Orange, FL Homes

• 

  

  

  /36

  $530,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,581 Sq Ft

  1022 Glenharbor Cir, Winter Garden, FL 34787

  Under contract-accepting backup offers. This beautifully renovated 4-bedroom, 2-bathroom home perfectly combines a modern aesthetic with a charming, welcomingfeel. Situated in Winter Garden in a golf cart approved zone and no HOA! The open floor plan is filled with natural light, showcasing bright light walls and flooring that are thoughtfully balanced by dark hardware and accent details,

  

  Cheyanne MacNeill

  THE AGENCY ORLANDO

  (321) 635-0061

  1022 Glenharbor Cir, Winter Garden, FL 34787
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• 

  

  

  /15

  $2,800 per month

  • 4 Beds
  • 2.5 Baths
  • 1,770 Sq Ft
  • Townhouse for Rent

  6385 Breeze Filled Ln, Winter Garden, FL 34787

  Brand New 4-Bedroom Townhome in Winter Garden – Move-In Ready! Welcome to this stunning new construction townhome located in the heart of Winter Garden, offering the perfect blend of style, comfort, and convenience. This spacious 4-bedroom, 2.5-bathroom home features an open-concept layout, modern finishes, and abundant natural light throughout.The kitchen boasts sleek cabinetry, stone

  Isabel Sirizzotti SUNNY 365 REALTY GROUP

  6385 Breeze Filled Ln, Winter Garden, FL 34787
• 

  

  /2

  $480,000 Sold Jul 26, 2025

  • 1,835 Sq Ft
  • $262/SF
  • 30 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2024

  15364 Burgtheater Dr, Winter Garden, FL 34787

  Under Construction. Welcome to this exquisite new construction, end-unit townhome at 15364 Burgtheater Drive in Winter Garden, FL. Upon entry, you'll be welcomed into an open-concept main floor where the living room, dining area, and kitchen flow effortlessly. The beautifully designed kitchen is equipped with sleek countertops, generous cabinetry, and stainless steel appliances, making it an

  Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  15364 Burgtheater Dr, Winter Garden, FL 34787
• 

  

  

  /42

  Est $576,326 Not Listed For Sale

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

  5608 Thomas Square Dr, Winter Garden, FL 34787

  5608 Thomas Square Dr, Winter Garden, FL 34787
• 

  

  

  /72

  $725,000

  • 5 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  1073 Vinsetta Cir, Winter Garden, FL 34787

  LEASE OPTION CONSIDERED! This established community is located between Historic Downtown Winter Garden & Hamlin, with convenient access to Orlando and all the attractions, restaurants, schools and world renowned healthcare! This neighborhood of well manicured lawns ensures your biggest investment is a good one! The Hawthorne model has an inviting coziness with an office/bedroom and formal living

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  (321) 395-5514

  1073 Vinsetta Cir, Winter Garden, FL 34787
• 

  

  /75

  $1,733 - $2,920 per month

  Windermere Cay

  1 - 3 Beds

  8200 Jayme Dr, Winter Garden, FL 34787

  So close yet a world away. Windermere Cay, the premier luxury and 100% Smoke-Free community is NOW OPEN! We are conveniently located on Reams Road, adjacent to Walt Disney World, just minutes from Orlando International airport, area theme parks, Winter Garden Village, Millenia Mall, and much more. Our four-story buildings offer elevators, high-end details, finishes, and an exclusive resident

  8200 Jayme Dr, Winter Garden, FL 34787
• 

  /2

  $675,000 Sold Jul 25, 2025

  • 2,806 Sq Ft
  • $241/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2018

  16995 Tradewind Point, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Don't Miss This Beautifully Maintained Home in Waterside on John's Lake!Welcome to this stunning 4-bedroom, 3.5-bathroom home located in the highly desirable Waterside on John's Lake community, nestled in the heart of rapidly growing Winter Garden. From the moment you arrive, you’ll appreciate the exceptional care and attention this home has

  Andrea Luna AGL BROKERAGE CORP

  16995 Tradewind Point, Winter Garden, FL 34787
• 

  

  /55

  Est $548,754 Not Listed For Sale

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

  10196 Storey Grove Way, Winter Garden, FL 34787

  10196 Storey Grove Way, Winter Garden, FL 34787
• 

  

  /49

  $720,000

  • 4 Beds
  • 2.5 Baths
  • 2,617 Sq Ft

  2454 Black Lake Blvd, Winter Garden, FL 34787

  Elegant Pool Home in Exclusive Stoneybrook West Guard-Gated Golf CommunityEnjoy privacy and tranquility in this spacious 4-bedroom, 2.5-bath home with a 3-car garage, set on a serene pond for ultimate privacy. From the moment you enter, you'll appreciate the formal living and dining spaces, ideal for sophisticated entertaining. The gourmet kitchen opens seamlessly to a spacious family room

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  (321) 336-7340

  2454 Black Lake Blvd, Winter Garden, FL 34787
• 

  

  /7

  $3,450 per month

  • 4 Beds
  • 2.5 Baths
  • 2,214 Sq Ft
  • House for Rent

  14263 Aldford Dr, Winter Garden, FL 34787

  Welcome to Latham Park! Gorgeous homes located in the highly desirable Winter Garden. This 2 car garage plus storage bay home has a sunny bright, open kitchen with plenty of upgrades such as beautiful 42 inch dark Wellborn cabinets, all stainless steel Whirlpool appliances including gas range, dishwasher, and microwave plus Moen fixtures. Enormous Quartz counter-top island perfect for gatherings.

  Sean Hooke LAKESIDE REALTY WINDERMERE INC

  14263 Aldford Dr, Winter Garden, FL 34787
• 

  /2

  $725,000 Sold Jul 25, 2025

  • 2,592 Sq Ft
  • $280/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2014

  15521 Sandfield Loop, Winter Garden, FL 34787

  Impeccable Lafayette Floor Plan by Morrison Homes, nestled within the gated Reserve at Carriage Pointe. LOVINGLY MAINTAINED BY CURRENT OWNERS, this home radiates care and quality from the moment you arrive. Exceptional 4/3 layout with DEDICATED OFFICE, SALTWATER SOLAR-HEATED SCREEN-ENCLOSED POOL, and OVERSIZED THREE-CAR GARAGE!!! Spacious driveway makes parking effortless. Step through grand

  Erica Diaz HOMEVEST REALTY

  15521 Sandfield Loop, Winter Garden, FL 34787
• 

  

  /42

  Est $1,214,898 Not Listed For Sale

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

  15106 Canoe Place, Winter Garden, FL 34787

  15106 Canoe Place, Winter Garden, FL 34787
• 

  

  /18

  $274,000

  • 2 Beds
  • 1.5 Baths
  • 1,190 Sq Ft

  1350 Winter Green Way, Winter Garden, FL 34787

  Simply Perfect Home or Investment Opportunity in Winter Garden!Welcome to 1350 Winter Green Way—a beautifully updated 2-bedroom, 1.5-bathroom townhome located in one of Central Florida’s most desirable communities. Whether you're a first-time homebuyer, downsizing, or seeking a smart investment, this property checks all the boxes.Step inside to discover a well-maintained interior with

  

  Mesner Belidor

  KELLER WILLIAMS LEGACY REALTY

  (321) 329-1588

  1350 Winter Green Way, Winter Garden, FL 34787
• 

  

  /21

  $1,772 - $4,907 per month

  Homestead at Hamlin

  1 - 3 Beds

  15100 Free Range Run, Winter Garden, FL 34787

  There’s no place like Home(stead). Inspired by nature’s bounty, our thoughtfully designed one, two, and three-bedroom apartment residences blend perfect neutral tones and ample natural light to create spaces that help you discover the joy of simply being.

  15100 Free Range Run, Winter Garden, FL 34787
• 

  /2

  $375,000 Sold Jul 25, 2025

  • 1,371 Sq Ft
  • $274/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1999

  1470 Daniels Cove Dr, Winter Garden, FL 34787

  Charming 3-Bedroom Home with Office/Den in Daniels Crossing! Welcome to this beautifully updated home in the highly sought-after Daniels Crossing community! Featuring 3 spacious bedrooms plus a versatile den/office with a closet, this space can easily be converted into a 4th bedroom with the addition of a door—perfect for growing households or guests. Step into the dream kitchen, thoughtfully

  Sherri Palmer EXP REALTY LLC

  1470 Daniels Cove Dr, Winter Garden, FL 34787
• 

  

  /70

  Est $849,391 Not Listed For Sale

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

  942 Civitas Way, Winter Garden, FL 34787

  942 Civitas Way, Winter Garden, FL 34787
• 

  

  /48

  $899,500

  • 3 Beds
  • 3.5 Baths
  • 2,030 Sq Ft

  464 W Plant St, Winter Garden, FL 34787

  Rare opportunity to LIVE/PLAY/WORK in a luxury 3 story townhome in the Historic District of Downtown Winter Garden with your front door literally on West Plant Street. Located only steps away from the Plant Street Market and the West Orange Trail, this home includes a private elevator, making it ideal as forever home and to enjoy Winter Garden even in retirement. The home includes a first floor

  

  Carlos German

  EXP REALTY LLC

  (321) 384-5489

  464 W Plant St, Winter Garden, FL 34787
• 

  

  /11

  $2,870 per month

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

  13316 Pontoon Rd, Winter Garden, FL 34787

  Community amenities: Three Resort-Style Amenity Centers, Playgrounds & Sports Fields, Indoor Fitness Centers, Scenic Lakes and PondsCommunity Garden, Mini-Golf, Walking & Nature Trails, Beach Volleyball & Hammock Beach, Waterfront Homesites, Stylish Home FinishesAll Concrete Block Construction, Smart Home Technology, Quartz Counters, Professional Lawn Maintenance Included, Publix Grocery

  Elsy Olivar Villegas LA ROSA REALTY KISSIMMEE

  13316 Pontoon Rd, Winter Garden, FL 34787
• 

  /2

  $560,000 Sold Jul 25, 2025

  • 2,477 Sq Ft
  • $226/SF
  • 4 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2018

  16324 Brisk Breeze Alley, Winter Garden, FL 34787

  WOW!! SOLAR POWERED HOME DEAL IN WINTER GARDEN!!Welcome to The Clearden by DR Horton — one of the most desirable floorplans in Winter Garden’s premier resort-style community, Waterleigh. This impeccably maintained home offers the perfect blend of comfort, function, and luxury, with two primary suites, a private upstairs loft retreat, and park-facing balconies for tranquil mornings and

  Chris Light EXP REALTY LLC

  16324 Brisk Breeze Alley, Winter Garden, FL 34787
• 

  

  /26

  Est $567,357 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,175 Sq Ft

  9214 Cut Shot Dr, Winter Garden, FL 34787

  9214 Cut Shot Dr, Winter Garden, FL 34787
• 

  

  /30

  $720,000

  • 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) 486-8964

  4918 Wildwood Pointe Rd, Winter Garden, FL 34787
• 

  

  /52

  $1,465 - $2,249 per month

  Apollo Apartments

  Studio - 2 Beds

  7000 Kiran Patel Dr, Winter Garden, FL 34787

  Apollo boast four stunning buildings that usher in a variety of iving spaces, including spacious studios, stylish one-bedroom, and comfortable two-bedroom apartments. Discover elegant kitchen islands, oversized windows that fill your space with natural light, and modern fixtures that add a touch of sophistication to every room.

  7000 Kiran Patel Dr, Winter Garden, FL 34787
• 

  /2

  $555,000 Sold Jul 25, 2025

  • 2,608 Sq Ft
  • $213/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2003

  14016 Fox Glove St, Winter Garden, FL 34787

  Resort-Style Living & Exceptional Value on the Golf Course in the Heart of Winter Garden!This move-in-ready and impeccably kept, four-bedroom, two-bath, single-story home offers the perfect blend of location, lifestyle, and comfort—situated on a serene, premium golf course-front lot overlooking the ladies' tee on hole 15 in the highly desirable, 24/7 guard-gated community of Stoneybrook

  Vi Mateo KELLER WILLIAMS WINTER PARK

  14016 Fox Glove St, Winter Garden, FL 34787
• 

  

  /22

  Est $557,207 Not Listed For Sale

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

  15668 Honeybell Dr, Winter Garden, FL 34787

  15668 Honeybell Dr, Winter Garden, FL 34787
• 

  

  /38

  $774,900

  • 5 Beds
  • 4 Baths
  • 2,878 Sq Ft

  14345 Wabasso Loop, Winter Garden, FL 34787

  Price adjustment... Discover the charm of this incredible gated community home in Tilden Place, one of Winter Garden’s most sought-after neighborhoods. At first glance, you will notice a covered porch area ideal for some morning coffee. From the moment you step inside, you'll be captivated by the stunning home with 5 bedrooms and 4 full baths, 2 car garage and plenty of space for entertaining.

  

  William Navarro

  CENTERGATE REALTY LLC

  (321) 467-7964

  14345 Wabasso Loop, Winter Garden, FL 34787
• 

  

  /13

  $2,700 per month

  • 3 Beds
  • 2 Baths
  • 2,102 Sq Ft
  • House for Rent

  607 Grassy Stone Dr, Winter Garden, FL 34787

  Great Golf cart community with pool and playground a short walk from home. Also the West Orange Trail entrance for 22 miles of biking, walking etc. Spacious plan with formal living, dining, Separate family room open to kitchen. Split bedroom. Covered back patio. All appliances, blinds. Laminate wood flooring throughout including bedrooms. Charming Downtown Winter Garden with many shops,

  Peggy Johnson FLAMINGO REALTY OF ORLANDO

  607 Grassy Stone Dr, Winter Garden, FL 34787
• 

  /2

  $765,000 Sold Jul 25, 2025

  • 2,674 Sq Ft
  • $286/SF
  • 32 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2000

  13108 Lakeshore Grove Dr, Winter Garden, FL 34787

  Welcome to this beautiful and spacious 4-bedroom, 3-bathroom home, located in one of Winter Garden’s most desirable communities. The layout includes 2 full suites, and 2 additional bedrooms sharing a full bath, which also provides convenient direct access to the pool. The home features TWO oversized offices with large windows, offering bright and productive workspaces filled with natural

  Roberta Melo SELECTA REALTY LLC

  13108 Lakeshore Grove Dr, Winter Garden, FL 34787
• 

  

  /42

  Est $946,559 Not Listed For Sale

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

  15448 Sweet Orange Ave, Winter Garden, FL 34787

  15448 Sweet Orange Ave, Winter Garden, FL 34787
• 

  

  /38

  $1,090,000

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

  10472 Petrillo Way, Winter Garden, FL 34787

  LEASE-PURCHASE OPTION AVAILABLE—flexible terms to fit your path to ownership. Welcome to 10472 Petrillo Way in the tranquil Winding Bay Preserve community of Winter Garden, a stunning K Hovnanian Grayson Model custom home meticulously designed to embody luxury living. Built in 2022, this spacious 5-bedroom, 6-bathroom home stands on a premier corner lot, featuring an expansive layout crafted for

  

  Alexis Bress

  EXP REALTY LLC

  (321) 467-7710

  10472 Petrillo Way, Winter Garden, FL 34787
• 

  

  /60

  $1,705 - $3,310 per month

  The Haven at Lake Britt

  Studio - 3 Beds

  15145 Havencrest Cir, Winter Garden, FL 34787

  BRAND-NEW! Limited Time Leasing Specials! Apply by July 31st! Looking for your next luxury, pet-friendly apartment home? Make your move even sweeter with these exclusive offers. Move in within 60 days and enjoy TWO MONTHS FREE! Tour today for details. Now leasing luxury apartments and two-car garage townhomes for rent in Winter Garden, FL, near Disney! Discover The Haven at Lake Britt, a

  15145 Havencrest Cir, Winter Garden, FL 34787
• 

  /2

  $880,000 Sold Jul 25, 2025

  • 3,563 Sq Ft
  • $247/SF
  • 27 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2007

  12649 Dallington Terrace, Winter Garden, FL 34787

  This stunning 5-bedroom, 4-bathroom pool home with a 3-car garage is located on a quiet cul-de-sac in Winter Garden’s highly desirable Foxcrest community. From the moment you walk in, you’ll appreciate the expansive open layout, designed for both relaxed living and effortless entertaining. Beautiful wood floors flow throughout the main living areas, complemented by a spacious formal dining room

  Andy Neal MAXIM REALTY ORLANDO

  12649 Dallington Terrace, Winter Garden, FL 34787
• 

  

  /42

  Est $540,078 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,110 Sq Ft

  14191 Lakeview Park Rd, Winter Garden, FL 34787

  14191 Lakeview Park Rd, Winter Garden, FL 34787
• 

  

  /24

  $560,000

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

  10172 Storey Grove Way, Winter Garden, FL 34787

  Welcome to 10172 Storey Grove Way — a beautifully maintained 4-bedroom, 3-bathroom home in the desirable Storey Grove community! This spacious and functional layout is perfect for families or anyone looking for comfort, convenience, and peace of mind with modern upgrades already in place. Enjoy the confidence of a new roof (2024), along with recent updates including a new dishwasher (2023), new

  

  Jay Stewart

  SOUTHERN REALTY GROUP LLC

  (321) 342-2804

  10172 Storey Grove Way, Winter Garden, FL 34787
• 

  

  /23

  $2,550 per month

  • 3 Beds
  • 2.5 Baths
  • 1,409 Sq Ft
  • Townhouse for Rent

  14972 Windflower Alley, Winter Garden, FL 34787

  Welcome to this LIKE NEW 2-story TOWN HOME in the heart of Winter Garden! This stunning property offers an open layout family room, dining room and kitchen. Ceramic tiles throughout the first floor with modern kitchen, lots of counter space and cabinets with pantry and stainless steel appliances and abundant natural light. Upstairs are all three bedrooms, including the owner's suite with an

  Mridula Mehta CALL IT CLOSED INTL REALTY

  14972 Windflower Alley, Winter Garden, FL 34787
• 

  /2

  $390,000 Sold Jul 25, 2025

  • 1,727 Sq Ft
  • $226/SF
  • 22 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2020

  15030 Book Club Rd, Winter Garden, FL 34787

  End Unit! Welcome to this beautifully upgraded end-unit townhome in the highly sought-after Storey Grove community! This freshly painted 3-bedroom, 2.5-bath home with side yard features a charming full-length front porch, a private paved courtyard, and a 2-car garage with overhead storage. Inside, you’ll love the professional paint throughout, a bright and modern kitchen with quartz countertops,

  Amy Brown REAL BROKER, LLC

  15030 Book Club Rd, Winter Garden, FL 34787
• 

  

  /38

  Est $1,129,312 Not Listed For Sale

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

  14355 Black Lake Preserve St, Winter Garden, FL 34787

  14355 Black Lake Preserve St, Winter Garden, FL 34787
• 

  

  /30

  $580,000

  • 4 Beds
  • 2 Baths
  • 2,518 Sq Ft

  1319 Castleport Rd, Winter Garden, FL 34787

  Buyer lost financing! Back on the market! Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly sought-after gated community of Stoneybrook West in Winter Garden. Situated on an oversized lot, this spacious single-story residence offers comfortable living both inside and out. Enjoy Florida living on the screened-in lanai overlooking a serene backyard complete with a tranquil

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  (321) 499-2280

  1319 Castleport Rd, Winter Garden, FL 34787
• 

  

  /51

  $1,858 - $3,002 per month

  Vintage Horizon West

  1 - 3 Beds

  9223 Vintage Hills Way, Winter Garden, FL 34787

  Comfortable, sleek, and modern, Vintage Horizon West is your piece of paradise. Our spacious one, two & three-bedroom apartment homes provide comfort you'll love and the luxury you deserve. Enjoy a uniquely convenient neighborhood and a prime location offering access to Orlando's theme parks, shopping, dining, and entertainment. Each well-appointed floor plan boasts modern features and finishes

  9223 Vintage Hills Way, Winter Garden, FL 34787
• 

  /2

  $410,000 Sold Jul 25, 2025

  • 1,645 Sq Ft
  • $249/SF
  • 190 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2001

  15321 Beamleigh Rd, Winter Garden, FL 34787

  LOCATION IS KEY!!! Convenience and Charm in the heart of Winter Garden. This stunning home offers everything you’ve been searching for: a prime location, thoughtful upgrades, and plenty of space for modern living. Boasting 3 bedrooms, 2.5 bathroom and with Bonus room, this home is ideal for families, remote work or entertaining. Conveniently located near Top-Rated Schools, shopping, dining and

  Gigi Sevilla WYNNMORE REALTY LLC

  15321 Beamleigh Rd, Winter Garden, FL 34787
• 

  

  /59

  Est $750,170 Not Listed For Sale

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

  16103 Johns Lake Overlook Dr, Winter Garden, FL 34787

  16103 Johns Lake Overlook Dr, Winter Garden, FL 34787

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