Windermere, FL Homes

• 

  

  

  /36

  $790,000

  • 4 Beds
  • 3 Baths
  • 2,622 Sq Ft

  11450 Arborside Bend Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to this well-maintained 4-bedroom, 3-bathroom home located in the gated community of Glenmuir. This traditional-layout residence offers a blend of classic elegance and modern comfort. Step inside to discover beautiful hardwood and tile flooring that flows seamlessly throughout the home.The heart of this home is its inviting living

  John Callahan REDFIN CORPORATION

  11450 Arborside Bend Way, Windermere, FL 34786
• 

  

  

  /20

  $2,900 per month

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft
  • House for Rent

  1047 Lascala Dr, Windermere, FL 34786

  Beautiful 3-Bedroom, 2.5-Bath Home in Gated Belmere Village – WindermereWelcome to this stunning single-story home in the highly sought-after gated community of Belmere Village. Offering spacious living and thoughtful design, this residence includes 3 bedrooms, 2.5 baths, and a versatile office/den plus a built-in hallway desk area—perfect for homework, crafts, or a home

  Lisa Ingram INGRAM REALTY SERVICES LLC

  1047 Lascala Dr, Windermere, FL 34786
• 

  

  /2

  $370,000 Sold Sep 03, 2025

  • 1,479 Sq Ft
  • $250/SF
  • 95 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2008

  7348 Yoder St, Windermere, FL 34786

  Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom townhome with a private courtyard and detached garage, nestled in the sought-after Lake Burden community of Windermere, Florida. Boasting high ceilings, rich wood flooring, and an expansive outdoor courtyard, this move-in-ready residence offers both comfort and style. Located in the heart of Windermere, you'll enjoy unbeatable access

  Christopher Gabriel EXP REALTY LLC

  7348 Yoder St, Windermere, FL 34786
• 

  

  

  /26

  Est $344,200 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786

  11434 Jasper Kay Terrace Unit 208, Windermere, FL 34786
• 

  

  

  /53

  $660,000

  • 4 Beds
  • 2 Baths
  • 2,555 Sq Ft

  6139 Andreozzi Ln, Windermere, FL 34786

  Here is your chance to own this spacious well-maintained one-story 4-bedroom waterfront home on a pond located in the desirable Providence neighborhood of Windermere. As you enter through the front porch and foyer you will immediately notice the high 10’ ceilings and inviting rooms to your well-thought-out floor plan. The living room is spacious with an elegant dining room overlooking the

  Simon Simaan THE SIMON SIMAAN GROUP

  6139 Andreozzi Ln, Windermere, FL 34786
• 

  

  /13

  $7,000 per month

  • 4 Beds
  • 3.5 Baths
  • 3,757 Sq Ft
  • House for Rent

  1837 Watermere Ln, Windermere, FL 34786

  Beautiful 4 Bedroom home located on a 3/4 of an acre premium exposure lot in a small, gated community of 28 homes. This home has an oversized open pool, with heated spa. Unobstructed backyard views.

  Susana Stutsman SUSANA JORDAN STUTSMAN

  1837 Watermere Ln, Windermere, FL 34786
• 

  /2

  $975,000 Sold Sep 02, 2025

  • 3,455 Sq Ft
  • $282/SF
  • 7 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2001

  6084 Caymus Loop, Windermere, FL 34786

  Keene’s Pointe - your opportunity to live in this beautiful community for a great price! Located on the 13th green of The Golden Bear Club, this one owner home offers a functional and spacious floor plan with 5 bedrooms and 4 baths. The first floor has a kitchen/great room area with gas fireplace, formal living and dining rooms, a bedroom with walk-in closet that can also be used as an office

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  6084 Caymus Loop, Windermere, FL 34786
• 

  

  /53

  Est $1,065,469 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,934 Sq Ft

  11708 Hampstead St, Windermere, FL 34786

  11708 Hampstead St, Windermere, FL 34786
• 

  

  /43

  $949,500

  • 5 Beds
  • 5 Baths
  • 3,285 Sq Ft

  11096 Ledgement Ln, Windermere, FL 34786

  This Windermere home proliferates in privacy, luxury, and modernconvenience. Tucked away on a third of an acre within the gated Glenmuircommunity and backing onto a protected conservation area, this stunninghome presents tranquil forested views and absolute peace with no rearneighbors, ever. The saltwater pool, complete with solar heating, child-safe fencing, LEDaccent

  James Ellis CHARLES RUTENBERG REALTY ORLANDO

  11096 Ledgement Ln, Windermere, FL 34786
• 

  

  /53

  $4,800 per month

  • 4 Beds
  • 3.5 Baths
  • 3,059 Sq Ft
  • House for Rent

  7508 Lake Albert Dr, Windermere, FL 34786

  Don't miss this custom-built 4-bedroom, 3.5-bath Windermere Pool Home – beautifully updated and move-in ready! Conveniently located near theme parks, shopping, and top-rated schools, this stunning property offers a perfect blend of style, comfort, and practicality. Volume ceilings tower above the foyer and home office, while the gourmet kitchen features granite countertops, stainless steel

  Marcio Silva MS LAND & BUILDING LLC

  7508 Lake Albert Dr, Windermere, FL 34786
• 

  /2

  $350,000 Sold Sep 02, 2025

  • 1,155 Sq Ft
  • $303/SF
  • 30 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2004

  14241 Confetti Dr, Windermere, FL 34786

  Paradise Awaits - This one-story corner townhouse is located at Summerport in Windermere. Walking distance to Keenes Crossing Elementary School. Open concept, kitchen with Samsung stainless appliances and luxury COREtec Vinyl Flooring throughout the property. Primary with walk-in closet and dual vanity. Outdoor Oasis - Large yard, fully paved with custom hardscaping - perfect for entertaining or

  Lenise De Carvalho CENTURY 21 CARIOTI

  14241 Confetti Dr, Windermere, FL 34786
• 

  

  /4

  Est $1,187,771 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,806 Sq Ft

  5819 Caymus Loop Unit 1, Windermere, FL 34786

  5819 Caymus Loop Unit 1, Windermere, FL 34786
• 

  

  /40

  $539,900

  • 3 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  8575 Lookout Pointe Dr, Windermere, FL 34786

  This beautiful 3 bedroom, 2.5 bath home is nestled in the highly desirable Windermere Trails community. Enjoy the magic of theme parks just minutes away from Disney World with a direct view of the fireworks from your front porch! With over 2,000 SqFt, this home boasts an open floor plan that offers an upgraded kitchen, a large dining space, a spacious family room, and an upstairs loft. The

  Thomas Weclew THE REALTY MEDICS

  8575 Lookout Pointe Dr, Windermere, FL 34786
• 

  

  /22

  $1,995 per month

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft
  • Condo for Rent

  8256 Maritime Flg St Unit 1722, Windermere, FL 34786

  Make sure to check out this beautiful 2 bed/2 ba home in the Lakeside at Lakes of Windermere community. The condominium is on the third floor (there is elevator in the building), has about 1,200 sq ft of living space with a dining room, kitchen, split floor plan, and perfect space for entertainment and a balcony to enjoy peaceful nights and beautiful sunsets. The home is freshly painted. Lakeside

  Tania Graeff CHOICE ONE REALTY LLC

  8256 Maritime Flg St Unit 1722, Windermere, FL 34786
• 

  /2

  $3,100,000 Sold Sep 02, 2025

  • 3,923 Sq Ft
  • $790/SF
  • 58 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2001

  11018 Lake Butler Blvd, Windermere, FL 34786

  Under contract with contingencies and Backup Offers will be reviewed. Welcome to luxury on Lake Butler Blvd with stunning Wauseon Bay views. This estate spans nearly an acre of landscaped grounds, ideal for relaxation and entertainment. The property features a secondary oversized, air-conditioned garage that could be converted into a guest suite. The main home is a custom-built residence with

  Toni Marie Cafferty COMPASS FLORIDA LLC

  11018 Lake Butler Blvd, Windermere, FL 34786
• 

  

  /98

  Est $2,517,316 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,390 Sq Ft

  13509 Bellaria Cir, Windermere, FL 34786

  13509 Bellaria Cir, Windermere, FL 34786
• 

  

  /64

  $1,300,000

  • 4 Beds
  • 3.5 Baths
  • 2,791 Sq Ft

  109 E 12th Ave, Windermere, FL 34786

  Modern upgrades meet timeless Windermere charm in this fully reimagined four-bedroom, three-and-a-half-bath home, just steps from Lake Bessie. Set on a beautifully manicured corner lot with no HOA, this thoughtfully updated property blends luxury, comfort, and functionality in one of Central Florida’s most desirable communities.Every detail has been considered—NEW ROOF, NEW A/C, NEW

  Robert Larkan EXECUTIVE PROPERTIES

  109 E 12th Ave, Windermere, FL 34786
• 

  

  /35

  $4,450 per month

  • 6 Beds
  • 4 Baths
  • 3,667 Sq Ft
  • House for Rent

  12676 Salomon Cove Dr, Windermere, FL 34786

  Welcome to this rare 6-bedroom, 4-bathroom single-family home offering over 3,600 sq. ft. of living space in the highly desirable community of Westside Village in Windermere. Nestled in a top-rated school district and just a 10-minute drive to Walt Disney World, this home combines comfort, convenience, and exceptional location. The thoughtfully designed floor plan is perfect for large families or

  Anna Shi LPT REALTY, LLC

  12676 Salomon Cove Dr, Windermere, FL 34786
• 

  /2

  $1,870,000 Sold Sep 02, 2025

  • 4,351 Sq Ft
  • $430/SF
  • 20 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2002

  6149 Blakeford Dr, Windermere, FL 34786

  Experience luxury, comfort, and timeless design in this spacious 5-bedroom, 5.5-bathroom pool home with an office, game room loft, and over 4,350 square feet of beautifully appointed living space. Perfectly positioned in the sought-after, guard-gated community of Keene’s Pointe, this residence offers privacy, prestige, and picture-perfect views.Step inside to an open-concept floor plan

  Brynn Munro CORCORAN PREMIER REALTY

  6149 Blakeford Dr, Windermere, FL 34786
• 

  

  /30

  Est $2,555,366 Not Listed For Sale

  12624 Park Ave, Windermere, FL 34786

  12624 Park Ave, Windermere, FL 34786
• 

  

  /42

  $585,000

  • 4 Beds
  • 2 Baths
  • 2,159 Sq Ft

  11322 Rapallo Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. ***Back on Market due to Buyer not depositing Escrow*** “Mortgage savings may be available for buyers of this listing.” Located in the gated Windermere community of Belmere Village, this beautifully maintained 4-bedroom, 2-bathroom home offers both comfort and convenience. Residents enjoy low HOA fees and a wealth of amenities including a clubhouse,

  John Callahan REDFIN CORPORATION

  11322 Rapallo Ln, Windermere, FL 34786
• 

  

  /32

  $4,200 per month

  • 5 Beds
  • 4 Baths
  • 3,406 Sq Ft
  • House for Rent

  11630 Brickyard Pond Ln, Windermere, FL 34786

  AVAILABLE NOW......Beautiful 5 Bedrooms/4 Bathrooms/3 car garage large home located in the lovely Lake Burden of Windermere! Large open kitchen with granite countertops, stainless steel appliances, island/breakfast bar, and 42'' cabinets. Tiled floor throughout the common area downstairs. New vinyl plank in all the bedrooms and loft area. The second floor has a huge master suite with a garden tub

  Paul Moscoso Donoso SHINING OAK REALTY

  11630 Brickyard Pond Ln, Windermere, FL 34786
• 

  /2

  $5,150,000 Sold Aug 29, 2025

  • 6,448 Sq Ft
  • $799/SF
  • 65 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 1989

  1455 Kelso Blvd, Windermere, FL 34786

  Discover 11,699 sqft of total luxury at 1455 Kelso Blvd, a stunning lakefront estate in Windermere’s Kelso on Lake Butler community. Set on nearly an acre with 119 feet of frontage on Lake Butler, this fully renovated 6-bedroom, 6.5-bath home offers over 6,448 sqft of living square footage. Features include a gourmet kitchen, first-floor primary suite with lake views, an attached in-law suite

  Julie Sanchez THE REAL ESTATE COLLECTION LLC

  1455 Kelso Blvd, Windermere, FL 34786
• 

  

  /58

  Est $452,025 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,722 Sq Ft

  8668 Wellington Blue Ln, Windermere, FL 34786

  8668 Wellington Blue Ln, Windermere, FL 34786
• 

  

  /100

  $3,250,000

  • 4 Beds
  • 5.5 Baths
  • 4,849 Sq Ft

  6186 Louise Cove Dr, Windermere, FL 34786

  A Masterpiece of Design in Isleworth – 6186 Louise Cove Drive. Stunning, design magazine-worthy residence nestled behind the exclusive 24-hour guard-gated community of Isleworth, one of Central Florida’s most prestigious neighborhoods. This exquisite estate sits on a spacious 0.75-acre corner lot, surrounded by mature landscaping and a stately circular driveway that sets the tone for the luxury

  Simon Simaan THE SIMON SIMAAN GROUP

  6186 Louise Cove Dr, Windermere, FL 34786
• 

  

  /11

  $2,549 per month

  • 3 Beds
  • 2.5 Baths
  • 1,706 Sq Ft
  • Townhouse for Rent

  14412 Bridgewater Crossings Blvd, Windermere, FL 34786

  Beautiful END UNIT with the front of the home facing summerport park with open space and trees! Three Bedroom Home with BONUS ROOM! MORE PHOTOS COMING SOON! Located just a few steps from a playground, dog park, clubhouse, community pool, tennis courts, fitness center, a TOP RATED ELEMENTARY SCHOOL, pizza shops, ice cream shops, nail salons, medical offices, grocery store, restaurants and

  Lori Gilmore LORI GILMORE REAL ESTATE LLC

  14412 Bridgewater Crossings Blvd, Windermere, FL 34786
• 

  /2

  $370,000 Sold Aug 29, 2025

  • 2,067 Sq Ft
  • $179/SF
  • 102 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  14430 Desert Haven St Unit 4302, Windermere, FL 34786

  WHAT A BEAUTIFUL TOWNHOME WITH NO REAR NEIGHBORS IN THE GORGEOUS COMMUNITY OF OASIS COVE. This home features three Bedrooms, two and a half bathrooms, a den, loft, two car garage and a brick paver patio. When entering into this beautiful townhome you will notice granite counter tops and dark cherry cabinets in the kitchen with stainless steel appliances, pendant lighting, can lighting and tile

  Pam Eddy COLDWELL BANKER HUBBARD HANSEN

  14430 Desert Haven St Unit 4302, Windermere, FL 34786
• 

  

  /62

  Est $1,221,949 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
• 

  

  /69

  $1,775,000

  • 4 Beds
  • 6 Baths
  • 4,490 Sq Ft

  3130 Butler Bay Dr N, Windermere, FL 34786

  This one-of-a-kind estate in the gated Windermere Club combines timeless elegance with rare features seldom found in the area, including four garage bays—one of them detached with adjoining flex space that can serve as a gym, studio, or easily transform into private guest quarters or multigenerational living. A porte cochere and sweeping circular drive create a striking first impression and lead

  Alex Vastardis COLDWELL BANKER REALTY

  3130 Butler Bay Dr N, Windermere, FL 34786
• 

  

  /17

  $2,895 per month

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft
  • Townhouse for Rent

  7460 Leighside Dr, Windermere, FL 34786

  Immaculate corner townhome located in the desirable Lake Burden community of Windermere. This 3-bedroom, 2.5-bath home (with a spacious primary suite) also features a dedicated home office. Its prime corner location offers abundant natural light throughout and a larger patio area than most units.This residence is enhanced with numerous thoughtful upgrades, including custom-built closets

  Amber Madera FCG REALTY

  7460 Leighside Dr, Windermere, FL 34786
• 

  /2

  $365,000 Sold Aug 29, 2025

  • 1,826 Sq Ft
  • $200/SF
  • 84 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  8031 Enchantment Dr Unit GE, Windermere, FL 34786

  MOTIVATED SELLER! Welcome to the GATED Windermere Community of Oasis Cove a first class community in Central Florida, founded in 2007, where residents live amidst the tranquil magic of our adventurous surroundings. 2 stories, 3-bedroom, 2.5-bath, and features a Loft and Flex Room Upstairs with the Primary Suite Downstairs. Downstairs, you will find an inviting Open Floor Plan with tile and

  Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

  8031 Enchantment Dr Unit GE, Windermere, FL 34786
• 

  

  /73

  Est $2,736,625 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
• 

  

  /28

  $339,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  8168 Boat Hook Loop Unit 107, Windermere, FL 34786

  Stunning Oasis in the Heart of Windermere! This is a must-see jewel with nice appointments and an open floor plan. It is perfect for your retirement home, busy professional or a first-time buyer !!!This beautiful 3-bedroom ground floor condo located conveniently opposite the clubhouse which has all the luxury amenities you could ask for. Inside you'll be impressed by the size of the living space

  Leonardo Rico UNITED REAL ESTATE PREFERRED

  8168 Boat Hook Loop Unit 107, Windermere, FL 34786
• 

  

  /23

  $2,150 per month

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • House for Rent

  8265 Maritime Flag St Unit 125, Windermere, FL 34786

  Villa/ Condo at Lakeside Windermere, 3 bedrooms and 2.5 bathrooms, No garage, 2 cars allowed, 1 parking space reserved, 1 more parking allowed but not reserved, Kitchen with granite counter tops, 42" cabinets, tile on 1st floor and New carpet on the second floor, new paint. Community with Resort Style pool, fitness center, playground, beach volleyball and valet trash pick up included. Tenant need

  Franca Troisi MY REALTY GROUP, LLC.

  8265 Maritime Flag St Unit 125, Windermere, FL 34786
• 

  /2

  $940,000 Sold Aug 29, 2025

  • 3,318 Sq Ft
  • $283/SF
  • 174 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2001

  11474 Claymont Cir, Windermere, FL 34786

  Exceptional Opportunity to own a David Weekley Home. Step into this stunning 4-bedroom, 4-bathroom home, featuring a spacious bonus room and a dedicated study. Located in the highly sought-after community of Keene's Pointe, this property offers both comfort and luxury. Upon entering, you’re greeted by a bright and open living/dining room combo, seamlessly flowing into the kitchen and breakfast

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

  11474 Claymont Cir, Windermere, FL 34786
• 

  

  /36

  Est $3,824,151 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
• 

  

  /18

  $410,000

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  7628 Billingham St, Windermere, FL 34786

  Discover this beautiful townhome located in the sought-after community of Wickman Park of Windermere. Offering 3 spacious bedrooms, 2 full bathrooms and a convenient hall bath. This home is filled with upgrades and designed for comfort. The open-concept first floor includes a modern kitchen with stainless steel appliances, a double-side sink, pantry, and breakfast area, all overlooking the

  Nelia Perez Urdaneta LA ROSA REALTY LLC

  7628 Billingham St, Windermere, FL 34786
• 

  

  /9

  $3,400 per month

  • 3 Beds
  • 2.5 Baths
  • 2,043 Sq Ft
  • House for Rent

  7241 Sunny Meadow Alley, Windermere, FL 34786

  This beautiful single-family residence FOR RENT offers the perfect combination of modern comfort and resort-style living. Great floorpan featuring 3 Bedrooms, 2-1/2 Bathroons and a great office. From the moment you arrive, you'll be captivated by the inviting atmosphere and community amenities, including a sparkling, resort-style pool—ideal for relaxing weekends. The heart of the home is the

  Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  7241 Sunny Meadow Alley, Windermere, FL 34786
• 

  /2

  $889,288 Sold Aug 28, 2025

  • 2,687 Sq Ft
  • $331/SF
  • 25 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  14366 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Sample Images Arlington Floorplan – 2,687 Sq. Ft. | 4 Beds | 3 Baths | 2.5-Car Garage | Oversized Lot | Move-In Ready. Welcome to the Arlington – a thoughtfully designed, single-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,687 square foot residence sits on an oversized lot, offering

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  14366 Crest Palm Ave, Windermere, FL 34786
• 

  

  /23

  Est $339,046 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

Showing Results 121 - 160, Page 4 of 18