Windermere, FL Homes

/32
$549,900
- 3 Beds
- 2.5 Baths
- 2,149 Sq Ft
12255 Joshua Tree Trail, Windermere, FL 34786

Welcome home to this impeccably maintained and move-in ready residence in Windermere Trails! Situated on a corner lot, one block from the community pool and amenities with a fenced yard, this home offers both convenience and privacy. Step inside to find updated plank flooring on the main level and fresh paint, creating a bright and inviting atmosphere. The spacious, modern floorplan seamlessly

Nancy Grabowski REDFIN CORPORATION

12255 Joshua Tree Trail, Windermere, FL 34786
/18
$2,800 per month
- 3 Beds
- 2.5 Baths
- 1,712 Sq Ft
- Townhouse for Rent
11692 Water Run Alley, Windermere, FL 34786

Welcome to this beautiful 3-bedroom, 2-bathroom home located in the highly sought-after area of Windermere, FL. This property offers a spacious layout with plenty of room for entertaining and relaxation. Inside you will find 10-foot ceilings, rich laminate wood flooring, upgraded interior doors, and expansive windows that flood the home with natural light. Crown molding accents and custom blinds.

Greg Mann BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P

11692 Water Run Alley, Windermere, FL 34786
/2
$3,000,000 Sold Jul 03, 2025
- 4,421 Sq Ft
- $679/SF
- 33 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2020
5023 Sawyer Cove Way, Windermere, FL 34786

Experience refined modern living at 5023 Sawyer Sound Way, a luxurious home in the exclusive gated community of Sawyer Sound in Windermere. This 5-bedroom, 5.5-bathroom residence features expansive living spaces, an open-concept floor plan, and abundant natural light. Clean lines and warm, textured finishes create a soft, welcoming atmosphere rarely found in modern design. Enjoy a chef’s kitchen,

Gordy Singh FLORIDA HOME FINDERS

5023 Sawyer Cove Way, Windermere, FL 34786

/43
Est $529,667 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,139 Sq Ft
11650 Black Rail St, Windermere, FL 34786

11650 Black Rail St, Windermere, FL 34786

/48
$745,000
- 4 Beds
- 3.5 Baths
- 2,745 Sq Ft
13519 Bicton Ln, Windermere, FL 34786

Live Just Minutes from the Magic – Stunning 4-Bedroom Home in Gated Windermere Community. Welcome to 13519 Bicton Dr, a beautifully maintained 4-bedroom, 3.5-bathroom home offering nearly 3,000 square feet of thoughtfully designed living space with countless upgrades in one of Windermere's most sought-after gated communities. With a 3-car garage, a new roof, and new windows, this home combines

Tiphany Weeks DIAMOND REAL ESTATE GROUP

13519 Bicton Ln, Windermere, FL 34786
/7
$3,425 per month
- 5 Beds
- 4.5 Baths
- 2,849 Sq Ft
- House for Rent
11538 Via Lucerna Cir, Windermere, FL 34786

Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3484.90. That covers your base rent, $3425.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Smart

11538 Via Lucerna Cir, Windermere, FL 34786
/2
$528,000 Sold Jul 03, 2025
- 2,151 Sq Ft
- $245/SF
- 38 Days On Market
- 3 Beds
- 2 Baths
- Built 2004
12936 Freeman St, Windermere, FL 34786

**This property qualifies for a closing cost credit up to $8,200 through the Seller’s preferred lender.**Welcome home to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the desirable community of Windermere with a brand new Roof with a transferable warranty. This inviting residence features a charming front porch surrounded by mature landscaping, creating the perfect spot for

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

12936 Freeman St, Windermere, FL 34786

/59
Est $2,801,339 Not Listed For Sale
- 6 Beds
- 8 Baths
- 6,803 Sq Ft
13340 Bellaria Cir, Windermere, FL 34786

13340 Bellaria Cir, Windermere, FL 34786

/40
$609,500
- 4 Beds
- 2 Baths
- 1,798 Sq Ft
9319 Woodbreeze Blvd, Windermere, FL 34786

WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you

Steven Looper CHARLES RUTENBERG REALTY ORLANDO

9319 Woodbreeze Blvd, Windermere, FL 34786
/27
$3,400 per month
- 3 Beds
- 2.5 Baths
- 2,720 Sq Ft
- House for Rent
6607 Earthgold Dr, Windermere, FL 34786

*CORNER LOT & LAWN SERVICE INCLUDED!* Welcome guests from your inviting front balcony, adding delightful curb appeal to this beautiful home. This spacious home offers formal an expanded Family Room and kitchen combination with amazing views and room for all. Enjoy sitting on the screen porch or uncovered patio with views of a calming pond. The second floor opens to a bonus room and leads you to

Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

6607 Earthgold Dr, Windermere, FL 34786
/2
$545,000 Sold Jul 03, 2025
- 2,330 Sq Ft
- $234/SF
- 7 Days On Market
- 3 Beds
- 2 Baths
- Built 2018
6806 Trellis Vine Loop, Windermere, FL 34786

this home at Windstone Windermere is an attractive two-story home with three bedrooms, two baths, and a two-car garage. It has been designed with a spacious, open area connecting the kitchen with the great room, creating an ideal place for entertaining. The kitchen features and oversized island and a large, walk-in pantry for added storage. All bedrooms and main living areas are on the first

Eric Jia NUMBER 1 BROKER, LLC

6806 Trellis Vine Loop, Windermere, FL 34786

/64
Est $819,212 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,694 Sq Ft
12851 Westside Village Loop, Windermere, FL 34786

12851 Westside Village Loop, Windermere, FL 34786

/93
$7,500,000
- 5 Beds
- 8 Baths
- 8,443 Sq Ft
11103 Bridge House Rd, Windermere, FL 34786

Step into timeless elegance, luxury, and sophisticated living. Located in the exclusive man-gated community of Lake Butler Sound—one of Central Florida’s most prestigious communities. From the moment you enter, you're greeted by high-end finishes, open-concept living space, and meticulous attention to detail. This stunning residence offers nearly 9,000 sqft of elevated living space featuring 5

Ayoub Aitelhaj THE SIMON SIMAAN GROUP

11103 Bridge House Rd, Windermere, FL 34786
/15
$3,040 per month
- 4 Beds
- 2.5 Baths
- 2,476 Sq Ft
- House for Rent
5457 Gemgold Ct, Windermere, FL 34786

Please note that the advertised price may exclude additional fees. These include a mandatory $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; fees for amenities like smart home or internet service; and optional conditional fees for services like self-guided tours with third-party provider Rently ($1.99 to $11.99), pet fees/rent, or pool

5457 Gemgold Ct, Windermere, FL 34786
/2
$1,140,000 Sold Jul 03, 2025
- 3,342 Sq Ft
- $341/SF
- 69 Days On Market
- 4 Beds
- 4 Baths
- Built 2005
11345 Preserve View Dr, Windermere, FL 34786

PRICE IMPROVEMENT -- Charming Florida Ranch on a Spacious Private Lot in Keene’s Pointe!This beautifully maintained 4-bedroom, 4-bath home—with an additional office—features an inviting heated pool and a screen-enclosed lanai, perfect for relaxing and enjoying the expansive backyard. All bedrooms are conveniently located on the main floor, except for one oversized upstairs suite that offers

Angela Durruthy KEENE'S POINTE REALTY

11345 Preserve View Dr, Windermere, FL 34786

/36
Est $459,398 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,769 Sq Ft
6506 Stoller Ave, Windermere, FL 34786

6506 Stoller Ave, Windermere, FL 34786

/100
$4,777,000
- 6 Beds
- 8.5 Baths
- 5,721 Sq Ft
5157 Latrobe Dr, Windermere, FL 34786

Newly remodeled in 2019 — a rare find in the community! Sunlit single-storey layout, bright in every corner ! Panoramic views of Hole 4 from the living room!Live the legendary lifestyle in this fully rebuilt and expanded single-story, golf-front Isleworth estate, masterfully designed by renowned architect Terry Irwin. In 2019, the home underwent a comprehensive reconstruction and significant

peipei Qiao BAY STREET GROUP FLORIDA LLC

5157 Latrobe Dr, Windermere, FL 34786
/56
$2,650 per month
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
- Townhouse for Rent
7716 Fordson Ln, Windermere, FL 34786

AMAZING TOWNHOUSE FOR RENT!! Discover comfort, convenience, and charm in this 3-bedroom, 2.5-bathroom Townhouse in Windermere's Sought-After Lake Sawyer Community! This contemporary-style home features a spacious Open-Concept layout with CERAMIC TILE throughout the first floor, Wood Laminate flooring on the stairs and in all the second floor bedrooms—NO CARPET!! The Modern Kitchen is equipped

Nidia Reyes MY REALTY GROUP, LLC.

7716 Fordson Ln, Windermere, FL 34786
/2
$1,133,431 Sold Jul 02, 2025
- 3,764 Sq Ft
- $301/SF
- 0 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2025
14415 Crest Palm Ave, Windermere, FL 34786

SAMPLE IMAGE The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedroomsand 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primarybedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14415 Crest Palm Ave, Windermere, FL 34786

/56
Est $2,554,859 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 5,524 Sq Ft
13352 Bellaria Cir, Windermere, FL 34786

13352 Bellaria Cir, Windermere, FL 34786

/44
$1,099,000
- 5 Beds
- 3.5 Baths
- 3,407 Sq Ft
12530 Climbing Vine Ct, Windermere, FL 34786

Welcome to this beautifully upgraded 5-bedroom, 3.5-bath home, just 11 minutes from Disney, where you can enjoy magical firework views from your second floor. Step inside to find a thoughtfully designed layout, featuring a front bedroom with an ensuite bath—perfect for guests or multigenerational living. The spacious kitchen is a chef’s dream, complete with a large island, double ovens, induction

Abby Nelson RE/MAX 200 REALTY

12530 Climbing Vine Ct, Windermere, FL 34786
/20
$2,350 per month
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Townhouse for Rent
11565 Mizzon Dr, Windermere, FL 34786

Upscale condo in Windermere. Third floor unit but elevator is available. Freshly painted, new carpets in bedrooms and wood floors in main living area. Screened patio. Split bedrooms. Community pool and fitness and walking distance to restaurants and shops

11565 Mizzon Dr, Windermere, FL 34786
/2
$3,975,000 Sold Jul 02, 2025
- 4,665 Sq Ft
- $852/SF
- 5 Days On Market
- 4 Beds
- 5 Baths
- Built 2013
10845 Bayshore Dr, Windermere, FL 34786

Over 150 feet on Lake Down provides panoramic views of what is arguably the cleanest of the Pristine Butler Chain of Lakes with a white sand beach and crystal clear water it will be like having your own resort in the backyard..Bayshore Drive is a rare and exclusive peninsula with grand oaks lining the paved road providing that “Old Florida” feel - plenty of shade for the perfect place to exercise

Darrell Nunnelley VINTAGE REALTY GROUP LLC

10845 Bayshore Dr, Windermere, FL 34786

/23
Est $480,637 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,912 Sq Ft
13736 Bravante Alley, Windermere, FL 34786

13736 Bravante Alley, Windermere, FL 34786

/78
$2,350,000
- 4 Beds
- 4.5 Baths
- 4,929 Sq Ft
6761 Valhalla Way, Windermere, FL 34786

“New Price Improvement” Beautiful & unique Home in one of the most charming streets of Keene's pointe "Valhalla Way". Offering stunning views of the 17th hole of the Golden Bear Club golf course, designed by Jack Nicklaus. Great floor plan and breathtaking surroundings. Upon entering through its elegant wooden double doors, you are greeted by a welcoming foyer and formal dining room, followed by

Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

6761 Valhalla Way, Windermere, FL 34786
/27
$3,600 per month
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
- House for Rent
953 Lascala Dr, Windermere, FL 34786

Absolutely beautiful rental home located in the highly sought-after gated community of Belmere Village in Windermere. This spacious home features a stunning screened in pool area with a large backyard, perfect for relaxing evenings or entertaining guests.The updated gourmet kitchen offers granite countertops, a breakfast bar, and overlooks the recently renovated family room. Double doors

Amine Berrada ATLAS BLUE REALTY INC

953 Lascala Dr, Windermere, FL 34786
/2
$974,900 Sold Jul 02, 2025
- 3,235 Sq Ft
- $301/SF
- 16 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2017
8778 Peachtree Park Ct, Windermere, FL 34786

*Pictures do not do this home justice! Must see in person* Prime location meets timeless elegance... Welcome to 8778 Peachtree Park Ct. This palatial estate is a marriage of contemporary style and modern convenience. Located just 2.1 miles from Walt Disney World Resort, and minutes from dining and entertainment, this home has it all! No detail was spared when it comes to the upgrades in this

Ronald Haywood BHHS FLORIDA REALTY

8778 Peachtree Park Ct, Windermere, FL 34786

/36
Est $1,593,672 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,374 Sq Ft
1146 Estancia Woods Loop, Windermere, FL 34786

1146 Estancia Woods Loop, Windermere, FL 34786

/49
$648,800
- 5 Beds
- 3.5 Baths
- 2,396 Sq Ft
11578 Ashlin Park Blvd, Windermere, FL 34786

Beautiful 5 bedrooms and 3.5 bathroom home conveniently located right across the street from the clubhouse and pool.Great location near schools, West side shoppes, banks restaurants, supermarkets, etc.the house offers open floor concept, large kitchen with breakfast bar, quartz countertop, stainless steal appliances and large eating area.New floors and new artificial grass at the patio. Master

Juan Barbosa INVIRTIENDO EN USA, LLC

11578 Ashlin Park Blvd, Windermere, FL 34786
/29
$2,880 per month
- 3 Beds
- 2 Baths
- 1,948 Sq Ft
- House for Rent
13535 Darchance Rd, Windermere, FL 34786

Perfect location in Windermere! Ready to move in! Beautiful and spacious Single Story Home. Oversize lot without rear neighbors! Great school zone. Tons of upgrade in the house, including graded wood flooring and light fixture, gourmet kitchen package, siltstone countertop, elegant backsplash, 42"maple cabinets with crown molding, reverse osmosis for drinking water. Also, a whole house water

Jacky Liu KYLIN REALTY LLC

13535 Darchance Rd, Windermere, FL 34786
/2
$600,000 Sold Jul 02, 2025
- 2,295 Sq Ft
- $261/SF
- 24 Days On Market
- 4 Beds
- 2 Baths
- Built 2005
11878 Via Lucerna Cir, Windermere, FL 34786

Well Maintained Windermere Home - Furnished 1 Story 4 Bedroom 2 Bath Split Plan - Light & Bright from 3 Sets of Glass Sliding Doors - Covered Rear Screened Porch with Surround Sound Speakers is perfect for the Grill Master - TV on Porch - 2 Car Garage - Spacious Laundry Room - New Stainless Appliances - Gas Cooktop/Range - Granite Counters - Crown Moulding - Art Niches - Large Primary Suite with

Darrell Nunnelley VINTAGE REALTY GROUP LLC

11878 Via Lucerna Cir, Windermere, FL 34786

/26
Est $351,603 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

/100
$3,750,000
- 4 Beds
- 3.5 Baths
- 5,273 Sq Ft
10577 Down Lakeview Cir, Windermere, FL 34786

This exceptional lakefront home is located on The Butler Chain of Lakes with 137 feet of pristine shoreline and is situated on almost one dry acre. At first glance you will immediately fall in love with this beautiful custom home boasting amazing panoramic views and nightly Disney fireworks. The circular paved drive flanked with mature oak trees welcome you home to a covered porch and an

Simon Simaan THE SIMON SIMAAN GROUP

10577 Down Lakeview Cir, Windermere, FL 34786
/100
$6,200 per month
- 4 Beds
- 3 Baths
- 2,667 Sq Ft
- House for Rent
8363 Bowden Way, Windermere, FL 34786

Welcome to Keene’s Pointe in Windermere! This beautifully maintained 4-bedroom, 3-bath one-story home offers the perfect blend of style, comfort, and luxury in one of Central Florida’s most sought-after gated communities.The spacious layout features formal living and dining rooms, a bright and open kitchen with granite countertops and stainless steel appliances, and a cozy family room

Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

8363 Bowden Way, Windermere, FL 34786
/2
$675,000 Sold Jul 01, 2025
- 2,769 Sq Ft
- $244/SF
- 12 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2007
13822 Darchance Rd, Windermere, FL 34786

Enjoy peaceful pond views from your front porch, take in stunning preserve surroundings, and watch the Disney fireworks light up the night sky from your front door. This beautifully updated 4-bedroom, 3.5-bath home with a 2-car garage is located in the highly desirable Enclave at Berkshire Park. Major updates include a newer roof (2022), upstairs AC unit (2022), water heater (2022), and Solar

Phillip Mariani EXP REALTY LLC

13822 Darchance Rd, Windermere, FL 34786

/53
Est $1,038,226 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,934 Sq Ft
11708 Hampstead St, Windermere, FL 34786

11708 Hampstead St, Windermere, FL 34786

/43
$1,250,000
- 4 Beds
- 3 Baths
- 2,795 Sq Ft
8374 Bowden Way, Windermere, FL 34786

" Price Improvement " BEAUTIFUL FULLY REMODELED HOME ON CORNER LOT IN EXCLUSIVE GATED GOLF COMMUNITY OF KEENE'S POINTE!! Don't miss your opportunity to call this place home. Recent improvement's include a new modern kitchen consisting of cabinetry, appliances, granite, backsplash, sink, fixtures and under lighting. New floors and the 3 bathrooms are completely redone. AC unit was installed in

Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

8374 Bowden Way, Windermere, FL 34786
/5
$1,599 per month
- 1 Bed
- 1 Bath
- 2,419 Sq Ft
- Apartment for Rent
8635 Via Trieste Dr, Windermere, FL 34786

Private 1-Bedroom Studio – 500 SqFt in Windermere!This well-appointed studio offers 500 sq ft of comfortable living space, including a private bedroom, full bathroom, and independent entrance. Enjoy access to the laundry room and all essential appliances (refrigerator, microwave, cooktop, etc.).Located in a quiet, upscale neighborhood near top-rated schools, shopping, dining, and just

Angela Mavarez de Gutierrez PM ELITE REALTY LLC

8635 Via Trieste Dr, Windermere, FL 34786
/2
$1,750,000 Sold Jul 01, 2025
- 4,658 Sq Ft
- $376/SF
- 20 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2002
9907 Beaufort Ct, Windermere, FL 34786

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 living at its finest in this 5 bedroom/3.5 bath home located on a quiet cul-de-sac within walking distance of the clubhouse, tennis courts, pool and fitness facility. As you walk past the serene fountain into this home, you are

Teresa Stewart SOUTHERN REALTY GROUP LLC

9907 Beaufort Ct, Windermere, FL 34786

/4
Est $1,262,643 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,806 Sq Ft
5819 Caymus Loop Unit 1, Windermere, FL 34786

5819 Caymus Loop Unit 1, Windermere, FL 34786

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