Windermere Waterfront Homes for Sale

!!!! Nestled in one of Central Florida’s most exclusive 24-hour privately gated golf communities, Isleworth, is a rare and unique sprawling lakefront mansion. Positioned ...

This stunning Georgian manor located within the gates of the renowned Isleworth community tastefully intertwines timeless old world charm with modern style. Upon entry, y...

New Photos & Video Added! Poised on more than two acres along the shores of Lake Bessie, this extraordinary custom estate offers a prime lakefront location in the desired...

Capturing majestic sunset views of beautiful Lake Butler, this fabulous lakefront estate is perfectly set between Lake Butler’s shoreline and the 15th hole of Isleworth’s...

Elegantly appointed Mediterranean home built by Ray Coudriet located on the Butler Chain of Lakes. Beautiful property for the discriminating buyer nestle directly on Lake...

Situated on an acre overlooking Isleworth’s 7th green and the beautiful Lake Bessie, this five-bedroom estate offers exquisite evening sunsets in the heart of Isleworth. ...

Back on Market...Buyer's own home sale fell through...passed inspections and appraisal and ready for a new buyer to step in with peace of mind!! Discover the best of both...

Exquisite Mediterranean trophy home located in world renowned Isleworth Golf and Country Club. This magnificent estate features 4 bedrooms, 4 full baths, 2 half baths. Fi...

One or more photo(s) has been virtually staged. Welcome to Keene’s Pointe, a private guard gated lakefront and golf course community featuring the Golden Bear Country Clu...

Check out this gorgeous, well-priced property located in the wonderful town of Windermere! Just Minutes to the theme parks areas and Downtown Orlando. This luxurious 7 b...

Pre-Construction. To be built. Live in your new, custom home in the heart of Windermere. Permit pending, construction will commence soon. Visit our furnished model in Bel...

This absolute immaculate 5,500 + square foot Unnerstall custom built home is located in the most desired Windermere community of Keenes Pointe! Perfectly situated overloo...

Owner financing or lease purchase to well qualified Buyers is available - Welcome to 2730 Midsummer Drive in Windermere Florida on the Eastern shores of Lake Down 1 of 13...

Pre-Construction. To be built. PRE-CONSTRUCTION!!!!BUILDER'S SPEC!!! The Oakland by ELement Home Builders is a gorgeous modern farmhouse-style home that is a real show st...

Best value on one of the largest lakefront properties on famed The Butler Chain of Lakes within The Town of Windermere. Watch the most beautiful sunrises and sunsets over...

Exquisite Isleworth residence overlooking the sixth fairway. Owners will love the convenience of single-level living with a detached guesthouse for your guests. This upgr...

Seller Motivations in your DREAM HOME can become reality. This spectacular residence will captivate you in every aspect. The view is amazing. Come and experience deep ric...

NOTHING SHORT OF SPECTATCULAR. This home will redefine your idea of luxury living. With a combination of space, style, and views that simply can't be matched. Enjoy the F...

PRICE IMPROVEMENT!!! SELF-INDULGE AND DISCOVER THE BEAUTY OF EFFORTLESS LAKE-FRONT LIVING IN WINDERMERE! LAKE FRONT GEM on 1.76 ACRES. PRIVATE GATED ENTRANCE! NO HOA! ...

Keene's Pointe 24-hour/gated attended community featuring The Golden Bear Club. Gorgeous custom built pool home in Keene's Pointe!!!! This home has it all with 6 BEDROOM...

Spectacular home on the Butler Chain of Lakes! Located in the heart of Windermere, this custom gem will not disappoint; boasting well appointed finishes and offerings of ...

Here's your chance to own a piece of paradise in Windermere's coveted Tilden's Grove Community! Only 140 custom estate homes behind the 24 hour man guarded gated neighbor...

Come see this beautiful home just 2 blocks from the heart of downtown Windermere. This house is combining the ultimate craftsmanship with the warmth and comfort of home. ...

Welcome to iconic Windermere's gated Oxford Moor neighborhood! Nestled among pristine freshwater lakes and a short distance from Disney's Magic Kingdom, this location is ...

Live among the lakes under a canopy of century-old oaks in downtown Windermere, one of the oldest communities in Orange County, and experience a waterfront lifestyle that...

Gorgeous sunsets & tranquility are yours in this lake view beauty located in gated Windermere Club on Lake Roberts. Lushly landscaped very private .55 acre lot at end of ...

INVESTMENT OPPORTUNITY - TENANT OCCUPIED UNTIL MARCH 31, 2022 - Contemporary Style home situated on a corner lot with private views over the lake with no rear or side nei...

Multiple offers received. Please submit best offer by Sunday at 5pm! Keene's Pointe, Windermere's gated golf community. The Golden Bear Club is among the finest golf faci...

Windermere calling! This beautiful home is conveniently located near all Dr Phillips amenities & downtown Windermere. Desirable 3-way split floorplan has the main bedroom...

Welcome to one of the most sought out opportunities in Windermere! This beautiful home sits on almost a full acre, is fully fenced, and has NO HOA! Windermere Rural is a ...

This is one of the last lakefront lots of this size for sale within this Windermere community. Build your own paradise on Lake Sawyer. Enjoy sunsets, swimming, skiing, fi...

Beautiful home on over 1/2 acre, wonderfully-landscaped. Single story, no stairs to climb. Spacious and open floor plan. Tropical screened pool with covered seating ar...

One or more photo(s) has been virtually staged. Watch the Disney Fireworks every night from your second floor lanai! A master work and one of only 5 custom homes built ...

This is your perfect opportunity to live in the heart of WINDERMERE in the private and gated community of GLENMUIR! This amazing location is minutes to Disney's Magic Kin...

Absolutely Beautiful Pool Home in the Highly Desirable Community of Summerport in Windermere. This home sits on an OVERSIZED lot in a cul-de-sac, Enjoy the Stunning Water...