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Windermere, FL Homes for Sale with View

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  • /40

    $468,900

    • 3 Beds
    • 2.5 Baths
    • 1,818 Sq Ft

    8500 Iron Mountain Trail, Windermere, FL 34786

    Step into this beautifully updated 3-bedroom, 2.5-bath townhome with a dedicated home office, nestled in the highly desirable Windermere Trails community. Perfectly situated directly across from the community park and scenic walking trail, this gem offers front-row seats to Disney’s nightly fireworks—visible from the comfort of your own home!Inside, you’ll find a stylishly appointed

    Lilivette Vasquez EXP REALTY LLC

    8500 Iron Mountain Trail, Windermere, FL 34786
  • /44

    $1,438,000

    • 4 Beds
    • 3.5 Baths
    • 3,586 Sq Ft

    11706 Waterstone Loop Dr, Windermere, FL 34786

    Introducing this elegant residence by Sillman Homes, exclusive builder of custom homes,offered for sale for the first time. Located in the exclusive Waterstone on Lake Butler inWindermere, a 24 hour guard gated community; this single story residence offers 4 bedrooms,3.5 bathrooms, and 3,586 square feet of living space. Situated on a corner lot, the home standsout with its

    Immu Korvenmaa ALIGN REAL ESTATE LLC

    11706 Waterstone Loop Dr, Windermere, FL 34786
  • /99

    $2,750,000

    • 7 Beds
    • 4 Baths
    • 4,482 Sq Ft

    9648 Weatherstone Ct, Windermere, FL 34786

    Welcome to this exceptional lakefront estate in the exclusive gated community of Weatherstone, ideally situated on the serene shores of Lake Olivia in Windermere, Florida. This beautifully appointed residence offers 7 bedrooms, 4 full bathrooms & a rare combination of timeless architecture & modern luxury. From the moment you arrive, the home's curb appeal is undeniable. The expansive wrap-around

    Olga Jakubowski ERA GRIZZARD REAL ESTATE

    9648 Weatherstone Ct, Windermere, FL 34786
  • /82

    $2,299,995

    • 4 Beds
    • 6 Baths
    • 5,457 Sq Ft

    5909 Oxford Moor Blvd, Windermere, FL 34786

    Back on the market through no fault of the home - Buyer's financing issue creates a rare second chance for this one-of-a- kind Windermere estate. Welcome to 5909 Oxford Moor Blvd—a beautifully designed, single-story Spanish-style estate on a .56-acre lot with mature landscaping, circular driveway, and tile roof. The courtyard layout includes a two-car and one-car garage. Inside, enjoy 4 bedrooms,

    Soraya Tamaddon EMPIRE NETWORK REALTY

    5909 Oxford Moor Blvd, Windermere, FL 34786
  • /93

    $4,500,000

    • 8 Beds
    • 6 Baths
    • 7,000 Sq Ft

    5500 W Lake Butler Rd, Windermere, FL 34786

    Nestled on a 5-acre lot with 320 feet of lakefront and a private beach on the skiable Lake Davis. This Contemporary 8-bedroom, 6 full bath home wrapped with open porches spans nearly 7000 sq ft. Grand foyer with spiral staircase which features a magnificent glass wine cellar below. Modern, open concept with water views from nearly every room. Master bedroom is located on 1st level along with a

    Jack Keller JACK KELLER INC

    5500 W Lake Butler Rd, 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
  • /34

    $389,999

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    7819 Hardenton St, Windermere, FL 34786

    ***SELLER MOTIVATED... WILL CONSIDER CREDIT FOR UPDATES, DOWN PAYMENT and CLOSING COST ASSISTANCE*****TREE-LINED STREETS and NEIGHBORHOOD PARKS with COMMUNITY AMENITIES and close to everything... Welcome to Wickham Park located in DESIRABLE WINDERMERE, FL!CENTRALLY LOCATED TO ALL THERE IS TO DO IN CENTRAL FLORIDA, you’re going to love Wickham Park and this THREE BEDROOM, TWO

    Cory Prado COLDWELL BANKER REALTY

    7819 Hardenton St, Windermere, FL 34786
  • /19

    $2,500,000

    • Land
    • 5.00 Acres
    • $500,000 per Acre

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /28

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 4,961 Sq Ft

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /81

    $1,299,900

    • 5 Beds
    • 3 Baths
    • 3,356 Sq Ft

    2540 Hempel Cove Ct, Windermere, FL 34786

    Stunning Renovation on 1 Acre in Lake Down Cove. Located at the end of a quiet cul-de-sac, this beautifully renovated home offers a peaceful, park-like setting on a full acre in sought-after Lake Down Cove. A grand double-door entry welcomes you into a bright, modern interior where 24”x48” marble-style porcelain tile flows throughout. Sunlight fills the two-story great room, anchored by an

    Jennifer Leachman-LaPoint FOLIO REALTY LLC

    2540 Hempel Cove Ct, Windermere, FL 34786
  • /47

    $1,595,000

    • 4 Beds
    • 4 Baths
    • 3,813 Sq Ft

    11019 Kentmere Ct, Windermere, FL 34786

    Privately nestled at the end of a cul-de-sac in the prestigious 24-hour guard-gated community of The Reserve at Lake Butler Sound, a Mediterranean Modern estate—classy on the outside, modern luxury on the inside. 4 spacious bedrooms, 4 full baths including a dedicated pool bath, and a private office. Tastefully updated, this residence offers a blend of timeless design, framed by serene preserve

    Ahmad Hassan COMPASS FLORIDA LLC

    11019 Kentmere Ct, Windermere, FL 34786
  • /69

    $4,020,000

    • 5 Beds
    • 5.5 Baths
    • 7,561 Sq Ft

    13125 Casabella Dr, Windermere, FL 34786

    Welcome to Your Fully Automated Home in Casabella at WindermereIntroducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half-acre lot with tranquil pond views at both the front and rear. This 5-bedroom, 5.5-bath masterpiece offers total privacy, elegance, and cutting-edge technology. Fully integrated with Alexa and smart home controls, manage the entire property via iPad

    Eduardo Pavone ON ME REALTY

    13125 Casabella Dr, Windermere, FL 34786
  • /72

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 3,315 Sq Ft

    8724 Peachtree Park Ct, Windermere, FL 34786

    Windermere's Peachtree Park is a charming enclave of just 28 homes, uniquely situated directly across the street from Walt Disney World. The Key West-inspired architecture and meticulous craftsmanship of this home evoke feelings of comfort and elegance. The tranquil backyard paradise overlooks a serene pond and acres of uninhabited forest, providing a stunning backdrop for Florida sunrises.

    Marcelo Machado VITORIA REALTY CORPORATION

    8724 Peachtree Park Ct, Windermere, FL 34786
  • /25

    $819,900

    • 6 Beds
    • 4 Baths
    • 3,648 Sq Ft

    7180 Beek St, Windermere, FL 34786

    Spacious 6-Bedroom Home Just Minutes from Disney! Discover the perfect blend of space, comfort, and convenience in this stunning Hayden floorplan by Pulte Homes, located in the highly sought-after Windermere Terrace community. This beautifully maintained home offers 6 bedrooms + a bonus room, 4 full bathrooms, and a 3-car garage — ideal for growing families or hosting guests. A private guest

    Maria Ubillus FOLIO REALTY LLC

    7180 Beek St, Windermere, FL 34786
  • /59

    $9,500,000

    • 6 Beds
    • 9 Baths
    • 9,571 Sq Ft

    6137 Grosvenor Shore Dr, Windermere, FL 34786

    Experience luxury lakefront living on a grand scale in this custom-built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three-story residence spans 9,571 square feet of living space on over 2.2 acres in the guard-gated community of Keene’s Pointe in sought-after Windermere. Built by Goehring & Morgan, this architectural masterpiece offers refined

    Mick Night PREMIER SOTHEBY'S INTL. REALTY

    6137 Grosvenor Shore Dr, Windermere, FL 34786
  • /85

    $3,499,000

    • 5 Beds
    • 4 Baths
    • 6,834 Sq Ft

    4301 Down Point Ln, Windermere, FL 34786

    PRICE IMPROVEMENT *** Up to $25,000 in Buyer Closing Cost CREDIT or RATE Buy DOWN Available with Preferred Lender! *** For example: buy the rate down by .25% and save ~ 40K over 5 years. Savings vary for each individual. Inquire for further information *** Awake to awe-inspiring sunrises from this unparalleled lakefront estate on LAKE DOWN, nestled within the renowned BUTLER CHAIN of LAKES.

    Ashley Boyd BHHS FLORIDA REALTY

    4301 Down Point Ln, Windermere, FL 34786
  • /63

    $2,299,000

    • 5 Beds
    • 4.5 Baths
    • 4,345 Sq Ft

    4279 Isabella Cir, Windermere, FL 34786

    Welcome to 4279 Isabella Cir, Windermere, FL 34786. This 5-bedroom, 4/2-bathroom home has been completely remodeled and upgraded, perfectly marrying luxury with comfort. As you enter, you are greeted by an impressive formal living room with 30’ ceilings and two stories of windows that offer a stunning view of the sparkling swimming pool. Within the foyer, you will find the office to your left and

    John Silva JOHN SILVA REALTY & ASSOCIATES

    4279 Isabella Cir, Windermere, FL 34786
  • /28

    $1,275,000

    • Land
    • 2.91 Acres
    • $438,144 per Acre

    2938 Sunbittern Ct, Lake Butler, FL 34786

    Best Priced Lakefront Lot in Windermere – Now Reduced!This is your chance to own the most competitively priced lakefront lot in Windermere within a gated community. Nestled in the prestigious enclave of Lake Crescent Reserve at Butler Bay. This exclusive homesite offers unparalleled privacy, nestled between Lake Crescent and a tranquil lagoon, creating the sensation of a private island

    Bobby Baldor EXP REALTY LLC

    2938 Sunbittern Ct, Lake Butler, FL 34786
  • /86

    $4,899,000

    • 7 Beds
    • 10.5 Baths
    • 5,935 Sq Ft

    225 Magnolia St, Windermere, FL 34786

    LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWNUnveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakes—a residence that redefines lakefront luxury in the exclusive town of Windermere. Custom-built in 2019, this Mediterranean-inspired estate is a sanctuary of sophistication, offering unparalleled waterfront living with direct frontage

    George Doulamis COMPASS FLORIDA LLC

    225 Magnolia St, Windermere, FL 34786
  • /7

    $1,200,000

    • Land
    • 0.68 Acre
    • $1,764,706 per Acre

    5235 W Lake Butler Rd, Windermere, FL 34786

    A rare opportunity to own over half an acre of direct lakefront property on prestigious Lake Butler. This prime vacant lot offers breathtaking views of Lake Butler and Bird Island.Design and build your custom dream estate in Windermere, one of Orlando’s most desirable communities. With direct access to the renowned Butler Chain of Lakes, enjoy unparalleled waterfront living—boating,

    Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

    5235 W Lake Butler Rd, Windermere, FL 34786
  • /77

    $2,250,000

    • 3 Beds
    • 3 Baths
    • 3,255 Sq Ft

    5243 W Lake Butler Rd, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Stunning Windermere Lakefront Retreat on the Butler Chain. Experience the epitome of lakefront living in this beautifully remodeled home, nestled on over half an acre with breathtaking views of Lake Butler and Bird Island. Whether you're boating, fishing, or simply relaxing by the pool, this retreat offers the perfect combination of luxury and

    Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

    5243 W Lake Butler Rd, Windermere, FL 34786
  • /91

    $20,000,000

    • 7 Beds
    • 8.5 Baths
    • 10,649 Sq Ft

    11900 Lake Butler Blvd, Windermere, FL 34786

    Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all

    Julie Bettosini STOCKWORTH REALTY GROUP

    11900 Lake Butler Blvd, Windermere, FL 34786
  • /51

    $1,000,000

    • 4 Beds
    • 3.5 Baths
    • 3,766 Sq Ft

    11507 Center Lake Dr, Windermere, FL 34786

    2025 PARADE OF HOMES GRAND AWARD WINNING BUILDER | 2017 PARADE OF HOMES WINNER |CUSTOM CRAFTSMAN BUILT HOME | HIGH QUALITY | 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

    Kristy Cook EXP REALTY LLC

    11507 Center Lake Dr, Windermere, FL 34786
  • /70

    $1,445,000

    • 5 Beds
    • 3.5 Baths
    • 3,840 Sq Ft

    11413 Camden Park Dr, Windermere, FL 34786

    Keene’s Pointe - RARE FIND – Beautiful 5BR/3.5 BATH Residence has above garage Deluxe IN LAW Suite spacious bedroom, great room with home theatre built-in wall, upgraded kitchen, full bath and laundry room! Wow!!As you enter the Main-Two-Story-House through lovely covered porch that overlooks the Camden River, you will step into an open airy living room/dining room combination on your left

    Angela Durruthy KEENE'S POINTE REALTY

    11413 Camden Park Dr, Windermere, FL 34786
  • /21

    $3,200,000

    • Land
    • 2.21 Acres
    • $1,447,964 per Acre

    9151 Tibet Pointe Cir, Windermere, FL 34786

    Positioned on over two acres with an impressive 136 feet of pristine shoreline on the Butler Chain of Lakes, this exceptional homesite offers an increasingly rare chance to craft a custom lakefront estate in one of Windermere’s most exclusive gated communities. Set within a distinguished enclave of Keene’s Pointe—surrounded by multi-million-dollar residences and mature landscaping—this property

    Janet Allen PREMIER SOTHEBYS INT'L REALTY

    9151 Tibet Pointe Cir, Windermere, FL 34786
  • /71

    $5,000,000

    • 5 Beds
    • 7 Baths
    • 6,188 Sq Ft

    11618 Vinci Dr, Windermere, FL 34786

    Welcome to an exquisite blend of luxury and sophistication in this fully furnished lakefront estate, nestled within the sought-after, guard-gated golf community of Keene’s Pointe in Windermere. Situated on an expansive 1.16-acre lot, this architectural masterpiece offers breathtaking views of Lake Burden and the nightly Magic Kingdom fireworks, visible from your private balcony or

    Marcio Teixeira GROUND LEVEL GROUP

    11618 Vinci Dr, Windermere, FL 34786
  • /100

    $8,489,000

    • 7 Beds
    • 10 Baths
    • 8,362 Sq Ft

    9343 Tibet Pointe Cir, Windermere, FL 34786

    PRICE IMPROVEMENT!!Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completelyupdated. The modern exterior color brightens the facade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone

    Juan Delgado LA ROSA REALTY LLC

    9343 Tibet Pointe Cir, Windermere, FL 34786
  • /18

    $1,299,000

    • Land
    • 0.41 Acre
    • $3,168,293 per Acre

    11 Main St, Windermere, FL 34786

    BUILD YOUR DREAM HOME ON THE WATER! Experience the Heart of Downtown Windermere in this exquisite property. Perfectly situated within walking distance of downtown events, the farmers market, delightful food trucks and a local brewery, you'll have endless entertainment at your fingertips. Discover the charm of Historic Windermere, a community that embraces an outdoor lifestyle, with its golf

    Priscilla Triska FLORIDA CONNEXION PROPERTIES

    11 Main St, Windermere, FL 34786
  • /54

    $457,900

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

    13712 Summerport Village Pkwy, Windermere, FL 34786

    Your Dream Townhome in Sought-After Windermere!, Exceptional 3-bed, 2.5-bath in Vineyards of Horizon West! Modern open floor plan seamlessly blends living & dining areas into a gourmet kitchen with stainless steel appliances and granite countertops. Ideal for entertaining or family time! Luxurious master suite boasts a spacious walk-in closet and double vanity ensuite. Two additional bedrooms

    Carines Hernandez Bustillo AGENT TRUST REALTY CORPORATION

    13712 Summerport Village Pkwy, 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
  • /6

    $3,300,000

    • Land
    • 2.40 Acres
    • $1,375,000 per Acre

    6161 Grosvenor Shore Dr, Windermere, FL 34786

    Keene's Pointe - gated/24-hour attended community in Windermere, Florida. LAKEFRONT LOT IN THE VILLAGE OF GROSVENOR. Take advantage of this opportunity to build on one of the last remaining lots in this highly sought after community. This 2.4 acre lakefront lot is located on Lake Tibet of the famed Butler Chain of Lakes. Keene's Pointe is also home to The Golden Bear Club, a private membership

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    6161 Grosvenor Shore Dr, Windermere, FL 34786
  • /61

    $11,900,000

    • 6 Beds
    • 9 Baths
    • 14,435 Sq Ft

    4200 Down Point Ln, Windermere, FL 34786

    Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet. The grand entry sets the tone, with a majestic staircase, a 25+ft hand-painted rotunda ceiling,

    Frank Del Toro REVEL REALTY LLC

    4200 Down Point Ln, Windermere, FL 34786
  • /74

    $3,900,000 New Construction

    • 6 Beds
    • 7.5 Baths
    • 5,441 Sq Ft

    6208 Winter Garden Vineland Rd, Windermere, FL 34786

    Under Construction. ***Showings only Wednesday after 5pm*** We present a luxury residence in Windermere, Florida, that combines modern design, spacious areas, and a prime location. Situated at 6208 Winter Garden Vineland Road, this property is strategically positioned in front of Windermere Preparatory School, one of the best private schools in Florida. With 5,441 sqft of climate-controlled

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    6208 Winter Garden Vineland Rd, Windermere, FL 34786
  • /9

    $5,995,000 New Construction

    • 5 Beds
    • 6 Baths
    • 6,000 Sq Ft

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /51

    $3,950,000 Open Mon 10AM - 2PM

    • 6 Beds
    • 6.5 Baths
    • 6,202 Sq Ft

    7706 Ficquette Rd, Windermere, FL 34786

    NEW CONSTRUCTIONLuxury Lakefront Estate | 6,202 Sq Ft a Private Guest House | 6 Beds + Office + Loft | Pool | No HOA | Boat DockExperience unmatched lakeside living in this west-facing, 6,202 sq ft custom estate featuring 6 bedrooms with private en-suites, including a guest suite. Upstairs, the primary suite and three additional bedrooms each open to private balconies offering

    Ruthanne Martin REVEL REALTY LLC

    7706 Ficquette Rd, Windermere, FL 34786

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