Winter Garden, FL Homes

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  $299,000

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

  Unlisted Address

  Come One, Come All! This is perfect for a family or anyone looking to use as an investment home. This beautiful home comes with really thought-out details to make you feel right at home. The Community also offers TONS of recreational items to choose from: You can choose from relaxing at the spa, working out in one or both of the two fitness centers provided. 3 swimming pools with food and drink

  

  Consuelo Vilar

  WELCOME HOME REALTY GROUP LLC

  (321) 386-1360

  Unlisted Address
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  /10

  $1,695 per month

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft
  • Townhouse for Rent

  508 Varsity St, Winter Garden, FL 34787

  Primo location. Hip patio villas situated on a quiet oak lined street featuring polished concrete flooring throughout, updated kitchen, granite counter tops. Huge rear yard with open brick patio & two parking pads. All located within close proximity of the picturesque historic downtown Winter Garden. Wonderful cafes, restaurants, theatre and the new Plant Street market and Crooked Can Brewing

  Angela Chapman CAPITAL REALTY GROUP FLORIDA

  508 Varsity St, Winter Garden, FL 34787
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  $650,000 Sold Feb 27, 2026

  14525 Sabal Crest Way, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,527 Sq Ft
  • Built 2017

  Last Sold Summary

  • $257/SF
  • 5 Days On Market

  Current Estimated Value $643,014

  Last Listing Agent Fran Zvaigzne COLDWELL BANKER REALTY

  14525 Sabal Crest Way, Winter Garden, FL 34787
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  /2

  Est $671,123 Not Listed For Sale

  15089 Night Heron Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,683 Sq Ft
  • Built 2018

  15089 Night Heron Dr, Winter Garden, FL 34787

  Last Sold Summary

  • $250/SF
  • 9 Days On Market

  • Last Sold Price $670,000
  • Apr 11, 2025

  Last Listing Agent Sammi Li TOPSKY REALTY INC
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  /53

  $615,000

  • 3 Beds
  • 2.5 Baths
  • 2,684 Sq Ft

  393 Lake Amberleigh Dr, Winter Garden, FL 34787

  Located in a quiet, gated community within a highly rated school zone, this well-maintained home offers comfort, privacy, and thoughtful upgrades. The home features two AC systems, including a main unit with an electronic air cleaner, a high-efficiency water heater, and a whole-house reverse osmosis and water softening system, along with updated double-pane windows on the back of the home. A NEW

  

  Yusuf Gencay

  RE/MAX Town & Country Realty

  (321) 252-5917

  393 Lake Amberleigh Dr, Winter Garden, FL 34787
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  /9

  $3,100 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  238 N Main St, Winter Garden, FL 34787

  Property Id: 2479973Welcome to your new home at 238 N Main St in Winter Garden, FL! This charming single-family property features 3 bedrooms, 2 bathrooms, and a fenced yard perfect for small dogs and cats. With amenities such as a dishwasher, washer/dryer in unit, and a balcony/deck, you'll love calling this place home. Don't miss out on this opportunity, schedule a viewing today!

  238 N Main St, Winter Garden, FL 34787
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  $1,000,000 Sold Aug 21, 2025

  15900 Citrus Knoll Dr, Winter Garden, FL 34787

  • 5 Beds
  • 3 Baths
  • 3,844 Sq Ft
  • Built 2015

  Last Sold Summary

  • 13% Below List Price
  • $260/SF
  • 48 Days On Market

  Current Estimated Value $1,018,380

  Last Listing Agent Ronald Ziolkowski RE/MAX PRIME PROPERTIES

  15900 Citrus Knoll Dr, Winter Garden, FL 34787
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  /2

  Est $741,913 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

  • $225/SF
  • 113 Days On Market

  • Last Sold Price $742,000
  • Dec 13, 2024

  Last Listing Agent Yesseika Acosta REAL BROKER, LLC
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  /56

  $539,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,863 Sq Ft

  6421 New Independence Pkwy, Winter Garden, FL 34787

  Under contract-accepting backup offers. Stop your search, this is the home you have been looking for! MOVE-IN READY, fully renovated, located at the well established master planned Independence Community, this stunning 3-bedroom, 2-bathroom residence looks like a model home! This open and split floor-plan offers both, comfort and functionality. Fully upgraded, this home features new LUXURY VINYL

  

  Francine Arroyo Santowski

  BHHS FLORIDA REALTY

  (321) 216-9673

  6421 New Independence Pkwy, Winter Garden, FL 34787
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  /42

  $3,150 per month

  • 3 Beds
  • 2.5 Baths
  • 2,044 Sq Ft
  • House for Rent

  9330 Mclaren Aly, Winter Garden, FL 34787

  Enjoy The Resort Style Community Of Waterleigh In Winter Garden! Built in 2020, This 3 Bed/2.5 Bath Single Family Home Offers Over 2000 Square Feet Of Luxury Living. Open Floor Plan Includes Spacious Kitchen With Dining/Living Room Combo. Kitchen Offers All White Cabinets, Stainless Steel Appliances And Large Island/Breakfast Bar. Half Bath Downstairs For Your Guests. Flex Space That Can Be Used

  Vicky Ramos ALL COUNTY CFL PROPERTY MGMT

  9330 Mclaren Aly, Winter Garden, FL 34787
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  $1,075,000 Sold May 19, 2025

  16750 Toccoa Row, Winter Garden, FL 34787

  • 5 Beds
  • 5 Baths
  • 3,861 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Below List Price
  • $278/SF
  • 66 Days On Market

  Current Estimated Value $1,038,037

  Last Listing Agent Denise Batista ALLUX REAL ESTATE LLC

  16750 Toccoa Row, Winter Garden, FL 34787
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  Est $453,018 Not Listed For Sale

  16078 Bayou Crest Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft
  • Built 2018

  16078 Bayou Crest Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $276/SF
  • 126 Days On Market

  • Last Sold Price $465,000
  • Jul 24, 2024

  Last Listing Agent Marcia Mortari ALVES AND HOWELL REALTY
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  /53

  $1,065,000

  • 5 Beds
  • 6 Baths
  • 4,025 Sq Ft

  10472 Petrillo Way, Winter Garden, FL 34787

  Welcome to 10472 Petrillo Way in Winding Bay Preserve, one of Winter Garden’s most desirable communities in Horizon West. Built in 2022, this stunning K. Hovnanian Grayson Model sits on a premium corner, EAST-FACING lot with DISNEY FIREWORK VIEWS and the rare opportunity to watch Space Coast ROCKET LAUNCHES right from your front porch. This home offers 5 bedrooms, 6 bathrooms, a private office,

  

  Alexis Bress

  EXP REALTY LLC

  (321) 346-4225

  10472 Petrillo Way, Winter Garden, FL 34787
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  /20

  $3,981 per month

  • 2 Beds
  • 2 Baths
  • 11,840 Sq Ft
  • Condo for Rent

  1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787

  The advertised rate of $3,981/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 21, 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

  1231 E Plant St Unit SI ID1511056P, Winter Garden, FL 34787
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  $345,000 Sold Mar 25, 2026

  282 E Newell St, Winter Garden, FL 34787

  • Land
  • 7,840 Sq Ft
  • $1,916,667 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 195 Days On Market

  Current Estimated Value $393,304

  Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

  282 E Newell St, Winter Garden, FL 34787
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  Est $1,099,673 Not Listed For Sale

  10357 Atwater Bay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft
  • Built 2018

  10357 Atwater Bay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 8% Below List Price
  • $411/SF
  • 90 Days On Market

  • Last Sold Price $1,200,000
  • Dec 16, 2024

  Last Listing Agent Matthew Freda LPT REALTY, LLC
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  $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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  /39

  $3,500 per month

  • 3 Beds
  • 3.5 Baths
  • 1,936 Sq Ft
  • Townhouse for Rent

  15363 Hamlin Park Dr, Winter Garden, FL 34787

  Welcome to Parkview at Hamlin in the heart of Horizon West! This beautifully maintained townhome by Ashton Woods offers modern design, an open-concept layout, and a spacious kitchen perfect for everyday living and entertaining. Enjoy low-maintenance living with a 2-car garage and stylish finishes throughout. Ideally located just minutes from Hamlin Town Center, 429, top-rated schools, and Walt

  Courtney Assemany REAL BROKER, LLC

  15363 Hamlin Park Dr, Winter Garden, FL 34787
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  $439,990 Sold Dec 30, 2025

  15451 Bay Bridge St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,693 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 35 Days On Market

  Current Estimated Value $441,056

  Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  15451 Bay Bridge St, Winter Garden, FL 34787
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  Est $419,857 Not Listed For Sale

  15605 Orange Harvest Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft
  • Built 2016

  15605 Orange Harvest Loop, Winter Garden, FL 34787

  Last Sold Summary

  • $245/SF
  • 149 Days On Market

  • Last Sold Price $419,000
  • Mar 03, 2025

  Last Listing Agent Joshua Earley OPTIMA ONE REALTY, INC.
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  $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

  $3,125 per month

  • 3 Beds
  • 2 Baths
  • 1,971 Sq Ft
  • House for Rent

  1958 Pantheon Dr, 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

  1958 Pantheon Dr, Winter Garden, FL 34787
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  $540,000 Sold Oct 28, 2025

  660 Egret Place Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,647 Sq Ft
  • Built 2014

  Last Sold Summary

  • 10% Below List Price
  • $204/SF
  • 171 Days On Market

  Current Estimated Value $550,812

  Last Listing Agent Gilbert Ramos EXP REALTY LLC

  660 Egret Place Dr, Winter Garden, FL 34787
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  /28

  Est $434,579 Not Listed For Sale

  15601 Orange Harvest Loop, Winter Garden, FL 34787

  • 2 Beds
  • 2.5 Baths
  • 1,877 Sq Ft
  • Built 2016

  15601 Orange Harvest Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 1% Below List Price
  • $234/SF
  • 9 Days On Market

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

  Last Listing Agent Caroline Matos LPT REALTY, LLC
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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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  /15

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Townhouse for Rent

  430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

  Available Now | First-Floor Condo in Gated Winter Garden Community Welcome to 430 Southern Pecan Cir, Unit 101, a bright and well-maintained first-floor condo located in the highly desirable Southern Pines community in Winter Garden. This inviting home features an open-concept layout filled with natural light, creating a comfortable and functional space perfect for both relaxing and entertaining.

  Rodger Marty ORLANDO REAL ESTATE LLC

  430 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
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  $510,000 Sold Jan 05, 2026

  12259 Bracco St, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,082 Sq Ft
  • Built 2024

  Last Sold Summary

  • 11% Below List Price
  • $245/SF
  • 176 Days On Market

  Current Estimated Value $514,386

  Last Listing Agent Khadija Webber EPIQUE REALTY, INC.

  12259 Bracco St, Winter Garden, FL 34787
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  Est $709,387 Not Listed For Sale

  777 Orange Belt Loop, Winter Garden, FL 34787

  • 4 Beds
  • 3 Baths
  • 2,686 Sq Ft
  • Built 2018

  777 Orange Belt Loop, Winter Garden, FL 34787

  Last Sold Summary

  • 3% Below List Price
  • $274/SF
  • 65 Days On Market

  • Last Sold Price $735,000
  • Oct 15, 2024

  Last Listing Agent Marian Coaxum KELLER WILLIAMS REALTY AT THE PARKS
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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

  $2,700 per month

  • 3 Beds
  • 2.5 Baths
  • 2,689 Sq Ft
  • Condo for Rent

  8907 Frodsham Way Unit A, Winter Garden, FL 34787

  Property Id: 1351910Tours available soon, on Rently .comThis Latham Park home is in a GREAT SCHOOL ZONE, with amazing community amenities. The well-equipped kitchen with natural gas boasts a spacious island and ample cabinet storage, making it ideal for meal prep and entertaining. Adjacent to the kitchen, the cozy family room sets the perfect atmosphere for relaxing movie nights

  8907 Frodsham Way Unit A, Winter Garden, FL 34787
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  $485,000 Sold Sep 23, 2025

  11960 Bracco St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $289/SF
  • 326 Days On Market

  Current Estimated Value $477,162

  11960 Bracco St, Winter Garden, FL 34787
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  Est $518,062 Not Listed For Sale

  17184 Ocean Hill Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft
  • Built 2018

  17184 Ocean Hill Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 5% Below List Price
  • $262/SF
  • 32 Days On Market

  • Last Sold Price $545,000
  • May 07, 2024

  Last Listing Agent Veronica Figueroa EXP REALTY LLC
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  $884,990

  • 5 Beds
  • 3.5 Baths
  • 3,519 Sq Ft

  12529 Dallington Terrace, Winter Garden, FL 34787

  Welcome to 12529 Dallington Terrace, a beautifully upgraded 5 bedroom, 3.5 bathroom POOL HOME offering over 3,500 square feet of thoughtfully designed living space and the perfect blend of comfort, functionality, and RESORT-STYLE OUTDOOR LIVING in one of Winter Garden’s most desirable locations. From the moment you arrive, the home makes a strong impression with its manicured landscaping and

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  (321) 385-8528

  12529 Dallington Terrace, Winter Garden, FL 34787
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  /15

  $1,650 per month

  • 3 Beds
  • 2 Baths
  • 930 Sq Ft
  • Condo for Rent

  376 Douglas Way Unit 73, 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.

  Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

  376 Douglas Way Unit 73, Winter Garden, FL 34787
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  $1,250,000 Sold Mar 30, 2026

  14355 Black Lake Preserve St, Winter Garden, FL 34787

  • 6 Beds
  • 5 Baths
  • 5,296 Sq Ft
  • Built 2016

  Last Sold Summary

  • 5% Above List Price
  • $236/SF
  • 3 Days On Market

  Current Estimated Value $1,148,836

  Last Listing Agent Drew Belani COMPASS FLORIDA LLC

  14355 Black Lake Preserve St, Winter Garden, FL 34787
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  /25

  Not Listed For Sale

  14501 Grove Resort Ave Unit 3241, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,396 Sq Ft
  • Built 2018

  14501 Grove Resort Ave Unit 3241, Winter Garden, FL 34787

  Last Sold Summary

  • $211/SF
  • 425 Days On Market

  • Last Sold Price $295,000
  • Jun 18, 2024

  Last Listing Agent Xiao Pang BLUE CHIP INTERNATIONAL REALTY LLC
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  $2,997,000

  • Land
  • 9.64 Acres
  • $310,892 per Acre

  17902 Seidner Rd, Winter Garden, FL 34787

  Probably the finest site for a huge estate home in Orange County! No need to move almost an hour away to Montverde just to find enough land to build your private estate or Equestrian estate when this gem is minutes to Windermere and everywhere you want to be. This highly sought after 10 acre property in the Lake Avalon rural settlement, is a declining citrus grove and sits on the highest

  

  Jessica McKinney

  FLORIDA REALTY EXCHANGE LLC

  (321) 490-3947

  17902 Seidner Rd, Winter Garden, FL 34787
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  /16

  $2,265 per month

  • 3 Beds
  • 2 Baths
  • 1,326 Sq Ft
  • House for Rent

  314 Daniels Pointe 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 $2409.90. That covers your base rent, $2265.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  314 Daniels Pointe Dr, Winter Garden, FL 34787
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  $465,990 Sold Nov 14, 2025

  15429 Hamlin Park Dr, Winter Garden, FL 34787

  • 3 Beds
  • 3.5 Baths
  • 2,072 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $225/SF
  • 44 Days On Market

  Current Estimated Value $492,569

  Ashton Woods Parkview at Hamlin

  15429 Hamlin Park Dr, Winter Garden, FL 34787
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  /61

  Est $826,614 Not Listed For Sale

  1716 Highbanks Cir, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 3,447 Sq Ft
  • Built 2018

  1716 Highbanks Cir, Winter Garden, FL 34787

  Last Sold Summary

  • 8% Below List Price
  • $260/SF
  • 3 Days On Market

  • Last Sold Price $895,000
  • Apr 15, 2024

  Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

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