Winter Garden, FL Homes

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  /52

  $749,000

  • 3 Beds
  • 2 Baths
  • 2,027 Sq Ft

  14050 Fairway Willow Ln, Winter Garden, FL 34787

  Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring

  

  Drew Ross

  LAKEFIELD REALTY GROUP LLC

  (321) 384-9257

  14050 Fairway Willow Ln, Winter Garden, FL 34787
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  /16

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • 2,900 Sq Ft
  • Townhouse for Rent

  12506 Westhaven Oak Dr, Winter Garden, FL 34787

  Welcome to this stunning 1-bedroom, 1-bathroom home located at 12506 Westhaven Oak Dr, Winter Garden, FL 34787, in the highly desirable area of Winter Garden. This spacious residence offers a perfect combination of elegance, comfort, and modern living. Featuring a thoughtfully designed floor plan, the home boasts expansive living areas filled with natural light—ideal for both everyday living and

  Sheyla Fernandez Cardenas LA ROSA REALTY LLC

  12506 Westhaven Oak Dr, Winter Garden, FL 34787
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  $3,470,000 Sold Mar 12, 2026

  521 N Pollard St, Winter Garden, FL 34787

  • 5 Beds
  • 5.5 Baths
  • 4,808 Sq Ft
  • Built 2026

  Last Sold Summary

  • 35% Above List Price
  • $722/SF

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

  521 N Pollard St, Winter Garden, FL 34787
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  /30

  Est $404,791 Not Listed For Sale

  10103 Memoir Ave, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,657 Sq Ft
  • Built 2018

  10103 Memoir Ave, Winter Garden, FL 34787

  Last Sold Summary

  • 8% Below List Price
  • $266/SF
  • 38 Days On Market

  • Last Sold Price $440,000
  • Nov 29, 2023

  Last Listing Agent David Lambert REDFIN CORPORATION
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  /61

  $1,899,000

  • 4 Beds
  • 5 Baths
  • 3,555 Sq Ft

  68 N Park Ave, Winter Garden, FL 34787

  Experience the ultimate in luxury urban living at 68 N Park Ave, a stunning 3-story townhome with rooftop deck located in the heart of Historic Downtown Winter Garden. This sophisticated 4-bedroom, 4.5-bathroom residence offers over 3,500 sq. ft. of meticulously designed space, seamlessly blending modern elegance with the charm of the historic district. The open-concept main level features

  

  Mauro Costa

  VISTA CAY REALTY COMPANY

  (321) 463-3834

  68 N Park Ave, Winter Garden, FL 34787
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  /15

  $3,455 per month

  • 4 Beds
  • 3 Baths
  • 2,022 Sq Ft
  • House for Rent

  988 Glenview Cir, Winter Garden, FL 34787

  We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home

  988 Glenview Cir, Winter Garden, FL 34787
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  $420,000 Sold May 21, 2025

  7387 Duxbury Ln, Winter Garden, FL 34787

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

  Last Sold Summary

  • 1% Below List Price
  • $236/SF
  • 59 Days On Market

  Current Estimated Value $422,731

  Last Listing Agent Candice Collins COLDWELL BANKER REALTY

  7387 Duxbury Ln, Winter Garden, FL 34787
• 

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  Est $463,912 Not Listed For Sale

  7227 Half Moon Lake Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,290 Sq Ft
  • Built 2018

  7227 Half Moon Lake Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Above List Price
  • $197/SF
  • 28 Days On Market

  • Last Sold Price $450,000
  • Dec 16, 2024

  Last Listing Agent Steven Horner RE/MAX
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  $669,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,334 Sq Ft

  14005 Aldford Dr, Winter Garden, FL 34787

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 14005 Aldford Drive in Winter Garden, a beautifully designed two-story home offering 3 bedrooms, 2 full baths, and 1 half bath, with a layout that blends everyday comfort with inviting indoor and outdoor living

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 272-3634

  14005 Aldford Dr, Winter Garden, FL 34787
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  /40

  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Townhouse for Rent

  15465 Honeybell Dr, Winter Garden, FL 34787

  Live in style and comfort in this beautiful 3-bedroom, 2.5-bathroom townhome located in the highly desirable Hamlin Reserve community in Winter Garden.This modern home features an open-concept layout with a spacious living and dining area, complemented by a stunning kitchen with 42” upper cabinets, granite countertops, stainless steel appliances, and a large island—perfect for

  Graciano Castro AGENT TRUST REALTY CORPORATION

  15465 Honeybell Dr, Winter Garden, FL 34787
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  $120,000 Sold Sep 30, 2025

  416 Eron Way Unit 30, Winter Garden, FL 34787

  • 1 Bed
  • 1 Bath
  • 420 Sq Ft
  • Built 1984

  Last Sold Summary

  • 13% Below List Price
  • $286/SF
  • 36 Days On Market

  Current Estimated Value $116,747

  Last Listing Agent David Dorman CENTURY 21 CARIOTI

  416 Eron Way Unit 30, Winter Garden, FL 34787
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  /53

  Est $388,581 Not Listed For Sale

  14773 Driftwater Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,617 Sq Ft
  • Built 2015

  14773 Driftwater Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 6% Below List Price
  • $255/SF
  • 5 Days On Market

  • Last Sold Price $412,000
  • Aug 14, 2023

  Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC
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  $680,000

  • 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

  

  Carlos Hernandez Franquet

  AGENT TRUST REALTY CORPORATION

  (321) 419-1970

  4918 Wildwood Pointe Rd, Winter Garden, FL 34787
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  /13

  $2,999 per month

  • 4 Beds
  • 2.5 Baths
  • 2,490 Sq Ft
  • House for Rent

  612 Grassy Stone Dr, 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 $3143.90. That covers your base rent, $2999.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  612 Grassy Stone Dr, Winter Garden, FL 34787
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  $675,000 Sold Jul 25, 2025

  16995 Tradewind Point, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,806 Sq Ft
  • Built 2018

  Last Sold Summary

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

  Current Estimated Value $672,271

  Last Listing Agent Andrea Luna AGL BROKERAGE CORP

  16995 Tradewind Point, Winter Garden, FL 34787
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  Est $532,912 Not Listed For Sale

  10187 Shallow Water Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft
  • Built 2018

  10187 Shallow Water Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2% Below List Price
  • $267/SF
  • 43 Days On Market

  • Last Sold Price $545,000
  • Oct 13, 2023

  Last Listing Agent Elle Probst EXP REALTY LLC
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  $614,500 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,634 Sq Ft

  636 Sigler Dr, Winter Garden, FL 34787

  Under Construction. Under Construction. Welcome to Lakeview Village Estates — an exclusive new community by award-winning Davila Homes, featuring just 40 homes that seamlessly blend timeless architecture, superior construction, and the quiet elegance of true exclusivity. Sophistication is built into Lakeview’s DNA. From the carefully selected finishes to the premium appliances that elevate every

  

  Fernanda Negromonte

  NOVA REAL ESTATE SERVICES INC

  (321) 321-7836

  636 Sigler Dr, Winter Garden, FL 34787
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  /19

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,451 Sq Ft
  • Townhouse for Rent

  10042 Salt Point Dr, Winter Garden, FL 34787

  This beautiful townhouse offers a comfortable and practical layout that’s great for everyday living. It features spacious, carpeted bedrooms, two full bathrooms upstairs with stone countertops, and a convenient half bath downstairs. The main floor has an open layout with ceramic tile throughout, connecting the living, dining, and kitchen areas. The kitchen includes stainless steel appliances,

  Mariana Nossa WRA BUSINESS & REAL ESTATE

  10042 Salt Point Dr, Winter Garden, FL 34787
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  $2,225,000 Sold Jul 31, 2025

  16779 Broadwater Ave, Winter Garden, FL 34787

  • 7 Beds
  • 5.5 Baths
  • 6,289 Sq Ft
  • Built 2021

  Last Sold Summary

  • 11% Below List Price
  • $354/SF
  • 213 Days On Market

  Current Estimated Value $2,270,768

  Last Listing Agent Wendy Morris WENDY MORRIS REALTY

  16779 Broadwater Ave, Winter Garden, FL 34787
• 

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  Est $683,220 Not Listed For Sale

  10145 Beach Port Dr, Winter Garden, FL 34787

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

  10145 Beach Port Dr, Winter Garden, FL 34787

  Last Sold Summary

  • $239/SF
  • 89 Days On Market

  • Last Sold Price $680,000
  • Dec 20, 2024

  Last Listing Agent Warren Davis, PA CENTURY 21 CARIOTI
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  $1,152,190 New Construction

  • 4 Beds
  • 3 Baths
  • 2,902 Sq Ft

  650 Medora Way, Winter Garden, FL 34787

  Under Construction. Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Cypress floor plan, offering 4 bedrooms, 3 bathrooms, and a

  

  Fernanda Negromonte

  NOVA REAL ESTATE SERVICES INC

  (321) 513-1005

  650 Medora Way, Winter Garden, FL 34787
• 

  

  /20

  $3,015 per month

  • 3 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Condo for Rent

  14200 Avalon Rd Unit SI ID1244677P, Winter Garden, FL 34787

  The advertised rate of $3,015/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  14200 Avalon Rd Unit SI ID1244677P, Winter Garden, FL 34787
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  $1,320,000 Sold Feb 05, 2026

  624 Canopy Estates Dr, Winter Garden, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 3,627 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $364/SF
  • 76 Days On Market

  Current Estimated Value $1,306,984

  Last Listing Agent Sean Spencer PREMIER SOTHEBYS INT'L REALTY

  624 Canopy Estates Dr, Winter Garden, FL 34787
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  Est $802,357 Not Listed For Sale

  8001 Key West Dove St, Winter Garden, FL 34787

  • 5 Beds
  • 5 Baths
  • 3,842 Sq Ft
  • Built 2013

  8001 Key West Dove St, Winter Garden, FL 34787

  Last Sold Summary

  • $210/SF
  • 12 Days On Market

  • Last Sold Price $805,000
  • Mar 22, 2024

  Last Listing Agent Michelle Dunkley RE/MAX
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  $1,140,150 New Construction

  • 4 Beds
  • 3 Baths
  • 3,109 Sq Ft

  642 Medora Way, Winter Garden, FL 34787

  Under Construction. Under Construction. Welcome to Lakeview Village, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Palmetto floor plan, offering 4 bedrooms, 3 bathrooms, and a beautifully

  

  Fernanda Negromonte

  NOVA REAL ESTATE SERVICES INC

  (321) 463-6154

  642 Medora Way, Winter Garden, FL 34787
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  /16

  $2,950 per month

  • 3 Beds
  • 2.5 Baths
  • 1,770 Sq Ft
  • House for Rent

  12097 Bracco St, Winter Garden, FL 34787

  Welcome home to the Magic - You can't get any closer to Walt Disney World Property! You'll enjoiy unobstructed views of the nightly fireworks from the parks! This home is in the amazing Horizon West area. Right around the corner from Flamingo Crossings Town Center shopping and dining. Built in 2023, this 3 Bedroom/3 Bathroom single family home is move-in ready. Inside, the spacious open-concept

  James Lloyd LPT REALTY, LLC

  12097 Bracco St, Winter Garden, FL 34787
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  $476,000 Sold Nov 07, 2025

  399 Millwood Place, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,696 Sq Ft
  • Built 2015

  Last Sold Summary

  • 1% Above List Price
  • $281/SF
  • 6 Days On Market

  Current Estimated Value $471,649

  Last Listing Agent Mark Raumaker SERHANT

  399 Millwood Place, Winter Garden, FL 34787
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  Est $260,394 Not Listed For Sale

  417 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft
  • Built 2005

  417 Southern Pecan Cir Unit 208, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $208/SF
  • 2 Days On Market

  • Last Sold Price $263,000
  • Aug 03, 2023

  Last Listing Agent Alejandro Hernandez HP PROPERTY SOLUTIONS, LLC
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  $899,840 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,432 Sq Ft

  615 Sigler Dr, Winter Garden, FL 34787

  Under Construction. Welcome to Lakeview Village Estates, an exclusive new community by award-winning Davila Homes, featuring just 40 luxury residences crafted with exceptional attention to detail. Each home is thoughtfully designed to blend comfort, durability, and timeless architectural elegance. Introducing The Maple floor plan, offering 4 bedrooms, 3.5 bathrooms, and a beautifully designed

  

  Fernanda Negromonte

  NOVA REAL ESTATE SERVICES INC

  (321) 677-4730

  615 Sigler Dr, Winter Garden, FL 34787
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  /8

  $2,000 per month

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • House for Rent

  16652 Rialto Dr, Winter Garden, FL 34787

  Property Id: 2362398Welcome to 16625 Rialto Drive- a beautifully maintained home nestled in a peaceful Winter Garden community. This inviting property offers the perfect blend of comfort, convenience and Florida charm.This rental is available for a 4 month maximum and is fully furnishedStep inside to find bright, open living spaces filled with natural light, ideal for

  16652 Rialto Dr, Winter Garden, FL 34787
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  $375,000 Sold Nov 20, 2025

  15471 Honeybell Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $237/SF
  • 90 Days On Market

  Current Estimated Value $373,571

  Last Listing Agent Ashley Porto GLASSTONE GROUP INC

  15471 Honeybell Dr, Winter Garden, FL 34787
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  Est $2,026,209 Not Listed For Sale

  15162 Shonan Gold Dr, Winter Garden, FL 34787

  • 6 Beds
  • 5.5 Baths
  • 4,817 Sq Ft
  • Built 2019

  15162 Shonan Gold Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 8% Below List Price
  • $457/SF
  • 79 Days On Market

  • Last Sold Price $2,200,000
  • Sep 12, 2024

  Last Listing Agent Drew Ross LAKEFIELD REALTY GROUP LLC
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  /36

  $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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  /46

  $2,200 per month

  • 2 Beds
  • 2.5 Baths
  • 1,236 Sq Ft
  • Townhouse for Rent

  216 Deepcove Rd, Winter Garden, FL 34787

  Beautifully maintained 2-bedroom, 2.5-bath townhome available for rent in a gated Winter Garden community. This home offers a smart, functional layout with an open-concept living and dining area on the main floor—perfect for everyday living and entertaining. A convenient half bath is located downstairs for guests. Upstairs, both bedrooms feature private en-suite bathrooms and spacious walk-in

  Olga Recean EMPIRE NETWORK REALTY

  216 Deepcove Rd, Winter Garden, FL 34787
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  $450,000 Sold Jun 03, 2025

  Unlisted Address

  • 3 Beds
  • 2.5 Baths
  • 1,814 Sq Ft
  • Built 2019

  Last Sold Summary

  • 8% Below List Price
  • $248/SF
  • 70 Days On Market

  Current Estimated Value $453,400

  Last Listing Agent Flavia Cabral FLORIDA SCANDI REALTY LLC

  Unlisted Address
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  Est $384,513 Not Listed For Sale

  6334 Hamlin Reserve Blvd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,570 Sq Ft
  • Built 2018

  6334 Hamlin Reserve Blvd, Winter Garden, FL 34787

  Last Sold Summary

  • 4% Below List Price
  • $255/SF
  • 4 Days On Market

  • Last Sold Price $400,000
  • May 02, 2023

  Last Listing Agent Jackie Millan KELLER WILLIAMS ADVANTAGE III
• 

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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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  /15

  $2,880 per month

  • 3 Beds
  • 2 Baths
  • 2,146 Sq Ft
  • House for Rent

  1136 Dunbrooke St, 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 $3024.90. That covers your base rent, $2880.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  1136 Dunbrooke St, Winter Garden, FL 34787
• 

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  $830,000 Sold Sep 12, 2025

  13175 Telsen St Unit 40, Winter Garden, FL 34787

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

  Last Sold Summary

  • 4% Above List Price
  • $223/SF
  • 25 Days On Market

  Current Estimated Value $848,784

  Last Listing Agent Gretta Akellino K HOVNANIAN FLORIDA REALTY

  13175 Telsen St Unit 40, Winter Garden, FL 34787
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  Est $636,488 Not Listed For Sale

  10272 Atwater Bay Dr, Winter Garden, FL 34787

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

  10272 Atwater Bay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 4% Above List Price
  • $215/SF
  • 93 Days On Market

  • Last Sold Price $610,000
  • Dec 03, 2024

  Last Listing Agent Lin Zheng BAMYOU REALTY

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