16,408

Windermere, FL Homes

Section Image
  • /2

    $5,100,000 Sold Feb 28, 2025

    • 5,275 Sq Ft
    • $967/SF
    • 268 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 2024

    10821 Bayshore Dr, Windermere, FL 34786

    Don't miss this rare opportunity to own the only new construction home currently available on the Butler Chain of Lakes. Just completed, this stunning transitional modern masterpiece is sure to take your breath away, featuring 200 feet of private, unobstructed views of Lake Down, on the famed Butler Chain of Lakes. As you step through the oversized steel pivot door, your eyes are immediately

    Christopher Christensen COMPASS FLORIDA LLC

    10821 Bayshore Dr, Windermere, FL 34786
    • /44

      Est $1,087,078 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,684 Sq Ft

      107 E 2nd Ave, Windermere, FL 34786

      107 E 2nd Ave, Windermere, FL 34786
  • /8

    $685,000

    • 4 Beds
    • 3 Baths
    • 2,830 Sq Ft

    13413 Zori Ln, Windermere, FL 34786

    Price Reduction, Quick Sale, Don't miss this chance to own this Homes in the City of Windermere, excellent Schools. 12 feet high Ceiling. New Roof, Newer AC, New Water Heater. Fenced backyard, Screen enclosed Lanai. Easy access to the Hamlin Center. The 4th bedroom is a Junior Suite with its Bathroom. Walking distance to Windermere High School. Tile Floor throughout the whole house. Stainless

    Annie Kwan ORLANDO SUNSHINE REALTY

    13413 Zori Ln, Windermere, FL 34786
  • /2

    $590,000 Sold Feb 27, 2025

    • Land
    • 0.39 Acre
    • $1,512,821 per Acre
    • 28 Days On Market

    6518 Sawyer Shores Ln, Windermere, FL 34786

    CANAL FRONT on LAKE SAWYER! Rare opportunity to own a cleared and ready-to-build .39-acre lot with canal frontage on Lake Sawyer (150-acre spring-fed, skiable lake in desirable Windermere). This beautiful parcel offers the perfect canvas for your dream home with direct access to one of Central Florida's most sought after recreational lakes.The property has already been cleared, with soil

    Jodi Knapp REVEL REALTY LLC

    6518 Sawyer Shores Ln, Windermere, FL 34786
    • /52

      Est $603,518 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,178 Sq Ft

      14545 Yellow Butterfly Rd, Windermere, FL 34786

      14545 Yellow Butterfly Rd, Windermere, FL 34786
  • /42

    $3,200,000

    • 4 Beds
    • 4.5 Baths
    • 4,330 Sq Ft

    5138 Fairway Oaks Dr, Windermere, FL 34786

    A captivating golf course location sets the stage for a residence with so many possibilities. Welcome to Isleworth: Central Florida’s premiere golf course community. This single-story French country-style home spans more than 4,300 sq feet and boasts 4 bedrooms plus bonus or game room and sits on the 12th fairway of the completely redesigned and newly reopened championship course. With a view of

    Rob Rahter STOCKWORTH REALTY GROUP

    5138 Fairway Oaks Dr, Windermere, FL 34786
  • /2

    $930,000 Sold Feb 26, 2025

    • 2,831 Sq Ft
    • $329/SF
    • 31 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1973

    2045 Woody Dr, Windermere, FL 34786

    Welcome to this stunning 5-bedroom, 3-bathroom home offering 2,831 square feet of beautifully updated living space, located in the very sought-after community of Windermere Downs. As you walk in you will immediately take notice of the large windows and skylights that flood the space with natural light, highlighting the home’s airy, welcoming atmosphere. The spacious open floor plan seamlessly

    Carla Rivera CARLA RIVERA REALTY

    2045 Woody Dr, Windermere, FL 34786
    • /24

      Est $480,640 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,850 Sq Ft

      10635 Village Lake Rd, Windermere, FL 34786

      10635 Village Lake Rd, Windermere, FL 34786
  • /28

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    13727 Bressler Alley, Windermere, FL 34786

    Price Improvement! Now Listed at $465,000 – Move-In Ready in the Vineyards of Horizon West!Welcome to 13727 Bressler Alley, a beautifully upgraded townhome in the highly desirable Vineyards of Horizon West community in Windermere, FL. This meticulously maintained home combines modern luxury with functionality, offering an ideal living space in one of Central Florida’s most sought-after

    Nicholas Vaseloff REAL BROKER, LLC

    13727 Bressler Alley, Windermere, FL 34786
  • /2

    $1,475,000 Sold Feb 25, 2025

    • 4,098 Sq Ft
    • $360/SF
    • 22 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2018

    1295 Estancia Woods Loop, Windermere, FL 34786

    Step into luxury with this stunning 4-bedroom, 5-bathroom home on a spacious 1/3-acre lot offering nearly 4,100 sq ft of meticulously designed living space, blending elegance, comfort, and modern conveniences. The brick paver courtyard welcomes your guests and also provides a sense of privacy. Boasting expansive living spaces, high-end finishes, and an open-concept design, this home is perfect

    Desiree LaRoche KEENE'S POINTE REALTY

    1295 Estancia Woods Loop, Windermere, FL 34786
    • /31

      Est $620,809 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,320 Sq Ft

      11644 Ashlin Park Blvd, Windermere, FL 34786

      11644 Ashlin Park Blvd, Windermere, FL 34786
  • /45

    $850,000

    • 5 Beds
    • 3.5 Baths
    • 3,465 Sq Ft

    8330 Vivaro Isle Way, Windermere, FL 34786

    Discover the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 3.5-bathroom home in the highly sought-after Windermere Isle community. ENJOY NIGHTLY DISNEY FIREWORKS FROM THE FRONT YARD OR FROM THE UPSTAIRS FRONT BEDROOMS. A charming covered front porch invites you inside, where the foyer showcases beautiful wood-look tile floors that flow seamlessly

    Alex Vastardis COLDWELL BANKER REALTY

    8330 Vivaro Isle Way, Windermere, FL 34786
  • /2

    $1,700,000 Sold Feb 24, 2025

    • 4,001 Sq Ft
    • $425/SF
    • 3 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1985

    2934 Marquesas Ct, Windermere, FL 34786

    Nestled in the Town of Windermere, this gated waterfront neighborhood is a haven of security and privacy. This Custom one-story lake house is distinguished by its long, winding circular drive lined with mature oaks. The home features a timeless modern exterior with abundant windows, thoughtfully designed to embrace the stunning natural surroundings. While it may need some updating, the

    Judy Black UPSIDE REAL ESTATE INC

    2934 Marquesas Ct, Windermere, FL 34786
    • /55

      Est $1,530,594 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,715 Sq Ft

      11431 Buckley Wood Ln, Windermere, FL 34786

      11431 Buckley Wood Ln, Windermere, FL 34786
  • /95

    $975,000

    • 4 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    11321 Ledgement Ln, Windermere, FL 34786

    HUGE PRICE IMPROVEMENT!! SELLER MOTIVATED! Welcome to Glenmuir, one of Windermere’s most sought-after communities, where an elegant entrance sets the tone for this stunning tile-roof ranch home on an oversized 0.37-acre lot. Located within the zone of top-rated public schools and just minutes from Windermere Preparatory School, this home offers an excellent educational environment alongside

    Ashley Mason EXP REALTY LLC

    11321 Ledgement Ln, Windermere, FL 34786
  • /2

    $5,200,000 Sold Feb 24, 2025

    • 8,107 Sq Ft
    • $641/SF
    • 4 Days On Market
    • 7 Beds
    • 9 Baths
    • Built 2006

    11030 Bridge House Rd, Windermere, FL 34786

    Nestled within the exclusive gated community of Lake Butler Sound, this reimagined Italian Coastal estate offers a unique blend of timeless elegance and cutting-edge luxury. Recently upgraded to perfection, this architectural masterpiece is designed for those who value refined craftsmanship and modern comfort.Step into the heart of the home—an extraordinary kitchen designed by a Michelin

    Nathan Alexander KELLER WILLIAMS CLASSIC

    11030 Bridge House Rd, Windermere, FL 34786
    • /19

      Est $432,558 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,617 Sq Ft

      7660 Fairgrove Ave, Windermere, FL 34786

      7660 Fairgrove Ave, Windermere, FL 34786
  • /51

    $1,185,000

    • 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
  • /2

    $1,000,000 Sold Feb 24, 2025

    • 3,009 Sq Ft
    • $332/SF
    • 168 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    10404 Down Lakeview Cir, Windermere, FL 34786

    Welcome to your DREAM HOME in the Renown Community of The Lakes in Windermere, Florida! This expansive 4-Bedroom, 3-Bathroom plus Bonus Room/Office, Pool Home sits on a sprawling 1-Acre Corner lot, offering 3,009 square feet of living space. Designed with convenience and luxury in mind, this home features not only a spacious attached Garage (22X23) but also a custom-built, large

    Matthew Yoder KELLER WILLIAMS ELITE PARTNERS III REALTY

    10404 Down Lakeview Cir, Windermere, FL 34786
    • /8

      Not Listed For Sale

      0 Isleworth Gardens Dr, Windermere, FL 34786

      0 Isleworth Gardens Dr, Windermere, FL 34786
  • /74

    $2,999,875

    • 4 Beds
    • 4.5 Baths
    • 3,316 Sq Ft

    5524 Sail Ct, Orlando, FL 32819

    One or more photo(s) has been virtually staged. LAKEFRONT GATED HOME, located in North Bay Neighborhood in Dr. Philips with access to Butler Chain of lakes. This remarkable home provides stunning marble and Travertine floors throughout, Gourmet kitchen, Gas Stove High-M Appliances, Splendid walking Wine Cellar with two Wood Burning Fireplaces and Stunning view in the Master Bathroom.

    Miguel Osorio CENTURY 21 CARIOTI

    5524 Sail Ct, Orlando, FL 32819
  • /2

    $422,000 Sold Feb 23, 2025

    • 1,569 Sq Ft
    • $269/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    11740 Water Run Alley, Windermere, FL 34786

    Don’t miss this beautifully updated townhome with LOW HOAs right off the walking/biking path in the highly sought after Ashlin Park zoned for the top schools in the area! The kitchen features gorgeous granite countertops along with a breakfast bar and dining room. All upstairs flooring was recently replaced as well with luxury vinyl leaving no carpet! The sprawling primary suite has a large

    Bryan Burns RE/MAX DOWNTOWN

    11740 Water Run Alley, Windermere, FL 34786
    • /31

      Est $824,553 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,797 Sq Ft

      7129 Calm Cove Ct, Windermere, FL 34786

      7129 Calm Cove Ct, Windermere, FL 34786
  • /92

    $949,000

    • 4 Beds
    • 3.5 Baths
    • 2,642 Sq Ft

    13413 Hopkinton Ct, Windermere, FL 34786

    Newly Renovated Home near Disney!Stunning cul-de-sac Windermere residence, just minutes away from the enchanting world of Disney! 4 spacious bedrooms offering comfort and privacy for the whole family with 3.5 well-appointed bathrooms ensuring convenience and luxury. The 3-car garage providing ample space and storage options. with a host of state of the art features! Step into a space where

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    13413 Hopkinton Ct, Windermere, FL 34786
  • /2

    $785,000 Sold Feb 21, 2025

    • 2,560 Sq Ft
    • $307/SF
    • 2 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2002

    6321 Clearmeadow Ct, Windermere, FL 34786

    This thoughtfully remodeled single story home is situated deep inside the gated Glenmuir neighborhood. Blending modern updates with a fun, relaxed lifestyle, this home will check off even the pickiest buyer's wishlist. Inside, you’ll discover 4 spacious bedrooms and a private office, along with updated baths that complement the split floorpan and open layout. At the heart of the home is the newly

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    6321 Clearmeadow Ct, Windermere, FL 34786
    • /36

      Est $703,517 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,224 Sq Ft

      13615 Gorgona Isle Dr, Windermere, FL 34786

      13615 Gorgona Isle Dr, Windermere, FL 34786
  • /59

    $1,850,000

    • 5 Beds
    • 4.5 Baths
    • 3,680 Sq Ft

    11856 Vinci Dr, Windermere, FL 34786

    Beautiful Keene's Pointe custom mediterranean home featuring 5 bedrooms, 4-1/2 bathrooms and a 3 car side garage on a large homesite. As soon as you enter through the oversized double wood doors, you will immediately be greeted by the spacious formal living room with an oversized covered lanai with views of the pool. The primary bedroom is bathed in light from the extra tall windows and high

    Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

    11856 Vinci Dr, Windermere, FL 34786
  • /2

    $582,000 Sold Feb 21, 2025

    • 2,691 Sq Ft
    • $216/SF
    • 1 Day On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    13751 Eden Isle Blvd, Windermere, FL 34786

    Discover Eden Isle—one of Windermere’s most sought-after gated communities, prized for its privacy and prime location. This exceptional home features four bedrooms, two and a half bathrooms, an office, and a spacious great room, representing a rare blend of style and upgrades. Perfect for a large family or anyone seeking the pinnacle of Windermere living, it offers a charming screened pool that

    Logan Coon KELLER WILLIAMS WINTER PARK

    13751 Eden Isle Blvd, Windermere, FL 34786
    • /28

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,460 Sq Ft

      8265 Maritime Flag St Unit 22B-6, Windermere, FL 34786

      8265 Maritime Flag St Unit 22B-6, Windermere, FL 34786
  • /21

    $330,000

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    14320 Desert Haven St Unit 3906, Windermere, FL 34786

    Welcome to this Windermere Town House featuring 3 bedrooms and 2.5 baths in an open, bright floor plan. The spacious living areas and private detached garage provide comfort and functionality. Located in a gated community, this property provides added security. Conveniently situated with easy access to quality schools, shopping, dining, and entertainment, it is a well-positioned option for

    Vicente Virgilio ALTIS REALTY

    14320 Desert Haven St Unit 3906, Windermere, FL 34786
  • /2

    $547,000 Sold Feb 21, 2025

    • 2,335 Sq Ft
    • $234/SF
    • 3 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2021

    12024 Via Caselli Ln, Horizon West, FL 34786

    Welcome to the Royal Estates Townhome community. This impeccably maintained 5-bedroom, 4-bathroom townhome is nestled in the heart of Windermere. This elegant residence features a convenient Primary bedroom on the main floor, with the remaining bedrooms located upstairs. There is an additional detached living space above the garage that features 1 bedroom and 1 full bathroom making it a great

    Kris Kennedy COMPASS FLORIDA LLC

    12024 Via Caselli Ln, Horizon West, FL 34786
    • /29

      Est $476,006 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,997 Sq Ft

      7668 Fairgrove Ave, Windermere, FL 34786

      7668 Fairgrove Ave, Windermere, FL 34786
  • /19

    $464,990

    • 4 Beds
    • 2.5 Baths
    • 1,997 Sq Ft

    7681 Fordson Ln, Windermere, FL 34786

    BEAUTIFUL TOWNHOME FOR SALE in the highly desirable community of Windermere Sound!This spacious property offers 4 bedrooms and 2.5 bathrooms, featuring ceramic tile flooring throughout, with carpeting in the bedrooms. The first floor includes a convenient second master bedroom with a private bath. The modern kitchen is equipped with stainless steel appliances and an open floor plan, perfect for

    Reina Mendez REILE REALTY CORP

    7681 Fordson Ln, Windermere, FL 34786
  • /2

    $630,000 Sold Feb 21, 2025

    • 3,015 Sq Ft
    • $209/SF
    • 47 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2018

    6818 Trellis Vine Loop, Windermere, FL 34786

    This house is a gorgeous two-story home with 5 bedrooms, 3.5 baths, and a two-car garage. This home offers an open floor plan with a family room and dining area connected, the kitchen provides an oversized island, Built-In Combination Microwave/Convection Wall Oven and a walk-in pantry. The first floor also includes a guest suite and a laundry room. The master suite with coffered ceilings and a

    Eric Jia NUMBER 1 BROKER, LLC

    6818 Trellis Vine Loop, Windermere, FL 34786
    • /40

      Est $698,442 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,693 Sq Ft

      9078 Overlook Pass Dr, Windermere, FL 34786

      9078 Overlook Pass Dr, Windermere, FL 34786
  • /54

    $1,449,000

    • 4 Beds
    • 4 Baths
    • 3,723 Sq Ft

    11237 Camden Park Dr, Windermere, FL 34786

    Enjoy living in the most desired community in the Orlando area. Keene’s Pointe is a family friendly private golf course community located in Windermere with top rated public and private schools. This newly renovated home is located close to the 2nd green of the Golden Bear Club, a Jack Nicklaus Signature-designed golf course, and just a couple blocks from the guard gated main entrance,

    Ye Kang ONE STOP SERVICE REALTY INC

    11237 Camden Park Dr, Windermere, FL 34786
  • /2

    $825,000 Sold Feb 21, 2025

    • 2,386 Sq Ft
    • $346/SF
    • 166 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1971

    4 Chase Rd, Windermere, FL 34786

    Welcome to Historic Downtown Windermere. This stunning, fully remodeled mid-century-modern home is ready to welcome its new owner into a life like none other. Located in the golf cart district, you have convenient access to a private boat ramp and two public boat ramps, community parks, tennis courts, and a downtown district that boasts charm and exclusivity. Besides an idyllic lifestyle, this

    Matt Kester THE REAL ESTATE COLLECTION LLC

    4 Chase Rd, Windermere, FL 34786
    • /49

      Est $1,021,669 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,804 Sq Ft

      6379 Swanson St, Windermere, FL 34786

      6379 Swanson St, Windermere, FL 34786
  • /28

    $374,000

    • 3 Beds
    • 2.5 Baths
    • 1,232 Sq Ft

    14157 Oasis Cove Blvd Unit 104, Windermere, FL 34786

    WHAT A MATICULOUS BEAUTY WITH A WATER VIEW IN BEAUTIFUL OASIS COVE AT LAKESIDE IN WINDERMERE. THE WATER VIEW IS NOT ONLY A VIEW BUT WATER FRONTAGE. The property has three bedrooms, two and a half bathrooms and a one car garage. NEW ROOF 2023 AND TRAIN AIR CONDITIONER 2019. The interior features a kitchen with granite countertops, 32 inch maple cabinets, under the counter lighting, cam

    Pam Eddy COLDWELL BANKER TONY HUBBARD REALTY

    14157 Oasis Cove Blvd Unit 104, Windermere, FL 34786
  • /2

    $565,000 Sold Feb 20, 2025

    • 2,460 Sq Ft
    • $230/SF
    • 64 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    12953 Runswick Ave, Windermere, FL 34786

    Charming residence nestled in the desirable community of Lakes of Windermere. This elegant home offers a blend of sophistication and comfort, featuring 4 spacious bedrooms and 2.5 luxurious bathrooms, all within a generous 2,460 square feet of living space. As you step inside, you are greeted by an open floor plan that seamlessly connects the living, dining, and kitchen areas, creating an

    Christopher Christensen COMPASS FLORIDA LLC

    12953 Runswick Ave, Windermere, FL 34786

Showing Results 521 - 560, Page 14 of 18

How to Buy a Home How to Finance a Home How to Sell a Home