Windermere, FL Homes

/2
$1,000,000 Sold May 29, 2025
- 3,407 Sq Ft
- $294/SF
- 30 Days On Market
- 5 Beds
- 3 Baths
- Built 2021
9224 Legado Dr, Windermere, FL 34786

Stunning Fully Furnished Home for Sale - Like a BRAND new home .Discover luxury living in this FULLY Furnished and decorated 5-bedroom, 3-bathroom home with a private POOL in the exclusive Legado community in Windermere, FL! This move-in-ready property offers an elegant open floor plan, high-end finishes, and modern design.Property Highlights:5 Spacious Bedrooms & 3 BathroomsFully Furnished &

Iluska Kruse ORLANDO BROTHERS REAL ESTATE LLC

9224 Legado Dr, Windermere, FL 34786

/77
Est $688,187 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,224 Sq Ft
8355 Vivaro Isle Way, Windermere, FL 34786

8355 Vivaro Isle Way, Windermere, FL 34786

/17
$559,000
- 4 Beds
- 3.5 Baths
- 2,413 Sq Ft
13252 Vennetta Way, Windermere, FL 34786

Looking to sell asap. Priced to move. This beautiful Windermere home has 4 bedroom and 3.5 baths, has granite and stainless in the kitchen. AC is not working well and probably needs to be replaced. Dishwasher needs to be replaced. House need a little TLC but or the most part it is in really good shape. Tenants are in place on a month to month.

Kelly Roth LPT REALTY, LLC

13252 Vennetta Way, Windermere, FL 34786
/2
$1,258,250 Sold May 29, 2025
- 3,754 Sq Ft
- $335/SF
- 27 Days On Market
- 5 Beds
- 4 Baths
- Built 1995
1825 Lake Roberts Ct, Windermere, FL 34786

MUST SEE to appreciate this 5 bedroom 4 bath pool home located on a quiet cul-de-sac with lots of privacy. Large 3 car garage, New Anderson tinted windows 2024, New Roof 2024, New Plumbing 2025, A/C 2021. Large Open Floor Plan with French doors to separate rooms. Great house for entertaining or enjoy some peace and quiet. Walk in to find High 10' ceilings Master Bedroom split off from other

Daniel Ryan EXP REALTY LLC

1825 Lake Roberts Ct, Windermere, FL 34786

/34
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,117 Sq Ft
6043 Savannah Oak Alley, Windermere, FL 34786

6043 Savannah Oak Alley, Windermere, FL 34786

/28
$599,000
- 4 Beds
- 2.5 Baths
- 2,574 Sq Ft
12884 Penshurst Ln, Windermere, FL 34786

BRAND NEW ROOF! Freshly painted with brand-new flooring throughout, this beautifully maintained single-story home is the largest floorplan in the neighborhood at 2,574 sq ft—offered at the lowest price per square foot in Windermere! With 4 bedrooms plus a dedicated office, there’s room for everyone to live, work, and play comfortably. Located in a desirable community packed with amenities

Kyle Li UNIONE REALTY INC

12884 Penshurst Ln, Windermere, FL 34786
/2
$387,000 Sold May 28, 2025
- 1,212 Sq Ft
- $319/SF
- 23 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2004
14233 Confetti Dr, Windermere, FL 34786

Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhome located in the highly sought-after Summerport neighborhood in Windermere! This home offers a perfect blend of comfort, style, and functionality.Step inside to find laminate flooring on the first floor and hardwood stairs, adding a touch of elegance, while the second floor features durable vinyl flooring for easy upkeep. The

Gabriela Miyamoto LA ROSA REALTY LLC

14233 Confetti Dr, Windermere, FL 34786

/37
Est $2,606,824 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,685 Sq Ft
6127 Orta Ct, Windermere, FL 34786

6127 Orta Ct, Windermere, FL 34786

/29
$399,990
- 3 Beds
- 2.5 Baths
- 1,645 Sq Ft
12975 Calderdale Ave, Windermere, FL 34786

Welcome to this beautifully maintained 3-bedroom, 2.5-bath end-unit townhouse nestled in the highly sought-after Wickham Park community in Windermere. Boasting an ideal layout and thoughtful features throughout, this home is perfect for comfortable everyday living and easy entertaining.Step inside to find tile flooring throughout the main level and plush carpeting upstairs. The spacious

Stephen Hachey FLAT FEE MLS REALTY

12975 Calderdale Ave, Windermere, FL 34786
/2
$1,299,999 Sold May 28, 2025
- 3,400 Sq Ft
- $382/SF
- 49 Days On Market
- 5 Beds
- 4 Baths
- Built 2000
2515 Ridgewind Way, Windermere, FL 34786

Nestled within the prestigious Estates at Windermere, a gated enclave just moments from the charm of downtown Windermere, this breathtaking home offers an unparalleled blend of luxury, privacy, and modern convenience. Set on a sprawling -acre lot, the property provides a serene retreat, perfect for both grand entertaining and everyday living, with room to extend the home if desired.This

Andy Neal MAXIM REALTY ORLANDO

2515 Ridgewind Way, Windermere, FL 34786

/37
Est $461,620 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,760 Sq Ft
8368 Iron Mountain Trail, Windermere, FL 34786

8368 Iron Mountain Trail, Windermere, FL 34786

/44
$2,299,000
- 3 Beds
- 2.5 Baths
- 2,981 Sq Ft
10209 Trout Rd, Orlando, FL 32836

CHARMING COTTAGE ON THE BUTLER CHAIN of Lakes! This property features just under 3000 sq ft, 3 bedrooms, 2 1/2 baths and a STUNNING 100 FEET OF LAKEFRONT ON LAKE TIBET located in the coveted BUTLER CHAIN OF LAKES in Windermere/Orlando and NO HOA! LOCATED IN ORLANDO, but less than a MINUTE drive TO WINDERMERE AND within 10 minutes to downtown Windermere and ALL of the charm and activities IT HAS

Teresa Stewart SOUTHERN REALTY GROUP LLC

10209 Trout Rd, Orlando, FL 32836
/2
$875,000 Sold May 28, 2025
- 2,963 Sq Ft
- $295/SF
- 3 Days On Market
- 4 Beds
- 3 Baths
- Built 2005
11733 Delwick Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. The moment you enter into this beautifully designed home, you will notice how spacious it is and how thoughtfully designed its layout is. As you enter the house, you are immediately drawn to the office, as well as the living room and dining room which are both spacious and have tile flooring. This home is centered around its kitchen, which features

Brigitte Elzarki COLDWELL BANKER REALTY

11733 Delwick Dr, Windermere, FL 34786

/50
Est $574,077 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,214 Sq Ft
7861 Berkshire Oak Alley, Windermere, FL 34786

7861 Berkshire Oak Alley, Windermere, FL 34786

/31
$562,500
- 3 Beds
- 2 Baths
- 1,723 Sq Ft
5130 Sun Palm Dr, Windermere, FL 34786

Welcome to 5130 Sun Palm Drive, located in the heart of WINDERMERE! This beautifully maintained 3-bedroom, 2-bath home offers 1,723 sqft of living space on a spacious 1⁄4-acre FULLY FENCED lot — perfect for outdoor enjoyment and privacy. Recent upgrades include a new ROOF (2022) and a new AC SYSTEM (2020). ALL FLOORING HAS BEEN UPDATED. The carpet was removed and replaced with Mohawk Pergo luxury

Elle Walters ROBERT SLACK LLC

5130 Sun Palm Dr, Windermere, FL 34786
/2
$835,000 Sold May 23, 2025
- 3,067 Sq Ft
- $272/SF
- 6 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2013
11930 Otterbrooke Trail, Windermere, FL 34786

Tucked into the sought-after Windermere Trails community, this 4-bedroom, 3.5-bath home offers standout features inside and out. The updated gourmet-style kitchen opens to the main living area, where a tiled electric fireplace adds a sleek, modern focal point. Thoughtful touches like custom wainscoting and upgraded framing throughout the home bring in warmth and character.Wood-look tile flooring

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

11930 Otterbrooke Trail, Windermere, FL 34786

/25
Est $387,180 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,505 Sq Ft
12852 Calderdale Ave, Windermere, FL 34786

12852 Calderdale Ave, Windermere, FL 34786

/22
$749,900
- 4 Beds
- 3.5 Baths
- 2,805 Sq Ft
7971 Brofield Ave, Windermere, FL 34786

Move-in Ready, this 4 Bedroom, 3 1⁄2 Bath, and 3-Car Garage located in the desired Windermere, Orlando area. This Beautiful Home with a great kitchen with 42' wood cabinets, granite counter tops and stainless steel appliances. Casual dining options include, the cozy breakfast nook, and space at the center island with breakfast bar. This elegant home tastefully decorated with natural color

Titi Zerpa Zerpa Flores AGENT TRUST REALTY CORPORATION

7971 Brofield Ave, Windermere, FL 34786
/2
$460,000 Sold May 23, 2025
- 1,829 Sq Ft
- $252/SF
- 21 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2014
11822 Silverlake Park Dr, Windermere, FL 34786

Discover this enchanting 3-bedroom, 2.5-bathroom two-storey single-family home that features a welcoming front porch that introduces an open floor plan combining the kitchen—with its elegant stone countertops—and living room on the tile-floored first level. A half bath adds convenience downstairs, while the upstairs hosts a spacious loft, a master suite with dual sinks, and two additional

Zheng Liu TRUEPRO REALTY LLC

11822 Silverlake Park Dr, Windermere, FL 34786

/37
Est $406,467 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,028 Sq Ft
8213 Mystic View Way Unit 2903, Windermere, FL 34786

8213 Mystic View Way Unit 2903, Windermere, FL 34786

/40
$399,000
- 3 Beds
- 2.5 Baths
- 1,565 Sq Ft
12884 Calderdale Ave, Windermere, FL 34786

Stunning End Unit Townhome with Pond Views in Windermere!Welcome to this beautifully maintained 3-bedroom, 2.5-bath end unit in the heart of Windermere, offering peaceful pond views and a host of recent upgrades. Enjoy outdoor living on the large screened lanai with UV-proof epoxy flooring, perfect for relaxing or entertaining. The detached 2-car garage and concrete driveway provide ample

Shirley Botansky RE/MAX PRIME PROPERTIES

12884 Calderdale Ave, Windermere, FL 34786
/2
$2,900,000 Sold May 23, 2025
- 5,905 Sq Ft
- $491/SF
- 25 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2003
8336 Boyla Ct, Windermere, FL 34786

Get ready to enjoy the lake lifestyle in your custom estate poised on a cul-de-sac lot with 110 feet of pristine shoreline on Lake Burden. Recently underwent a $1 million remodel. This masterpiece of a home has it all with 5 bedrooms, 5.5 bathrooms, spacious great room, office, and a large 5 car garage! Your timeless Mediterranean home with contemporary finishes was designed to enjoy the

Simon Simaan THE SIMON SIMAAN GROUP

8336 Boyla Ct, Windermere, FL 34786

/16
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,060 Sq Ft
8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

/24
$409,000
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
11686 Water Run Alley, Windermere, FL 34786

Located in the heart of Windermere, this 3-bedroom, 2.5-bath townhome blends modern comfort with everyday convenience, offering 1,584 square feet of thoughtfully designed living space, a private 2-car garage, and a small fenced yard perfect for pets. Built in 2017, the home features granite countertops, stainless steel appliances, and a bright, open layout with a desirable southwest exposure.

Chase Morton Tate COMPASS FLORIDA LLC

11686 Water Run Alley, Windermere, FL 34786
/2
$1,575,000 Sold May 23, 2025
- 3,597 Sq Ft
- $438/SF
- 91 Days On Market
- 4 Beds
- 5 Baths
- Built 1989
2115 Lake Crescent Ct, Windermere, FL 34786

Welcome home to this LAKEFRONT ESTATE HOME in the gated community of Windermere Club! Tucked away in the back of the community on a quiet cul-de-sac and sprawled out along the oversized lot directly on Lake Crescent, this character-filled home is ready for its next lucky owner. Immediately as you pull up to the home, you will be wow-ed by the circular driveway that leads up to a porte-cochere for

Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

2115 Lake Crescent Ct, Windermere, FL 34786

/26
Est $558,703 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,178 Sq Ft
4325 Blue Major Dr, Windermere, FL 34786

4325 Blue Major Dr, Windermere, FL 34786

/38
$385,000
- 4 Beds
- 2.5 Baths
- 2,067 Sq Ft
14234 Desert Haven St Unit 14234, Windermere, FL 34786

Spacious and well-appointed, this 4-bedroom, 2.5-bath townhome is the largest floor plan available in the community, offering over 2,000 square feet of comfortable living space. The layout includes a 2-car garage, screened-in patio, and a private fenced courtyard—perfect for relaxing outdoors or grilling with friends.Inside, the first floor features all tile flooring—durable, stylish, and

Debi Roldan KELLER WILLIAMS ADVANTAGE III

14234 Desert Haven St Unit 14234, Windermere, FL 34786
/2
$680,000 Sold May 23, 2025
- 2,390 Sq Ft
- $285/SF
- 120 Days On Market
- 4 Beds
- 3 Baths
- Built 2015
9107 Reflection Pointe Dr, Windermere, FL 34786

PRICE REDUCTION!!!! $20,000 LESS!!! TAKE ADVANTAGE OF THE NEW PRICE!!!! Discover the home of your dreams in this **spectacular two-story residence**, featuring 4 bedrooms and 3 bathrooms, ideally situated in the highly desirable **Windermere Trails community**! Located in one of Windermere's most sought-after neighborhoods, this home provides the perfect blend of convenience and elegance, just

Rodolfo Renwick WEALTHY REALTY, LLC

9107 Reflection Pointe Dr, Windermere, FL 34786

/45
Est $437,336 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,539 Sq Ft
11951 Vermillion Ave, Windermere, FL 34786

11951 Vermillion Ave, Windermere, FL 34786

/85
$649,000
- 4 Beds
- 3.5 Baths
- 2,920 Sq Ft
6971 Tettenhall Ln, Windermere, FL 34786

Discover this stunning 2-story, 4-bedroom, 3-bathroom home. Enjoy breathtaking views of the fountain pond from the covered front lanai, beautifully accented with stacked stone columns. Step inside to be welcomed by arched walkways, wood-paneled walls, and elegant wood laminate flooring. The home boasts a separate formal dining room with a tray ceiling across from the formal living room, creating

Ozan Cifci PREMIUM PROPERTIES R.E. SERVICE

6971 Tettenhall Ln, Windermere, FL 34786
/2
$1,800,000 Sold May 23, 2025
- 4,350 Sq Ft
- $414/SF
- 261 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2001
6203 Blakeford Dr, Windermere, FL 34786

Beautiful Keene’s Pointe custom Home built by well known builder GOEHRING & MORGAN, offering amazing pond views throughout the house. Offering 4 Bedrooms and 4 1/2 bathrooms, not only having the principal bedroom and another one downstairs as a great feature but also having each bedroom its own bathroom making this property privileged. Two more bedrooms are upstairs plus a craft room with a

Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

6203 Blakeford Dr, Windermere, FL 34786

/35
Est $391,377 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,852 Sq Ft
8174 Enchantment Dr Unit 1601, Windermere, FL 34786

8174 Enchantment Dr Unit 1601, Windermere, FL 34786

/40
$800,000
- 5 Beds
- 3 Baths
- 3,357 Sq Ft
7409 Fairgrove Ave, Windermere, FL 34786

Enjoy resort-style living in the heart of Windermere! Located just minutes from major attractions, top-rated schools, and Downtown Orlando, this beautifully maintained 5-bedroom, 3-bath home offers the perfect blend of comfort, space, and community lifestyle. Neighborhood amenities include a resort-style pool, tennis and basketball courts, a playground and several green spaces for outdoor

Cristina De Jesus DALTON WADE INC

7409 Fairgrove Ave, Windermere, FL 34786
/2
$1,360,000 Sold May 22, 2025
- 3,690 Sq Ft
- $369/SF
- 3 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1994
11440 Willow Gardens Dr, Windermere, FL 34786

Sunset Pond Views • Extensive Renovations • Premier Windermere Location • Set on a beautifully landscaped half-acre lot, this home offers conservation and water views in the sought-after community of Willows at Lake Rhea. A double-height foyer with mahogany doors and sightlines to the screened pool and spa creates an immediate sense of openness. The redesigned kitchen features rich cabinetry,

Renee Funk EXP REALTY LLC

11440 Willow Gardens Dr, Windermere, FL 34786

/58
Est $782,568 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,365 Sq Ft
6929 Corley Ave, Windermere, FL 34786

6929 Corley Ave, Windermere, FL 34786

/17
$599,000
- 4 Beds
- 2.5 Baths
- 2,136 Sq Ft
5231 Lemon Twist Ln, Windermere, FL 34786

Spacious and well-maintained 4-bedroom, 2.5-bath single-family home located in a quiet, beautiful neighborhood. This generously sized home offers a comfortable layout perfect for families and entertaining. The half bathroom downstairs has been recently remodeled, and one of the upstairs bathrooms is currently being updated to reflect a more modern style. The ceiling is also scheduled to be

Yulimar Yuraima Betancourt Caldera AGENT TRUST REALTY CORPORATION

5231 Lemon Twist Ln, Windermere, FL 34786
/2
$1,057,395 Sold May 22, 2025
- 3,100 Sq Ft
- $341/SF
- 0 Days On Market
- 4 Beds
- 3 Baths
- Built 2025
14422 Crest Palm Ave, Windermere, FL 34786

One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first floor and 9 feet on the

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14422 Crest Palm Ave, Windermere, FL 34786

/70
Est $2,038,790 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 5,382 Sq Ft
1128 Estancia Woods Loop, Windermere, FL 34786

1128 Estancia Woods Loop, Windermere, FL 34786

/100
$3,200,000
- 6 Beds
- 5.5 Baths
- 5,874 Sq Ft
2937 Butler Bay Dr N, Windermere, FL 34786

**Video tour and 3D floorplan experience available.** Indulge in ultimate luxury at this gated Lake Crescent retreat. Enjoy water-skiing on a private lake, fishing from your private boat dock, and marveling at rocket launches, stunning sunsets, and pontoon plane landings—all from your own backyard. Embrace Florida living with a heated saltwater pool and spa waterfall surrounded by a spacious

Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

2937 Butler Bay Dr N, Windermere, FL 34786
/2
$690,000 Sold May 22, 2025
- 3,344 Sq Ft
- $206/SF
- 99 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2005
1712 Whitney Isles Dr, Windermere, FL 34786

Welcome to the affluent Windermere gated community of Belmere! This exquisite 4 bed, 2 & a half bath residence offers the perfect blend of luxury, comfort, and convenience. Situated on a private lot with no rear neighbors, this home ensures tranquility while being just minutes from the charming cobblestone streets of Downtown Windermere. Step inside to discover a thoughtfully designed

Blake Blahut REALTY ONE GROUP INSPIRATION

1712 Whitney Isles Dr, Windermere, FL 34786

Showing Results 401 - 440, Page 11 of 18

Florida Windermere

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage