Windermere, FL Homes

/39
$3,200,000
- 5 Beds
- 4 Baths
- 3,461 Sq Ft
5067 Sawyer Cove Way, Windermere, FL 34786

STUNNING CUSTOM estate in the exclusive GATED community of Sawyer Sound - a private enclave of just 20 luxury homes, ideally located near top-rated public and private schools, excellent dining, and premiere entertainment. Built under the meticulous supervision of its owners, one of whom is an accomplished interior designer, this home showcases exceptional quality and attention to detail. With

Denise Crabbe REVEL REALTY LLC

5067 Sawyer Cove Way, Windermere, FL 34786
/99
$8,750 per month
- 4 Beds
- 3.5 Baths
- 2,902 Sq Ft
- House for Rent
11213 Camden Park Dr, Windermere, FL 34786

Exquisite Modern Living in Keene’s Pointe – Fully Renovated One-Story Luxury Residence - Experience elevated living in this architecturallyreimagined home located in the highly sought-after Keene’s Pointe community. Every inch of this property has been meticulously upgraded toreflect timeless elegance, modern design, and exceptional craftsmanship. Designer lighting, floor-to-ceiling

Soraya Resende S2J REALTY, LLC

11213 Camden Park Dr, Windermere, FL 34786
/2
$520,000 Sold Sep 17, 2025
- 2,151 Sq Ft
- $242/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 2005
12915 Cragside Ln, Windermere, FL 34786

This beautiful 3 bedroom, 2 bath home is nestled in the highly desirable Lakes of Windermere community, offering resort-style amenities. Enter the home to a split-bedroom floor plan with a formal living and dining space at the entryway, a family room following the kitchen, and a bonus room perfect for an office, play room, or home gym. The kitchen is equipped with ample cabinet space, granite

Nicole Shweky THE REALTY MEDICS

12915 Cragside Ln, Windermere, FL 34786

/53
Est $1,107,703 Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 4,502 Sq Ft
8799 Crescendo Ave, Windermere, FL 34786

8799 Crescendo Ave, Windermere, FL 34786

/38
$675,000
- 4 Beds
- 3 Baths
- 2,830 Sq Ft
13413 Zori Ln, Windermere, FL 34786

Welcome to this Charming and stunning home located in a quiet Windermere neighborhood where the Lake Front homes with valuesexceeding millions of dollars. This single story home contain 4-bedroom, 3 full bathroom, 3 car garage, screened lanai and fenced back yard. Formal dining room & living room/office combined, 12' high ceiling, open breakfast nook, kitchen, spacious large family room,

Annie Kwan ORLANDO SUNSHINE REALTY

13413 Zori Ln, Windermere, FL 34786
/36
$15,000 per month
- 6 Beds
- 6.5 Baths
- 8,942 Sq Ft
- House for Rent
3120 Downs Cove Rd, Windermere, FL 34786

Amazing opportunity to lease this stunning Butler Chain lakefront estate nestled on over 2 acres of meticulously manicured grounds. From the moment you enter this spectacular property, you are greeted by expansive views of Lake Down, visible from nearly every room. Every detail in this home has been thoughtfully curated, from the gleaming wood floors to the soaring ceilings and intricate moldings

Christopher Christensen COMPASS FLORIDA LLC

3120 Downs Cove Rd, Windermere, FL 34786
/2
$1,260,000 Sold Sep 17, 2025
- 3,518 Sq Ft
- $358/SF
- 1 Day On Market
- 5 Beds
- 4 Baths
- Built 2005
11709 Camden Park Dr, Windermere, FL 34786

This beautiful Keene's Pointe pool home, nestled in the charming Village of Camden, offers a light and bright interior with stunning white oak hardwood flooring and high ceilings that contribute to a spacious feel. The kitchen features updated stainless steel appliances including a refrigerator, double oven, microwave, and dishwasher, making it a chef's delight. Enjoy the comfort of newly

Lisa Schlender CORCORAN PREMIER REALTY

11709 Camden Park Dr, Windermere, FL 34786

/42
Est $850,207 Not Listed For Sale
- 6 Beds
- 4 Baths
- 3,804 Sq Ft
11859 Gold Creek Trail, Windermere, FL 34786

11859 Gold Creek Trail, Windermere, FL 34786

/100
$1,800,000
- 7 Beds
- 5 Baths
- 4,914 Sq Ft
11312 Shandon Park Way, Windermere, FL 34786

Welcome to this stunning seven-bedroom, five-bath residence in the exclusive guard-gated community of Reserve at Belmere. This beautifully remodeled home offers 4,902 square feet of living space and a functional two-story layout featuring a spacious family room, formal living and dining areas, and a large kitchen with granite countertops, modern cabinetry and stainless steel appliances. The

Daniel De Souza PREMIER SOTHEBYS INT'L REALTY

11312 Shandon Park Way, Windermere, FL 34786
/31
$3,650 per month
- 4 Beds
- 2 Baths
- 2,516 Sq Ft
- House for Rent
13607 Zori Ln, Windermere, FL 34786

Beautifully maintained 4-bedroom, 2-bath home for rent in the sought-after Providence Community within the top-rated Windermere school district. Features include 10-ft ceilings, plantation shutters, crown molding, granite countertops, stainless steel appliances, and a spacious open floor plan. The private owner’s suite offers patio access, a walk-in closet, dual vanities, soaking tub, and shower.

Jose Pimentel BRAZA HOMES

13607 Zori Ln, Windermere, FL 34786
/2
$1,330,000 Sold Sep 15, 2025
- 3,972 Sq Ft
- $335/SF
- 25 Days On Market
- 5 Beds
- 4 Baths
- Built 2016
17551 Black Rail St, Windermere, FL 34786

Welcome to a home where timeless elegance is perfectly paired with thoughtful upgrades and luxurious touches. Located in the highly sought-after Enclave community, this beautifully updated 5-bedroom, 4-bathroom residence offers space, sophistication, and exceptional functionality.Step inside to discover nearly every room adorned with a unique chandelier, adding character and charm

John Cunningham KELLER WILLIAMS CLASSIC

17551 Black Rail St, Windermere, FL 34786

/2
Est $3,157,814 Not Listed For Sale
- 4 Beds
- 7 Baths
- 5,727 Sq Ft
5006 Sawyer Cove Way, Windermere, FL 34786

5006 Sawyer Cove Way, Windermere, FL 34786

/68
$975,000
- 4 Beds
- 4 Baths
- 2,636 Sq Ft
3328 Wax Berry Ct, Windermere, FL 34786

One or more photo(s) has been virtually staged. A rare find in the heart of Downtown Windermere! This 4 bedroom, 4 full bath home with an inground pool sits not only on 1 acre but also in a semi-private cul-de-sac with only 8 other homes. You are welcomed by the circular driveway plus rear side entry garage and additional parking pad perfect for an RV or boat. Interior features include an

Ferris Kassar PREFERRED REAL ESTATE BROKERS

3328 Wax Berry Ct, Windermere, FL 34786
/14
$2,875 per month
- 3 Beds
- 2 Baths
- 2,023 Sq Ft
- House for Rent
13645 Riggs Way, Windermere, FL 34786

Beautiful 3 bedroom one story beautiful home. This split plan home has a spacious great room which connects to the gourmet kitchen featuring beautiful granite countertops, a pantry with custom wood shelves, a breakfast bar and dinette area and provides the perfect space to spend time with family and friends. A set of French doors takes you out to your lanai and fenced backyard which extends your

Jeff Li CINO INTERNATIONAL INC

13645 Riggs Way, Windermere, FL 34786
/2
$385,000 Sold Sep 15, 2025
- 1,644 Sq Ft
- $234/SF
- 56 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2008
7715 Anselmo Ln, Windermere, FL 34786

$5000 CREDIT at closing towards whatever you want-closing cost, rate buydown, lower price, new carpet, it's your choice!! Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhouse in the highly desirable Berkshire Park area of Windermere! This spacious home features a freshly painted interior, a generous walk-in pantry, and a private courtyard perfect for grilling, entertaining,

Ken Pozek REAL BROKER, LLC

7715 Anselmo Ln, Windermere, FL 34786

/21
Est $743,261 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,775 Sq Ft
8736 Peachtree Park Ct, Windermere, FL 34786

8736 Peachtree Park Ct, Windermere, FL 34786

/40
$22,995,000
- 6 Beds
- 14 Baths
- 20,865 Sq Ft
Unlisted Address

Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx. 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The magnificent sprawling primary residence pairs classic Georgian architecture with modern

Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

Unlisted Address
/24
$2,600 per month
- 3 Beds
- 2.5 Baths
- 1,545 Sq Ft
- Townhouse for Rent
7719 Maslin St, Windermere, FL 34786

Townhome in Wickham Park. Light and Bright End Unit has Three Bedroom, Two and One Half Bath. Kitchen has 42" wood cabinets, stainless steel appliances, breakfast bar and opens to the living/dining area. First floor has ceramic tile, second floor with new carpet and fresh paint. Two Bedroom are connected with a jack and jill bath. Master suite with a double vanity and shower. Laundry closet is in

Jane Sims SIMS REALTY LLC

7719 Maslin St, Windermere, FL 34786
/2
$2,075,000 Sold Sep 15, 2025
- 4,197 Sq Ft
- $494/SF
- 142 Days On Market
- 5 Beds
- 5 Baths
- Built 1980
1404 Kelso Blvd, Windermere, FL 34786

BRAND NEW ROOF 2025! LAKEFRONT! Prepare to be amazed by this exquisitely renovated estate home with a BRAND NEW HEATED Infinity Pool, perfectly nestled on the tranquil shores of Lake Cypress near downtown Windermere. Set on 1.2 acres with 100 ft of lake frontage, this luxurious residence boasts an attached guest house and an array of high-end features. Live each day watching sunsets and seeing

Corinne Defilippis EXP REALTY LLC

1404 Kelso Blvd, Windermere, FL 34786

/2
Est $515,393 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,136 Sq Ft
6322 Golden Dewdrop Trail, Windermere, FL 34786

6322 Golden Dewdrop Trail, Windermere, FL 34786

/17
$375,000
- 3 Beds
- 2.5 Baths
- 1,644 Sq Ft
7768 Moser Ave, Windermere, FL 34786

Investors only; long-term tenant in place. Extremely well-maintained end unit Pulte townhouse is located in Berkshire Park and offers a shady side yard and private fenced courtyard patio between the unit and the detached 2-car alley garage. Tiled kitchen/dining room features generous amount ofcabinets, granite countertops, breakfast bar and walk-in pantry; French doors from the kitchen open to

Glenn Brunskill, LLC COLDWELL BANKER RESIDENTIAL RE

7768 Moser Ave, Windermere, FL 34786
/9
$2,600 per month
- 3 Beds
- 2.5 Baths
- 1,910 Sq Ft
- Townhouse for Rent
7452 Leighside Dr, Windermere, FL 34786

Fantastic Location! Well Maintained Windermere townhome located in Lake Burden. Conveniently, Located to some of the Orlandos finest dinning and shopping areas. Also a quick drive to Winter Garden village, Disney World, Golf Courses and the up and coming Hamlin at Independence parkway. Home with 3 bedrooms and 2.5 baths, master bedroom is located downstairs with a walk in closet. OPEN floor plan

Erik Lynch LJL REAL ESTATE, INC.

7452 Leighside Dr, Windermere, FL 34786
/2
$372,000 Sold Sep 12, 2025
- 1,461 Sq Ft
- $255/SF
- 16 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2005
5318 Kumquat Loop, Windermere, FL 34786

This beautifully updated three-bedroom townhome in Windermere offers the perfect blend of comfort, convenience, and location, with the primary suite thoughtfully located on the first floor. Situated in the desirable Summerport community, this home enjoys a picturesque setting just steps from a tranquil stocked pond and fishing pier right outside your front door. Inside, the open layout creates an

Ronald Ziolkowski RE/MAX PRIME PROPERTIES

5318 Kumquat Loop, Windermere, FL 34786

/2
Est $1,125,320 Not Listed For Sale
- 8 Beds
- 5 Baths
- 4,740 Sq Ft
6020 Golden Dewdrop Trail, Windermere, FL 34786

6020 Golden Dewdrop Trail, Windermere, FL 34786

/9
$999,000 Open Sun 11AM - 2PM
- 5 Beds
- 3.5 Baths
- 3,407 Sq Ft
12530 Climbing Vine Ct, Windermere, FL 34786

A Windermere Retreat Where Modern Luxury Meets Family Living Nestled in a quiet cul-de-sac in the heart of Windermere, this stunning 5-bedroom, 3.5-bath residence offers a blend of elegance, comfort, and connection. Thoughtfully designed for modern living and effortless entertaining, it’s a home where every detail feels intentional and where you can even catch glimpses of Disney fireworks from

Steven Koleno BEYCOME OF FLORIDA LLC

12530 Climbing Vine Ct, Windermere, FL 34786
/26
$2,899 per month
- 4 Beds
- 3.5 Baths
- 2,451 Sq Ft
- House for Rent
13833 Bridgewater Crossings Blvd, Windermere, FL 34786

Beautiful 4BED/3.5BATH home in the community of Summer port, Windermere. This energy efficient home comes with 2 master suites, one of them is located on the first floor. The home features 2 car garage with rear entry, fabulous kitchen with 42" wood cabinets, GE stainless steel\appliances, granite counter tops in kitchen and bathrooms, ceramic tile on first floor, tile shower walls in master

Raul Aleman BAHIA INTERNATIONAL REALTY

13833 Bridgewater Crossings Blvd, Windermere, FL 34786
/2
$1,750,000 Sold Sep 12, 2025
- 5,844 Sq Ft
- $299/SF
- 149 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2004
12860 Jacob Grace Ct, Windermere, FL 34786

WOW.. what an opportunity!! Presenting an exceptional 5-bedroom, 4.5-bathroom estate located in the prestigious 24-hour guard-gated community of Tilden’s Grove in Windermere, Florida. The residence seamlessly blends timeless Mediterranean charm with modern upgrades and resort-style living. Step inside to discover exquisite cabinetry throughout, enhancing the home’s refined aesthetic. The chef’s

Matt Tomaszewski CORCORAN PREMIER REALTY

12860 Jacob Grace Ct, Windermere, FL 34786

/2
Est $568,051 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,322 Sq Ft
8014 Jailene Dr, Windermere, FL 34786

8014 Jailene Dr, Windermere, FL 34786

/34
$339,000
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786

Resort style living year-round in this lovely first-floor 3 bed, 2 bath condo in Lakeside at Lakes of Windermere. Luxury features are the hallmark of this community and this particular abode featuring NEW stunning primary bath remodel (2025) with rare walk-in subway tiled shower, NEW double-sink quartz topped vanity, and backlit fog-free mirror. Stepping into the foyer, enjoy open concept living

Steven Ritz KELLER WILLIAMS WINTER PARK

8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786
/14
$2,300 per month
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
- Condo for Rent
8192 Boat Hook Loop Unit 206, Windermere, FL 34786

Great location in Windermere walking distance to restaurants and shopping. Great community with pool and fitness center. Second floor but elevator available. Split bedrooms. Washer/drier included. Wood floors in main living area. Upgraded kitchen

Lidya Gongage SPRING REALTY ORLANDO

8192 Boat Hook Loop Unit 206, Windermere, FL 34786
/2
$1,475,000 Sold Sep 11, 2025
- 3,983 Sq Ft
- $370/SF
- 81 Days On Market
- 5 Beds
- 5 Baths
- Built 2004
8475 Eagles Loop Cir Unit 6, Windermere, FL 34786

Welcome home to an enviable Florida life in one of SW Orlando's most desirable neighborhoods! Opportunity awaits in the highly coveted, guard gated community of Keene's Pointe. Redefine Florida living in this masterfully designed, expansive W J. Sauerwine 5 bedroom, 5 bath plus office pool home, which sits on nearly 1/2 acre with no rear neighbors. Spanning nearly 4,000 square feet of living

Emily Lewis LAKESIDE REALTY WINDERMERE INC

8475 Eagles Loop Cir Unit 6, Windermere, FL 34786

/2
Est $440,043 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,692 Sq Ft
8972 Matriarca Alley, Windermere, FL 34786

8972 Matriarca Alley, Windermere, FL 34786

/15
$14,800,000
- 5 Beds
- 3 Baths
- 5,316 Sq Ft
4226 Downeast Ln, Windermere, FL 34786

Exceptional DEVELOPMENT OPPORTUNITY,R-CE zoning may allow for 3 Lakefront Luxury Home Sites + Additional Lots on these two parcels. Discover over 9 acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, part of the coveted BUTLER CHAIN of Lakes. This is a rare chance to create a premier LAKEFRONT ESTATE or subdivide to create three ideally sized lots with 100 feet of water

Thad Czapka COLDWELL BANKER RESIDENTIAL RE

4226 Downeast Ln, Windermere, FL 34786
/28
$4,400 per month
- 4 Beds
- 4 Baths
- 3,144 Sq Ft
- House for Rent
11445 Vicolo Loop, Windermere, FL 34786

Gorgeous pool home ready for tenant in desirable gated Belmere community with private pool and spa. Solid flooring throughout. Primary bedroom and additional bedrooms on first floor. Bonus room/bedroom and bath on second floor. 3 car garage; tile roof; paver driveway. Community has tennis, playground amenities and very walkable. Pool and lawncare included in rent. Bike ride to downtown

Dawn Briggs BLUE MAGNOLIA REALTY LLC

11445 Vicolo Loop, Windermere, FL 34786
/2
$1,060,000 Sold Sep 11, 2025
- 2,011 Sq Ft
- $527/SF
- 82 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1957
76 Oakdale St, Windermere, FL 34786

Now is your chance to live "Among the Lakes"! This canal-front home includes a private boat dock with DIRECT ACCESS to the famous Butler Chain-of-Lakes! This 3BR/1.5BA home sits on an impressive .39 acre lot and is located on one of the very few paved streets in the Town of Windermere. Property features include No HOA, enormous in-ground pool (30 x 16), partially-finished 2nd floor, county water

Bill Martini BHHS FLORIDA REALTY

76 Oakdale St, Windermere, FL 34786

/2
Est $322,517 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
8256 Maritime Flag St Unit 305, Windermere, FL 34786

8256 Maritime Flag St Unit 305, Windermere, FL 34786

/22
$670,000 Open Sun 12PM - 4PM
- 4 Beds
- 3.5 Baths
- 2,551 Sq Ft
8533 Greenbank Blvd, Windermere, FL 34786

A beautiful Home in a wonderful Gated Community in Windermere. Home is very spacious with Master downstairs, one owner, the upper floor was not even being used by seller. Come see this beauty, priced to sell.

Faneeza Mohamed CENTURY 21 CARIOTI

8533 Greenbank Blvd, Windermere, FL 34786
/22
$2,800 per month
- 3 Beds
- 2.5 Baths
- 1,768 Sq Ft
- Townhouse for Rent
8620 Wellington Blue Ln, Windermere, FL 34786

Beautiful townhome in Windermere Trails with first floor master bedroom. Excellent location - walking distance to Bay Lake Elementary, as well as shopping and dining. This well maintained unit offers 3 bedrooms (master down with 2 closets) and two bedrooms with full bath, bonus/loft area and laundry located on the second floor. Tastefully decorated throughout with gray and white accents. Kitchen

Teresa Stewart SOUTHERN REALTY GROUP LLC

8620 Wellington Blue Ln, Windermere, FL 34786
/2
$765,000 Sold Sep 10, 2025
- 2,568 Sq Ft
- $298/SF
- 30 Days On Market
- 4 Beds
- 3 Baths
- Built 2001
9447 Westover Club Cir, Windermere, FL 34786

Welcome to this stunning Windermere pool home, located behind the iron gates of the desirable Westover Club community. This spacious 4-bedroom, 3-bathroom residence offers a thoughtfully designed 3-way split floor plan, perfect for both everyday living and entertaining. Private Backyard Paradise: Enjoy a serene outdoor space with an expanded paver patio, screen enclosure, a covered lanai and

Erica Sadelfeld THE REAL ESTATE COLLECTION LLC

9447 Westover Club Cir, Windermere, FL 34786

/18
Est $399,357 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,617 Sq Ft
13179 Kegan St, Windermere, FL 34786

13179 Kegan St, Windermere, FL 34786

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