Windermere Real Estate Search
Windermere Properties for Sale
What I Love About Windermere
Windermere is a small area of natural beauty just north of Disney, called the Windermere Chain of Lakes. In downtown Windermere, it feels like walking into history and upscale living. Large oak trees, roundabouts, and mature landscaping give the downtown a historic and sophisticated feel.
One of the smallest downtowns among all the Orlando suburbs is situated in downtown Windermere. There are only 4 or 5 shops in the area and you can walk through the area in 15 minutes or so. Although one may pass through here, it is a beautiful drive. In addition to the coffee shops, another spa, café, and a few other shops, there are a few professional stores.
The Windermere moniker has become familiar for being one of the most desirable neighborhoods in Orlando. But if that doesn’t do anything for you, then you need to realize the proximity to the parks. Driving to Disney is a 15- to 20-minute journey from Windermere, with many routes accessible by back roads!
Many of the most desired homes in Orlando and Central Florida can be found in Windermere. A chain of lakes situated in West Orange County is actually one of the most beautiful chains in the country.
There are eleven pristine lakes that are connected by canals in the Butler Chain of Lakes. Boaters flock to the historic Bird Island in Windermere, a paradise for boaters. There is a small island with sandbars within Lake Butler called Bird Island.
Windermere real estate is full of great home choices if you want to buy a home. Whether you want to live in Keene’s Pointe, Isleworth Country Club, or Lake Butler Sound or you want a home in classic Windermere along beautiful sand roads, you can find a home there.
There are many communities and areas within Windermere that offer direct access to the Butler Chain of Lakes, one of Windermere’s major attractions.
From historic single-story homes to lakefront mega-mansions, downtown Windermere has a wide range of real estate for sale.
There are still many homes built on sand roads in Downtown Windermere, Windermere’s original neighborhood.
Orlando homes do not have this unique charm, making Windermere homes stand out from the rest. 2nd Avenue and Pine Street are two of the most sought-after streets for living in Downtown Windermere. They both have access to tarmac roads.
Windermere condominiums range from just under $1 million to more than $25 million; lots and small homes are available for under $1 million.
Does Windermere offer family-friendly amenities?
It is one of the family-friendly communities in Central Florida, with one of the most beautiful and peaceful settings. Many top schools in Orlando are located in Windermere including Windermere Prep.
Children’s parks are spread throughout downtown Windermere, including swings and slides.
In addition to basketball courts and tennis courts in the neighborhood, there are many safe places to walk along the back streets of Windermere or around the lake.
Distance from Windermere to Disney World in Orlando
The neighborhood of Windermere is situated just north of Disney World, making it one of the closest communities to Disney World.
What is it like to live in Windermere, Florida?
There are few places in Orlando that are as desirable as Windermere. There are only three communities that can match Windermere in terms of proximity to Disney World: Winter Park, Winter Garden, and Lake Nona.
Windermere is one of the safest neighborhoods in Orlando, but if you’re looking for even more safety, check out Keenes Pointe or Isleworth. A number of fairly larger churches are also found in the Windermere area, the most prominent of which is Family Church, Windermere Campus, which is located directly in Downtown Windermere.
Our website features the best Windermere real estate search for homes, condo, and land properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.
You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.
- Windermere Properties between $350,000 and $400,000 for Sale
- Windermere Properties between $400,000 and $450,000 for Sale
- Windermere Properties between $450,000 and $500,000 for Sale
- Windermere Properties between $500,000 and $600,000 for Sale
- Windermere Properties between $600,000 and $700,000 for Sale
- Windermere Properties between $700,000 and $800,000 for Sale
- Windermere Properties between $800,000 and $900,000 for Sale
- Windermere Properties between $900,000 and $1,000,000 for Sale
- Windermere Properties between $1,000,000 and $1,500,000 for Sale
- Windermere Properties between $1,500,000 and $2,000,000 for Sale
Curious about what’s happening in the Windermere real estate market? Sign up for a Windermere Real Estate Market Report to see what’s active, under contract, and sold!
Newest Windermere Properties for Sale
Pro Pics Coming - No HOA - Spacious 3 Bedroom 2.5 Bath Block home on a Large Corner Lot in Downtown Windermere - Also has a 22x12 Space on the 1st floor with full bath an...
- 3 Beds
- 3.5 Baths
- Windermere Town SubDv.
- 34786 Zip Code
Amazing views of Disney Fireworks every night! This exclusive 3 Bedroom/2.5 Bath Mattamy Town Home is offering a two car garage with rear entry. The new tenant will love ...
- 3 Beds
- 2.5 Baths
- Legado SubDv.
- 34786 Zip Code
Welcome to this inviting 3 bed, 2 bath home in the highly sought after gated community of Belmere Village. Spanning over 2500+ sq ft, this remarkable floor plan offers th...
- 3 Beds
- 2 Baths
- Belmere Village G2 SubDv.
- 34786 Zip Code
GREAT LOCATION in Windermere! Close to theme parks, restaurants, shopping areas, schools and major highways. This beautiful unit is located on the 2nd floor next to buil...
- 3 Beds
- 2 Baths
- Lakeside/Lks/Windermere Ph 17 SubDv.
- 34786 Zip Code
With gorgeous Classical Revival architecture, this estate sits on a coveted corner lot within the gates of Isleworth Golf & Country Club. Boasting over 10,000 square feet...
- 6 Beds
- 7.5 Baths
- Isleworth SubDv.
- 34786 Zip Code
Welcome to this stunning single-family house nestled in the Farm Subdivision of Windermere. This exquisite residence boasts four spacious bedrooms and four bathrooms, off...
- 4 Beds
- 4 Baths
- Farms SubDv.
- 34786 Zip Code
This exquisite Windermere Trails home offers luxurious finishes and a gorgeous living space. The beautiful backyard offers a sparkling swimming pool, covered and spacious...
- 5 Beds
- 3.5 Baths
- Windermere Trails SubDv.
- 34786 Zip Code
LOCATION LOCATION LOCATION!! This custom-built home features 2336 sq ft with 4 bedrooms, 3.5 baths, and was renovated recently with new wood flooring, new tile, new inter...
- 4 Beds
- 3.5 Baths
- Landings At Lake Sawyer SubDv.
- 34786 Zip Code
Discover the epitome of luxury living in this stunning cul-de-sac Windermere residence, just minutes away from the enchanting world of Disney! 4 spacious bedrooms offer...
- 4 Beds
- 3.5 Baths
- Lakes/Windermere-Peachtree SubDv.
- 34786 Zip Code
Amazing and Beautiful Corner Property !!!! It has 4 Bedrooms 4/1Bathrooms, with an incredible location, location, location at Windermere. All rooms and bathrooms are u...
- 4 Beds
- 4.5 Baths
- Wickham Park SubDv.
- 34786 Zip Code
Beautiful house, located in the heart of Windermere! Spacious 4 bedroom home has lots of upgrades including NEW ROOF, NEW AC, washer & dryer and new dishwasher. House is ...
- 4 Beds
- 2 Baths
- Providence Ph 01 SubDv.
- 34786 Zip Code
Absolutely turn-key home in the much desired area of Camden in the country club Windermere community of Keene’s Pointe. This 4 bedroom, 3 bath home with a pool and three ...
- 4 Beds
- 3 Baths
- Keenes Pointe SubDv.
- 34786 Zip Code
Welcome to your dream lakefront retreat in the heart of Windermere, Florida! This stunning 5-bedroom, 4-bath property is nestled on the shores of Lake Bessie, offering yo...
- 5 Beds
- 4 Baths
- Windermere Town SubDv.
- 34786 Zip Code
5 bed room 3 bath Pool home in Windermere. This property is located in the gated community of Eden Isle in Summerport. The home features large dinning or formal room, din...
- 5 Beds
- 3 Baths
- Eden Isle SubDv.
- 34786 Zip Code
Welcome to your dream home! Nestled in a highly desirable area , this newly renovated gem is ready to embrace its lucky new owners. Step inside and be captivated by the ...
- 3 Beds
- 2 Baths
- Lakes/Windermere-Peachtree SubDv.
- 34786 Zip Code
New Price! Seller motivated. This lovely two-story home found in desirable Ashlin Park offers the convenience of a premium location to A-rated schools in Windermere. This...
- 4 Beds
- 2.5 Baths
- Ashlin Park Ph 1 SubDv.
- 34786 Zip Code
Welcome to this magnificent newly renovated 5 bedroom transitional home, where timeless elegance meets modern comfort. Nestled in Central Florida’s most sought after neig...
- 5 Beds
- 7.5 Baths
- Isleworth 01 Amd SubDv.
- 34786 Zip Code
Welcome to your dream home in the exclusive gated community of Westover Club in Windermere, Florida! This stunning property boasts a New Roof from 2020, 4 spacious bedroo...
- 4 Beds
- 3 Baths
- Westover Club Ph 01 44/139 SubDv.
- 34786 Zip Code
Beautiful 4 bedroom, 3.5 bath POOL home located in a quiet neighborhood in a prime area in Windermere. As you enter the home, you will find hardwood floors throughout, re...
- 4 Beds
- 3.5 Baths
- Windermere Lndgs Fd-1 SubDv.
- 34786 Zip Code
Welcome to the most sought-after zip code in central Florida, Windermere 34786. Home to some of the world's biggest athletes and celebrities, this location cannot be beat...
- 5 Beds
- 4.5 Baths
- Westside Village SubDv.
- 34786 Zip Code
This Beautiful 3 bed/2.5 baths, townhome condo, is located in a resort style gated community of Oasis Cove in Windermere FL. Enjoy a full laminate floor through out the ...
- 3 Beds
- 2.5 Baths
- Oasis Cove SubDv.
- 34786 Zip Code
Nestled in the heart of Windermere's popular Summerport subdivision is this immaculate two-story single family home. Located within the gated & quaint community of Eden ...
- 3 Beds
- 2.5 Baths
- West Point Commons SubDv.
- 34786 Zip Code
Pro pics coming - Elevator to 2nd Floor - Detached Guest Suite overlooking Pool with Fireplace has Private Entrance in Courtyard - Courtyard Pool with Waterfall from the ...
- 5 Beds
- 4.5 Baths
- Aladar On Lake Butler SubDv.
- 34786 Zip Code
Discover the epitome of urban living in the heart of Windermere! This charming 3-bedroom, 2-bathroom house is now available for rent, offering you a fantastic opportunity...
- 3 Beds
- 2 Baths
- Jasmine Woods SubDv.
- 34786 Zip Code
Don’t Wait Any Longer! Are you looking to Build Your Dream HOME in the middle of Windermere with No HOA? This beautiful piece of land sits Perfectly on the corner of Wind...
- 34786 Zip Code
Updated golf front estate with new *roof and generator, offers supreme vistas of the 6th Green along the legendary course of Isleworth Golf & Country Club. Spanning over ...
- 6 Beds
- 7.5 Baths
- Isleworth SubDv.
- 34786 Zip Code
Under Construction. (Renovation) An exceptional opportunity awaits to take over an existing property within the prominent Isleworth Country Club community. Situated grace...
- 5 Beds
- 5.5 Baths
- Isleworth SubDv.
- 34786 Zip Code
Welcome home! This stunning four bedroom, three bathroom townhouse is situated on a premium corner lot in the desirable community of Preston Square in Windermere. From th...
- 4 Beds
- 3 Baths
- Preston Square SubDv.
- 34786 Zip Code
This Home is located in the beautiful Wickham Park Community in Windemere on a corner premium lot at the end of a street, which will provide you with a maximum amount of ...
- 4 Beds
- 3.5 Baths
- Wickham Park 04 05 06 09 10 11 12 01 SubDv.
- 34786 Zip Code
Welcome to 9037 Ron Den Lane, a captivating oasis nestled in Windermere, FL. This exceptional property harmoniously combines bungalow living surrounded by the serene beau...
- 3 Beds
- 3 Baths
- Down East Estates SubDv.
- 34786 Zip Code
FORMER MODEL HOME w/ tons of DESIGN ELEMENTS!!** MODERN & UPDATED 4BD/3.5BA TOWNHOUSE with a private SALT WATER POOL, DOUBLE PRIMARY SUITES, HURRICANE WINDOWS and gorgeou...
- 4 Beds
- 3.5 Baths
- Lakeside Village Townhomes SubDv.
- 34786 Zip Code
End unit 3/2.5 Town home open floor plan with Kitchen featuring Stainless Steel appliances & granite counters, Living and Dining, half bath and access to the screen enclo...
- 3 Beds
- 2.5 Baths
- Oasis Cove 2 At Lakeside Village Condominium Ph Ii SubDv.
- 34786 Zip Code
Just reduced to sell. Seller motivated. Welcome to the luxurious townhome in Windermere, Florida. This exquisite residence offers a perfect blend of elegance, modernity, ...
- 3 Beds
- 2.5 Baths
- Ashlin Park Ph 2 SubDv.
- 34786 Zip Code
Canal Front Property with easy access to Skiable Lake Sawyer in Windermere! Rare opportunity to own a piece of paradise. This vacant land is nestled along a picturesque...
- Sawyer Shores Sub SubDv.
- 34786 Zip Code
One or more photo(s) has been virtually staged. Welcome to the epitome of luxury living in Windermere's Glenmuir community. This exquisite home exudes beauty and craftsma...
- 4 Beds
- 3.5 Baths
- Glenmuir Ut 02 51 42 SubDv.
- 34786 Zip Code
Indulge in the quintessential Floridian lifestyle with this exquisite blend of Victorian elegance and modern luxury in the heart of Windermere, Florida. This impeccably m...
- 4 Beds
- 3 Baths
- Lakes Windermere Ph 01 49 108 SubDv.
- 34786 Zip Code
Welcome to this lovely home in the gated Preserve at Lakes of Windermere. This freshly painted gem has only been used as a second home and is a haven of comfort and acces...
- 3 Beds
- 2 Baths
- Lakes/Windermere-Peachtree SubDv.
- 34786 Zip Code
Waterfront Windermere Gem. This unique 5 bedroom 4 full bath waterfront pool home, has been tastefully decorated with updates throughout. Some of the updates include a ne...
- 5 Beds
- 4 Baths
- Summerport Ph 1 SubDv.
- 34786 Zip Code
LOVELY TOWNHOUSE IN THE HEART OF THE ONE STATE BEST LOCATIONS IN A VERY HIGH DEMAND COMMUNITY OF WINDERMERE, ** LOW $180 HOA, MAINTENANCE INCLUDED ** IT'S KNOWN FOR IT'S ...
- 3 Beds
- 2.5 Baths
- Lakes/Windermere-Lk Reams Twnh SubDv.
- 34786 Zip Code
Elegantly appointed home now available in highly sought after Keenes Pointe. Located in The Gardens of Camden Village and built in 2013, the single-story Cambridge Model...
- 5 Beds
- 4.5 Baths
- Keenes Pointe SubDv.
- 34786 Zip Code
Nestled in the Windermere community, this exquisite 3-bedroom, 2.5 bathroom townhouse redefines modern living with its unparalleled blend of contemporary design and luxur...
- 3 Beds
- 2.5 Baths
- Ashlin Park Ph 2 SubDv.
- 34786 Zip Code
Welcome to Chaine Du Lac, an exclusive gated community that offers the ultimate luxury lakefront living experience. This is a unique chance to own a piece of paradise, lo...
- Chaine Du Lac SubDv.
- 34786 Zip Code
From the minute you enter this impeccably well-maintained Brentwood custom home. through custom double iron & glass entry doors, you’ll be impressed. This 3853 SF, 4 Bedr...
- 4 Beds
- 4 Baths
- Keenes Pointe Ut 06 50 95 SubDv.
- 34786 Zip Code
Welcome to this classic, spacious, and inviting 4-bedroom, 3/1 bathroom two-story home located in the charming city of Windermere. As you step inside, you'll be greeted b...
- 4 Beds
- 3.5 Baths
- Lakes/Windermere Ph 02a SubDv.
- 34786 Zip Code
Keene's Pointe - featuring The Golden Bear Club, an 18-hole golf course designed by Jack Nicklaus offering golf, tennis, fitness, dining and swimming. Enjoy country club...
- 4 Beds
- 3.5 Baths
- Keenes Pointe SubDv.
- 34786 Zip Code
This exquisite 1-acre property is situated on Lake Butler, widely regarded as the most sought-after lake in the Windermere chain. With almost 7,000 square feet of true lu...
- 6 Beds
- 8 Baths
- Reserve At Lake Butler Sound 45/120 SubDv.
- 34786 Zip Code
Extraordinary Windermere "Chain of Lakes" Opportunity with OWNER FINANCING option. Discover an unparalleled opportunity in the heart of Windermere's prestigious "Chain o...
- Acreage & Unrec SubDv.
- 34786 Zip Code
Beautiful Mediterranean pool house in a sort after gated community in Windermere is ready to be your next home. This home has been well taken care of and will not disappo...
- 4 Beds
- 3.5 Baths
- Belmere Village G-5 SubDv.
- 34786 Zip Code
Welcome home to this beautifully upgraded condo located in the Lakeside at Lakes of Windermere. This CORNER UNIT on the THIRD FLOOR , featuring a building ELEVATOR, offer...
- 3 Beds
- 2 Baths
- Lakeside/Lks/Windermere Ph 14 SubDv.
- 34786 Zip Code
Welcome Home! This beautiful, corner unit, 3rd floor 3 bed/2 bath condo is located in Lakeside at Lakes of Windermere. This unit features a spacious open design that comb...
- 3 Beds
- 2 Baths
- Lakeside At Lakes Of Windermere SubDv.
- 34786 Zip Code
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