37,466

Winter Garden, FL Homes

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  • /20

    $475,000

    • 4 Beds
    • 3.5 Baths
    • 1,920 Sq Ft

    7036 Bolanzo Aly, Winter Garden, FL 34787

    Welcome to this beautifully maintained, like new townhome located in the highly desirable Mezzano community in Winter Garden. Offering a thoughtful and versatile layout, this home combines modern features with comfortable living spaces throughout.The first floor features a spacious primary suite filled with natural light, complete with a large walk in closet and a sleek walk in shower in the

    Lindsay Seibert SERHANT

    7036 Bolanzo Aly, Winter Garden, FL 34787
  • /42

    $2,950 per month

    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft
    • Townhouse for Rent

    5783 Citrus Park Dr, Winter Garden, FL 34787

    Experience elevated living in this brand-new luxury townhome ideally located in the heart of Hamlin, Winter Garden—one of Central Florida’s rapidly growing communities. This exceptional residence offers 3 spacious bedrooms, 2 full bathrooms, 1 half bath, and a 2-car garage, thoughtfully designed for both comfort and sophistication. The open-concept layout showcases a seamless flow between living,

    Marcia Vieira GOLDEN KEY REAL ESTATE SOLUTIONS LLC

    5783 Citrus Park Dr, Winter Garden, FL 34787
  • /2

    $430,000 Sold Jun 11, 2025

    13406 Princess St, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 1,579 Sq Ft
    • Built 2024

    Last Sold Summary

    • 11% Below List Price
    • $272/SF
    • 348 Days On Market

    Current Estimated Value $438,872

    Last Listing Agent Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    13406 Princess St, Winter Garden, FL 34787
    • /39

      Est $607,384 Not Listed For Sale

      8125 Red Crossbill St, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,550 Sq Ft
      • Built 2012
      8125 Red Crossbill St, Winter Garden, FL 34787

      Last Sold Summary

      • $238/SF
      • 3 Days On Market
      • Last Sold Price $607,700
      • Sep 13, 2023

      Last Listing Agent Veronica Figueroa EXP REALTY LLC

  • /60

    $789,000 Pending

    • 7 Beds
    • 4 Baths
    • 4,438 Sq Ft

    15183 Serenade Dr, Winter Garden, FL 34787

    Under contract-accepting backup offers. Priced below market value and packed with exceptional upgrades, this stunning home in the highly sought-after Belle Meade community is an incredible opportunity. Offering over 4,400 square feet of living space, this spacious 7-bedroom, 4-bathroom residence features oversized bedrooms and soaring ceilings on both levels, creating an open and airy feel

    Brandt Myers COMPLETE FLORIDA REALTY LLC

    15183 Serenade Dr, Winter Garden, FL 34787
  • /17

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Townhouse for Rent

    17332 Sweet Moro Dr, Winter Garden, FL 34787

    Brand New Townhouse, MOVE IN READY, Be the first one to live in this beautiful Townhome with a detached 2-car garage, and a very convenient private rear courtyard with privacy. With a great and functional open floor plan. All Apoliances included Washer, Dryer and Fridge included. Close to retail and zoned for top-rated schools.Experience Luxury Living in This BRAND NEW 3 Bedroom, 2.5 Bathroom

    17332 Sweet Moro Dr, Winter Garden, FL 34787
  • /2

    $799,000 Sold Jan 27, 2026

    6152 Meriwether Crescent, Winter Garden, FL 34787

    • 5 Beds
    • 3.5 Baths
    • 3,367 Sq Ft
    • Built 2011

    Last Sold Summary

    • 2% Below List Price
    • $237/SF
    • 10 Days On Market

    Last Listing Agent Ken Pozek REAL BROKER, LLC

    6152 Meriwether Crescent, Winter Garden, FL 34787
    • /19

      Est $260,070 Not Listed For Sale

      304 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

      • 2 Beds
      • 2 Baths
      • 1,264 Sq Ft
      • Built 2005
      304 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Below List Price
      • $210/SF
      • 13 Days On Market
      • Last Sold Price $265,000
      • Jan 02, 2024

      Last Listing Agent Alejandro Hernandez HP PROPERTY SOLUTIONS, LLC

  • /32

    $265,000

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

    14501 Grove Resort Ave Unit 2103, Winter Garden, FL 34787

    High-Occupancy Investment Opportunity at The Grove Resort & Water Park Orlando Welcome to a standout turnkey investment at The Grove Resort & Water Park Orlando—fully furnished and located on the prime first floor with Tall Ceilings and stunning fountain views. This spacious floor plan features 2 bedrooms, 2 full bathrooms, and 1,265 sq. ft. of beautifully upgraded living space. The primary suite

    Jessie Nemeh RE/MAX DOWNTOWN

    14501 Grove Resort Ave Unit 2103, Winter Garden, FL 34787
  • /37

    $2,600 per month

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

    11032 Great Rock St, Winter Garden, FL 34787

    The Ibis at Waterleigh is a spacious town home with 3 bedrooms, 2.5 baths with stainless steel appliances. This home invites you from the time you enter. This lifestyle Community includes over the top amenities with 2 beautiful clubhouses with 2 resort style pools,2 fitness centers, putt-putt golf, beach volleyball, tennis, lake view BBQ/picnic area, dog-park and so much more. Come out and see

    Marcos Del Nero LA ROSA REALTY KISSIMMEE

    11032 Great Rock St, Winter Garden, FL 34787
  • /2

    $620,000 Sold May 21, 2025

    14502 Bahama Swallow Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,766 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Below List Price
    • $224/SF
    • 59 Days On Market

    Current Estimated Value $620,528

    Last Listing Agent Scott Garstka CHARLES RUTENBERG REALTY ORLANDO

    14502 Bahama Swallow Blvd, Winter Garden, FL 34787
    • /10

      Est $341,871 Not Listed For Sale

      1461 Priory Cir, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,780 Sq Ft
      • Built 2010
      1461 Priory Cir, Winter Garden, FL 34787

      Last Sold Summary

      • $192/SF
      • 0 Days On Market
      • Last Sold Price $342,000
      • Apr 04, 2024

      Last Listing Agent Dawn Briggs BLUE MAGNOLIA REALTY LLC

  • /52

    $714,900 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,706 Sq Ft

    13332 Suburban Terrace, Winter Garden, FL 34787

    Welcome to a rare opportunity in sought-after Winter Garden! This spacious multi-level residence offers 4 bedrooms, 3 bathrooms, a private in-law suite with separate entrance and kitchenette, and an entertainer’s dream backyard with pool, cabana, outdoor kitchen, and oversized driveway. Situated on a generous .35-acre lot with no HOA, this home offers flexibility for multigenerational living,

    Veronica Figueroa EXP REALTY LLC

    13332 Suburban Terrace, Winter Garden, FL 34787
  • /33

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,804 Sq Ft
    • Townhouse for Rent

    15915 Marina Bay Dr, Winter Garden, FL 34787

    NEW IMPROVED PRICE. AVAILABLE FOR MOVE-IN JUNE 4, 2026. BEAUTIFUL TOWNHOME WITH A 2-CAR GARAGE AND A COURTYARD! This SPACIOUS 3-Bedroom, 2-1/2 Bath home, is nestled in Hawksmoor, a master-planned community with expansive views of the beautiful Lake Needham. You will be impressed by this two-level townhome which is a perfect blend of modern construction and energy efficiency. The first floor is an

    Vi Cleveland JULIAN PROPERTIES, INC.

    15915 Marina Bay Dr, Winter Garden, FL 34787
  • /2

    $425,000 Sold Jun 26, 2025

    13249 Peaceful Melody Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Built 2024

    Last Sold Summary

    • 5% Below List Price
    • $259/SF

    Current Estimated Value $423,330

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    13249 Peaceful Melody Dr, Winter Garden, FL 34787
    • /2

      Est $945,865 Not Listed For Sale

      701 Lake Cove Pointe Cir, Winter Garden, FL 34787

      • 5 Beds
      • 4 Baths
      • 3,847 Sq Ft
      • Built 2012
      701 Lake Cove Pointe Cir, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Above List Price
      • $239/SF
      • 21 Days On Market
      • Last Sold Price $920,000
      • Dec 18, 2024

      Last Listing Agent Erica Diaz HOMEVEST REALTY

  • /82

    $570,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,508 Sq Ft

    2439 Balforn Tower Way, Winter Garden, FL 34787

    Under contract-accepting backup offers. *Video Tour Available!* Experience the best of Florida living in the heart of Stoneybrook West, where resort-style amenities and a true sense of community come together. Behind 24-HOUR GUARD GATED ENTRANCE, you’ll find everything you need to live like you’re on vacation year-round—an Olympic-sized swimming POOL, splash zone, FITNESS CENTER, playground,

    Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

    2439 Balforn Tower Way, Winter Garden, FL 34787
  • /30

    $3,150 per month

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Townhouse for Rent

    15489 Hamlin Park Dr, Winter Garden, FL 34787

    Don’t miss the chance to call this BRAND-NEW luxury townhome in Parkview at Hamlin your home! This Haines II, stunning 3-bedroom, 2.5-bathroom, 3-story townhome in the highly desirable Parkview at Hamlin community of Winter Garden was just completed and never lived in. Inside, you’ll find a thoughtfully designed floor plan with three private suites, including a first-floor guest suite and a

    Shane Jordan COLDWELL BANKER REALTY

    15489 Hamlin Park Dr, Winter Garden, FL 34787
  • /32

    $581,430 Sold Jul 28, 2025

    15573 Gentle Rain Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $233/SF
    • 9,340 Days On Market

    K. Hovnanian Homes Osprey Ranch - 32'/40' Single Family

    15573 Gentle Rain Dr, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      1301 Eastern Pecan Place Unit 101, Winter Garden, FL 34787

      • 2 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 2005
      1301 Eastern Pecan Place Unit 101, Winter Garden, FL 34787

      Last Sold Summary

      • $239/SF
      • 31 Days On Market
      • Last Sold Price $275,000
      • Oct 27, 2024

      Last Listing Agent Paula Hemani TEAMCONNECT REALTY LLC

  • /41

    $81,000

    • 1,152 Sq Ft

    14251 Vista Del Lago Blvd, Winter Garden, FL 34787

    Welcome to this charming 4-bedroom, 2-bath Palm Harbor home in the heart of Vista Del Lago, one of Central Florida's most sought-after all-ages communities! This move-in-ready residence features a spacious open-concept layout with a large living area perfect for both everyday living and entertaining, along with a comfortable primary suite offering a walk-in closet and an oversized secondary

    Stephanie Thompson USA Mobile & Manufactured Home Sales, LLC.

    14251 Vista Del Lago Blvd, Winter Garden, FL 34787
  • /19

    $3,800 per month

    • 5 Beds
    • 3 Baths
    • 3,295 Sq Ft
    • House for Rent

    7618 Loon Ave, Winter Garden, FL 34787

    Beautiful 5BD/3BA home in the desirable Summerlake community of Winter Garden. This spacious 3,295 sq ft home features an open floor plan, large kitchen overlooking the family room, loft/bonus area upstairs, and a 3-car garage. Enjoy resort-style amenities including pool, fitness center, parks, and walking trails. Conveniently located near Hamlin Town Center, top-rated schools, shopping, dining,

    Ian Merino REALTY ONE GROUP ESTATES

    7618 Loon Ave, Winter Garden, FL 34787
  • /2

    $345,000 Sold Feb 06, 2026

    612 Dharma Cir, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,422 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Below List Price
    • $243/SF
    • 5 Days On Market

    Current Estimated Value $345,772

    Last Listing Agent Pat Langton ADVANCED AGE REALTY, INC.

    612 Dharma Cir, Winter Garden, FL 34787
    • /50

      Est $403,433 Not Listed For Sale

      5425 New Independence Pkwy, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,626 Sq Ft
      • Built 2012
      5425 New Independence Pkwy, Winter Garden, FL 34787

      Last Sold Summary

      • 8% Below List Price
      • $271/SF
      • 7 Days On Market
      • Last Sold Price $440,000
      • Jun 11, 2024

      Last Listing Agent Stephanie Pitts KELLER WILLIAMS CLASSIC

  • /49

    $239,000

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

    14501 Grove Resort Ave Unit 3215, Winter Garden, FL 34787

    Welcome to Grove Resort! Located on the second floor of Building 3, this unit is your launchpad for unforgettable Central Florida adventures. This fully furnished, two-bedroom, two-bathroom condo offers fantastic pond views and easy access to the main resort pool area. This property is perfectly positioned for both vacation home buyers and savvy investors. As a buyer, you'll love the resort-style

    Dan Palmer TEAM DONOVAN

    14501 Grove Resort Ave Unit 3215, Winter Garden, FL 34787
  • /20

    $2,849 per month

    • 3 Beds
    • 2 Baths
    • 1,661 Sq Ft
    • House for Rent

    1450 Portmoor Way, Winter Garden, FL 34787

    Fantastic 3 bedroom 2 home in Stoneybrook West! INTERNET and CABLE TV INCLUDED!!! TOP RATED SCHOOLS!!! This wonderful home is located less than 3 miles from the popular Winter Garden Fowlers Grove shopping mall, numerous restaurants and is just minutes from the Turnpike, 408, and 429. The community of Stoneybrook West features resort style amenities such as 24 hour guarded gates for maximum

    Frederico Hexsel KARDOSH REALTY

    1450 Portmoor Way, Winter Garden, FL 34787
  • /2

    $430,000 Sold Dec 22, 2025

    16290 Hamlin View St, Winter Garden, FL 34787

    • 3 Beds
    • 3 Baths
    • 1,715 Sq Ft
    • Built 2024

    Last Sold Summary

    • 10% Below List Price
    • $251/SF
    • 38 Days On Market

    Current Estimated Value $434,585

    Last Listing Agent Mariana Casaburi MS LAND & BUILDING LLC

    16290 Hamlin View St, Winter Garden, FL 34787
    • /2

      Est $447,941 Not Listed For Sale

      5551 New Independence Pkwy, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,644 Sq Ft
      • Built 2012
      5551 New Independence Pkwy, Winter Garden, FL 34787

      Last Sold Summary

      • $274/SF
      • 222 Days On Market
      • Last Sold Price $450,000
      • Mar 28, 2025

      Last Listing Agent Christopher Diaz DENIZ REALTY PARTNERS LLC

  • /7

    $581,190 Pending

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

    16828 Hobe Sound Ct, Winter Garden, FL 34787

    Under Construction. Waterleigh presents the Bellake. 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 living area. The

    Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    16828 Hobe Sound Ct, Winter Garden, FL 34787
  • /40

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,814 Sq Ft
    • Townhouse for Rent

    16507 Outter Grove Aly, Winter Garden, FL 34787

    Welcome to this beautiful 3-bedroom, 2.5-bath townhome with a 1-car garage located in the highly sought-after Waterleigh community in Winter Garden. This popular Sandhill floor plan offers a premium corner location with partial water views from the upstairs primary suite and a thoughtfully designed open layout perfect for comfortable everyday living.The spacious kitchen is fully equipped with

    Marcia Oliveira Braga MBR HOMES INTERNATIONAL REALTY LLC

    16507 Outter Grove Aly, Winter Garden, FL 34787
  • /2

    $482,000 Sold Feb 06, 2026

    1436 Coluso Dr, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft
    • Built 1985

    Last Sold Summary

    • 3% Below List Price
    • $247/SF
    • 25 Days On Market

    Current Estimated Value $474,583

    Last Listing Agent Erica Diaz HOMEVEST REALTY

    1436 Coluso Dr, Winter Garden, FL 34787
    • /34

      Est $281,107 Not Listed For Sale

      142 Southern Pecan Cir Unit 104, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,340 Sq Ft
      • Built 2005
      142 Southern Pecan Cir Unit 104, Winter Garden, FL 34787

      Last Sold Summary

      • 5% Below List Price
      • $220/SF
      • 2 Days On Market
      • Last Sold Price $294,900
      • Jul 17, 2023

      Last Listing Agent Jeff Inman FHG REALTY, LLC

  • /50

    $230,000

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

    14501 Grove Resort Ave Unit 1310, Winter Garden, FL 34787

    Fully Furnished & Turn-Key Ready! Welcome to your dream vacation retreat at the highly sought-after Grove Resort & Spa—a full-service luxury resort just 10 minutes from Disney World! This spacious 2-bedroom, 2-bathroom Jasmine Model is located on the 3rd floor and offers 1,265 sqft of comfortable living space, including a screened-in balcony with serene views. Enjoy the ultimate resort lifestyle

    Vinny Apolinario WRA BUSINESS & REAL ESTATE

    14501 Grove Resort Ave Unit 1310, Winter Garden, FL 34787
  • /20

    $2,850 per month

    • 4 Beds
    • 3.5 Baths
    • 2,486 Sq Ft
    • House for Rent

    15192 Chapter Way, Winter Garden, FL 34787

    Awesome House for Rent In Winter GardenIntroducing a truly remarkable home with the best floor plan in the community. This house boasts an exceptional layout, featuring two master bathrooms—one conveniently located on the first floor, and another on the second floor. This unique design provides flexibility and convenience for residents.

    Jaime Hernandez INTOP PROPERTY MANAGEMENT

    15192 Chapter Way, Winter Garden, FL 34787
  • /2

    $855,000 Sold Oct 09, 2025

    13524 Glynshel Dr, Winter Garden, FL 34787

    • 5 Beds
    • 4 Baths
    • 3,717 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $230/SF
    • 125 Days On Market

    Current Estimated Value $859,427

    Last Listing Agent Sherri Palmer EXP REALTY LLC

    13524 Glynshel Dr, Winter Garden, FL 34787
    • /2

      Est $534,742 Not Listed For Sale

      618 Bainbridge Loop, Winter Garden, FL 34787

      • 4 Beds
      • 2 Baths
      • 2,328 Sq Ft
      • Built 2012
      618 Bainbridge Loop, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $236/SF
      • 70 Days On Market
      • Last Sold Price $549,900
      • Aug 13, 2024

      Last Listing Agent Loida Grajales CHARLES RUTENBERG REALTY ORLANDO

  • /13

    $99,000

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    14816 Sugura Dr Unit 2111, Winter Garden, FL 34787

    This nicely maintained two-bedroom, two-bathroom home offers the perfect blend of comfort and convenience. Step inside to discover a spacious layout with a separate Florida room and plenty of natural light. The French doors open up to the main living space with built in cabinet and dining area. The spacious bedrooms are very comfortable for anyone. The screened in porch offers a lovely outdoor

    Kim Unger CFL PROPERTY GROUP

    14816 Sugura Dr Unit 2111, Winter Garden, FL 34787
  • /32

    $2,450 per month

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Townhouse for Rent

    15146 Windflower Aly, Winter Garden, FL 34787

    Beautiful Corner Unit 3-Bedroom Townhouse for Rent in Winter Garden Welcome to this stunning two-story corner unit townhouse located in the highly desirable area of Winter Garden. As a corner unit, this home offers additional privacy, extra natural light, and an enhanced sense of space — making it an even more attractive and comfortable place to live. Designed for modern living, this spacious

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    15146 Windflower Aly, Winter Garden, FL 34787
  • /2

    $775,000 Sold Dec 19, 2025

    15148 Lake Bessie Loop, Winter Garden, FL 34787

    • 5 Beds
    • 4.5 Baths
    • 3,668 Sq Ft
    • Built 2023

    Last Sold Summary

    • 8% Below List Price
    • $211/SF
    • 113 Days On Market

    Current Estimated Value $782,702

    Last Listing Agent Richard Aybar KELLER WILLIAMS ADVANTAGE III

    15148 Lake Bessie Loop, Winter Garden, FL 34787
    • /32

      Est $568,253 Not Listed For Sale

      15674 Signature Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 2,566 Sq Ft
      • Built 2011
      15674 Signature Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Above List Price
      • $218/SF
      • 3 Days On Market
      • Last Sold Price $560,000
      • Jun 26, 2023

      Last Listing Agent Ken Pozek REAL BROKER, LLC

Showing Results 641 - 680, Page 17 of 18

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