Homes in ZIP Code 34786

• 

  

  

  /15

  $989,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
• 

  

  

  /37

  $12,500 Per Month

  • 3 Beds
  • 3 Baths
  • 3,535 Sq Ft
  • House for Rent

  9701 Lake Isleworth Ct, Windermere, FL 34786

  RECENTLY RENOVATED within the gates of Isleworth Golf and Country Club on a lovely cul-de-sac, you will discover this Golf Villa, boasting over 3,500 square feet of space. With 3 bedrooms plus an office, which could easily be used as a 4th bedroom, this charming villa has a spacious master suite with a garden view step-down shower, a notable kitchen with breakfast nook, formal dining room, and

  Michelle Corbin ISLEWORTH REALTY LLC

  9701 Lake Isleworth Ct, Windermere, FL 34786
• 

  

  /2

  $700,000

  Sold Feb 13, 2026

  9792 Wild Oak Dr, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 3,102 Sq Ft
  • Built 1982

  Last Sold Summary

  • 26% Below List Price
  • $226/SF
  • 106 Days On Market

  Current Estimated Value $740,623

  Last Listing Agent Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III

  9792 Wild Oak Dr, Windermere, FL 34786
• 

  

  /2

  Est $1,235,524

  Not Listed For Sale

  6228 Lecco Way, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,755 Sq Ft
  • Built 2012

  6228 Lecco Way, Windermere, FL 34786

  Last Sold Summary

  • 41 Days On Market
• 

  

  /2

  $855,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft

  Tidewater Plan at Palms at Windermere, Windermere, FL 34786

  The Tidewater floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,712 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36489841, Windermere, FL 34786
• 

  

  /47

  $3,395 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,229 Sq Ft
  • House for Rent

  6873 Northwich Dr, Windermere, FL 34786

  A VIRTUAL TOUR VIDEO IS AVAILABLE ON OUR WEBSITE! This property is managed by Lionel Hebert at ext. 233. 3-bedroom, 2.5-bath single family pool home in Lakes of Windermere community. Spacious layout with separate living, dining, and bonus room. The kitchen features a breakfast bar, which is open to the formal dining and dinette areas that overlook the pool/patio. Pool deck/patio is fully

  6873 Northwich Dr, Windermere, FL 34786
• 

  /2

  $1,050,000

  Sold Oct 31, 2025

  65 Oakdale St, Windermere, FL 34786

  • 4 Beds
  • 2 Baths
  • 2,191 Sq Ft
  • Built 1959

  Last Sold Summary

  • 12% Below List Price
  • $479/SF
  • 34 Days On Market

  Current Estimated Value $1,085,749

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  65 Oakdale St, Windermere, FL 34786
• 

  /2

  Est $446,623

  Not Listed For Sale

  8749 Via Tavoleria Way, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 1,935 Sq Ft
  • Built 2014

  8749 Via Tavoleria Way, Windermere, FL 34786

  Last Sold Summary

  • 28 Days On Market
• 

  

  /67

  $1,859,000

  $241K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 5,430 Sq Ft

  9057 Balmoral Mews Square, Windermere, FL 34786

  Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive 3⁄4-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water

  Ryan Rogers REAL BROKER, LLC

  9057 Balmoral Mews Square, Windermere, FL 34786
• 

  

  /90

  $5,500 Per Month

  • 6 Beds
  • 4 Baths
  • 4,176 Sq Ft
  • House for Rent

  8278 Procida Isle Ln, Windermere, FL 34786

  Stunning upgraded house in Windermere Isle in Gas community, Fully Fenced, NO Carpet in the house. Rent includes full lawn services and spectrum cable and internet service, save a lot bill. Two downstairs bedrooms are perfect for a guest bedroom and a home office. Tankless water heater. Beautiful engineer wood flooring and Ceiling fan with remote control in all rooms. Popular Designer paint,

  Li Xue AGENT GROUP REALTY

  8278 Procida Isle Ln, Windermere, FL 34786
• 

  /2

  $890,000

  Sold Jul 31, 2025

  235 Oakdale St, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,562 Sq Ft
  • Built 1971

  Last Sold Summary

  • 11% Below List Price
  • $347/SF
  • 274 Days On Market

  Current Estimated Value $929,264

  Last Listing Agent Simon Simaan THE SIMON SIMAAN GROUP

  235 Oakdale St, Windermere, FL 34786
• 

  

  /26

  Est $316,241

  Not Listed For Sale

  11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 2007

  11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

  Last Sold Summary

  • 11 Days On Market
• 

  

  /30

  $629,900

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,147 Sq Ft

  13622 Darchance Rd, Windermere, FL 34786

  Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding

  Javin Lopez AVANTI WAY REALTY LLC

  13622 Darchance Rd, Windermere, FL 34786
• 

  

  /23

  $2,500 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Awesome Townhome for rent at Windermere

  7727 Fairgrove Ave, Windermere, FL 34786

  Welcome Home to your beautiful townhome in Berkshire Place, located in Windermere, FL. Move-in ready, End Unit. Great layout with plenty of space. French Doors open up to your private paver courtyard off the living room. Brand new vinyl flooring, no carpet. Many great design features, including 9-foot ceilings, an Open Kitchen with Dining, Granite counters for the Kitchen and Baths, a Pedestal

  7727 Fairgrove Ave, Windermere, FL 34786
• 

  /2

  $520,000

  Sold Jun 26, 2025

  12880 Holdenbury Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 3,103 Sq Ft
  • Built 2006

  Last Sold Summary

  • 13% Below List Price
  • $168/SF
  • 67 Days On Market

  Current Estimated Value $691,311

  Last Listing Agent Jacquie Sosa EXP REALTY LLC

  12880 Holdenbury Ln, Windermere, FL 34786
• 

  

  /53

  Est $1,092,545

  Not Listed For Sale

  11708 Hampstead St, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,934 Sq Ft
  • Built 2015

  11708 Hampstead St, Windermere, FL 34786

  Last Sold Summary

  • 22 Days On Market
• 

  

  /98

  $1,799,000

  • 4 Beds
  • 3 Baths
  • 3,297 Sq Ft

  2503 Butler Bay Dr N, Windermere, FL 34786

  Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a

  Simon Simaan THE SIMON SIMAAN GROUP

  2503 Butler Bay Dr N, Windermere, FL 34786
• 

  

  /33

  $3,100 Per Month

  • 4 Beds
  • 3 Baths
  • 2,190 Sq Ft
  • House for Rent

  8625 Greenbank Blvd, Windermere, FL 34786

  Single family home with 4 bedrooms and 3 full bathrooms in desirable Lakes of Windermere Peachtree subdivision. This is quaint community convenient to Disney attractions for work or play and is gated and zoned for Windermere High School. Available just in time for the new school year. Located on a scenic pond w conservation area view, with no rear neighbors and uninhibited views of the

  Charles Woolley BHHS FLORIDA REALTY

  8625 Greenbank Blvd, Windermere, FL 34786
• 

  /2

  $8,500,000

  Sold Sep 05, 2025

  5271 Isleworth Country Club Dr, Windermere, FL 34786

  • 7 Beds
  • 13 Baths
  • 11,403 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Below List Price
  • $745/SF
  • 206 Days On Market

  Current Estimated Value $8,191,562

  Last Listing Agent Monica Lochmandy ISLEWORTH REALTY LLC

  5271 Isleworth Country Club Dr, Windermere, FL 34786
• 

  

  /4

  Est $1,153,963

  Not Listed For Sale

  5819 Caymus Loop Unit 1, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,806 Sq Ft
  • Built 2003

  5819 Caymus Loop Unit 1, Windermere, FL 34786

  Last Sold Summary
• 

  

  /13

  $1,146,990

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,542 Sq Ft

  Duval Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Duval is a two‐story home offering five bedrooms, four full bathrooms, one half bathroom, and a two‐car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second‐floor loft overlooks the family room below. The private second‐floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932788, Windermere, FL 34786
• 

  

  /26

  $3,200 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,611 Sq Ft
  • House for Rent

  7329 Auburnwood Ln, Windermere, FL 34786

  Beautiful property with 4 bedrooms , 2 bath and 1/2 bathrooms , Windermere area.Just 5 minutes from Walt Disney World theme parks .

  7329 Auburnwood Ln, Windermere, FL 34786
• 

  /2

  $480,000

  Sold Sep 26, 2025

  13715 Bressler Aly, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • Built 2019

  Last Sold Summary

  • 9% Below List Price
  • $224/SF
  • 215 Days On Market

  Current Estimated Value $487,477

  Last Listing Agent Irene Calderon PREFERRED REAL ESTATE BROKERS

  13715 Bressler Aly, Windermere, FL 34786
• 

  /2

  Est $451,055

  Not Listed For Sale

  13701 Beckman Dr, Windermere, FL 34786

  • 3 Beds
  • 3 Baths
  • 2,091 Sq Ft
  • Built 2015

  13701 Beckman Dr, Windermere, FL 34786
• 

  

  /17

  $1,052,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,791 Sq Ft

  Moseley Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Moseley is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. Modern finishes, abundant

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932785, Windermere, FL 34786
• 

  

  /30

  $2,850 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,890 Sq Ft
  • Townhouse for Rent

  8642 Powder Ridge Trail, Windermere, FL 34786

  AVALIBALE May 10th, 2026! Beautiful 4 bedroom 2 and 1⁄2 bath with a loft and 2 car garage. The kitchen features wood cabinets with granite counter tops and stainless steel appliances. There is a half bathroom on the first floor. Marble counter tops in the bathrooms and the first floor is all tile.Upstairs the washer and dryer are in the utility room just off the loft along with the master

  Jennifer Linton METRO CITY REALTY

  8642 Powder Ridge Trail, Windermere, FL 34786
• 

  /2

  $930,000

  Sold Nov 10, 2025

  5141 Autumn Ridge Ln, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $389/SF
  • 91 Days On Market

  Current Estimated Value $937,019

  Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

  5141 Autumn Ridge Ln, Windermere, FL 34786
• 

  

  /30

  Est $2,432,038

  Not Listed For Sale

  12624 Park Ave, Windermere, FL 34786

  12624 Park Ave, Windermere, FL 34786

  Last Sold Summary

  • 215 Days On Market
• 

  

  /71

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 3,021 Sq Ft

  516 Jennifer Ln, Windermere, FL 34786

  OUTDOOR LIVING, ONE-STORY COMFORT & IN-TOWN WINDERMERE LIFESTYLE COME TOGETHER AT THIS RARE 1.27-ACRE WINDERMERE OAKS PROPERTY. Set within the TOWN OF WINDERMERE, this beautifully maintained one-story pool home offers privacy, space & the lifestyle buyers hope to find, with NATURAL GAS, mature landscaping, a PARTIAL BUTLER CHAIN LAKE VIEW, and exceptional outdoor living that feels like a true

  Cindy Rosenbloom THE ROSENBLOOM TEAM

  516 Jennifer Ln, Windermere, FL 34786
• 

  

  /15

  $2,100 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,250 Sq Ft
  • Townhouse for Rent

  13014 Langstaff Dr, Windermere, FL 34786

  Beautiful 2 bed 2 master bath and1 half Bath Townhouse, Living Room Area, Breakfast Area. Make an Offer! Apply Today!If you would like to view this home, and TO SCHEDULE A SHOWING PLEASE EMAIL US AT FOR AVAILABLE SHOW TIMES. Please send us your Name, Phone Contact and Email Address. All Showings are done on Monday thru Friday between 10am & 4pm.HOW TO APPLY: All adult

  13014 Langstaff Dr, Windermere, FL 34786
• 

  /2

  $390,000

  Sold Apr 28, 2026

  8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Below List Price
  • $192/SF
  • 28 Days On Market

  Current Estimated Value $389,535

  Last Listing Agent Garrett Turner EXP REALTY LLC

  8226 Serenity Spring Dr Unit 2402, Windermere, FL 34786
• 

  

  /62

  Est $1,167,169

  Not Listed For Sale

  5522 Remsen Cay Ln, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,881 Sq Ft
  • Built 2016

  5522 Remsen Cay Ln, Windermere, FL 34786

  Last Sold Summary

  • 5 Days On Market
• 

  

  /14

  $1,085,990

  New Construction

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

  Griffin Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Griffin is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality. Additional

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786
• 

  

  /25

  $3,200 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,804 Sq Ft
  • House for Rent

  13809 Amelia Pond Dr, Windermere, FL 34786

  This beautiful move-in ready home offers 4 bedrooms, 4 bathrooms, plus a dedicated office/flex room, providing the perfect blend of comfort, space, and functionality. The first floor features elegant tile flooring throughout and a spacious primary suite conveniently located on the main level for added privacy. Upstairs, you'll find a junior master suite along with a versatile loft/bonus area

  Asher Chen AAA GLOBAL VENTURES PA

  13809 Amelia Pond Dr, Windermere, FL 34786
• 

  /2

  $745,000

  Sold Jul 28, 2025

  9676 Wild Oak Dr, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,856 Sq Ft
  • Built 1977

  Last Sold Summary

  • 21% Below List Price
  • $261/SF
  • 102 Days On Market

  Current Estimated Value $784,311

  Last Listing Agent Hardy Edwards, III BHHS FLORIDA REALTY

  9676 Wild Oak Dr, Windermere, FL 34786
• 

  /2

  Est $2,523,945

  Not Listed For Sale

  9831 Grosvenor Pointe Cir, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 5,320 Sq Ft
  • Built 2012

  9831 Grosvenor Pointe Cir, Windermere, FL 34786

  Last Sold Summary

  • 62 Days On Market
• 

  

  /35

  $949,999

  $30K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 3,299 Sq Ft

  8796 Peachtree Park Ct, Windermere, FL 34786

  Come live in paradise!! Minutes from the Magic Kingdom with amazing fireworks view from front porch and private pool. This exceptional builder model offers an unmatched combination of luxury upgrades, thoughtful design, and a premier location in the coveted Peachtree Park community. Perfectly positioned with conservation views and no rear neighbors, this home delivers privacy, style, and a true

  Lee Goldberg COLDWELL BANKER REALTY

  8796 Peachtree Park Ct, Windermere, FL 34786
• 

  

  /11

  $7,500 Per Month

  • 6 Beds
  • 4 Baths
  • 3,916 Sq Ft
  • House for Rent

  3302 Butler Bay Dr N, Windermere, FL 34786

  Welcome home to this stunning two-story custom estate located in one of Orlando’s most sought-after communities, The Windermere Club. Set on over an acre and surrounded by natural landscape, this home offers exceptional privacy and space. An expansive driveway and impressive elevation lead to a grand foyer with a spiral staircase, formal dining room, and pass-through fireplace. The fully

  3302 Butler Bay Dr N, Windermere, FL 34786
• 

  /2

  $585,000

  Sold Aug 19, 2025

  8359 Lookout Pointe Dr, Windermere, FL 34786

  • 4 Beds
  • 4 Baths
  • 2,604 Sq Ft
  • Built 2016

  Last Sold Summary

  • 1% Below List Price
  • $225/SF
  • 3 Days On Market

  Current Estimated Value $596,893

  Last Listing Agent Pilar Fernandez SIX STAR REALTY GROUP LLC

  8359 Lookout Pointe Dr, Windermere, FL 34786
• 

  

  /36

  Est $4,369,336

  Not Listed For Sale

  12300 Montalcino Cir, Windermere, FL 34786

  • 5 Beds
  • 6.5 Baths
  • 7,649 Sq Ft
  • Built 2023

  12300 Montalcino Cir, Windermere, FL 34786

  Last Sold Summary

  • 73 Days On Market

Showing Results 161 - 200, Page 5 of 18