Windermere, FL Homes

/55
$825,000
- 5 Beds
- 4 Baths
- 3,294 Sq Ft
8337 Vivaro Isle Way, Windermere, FL 34786

One or more photos have been virtually staged. Welcome to a remarkable residence with a large back yard located in the highly sought community of Windermere Isle! This spacious home and location, ideal for families seeking comfort and convenience, features five generously sized bedrooms and 4 well-appointed bathrooms and a loft providing ample space for family and guests. One of the bedrooms and

Laurel Kellett CORCORAN PREMIER REALTY

8337 Vivaro Isle Way, Windermere, FL 34786
/2
$2,470,000 Sold Jun 05, 2025

4011 Isabella Cir, Windermere, FL 34786
- 5 Beds
- 7 Baths
- 5,418 Sq Ft
- Built 2019
Last Sold Summary
- 15% Below List Price
- $456/SF
- 153 Days On Market
Current Estimated Value $2,492,958

Last Listing Agent Matt Tomaszewski CORCORAN PREMIER REALTY

4011 Isabella Cir, Windermere, FL 34786

/60
Est $675,589 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,015 Sq Ft
7949 Jailene Dr, Windermere, FL 34786

7949 Jailene Dr, Windermere, FL 34786

/31
$2,499,000
- 5 Beds
- 5.5 Baths
- 4,094 Sq Ft
11113 Lake Butler Blvd, Windermere, FL 34786

Welcome to this beautiful, unique and modern home, built less than 3 years ago. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and much more!!! This luxury property also has a HOA 1/24th private deeded land with lake access, dock and

Stella Freeman QUATTRO R E SOLUTIONS LLC

11113 Lake Butler Blvd, Windermere, FL 34786
/2
$676,500 Sold Jun 16, 2025

8498 Powder Ridge Trail, Windermere, FL 34786
- 4 Beds
- 3.5 Baths
- 2,393 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $283/SF
- 38 Days On Market
Current Estimated Value $676,369

Last Listing Agent Maried Jimenez OLYMPUS EXECUTIVE REALTY INC

8498 Powder Ridge Trail, Windermere, FL 34786

/28
Est $2,398,000 Not Listed For Sale
- 4 Beds
- 7 Baths
- 5,561 Sq Ft
9950 6th St, Windermere, FL 34786

9950 6th St, Windermere, FL 34786

/47
$3,500,000
- 4 Beds
- 4.5 Baths
- 4,676 Sq Ft
6130 Grosvenor Shore Dr, Windermere, FL 34786

Remarkable Waterview Estate in Keene’s Pointe! Heated Saltwater Pool, Main-Floor Living, and Expansive Outdoor Living Space. Discover an exceptional custom Goehring & Morgan home offering the perfect blend of functionality and breathtaking outdoor living, located in a cul-de-sac of the exclusive Grosvenor Village within Keene’s Pointe, known for its privacy, guard-gated security, and Golden Bear

Dianna Desboyaux EXP REALTY LLC

6130 Grosvenor Shore Dr, Windermere, FL 34786
/2
$635,000 Sold Jun 10, 2025

14642 Yellow Butterfly Rd, Windermere, FL 34786
- 5 Beds
- 3.5 Baths
- 2,909 Sq Ft
- Built 2014
Last Sold Summary
- 14% Below List Price
- $218/SF
- 277 Days On Market
Current Estimated Value $646,279

Last Listing Agent James Song MULTI CHOICE REALTY LLC

14642 Yellow Butterfly Rd, Windermere, FL 34786

/41
Est $453,115 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,912 Sq Ft
13760 Calera Aly, Windermere, FL 34786

13760 Calera Aly, Windermere, FL 34786

/22
$2,600,000
- 5 Beds
- 5.5 Baths
- 5,853 Sq Ft
12030 Waterstone Loop Dr, Windermere, FL 34786

Tropical paradise in Windermere this 5+ bedroom dream home in the high-end community of Waterstone. Spanning over 6500 SF, this magnificent pool residence graced by soaring ceilings and a tranquil lake view. The grand entryway with two sweeping staircases draws you into a voluminous layout made for entertaining. Elegant formal dining room and living room, tremendous chef’s kitchen, media room

Elizabeth Dickinson GRANDE REALTY GROUP LLC

12030 Waterstone Loop Dr, Windermere, FL 34786
/2
$544,000 Sold Dec 01, 2025

11340 Rapallo Ln, Windermere, FL 34786
- 4 Beds
- 2 Baths
- 2,165 Sq Ft
- Built 2002
Last Sold Summary
- 3% Below List Price
- $251/SF
- 5 Days On Market
Last Listing Agent Petra Bukalo FLORIDA REALTY INVESTMENTS

11340 Rapallo Ln, Windermere, FL 34786

/29
Est $543,705 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,152 Sq Ft
12273 Joshua Tree Trail, Windermere, FL 34786

12273 Joshua Tree Trail, Windermere, FL 34786

/11
$549,900
- 4 Beds
- 3.5 Baths
- 2,461 Sq Ft
7349 Ella Ln, Windermere, FL 34786

JUST REDUCED!!!! Live just 2 miles from Magic Kingdom and enjoy nightly views of the fireworks from your own backyard! This beautifully maintained home offers 4 bedrooms, 3.5 bathrooms, and a spacious open-concept layout perfect for both everyday living and entertaining.The kitchen shines with 42” cabinets, granite countertops, stainless steel appliances, and a large island with a breakfast

Jason Nagassar CASTLE REALTY PROFESSIONAL GROUP LLC

7349 Ella Ln, Windermere, FL 34786
/2
$1,280,580 Sold Mar 19, 2025

14267 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,443 Sq Ft
- Built 2025
Last Sold Summary
- $288/SF
- 0 Days On Market
Current Estimated Value $1,231,000

Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14267 Crest Palm Ave, Windermere, FL 34786

/33
Est $1,334,549 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,493 Sq Ft
1109 Estancia Woods Loop, Windermere, FL 34786

1109 Estancia Woods Loop, Windermere, FL 34786

/75
$1,249,000
- 4 Beds
- 3 Baths
- 2,523 Sq Ft
11318 Fenimore Ct, Windermere, FL 34786

Welcome to 11318 Fenimore Ct, where a beautiful home awaits. This fully upgraded residence boasts four spacious bedrooms and three luxurious bathrooms, nestled on an expansive cul-de-sac lot overlooking a serene pond in Keene’s Pointe. Experience the joy of luxury living within a 24-hour, man-gated community nestled in the renowned Windermere.Oversized cul-de-sac lot for relaxation and

Simone Esteves FSM REALTY INVESTMENTS

11318 Fenimore Ct, Windermere, FL 34786
/2
$1,470,000 Sold Jun 16, 2025

5530 Oxford Moor Blvd, Windermere, FL 34786
- 5 Beds
- 5 Baths
- 5,188 Sq Ft
- Built 2004
Last Sold Summary
- 1% Below List Price
- $283/SF
- 2 Days On Market
Current Estimated Value $1,487,576

Last Listing Agent Marcy Walsh REAL BROKER, LLC

5530 Oxford Moor Blvd, Windermere, FL 34786

/71
Est $628,912 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,374 Sq Ft
6769 Merrick Landing Blvd, Windermere, FL 34786

6769 Merrick Landing Blvd, Windermere, FL 34786

/50
$670,000
- 4 Beds
- 3.5 Baths
- 2,297 Sq Ft
8582 Powder Ridge Trail, Windermere, FL 34786

AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME!Welcome to this stunning Kipling model offering serene lake views and a host of exceptional upgrades. This home features fully paid-off solar panels, electric vehicle charging outlets, and a whole-house water filtration system for maximum efficiency and comfort. Step inside and enjoy the spacious loft above the garage, new carpeting,

Mariana Rondon LPT REALTY, LLC

8582 Powder Ridge Trail, Windermere, FL 34786
/2
$570,000 Sold Dec 03, 2025

11316 Rapallo Ln, Windermere, FL 34786
- 3 Beds
- 2.5 Baths
- 1,925 Sq Ft
- Built 2002
Last Sold Summary
- 6% Below List Price
- $296/SF
- 153 Days On Market
Last Listing Agent Sherry Hutchins PREMIUM REALTY ADVISORS LLC

11316 Rapallo Ln, Windermere, FL 34786

/55
Est $1,131,918 Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 4,511 Sq Ft
8388 Lookout Pointe Dr, Windermere, FL 34786

8388 Lookout Pointe Dr, Windermere, FL 34786

/25
$629,000
- 4 Beds
- 2.5 Baths
- 2,236 Sq Ft
13786 Summer Harbor Ct, Windermere, FL 34786

*****Welcome to Summerport Trail community of WINDERMERE***** Nightly Disney fireworks display from your front porch.As you enter in to this warm welcoming spacious home with an open layout . 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.Access to

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

13786 Summer Harbor Ct, Windermere, FL 34786
/2
$1,325,000 Sold Jun 12, 2025

9501 Hempel Cove Blvd, Windermere, FL 34786
- 4 Beds
- 5 Baths
- 4,789 Sq Ft
- Built 1996
Last Sold Summary
- 12% Below List Price
- $277/SF
- 100 Days On Market
Current Estimated Value $1,322,991

Last Listing Agent Rebekkah Boskovich REVEL REALTY LLC

9501 Hempel Cove Blvd, Windermere, FL 34786

/43
Est $532,991 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,089 Sq Ft
11560 Charnock Dr, Windermere, FL 34786

11560 Charnock Dr, Windermere, FL 34786

/40
$414,999 Pending
- 3 Beds
- 2.5 Baths
- 1,461 Sq Ft
13808 Ancilla Blvd, Windermere, FL 34786

SUMMERPORT TOWNHOME IN A GREAT LOCATION. Back to the Market, Buyer's financing fell through- their loss is your gain. Brand new A/C unit for buyers' peace of mind. Beautiful 3-bedroom, 2.5 - bathroom townhome. SUMMERPORT Community in Windermere offers Residents to enjoy fantastic amenities, including a clubhouse, resort -style swimming pool, tennis and volleyball courts, basketball court, fitness

Rosa Maria Valdes MY REALTY GROUP, LLC.

13808 Ancilla Blvd, Windermere, FL 34786
/2
$657,500 Sold Jun 12, 2025

11045 Belmere Isles Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 2,606 Sq Ft
- Built 2002
Last Sold Summary
- 12% Below List Price
- $252/SF
- 215 Days On Market
Current Estimated Value $660,450

Last Listing Agent Ryan Rogers EXP REALTY LLC

11045 Belmere Isles Ct, Windermere, FL 34786

/52
Est $735,706 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,943 Sq Ft
12961 Holdenbury Ln, Windermere, FL 34786

12961 Holdenbury Ln, Windermere, FL 34786

/37
$2,290,000
- 4 Beds
- 3.5 Baths
- 4,440 Sq Ft
6134 Keenes Pointe Dr, Windermere, FL 34786

Welcome to a rare fully furnished opportunity in the heart of Keene’s Pointe, Windermere’s most acclaimed community. This renovated residence, with over 4,400 square feet of living space, has been reimagined to deliver not just a home, but an extraordinary lifestyle where every detail speaks of elegance, comfort, and sophistication. Move in ready and fully furnished!!! From the moment you step

Babi Hennemann WRA BUSINESS & REAL ESTATE

6134 Keenes Pointe Dr, Windermere, FL 34786
/2
$1,165,000 Sold Oct 27, 2025

14404 Crest Palm Ave, Windermere, FL 34786
- 6 Beds
- 4.5 Baths
- 4,565 Sq Ft
- Built 2024
Last Sold Summary
- 3% Below List Price
- $255/SF
- 0 Days On Market
Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14404 Crest Palm Ave, Windermere, FL 34786

/21
Est $527,288 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,222 Sq Ft
11019 Bagley Aly, Windermere, FL 34786

11019 Bagley Aly, Windermere, FL 34786

/38
$429,900
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
12930 Vennetta Way, Windermere, FL 34786

Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to offer.

Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

12930 Vennetta Way, Windermere, FL 34786
/77
$1,450,000 Sold Dec 15, 2025

8117 Whitford Ct, Windermere, FL 34786
- 4 Beds
- 3 Baths
- 3,264 Sq Ft
- Built 2004
Last Sold Summary
- 9% Below List Price
- $444/SF
- 11 Days On Market
Last Listing Agent Mary Tisdale Keller Williams Realty Emerald

8117 Whitford Ct, Windermere, FL 34786

/20
Est $812,082 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,677 Sq Ft
11722 Gray Rock Trail, Windermere, FL 34786

11722 Gray Rock Trail, Windermere, FL 34786

/45
$624,500
- 5 Beds
- 2.5 Baths
- 2,759 Sq Ft
6891 Northwich Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Nestled within Lakes of Windermere sits a 5 BEDROOM, 2.5 BATH Craftsman inspired home priced BELOW MARKET VALUE and SELLER PAID CLOSING COST ASSISTANCE. The welcoming front yard with flowing ground cover, shade providing magnolias, and flowering plants is located just across from the community POOL, recreational GREENSPACE, and TENNIS COURT. The

Ashley Wilt TITAN REALTY GROUP LLC

6891 Northwich Dr, Windermere, FL 34786
/2
$735,000 Sold Jul 14, 2025

12880 Westside Village Loop, Windermere, FL 34786
- 5 Beds
- 4.5 Baths
- 3,769 Sq Ft
- Built 2018
Last Sold Summary
- 8% Below List Price
- $195/SF
- 118 Days On Market
Current Estimated Value $740,488

Last Listing Agent Eric Jia NUMBER 1 BROKER, LLC

12880 Westside Village Loop, Windermere, FL 34786

/45
Est $848,703 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,680 Sq Ft
7016 Kiwano Way, Windermere, FL 34786

7016 Kiwano Way, Windermere, FL 34786

/51
$1,629,000
- 5 Beds
- 3.5 Baths
- 3,967 Sq Ft
6222 Lecco Way, Windermere, FL 34786

Custom Home in Prestigious Waterstone on Lake Butler. This stunning Mizner/Palm Beach–inspired residence offers timeless elegance with stone columns and wrought-iron detailing that welcome you into a private front courtyard—your first outdoor living oasis. Inside, the Grande Room impresses with a fireplace, intricate stone inlays, and a soaring 12-ft stained cypress ceiling. The newly remodeled

Matty Castillo EMPIRE NETWORK REALTY

6222 Lecco Way, Windermere, FL 34786
/2
$1,258,250 Sold May 29, 2025

1825 Lake Roberts Ct, Windermere, FL 34786
- 5 Beds
- 4 Baths
- 3,754 Sq Ft
- Built 1995
Last Sold Summary
- $335/SF
- 27 Days On Market
Current Estimated Value $1,260,708

Last Listing Agent Daniel Ryan EXP REALTY LLC

1825 Lake Roberts Ct, Windermere, FL 34786

/25
Est $395,687 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,028 Sq Ft
14343 Oasis Cove Blvd Unit 2002, Windermere, FL 34786

14343 Oasis Cove Blvd Unit 2002, Windermere, FL 34786

/3
$3,200,000 Pending
- 4 Beds
- 4.5 Baths
- 3,889 Sq Ft
2 Chase Rd, Windermere, FL 34786

Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication,

Matthew Hughes REAL BROKER, LLC

2 Chase Rd, Windermere, FL 34786

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