Windermere, FL Homes

/28
$380,000
- 3 Beds
- 2 Baths
- 1,471 Sq Ft
13550 Carroway St, Windermere, FL 34786

Nestled in the highly sought-after Merrick Landing at Summerport, this beautifully appointed corner townhome offers the perfect blend of comfort, convenience, and style. From the inviting covered front porch to the thoughtfully designed interior, this home is a true standout in the heart of Windermere. Step inside to discover an exceptional layout featuring 3 spacious bedrooms and 2.5 baths,

Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

13550 Carroway St, Windermere, FL 34786
/27
$3,300 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
$1,560,000 Sold Aug 11, 2025
- 3,797 Sq Ft
- $411/SF
- 105 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2005
8437 Lake Burden Cir, Windermere, FL 34786

"Price Improvement" Beautiful Mediterranean custom home in gated/24-hour guarded Keene's Pointe Golf Community. This home features 4 bedrooms and 3 1/2 baths. The kitchen and family room are definitely the heart of the home with a very open concept perfect to entertain family and friends, recently painted cabinets, island and stainless appliances. The family room is spacious with sliding doors to

Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

8437 Lake Burden Cir, Windermere, FL 34786

/2
Est $9,782,195 Not Listed For Sale
- 6 Beds
- 8 Baths
- 14,856 Sq Ft
9306 Blanche Cove Dr, Windermere, FL 34786

9306 Blanche Cove Dr, Windermere, FL 34786

/91
$1,040,000
- 5 Beds
- 3.5 Baths
- 4,056 Sq Ft
9197 Outlook Rock Trail, Windermere, FL 34786

Grand and light-filled double-story family room sets the tone for the elegant and airy ambiance found throughout the home. This impressive space flows seamlessly into a designer kitchen, thoughtfully appointed with an abundance of custom cabinetry, generous storage, two full size ovens, a new cooktop and an oversized island that offers ample seating, ideal for casual gatherings or everyday

Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

9197 Outlook Rock Trail, 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 Suarez PM ELITE REALTY LLC

8635 Via Trieste Dr, Windermere, FL 34786
/2
$6,600,000 Sold Aug 11, 2025
- 10,200 Sq Ft
- $647/SF
- 494 Days On Market
- 5 Beds
- 11 Baths
- Built 2008
5507 Worsham Ct, Windermere, FL 34786

Presenting one of Isleworth’s most iconic mansions: magnificent and grand, impressively positioned along the 14th fairway of the Isleworth golf course, behind the secured and guarded gates of one of the world’s most prestigious private golf club communities. This palatial estate offers a stunning mix of stately elegance and classic grandeur - and has been just reimagined with new custom touches

Rob Rahter STOCKWORTH REALTY GROUP

5507 Worsham Ct, Windermere, FL 34786

/50
Est $487,249 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,935 Sq Ft
10761 Village Lake Rd, Windermere, FL 34786

10761 Village Lake Rd, Windermere, FL 34786

/57
$699,900
- 5 Beds
- 3.5 Baths
- 3,072 Sq Ft
12654 Cragside Ln, Windermere, FL 34786

Welcome to a truly rare opportunity in Windermere—where TOP-RATED SCHOOLS, access to the famous Chain of Lakes, a beautifully REMODELED interior, FULLY PAID solar panels, and even a PRIVATE GARAGE APARTMENT all come together in one home. Located in one of the most lushly landscaped communities in Windermere and just minutes from Disney, shopping, and dining, this residence combines location,

Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

12654 Cragside Ln, Windermere, FL 34786
/31
$3,200 per month
- 3 Beds
- 2.5 Baths
- 2,115 Sq Ft
- Townhouse for Rent
6024 Soter Ln, Windermere, FL 34786

EXPERIENCE LUXURY LIVING WITH WATER VIEWS, DISNEY FIREWORKS, A LOFT & PAID-OFF SOLAR PANELS (SAVE BIG $$$ ON ELECTRICITY COSTS) You have the rare opportunity to embrace a lifestyle that most can only dream of. Where every evening ends with a front-row seat to DISNEY’S breathtaking FIREWORKS lighting up the sky in dazzling color—right from the comfort of your own home. Step inside, where an

Candice Collins COLDWELL BANKER REALTY

6024 Soter Ln, Windermere, FL 34786
/2
$1,158,517 Sold Aug 08, 2025
- 4,443 Sq Ft
- $261/SF
- 0 Days On Market
- 6 Beds
- 4.5 Baths
- Built 2025
14360 Crest Palm Ave, Windermere, FL 34786

One or more photo(s) has been virtually staged. Sample Images The Sweetwater Experience Living in the Sweetwater means embracing alifestyle where luxury meets practicality. Start your day in the spa-like owner's suite, where dual walk-in closets eliminate the morning rush.Enjoy coffee on the covered patio while the kids prepare for school in their own well-appointed spaces. Throughout the

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14360 Crest Palm Ave, Windermere, FL 34786

/57
Est $1,057,755 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 4,502 Sq Ft
9245 Outlook Rock Trail, Windermere, FL 34786

9245 Outlook Rock Trail, Windermere, FL 34786

/34
$569,900
- 3 Beds
- 2 Baths
- 1,819 Sq Ft
5148 Sun Palm Dr, Windermere, FL 34786

Here is your chance to make this NEWLY UPDATED, single-story, BLOCK home your very own! Located in the beautiful, quiet neighborhood of Silver Woods, and nestled among mature trees along a CUL-DE-SAC! The outside features charming brick accents, fresh EXTERIOR PAINT, and from the LONG DRIVEWAY is a lovely paved walkway leading to the covered front entry. Greeted by vaulted ceilings, complete with

Amanda Salazar ACME REAL ESTATE FLORIDA LLC

5148 Sun Palm Dr, Windermere, FL 34786
/26
$3,300 per month
- 4 Beds
- 2.5 Baths
- 2,236 Sq Ft
- House for Rent
13786 Summer Harbor Ct, Windermere, FL 34786

Welcome to Summerport Trail community of Windermere, nightly Disney fireworks display from your front porch. Spacious layout with tile flooring in the main living areas. The main floor includes a half bath. The large kitchen boasts granite countertops, a breakfast bar, appliance package, a pantry, and ample counter space,looking into the dining area and great room. All four bedrooms, including

Nicky Lytus LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

13786 Summer Harbor Ct, Windermere, FL 34786
/2
$1,975,000 Sold Aug 08, 2025
- 4,190 Sq Ft
- $471/SF
- 3 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1999
6138 Greatwater Dr, Windermere, FL 34786

Nestled on the coveted Greatwater Drive in the luxurious Keene’s Pointe community, this stunning Stonebridge custom home offers the perfect blend of luxury, privacy, and timeless elegance. Situated on over half an acre, the home boasts breathtaking views of the 17th green of The Golden Bear Club, providing a serene and private retreat, yet it’s just minutes from all of Windermere's amenities .

Jay Martin CORCORAN PREMIER REALTY

6138 Greatwater Dr, Windermere, FL 34786

/52
Est $1,173,874 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,502 Sq Ft
12169 Montalcino Cir, Windermere, FL 34786

12169 Montalcino Cir, Windermere, FL 34786

/66
$3,699,000
- 3 Beds
- 5 Baths
- 4,262 Sq Ft
4812 Alexandra Garden Ct, Windermere, FL 34786

Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard

Rob Rahter STOCKWORTH REALTY GROUP

4812 Alexandra Garden Ct, Windermere, FL 34786
/35
$3,200 per month
- 4 Beds
- 3.5 Baths
- 2,464 Sq Ft
- Townhouse for Rent
8623 Via Trieste Dr, Windermere, FL 34786

Available now for quick move-in. Charming corner townhome with 4 bedrooms, 3.5 bath and a loft area. Rent INCLUDES utilities, internet, lawncare, washer, dryer, and community amenities. Upon entering you are greeted with an open living and stunning kitchen. Kitchen features granite countertops, stainless steel appliances and walk-in pantry. Downstairs master with ensuite bath, dual vanities,

Morgan Horsley THE REAL ESTATE COLLECTION LLC

8623 Via Trieste Dr, Windermere, FL 34786
/2
$325,000 Sold Aug 08, 2025
- 1,512 Sq Ft
- $215/SF
- 36 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2012
14231 Desert Haven St Unit GE, Windermere, FL 34786

Experience the elegance of resort-style living in this beautifully appointed 3-bedroom, 3-bathroom home, ideally located in the prestigious Oasis Cove community—just minutes from the magic of Disney World.Owned by a discerning foreign national and used exclusively as a private vacation retreat, this impeccably maintained residence shows minimal wear and exudes pride of ownership throughout.

Mercia Sousa ACCORD REAL ESTATE SERVICES

14231 Desert Haven St Unit GE, Windermere, FL 34786

/2
Est $419,321 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,584 Sq Ft
11722 Water Run Alley, Windermere, FL 34786

11722 Water Run Alley, Windermere, FL 34786

/63
$2,100,000
- 6 Beds
- 4.5 Baths
- 6,355 Sq Ft
5502 Marleon Dr, Windermere, FL 34786

Behind the secure, monitored gates of Lake Davis Reserve lies a rare opportunity to own one of only eighteen custom estate homes in this exclusive enclave. Set on more than half an acre, this impressive six-bedroom residence spans over 6,300 square feet and was designed to deliver both sophistication and comfort for the most discerning buyer.From the moment you step inside, the attention

Ronald Ziolkowski RE/MAX PRIME PROPERTIES

5502 Marleon Dr, Windermere, FL 34786
/50
$13,000 per month
- 5 Beds
- 6.5 Baths
- 6,248 Sq Ft
- House for Rent
8402 Lake Burden Cir Unit 2, Windermere, FL 34786

Experience luxury waterfront living in the prestigious gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5 bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's kitchen with stainless-steel appliances, gas range open to the breakfast nook and family room. Perfect for entertaining, the formal dining

Toni Marie Cafferty COMPASS FLORIDA LLC

8402 Lake Burden Cir Unit 2, Windermere, FL 34786
/2
$515,000 Sold Aug 07, 2025
- 1,696 Sq Ft
- $304/SF
- 13 Days On Market
- 3 Beds
- 2 Baths
- Built 2012
12795 Bosworth Ave, Windermere, FL 34786

UNFURNISHED - WELCOME TO BOSWORTH AVENUE! Located in the beautiful Wickham Park community in Windermere, Florida, this home offers 3 bedrooms, 2 baths, and 1,700 square feet of Florida dream living! This home has been newly renovated in 2021. Upgrades include luxurious vinyl plank flooring throughout the home, fresh paint, Silestone calacatta quartz countertops and backsplash in the kitchen,

Michelle Dunkley RE/MAX PRIME PROPERTIES

12795 Bosworth Ave, Windermere, FL 34786

/35
Est $420,772 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,629 Sq Ft
11716 Water Run Alley, Windermere, FL 34786

11716 Water Run Alley, Windermere, FL 34786

/31
$350,000
- 3 Beds
- 2.5 Baths
- 1,490 Sq Ft
13707 Lensdale Ln, Windermere, FL 34786

This 3-bedroom, 2.5-bathroom home is set in one of Windermere’s most family-friendly communities. An open layout provides plenty of space for everyday living and entertaining. The primary suite offers comfort and privacy, while two additional bedrooms create flexibility for family, guests, or a home office. A convenient half bath on the main level adds to the home’s functionality. Natural

Cesar Estrada, PA EXP REALTY LLC

13707 Lensdale Ln, Windermere, FL 34786
/24
$2,850 per month
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
- House for Rent
10714 Reams Rd, Windermere, FL 34786

Please send text message to schedule showing.

Alexandre Dian EPIC REALTY

10714 Reams Rd, Windermere, FL 34786
/2
$1,100,000 Sold Aug 07, 2025
- 2,838 Sq Ft
- $388/SF
- 25 Days On Market
- 4 Beds
- 3 Baths
- Built 1999
2106 Ridgewind Way, Windermere, FL 34786

If you love being close to all the incredible amenities Central Florida has to offer—but crave a peaceful retreat to call home—look no further than the Estates at Windermere, a hidden community just off the beaten path. Tucked behind the community gates, down a canopy of majestic oak-lined streets, you’ll find 2106 Ridgewind Way: a rare single-story gem offering 4 bedrooms and 3 baths.Set

Hilary Hall COMPASS FLORIDA LLC

2106 Ridgewind Way, Windermere, FL 34786

/44
Est $775,185 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,812 Sq Ft
13049 Garridan Ave, Windermere, FL 34786

13049 Garridan Ave, Windermere, FL 34786

/55
$637,000
- 4 Beds
- 3.5 Baths
- 3,078 Sq Ft
13826 Eden Isle Blvd, Windermere, FL 34786

Step into the pinnacle of comfort and ease in this gated community of Eden Isle, nestled in the picturesque town of Windermere. This stunning 4-bedroom single-family home exemplifies refined living and thoughtful design at every turn. Upon entry, be greeted by the dedicated home office, seamlessly merging work and lifestyle needs for modern living. With its high ceilings, the family room exudes

XieChan Xiao BLUE CHIP INTERNATIONAL REALTY LLC

13826 Eden Isle Blvd, Windermere, FL 34786
/42
$19,900 per month
- 6 Beds
- 8 Baths
- 6,881 Sq Ft
- House for Rent
3999 Isabella Cir, Windermere, FL 34786

AVAILABLE IN OCTOBER - Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half

Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

3999 Isabella Cir, Windermere, FL 34786
/2
$590,000 Sold Aug 06, 2025
- 2,432 Sq Ft
- $243/SF
- 26 Days On Market
- 4 Beds
- 3 Baths
- Built 2004
5263 Beach River Rd, Windermere, FL 34786

Welcome to this beautifully maintained 4-bedroom, 3-bath corner home in the highly sought-after Summerport community of Windermere! Roof 2022, AC 2023, Double Pane Windows 2017, Screened-In Deck 2018, Garage Opener 2023, PAID OFF Solar 2018. Boasting 2,432 sq ft of heated living space, this spacious residence features an open floor plan, a formal dining room, and a generous kitchen with ample

Ariel Vargas EXP REALTY LLC

5263 Beach River Rd, Windermere, FL 34786

/33
Est $517,315 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,841 Sq Ft
8553 Crescendo Ave, Windermere, FL 34786

8553 Crescendo Ave, Windermere, FL 34786

/63
$830,000
- 4 Beds
- 3.5 Baths
- 3,414 Sq Ft
11849 Cave Run Ave, Windermere, FL 34786

Immaculate and light-filled 4-bedroom, 3.5-bath home with a huge bonus room and flex space, located in the desirable Windermere Trails community. Just one block from the elementary school and right across from a playground that feels almost private. This spacious two-story property features an open-concept kitchen with granite waterfall-edge countertops, stainless steel appliances, and views of

Any Alves WRA BUSINESS & REAL ESTATE

11849 Cave Run Ave, Windermere, FL 34786
/11
$2,300 per month
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Condo for Rent
8180 Boat Hook Loop Unit 310, Windermere, FL 34786

Great apartment for rent in the beautiful City of Windermere Orlando FL, 3 bedrooms 2 full Baths, corner unit on the first floor of the building, screened private patio, new paint throughout, spacious dining and living room area, large kitchen, moder tile and laminate flooring, fans in all bedrooms and living room, 2 parking spaces, water included. Community offers clubhouse with pool, fitness

Kristine Puente TOP TEAM REALTY, LLC.

8180 Boat Hook Loop Unit 310, Windermere, FL 34786
/2
$1,600,000 Sold Aug 06, 2025
- 4,026 Sq Ft
- $397/SF
- 84 Days On Market
- 4 Beds
- 4 Baths
- Built 1986
2926 Marquesas Ct Unit 1, Windermere, FL 34786

Great opportunity to own a lakefront home on Lake Crescent in one of Windermere’s most exclusive gated private ski lake communities, Lake Crescent Reserve. Located in the town limits of beautiful Windermere, this property sits on the highest elevated lot on 175-acre spring-fed Lake Crescent designated as an Outstanding Florida Waterway. This well-loved private lake, known for its awesome

Kari Fleck THE REAL ESTATE COLLECTION LLC

2926 Marquesas Ct Unit 1, Windermere, FL 34786

/43
Est $440,175 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,881 Sq Ft
11480 Center Lake Dr, Windermere, FL 34786

11480 Center Lake Dr, Windermere, FL 34786

/30
$3,200,000
- 5 Beds
- 5 Baths
- 4,500 Sq Ft
13161 Lake Butler Blvd, Windermere, FL 34786

Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion

Karolina Taylor EPIQUE REALTY, INC.

13161 Lake Butler Blvd, Windermere, FL 34786
/3
$3,400 per month
- 4 Beds
- 3 Baths
- 2,551 Sq Ft
- House for Rent
11032 Belmere Isles Ct, Windermere, FL 34786

Beautiful 4 bedroom, 3 bath home located within guard gated community of the Reserves of Belmere. Screened in pool overlooking pond. Eat in kitchen. Two car garage. Located on cud-a-sac. Come see!

Barbara Schafer Holland CLASSIC INTERNATIONAL REALTY LLC

11032 Belmere Isles Ct, Windermere, FL 34786
/2
$315,999 Sold Aug 04, 2025
- 1,332 Sq Ft
- $237/SF
- 101 Days On Market
- 3 Beds
- 2 Baths
- Built 2006
11564 Mizzon Dr Unit 305/925, Windermere, FL 34786

**Video Tour Available** Welcome to the Lakeside Condos at Lakes of Windermere. This isn’t just a neighborhood, it’s a lifestyle! Residents have access to the resort-style community pool, fitness center with kid’s room, clubhouse with billiards room, beach volleyball court, outdoor fireplace and BBQ areas, access to the Lake Burden tennis courts, playground and dock for fishing on Lake Burden!

Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

11564 Mizzon Dr Unit 305/925, Windermere, FL 34786

/2
Est $2,359,013 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 4,339 Sq Ft
3992 Isabella Cir, Windermere, FL 34786

3992 Isabella Cir, Windermere, FL 34786

Showing Results 281 - 320, Page 8 of 18

Florida Orange County 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