Homes in ZIP Code 34787

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  /39

  $1,098,000

  Open Sat 12PM - 3PM $22K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 4,625 Sq Ft

  13525 Gorgona Isle Dr, Windermere, FL 34786

  Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining.A dramatic two-story foyer creates a

  

  Roo Klaers

  COLDWELL BANKER REALTY

  13525 Gorgona Isle Dr, Windermere, FL 34786
• 

  

  

  /13

  Starting at $1,634

  Total Monthly Price

  • 1 - 2 Beds

  14505 Tristan Cir, Winter Garden, FL 34787

  Welcome home to Prose Avalon Pointe, Orlando's newest multifamily community. Our spacious one- and two-bedroom apartments for rent in Winter Garden, FL, feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, hardwood flooring throughout and full-sized washer and dryers in every apartment home. And with convenient, must have amenities like a fitness center,

  Prose Avalon Pointe

  

  14505 Tristan Cir, Winter Garden, FL 34787
• 

  

  

  /4

  $457,390

  Sold Jan 26, 2026

  15274 Groveside Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft
  • Built 2026

  Move in Ready Sold Summary

  • 1% Above List Price
  • $248/SF
  • 24 Days On Market

  Current Estimated Value $458,486

  DRB Homes Parkview at Hamlin

  15274 Groveside Rd, Winter Garden, FL 34787
• 

  

  /2

  Not Listed For Sale

  13133 Sunny Retreat Ln, Oakland, FL 34787

  • 3 Beds
  • 3.5 Baths
  • 2,808 Sq Ft
  • Built 2024

  13133 Sunny Retreat Ln, Oakland, FL 34787

  Last Sold Summary

  • 47 Days On Market
• 

  

  

  /59

  $969,900

  $70K PRICE INCREASE Pre-Foreclosure

  • 7 Beds
  • 4.5 Baths
  • 4,720 Sq Ft

  5074 Breezy Acres St, Oakland, FL 34787

  MOVE-IN READY | EASY OWNER FINANCING AVAILABLE | FURNITURE NEGOTIABLE WITH PURCHASE Welcome to an exceptional opportunity in the heart of Winter Garden’s highly sought-after Wincey Groves community. This beautifully upgraded Sweetwater model by Dream Finders Homes, built in 2021, offers over 4,700 square feet of refined living space with 7 bedrooms and 4.5 bathrooms, plus two additional flex

  

  Daniel Rodriguez

  NEW HEIGHTS REALTY GROUP

  5074 Breezy Acres St, Oakland, FL 34787
• 

  

  /50

  Starting at $1,699 Per Month

  • 1 - 3 Beds

  14520 Avalon Rd, Winter Garden, FL 34787

  Welcome home to Registry on Grass Lake, our brand-new apartment community that prioritizes a connection to comfort & convenience through designer touches and thorough consideration of your needs. Enjoy your own space with our studio, one-, two-, and three-bedroom floor plans all thoughtfully curated to bring you the best of apartment living. Within Registry on Grass Lake, you'll find amenities

  Registry on Grass Lake

  

  14520 Avalon Rd, Winter Garden, FL 34787
• 

  /2

  $520,000

  Sold Nov 25, 2025

  9330 Meadow Hunt Way, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 2015

  Last Sold Summary

  • 13% Below List Price
  • $251/SF
  • 210 Days On Market

  Current Estimated Value $526,145

  Last Listing Agent Alexia and Brian Boodram KELLER WILLIAMS ADVANTAGE III

  9330 Meadow Hunt Way, Winter Garden, FL 34787
• 

  /2

  Not Listed For Sale

  13245 Peaceful Melody Dr, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,715 Sq Ft
  • Built 2025

  13245 Peaceful Melody Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 0 Days On Market
• 

  

  /56

  $723,000

  • 5 Beds
  • 4 Baths
  • 3,602 Sq Ft

  7187 Wild Strawberry Run, Winter Garden, FL 34787

  There are homes that simply check the boxes... And then there are homes that instantly make you feel something the moment you walk through the door. This former model home tucked inside one of Winter Garden’s most loved communities, Independence. From the soaring ceilings to the warm engineered wood floors flowing throughout the home, every space feels bright, open, and inviting. Picture slow

  

  Carmelo Nuccio

  RE/MAX EXCLUSIVE COLLECTION

  7187 Wild Strawberry Run, Winter Garden, FL 34787
• 

  

  /25

  Starting at $1,590

  Total Monthly Price

  • 1 - 3 Beds

  14619 Casita Ridge, Winter Garden, FL 34787

  IMT Sonoma Hills’ stunning one, two and three-bedroom apartments will take your breath away with a new level of luxury for West Orlando. Inside each home are five-star features and amenities, including spacious walk-in closets, gourmet kitchens with granite countertops, soaring ten-foot ceilings and sophisticated designer finishes. Start a tour of IMT Sonoma Hills and it won’t take long to

  IMT Sonoma Hills

  

  14619 Casita Ridge, Winter Garden, FL 34787
• 

  

  /11

  $761,929

  Sold Nov 21, 2025

  13105 Faro Ct, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 3,285 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $232/SF
  • 30 Days On Market

  Current Estimated Value $707,671

  13105 Faro Ct, Winter Garden, FL 34787
• 

  /2

  Est $543,721

  Not Listed For Sale

  5006 Citrus Leaf Blvd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,942 Sq Ft
  • Built 2023

  5006 Citrus Leaf Blvd, Winter Garden, FL 34787

  Last Sold Summary

  • 26 Days On Market
• 

  

  /28

  $535,000

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  1343 Castleport Rd, Winter Garden, FL 34787

  Welcome to this beautifully landscaped 3-bedroom, 2-bathroom home in the 24-hour guard-gated Stoneybrook West community. Featuring a split-bedroom floor plan, the layout includes a versatile flex room ideal for a home office or den. The kitchen is equipped with white appliances and granite countertops and flows easily into the main living spaces, with ceiling fans installed throughout the home

  

  Kristi Matthew

  CENTURY 21 CARIOTI

  1343 Castleport Rd, Winter Garden, FL 34787
• 

  

  /16

  Starting at $1,751

  Total Monthly Price

  • Studio - 3 Beds

  751 W Oakland Ave, Oakland, FL 34787

  Perfectly located in Oakland, Florida with easy access to the West Orange bike trail and minutes from the historic downtown Winter Garden and the Florida Turnpike. The Avenue offers unparalleled amenities and an exquisite collection of studios, one, two- and three-bedroom apartment homes.

  AVENUE ON OAKLAND

  

  751 W Oakland Ave, Oakland, FL 34787
• 

  /2

  $1,350,000

  Sold Sep 08, 2025

  682 Canopy Estates Dr, Winter Garden, FL 34787

  • 4 Beds
  • 4.5 Baths
  • 3,645 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $370/SF
  • 6 Days On Market

  Current Estimated Value $1,353,255

  Last Listing Agent Kevin Asenjo COLDWELL BANKER REALTY

  682 Canopy Estates Dr, Winter Garden, FL 34787
• 

  /2

  Est $475,348

  Not Listed For Sale

  11944 Bracco St, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft
  • Built 2024

  11944 Bracco St, Winter Garden, FL 34787

  Last Sold Summary

  • 252 Days On Market
• 

  

  /82

  $1,799,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 4,224 Sq Ft

  1216 Hull Island Dr, Oakland, FL 34787

  Under contract-accepting backup offers. Experience the ultimate lakefront lifestyle in this stunning MI Homes Endeavor, perfectly positioned on 83 feet of shoreline along Lake Apopka - No Flood Zone - in the highly desirable community of Hull Island. Built just 5 years ago, this exceptional residence offers 4,224 square feet of thoughtfully designed living space featuring 5 bedrooms, 4.5

  

  Elizabeth Fowler

  THE FLORIDA PROPERTY SHOP SALE

  1216 Hull Island Dr, Oakland, FL 34787
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  /30

  Starting at $1,526 Per Month

  • 1 - 3 Beds

  9405 Ascend Falls Dr, Winter Garden, FL 34787

  Welcome to Birchstone Waterleigh, where luxury meets tranquility in the heart of Winter Garden, FL. Designed for those who seek the extraordinary, our community offers an elevated living experience with refined interiors, resort-inspired amenities, and thoughtfully curated experiences. From impeccably crafted apartments to exclusive social spaces, every detail embodies sophistication and

  Birchstone Waterleigh

  

  9405 Ascend Falls Dr, Winter Garden, FL 34787
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  /2

  $728,900

  Sold Mar 27, 2026

  15530 Orchid Rose Ct, Winter Garden, FL 34787

  • 2 Beds
  • 2 Baths
  • 2,871 Sq Ft
  • Built 2026

  Last Sold Summary

  • $254/SF

  Current Estimated Value $732,016

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

  15530 Orchid Rose Ct, Winter Garden, FL 34787
• 

  /2

  Est $446,811

  Not Listed For Sale

  15859 Tollington Aly, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,835 Sq Ft
  • Built 2024

  15859 Tollington Aly, Winter Garden, FL 34787

  Last Sold Summary

  • 173 Days On Market
• 

  

  /23

  $592,000

  $28K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,420 Sq Ft

  12566 Westhaven Oak Dr, Winter Garden, FL 34787

  PRICE IMPROVEMENT! PRICED TO SELL, SELLER WILLING TO CONTRIBUTE UP TO $7,500.00 TOWARDS CLOSING COSTS OR BUYER RATE BUY-DOWN!Welcome to 12566 Westhaven Oak Drive in the desireable Osprey Ranch community of Winter Garden.This beautifully designed 4-bedroom, 3-bath home offers the perfect blend of modern comfort andluxury finishes, featuring an open-concept layout ideal for everyday

  

  Kendra Wallace

  UNITED REAL ESTATE PREFERRED

  12566 Westhaven Oak Dr, Winter Garden, FL 34787
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  /96

  Starting at $1,605 Per Month

  • 1 - 3 Beds

  16200 Ascend Village Ln, Winter Garden, FL 34787

  Retreat to a life of ultimate luxury at Ascend Waterleigh Village, a brand-new community offering one, two, and three bedroom apartments in a beautiful lakeside neighborhood. Our open floor plans offer the perfect mix of form and function, with features ranging from modern kitchens with stainless steel appliances and prep islands to spacious bedrooms with oversized walk-in closets. As a resident,

  Ascend Waterleigh Village

  

  16200 Ascend Village Ln, Winter Garden, FL 34787
• 

  /2

  $565,000

  Sold Jun 17, 2026

  13958 Magnolia Ridge Loop, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 2,075 Sq Ft
  • Built 2017

  Last Sold Summary

  • 6% Below List Price
  • $272/SF
  • 5 Days On Market

  Current Estimated Value $591,000

  Last Listing Agent Raymond Glenn LAKESIDE REALTY WINDERMERE INC

  13958 Magnolia Ridge Loop, Winter Garden, FL 34787
• 

  /2

  Est $389,189

  Not Listed For Sale

  821 E Story Rd, Winter Garden, FL 34787

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft
  • Built 2024

  821 E Story Rd, Winter Garden, FL 34787

  Last Sold Summary

  • 242 Days On Market
• 

  

  /43

  $345,000

  $9K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft

  1532 Scarlet Oak Loop Unit 70B, Winter Garden, FL 34787

  Wonderful primary residence or rental investment opportunity! This beautifully maintained 3-bedroom, 2.5-bath condo in the central and peaceful Tucker Oaks community offers the perfect blend of comfort and convenience with a spacious and practical layout.The main level offers a well-appointed kitchen with granite countertops, 42” cabinetry, and a newer refrigerator, seamlessly connected to

  

  David Hartigan

  JASON MITCHELL REAL ESTATE FLO

  1532 Scarlet Oak Loop Unit 70B, Winter Garden, FL 34787
• 

  

  /23

  Starting at $1,805

  Total Monthly Price

  • 1 - 3 Beds

  15000 Stratus Loop, Winter Garden, FL 34787

  Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations for modern living. Timeless yet contemporary. Comfortable yet connected. Our residences are a wonderful blend of tasteful design, thoughtful amenities and

  Corban Horizon West

  

  15000 Stratus Loop, Winter Garden, FL 34787
• 

  

  /31

  $469,990

  Sold Oct 17, 2025

  15405 Hamlin Park Dr, Winter Garden, FL 34787

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

  Move in Ready Sold Summary

  • $227/SF
  • 16 Days On Market

  Current Estimated Value $482,861

  15405 Hamlin Park Dr, Winter Garden, FL 34787
• 

  /2

  Est $1,468,267

  Not Listed For Sale

  921 Bradenville Ln, Winter Garden, FL 34787

  • 4 Beds
  • 4 Baths
  • 3,468 Sq Ft
  • Built 2022

  921 Bradenville Ln, Winter Garden, FL 34787

  Last Sold Summary

  • 49 Days On Market
• 

  

  /42

  $449,000

  $10K PRICE DROP

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

  8156 Wood Sage Dr, Winter Garden, FL 34787

  Winter Garden – Rare, immaculate end-unit townhome in highly sought-after Summerlake, fully updated and truly MOVE-IN READY. Step onto the charming front porch—perfect for morning coffee as the neighborhood comes to life—and then into a bright, open interior with soaring ceilings, a freshly painted interior, and an inviting floor plan.The chef’s kitchen features abundant real wood cabinetry,

  

  Kathy Aparo-Griffin

  APARO-GRIFFIN PROPERTIES INC

  8156 Wood Sage Dr, Winter Garden, FL 34787
• 

  

  /35

  Starting at $1,499

  Total Monthly Price

  • 2 Beds

  521 S Park Ave, Winter Garden, FL 34787

  Garden City Apartments is nestled in the heart of Downtown Winter Garden, Florida. Within walking distance or a quick golf cart ride to Historic Plant Street, life is full of excitement with local arts and entertainment, trails and restaurants galore you will surely feel at home and safe living in our newly renovated industrial designed family-friendly apartments. We have a mix between

  Garden City Apartments

  521 S Park Ave, Winter Garden, FL 34787
• 

  /2

  $1,160,000

  Sold Jun 15, 2026

  441 Courtlea Oaks Blvd, Winter Garden, FL 34787

  • 5 Beds
  • 4.5 Baths
  • 4,001 Sq Ft
  • Built 2000

  Last Sold Summary

  • 16% Below List Price
  • $290/SF
  • 64 Days On Market

  Current Estimated Value $1,181,839

  Last Listing Agent Jennifer Coon LAKESIDE REALTY WINDERMERE INC

  441 Courtlea Oaks Blvd, Winter Garden, FL 34787
• 

  /2

  Est $847,456

  Not Listed For Sale

  14907 Guava Bay Dr, Winter Garden, FL 34787

  • 4 Beds
  • 3.5 Baths
  • 2,935 Sq Ft
  • Built 2019

  14907 Guava Bay Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 2 Days On Market
• 

  

  /69

  $799,900

  • 4 Beds
  • 3.5 Baths
  • 3,572 Sq Ft

  14252 Creekbed Cir, Winter Garden, FL 34787

  Welcome to 14252 Creekbed Circle, a spacious and beautifully designed home located in the heart of Winter Garden, in Bradford Creek, one of Central Florida's most sought-after communities. Perfectly situated near Downtown Winter Garden, you'll enjoy convenient access to popular restaurants, boutique shopping, farmers markets, community events, walking trails, and entertainment year-round.This

  

  Carla Robles

  WATSON REALTY CORP

  14252 Creekbed Cir, Winter Garden, FL 34787
• 

  

  /50

  Starting at $1,830 Per Month

  • 1 - 3 Beds

  14012 Shoreside Way, Winter Garden, FL 34787

  Warm lake breezes and sunshine define the luxe lakeside lifestyle of the Lakewalk apartment residences that will wrap the shoreline of Lake Hancock next to the Town Center’s shopping, dining and entertainment. We offer 1 bedroom, 2 bedroom, and 3 bedroom apartment homes with the most up-to-date luxurious furnishings. If you are looking for relaxing, luxury living, look no further than Lakewalk at

  Lakewalk at Hamlin

  

  14012 Shoreside Way, Winter Garden, FL 34787
• 

  

  /43

  $330,000

  Sold Apr 17, 2026

  823 Magnolia Ave, Winter Garden, FL 34787

  • 3 Beds
  • 2 Baths
  • 1,210 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Below List Price
  • $273/SF
  • 192 Days On Market

  Current Estimated Value $328,322

  Last Listing Agent Bosco Meira BELLA FLORIDA REALTY LLC

  823 Magnolia Ave, Winter Garden, FL 34787
• 

  /2

  Est $871,136

  Not Listed For Sale

  9248 Legado Dr, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,823 Sq Ft
  • Built 2021

  9248 Legado Dr, Windermere, FL 34786

  Last Sold Summary

  • 33 Days On Market
• 

  

  /48

  $999,000

  $101K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,758 Sq Ft

  10174 Merrymeeting Bay Dr, Winter Garden, FL 34787

  LAKEFRONT!!!Welcome to 10174 Merrymeeting Bay Dr — a gorgeous 4-bedroom, 3.5-bath home in the heart of Winter Garden that checks all the boxes and then some. Step inside and you'll notice the open floor plan right away. Tile floors run through the main living areas with cozy carpet in the bedrooms. The kitchen is a dream with quartz counters, stainless appliances, wood cabinets, and a walk-in

  

  Deanna Meredith

  LUXE PROPERTIES LLC

  10174 Merrymeeting Bay Dr, Winter Garden, FL 34787
• 

  

  /50

  Starting at $1,589

  Total Monthly Price

  • 1 - 3 Beds

  6151 Lake Lodge Dr, Winter Garden, FL 34787

  It’s human nature to want everything at your fingertips. It’s rare to find it. Tucked between the water, sunshine, and cypress trees, discover The Lodge at Hamlin. With nature surrounding you at home and a lakefront village at your doorstep, your hunt for the perfect lifestyle begins and ends here.

  The Lodge at Hamlin

  

  6151 Lake Lodge Dr, Winter Garden, FL 34787
• 

  /2

  $645,000

  Sold Sep 19, 2025

  1208 Castleport Rd, Winter Garden, FL 34787

  • 5 Beds
  • 3.5 Baths
  • 3,074 Sq Ft
  • Built 2001

  Last Sold Summary

  • 8% Below List Price
  • $210/SF
  • 85 Days On Market

  Current Estimated Value $652,646

  Last Listing Agent Barbara Waltman KELLER WILLIAMS CLASSIC

  1208 Castleport Rd, Winter Garden, FL 34787
• 

  /2

  Est $673,926

  Not Listed For Sale

  5511 Orange Orchard Dr, Winter Garden, FL 34787

  • 4 Beds
  • 2.5 Baths
  • 2,270 Sq Ft
  • Built 2020

  5511 Orange Orchard Dr, Winter Garden, FL 34787

  Last Sold Summary

  • 9 Days On Market

Showing Results 41 - 80, Page 2 of 18