Homes for Sale in Windermere

Windermere offers home buyers the exclusivity associated with some of Florida’s finest established communities, with a quaint historic downtown and easy access to Dr. Phillip’s world class dining and entertainment. The Erica Diaz Team offers tremendous insight into Windermere’s real estate market, offering unmatched knowledge and access to off-market homes.

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$2,300,000

9204 TIBET POINTE CIRCLE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
51Picture(s)
5,291Sqft
Stunning Keene's Pointe home! Everything you are looking for in a custom home. Built by Stonebridge, this home has plenty of space for everyone and everything. The first floor boasts beautiful travertine and hardwood flooring throughout the formal living room with gas fireplace, dining room with adjoining dry bar and office with book niche.

$1,850,000

11051 HAWKSHEAD COURT
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
55Picture(s)
3,728Sqft
Discover the beauty of a fully remodeled and exquisitely decorated home we call the “JEWEL BOX”!! Stunning in every way, this 5BR/4Bath/2 half bath delightful abode can be found in the guard gated community of Lake Butler Sound, a peaceful enclave of 214 gorgeous homes in Windermere, Florida.

$1,200,000

635 BUTLER STREET
WINDERMERE, Florida

3Bedroom(s)
3Bathroom(s)
61Picture(s)
2,353Sqft
Welcome to your dream home nestled in the heart of Downtown Windermere, just steps away from Main Street and directly across from the Fernwood Boat Ramp. This stunning three-bedroom, three-bath house blends traditional small town charm with modern conveniences. Enjoy picturesque views of the Butler Chain of Lakes from your front porch and the primary bedroom suite.

$2,285,000

11227 MACAW COURT
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
43Picture(s)
5,030Sqft
Offering amazing water views and overlooking the 4th fairway of the popular Jack Nicklaus designed golf course at the Golden Bear Club!  A CUSTOM BUILT stunning home that offers an incredible floor plan coupled with a long list of recent improvements! Updated with modern transitional design in mind, this OPEN and airy concept features 5 bedrooms, 5 full bathrooms, 2 separate PRIVATE OFFICE SP

$549,000

7218 LONDALE BOULEVARD
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
13Picture(s)
2,147Sqft
**** Due to Multiple Offers being received please submit your highest and best offer by Monday, March 18th at 12pm eastern. Welcome to your future home! At first glance their charming front porch, surrounded by delightful landscaping sets the tone. This stunning 3 bedroom, 2 bath Pool home is eagerly awaiting its new owners.

$1,250,000

2009 WOODY DRIVE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
64Picture(s)
3,537Sqft
Welcome to this stunning single-story home nestled in the luxurious and charming Windermere community, offering unparalleled access to Lake Downs. This spacious residence boasts 4 bedrooms, 3 bathrooms, and a 4-car garage nestled within a serene 1-acre lot. As you step inside, you're greeted by an inviting atmosphere accentuated by ample natural light and elegant finishes throughout.

$850,000

1932 REED HILL DRIVE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
44Picture(s)
2,867Sqft
Simply spectacular: updated with a modern flair for elegance, this breathtakingly reimagined home is now available in the highly desirable gated Windermere neighborhood of Westover Club. This chic home is a showplace of style with brand-new custom luxury wood flooring, open concept floorplan provides seamless flow, refreshed kitchen with new stone countertops- plus all updated bathrooms.

$2,650,000

3992 ISABELLA CIRCLE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
86Picture(s)
4,339Sqft
Welcome to your dream home! Situated in the esteemed community of Casabella, this stunning property offers a grand, light-filled first floor, featuring an expansive open living space, primary bedroom, guest bedroom, and office. Adorned with beautiful ceramic tile flooring, high ceilings, and impeccable finishes, every aspect exudes opulence.

$325,000

8256 MARITIME FLAG STREET
WINDERMERE, Florida

2Bedroom(s)
2Bathroom(s)
30Picture(s)
1,161Sqft
Welcome to your new haven at 8256 Maritime, nestled in the sought after Windermere zip code and located in Lakeside of Windermere community. This is an incredible opportunity to secure an affordable piece of paradise in one of Orlando’'s most desirable locations, Windermere.

$385,000

8271 MARITIME FLAG STREET
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
9Picture(s)
1,349Sqft
Come enjoy the Windermere lifestyle (it’s all about location!) in this cozy 3 bedroom, 2.5 bath condo. The kitchen features granite countertops, tall cabinets and a corner walk in pantry. All bedrooms are upstairs; has a laundry closet as well. All kitchen appliances are included, washer and dryer are also included! There is tile throughout the first floor.

$425,000

6314 SOUTHBRIDGE STREET
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
26Picture(s)
1,640Sqft
A beautiful townhome located in the highly sought after Windermere area, where you'll find this beautifully maintained 4 bedroom, 2 1/2 bathroom and 2 car garage. As you approach this attractive home, you're greeted with a large, covered porch, perfect for enjoying the Florida weather. Step inside and you'll find a large open floor plan with lots of storage and plenty of natural light.

$530,000

13347 OVERSTREET ROAD
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
30Picture(s)
2,058Sqft
MOVE IN READY HOME in Windermere’s desirable Windermere Terrace! This City Homes built “Hampton” floor plan features 3 beds/2 baths, a flex space that can be used as an office/playroom/man cave or formal living space, an open floor plan, spacious kitchen open to the dining room and family room and a screened in patio! You will love the neutral colors, the ceramic tile floors in t

$1,299,000

8457 TIBET BUTLER DRIVE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
57Picture(s)
3,234Sqft
Welcome to a truly exceptional home nestled in the sought after country club golf community of Keene's Pointe. This exquisite residence boasts 5 bedrooms, 4 bathrooms and 3234 square feet of meticulously designed living space, offering an extraordinary lifestyle in a premier location.

$495,000

8320 BRYCE CANYON AVENUE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
12Picture(s)
2,047Sqft
Stunning home in the much sought out Windermere Trails. Seize the opportunity to become the owner of this beautifully spacious home. Located near Disney, large selection of shopping centers and Restaurant’s. This immaculate home offers 4 bedrooms, 2 full bathrooms, 1 half bathroom and 2 car garage.

$1,195,000

2200 RIDGEWIND WAY
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
76Picture(s)
3,056Sqft
Introducing 2200 Ridgewind Way, an impressive, FULLY PRE-INSPECTED 4BR, 3BA home in the esteemed gated Estates at Windermere, where luxury and tranquility meet. One of only 66 homes, set on a lush .

$959,999

2721 INGEBORG COURT
WINDERMERE, Florida

6Bedroom(s)
4Bathroom(s)
67Picture(s)
3,693Sqft
This executive three-story home sits comfortably on over an acre of land in the quiet community of Les Terraces. The cul-de-sac court has 16 homes, no HOA fee, and no through traffic. There are 6 bedrooms, 4 full bathrooms, 2 living rooms, a dining room and a kitchen, in this grand home.

$1,850,000

5608 MARLEON DRIVE
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
71Picture(s)
5,228Sqft
Enjoy the luxurious Florida lifestyle you’ve envisioned in Windermere's prestigious Lake Cypress Cove. On nearly an acre of land, this opulent 5-bedroom, 5 1/2-bath executive residence exudes elegance, with recent upgrades to flooring, counters, cabinetry, paint, and lighting fixtures.

$2,135,000

1449 MARAVILLOSO LOOP
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
47Picture(s)
5,290Sqft
Welcome to the Woods of Windermere, an exclusive enclave comprising just 12 distinguished residences. Presenting the remarkable Siena model, this home exemplifies refined craftsmanship and sophistication. Upon arrival, you are greeted by a courtyard with fountain, setting a tone of elegance and charm.

$950,000

9207 REFLECTION POINTE DRIVE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
25Picture(s)
3,010Sqft
Step into this magnificent residence featuring 4 bedrooms and 3 bathrooms. The open-concept layout effortlessly blends the living room and kitchen, creating a warm and inviting atmosphere for both daily living and entertaining. The kitchen is a chef's dream, equipped with high-end stainless steel appliances, dual sinks, solid wood cabinets and stunning granite counters.

$1,249,900

5933 CAYMUS LOOP
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
45Picture(s)
2,766Sqft
This newly renovated masterpiece boasts 4 bedrooms, 4.5 bathrooms, and is perfectly positioned overlooking the breathtaking Hole 14 of the renowned Golden Bear golf course. Step into a world of elegance as you enter the meticulously designed interiors featuring high-end finishes, stunning floors, and an abundance of natural light.

$599,000

6620 BRIDGEWATER VILLAGE ROAD
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
34Picture(s)
2,115Sqft
Welcome to your charming 3-bed, 2-bath home nestled on a premium corner lot in Windermere. This home also features an extra room that can be used as an office, den, or playroom area. Step into modern elegance with an updated kitchen boasting sleek finishes with quartz counter tops, walk-in pantry, and a large kitchen island with room for seating and ample storage.

$550,000

6412 EARTHGOLD DRIVE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
36Picture(s)
2,005Sqft
Move-In ready, Cozy, Corner Lot Home in the highly desirable Gated Community of Eden Isle! This split plan home boasts 4 Bedrooms + 2 Bathrooms with 2,000+ square feet of living space, located only a few miles north of Disney’s Magic Kingdom and within walking distance to Publix at Summerport.

$2,395,900

11131 CONISTON WAY
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
48Picture(s)
5,753Sqft
This custom-built home exudes elegance and luxury at every turn and is located in one of the most sought after communities of guard gated Reserve at Lake Butler Sound. Boasting a seamless blend of travertine, wood, and granite, this residence epitomizes refined living. Step into a world of sophistication where every detail has been meticulously curated.

$1,300,000

13734 LAKE CAWOOD DRIVE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
57Picture(s)
4,437Sqft
Welcome to this stunning ranch-style home located in the highly sought-after community of Lake Cawood Estates, in Windermere, FL. This four-bedroom, three-and-a-half-bathroom home boasts a spacious open floor plan and ample space. With over 4,400 square feet and a 3-car garage, the property is located on a cul-de-sac in a private and gated community.
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