Winter Garden, FL Homes

• 

  

  

  /30

  $390,000

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

  14501 Grove Resort Ave Unit 3733, Winter Garden, FL 34787

  Experience the ultimate vacation retreat just 6 miles from Walt Disney World! This top-floor penthouse condo offers three spacious bedrooms, two bathrooms, and a fully furnished, turnkey personal and investment experience designed for comfort and luxury.Located within The Grove Resort & Waterpark, this sought-after Jasmine floor plan boasts modern décor, quartz countertops, and elegant stone

  

  Lester Remhof

  LA ROSA REALTY CW PROPERTIES L

  (321) 352-4966

  14501 Grove Resort Ave Unit 3733, Winter Garden, FL 34787
• Selling your home? Sell it faster and for more with a Homes.com Boost.

  Learn More
• 

  

  

  /33

  $3,800 per month

  • 4 Beds
  • 3.5 Baths
  • 2,743 Sq Ft
  • House for Rent

  15597 Gentle Rain Dr, Winter Garden, FL 34787

  Welcome to your BRAND-NEW dream home in the master planned community at OSPREY RANCH! Located in beautiful WINTER GARDEN, this stunning 4-Bedroom, 3 1/2 Bath, 2 car garage home is situated just minutes from world class theme parks and attractions. Close to all major roads in Central Florida. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow down the pace and

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (321) 399-2456

  15597 Gentle Rain Dr, Winter Garden, FL 34787
• 

  

  /2

  $905,000 Sold May 02, 2025

  • 3,084 Sq Ft
  • $293/SF
  • 64 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2018

  1041 Linehart Dr, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome home to Oakland Park, a charming front porch community located on a one-way street in the heart of Winter Garden. This thoughtfully designed, well maintained 5-bedroom 4-bathroom home features an open-concept kitchen, formal and informal dining, and family room-perfect for everyday living and entertaining. The modern kitchen boasts a gas

  Lee Lackey OLYMPUS EXECUTIVE REALTY INC

  1041 Linehart Dr, Winter Garden, FL 34787
• 

  

  

  /25

  Est $659,459 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,445 Sq Ft

  8168 Gray Kingbird Dr, Winter Garden, FL 34787

  8168 Gray Kingbird Dr, Winter Garden, FL 34787
• 

  

  

  /53

  $799,999

  • 5 Beds
  • 4.5 Baths
  • 3,860 Sq Ft

  16337 Silver Grove Blvd, Winter Garden, FL 34787

  Location location location! This like new 5 bedroom 4.5 bath plus office has just been lowered to $799,000 ! 5 minute walk to huge community pool. NO REAR NEIGHBORS. Great location next to new Hamlin schools! Fabulous Hayden floorplan with tons of extras and upgrades throughout! Refrigerator, washer and dryer INCLUDED! MOVE IN NOW, instead of waiting 8 months! Amenities include a huge pool,

  

  Brigitte Knott

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 346-4405

  16337 Silver Grove Blvd, Winter Garden, FL 34787
• 

  

  /42

  $2,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • House for Rent

  1560 Tiverton Blvd Unit 3, Winter Garden, FL 34787

  Prime Location - this home is located in the established neighborhood of Stone Creek where you are convenient to local shopping, dining, great schools, Disney World Parks, and important roadways. Walk in the front door and you are greeted by the open spacious dining room and formal living room - light and airy with fresh paint and new flooring! Through the dining room is the spacious kitchen

  

  Elizabeth Fowler

  THE FLORIDA PROPERTY SHOP SALE

  (321) 499-6546

  1560 Tiverton Blvd Unit 3, Winter Garden, FL 34787
• 

  /2

  $470,000 Sold May 01, 2025

  • Land
  • 2.20 Acres
  • $213,636 per Acre

  • 0 Days On Market

  17001 Old Country Ln, Winter Garden, FL 34787

  Make this coveted 2.2 acres of prime Winter Garden land yours today. Located directly on Avalon Rd (& Old Country Ln) Lake Avalon Groves is an epicenter of beauty and tranquility, nestled within the ever-booming development of this great city. With Hamlin shops nearby, and so very much more at your fingertips, you'll be sure to enjoy the peaceful surroundings, while being in ultra close proximity

  Kamala Whitty WHITTY REAL ESTATE GROUP LLC

  17001 Old Country Ln, Winter Garden, FL 34787
• 

  

  /31

  Est $471,961 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,853 Sq Ft

  15416 Blackbead St, Winter Garden, FL 34787

  15416 Blackbead St, Winter Garden, FL 34787
• 

  

  /59

  $3,000,000

  • 3 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  2827 Sanctuary Ln, Winter Garden, FL 34787

  Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (321) 256-1998

  2827 Sanctuary Ln, Winter Garden, FL 34787
• 

  

  /10

  $1,495 per month

  • 1 Bed
  • 1 Bath
  • 474 Sq Ft
  • Apartment for Rent

  1996 N Old Killarney St, Winter Garden, FL 34787

  Don't miss out on this opportunity to rent an ideally located brand new generation suite. We are located in the desirable Winter Garden area, within the serene community of Apopka Sound, just minutes from the Turnpike for easy access to the airport, Disney attractions and major shopping malls. If you like the outdoors, we are just minutes from the Sereal Oakland nature preserve and the West

  

  Heidi Pfeffer-Morgan

  DALTON WADE INC

  (321) 529-3296

  1996 N Old Killarney St, Winter Garden, FL 34787
• 

  /2

  $365,000 Sold May 01, 2025

  • 1,097 Sq Ft
  • $333/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  203 Horstfield Dr, Winter Garden, FL 34787

  Welcome to this stunning 3 bedrooms and 2 bathrooms Single Family home nestled in the heart of Winter Garden, FL. This home offers plenty of room for buyers looking to settle down in a peaceful neighborhood. As you enter the home, you will be greeted by an open floor plan that seamlessly connects the living room, dining area, and kitchen. The neutral color palette and abundance of natural light

  Randal Longo KEYS REALTY REDEFINED LLC

  203 Horstfield Dr, Winter Garden, FL 34787
• 

  

  /17

  Est $597,599 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,089 Sq Ft

  9014 Pinch Shot Dr, Winter Garden, FL 34787

  9014 Pinch Shot Dr, Winter Garden, FL 34787
• 

  

  /26

  $269,500

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

  14501 Grove Resort Ave Unit 1332, Winter Garden, FL 34787

  AMAZING PRICE!!! FULLY LUXURY FURNISHED TOWER 1 *PREMIUM- HARD TO COMPARE 3th FLOOR PANORAMIC VIEWS FROM YOUR BALCONY AND ROOMS OF; RESORT SWIMMING POOLS, BEAUTIFUL LANDSCAPES, LAKE AUSTIN, INCLUDING DAILY DISNEY FIREWORKS!! *RELAXING FULLY FURNISHED TURN-KEY VACATION CONDOMINIUM-HOTEL *HOA COVERS ELECTRIC, WI-FI, WATER, GROUNDS MAINTENANCE, INSURANCE, -JUST BRING YOUR TOOTHBRUSH *2 BEDROOMS *2

  

  Umit Sahillioglu

  215 PROPERTIES LLC

  (321) 410-7981

  14501 Grove Resort Ave Unit 1332, Winter Garden, FL 34787
• 

  

  /57

  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,717 Sq Ft
  • Townhouse for Rent

  13890 Title Way, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Discover your dream home at 13890 Title Way, Winter Garden, FL 34787! This modern townhome or single-family residence, nestled in a thriving community near Flamingo Crossings, offers 3-4 bedrooms and 2-3 bathrooms across 1,600-2,500 sq ft of stylish living space. Enjoy proximity to top-rated schools, major highways, and Orlando attractions, all

  

  Ursula Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  (321) 850-2268

  13890 Title Way, Winter Garden, FL 34787
• 

  /2

  $450,000 Sold May 01, 2025

  • 1,575 Sq Ft
  • $286/SF
  • 16 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2001

  1801 Seatonham St Unit 1, Winter Garden, FL 34787

  Charming 4-Bedroom Home in Winter Garden – A Must-See! Discover the perfect blend of comfort and convenience in this stunning 4-bedroom home located in the highly sought-after Stone Creek subdivision in Winter Garden. This spacious, move-in-ready home features an inviting open-concept living area on the main floor, complete with a modern kitchen outfitted with sleek stainless steel appliances –

  Julieta Kraponick LPT REALTY, LLC

  1801 Seatonham St Unit 1, Winter Garden, FL 34787
• 

  

  /51

  Est $518,107 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,321 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /25

  $230,000 Pending

  • 3 Beds
  • 2 Baths
  • 984 Sq Ft

  1332 Azalea Way, Winter Garden, FL 34787

  Under contract-accepting backup offers. Welcome to 1332 Azalea, a charming and well-located 3-bedroom, 2-bathroom townhome in the heart of Winter Garden. Just recently freshened up with paint, new garbage disposal and kitchen sink. Offering 984 square feet of living space, this one-level residence is perfect for investors or as a great place to call home. The home features a main living area with

  

  Tom Langmann

  RE/MAX 200 REALTY

  (321) 382-0364

  1332 Azalea Way, Winter Garden, FL 34787
• 

  

  /23

  $3,700 per month

  • 4 Beds
  • 3 Baths
  • 3,097 Sq Ft
  • House for Rent

  8118 Key West Dove St, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. “One or more photo(s) was virtually staged.” Winter Garden living in the much sought out community of Summerlake. An incredibly open floor-plan. The kitchen overlooks both the eat in kitchen area and the living room. Solid wood cabinets with crown molding, skylights, walk-in pantry, beautiful backsplash, stainless-steel appliances, convection oven

  Bruce Kalin

  JC FLORIDA REALTY LLC

  (321) 566-2494

  8118 Key West Dove St, Winter Garden, FL 34787
• 

  /2

  $535,000 Sold May 01, 2025

  • 2,282 Sq Ft
  • $234/SF
  • 73 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2017

  14310 Shocklach Dr, Winter Garden, FL 34787

  **BACK ON MARKET (Buyer's financing fell through)**Welcome to the quiet and comfortable luxury of Latham Park in sought after Winter Garden! This gorgeous home on a large CORNER LOT is full of natural light and has a bright OPEN CONCEPT floor plan, plus unique features, tons of storage space, and your choice of front and back porches! Flawlessly designed for endless inspiration for your space

  Jennifer Wemert WEMERT GROUP REALTY LLC

  14310 Shocklach Dr, Winter Garden, FL 34787
• 

  

  /35

  Est $428,394 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,712 Sq Ft

  5803 Cypress Hill Rd, Winter Garden, FL 34787

  5803 Cypress Hill Rd, Winter Garden, FL 34787
• 

  

  /48

  $565,000 Pending

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft

  38 Lakeview Reserve Blvd, Winter Garden, FL 34787

  Under contract-accepting backup offers. Welcome to your dream home in the exclusive gated community of Lakeview Reserve, nestled just moments away from the heart of historic downtown Winter Garden. This charming 4-bedroom, 2-bathroom residence offers approximately 2,053 square feet of thoughtfully designed living space, perfectly blending comfort, style, and convenience. As you step inside,

  

  Carmelo Nuccio

  RE/MAX EXCLUSIVE COLLECTION

  (321) 655-2183

  38 Lakeview Reserve Blvd, Winter Garden, FL 34787
• 

  

  /71

  $1,723 - $2,798 per month

  Vida Winter Garden

  1-3 Beds

  1223 E Plant St, Winter Garden, FL 34787

  Indulge in modern and spacious living at Vida Winter Garden, offering 15 thoughtfully designed floor plans tailored to suit various lifestyles. Choose from studio, 1, 2, and 3-bedroom options, where open-concept designs create optimum space and comfort in every home. The authentic lifestyle you're after and the perfect place to put down your own roots. Enjoy life in a welcoming and diverse Winter

  1223 E Plant St, Winter Garden, FL 34787
• 

  /2

  $545,000 Sold May 01, 2025

  • 1,951 Sq Ft
  • $279/SF
  • 79 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2015

  705 Walkers Grove Ln, Winter Garden, FL 34787

  Price Improvement! EMBRACE THE HISTORICAL DOWNTOWN WINTER GARDEN LIFESTYLE! As the flagship property of the Walker's Grove townhomes community, this stunning end unit was the model home and is packed with upgrades! Finding an immaculate 4-bedroom, 2.5-bath townhome is so rare in the highly desirable downtown golf cart district. Experience the charm of warm wood floors and soaring ceilings,

  Jonathan Fadoul SERHANT

  705 Walkers Grove Ln, Winter Garden, FL 34787
• 

  

  /31

  Est $841,962 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,485 Sq Ft

  876 Landrum Dr, Winter Garden, FL 34787

  876 Landrum Dr, Winter Garden, FL 34787
• 

  

  /66

  $975,000

  • 5 Beds
  • 5 Baths
  • 3,416 Sq Ft

  8768 Sonoma Coast Dr, Winter Garden, FL 34787

  LOCATION, LOCATION, LOCATION means everything to you, your family, and for your biggest investment. This is the perfect place to "CALL HOME." Come see in Winter Garden/Horizons West, the most elegant home built on a conservation-view lot with no rear neighbors. Stunning open-concept entry and family room with gourmet kitchen. The walk-in pantry conveniently connects the dining room and kitchen.

  

  Martha Leighton

  MIHOUSE REALTY LLC

  (321) 321-4588

  8768 Sonoma Coast Dr, Winter Garden, FL 34787
• 

  

  /30

  $2,849 per month

  • 4 Beds
  • 2.5 Baths
  • 2,078 Sq Ft
  • House for Rent

  10348 Austrina Oak Loop, Winter Garden, FL 34787

  Don't miss this great opportunity! This house is in a highly desired community. The house features 4 bedrooms, 2.5 bathrooms, and 2 2-car garages with a huge kitchen countertop and stainless appliances. You can enjoy the fireworks from the clubhouse viewing deck, a few sets of tennis courts, or a summer afternoon at the community's resort-style swimming pool. World-class golf, shopping, and

  Jaime Hernandez INTOP PROPERTY MANAGEMENT

  10348 Austrina Oak Loop, Winter Garden, FL 34787
• 

  /2

  $695,000 Sold Apr 30, 2025

  • 3,239 Sq Ft
  • $215/SF
  • 4 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 2001

  342 Lake Amberleigh Dr, Winter Garden, FL 34787

  Welcome to a one-of-a-kind 5-bedroom estate in the highly sought-after gated community of Amberleigh. Nestled on an oversized DOUBLE lot, this home offers a private backyard oasis, solar roof panels for in home & pool water heating, and a beautifully renovated interior—the perfect combination of luxury, efficiency, and comfort. Step through the grand front entrance and into a space designed to

  Chad Williams OLYMPUS EXECUTIVE REALTY INC

  342 Lake Amberleigh Dr, Winter Garden, FL 34787
• 

  

  /76

  Est $788,755 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,775 Sq Ft

  1620 Highbanks Cir, Winter Garden, FL 34787

  1620 Highbanks Cir, Winter Garden, FL 34787
• 

  

  /81

  $1,325,000

  • 4 Beds
  • 3 Baths
  • 3,654 Sq Ft

  703 Valencia Shores Dr, Winter Garden, FL 34787

  Wow! Lakefront home on Lake Apopka in the Golf Cart District in Winter Garden! Hurry to see this home with over 1.25 acres of property located on Lake Apopka, known for it's trophy size bass fishing! Enjoy the best of both worlds with lakefront living and driving your golf cart to downtown Winter Garden to enjoy the activities! This nicely landscaped property has a dock and gazebo by the water.

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  (321) 385-8350

  703 Valencia Shores Dr, Winter Garden, FL 34787
• 

  /2

  $1,700 - $3,000 per month

  Integra Avalon

  1-3 Beds

  17825 Avalon Grove Loop, Winter Garden, FL 34787

  17825 Avalon Grove Loop, Winter Garden, FL 34787
• 

  /2

  $445,000 Sold Apr 30, 2025

  • 1,814 Sq Ft
  • $245/SF
  • 28 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2019

  16027 Juniper Inlet Alley, Winter Garden, FL 34787

  One or more photo(s) has been virtually staged. Welcome to this stunning larger end-unit townhouse in the highly sought-after Waterleigh community, LOW HOA fees with lawn maintenance included, offering privacy and breathtaking views with its preserve and lake-backed lot. This beautifully upgraded DR Horton Sandhill model is built with all-concrete block construction and features smart home

  Yosseff Roman KELLER WILLIAMS ADVANTAGE III

  16027 Juniper Inlet Alley, Winter Garden, FL 34787
• 

  

  /47

  Est $964,159 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,505 Sq Ft

  14843 Winter Stay Dr, Winter Garden, FL 34787

  14843 Winter Stay Dr, Winter Garden, FL 34787
• 

  

  /42

  $789,900

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  14399 Wabasso Loop, Oakland, FL 34787

  Your New Home in Tilden Place!..From the moment you walk through the front door, you'll feel like you've arrived. This beautiful 4Bedroom, 3.5Bathroom home in the cozy, gated community of Tilden Place is more than just a place to live it’s a place to make memories. A Warm Welcome. As you step inside, you'll be greeted by soaring vaulted ceilings that fill the space with light and warmth. The

  

  Carmelo Nuccio

  RE/MAX EXCLUSIVE COLLECTION

  (321) 541-4279

  14399 Wabasso Loop, Oakland, FL 34787
• 

  

  /25

  $2,995 per month

  • 4 Beds
  • 3 Baths
  • 2,365 Sq Ft
  • House for Rent

  7154 Desert Mandarin St, Winter Garden, FL 34787

  This 4 bd / 3ba 2365 sq. ft. beautiful charming home located in The Highland at Summer Grove community. Property features Gourmet kitchen with a huge island and stainless appliances, Dining area, open Living Room, two car garage, washer/dryer hookups in the 2nd floor utility room, Covered Patio. Master Suite on second floor offers a walk-in closet and a luxe bathroom. Community features pool,

  Kenneth Warren PREMIER MANAGEMENT GROUP INC

  7154 Desert Mandarin St, Winter Garden, FL 34787
• 

  /2

  $475,000 Sold Apr 30, 2025

  • 1,606 Sq Ft
  • $296/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2010

  636 Bainbridge Loop, Winter Garden, FL 34787

  MULTIPLE OFFERS - DEADLINE 3/10 AT 5PM. THE WINTER GARDEN HAVEN // Come see this charming single-story, 4 bedroom, 2 bathroom home in the sought-after Winter Garden neighborhood of Covington Chase. You'll immediately appreciate the curb appeal – a blend of neutral stucco and stone accents that gives it a warm, inviting look. Inside, you'll find a thoughtfully updated space designed for

  Kristina Mollo ALL REAL ESTATE & INVESTMENTS

  636 Bainbridge Loop, Winter Garden, FL 34787
• 

  

  /34

  Est $391,873 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,803 Sq Ft

  1347 Priory Cir, Winter Garden, FL 34787

  1347 Priory Cir, Winter Garden, FL 34787
• 

  

  /53

  $779,000 Open Sat 10AM - 2PM

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

  1073 Vinsetta Cir, Winter Garden, FL 34787

  Welcome Home to 1073 Vinsetta Cir, where comfort, convenience, and a touch of magic come together! Nestled in a peaceful neighborhood just off Avalon Rd, this delightful 4-bedroom, 3.5-bathroom home offers the perfect blend of modern elegance and functional living.Step inside and be greeted by an open floor plan that effortlessly connects the study, living room, and separate dining area—ideal for

  

  Natasha Jones

  CENTRAL FLORIDA REAL ESTATE RESULTS

  (321) 478-2080

  1073 Vinsetta Cir, Winter Garden, FL 34787
• 

  

  /58

  $1,609 - $2,070 per month

  Prose Horizons Village

  1-2 Beds

  16810 Easthampstead Rd, Winter Garden, FL 34787

  Welcome home to Prose Horizons Village, a brand-new multifamily community located in Winter Garden, FL. Our spacious one and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout, and full-sized washers and dryers in every apartment home. With convenient, must-have amenities like a fitness center,

  16810 Easthampstead Rd, Winter Garden, FL 34787
• 

  /2

  $418,000 Sold Apr 30, 2025

  • 1,568 Sq Ft
  • $267/SF
  • 27 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2018

  16133 Pebble Bluff Loop, Winter Garden, FL 34787

  BACK ON MARKET – BUYER’S LOSS IS YOUR GAIN! The previous buyer was unable to proceed due to visa complications—no fault of the home! This beautifully maintained townhome in Winter Garden’s Waterleigh community offers a rare opportunity with an assumable loan, allowing buyers to save thousands in today’s market. Plus, the seller is offering $7,000 in concessions toward closing costs!Located

  Shaheda Gordon-Jefferson LIFESTYLE INTERNATIONAL REALTY

  16133 Pebble Bluff Loop, Winter Garden, FL 34787
• 

  

  /54

  Est $596,792 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,136 Sq Ft

  14043 Snowy Owl Ln, Winter Garden, FL 34787

  14043 Snowy Owl Ln, Winter Garden, FL 34787

Showing Results 1 - 40, Page 1 of 18