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408 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
$1,350,000
Single Family Home
8374 BOWDEN WAY, Windermere, FL 34786
BEAUTIFUL FULLY REMODELED HOME ON CORNER LOT IN EXCLUSIVE GATED GOLF COMMUNITY OF KEENE'S POINTE!! Don't miss your oppor...
Listed by B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
$1,150,000
Single Family Home
6008 GOLDEN DEWDROP TRL, Windermere, FL 34786
Welcome to your dream home! This stunning 8-bedroom, 5-bathroom residence offers unparalleled luxury and comfort. Nestle...
Listed by GRINDSTONE REALTY & PROPERTY MANAGEMENT LLC
$939,000
Single Family Home
9676 WILD OAK DR, Windermere, FL 34786
Under contract-accepting backup offers. Welcome to Windermere Downs. Nestled in one of the most sought after neighborhoo...
Listed by BHHS FLORIDA REALTY
$699,900
Single Family Home
1412 GLENWICK DR, Windermere, FL 34786
Under contract-accepting backup offers. Florida Living at its finest! Priced below recent appraisal, this wonderful barr...
Listed by WATSON REALTY CORP
$520,000
Single Family Home
13324 LONGACRE DR, Windermere, FL 34786
This amazing and spacious one-story home features 3 bedrooms, 2 baths plus large office space. This single-family house ...
Listed by MULTI CHOICE REALTY LLC
$500,000
Single Family Home
5044 WISE BIRD DR, Windermere, FL 34786
Single-Story Home | New Roof (2025) | Located in Windermere's Summerport community, the single-story home features a new...
Listed by EXP REALTY LLC
$4,500
Single Family Home
6102 ROSEATE SPOONBILL DR, Windermere, FL 34786
Welcome to **6102 Roseate Spoonbill Drive** in the highly desirable **Windermere Landing** community. Built in 2011, thi...
Listed by KELLER WILLIAMS CLASSIC
$3,300
Single Family Home
4812 RIVER GEM AVE, Windermere, FL 34786
Welcome to this beautiful and spacious 4-bedroom, 3-bathroom home located in the desirable Summerport community of Winde...
Listed by CT HOMES REALTY CORPORATION
$3,775,000
Single Family Home
4301 DOWN POINT LN, Windermere, FL 34786
Awake to awe-inspiring sunrises from this unparalleled lakefront estate on LAKE DOWN, nestled within the renowned BUTLER...
Listed by BHHS FLORIDA REALTY
$1,875,000
Single Family Home
1424 KELSO BLVD, Windermere, FL 34786
Welcome to 1424 Kelso Boulevard, a stunning luxury waterfront estate that seamlessly blends elegance and modern comfort....
Listed by RE/MAX PRIME PROPERTIES
$1,540,000
Single Family Home
13112 LUNTZ POINT LN, Windermere, FL 34786
Experience a fully renovated estate w/modern appeal in Waterford Pointe-a luxury guard-gated community in Windermere, FL...
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
$1,390,000
Single Family Home
5518 OXFORD MOOR BLVD, Windermere, FL 34786
Under contract-accepting backup offers. Are you searching for a gated community lifestyle in a sought out Central Florid...
Listed by KELLER WILLIAMS REALTY AT THE PARKS
$1,200,000
Single Family Home
9224 LEGADO DR, Windermere, FL 34786
Stunning Fully Furnished Home for Sale - Like a BRAND new home . <br> <br>Discover luxury living in this FULLY Furnished...
Listed by ORLANDO BROTHERS REAL ESTATE LLC
$2,850
Single Family Home
6953 CORLEY AVE, Windermere, FL 34786
This 4-bedroom, 2-bathroom home is light and bright, featuring an open plan with granite counters in the kitchen and ple...
Listed by FLORIDA REALTY INVESTMENTS
$4,698,000
Single Family Home
805 W 2ND AVE, Windermere, FL 34786
Welcome to perhaps the best outdoor location on the entire Butler Chain with a nearly 300 square-foot-enclosed boathouse...
Listed by FOREVER MAGIC REALTY INC
$1,375,000
Single Family Home
6125 FOXFIELD CT, Windermere, FL 34786
Exclusive Keene's Pointe in Windermere! 24 Hour attendant gated community. Located on the quiet street of Hamilton Villa...
Listed by RE/MAX SOLUTIONS
$600,000
Single Family Home
12880 HOLDENBURY LN, Windermere, FL 34786
Discover the exceptional potential of this spacious 4-bedroom, 2.5-bathroom Victorian-style home, offering over 3,100 sq...
Listed by EXP REALTY LLC
$3,109,500
Single Family Home
5067 LATROBE DR, Windermere, FL 34786
Set along the lush fairways of Isleworth's exclusive golf course, this Mediterranean-inspired villa blends timeless eleg...
Listed by BESPOKE REAL ESTATE
$2,499,000
Single Family Home
4279 ISABELLA CIR, Windermere, FL 34786
Welcome to 4279 Isabella Cir, Windermere, FL 34786. This 5-bedroom, 4/2-bathroom home has been completely remodeled and ...
Listed by JOHN SILVA REALTY & ASSOCIATES
$995,000
Single Family Home
2218 RIDGEWIND WAY, Windermere, FL 34786
Nestled in the charming gated community of The Estates at Windermere, 2218 Ridgewind Way invites you to experience a har...
Listed by COMPASS FLORIDA LLC
$559,500
Single Family Home
8839 ABBOTSBURY DR, Windermere, FL 34786
Welcome to your dream home! <br>Nestled in a highly desirable location, this newly renovated gem is ready to embrace it...
Listed by OLYMPUS EXECUTIVE REALTY INC
$330,000
Condo
8180 BOAT HOOK LOOP #105, Windermere, FL 34786
Welcome to your dream home in Lakeside at Lakes of Windermere! This beautifully maintained 3-bedroom, 2-bath condo offer...
Listed by HOME WISE REALTY GROUP, INC.
$319,000
Condo
8276 MARITIME FLAG ST #201, Windermere, FL 34786
Welcome to Lakeside at Lakes of Windermere! This stunning second-floor corner unit condo seamlessly combines comfort and...
Listed by KELLER WILLIAMS WINTER PARK
$2,650
Townhouse
9049 LEGADO DR, Windermere, FL 34786
BEAUTIFUL PROPERTY TO RENT, IT WAS A MODEL TOWNHOME IN WINDERMERE JUST MINUTES FROM DISNEY! This beautifully designed an...
Listed by HOME WISE REALTY GROUP, INC.