132

Windermere, FL Houses for Sale with Private Pool

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  • /81

    $2,125,000

    • 4 Beds
    • 4.5 Baths
    • 3,751 Sq Ft

    12699 Hawkstone Dr, Windermere, FL 34786

    Welcome to Chalet du Lac, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over glistening waters dancing through a veil of Cypress trees and Spanish moss. Nestled along the western shoreline of Lake Sawyer within an enclave of custom-built lakefront homes, Chalet du Lac features 4 bedrooms and 5 baths, lives large at 3751 sq ft

    Agent Photo

    Drew Ross

    LAKEFIELD REALTY GROUP LLC

    (407) 676-7612

    12699 Hawkstone Dr, Windermere, FL 34786
  • /73

    $2,500,000

    • 5 Beds
    • 5.5 Baths
    • 5,696 Sq Ft

    105 Pine St, Windermere, FL 34786

    Extraordinary multigenerational living opportunity in the Town of Windermere, where mature oak trees and a quiet, established setting create a true sense of place just moments from the Butler Chain of Lakes. Set on an oversized, over half-acre corner lot in downtown Windermere, this custom home offers a rare blend of privacy, flexibility, and walkability to local dining, coffee shops, boutiques,

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    Tiffany Pantozzi

    ALIGN REAL ESTATE LLC

    (689) 334-1402

    105 Pine St, Windermere, FL 34786
  • /92

    $1,235,000

    • 6 Beds
    • 4.5 Baths
    • 4,176 Sq Ft

    8409 Vivaro Isle Way, Windermere, FL 34786

    Welcome to 8409 Vivaro Isle Way, an exceptional move-in ready luxury residence located in the highly desirable community of Windermere Isle in Windermere. This impressive home offers 4,176 square feet of living space featuring 6 bedrooms, 4.5 bathrooms, and a dedicated office space. Perfectly positioned approximately 2.5 miles from Magic Kingdom Park at Walt Disney World Resort, this elegant home

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    Katherine Figueroa Santiago

    WATSON REALTY CORP., REALTORS

    (407) 305-5791

    8409 Vivaro Isle Way, Windermere, FL 34786
  • /65

    $1,495,000

    $55K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,399 Sq Ft

    12411 Montalcino Cir, Windermere, FL 34786

    A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a

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    Mauro Costa

    VISTA CAY REALTY COMPANY

    (689) 334-2915

    12411 Montalcino Cir, Windermere, FL 34786
  • /43

    $1,225,000

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

    109 E 12th Ave, Windermere, FL 34786

    Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to include roof (2018), a/c (2016), plumbing, flooring, drain field

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    Judy Black

    UPSIDE REAL ESTATE INC

    (689) 262-5600

    109 E 12th Ave, Windermere, FL 34786
  • /76

    $1,999,000

    • 5 Beds
    • 4 Baths
    • 3,649 Sq Ft

    2804 Marquesas Ct, Windermere, FL 34786

    Timeless architecture and design come together in this modern-traditional residence in the Town of Windermere, where lakefront living, community charm, and top-rated Windermere schools create one of Central Florida’s most desirable lifestyles. Rich in warmth and character with its classic brick exterior, this thoughtfully designed ranch home blends comfort, function, and classic American

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    Kari Fleck

    THE REAL ESTATE COLLECTION LLC

    (689) 210-4525

    2804 Marquesas Ct, Windermere, FL 34786
  • /40

    $3,390,000

    $585K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,365 Sq Ft

    5050 Isleworth Country Club Dr, Windermere, FL 34786

    Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in

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    Toni Marie Cafferty

    COMPASS FLORIDA LLC

    (407) 807-6191

    5050 Isleworth Country Club Dr, Windermere, FL 34786
  • /39

    $1,460,000

    • 4 Beds
    • 3.5 Baths
    • 3,844 Sq Ft

    2509 Ridgewind Way, Windermere, FL 34786

    Welcome to 2509 Ridgewind Way, a timeless Southern estate tucked inside the gates of The Estates at Windermere—one of Windermere’s most beloved communities known for its oak-lined streets, oversized lots, and quiet charm. Set on a rare .75-acre homesite, this beautifully updated residence blends classic architecture with the functionality today’s buyers are searching for. A wraparound front

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    Hilary Hall

    COMPASS FLORIDA LLC

    (689) 329-2224

    2509 Ridgewind Way, Windermere, FL 34786
  • /87

    $2,295,000

    • 4 Beds
    • 5.5 Baths
    • 5,722 Sq Ft

    1136 Lake Whitney Dr, Windermere, FL 34786

    Experience resort-style living in the exclusive Villa D’Este, a masterpiece of sophistication designed by the renowned Arlington Homes. Positioned on the pristine shores of Lake Whitney, this estate welcomes you with a grand 20-foot entryway featuring a custom rustic wrought-iron chandelier and immediate, unobstructed water views. The main floor is a sanctuary of luxury, featuring an Executive

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    Mauro Costa

    VISTA CAY REALTY COMPANY

    (689) 334-1880

    1136 Lake Whitney Dr, Windermere, FL 34786
  • /31

    $899,990

    • 4 Beds
    • 3.5 Baths
    • 3,133 Sq Ft

    12688 Salomon Cove Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Step into a home that truly has it all. From the moment you arrive, the curb appeal stands out with its stone-accented elevation, paver driveway, and inviting entry. Inside, you’ll find a thoughtfully designed open floor plan with wood-look tile throughout the main living areas, crown molding throughout the entire home, and a layout that balances

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    12688 Salomon Cove Dr, Windermere, FL 34786
  • /63

    $975,000

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,743 Sq Ft

    2125 Kane Park Way, Windermere, FL 34786

    A rare opportunity to own a .71-acre pool home in the Town of Windermere for under $1 million—beautifully updated and truly move-in ready. Welcome to this beautifully updated single-story pool home on an oversized cul-de-sac lot in Windermere’s Willows at Lake Rhea, zoned for A-rated schools and offering exceptional privacy between homes. Surrounded by mature landscaping, the property provides a

    Deb Schroeder INFINITY REALTY GROUP LLC

    2125 Kane Park Way, Windermere, FL 34786
  • /61

    $6,980,000

    $1M PRICE INCREASE
    • 4 Beds
    • 5 Baths
    • 4,739 Sq Ft

    5186 Vardon Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Fully reimagined golf-front estate in the prestigious Isleworth community with sweeping views of the iconic 3rd hole. Situated on approximately 1 acre, this 4,739 sq ft residence offers 4 bedrooms and 4.5 baths, soaring ceilings, and an upper level Terrace captures stunning golf course views. Fully upgraded front and rear grounds offer a

    Winnie Tam FLORIDA REALTY INVESTMENTS

    5186 Vardon Dr, Windermere, FL 34786
  • /35

    $949,999

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,299 Sq Ft

    8796 Peachtree Park Ct, Windermere, FL 34786

    Come live in paradise!! Minutes from the Magic Kingdom with amazing fireworks view from front porch and private pool. This exceptional builder model offers an unmatched combination of luxury upgrades, thoughtful design, and a premier location in the coveted Peachtree Park community. Perfectly positioned with conservation views and no rear neighbors, this home delivers privacy, style, and a true

    Lee Goldberg COLDWELL BANKER REALTY

    8796 Peachtree Park Ct, Windermere, FL 34786
  • /100

    $3,450,000

    Open Sat 11AM - 1PM $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,273 Sq Ft

    10577 Down Lakeview Cir, Windermere, FL 34786

    Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with

    Simon Simaan THE SIMON SIMAAN GROUP

    10577 Down Lakeview Cir, Windermere, FL 34786
  • /51

    $1,575,000

    $114K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,300 Sq Ft

    13124 Filly Ct, Windermere, FL 34786

    Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

    Marcelo Brandao HOME N OFFICES INTERNATIONAL

    13124 Filly Ct, Windermere, FL 34786
  • /45

    $3,499,999

    • 5 Beds
    • 4.5 Baths
    • 4,417 Sq Ft

    5001 Latrobe Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Traditional five-bedroom four and a half bath pool home with an open layout in Isleworth Golf & Country Club. Perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features two primary suites downstairs with private

    Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

    5001 Latrobe Dr, Windermere, FL 34786
  • /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
  • /92

    $4,399,000

    • 5 Beds
    • 6 Baths
    • 5,580 Sq Ft

    6120 Greatwater Dr, Windermere, FL 34786

    Keene’s Pointe – 24-hour gated/attended community in Windermere, Florida. Experience refined luxury in this exceptional golf-front estate perfectly positioned along the 17th fairway of The Golden Bear Club. Fully renovated, architecturally refined and intentionally designed by Ashley Martin Home. From the moment you enter, an inviting foyer opens to a spacious living room framed by 12-foot

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    6120 Greatwater Dr, Windermere, FL 34786
  • /60

    $2,895,000

    $405K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 4,693 Sq Ft

    10870 Bayshore Dr, Windermere, FL 34786

    Set against the shimmering waters of Little Lake Down, this extraordinary lakefronthome offers an elevated expression of luxury living. Thoughtfully designed to maximizesweeping water views, the residence delivers a refined yet inviting atmosphere ideal forboth intimate living and grand entertaining. As you step inside you are greetedby a spacious open floor plan, highlighted by a

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    10870 Bayshore Dr, Windermere, FL 34786
  • /69

    $2,868,000

    • 6 Beds
    • 6 Baths
    • 4,920 Sq Ft

    13304 Bellaria Cir, Windermere, FL 34786

    Some residences are simply houses. Others are a statement. Welcome to Casa Pietra — an exceptional estate nestled within Bellaria, one of Windermere's most exclusive guard-gated communities, where only 64 homes share the privilege of calling this address home. Set on nearly 3⁄4 of an acre with serene water views, this meticulously curated two-story residence offers just under 5,000 square feet of

    Caroline De Castro Marcellini COMPASS FLORIDA, LLC

    13304 Bellaria Cir, Windermere, FL 34786
  • /81

    $5,000,000

    $489K PRICE DROP
    • 6 Beds
    • 9 Baths
    • 8,305 Sq Ft

    9721 Carillon Park Dr, Windermere, FL 34786

    Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe.This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and

    Dianna Desboyaux DOUGLAS ELLIMAN

    9721 Carillon Park Dr, Windermere, FL 34786
  • /57

    $3,400,000

    • 4 Beds
    • 4 Baths
    • 4,877 Sq Ft

    9731 Chestnut Ridge Dr, Windermere, FL 34786

    Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below.

    Monica Lochmandy ISLEWORTH REALTY LLC

    9731 Chestnut Ridge Dr, Windermere, FL 34786
  • /35

    $2,200,000

    • 8 Beds
    • 8.5 Baths
    • 4,735 Sq Ft

    11545 Brickyard Pond Ln, Windermere, FL 34786

    Luxury Lakefront Estate – Windermere, FL Discover a truly extraordinary lakefront residence located at one of Windermere's most prestigious addresses. Situated on a sprawling 0.75-acre lot, this property impresses with its grandeur, elegance, and impeccable attention to detail. With 8 spacious bedrooms, 9 full bathrooms, and 1 powder room, the home was designed to offer absolute comfort and a

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    11545 Brickyard Pond Ln, Windermere, FL 34786
  • /65

    $2,500,000

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

    9648 Weatherstone Ct, Windermere, FL 34786

    Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms

    Andy Neal THE AGENCY FL

    9648 Weatherstone Ct, Windermere, FL 34786
  • /41

    $2,224,900

    $9K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,504 Sq Ft

    5067 Sawyer Cove Way, Windermere, FL 34786

    One of only 20 homes in the gated Sawyer Sound enclave — custom-built and curated by its owners, including a professional interior designer. SINGLE STORY, 5-bedroom, TWO PRIMARY SUITE layout with 18 foot wood beamed ceilings, real marble throughout, and a FEMA-GRADE SAFE ROOM. The interior makes a jaw dropping impression with a TRANSITIONAL STYLE created with luxury finishes. Located directly

    Denise Crabbe REVEL REALTY LLC

    5067 Sawyer Cove Way, Windermere, FL 34786
  • /100

    $2,699,000

    • 5 Beds
    • 6 Baths
    • 5,323 Sq Ft

    9222 Tibet Pointe Cir, Windermere, FL 34786

    LOCATION, LOCATION, LOCATION!!! This beautifully custom 5 Bedroom/ 6 full bathroom located a few walks to lake Tibet at KEENE'S POINTE man guard gated Windermere community. Situated on almost half-acre lot, as soon as you walk in toward this custom double-door facade door, you feel the true flawless finish of this stunning Home. The property is richly appointed with travertine floors, granite

    Khadija Webber EPIQUE REALTY, INC.

    9222 Tibet Pointe Cir, Windermere, FL 34786
  • /53

    $2,250,000

    • 5 Beds
    • 5 Baths
    • 6,546 Sq Ft

    9011 Pinnacle Cir, Windermere, FL 34786

    Majestic and stately, this castle inspired residence sits on a 1.2 acre homesite within the privately gated enclave of Lake Down Crest. Its commanding presence is defined by patterned stone and brickwork, gabled rooflines, slate accents, wooden beams, and a shimmering grand fountain that sets an unforgettable first impression. Double front doors open to an impressive foyer flanked by formal

    Rob Rahter STOCKWORTH REALTY GROUP

    9011 Pinnacle Cir, Windermere, FL 34786
  • /63

    $2,380,000

    Open Sun 10AM - 1PM
    • 5 Beds
    • 6.5 Baths
    • 5,448 Sq Ft

    1316 Estancia Woods Loop, Windermere, FL 34786

    Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. This home is being offered fully furnished, providing a truly turnkey, move in ready experience. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas

    catalina gomez EXP REALTY LLC

    1316 Estancia Woods Loop, Windermere, FL 34786
  • /41

    $2,600,000

    • 7 Beds
    • 5.5 Baths
    • 5,221 Sq Ft

    6219 Tiroco Way, Windermere, FL 34786

    Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining.The home offers 7 bedrooms, 51⁄2 bathrooms, a media room, loft, dedicated office, storage room, and

    Ryan Solberg MAXLIFE REALTY LLC

    6219 Tiroco Way, Windermere, FL 34786
  • /52

    $2,150,000

    • 4 Beds
    • 4.5 Baths
    • 4,037 Sq Ft

    11753 Vinci Dr, Windermere, FL 34786

    Tucked away in “The Gardens” of the desirable guard gated golf course and lakefront community of Keene’s Pointe, this beautifully maintained 4-bedroom, 4.5-bath residence offers 4,037 square feet of thoughtfully designed living space on nearly a half-acre pond front homesite. Lovingly used only as a vacation home by its current original owners, the property presents in exceptional, like-new

    Angela Durruthy KEENE'S POINTE REALTY

    11753 Vinci Dr, Windermere, FL 34786
  • /64

    $2,700,000

    • 8 Beds
    • 5.5 Baths
    • 5,607 Sq Ft

    3103 Seigneury Dr, Windermere, FL 34786

    Stunning 8BR/5BA Renovated Estate in Exclusive Windermere CommunityBeautifully updated 7-bedroom, 5-bathroom home located in one of Windermere’s most exclusive neighborhoods, known for its quiet setting and top-rated schools. This spacious residence offers extensive renovations completed by the current owner, including four new A/C units, all new interior and exterior lighting, and updated

    Arletis Delram NEW SOLUTIONS REALTY INC

    3103 Seigneury Dr, Windermere, FL 34786
  • /45

    $2,790,000

    New Construction
    • 5 Beds
    • 6 Baths
    • 5,277 Sq Ft

    11303 Windermere Rd, Windermere, FL 34786

    Set on an expansive, nearly half-acre lot and located just a short walk from Downtown Windermere, this brand-new construction residence delivers a level of space, design, and presence that is rarely found in Windermere. Framed by a large driveway and a three-car garage, the home makes an immediate impression before you even step inside. Through the grand double-door entry, you’re welcomed by a

    Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    11303 Windermere Rd, Windermere, FL 34786
  • /19

    $2,500,000

    New Construction
    • 5 Beds
    • 4 Baths
    • 5,516 Sq Ft

    6606 Sawyer Shores Ln, Horizon West, FL 34786

    One or more photo(s) has been virtually staged. Pre-Construction. To be built. One or more photo(s) has been virtually staged. UNIQUE CANAL-FRONT PROPERTY ON LAKE SAWYER | BUILD-READY | NO HOA | WINDERMERE An extraordinary opportunity awaits on the shores of Lake Sawyer, tucked along a picturesque canal, this beautiful parcel delivers the perfect blend of privacy and possibility. With no HOA fees

    Nick Khela PREMIUM PROPERTIES R.E. SERVICE

    6606 Sawyer Shores Ln, Horizon West, FL 34786
  • /88

    $2,845,000

    $205K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 5,882 Sq Ft

    12720 Jacob Grace Ct, Windermere, FL 34786

    Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central

    Adrian Jacob REDFIN CORPORATION

    12720 Jacob Grace Ct, Windermere, FL 34786
  • /81

    $2,350,000

    • 5 Beds
    • 4 Baths
    • 4,876 Sq Ft

    2068 Roberts Point Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita and Lake Access. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the

    David Dorman CENTURY 21 CARIOTI

    2068 Roberts Point Dr, Windermere, FL 34786
  • /52

    $2,475,000

    • 4 Beds
    • 3 Baths
    • 3,975 Sq Ft

    325 Magnolia St, Windermere, FL 34786

    Location Location Location. Set along the shores of Lake Down, part of the Butler Chain of Lakes, this Windermere home offers a rare mix of laid-back lake living with walkability to town, and a bike ride to Windermere Elementary. The Town of Windermere has much to offer. Walk to the local park and tennis courts just a few blocks from your home. It’s an easy stroll or bike ride to Main Street—home

    Rebekkah Boskovich REVEL REALTY LLC

    325 Magnolia St, Windermere, FL 34786
  • /43

    $2,400,000

    • 4 Beds
    • 3 Baths
    • 3,004 Sq Ft

    9620 Maywood Dr, Windermere, FL 34786

    Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere’s enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a

    Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

    9620 Maywood Dr, Windermere, FL 34786
  • /47

    $2,499,000

    $151K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 4,810 Sq Ft

    6102 S Hampshire Ct, Windermere, FL 34786

    This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living

    Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

    6102 S Hampshire Ct, Windermere, FL 34786
  • /41

    $1,450,000

    • 4 Beds
    • 4 Baths
    • 3,997 Sq Ft

    9548 Crown Prince Ln, Windermere, FL 34786

    Nestled on a rare half-acre lot in one of Windermere’s most sought-after communities, Windsor Hills, this FULLY RENOVATED luxury home delivers the ultimate move-in-ready, like-new lifestyle buyers are searching for. Featuring 4 spacious bedrooms, 4 beautifully updated bathrooms, and a highly desirable open-concept layout, every inch of this residence has been meticulously redesigned with today’s

    Dianna Desboyaux DOUGLAS ELLIMAN

    9548 Crown Prince Ln, Windermere, FL 34786
  • /63

    $1,875,000

    $75K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,489 Sq Ft

    13420 Bonica Way, Windermere, FL 34786

    Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best

    Frank Ferrell FERRELL REALTY, INC.

    13420 Bonica Way, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 4

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$830,000
Median Single Family Sale Price
$1,099,997
Median Townhouse Sale Price
$395,000
Median 2 Bedroom Sale Price
$294,000
Average Price Per Sq Ft
$369
Number of Homes for Sale
240
Last 12 months Home Sales
667
Months of Supply
4.30
Median List Price
$975,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-1%
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