Homes in ZIP Code 34786

• 

  

  

  /39

  $1,460,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,844 Sq Ft

  2509 Ridgewind Way, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to 2509 Ridgewind Way, a timeless Southern estate tucked inside the gates of The Estates at Windermere—one of Windermere’s most beloved communities known for its oak-lined streets, oversized lots, and quiet charm. Set on a rare .75-acre homesite, this beautifully updated residence blends classic architecture with the functionality today’s buyers are

  

  Hilary Hall

  COMPASS FLORIDA LLC

  2509 Ridgewind Way, Windermere, FL 34786
• 

  

  

  /47

  $4,000 Per Month

  • 5 Beds
  • 3.5 Baths
  • 3,472 Sq Ft
  • House for Rent

  13272 Penshurst Ln, Windermere, FL 34786

  5 bedroom, 3 bath home nestled in the community of Windermere Sound. Located near schools, parks, shopping and more, this home is waiting for you! A Large house like this, is sure not to last long.

  Donny Hang Fung BLUEHOUSE REALTY GROUP LLC

  13272 Penshurst Ln, Windermere, FL 34786
• 

  

  /2

  $1,194,000

  Sold Aug 25, 2025

  6720 Winter Garden Vineland Rd, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 3,554 Sq Ft
  • Built 2003

  Last Sold Summary

  • 8% Below List Price
  • $336/SF
  • 32 Days On Market

  Current Estimated Value $1,280,440

  Last Listing Agent Rita Schoeffler BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  6720 Winter Garden Vineland Rd, Windermere, FL 34786
• 

  

  

  /37

  Est $1,705,058

  Not Listed For Sale

  1214 Estancia Woods Loop, Windermere, FL 34786

  • 4 Beds
  • 4.5 Baths
  • 4,396 Sq Ft
  • Built 2019

  1214 Estancia Woods Loop, Windermere, FL 34786

  Last Sold Summary

  • 39 Days On Market
• 

  

  

  /82

  $2,175,000

  $110K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 5,031 Sq Ft

  713 Main St, Windermere, FL 34786

  Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere with excellent walkability. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a

  

  Kari Fleck

  THE REAL ESTATE COLLECTION LLC

  713 Main St, Windermere, FL 34786
• 

  

  /57

  $3,099 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • WOW-WATER & ELECTRICITY-INCLUDED IN RENT! MOVE IN JUNE! FANTASTIC 3x2.5 WITH 2 CAR GARAGE!!

  14252 Confetti Dr, Windermere, FL 34786

  WATER & ELECTRIC INCLUDED!! MOVE IN JUNE!! Welcome home! 3X2.5 bath 2 story main house 2000 sq ft!! Spacious living area! Perfect for entertaining as it opens to the amazing kitchen that featuring elegant 42" cabinets with beautiful Corian countertops. Elegant French doors in the living room lead to the beautiful view of the courtyard in back. All bedrooms are on the 2nd floor! Primary suite

  14252 Confetti Dr, Windermere, FL 34786
• 

  /2

  $975,000

  Sold Apr 01, 2026

  7545 Lake Albert Dr, Windermere, FL 34786

  • 4 Beds
  • 5 Baths
  • 3,425 Sq Ft
  • Built 2008

  Last Sold Summary

  • 11% Below List Price
  • $285/SF
  • 158 Days On Market

  Current Estimated Value $957,502

  Last Listing Agent Nicole Mickle OLYMPUS EXECUTIVE REALTY INC

  7545 Lake Albert Dr, Windermere, FL 34786
• 

  

  /62

  Est $2,363,301

  Not Listed For Sale

  13334 Bellaria Cir, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,734 Sq Ft
  • Built 2014

  13334 Bellaria Cir, Windermere, FL 34786

  Last Sold Summary

  • 189 Days On Market
• 

  

  /41

  $350,000

  Pending

  • 2 Beds
  • 2.5 Baths
  • 1,211 Sq Ft

  12555 Cruxbury Dr, Windermere, FL 34786

  Under contract-accepting backup offers. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome to 12555 Cruxbury Drive in Windermere, a well-maintained 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, and a practical layout in a convenient Central Florida location.

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  12555 Cruxbury Dr, Windermere, FL 34786
• 

  /2

  $2,650 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft
  • Townhouse for Rent

  8832 Danforth Dr, Windermere, FL 34786

  This 3-bedroom, 2.5-bath corner townhome in Lakes of Windermere is available in July. This two-story home features a rear-entry 2-car garage, wood-look tile on the first floor, and carpeted bedrooms on the second floor. The spacious open floor plan and stainless steel kitchen appliances create an inviting living space. The 2nd floor laundry facility located next to the bedrooms makes laundry a

  Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

  8832 Danforth Dr, Windermere, FL 34786
• 

  /2

  $1,450,000

  Sold Aug 13, 2025

  8430 Woburn Ct, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,319 Sq Ft
  • Built 1999

  Last Sold Summary

  • 3% Below List Price
  • $437/SF
  • 64 Days On Market

  Current Estimated Value $1,421,023

  Last Listing Agent Mauricio Penha VOLKE REAL ESTATE LLC

  8430 Woburn Ct, Windermere, FL 34786
• 

  

  /80

  Est $2,498,985

  Not Listed For Sale

  11628 Waterstone Loop Dr, Windermere, FL 34786

  • 5 Beds
  • 7 Baths
  • 5,161 Sq Ft
  • Built 2015

  11628 Waterstone Loop Dr, Windermere, FL 34786

  Last Sold Summary

  • 9 Days On Market
• 

  

  /66

  $1,150,000

  • 5 Beds
  • 4 Baths
  • 3,971 Sq Ft

  8394 Lookout Pointe Dr, Windermere, FL 34786

  FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  8394 Lookout Pointe Dr, Windermere, FL 34786
• 

  

  /15

  $2,100 Per Month

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Townhouse for Rent

  8256 Maritime Flag St, Windermere, FL 34786

  3 Bedroom 2 Bath First Floor Condo in the gated community of Lakeside at Windermere. Large open Floor plan with Dinning Room, Family Room and Kitchen. Screened in patio. Master Bedroom has attached Bathroom with double vanity, large soaking tub and walk in closet. Club House with Fitness Center, 2 Pools, Sand Volleyball Court and outdoor BBQ areas. 2 Additional Bedrooms with large closets share a

  8256 Maritime Flag St, Windermere, FL 34786
• 

  /2

  $670,000

  Sold Nov 14, 2025

  2015 Woody Dr, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,042 Sq Ft
  • Built 1978

  Last Sold Summary

  • 4% Below List Price
  • $328/SF
  • 28 Days On Market

  Current Estimated Value $670,279

  Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

  2015 Woody Dr, Windermere, FL 34786
• 

  /2

  Est $833,063

  Not Listed For Sale

  6926 Trellis Vine Loop, Windermere, FL 34786

  • 5 Beds
  • 4.5 Baths
  • 3,124 Sq Ft
  • Built 2018

  6926 Trellis Vine Loop, Windermere, FL 34786

  Last Sold Summary

  • 26 Days On Market
• 

  

  /32

  $1,390,000

  $110K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 4,522 Sq Ft

  17538 Black Rail St, Windermere, FL 34786

  Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable

  

  Elaine Garcia

  GARCIA REALTY GROUP

  17538 Black Rail St, Windermere, FL 34786
• 

  

  /22

  $2,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,743 Sq Ft
  • Townhouse for Rent

  7652 Ripplepointe Way, Windermere, FL 34786

  Beautiful Windermere townhome for rent in the highly desirable Lake Burden South community. This spacious end-unit offers a bright and open layout featuring a Living Room, Dining Room, Eat-In Kitchen, and plenty of comfortable living space. The fully equipped upgraded kitchen includes granite countertops, a center island, stainless steel appliances, ample wood cabinetry, and generous storage

  Rodriguez Anamaris ADVANCE REALTY & MANAGEMENT LLC

  7652 Ripplepointe Way, Windermere, FL 34786
• 

  /2

  $680,000

  Sold Feb 20, 2026

  4825 Palm Tree Ct, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1985

  Last Sold Summary

  • $324/SF
  • 9 Days On Market

  Current Estimated Value $672,492

  Last Listing Agent Alex Vastardis COLDWELL BANKER REALTY

  4825 Palm Tree Ct, Windermere, FL 34786
• 

  

  /31

  Est $383,741

  Not Listed For Sale

  14237 Desert Haven St, Windermere, FL 34786

  • 3 Beds
  • 3.5 Baths
  • 1,861 Sq Ft
  • Built 2012

  14237 Desert Haven St, Windermere, FL 34786

  Last Sold Summary

  • 71 Days On Market
• 

  /2

  $1,039,091

  New Construction $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft

  14353 Crest Palm Ave, Windermere, FL 34786

  Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,740 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  14353 Crest Palm Ave, Windermere, FL 34786
• 

  

  /8

  $8,500 Per Month

  • 4 Beds
  • 3 Baths
  • 3,244 Sq Ft
  • House for Rent

  6119 Foxfield Ct, Windermere, FL 34786

  Explore luxurious living in this modern Keenes Pointe rental home, seamlessly blending elegance and comfort. Embrace the picturesque views of the golf course from your backyard. Recently updated with tasteful tile throughout, the interior boasts three bedrooms on the first floor, including a master suite and a spacious office. The second floor features a large bedroom with a walk in closet and a

  6119 Foxfield Ct, Windermere, FL 34786
• 

  /2

  $550,000

  Sold Sep 30, 2025

  5238 Beach River Rd, Windermere, FL 34786

  • 4 Beds
  • 3 Baths
  • 2,414 Sq Ft
  • Built 2004

  Last Sold Summary

  • $228/SF
  • 3 Days On Market

  Current Estimated Value $560,903

  Last Listing Agent Liza Farzati SERHANT

  5238 Beach River Rd, Windermere, FL 34786
• 

  /2

  Est $1,364,443

  Not Listed For Sale

  17550 Black Rail St, Windermere, FL 34786

  • 5 Beds
  • 4 Baths
  • 4,908 Sq Ft
  • Built 2015

  17550 Black Rail St, Windermere, FL 34786

  Last Sold Summary

  • 44 Days On Market
• 

  

  /30

  $1,545,000

  $50K PRICE DROP

  • Land
  • 2.12 Acres
  • $728,774 per Acre

  10948 Down Park Ln, Windermere, FL 34786

  LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes. The

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  10948 Down Park Ln, Windermere, FL 34786
• 

  

  /34

  $2,700 Per Month

  • 4 Beds
  • 2.5 Baths
  • 1,866 Sq Ft
  • Townhouse for Rent

  12826 Strode Ln, Windermere, FL 34786

  Amazing Luxurious Townhouse located in desirable Horizon West!! 4 Bedrooms and 2 & a Half Bathrooms, Den/office, Master Suite on first floor, and 2 Car Garage. Spacious 1866 sq. ft. home with excellent layout and ceramic tile flooring. Formal dining room, and open family room with kitchen that boasts 42" maple wood cabinets, stainless steel appliances and granite counter tops. Features include

  John Ingenito, III BLUE DOORBELL REALTY

  12826 Strode Ln, Windermere, FL 34786
• 

  /2

  $620,000

  Sold Apr 24, 2026

  6846 Helmsley Cir, Windermere, FL 34786

  • 5 Beds
  • 3 Baths
  • 2,555 Sq Ft
  • Built 2009

  Last Sold Summary

  • 11% Below List Price
  • $243/SF
  • 154 Days On Market

  Current Estimated Value $619,191

  Last Listing Agent Nickolas Amburgey COMPASS FLORIDA LLC

  6846 Helmsley Cir, Windermere, FL 34786
• 

  

  /34

  Est $515,220

  Not Listed For Sale

  13335 Overstreet Rd, Windermere, FL 34786

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft
  • Built 2013

  13335 Overstreet Rd, Windermere, FL 34786

  Last Sold Summary

  • 6 Days On Market
• 

  

  /65

  $627,900

  • 4 Beds
  • 3 Baths
  • 3,001 Sq Ft

  6601 Duncaster St, Windermere, FL 34786

  ***Seller will contribute a $20,000 credit toward the cost of roof replacement at closing***Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch

  

  Wenyu Wang

  ANTS REALTY LLC

  6601 Duncaster St, Windermere, FL 34786
• 

  

  /26

  $3,075 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,618 Sq Ft
  • Amazing 4/2.5/2 in the Beautiful Windermere Neighborhood, Summerport

  4824 River Gem Ave, Windermere, FL 34786

  Avaliable Now! Two stories of an amazing property waiting for the next person to call it home. The spacious first floor features tile and wood flooring, a formal living and dining room that lead through a butler pantry to a large kitchen with 42" cabinetry, stainless steel appliances, granite counters and a huge island. The kitchen is open to a large living room that features wood flooring and

  4824 River Gem Ave, Windermere, FL 34786
• 

  /2

  $1,318,000

  Sold May 01, 2026

  1625 Down Lake Dr, Windermere, FL 34786

  • 5 Beds
  • 5.5 Baths
  • 3,383 Sq Ft
  • Built 1984

  Last Sold Summary

  • 6% Below List Price
  • $390/SF
  • 48 Days On Market

  Current Estimated Value $1,366,171

  Last Listing Agent Cindy Rosenbloom THE ROSENBLOOM TEAM

  1625 Down Lake Dr, Windermere, FL 34786
• 

  

  /22

  Est $1,060,121

  Not Listed For Sale

  12525 Montalcino Cir, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 3,117 Sq Ft
  • Built 2013

  12525 Montalcino Cir, Windermere, FL 34786

  Last Sold Summary

  • 20 Days On Market
• 

  

  /24

  $750,000

  $25K PRICE DROP Pending

  • 5 Beds
  • 4 Baths
  • 3,597 Sq Ft

  13145 Zori Ln, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Move-in ready! Situated in the Windermere community of Providence, this home offers spacious living across two floors. Upon entering, you are greeted by the formal living and dining rooms. The family room is open to the kitchen for easy entertaining. The primary suite along with three other bedrooms are on the

  

  Toni Marie Cafferty

  COMPASS FLORIDA LLC

  13145 Zori Ln, Windermere, FL 34786
• 

  

  /27

  $2,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,547 Sq Ft
  • Townhouse for Rent

  9031 Legado Dr, Windermere, FL 34786

  Beautiful two-story home with stunning lake views in the desirable Legado community! This well-maintained residence features 3 spacious bedrooms, 2 full bathrooms, and 1 half bath, offering comfort and functionality in an excellent location. Enjoy a charming front entry with a landscaped garden and a private outdoor space overlooking the lake — perfect for relaxing and enjoying the view. The home

  Moniele Coelho WRA BUSINESS & REAL ESTATE

  9031 Legado Dr, Windermere, FL 34786
• 

  /2

  $2,404,000

  Sold Jan 15, 2026

  1724 Windermeredown Place, Windermere, FL 34786

  • 6 Beds
  • 6.5 Baths
  • 6,000 Sq Ft
  • Built 1995

  Last Sold Summary

  • 4% Below List Price
  • $401/SF
  • 46 Days On Market

  Current Estimated Value $2,363,359

  Last Listing Agent Chad Going SERHANT

  1724 Windermeredown Place, Windermere, FL 34786
• 

  

  /40

  Est $525,516

  Not Listed For Sale

  12160 Canyon Sun Trail, Windermere, FL 34786

  • 4 Beds
  • 3.5 Baths
  • 2,184 Sq Ft
  • Built 2015

  12160 Canyon Sun Trail, Windermere, FL 34786

  Last Sold Summary

  • 2 Days On Market
• 

  

  /80

  $2,650,000

  • 5 Beds
  • 5.5 Baths
  • 5,433 Sq Ft

  1408 Lake Whitney Dr, Windermere, FL 34786

  Presenting this stunning LAKEFRONT RESIDENCE showcasing spectacular PANORAMIC VIEWS and ideally located within the premier GUARD GATED COMMUNITY of Reserve at Belmere in WINDERMERE. The property is approached by a circular driveway with centerpiece WATER FOUNTAIN set in mature landscaping alongside an adjoining 3 car garage with side entry. Upon arrival, an impressive entryway opens to the foyer

  

  Alice Anne Jackson

  CORCORAN PREMIER REALTY

  1408 Lake Whitney Dr, Windermere, FL 34786
• 

  

  /16

  $4,000 Per Month

  • 3 Beds
  • 2 Baths
  • 2,077 Sq Ft
  • House for Rent

  1363 Glenwick Dr, Windermere, FL 34786

  New photos coming soon! Gorgeous 3-bedroom, 2-bath home in Windermere located inside the gated and guarded Reserve at Belmere. This residence features a two-car garage, paved driveway and entry, and a manicured lawn. Fully renovated kitchen and new wood laminate flooring in living areas. Enjoy a screen-enclosed private pool and easy access to on-site recreational amenities including a community

  1363 Glenwick Dr, Windermere, FL 34786
• 

  /2

  $1,655,000

  Sold Aug 15, 2025

  1424 Kelso Blvd, Windermere, FL 34786

  • 4 Beds
  • 2.5 Baths
  • 3,104 Sq Ft
  • Built 1975

  Last Sold Summary

  • 12% Below List Price
  • $533/SF
  • 112 Days On Market

  Current Estimated Value $1,789,339

  Last Listing Agent Carmen Aridas RE/MAX PRIME PROPERTIES

  1424 Kelso Blvd, Windermere, FL 34786
• 

  /2

  Est $592,723

  Not Listed For Sale

  11560 Ashlin Park Blvd, Windermere, FL 34786

  • 3 Beds
  • 2.5 Baths
  • 2,270 Sq Ft
  • Built 2015

  11560 Ashlin Park Blvd, Windermere, FL 34786

  Last Sold Summary

  • 32 Days On Market

Showing Results 81 - 120, Page 3 of 18