard for pets or outdoor activities.

  230 E Story Rd, Winter Garden, FL 34787
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  $1,450,000 Sold Apr 30, 2025

  234 N Lakeview Ave, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 3,267 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Below List Price
  • $444/SF
  • 10 Days On Market

  Current Estimated Value $1,385,996

  Last Listing Agent Matt McKee COMPASS FLORIDA LLC

  234 N Lakeview Ave, Winter Garden, FL 34787
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  Est $845,485 Not Listed For Sale

  942 Civitas Way, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Built 2018

  942 Civitas Way, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Above List Price
  • $372/SF
  • 0 Days On Market

  Last Sold Price $840,000

  Last Listing Agent Rema Perras CORCORAN PREMIER REALTY
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  /28

  $551,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,216 Sq Ft

  Bellake Plan at Waterleigh, Winter Garden, FL 34787

  Waterleigh presents the Bellake, available to build in Winter Garden, Florida. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the

  D.R. Horton Builder

  10482 Atwater Bay Dr Unit 36202687, 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

  Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the heart of Winter Garden. Offering nearly 2,000 square feet of living space, this home blends comfort, functionality, and convenience in a highly desirable community. The open-concept main level features a bright living and dining area that flows seamlessly into the kitchen—perfect for everyday living and

  Carl Mataushek REAL ESTATE FIRM OF ORLANDO

  1220 Priory Cir, Winter Garden, FL 34787
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  $440,000 Sold Jan 27, 2026

  434 Millwood Place, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 2014

  Last Sold Summary

  • 7% Below List Price
  • $259/SF
  • 66 Days On Market

  Current Estimated Value $442,908

  Last Listing Agent Alexandre James CHARLES RUTENBERG REALTY ORLANDO

  434 Millwood Place, Winter Garden, FL 34787
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  Est $570,699 Not Listed For Sale

  15485 Murcott Blossom Blvd, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,425 Sq Ft
  • Built 2015

  15485 Murcott Blossom Blvd, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $239/SF
  • 143 Days On Market

  Last Sold Price $580,000

  Last Listing Agent Alessandra Gräfin Kamensky THE FLORIDA LOUNGE REALTY LLC
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  $425,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,717 Sq Ft

  1922 Sherbourne St, Winter Garden, FL 34787

  Under contract-accepting backup offers. Price just reduced! Welcome to this wonderful 3 bedroom, 2.5 bathroom, Winter Garden home in the centrally-located Stone Creek neighborhood. This fabulous home features a bright, open layout, to bring comfort and practicality for everyday living and entertaining. The spacious kitchen features plenty of counter and storage space, with upgraded stainless

  Wendy Moore ERA GRIZZARD REAL ESTATE

  1922 Sherbourne St, Winter Garden, FL 34787
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  $2,000 per month

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

  15337 Southern Martin St, Winter Garden, FL 34787

  Please read carefully before making contact. FURNISHED upstairs mother-in-law private unit with full bathroom/kitchen @ $2000 monthly in the Summerlake Hamlin section of Winter Garden. The unit has a separate 1 bedroom with a door and tinted windows for additional privacy.**All windows are tinted. Easy access to 429, 535, and West Colonial. Private entry / detached building

  15337 Southern Martin St, Winter Garden, FL 34787
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  $424,990 Sold Sep 08, 2025

  9392 Bolshoi Aly, Winter Garden, FL 34787

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

  Move in Ready Sold Summary

  • $251/SF
  • 6 Days On Market

  9392 Bolshoi Aly, Winter Garden, FL 34787
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  /22

  Est $535,885 Not Listed For Sale

  15668 Honeybell Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft
  • Built 2018

  15668 Honeybell Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $273/SF
  • 3 Days On Market

  Last Sold Price $539,900

  Last Listing Agent Monica Duran MD3 HOMES LLC
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  /3

  $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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  $4,500 per month

  • 4 Beds
  • 3.5 Baths
  • 2,674 Sq Ft
  • House for Rent

  17834 Adrift Rd, Winter Garden, FL 34787

  Impressive residence with 3,821 square feet, designed to comfort, functionality, and practicality. The house features 4 spacious bedrooms, 3 full bathrooms, and an office ideal for a home office or study space. The highlight is the beautiful lake view in the back, offering tranquility and a perfect setting for relaxing or entertaining guests. Two-car garage with excellent storage space. A unique

  Jean Dadam WRA BUSINESS & REAL ESTATE

  17834 Adrift Rd, Winter Garden, FL 34787
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  $655,990 Sold Oct 06, 2025

  13230 Peaceful Melody Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,334 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $281/SF
  • 24 Days On Market

  Current Estimated Value $650,810

  Dream Finders Homes Serenade at Ovation - Single Family Homes

  13230 Peaceful Melody Dr, Winter Garden, FL 34787
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  Est $895,872 Not Listed For Sale

  15448 Sweet Orange Ave, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,635 Sq Ft
  • Built 2016

  15448 Sweet Orange Ave, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $250/SF
  • 13 Days On Market

  Last Sold Price $910,000

  Last Listing Agent Otto Solis VALSTAR REALTY LLC
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  /80

  $520,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,487 Sq Ft

  1044 Woodson Hammock Cir, Winter Garden, FL 34787

  Peaceful Pond Views. One-Story Living. Winter Garden Charm. Welcome to 1044 Woodson Hammock Circle—where space, serenity, and smart design come together in one of Winter Garden’s most established communities. Set on an oversized .29-acre lot with 136 feet of pond frontage, this four-bedroom, two-bath home delivers privacy, views, and breathing room that are increasingly hard to find at this price

  Seth Smith MARKET CONNECT REALTY LLC

  1044 Woodson Hammock Cir, Winter Garden, FL 34787
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  /15

  $2,650 per month

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft
  • House for Rent

  920 Westcliffe Dr, Winter Garden, FL 34787

  Looking to live close to downtown Winter Garden? This warm and spacious 2,200 sq ft, four-bedroom, two-bath home with a 2-car garage is located on a quiet cul-de-sac in the desirable Fullers Landing neighborhood and will be available starting March 15th.The home features a fenced, closed backyard with no rear neighbors, offering added privacy. Upon entry, you’re welcomed by a formal

  920 Westcliffe Dr, Winter Garden, FL 34787
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  $679,091 Sold Apr 30, 2025

  12609 Clear Sapphire Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,693 Sq Ft
  • Built 2025

  Last Sold Summary

  • $252/SF

  Current Estimated Value $658,347

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

  12609 Clear Sapphire Dr, Winter Garden, FL 34787
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  Est $742,758 Not Listed For Sale

  16103 Johns Lake Overlook Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,457 Sq Ft
  • Built 2015

  16103 Johns Lake Overlook Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $305/SF
  • 1 Day On Market

  Last Sold Price $750,000

  Last Listing Agent Denise Gregorie CLOCK TOWER REALTY
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  $945,000

  • 6 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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  $2,700 per month

  • 3 Beds
  • 2 Baths
  • 1,689 Sq Ft
  • House for Rent

  11150 Sound Shore Dr, Winter Garden, FL 34787

  Experience luxury living in this beautiful corner Lot home located in the Waterleigh community of Winter Garden/Horizons West, just a short drive from Disney World. This spacious property has 3 bedrooms, 2 full bathrooms, all on one floor, with a total area of 2,308 square feet and 1,689 square feet of interior space. Great for having guests over, the home has an open layout with a dining area in

  Adam Prada US SQUARE REAL ESTATE

  11150 Sound Shore Dr, Winter Garden, FL 34787
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  /2

  $532,500 Sold Jun 13, 2025

  16992 Hamlin Oasis Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $290/SF
  • 0 Days On Market

  Current Estimated Value $524,928

  Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  16992 Hamlin Oasis Loop, Winter Garden, FL 34787
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  /2

  Est $736,443 Not Listed For Sale

  7251 Spring Park Dr, Winter Garden, FL 34787

  • 5 Beds
  • 4 Baths
  • 3,295 Sq Ft
  • Built 2018

  7251 Spring Park Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $225/SF
  • 113 Days On Market

  Last Sold Price $742,000

  Last Listing Agent Yesseika Acosta REAL BROKER, LLC

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