Windermere, FL Homes

/53
$1,199,000
- 4 Beds
- 3 Baths
- 2,838 Sq Ft
2106 Ridgewind Way, Windermere, FL 34786

Welcome to the Estates at Windermere - a quaint and highly-desired gated community nestled in Windermere, Florida. This charming home has been updated and features 4 bedrooms and 3 baths. Just off the entry is the formal living and dining rooms, and office with closet (considered as the 4th bedroom). The main flooring is a beautiful light travertine and leads the way to the functional kitchen

Teresa Stewart SOUTHERN REALTY GROUP LLC

2106 Ridgewind Way, Windermere, FL 34786
/18
$2,700 per month
- 3 Beds
- 2.5 Baths
- 2,306 Sq Ft
- Property for Rent
13330 Longacre Dr, Windermere, FL 34786

What a beautiful house at Windermere Terrace Community, located at Windermere, Florida. Extremely popular floor plan called Lexington with 3 bedrooms, 2.5 baths, 2-car garage, 1 flex room. Total 2306 Sq. Ft. under the A/C area. Master bedroom downstairs. The community has a swimming pool, walking trails, and more. Only a few minute to the supermarkets. Close by Winter Garden Village Shopping

Mark Wang SUNSTAR REALTY FL INC

13330 Longacre Dr, Windermere, FL 34786
/2
$490,000 Sold Apr 24, 2025
- 1,696 Sq Ft
- $289/SF
- 130 Days On Market
- 3 Beds
- 2 Baths
- Built 2012
12777 Bosworth Ave, Windermere, FL 34786

Expect to be impressed with this 3BR water view home located in Windermere’s desirable Wickham Park neighborhood. Professionally cleaned and move-in ready! Quality updates include: (1) fresh interior paint (2024), (2) new exterior paint (2023), and (3) new A/C (2022) (4) new garage door (2024).(5) backyard has new sod. HOA dues cover roof replacement, exterior painting and front lawn/shrub

Stephanie Pitts KELLER WILLIAMS CLASSIC

12777 Bosworth Ave, Windermere, FL 34786

/62
Est $1,275,608 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,881 Sq Ft
5522 Remsen Cay Ln, Windermere, FL 34786

5522 Remsen Cay Ln, Windermere, FL 34786

/47
$1,450,000
- 5 Beds
- 4 Baths
- 3,164 Sq Ft
11537 Claymont Cir, Windermere, FL 34786

Stunning transitional home in sought after manned gated Keene’s Pointe Community of Windermere! This beautifully renovated home offers a modern, neutral palette with high-end finishes throughout. Step inside to a grand foyer leading to the formal dining room, where coffered ceilings and tall windows flood the space with natural light. The open-concept kitchen and living area is a chef’s dream,

Julie Bettosini STOCKWORTH REALTY GROUP

11537 Claymont Cir, Windermere, FL 34786
/22
$2,800 per month
- 3 Beds
- 2 Baths
- 1,422 Sq Ft
- Condo for Rent
11565 Mizzon Dr Unit 828, Windermere, FL 34786

Furnished, Top-Floor Luxury Condo in Lakeside at Lakes of Windermere A Rare Find!Welcome to one of Windermere's most sought-after communities, where resort-style living meets unmatched convenience. This beautifully furnished 3-bedroom, 2-bath top-floor condo is a rare gem offering comfort, style, and exclusivity that sets it apart from anything else on the market.Enjoy the privacy

11565 Mizzon Dr Unit 828, Windermere, FL 34786
/2
$1,530,000 Sold Apr 23, 2025
- 3,196 Sq Ft
- $479/SF
- 4 Days On Market
- 4 Beds
- 4 Baths
- Built 2002
6110 Keenes Pointe Dr, Windermere, FL 34786

Exquisite Custom Home in Keene’s Pointe – Fully Upgraded & Move-In Ready!Experience luxury living in the prestigious, guard-gated community of Keene’s Pointe, one of Windermere’s most sought-after neighborhoods. This stunning, custom-built estate by MCBC Sauerwine offers a perfect blend of elegance, comfort, and energy efficiency, featuring high-end upgrades and modern conveniences throughout.

Cindy Rosenbloom THE ROSENBLOOM TEAM

6110 Keenes Pointe Dr, Windermere, FL 34786

/73
Est $2,831,344 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 6,768 Sq Ft
13323 Bellaria Cir, Windermere, FL 34786

13323 Bellaria Cir, Windermere, FL 34786

/70
$1,220,000
- 5 Beds
- 4.5 Baths
- 3,958 Sq Ft
1613 Glenwick Dr, Windermere, FL 34786

Envision yourself living in this beautifully updated 5-bedroom, 4.5-bath home in the prestigious, guard-gated Reserve at Belmere. Situated on over half an acre, this elegant residence offers ample space, privacy, and luxurious features for refined living. As you arrive on the cul de sac, a circular driveway leads you into a sophisticated courtyard entryway, setting the tone for the elegance

Kelly Whitaker PREMIER SOTHEBYS INT'L REALTY

1613 Glenwick Dr, Windermere, FL 34786
/26
$3,100 per month
- 4 Beds
- 2.5 Baths
- 2,683 Sq Ft
- House for Rent
12835 Droxford Rd, Windermere, FL 34786

Available May 10, 2025!Beautiful, spacious home backing up to conservation area. Light & Bright! Open Floor plan.This excellent subdivision has tennis courts, community pool, playground, and a boat dock. It is just far enough from town to experience the quiet of the lake and the woods, yet close enough for convenient access to 429 and the Turnpike, dining and shopping.Washer/dryer not included

Jennifer Linton METRO CITY REALTY

12835 Droxford Rd, Windermere, FL 34786
/2
$615,000 Sold Apr 22, 2025
- 2,623 Sq Ft
- $234/SF
- 53 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2007
7358 Tattant Blvd, Windermere, FL 34786

The front porch at this house with a water view serves as an extension of the indoor living space. This area can be designed to encourage outdoor living, featuring comfortable seating, imagine sipping coffee in the morning sun! This beautiful home features a bright, open floor plan that seamlessly connects the living, dining, and kitchen areas, making it perfect for entertaining or family

Hanna Zhang INTOP REALTY LLC

7358 Tattant Blvd, Windermere, FL 34786

/36
Est $4,933,591 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 7,649 Sq Ft
12300 Montalcino Cir, Windermere, FL 34786

12300 Montalcino Cir, Windermere, FL 34786

/51
$1,200,000 Open Sun 1PM - 4PM
- 4 Beds
- 3.5 Baths
- 3,766 Sq Ft
11507 Center Lake Dr, Windermere, FL 34786

2017 Parade of Homes Winner | PRIME LOCATION | PUTTING GREEN | FENCED IN YARD | SCREENED IN LANAI | Discover luxury and craftsmanship in this remarkable 2017 Parade of Homes Winner, built by the renowned Westmont Custom Homes. this 4-bedroom, 3.5-bathroom masterpiece spans 3,766 sqft. Custom-built by Westmont Custom Homes, with over 40 years of expertise, this residence showcases exceptional

Kristy Cook EXP REALTY LLC

11507 Center Lake Dr, Windermere, FL 34786
/22
$3,000 per month
- 4 Beds
- 3.5 Baths
- 2,245 Sq Ft
- House for Rent
13832 Summerport Trail Loop, Windermere, FL 34786

This beautiful Bangalow built in 2016 with 2245 sqft of living area sits on a corner lot in Windermere. TOP SCHOOL ZONE / It has been freshly painted and the carpet replaced.On the FRIST floor you have the main Bedroom, a half bath, kitchen living and dining rooms. On the second floor you will find a very spacious loft 3 bedrooms and two FULL baths. The Laundry room is also very spacious with

Erika Gao RC GROUP REALTY LLC

13832 Summerport Trail Loop, Windermere, FL 34786
/2
$1,094,508 Sold Apr 22, 2025
- 3,764 Sq Ft
- $291/SF
- 128 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2025
14256 Crest Palm Ave, Windermere, FL 34786

One or more photo(s) has been virtually staged. Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working

Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

14256 Crest Palm Ave, Windermere, FL 34786

/23
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
8264 Maritime Flag St Unit 1420, Windermere, FL 34786

8264 Maritime Flag St Unit 1420, Windermere, FL 34786

/44
$1,395,000
- 5 Beds
- 4.5 Baths
- 3,905 Sq Ft
11234 Willow Gardens Dr, Windermere, FL 34786

**WINDERMERE WONDER** Exquisite Luxury Living Awaits You! Are you ready to experience the epitome of luxury living? This magnificent 5-bedroom, 4 ½-bathroom estate in the prestigious community of The Willows at Lake Rhea offers unparalleled elegance and comfort. Set on a meticulously landscaped .56-acre lot, this residence boasts breathtaking views of Lake Rhea and a serene conservation area/bird

Matt Wooten ALL REAL ESTATE & INVESTMENTS

11234 Willow Gardens Dr, Windermere, FL 34786
/17
$4,500 per month
- 4 Beds
- 3.5 Baths
- 2,910 Sq Ft
- House for Rent
8717 Lookout Pointe Dr, Windermere, FL 34786

Welcome to this elegant home with lots of upgrades! The home features tiled roof and stone front, heated salt water pool; new upscale vinyl pant floor, fresh interior paint, fenced yard; etc. 2 car garage with 2 separate doors and remotes; Upgraded kitchen with stainless steels appliances, etc. Energy saving features include: CFL Lighting and Fixtures, Dual-Flush Toilets, ENERGY STAR Appliances,

Eileen Li TOPSKY REALTY INC

8717 Lookout Pointe Dr, Windermere, FL 34786
/2
$790,000 Sold Apr 22, 2025
- 1,786 Sq Ft
- $442/SF
- 124 Days On Market
- 3 Beds
- 2 Baths
- Built 1979
10556 Park Ridge Gotha Rd, Windermere, FL 34786

WINDERMERE!!! WINDERMERE!! WINDERMERE!! 1+ ACRES! A-1 ZONE DISTRICT! CIRCULAR DRIVEWAY!!Beautiful country style home! This home features 3 bedrooms, with an open floor plan and 2 full baths. A spacious interior boasts cathedral ceilings, French doors. BRAND NEW KITCHEN includes all STAINLESS STEEL APPLIANCES, Engineer hardwood floors throughout most of the house. NEWER BATHROOMS, NEWER ROOF,

Eddie Otton OTTON REALTY LLC

10556 Park Ridge Gotha Rd, Windermere, FL 34786

/69
Est $359,751 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,371 Sq Ft
8110 Enchantment Dr Unit 1704, Windermere, FL 34786

8110 Enchantment Dr Unit 1704, Windermere, FL 34786

/2
$855,990 New Construction
- 4 Beds
- 2.5 Baths
- 2,712 Sq Ft
Tidewater, Windermere, FL 34786

The Tidewater floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,712 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

Dream Finders Homes

Tidewater, Windermere, FL 34786
/48
$8,895 per month
- 4 Beds
- 4.5 Baths
- 2,868 Sq Ft
- House for Rent
930 East Blvd, Windermere, FL 34786

Stunning newer LAKEFRONT construction in the heart of Downtown Windermere completed in July 2024. This exquisite single-story home spans 2,868 sq ft with an open-concept design, featuring white oak hardwood floors and contemporary style throughout. Highlights include 4 bedrooms, each with its own en-suite bathroom, living room with expansive lake views, European-style kitchen, home office, and

Simon Simaan THE SIMON SIMAAN GROUP

930 East Blvd, Windermere, FL 34786
/2
$880,000 Sold Apr 21, 2025
- 3,124 Sq Ft
- $282/SF
- 26 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2018
6926 Trellis Vine Loop, Windermere, FL 34786

Stunning Home – Minutes from Disney and Top-Rated Schools! Nestled in the heart of Windermere, this 5-bedroom, 4.5-bathroom home offers an exquisite blend of comfort, style, and convenience. This home has undergone numerous upgrades since purchase. The open floor plan seamlessly connects the living spaces, creating an inviting atmosphere perfect for modern living. The gourmet kitchen is a chef's

DENILEY VALDES TALENT REALTY SOLUTIONS

6926 Trellis Vine Loop, Windermere, FL 34786

/31
Est $396,716 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,786 Sq Ft
8167 Enchantment Dr Unit 1501, Windermere, FL 34786

8167 Enchantment Dr Unit 1501, Windermere, FL 34786

/31
$890,990 New Construction
- 4 Beds
- 4 Baths
- 3,100 Sq Ft
Arlington w/ Bonus, Windermere, FL 34786

Welcome to the Arlington with Bonus! This stunning 3,099 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step outside and unwind under the inviting covered patio,

Dream Finders Homes

Arlington w/ Bonus, Windermere, FL 34786
/12
$2,395 per month
- 4 Beds
- 2.5 Baths
- 1,782 Sq Ft
- House for Rent
14222 Sonco Ave, Windermere, FL 34786

Beautiful Summerport community 3 bed, 2.5 bath townhome which features a gorgeous kitchen, wood laminate floors, formal dining area, and spacious family room. Great floor plan for entertaining guests. All bedrooms are upstairs and a 1/2 bath and laundry are located downstairs. There is separate unit over the garage in which is currently a long term tenant in place. Residents will have full use of

Justin V LaManna HOMEVEST REALTY

14222 Sonco Ave, Windermere, FL 34786
/2
$630,000 Sold Apr 21, 2025
- 2,521 Sq Ft
- $250/SF
- 11 Days On Market
- 4 Beds
- 2 Baths
- Built 2004
13226 Zori Ln, Windermere, FL 34786

Stunning Home in Prime Windermere Location! Welcome to this beautifully maintained Windermere gem, perfectly situated in a sought-after neighborhood with easy access to top-rated schools, Windermere Preparatory and Windermere High School, shopping, dining, and entertainment. Located Walkable to Publix, Aldi, and popular restaurants, this home offers both convenience and charm.Enjoy modern

Aziz Elbrak LA ROSA REALTY LLC

13226 Zori Ln, Windermere, FL 34786

/43
Est $2,869,689 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 5,353 Sq Ft
5054 Sawyer Cove Way, Windermere, FL 34786

5054 Sawyer Cove Way, Windermere, FL 34786

/3
$942,990 New Construction
- 5 Beds
- 3.5 Baths
- 3,764 Sq Ft
Deerfield, Windermere, FL 34786

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

Dream Finders Homes

Deerfield, Windermere, FL 34786
/55
$5,700 per month
- 4 Beds
- 3 Baths
- 2,374 Sq Ft
- House for Rent
3302 Just A Mere Ct, Windermere, FL 34786

This beautiful 4-bedroom, 3-bathroom home sits on a full 1-acre lot, surrounded by mature trees that provide exceptional privacy and a peaceful setting. The spacious, light-filled layout is perfect for both relaxed family living and entertaining.The primary suite includes his-and-hers walk-in closets, combining function and comfort with a touch of luxury. The home is also equipped with a

peipei Qiao BAY STREET GROUP FLORIDA LLC

3302 Just A Mere Ct, Windermere, FL 34786
/2
$482,000 Sold Apr 21, 2025
- 1,886 Sq Ft
- $256/SF
- 71 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2018
11555 Charnock Dr, Windermere, FL 34786

HIGHLY MOTIVATED!!! Beautiful energy-efficient home located in the highly desirable heart of Windermere. The interior of this home features stone counters, 42" cabinetry an open kitchen chef inspired Kitchen with an oversized work island that overlooks the combo dining area and family room. The property has 3 bedrooms and comes with a complete premium package upgrades and high end appliances. The

Jeffrey Stocks STOCKS FAMILY REALTY LLC

11555 Charnock Dr, Windermere, FL 34786

/27
Est $351,302 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,534 Sq Ft
14438 Desert Haven St Unit 4304, Windermere, FL 34786

14438 Desert Haven St Unit 4304, Windermere, FL 34786

/22
$2,800,000
- 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
/28
$3,800 per month
- 5 Beds
- 3.5 Baths
- 3,514 Sq Ft
- House for Rent
14227 Bluebird Park Rd, Windermere, FL 34786

Available May 16, 2025.....This beautiful 5 bedroom/3.5 bath/3 car garage house is located in the desirable Summerport community. It offers new paint and new vinyl flooring. No carpet for the entire house. Walking distance to the community club house and Keenes Crossing Elementary School. The community offers multiple parks, pool, gym, basketball court, tennis court, volley ball court, walking

Jennie Ho MAY HO REALTY

14227 Bluebird Park Rd, Windermere, FL 34786
/2
$320,000 Sold Apr 21, 2025
- 1,332 Sq Ft
- $240/SF
- 376 Days On Market
- 3 Beds
- 2 Baths
- Built 2006
11562 Amidship Ln Unit 105, Windermere, FL 34786

Excellent location, and Ideal for first time home buyer, Lakes of Windermere community is an is a very well establish community with proximity to all your shopping needs including Restaurants within walking distance, In this spacious 3 bedroom, 2 bathroom condo is located in the first floor, its an open floor plan. This unit has been renovated, with laminated Vinyl floor. Master bedroom with

Jose Paradas EARTHLINK REALTY GROUP INC

11562 Amidship Ln Unit 105, Windermere, FL 34786

/34
Est $784,757 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,414 Sq Ft
11849 Cave Run Ave, Windermere, FL 34786

11849 Cave Run Ave, Windermere, FL 34786

/37
$529,000
- 3 Beds
- 2 Baths
- 2,115 Sq Ft
2156 Merrybells Dr, Kissimmee, FL 34746

Welcome to this beautifully designed Next Gen home located in the resort-style community of Storey Creek! This spacious 3-bedroom, 2-bathroom home features a private in-law suite with a separate entrance, living area, kitchenette, bedroom, and full bathroom—perfect for extended family or guests. The main living area boasts an open-concept layout with a modern kitchen, quartz countertops,

Mayling Marrero KELLER WILLIAMS ADVANTAGE III

2156 Merrybells Dr, Kissimmee, FL 34746
/37
$4,500 per month
- 5 Beds
- 4 Baths
- 3,365 Sq Ft
- House for Rent
13121 Zori Ln, Windermere, FL 34786

For Rent: Elegant 5-Bedroom Home with In-Law Suite in Prime Windermere Location.Welcome to this exquisite two-story residence offering 3,365 SqFt of refined living space—available now for rent! With a brand-new roof, two new HVAC systems, and top-to-bottom updates, this home combines luxury, comfort, and practicality in one of Winter Garden’s most desirable locations.Step through the grand

Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

13121 Zori Ln, Windermere, FL 34786
/2
$2,650,000 Sold Apr 18, 2025
- 6,200 Sq Ft
- $427/SF
- 104 Days On Market
- 5 Beds
- 6.5 Baths
- Built 2003
9664 Weatherstone Ct, Windermere, FL 34786

Private Lakeside Paradise! Nestled within a coveted gated enclave of only 13 estate homes, this breathtaking residence by Kelsey Custom Homes offers unparalleled luxury with sweeping views of Lake Olivia. Situated on a prime corner lot, this exquisite 5-bedroom, 6.5-bathroom (plus upstairs media room) estate encompasses over 6,200 square feet of opulent living space including a three-car garage

JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

9664 Weatherstone Ct, Windermere, FL 34786

/41
Est $1,474,735 Not Listed For Sale
- 4 Beds
- 4 Baths
- 3,493 Sq Ft
1121 Estancia Woods Loop, Windermere, FL 34786

1121 Estancia Woods Loop, Windermere, FL 34786

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