Windermere, FL Homes

/56
$2,895,000
- 5 Beds
- 6.5 Baths
- 6,105 Sq Ft
11209 Macaw Ct, Windermere, FL 34786

A Masterpiece on the 4th Hole – Keene’s Pointe Luxury LivingPerfectly poised on a premium golf-front lot in the gorgeous, guard-gated community of Keene’s Pointe, this custom-built residence by Unnerstall blends refined craftsmanship with thoughtful design and breathtaking views of the Golden Bear Club’s 4th hole and tranquil water features.Boasting over 6,100 square feet of

Jay Martin CORCORAN PREMIER REALTY

11209 Macaw Ct, Windermere, FL 34786
$1,255,677 Sold Jul 24, 2025
- 4,443 Sq Ft
- $283/SF
- 6 Beds
- 4.5 Baths
- Built 2025
14255 Crest Palm Ave, Windermere, FL 34786

The Sweetwater floorplan offers expansive living with its thoughtfully designed two-story layout. This home features six spacious bedrooms and four and a half bathrooms, perfectly accommodating larger households or guests. With over 4,400 square feet of living space, the Sweetwater includes both a flex room and multiple bonus spaces, offering flexibility for hobbies, workspaces, or entertainment

Dream Finders Homes

14255 Crest Palm Ave, Windermere, FL 34786

/52
Est $590,967 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,178 Sq Ft
14545 Yellow Butterfly Rd, Windermere, FL 34786

14545 Yellow Butterfly Rd, Windermere, FL 34786

/70
$840,000
- 5 Beds
- 4 Baths
- 2,872 Sq Ft
6926 Cucamelon Ct, Windermere, FL 34786

This property shines with lifestyle features in the very sought-after neighborhood of Sanctuary Lakes in Windermere with solar panels so you can enjoy no electric bill. Upon entering, this home is luxury, convenience and the genuine feeling of home with integrated smart home features. Offering a formal dining room and 1st floor en suite for guests or can be your home office. The chef’s kitchen is

Dana Adams CENTURY 21 CARIOTI

6926 Cucamelon Ct, Windermere, FL 34786
/2
$1,485,000 Sold Jul 24, 2025
- 4,558 Sq Ft
- $326/SF
- 5 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2002
13025 Lake Roper Ct, Windermere, FL 34786

Welcome to this stunning 5 bedroom, 4.5 bath custom lakefront home situated on 1.26 acres in the exclusive gated community of Windermere Pointe Lake Roper. Designed for both luxury and functionality, this spacious residence features the primary bedroom on the first-floor, private office, and in-law/media suite with wet bar, ideal for multigenerational living or guest accommodations. The newly

Morgan Horsley THE REAL ESTATE COLLECTION LLC

13025 Lake Roper Ct, Windermere, FL 34786

/74
Est $3,553,725 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,085 Sq Ft
10230 Park Ridge Gotha Rd, Windermere, FL 34786

10230 Park Ridge Gotha Rd, Windermere, FL 34786

/28
$364,750
- 2 Beds
- 2.5 Baths
- 1,280 Sq Ft
7418 Bentonshire Ave, Windermere, FL 34786

Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhouse in the highly desirable community of Wickham Park in Windermere.Built in 2007, this move-in-ready home offers 1,228 square feet of comfortable living space—perfect for homeowners or investors alike.Recent upgrades include freshly painted walls, professionally cleaned carpets, and a renovated screened-in

Victor Barroeta MBT REALTY LLC

7418 Bentonshire Ave, Windermere, FL 34786
/2
$400,000 Sold Jul 24, 2025
- 1,632 Sq Ft
- $245/SF
- 306 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2007
6364 Lake Smith Cir, Windermere, FL 34786

Welcome to your new investment property! This beautiful 3 bedroom 2 1/2 bath with loft and end unit townhouse in the most sought-out neighborhood of Summerport in Windermere. This homes features an open living room and dining room combo with crown molding and laminate flooring. The kitchen has solid surface counter top, great cabinet space, island and ceramic tile flooring. Master bedroom

Maribel Ramos VESTI LLC

6364 Lake Smith Cir, Windermere, FL 34786

/24
Est $446,045 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,850 Sq Ft
10635 Village Lake Rd, Windermere, FL 34786

10635 Village Lake Rd, Windermere, FL 34786

/54
$1,200,000
- 7 Beds
- 4 Baths
- 3,928 Sq Ft
12023 Gold Creek Trail, Windermere, FL 34786

Welcome to this beautiful single-family residence, located on a premium corner lot spanning over 9,000 square feet in the prestigious and highly sought-after community in Windermere. This exceptional home combines comfort, and functionality, offering an unmatched lifestyle in one of Central Florida’s most desirable neighborhoods, the Windermere Trails.As you arrive, you’ll be captivated by

Sabrina Guedes Williams KAZA REAL ESTATE LLC

12023 Gold Creek Trail, Windermere, FL 34786
/2
$934,500 Sold Jul 23, 2025
- 3,516 Sq Ft
- $266/SF
- 30 Days On Market
- 5 Beds
- 4 Baths
- Built 2000
2046 Westover Reserve Blvd, Windermere, FL 34786

Welcome to luxury living in the distinguished, gated community of Westover Reserve in Windermere. This custom-built estate home has been meticulously maintained and thoughtfully upgraded, blending timeless elegance with modern convenience. At the heart of the home is a brand new, custom kitchen (2024), showcasing 42” cabinets with crown molding, stunning quartz countertops, a double oven, an

Brooke Cangro RE/MAX 200 REALTY

2046 Westover Reserve Blvd, Windermere, FL 34786

/57
Est $1,156,499 Not Listed For Sale
- 6 Beds
- 4 Baths
- 4,511 Sq Ft
17545 Black Rail St, Windermere, FL 34786

17545 Black Rail St, Windermere, FL 34786

/46
$500,000
- 3 Beds
- 2.5 Baths
- 1,826 Sq Ft
10750 Reams Rd, Windermere, FL 34786

Former Meritage model home with nightly Disney fireworks views, perfectly situated on a premium corner lot in sought-after Windermere Trails. The Angelou floorplan offers a spacious, open layout designed for both style and comfort. The kitchen features granite countertops, upgraded cabinetry with hardware, stainless steel appliances, and a functional layout that opens seamlessly to the dining,

Robert Larkan EXECUTIVE PROPERTIES

10750 Reams Rd, Windermere, FL 34786
/2
$1,350,000 Sold Jul 23, 2025
- 5,095 Sq Ft
- $265/SF
- 56 Days On Market
- 6 Beds
- 6.5 Baths
- Built 2014
7443 Lake Albert Dr, Windermere, FL 34786

Welcome to 7443 Lake Albert Drive

Cliff Glansen FLATFEE.COM

7443 Lake Albert Dr, Windermere, FL 34786

/31
Est $596,895 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,320 Sq Ft
11644 Ashlin Park Blvd, Windermere, FL 34786

11644 Ashlin Park Blvd, Windermere, FL 34786

/39
$875,000
- 5 Beds
- 3.5 Baths
- 2,788 Sq Ft
11031 Ledgement Ln, Windermere, FL 34786

Stunning WATERFRONT EXECUTIVE POOL HOME with 5 BEDROOMS 3.5 BATHROOMS 3 CAR GARAGE + 0.45 ACRES! + Conservation Views in Fully Fenced in Backyard with 2,750+ square feet of living space in the GATED community of GLENMUIR, one of Windermere’s most desirable communities! Open entering the foyer with a travertine medallion inlay, this home boasts upgrades and a wonderful true split plan. The 5th

Billy Wygle THE WILKINS WAY LLC

11031 Ledgement Ln, Windermere, FL 34786
/2
$415,000 Sold Jul 22, 2025
- 2,001 Sq Ft
- $207/SF
- 82 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2019
5892 Soter Ln, Windermere, FL 34786

**New Price – Better Than New! Welcome to 5892 Soter Lane, a beautifully maintained **3-bedroom, 2.5-bath** townhome in the highly sought-after Vineyards of Horizon West. Built in **2019**, this move-in ready home offers over **2,000 sq ft** of open-concept living filled with natural light, high ceilings, and modern finishes. The kitchen features **stainless steel appliances, granite countertops,

Claire Jesso SERHANT

5892 Soter Ln, Windermere, FL 34786

/55
Est $1,535,854 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,715 Sq Ft
11431 Buckley Wood Ln, Windermere, FL 34786

11431 Buckley Wood Ln, Windermere, FL 34786

/91
$3,775,000
- 4 Beds
- 4.5 Baths
- 6,054 Sq Ft
12812 Jacob Grace Ct, Windermere, FL 34786

Experience Unmatched Lakeside Luxury in a Custom-Built MasterpieceDiscover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined

Alireza Partovi EXP REALTY LLC

12812 Jacob Grace Ct, Windermere, FL 34786
/2
$815,000 Sold Jul 21, 2025
- 3,018 Sq Ft
- $270/SF
- 5 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1975
9601 Ambleside Dr, Windermere, FL 34786

MULTIPLE OFFERS RECEIVED. PLEASE PRESENT HIGHEST AND BEST BY SUNDAY AT 3PM. WOW! Rare Opportunity to own a 1 full-acre property in Windermere ready for your imagination. This expansive single-story residence in Lake Down Shores offers 3018 sq. ft. of thoughtfully designed living space with a 4 car garage. The home boasts 4 bedrooms and 2.5 bathrooms, providing ample room for a large family or

Matt Davies COLDWELL BANKER REALTY

9601 Ambleside Dr, Windermere, FL 34786

/19
Est $415,740 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,617 Sq Ft
7660 Fairgrove Ave, Windermere, FL 34786

7660 Fairgrove Ave, Windermere, FL 34786

/94
$3,795,000
- 5 Beds
- 7 Baths
- 7,263 Sq Ft
10545 Down Lakeview Cir, Windermere, FL 34786

Enjoy stunning sunsets from your private estate with expansive views, located on Lake Down, the prestigious Butler Chain of Lakes in Windermere. This well-appointed property features 2.78 acres with fully fenced terraced grounds, electric security gates, brick pavers, mature landscaping for privacy, and 130 feet of water frontage with a seawall, enclosed boat house, dock, and lift. The heated

Valerie Kennedy COLONIALTOWN REALTY

10545 Down Lakeview Cir, Windermere, FL 34786
/2
$438,000 Sold Jul 18, 2025
- 1,745 Sq Ft
- $251/SF
- 225 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2014
13155 Kegan St, Windermere, FL 34786

Welcome to this beautiful corner-unit 3-bedroom, 2.5-bathroom townhome located in the highly sought-after Windermere Sound community. This well-maintained home features a spacious open floor plan with abundant natural light throughout. The modern kitchen boasts stainless steel appliances, granite countertops, and a breakfast bar, perfect for entertaining. Upstairs, the primary suite offers a

Vicente Virgilio ALTIS REALTY

13155 Kegan St, Windermere, FL 34786

/8
Not Listed For Sale
0 Isleworth Gardens Dr, Windermere, FL 34786

0 Isleworth Gardens Dr, Windermere, FL 34786

/35
$5,860,000
- 4 Beds
- 7 Baths
- 7,872 Sq Ft
12264 Montalcino Cir, Windermere, FL 34786

Lakefront, Luxurious, Fully Furnished Home with Private Pool in Windermere.A True Paradise!Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. Fully furnished, with over eight expertly designed rooms, this home was carefully customized by the builder

Jennifer Olmeda WRA BUSINESS & REAL ESTATE

12264 Montalcino Cir, Windermere, FL 34786
/2
$430,000 Sold Jul 17, 2025
- 1,881 Sq Ft
- $229/SF
- 5 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2015
7629 Ripplepointe Way, Windermere, FL 34786

Welcome to this beautiful 4 Bed, 2 1/2 Bath in Windermere! This two story townhouse located in the Lake Burden South in Windermere. Home features 3 bedrooms and office than can be used as 4th bedroom, 2 1/2 bathrooms, Two car garage. Beautiful front porch at entry. Open living room with French doors to rear patio. Gorgeous Kitchen features granite surface counter tops and a large center island

Kris Ibrahim HOME WISE REALTY GROUP, INC.

7629 Ripplepointe Way, Windermere, FL 34786

/31
Est $790,338 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,797 Sq Ft
7129 Calm Cove Ct, Windermere, FL 34786

7129 Calm Cove Ct, Windermere, FL 34786

/19
$859,900
- 4 Beds
- 3.5 Baths
- 3,068 Sq Ft
6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786

Price reduced! Welcome to 6631 Crestmont Glen Lane, a stunning executive home nestled in the highly sought-after gated community of Glenmuir in Windermere, Florida. This beautifully maintained residence offers the perfect blend of comfort, elegance, and functionality on a spacious, landscaped lot.Featuring 4 bedrooms and 3 1/2 bathrooms, this home boasts an open-concept floor plan with soaring

Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786
/2
$1,400,000 Sold Jul 17, 2025
- 3,650 Sq Ft
- $384/SF
- 43 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1987
3326 Butler Bay Dr N, Windermere, FL 34786

Introducing a Modern Mediterranean Masterpiece: Presented by its Long Time Owner, this stunning 5-bedroom, 4.5-bathroom estate is a true gem, offering unparalleled luxury, expansive space, and resort-style living on a meticulously landscaped 1.16-acre lot. Your Grand Arrival up the circular brick paver driveway—spacious enough for 20+ cars—sets the stage for elegance. Enclosed by an

Marc Holland BOARDWALK REALTY, LLC

3326 Butler Bay Dr N, Windermere, FL 34786

/36
Est $674,635 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,224 Sq Ft
13615 Gorgona Isle Dr, Windermere, FL 34786

13615 Gorgona Isle Dr, Windermere, FL 34786

/66
$2,195,000
- 5 Beds
- 4.5 Baths
- 5,052 Sq Ft
9210 Tibet Pointe Cir, Windermere, FL 34786

Experience the classic beauty and effortless living of this stately Southern 5-bedroom, 4.5-bathroom home designed for entertaining in the serene Northshore Village of Keene’s Pointe—a guard-gated golf and country club community.Set among lakefront estates, this traditional Georgian Colonial-style residence, built by Stonebridge Homes, sits on a generous half-acre lot and exudes grandeur from

Angela Durruthy KEENE'S POINTE REALTY

9210 Tibet Pointe Cir, Windermere, FL 34786
/2
$1,400,000 Sold Jul 16, 2025
- 4,079 Sq Ft
- $343/SF
- 48 Days On Market
- 4 Beds
- 4 Baths
- Built 2003
12848 Jacob Grace Ct, Windermere, FL 34786

The entire experience of this Windermere Custom Pool Home is a revolution and a close relationship with nature. Prestigious Tildens Grove with 24 hour security and water views of Lake William Davis. Exceptional Renovation with a range of spaces inside and out, including New Owner's Suite , Luxury Spa Bathroom and Dressing area. This Rare to Find One Story, Split Plan home with a 3 car oversized

Thad Czapka COLDWELL BANKER RESIDENTIAL RE

12848 Jacob Grace Ct, Windermere, FL 34786

/28
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,460 Sq Ft
8265 Maritime Flag St Unit 22B-6, Windermere, FL 34786

8265 Maritime Flag St Unit 22B-6, Windermere, FL 34786

/22
$389,990
- 3 Beds
- 2.5 Baths
- 1,520 Sq Ft
7621 Sutherton Ln, Windermere, FL 34786

*******************************************GREAT OPPORTUNITY********************************** Modern Townhome in Windermere’s Wickham Park 3 Beds | 2.5 Baths | 2-Car Garage | Prime LocationWelcome to this beautifully maintained townhome in the highly sought-after community of Wickham Park, located in the heart of Windermere, Florida — where charm,

Gabriela Lanza MY REALTY GROUP, LLC.

7621 Sutherton Ln, Windermere, FL 34786
/2
$330,000 Sold Jul 16, 2025
- 1,840 Sq Ft
- $179/SF
- 94 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2012
14320 Desert Haven St Unit 3906, Windermere, FL 34786

Welcome to this Windermere Town House featuring 3 bedrooms and 2.5 baths in an open, bright floor plan. The spacious living areas and private detached garage provide comfort and functionality. Located in a gated community, this property provides added security. Conveniently situated with easy access to quality schools, shopping, dining, and entertainment, it is a well-positioned option for

Vicente Virgilio ALTIS REALTY

14320 Desert Haven St Unit 3906, Windermere, FL 34786

/29
Est $443,856 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,997 Sq Ft
7668 Fairgrove Ave, Windermere, FL 34786

7668 Fairgrove Ave, Windermere, FL 34786

/54
$879,000
- 4 Beds
- 3.5 Baths
- 3,270 Sq Ft
8752 Lookout Pointe Dr, Windermere, FL 34786

Experience the enchantment of a luxurious lifestyle with a home that offers elegance, comfort, and a touch of magic. Welcome to a stunning residence where every day feels like a vacation, with Disney World's fireworks dazzling over the water view right in your backyard. This beautifully appointed Spanish style home boasts impressive curb appeal with its barrel tile roof, paver driveway, and a two

Noor Masri LA ROSA REALTY PREMIER LLC

8752 Lookout Pointe Dr, Windermere, FL 34786
/2
$3,350,000 Sold Jul 15, 2025
- 6,968 Sq Ft
- $481/SF
- 5 Days On Market
- 6 Beds
- 6.5 Baths
- Built 1997
5801 Marleon Dr, Windermere, FL 34786

EXPERIENCE THE PINNACLE OF LUXURY LIVING IN THIS ONE-OF-A KIND RESORT-STYLE HOMEThis stunning Windermere 1.86-acre LAKE FRONT residence is a true showstopper, blending timeless elegance with resort-caliber amenities, all within a very short distance of one of Orlandos top rated Private International schools, and with the added benefit of NO HOA. Step inside to soaring ceilings, expansive

Michelle Brierley COLDWELL BANKER REALTY

5801 Marleon Dr, Windermere, FL 34786

/40
Est $687,532 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,693 Sq Ft
9078 Overlook Pass Dr, Windermere, FL 34786

9078 Overlook Pass Dr, Windermere, FL 34786

/44
$749,900
- 4 Beds
- 3.5 Baths
- 3,407 Sq Ft
11837 Cave Run Ave, Windermere, FL 34786

Windermere Trails Home: Pool-Ready, Across from Park + A-Rated Schools Discover the perfect Central Florida lifestyle at 11837 Cave Run Ave, a stunning 4-bedroom, 3.5-bathroom home in the highly sought-after Windermere Trails community. Located on a quiet street directly across from a community park and playground, this home offers privacy, convenience, and exceptional amenities. Enjoy nightly

Adam Prada US SQUARE REAL ESTATE

11837 Cave Run Ave, Windermere, FL 34786

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