244

Homes for Sale near Windermere High School

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  • /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
  • /17

    $390,000

    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft

    7407 Ripplepointe Way, Windermere, FL 34786

    Discover this beautiful 3-bedroom, 2.5-bath townhome in the desirable Lake Burden community of Windermere. This spacious home features an open living area and a modern eat-in kitchen with elegant granite countertops. Upstairs, you’ll find all three bedrooms along with a convenient laundry room.Enjoy outdoor living with a covered front porch just a short walk from the lake, plus a private

    Eduardo Pavone ON ME REALTY

    7407 Ripplepointe Way, Windermere, FL 34786
  • /61

    $2,050,000

    • 6 Beds
    • 5.5 Baths
    • 6,601 Sq Ft

    1984 Windermere Rd, Windermere, FL 34786

    Your private gated estate home awaits, now with a NEW ROOF installed in February 2025. Almost a full acre (.89) and NO HOA means you have the freedom and room for RV/boat parking or to build your own pickle ball court. An expansive paver motor court with decorative fountain and side entrance three-car garage sets the stage for this 6,601 sq. ft. custom abode featuring six bedrooms, five and a

    Steven Ritz KELLER WILLIAMS WINTER PARK

    1984 Windermere Rd, Windermere, FL 34786
  • /39

    $560,000

    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft

    3242 Irish Peach Dr, Winter Garden, FL 34787

    ***$5,000 closing credit ****Exquisite Three-Bedroom Home with Flex Room in a Gorgeous CommunityNestled in one of the most desirable communities, this stunning three-bedroom, two-bathroom home offers the perfect blend of luxury, comfort, and modern living. Designed with an elegant open floor plan, this residence is bathed in natural light, seamlessly connecting the spacious living, dining,

    Erica Ally LPT REALTY, LLC

    3242 Irish Peach Dr, Winter Garden, FL 34787
  • /39

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    12824 Penshurst Ln, Windermere, FL 34786

    **This property qualifies for a closing cost credit up to $8,700 through the Seller’s preferred lender.**Welcome home to this beautiful 3-bedroom, 2.5-bathroom home located in the highly desirable community of Lakes of Windermere. The curb appeal will draw you in with vibrant landscaping up front and a charming front porch. At the front you’ll find the secondary bedrooms with a full bathroom in

    Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    12824 Penshurst Ln, Windermere, FL 34786
  • /74

    $3,590,000

    • 8 Beds
    • 7.5 Baths
    • 8,203 Sq Ft

    13643 Lake Cawood Dr, Windermere, FL 34786

    Luxury HOME 8 Bedroom (all Suite) - with One acre lot in exclusive Lake Cawood Estates in Windermere. Built from ICF insulated concrete blocks for superior energy efficiency and hurricane protection with foam roof insulation, barrel tile roof and $25k whole house generator included. this home features the latest in technology and designer trends-whole house zoned audio system, multi point camera

    Wenwen Wang JWJ REALTY LLC

    13643 Lake Cawood Dr, 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
  • /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,

    Reina Mendez REILE REALTY CORP

    7681 Fordson Ln, Windermere, FL 34786
  • /68

    $432,000

    • 4 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    8237 Serenity Spring Dr Unit 2605, Windermere, FL 34786

    Look this immaculate unit townhouse located in the gated community of Oasis Cove in Windermere is just what you have been waiting for! From the floors up, everything in this home is well maintained and has all the perfect upgrades you could ask for. Oasis Cove offers a maintenance free, resort-like lifestyle with a zero entry community pool, community clubhouse, fitness center, and a walking

    Adriana Amorim INT'L PROFESSIONAL REALTY INC

    8237 Serenity Spring Dr Unit 2605, Windermere, FL 34786
  • /58

    $5,000,000

    • 6 Beds
    • 8 Baths
    • 6,855 Sq Ft

    4089 Isabella Cir, Windermere, FL 34786

    Welcome to 4089 Isabella Cir. A Home Like No Other, Exquisite Custom Luxury in Casabella, Windermere, FLStep into unparalleled luxury with this completely reimagined six-bedroom, six-bathroom estate in the prestigious Casabella community of Windermere. Every inch of this home has been custom-curated with the finest materials and designer touches, creating an ambiance of modern

    Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

    4089 Isabella Cir, Windermere, FL 34786
  • /57

    $335,000

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

    11446 Jasper Kay Terrace Unit 106, Windermere, FL 34786

    Whether you are looking for a primary residence, an investment property with a very high rental demand for its location and comfort or a vacation retreat, this condo is perfect for you. Beautiful condo located in Lakeside at Lakes of Windermere, corner unit on the first floor (ground floor) with covered balcony. Welcome to this stunning condo located in one of the best and most exclusive areas of

    Euclides Sebastiani Marquez ROMAN'S PRO REALTY LLC

    11446 Jasper Kay Terrace Unit 106, Windermere, FL 34786
  • /74

    $1,390,000

    • 5 Beds
    • 4.5 Baths
    • 3,851 Sq Ft

    10680 Royal Cypress Way, Orlando, FL 32836

    Luxurious Contemporary Home in an Exclusive Gated Community – Minutes from Theme Parks!Located just 8 minutes from Disney Springs and 10 minutes from Epcot Center, this unique residence is situated in a prime area, served by the renowned Windermere public schools. Built by the prestigious and award-winning Toll Brothers, every detail exudes quality and sophistication.With 3,851

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    10680 Royal Cypress Way, Orlando, FL 32836
  • /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
  • /45

    $1,699,000

    • 5 Beds
    • 5 Baths
    • 3,520 Sq Ft

    6001 Caymus Loop, Windermere, FL 34786

    Stunning Remodeled Golf Home in Keene’s Pointe – Windermere’s Premier Golf Community.Discover this unique, fully remodeled home in the highly sought-after Keene’s Pointe neighborhood, nestled in the picturesque lake community of Windermere. Offering privacy, breathtaking golf course views, and upgrades at every turn, this move-in-ready gem is the perfect blend of elegance and modern

    Stella Freeman QUATTRO R E SOLUTIONS LLC

    6001 Caymus Loop, 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
  • /52

    $489,000

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    13715 Bressler Alley, Windermere, FL 34786

    Price Just Got Better! Don't miss this incredible opportunity to own this home at an even better value!!**NEW ROOF, 10 YEARS WARRANTY!! NEW GUTTERS** Building exterior will be painted this summer.Welcome Home! Discover an exceptional opportunity to own a charming end-unit townhome nestled in the coveted Vineyards of Horizons community. Boasting 3 spacious bedrooms, 2.5 baths, and one of the

    Irene Fort PREFERRED REAL ESTATE BROKERS

    13715 Bressler Alley, 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
  • /53

    $2,300,000

    • 4 Beds
    • 4.5 Baths
    • 5,084 Sq Ft

    3413 Lilas Ct, Windermere, FL 34786

    Welcome to 3413 Lilas Court, a stunning residence located in the well renowned community of Chaine Du Lac. This exceptional home blends modern luxury with timeless elegance, offering a perfect combination of comfort and style. Upon arrival, you’re greeted by a beautifully landscaped front yard and an inviting exterior that sets the tone for the sophistication within. The grand entrance, complete

    Christopher Christensen COMPASS FLORIDA LLC

    3413 Lilas Ct, Windermere, FL 34786
  • /42

    $1,699,000

    • 5 Beds
    • 4.5 Baths
    • 4,347 Sq Ft

    6220 Cartmel Ln, Windermere, FL 34786

    Exquisite renovated home in the 24-hour guard gated community of Reserve at Lake Butler Sound. This beautiful Windermere home has been remodeled from the imported porcelain tile and hand scraped hard wood flooring, to the fully renovated kitchen, A/C with UV purification, and energy efficient double pane windows. Exterior upgrades include a shallow well for irrigation and resurfaced pool. The

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    6220 Cartmel Ln, Windermere, FL 34786
  • /39

    $950,000

    • 4 Beds
    • 4 Baths
    • 3,637 Sq Ft

    14429 Wabasso Loop, Oakland, FL 34787

    Excellent place close to 429 and turpike

    Alfredo Olivares CREDIT HOME CORP

    14429 Wabasso Loop, Oakland, FL 34787
  • /100

    $8,490,000

    • 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 façade 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 flooring,

    Juan Delgado LA ROSA REALTY LLC

    9343 Tibet Pointe Cir, Windermere, FL 34786
  • /59

    $925,000

    • 4 Beds
    • 3.5 Baths
    • 3,059 Sq Ft

    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

    Luiz Silva MS LAND & BUILDING LLC

    7508 Lake Albert Dr, Windermere, FL 34786
  • /59

    $1,590,000

    • 5 Beds
    • 4.5 Baths
    • 4,486 Sq Ft

    10564 Royal Cypress Way, Orlando, FL 32836

    Welcome to 10564 Royal Cypress Way, a gorgeous two-story home, featuring beautiful views of the conservation area, nestled within the 24-hour guard-gated community of the desirable Royal Cypress Preserve, on the border between Windermere and Orlando. Experience true peace and tranquility with this sublime, move-in-ready Robellini Tuscan model with a well-designed layout. This resort-style,

    Karen Ferrin COLDWELL BANKER REALTY

    10564 Royal Cypress Way, Orlando, FL 32836
  • /25

    $395,000

    • 4 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    11757 Fitzgerald Butler Rd, Orlando, FL 32836

    Motivated Seller – Priced Below Appraised Value! Welcome to Newbury Park in the highly sought-after Horizon West community! This beautiful 4-bedroom, 2.5-bath modern townhome is move-in ready and loaded with upgrades. Located in the top-rated Windermere school district and just minutes from Disney, shopping, and restaurants, convenience meets comfort here.Step onto the inviting covered

    Bashar Sawan EXP REALTY LLC

    11757 Fitzgerald Butler Rd, Orlando, FL 32836
  • /2

    $100,000

    • Land
    • 0.56 Acre
    • $178,571 per Acre

    0 W Orange Country Club Dr, Winter Garden, FL 34787

    Property DescriptionWOODBRIDGE COMMERCE CENTER 54/126 TRACT B (RETENTION)Vacant ResNote: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 W Orange Country Club Dr, Winter Garden, FL 34787
  • /3

    $400,000

    • Land
    • 4.27 Acres
    • $93,677 per Acre

    0 W Orange Country Club Dr, Winter Garden, FL 34787

    Property DescriptionWOODBRIDGE COMMERCE CENTER 54/126 TRACT A (CONSERVATION)Vacant ResNote: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 W Orange Country Club Dr, Winter Garden, FL 34787
  • /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
  • /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
  • /31

    $1,475,000

    • 5 Beds
    • 4.5 Baths
    • 4,257 Sq Ft

    6443 Cartmel Ln, Windermere, FL 34786

    Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting classical architecture and spanning 4,257 square feet, this property offers a sophisticated retreat with unparalleled amenities. Upon entry, a raised travertine and marble foyer sets the tone for the

    Julie Bettosini STOCKWORTH REALTY GROUP

    6443 Cartmel Ln, Windermere, FL 34786
  • /2

    $949,990 Open Fri 1PM - 5PM

    • 4 Beds
    • 2.5 Baths
    • 3,100 Sq Ft

    14377 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Tidewater Floorplan – 3,100 Sq. Ft. | 4 Beds | 2.5 Baths | 2-Car Garage | Oversized Lot | Move-In ReadyWelcome to the Tidewater– 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 expansive indoor and

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14377 Crest Palm Ave, 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
  • /59

    $999,990 Open Fri 1PM - 5PM

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft

    14285 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to the Arlington with Bonus! This stunning 3,099 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14285 Crest Palm Ave, Windermere, FL 34786
  • /30

    $9,999,990 New Construction

    • 4 Beds
    • 4.5 Baths
    • 7,015 Sq Ft

    10601 Autumn Mist Ln Unit 601, Orlando, FL 32836

    Under Construction. A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World® Resort. The proposed project by HHR FSO LAND LLC will feature a collection of nine attached boutique homes and 31 luxe residences, including five stunning multi-level penthouses, all within a single, elevated residential address. Designed for hotel-inspired living at a

    Karen Balcerak GOLDEN OAK REALTY

    10601 Autumn Mist Ln Unit 601, Orlando, FL 32836
  • /36

    $7,870,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 4,836 Sq Ft

    10300 Winter Sparkle Cir, Golden Oak, FL 32836

    Under Construction. A new luxury Four Seasons Private Residences opportunity is now available in Golden Oak at Walt Disney World® Resort. The proposed Florian Park project by HHR FSO LAND LLC will feature a collection of nine attached boutique homes and 31 luxe residences, including five stunning multi-level penthouses, all within a single, elevated residential address. Designed for

    Greg Foxx GOLDEN OAK REALTY

    10300 Winter Sparkle Cir, Golden Oak, FL 32836
  • /31

    $5,466,375 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,715 Sq Ft

    10601 Autumn Mist Ln Unit 302, Orlando, FL 32836

    Under Construction. A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World® Resort. The Florian Park project by HHR FSO LAND LLC will feature a collection of nine attached boutique homes and 31 luxe residences, including five stunning multi-level penthouses, all within a single, elevated residential address. Designed for hotel-inspired living

    Anna McKee GOLDEN OAK REALTY

    10601 Autumn Mist Ln Unit 302, Orlando, FL 32836
  • /46

    $2,150,000 Open Sat 11:30AM - 2:30PM

    • 5 Beds
    • 4.5 Baths
    • 3,685 Sq Ft

    6564 Lagoon St, Windermere, FL 34786

    **NEW CONSTRUCTION** Your dream lakefront lifestyle starts here!! Set along the tranquil waters of Lake Sawyer, this brand-new Davila Homes masterpiece blends refined luxury with the magic of everyday lake life. With 5 bedrooms, 4.5 baths, and 3,685 sq. ft. of beautifully designed living space, every element is crafted to impress.The 1st floor primary suite is a true sanctuary, designed for

    Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

    6564 Lagoon St, Windermere, FL 34786
  • 14371 Crest Palm Ave, Windermere, FL 34786

    $1,096,435 New Construction

    • 4 Beds
    • 3 Baths
    • 2,687 Sq Ft

    14371 Crest Palm Ave, Windermere, FL 34786

    Welcome to the Arlington! This single-story floor plan features 3-4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,687 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

    Builder Photo

    Dream Finders Homes

    Builder

    14371 Crest Palm Ave, Windermere, FL 34786

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