Windermere, FL Homes

/2
Est $440,668 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,881 Sq Ft
11405 Brownstone St, Windermere, FL 34786

11405 Brownstone St, Windermere, FL 34786

/73
$1,225,000
- 7 Beds
- 5 Baths
- 4,751 Sq Ft
6146 Golden Dewdrop Trail, Windermere, FL 34786

MOVE-IN READY and thoughtfully upgraded, this spacious residence is located in the established Windermere Landing community and offers serene pond views, energy-efficient construction, and a flexible layout designed for modern living. From the moment you arrive, recent improvements are immediately apparent, including a FULL INTERIOR REPAINT, NEW LUXURY VINYL PLANK FLOORING throughout the main

Simi Lakhani KELLER WILLIAMS CLASSIC

6146 Golden Dewdrop Trail, Windermere, FL 34786
/2
$616,500 Sold Jan 31, 2025

8311 Lookout Pointe Dr, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,460 Sq Ft
- Built 2016
Last Sold Summary
- 6% Below List Price
- $251/SF
- 53 Days On Market
Current Estimated Value $612,023

Last Listing Agent Flavio Melo BB GROUP REALTY CORP

8311 Lookout Pointe Dr, Windermere, FL 34786

/2
Est $480,508 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,212 Sq Ft
7653 Ripplepointe Way, Windermere, FL 34786

7653 Ripplepointe Way, Windermere, FL 34786

/53
$1,025,000 Pending
- 4 Beds
- 3.5 Baths
- 2,971 Sq Ft
1804 Maple Leaf Dr, Windermere, FL 34786

Experience refined living at 1804 Maple Leaf Drive, an impeccably maintained corner-lot residence nestled in the highly sought-after community of Windermere Downs. Offering nearly 3,000 square feet of thoughtful design, this light-filled home features hardwood floors, solid wood cabinetry, and an inviting layout perfect for both entertaining and everyday comfort. With 4 spacious bedrooms, 3.5

Anna McIntyre LAKESIDE REALTY WINDERMERE INC

1804 Maple Leaf Dr, Windermere, FL 34786
/2
$704,000 Sold Sep 18, 2025

1220 Glenheather Dr, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,695 Sq Ft
- Built 2002
Last Sold Summary
- 3% Below List Price
- $261/SF
- 22 Days On Market
Current Estimated Value $713,253

Last Listing Agent Dominick Florio RE/MAX TOWN & COUNTRY REALTY

1220 Glenheather Dr, Windermere, FL 34786

/61
Est $1,137,732 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 4,176 Sq Ft
8361 Torcello Isle Dr, Windermere, FL 34786

8361 Torcello Isle Dr, Windermere, FL 34786

/86
$4,899,000
- 7 Beds
- 10.5 Baths
- 5,935 Sq Ft
225 Magnolia St, Windermere, FL 34786

LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWNUnveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakes—a residence that redefines lakefront luxury in the exclusive town of Windermere. Custom-built in 2019, this Mediterranean-inspired estate is a sanctuary of sophistication, offering unparalleled waterfront living with direct frontage

George Doulamis COMPASS FLORIDA LLC

225 Magnolia St, Windermere, FL 34786
/2
$2,460,000 Sold Dec 18, 2025

11019 Ullswater Ln, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 5,916 Sq Ft
- Built 2006
Last Sold Summary
- 2% Below List Price
- $416/SF
- 23 Days On Market
Last Listing Agent Ken Pozek REAL BROKER, LLC

11019 Ullswater Ln, Windermere, FL 34786

/40
Est $529,481 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,107 Sq Ft
13856 Summerport Trail Loop, Windermere, FL 34786

13856 Summerport Trail Loop, 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
/2
$315,000 Sold Apr 30, 2025

11564 Mizzon Dr Unit 309, Windermere, FL 34786
- 2 Beds
- 2 Baths
- 1,161 Sq Ft
- Built 2006
Last Sold Summary
- 3% Below List Price
- $271/SF
- 135 Days On Market
Current Estimated Value $311,516

Last Listing Agent Matthew DeClue BROKER BRYANT REALTY

11564 Mizzon Dr Unit 309, Windermere, FL 34786

/43
Est $770,557 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,419 Sq Ft
8711 Lookout Pointe Dr, Windermere, FL 34786

8711 Lookout Pointe Dr, Windermere, FL 34786

/9
$5,995,000 New Construction
- 5 Beds
- 6 Baths
- 6,000 Sq Ft
13377 Lake Butler Blvd, Winter Garden, FL 34787

Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural

Dawn Briggs BLUE MAGNOLIA REALTY LLC

13377 Lake Butler Blvd, Winter Garden, FL 34787
/2
$650,000 Sold Jun 16, 2025

7036 Mapperton Dr, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 2,777 Sq Ft
- Built 2003
Last Sold Summary
- 14% Below List Price
- $234/SF
- 209 Days On Market
Current Estimated Value $640,980

Last Listing Agent Leila Ferrara WRA BUSINESS & REAL ESTATE

7036 Mapperton Dr, Windermere, FL 34786

/37
Est $455,592 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,756 Sq Ft
13477 Gorgona Isle Dr, Windermere, FL 34786

13477 Gorgona Isle Dr, Windermere, FL 34786

/46
$625,000
- 4 Beds
- 2 Baths
- 2,420 Sq Ft
13943 Eden Isle Blvd, Windermere, FL 34786

Welcome to this beautifully updated 4 Bedroom 2 Bath home in the desirable Gated Eden Isle's. This home has plenty of upgrades including, 2020 Shingle Roof, 4 ton AC, Water filtration system, Rear Patio with Brick Pavers, Hurricane impact windows, New Gutters. As you step in you will see the newly remodel Kitchen and bathrooms with Granite countertops, new cabinets, laminate flooring through out

Malissa Breighner TOP WISDOM REALTY INC

13943 Eden Isle Blvd, Windermere, FL 34786
/2
$9,000,000 Sold Oct 06, 2025

9832 Laurel Valley Dr, Windermere, FL 34786
- 6 Beds
- 10 Baths
- 11,100 Sq Ft
- Built 2004
Last Sold Summary
- 3% Below List Price
- $811/SF
- 0 Days On Market
Last Listing Agent Dianna Desboyaux EXP REALTY LLC

9832 Laurel Valley Dr, Windermere, FL 34786

/56
Est $597,985 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,092 Sq Ft
7451 Fairgrove Ave, Windermere, FL 34786

7451 Fairgrove Ave, Windermere, FL 34786

/4
$1,084,558 Pending
- 4 Beds
- 3.5 Baths
- 3,404 Sq Ft
14395 Crest Palm Ave, Windermere, FL 34786

The Baldwin floor plan is a thoughtfully designed two-story home featuring 4 spacious bedrooms and 3.5 bathrooms, offering over 3,400 square feet of living space. The first floor boasts an inviting open-concept design, with a large great room adjacent to a dining room, perfect for gatherings and entertaining. The owner’s suite, complete with a walk-in closet and private bath, offers a comfortable

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14395 Crest Palm Ave, Windermere, FL 34786
/2
$2,350,000 Sold Oct 21, 2025

10121 Lone Tree Ln, Orlando, FL 32836
- 3 Beds
- 2 Baths
- 2,348 Sq Ft
- Built 1968
Last Sold Summary
- 6% Below List Price
- $1,001/SF
- 0 Days On Market
Last Listing Agent Ursula Garcia Moraes PRISTINE INTERNATIONAL REALTY LLC

10121 Lone Tree Ln, Orlando, FL 32836

/95
Est $866,785 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,407 Sq Ft
11947 Otterbrooke Trail, Windermere, FL 34786

11947 Otterbrooke Trail, Windermere, FL 34786

/67
$3,250,000
- 3 Beds
- 3.5 Baths
- 4,089 Sq Ft
4711 Joanna Garden Ct, Windermere, FL 34786

Nestled within the exclusive Gardens of Isleworth enclave within Isleworth Golf & Country Club, this exquisite residence exemplifies refined Florida living. Crafted by Pellegrini Homes with professionally designed interiors, the single-story home seamlessly blends architectural sophistication with inviting comfort. A brick paver motor court introduces the residence, where a gracious custom arched

Michelle Corbin ISLEWORTH REALTY LLC

4711 Joanna Garden Ct, Windermere, FL 34786
/2
$1,700,000 Sold Oct 10, 2025

830 Oakdale St, Windermere, FL 34786
- 4 Beds
- 4.5 Baths
- 3,670 Sq Ft
- Built 2019
Last Sold Summary
- 13% Below List Price
- $463/SF
- 320 Days On Market
Last Listing Agent Jay Martin CORCORAN PREMIER REALTY

830 Oakdale St, Windermere, FL 34786

/42
Est $736,675 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,935 Sq Ft
11813 Cave Run Ave, Windermere, FL 34786

11813 Cave Run Ave, Windermere, FL 34786

/62
$655,000 Open Mon 10:30AM - 12:30PM
- 4 Beds
- 2 Baths
- 2,019 Sq Ft
11438 Arborside Bend Way, Windermere, FL 34786

Welcome to The Enclave at Glenmuir, one of Windermere’s most exclusive GATED communities — known for its tranquility, safety, and beautifully landscaped surroundings. Tucked away on a QUIET CUL-DE-SAC with peaceful water views, this well-maintained 4-BEDROOM, 2-BATHROOM home combines warmth, privacy, and everyday comfort in a truly PRIME LOCATION. Step inside to discover a bright, OPEN-FLOW

Zoe Attwood SERHANT

11438 Arborside Bend Way, Windermere, FL 34786
/2
$387,000 Sold May 15, 2025

8612 Brookvale Dr, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,516 Sq Ft
- Built 2013
Last Sold Summary
- 3% Below List Price
- $255/SF
- 28 Days On Market
Current Estimated Value $382,546

Last Listing Agent Rafael Fernandez AGENT TRUST REALTY CORPORATION

8612 Brookvale Dr, Windermere, FL 34786

/92
Est $2,250,605 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 5,023 Sq Ft
11817 Vinci Dr, Windermere, FL 34786

11817 Vinci Dr, Windermere, FL 34786

/15
$330,000 Pending
- 2 Beds
- 2.5 Baths
- 1,380 Sq Ft
12748 Langstaff Dr, Windermere, FL 34786

Discover comfort and convenience in this beautifully maintained 2 bedrooms, 2.5 bathrooms townhome offering 1,380 sq ft of living space. Located in the heart of Windermere, this home features an open-concept layout, spacious bedrooms with en-suite baths and abundant natural light!

Steven Koleno BEYCOME OF FLORIDA LLC

12748 Langstaff Dr, Windermere, FL 34786
/2
$355,000 Sold Jun 13, 2025

8933 Newmarket Dr, Windermere, FL 34786
- 2 Beds
- 2.5 Baths
- 1,336 Sq Ft
- Built 2006
Last Sold Summary
- 10% Below List Price
- $266/SF
- 74 Days On Market
Current Estimated Value $351,790

Last Listing Agent Jenna Palmero COLDWELL BANKER REALTY

8933 Newmarket Dr, Windermere, FL 34786

/29
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,840 Sq Ft
14264 Desert Haven St Unit GE, Windermere, FL 34786

14264 Desert Haven St Unit GE, Windermere, FL 34786

/30
$460,000
- 3 Beds
- 2.5 Baths
- 1,976 Sq Ft
13752 Bressler Aly, Windermere, FL 34786

One or more photo(s) has been virtually staged. Ask about a lender provided RATE BUY-DOWN CREDIT on this home ~ Seller may consider buyer concessions if made in an offer ~ Welcome to effortless living in the heart of Windermere! This fantastic 3-bedroom, 2.5-bath townhome in the highly desirable Vineyards/Horizon West community offers modern upgrades, a bright and airy layout, and a prime

Jennifer Wemert WEMERT GROUP REALTY LLC

13752 Bressler Aly, Windermere, FL 34786
/2
$710,000 Sold Nov 25, 2025

9631 Hollyglen Place, Windermere, FL 34786
- 4 Beds
- 2.5 Baths
- 2,854 Sq Ft
- Built 1979
Last Sold Summary
- 5% Below List Price
- $249/SF
- 14 Days On Market
Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

9631 Hollyglen Place, Windermere, FL 34786

/30
Est $527,517 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,058 Sq Ft
13347 Overstreet Rd, Windermere, FL 34786

13347 Overstreet Rd, Windermere, FL 34786

/36
$369,999 Pending
- 3 Beds
- 2.5 Baths
- 1,520 Sq Ft
12307 Langstaff Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Live Where the Magic Happens! This beautifully maintained 3-bedroom, 2.5-bath Townhome is located in the coveted Windermere area of Horizon West, perfectly situated just minutes from Disney’s backyard! A quiet placement in the rear of the community, this unit provides peaceful views of the conservation and walking trail surrounded by majestic

Kim Hogan HOGAN REALTY GROUP INC

12307 Langstaff Dr, Windermere, FL 34786
/2
$819,500 Sold Jun 13, 2025

2151 Tillman Ave, Winter Garden, FL 34787
- 5 Beds
- 4 Baths
- 3,506 Sq Ft
- Built 2007
Last Sold Summary
- 4% Below List Price
- $234/SF
- 41 Days On Market
Current Estimated Value $816,202

Last Listing Agent Andy Neal THE AGENCY ORLANDO

2151 Tillman Ave, Winter Garden, FL 34787

/10
Not Listed For Sale
Lot 2 Down Park Ln, Windermere, FL 34786

Lot 2 Down Park Ln, Windermere, FL 34786

/39
$849,900
- 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
$835,000 Sold Jul 03, 2025

2538 Carter Grove Cir, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,523 Sq Ft
- Built 1996
Last Sold Summary
- 3% Below List Price
- $331/SF
- 8 Days On Market
Current Estimated Value $842,333

Last Listing Agent Tara Moore TARA MOORE REAL ESTATE

2538 Carter Grove Cir, Windermere, FL 34786

/18
Est $781,427 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,010 Sq Ft
9207 Reflection Pointe Dr, Windermere, FL 34786

9207 Reflection Pointe Dr, Windermere, FL 34786

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