214

Homes for Sale near Windermere High School

Section Image Section Image
  • /36

    $475,000

    • 4 Beds
    • 2.5 Baths
    • 1,898 Sq Ft

    7432 Leighside Dr, Windermere, FL 34786

    Welcome to this beautifully upgraded 4-bedroom, 2.5-bath, home with a 2-car garage, located in a quiet and highly desirable Windermere community that truly invites you to enjoy the Florida lifestyle. The spacious primary suite is conveniently located on the first floor, offering comfort and privacy. The home features recent upgrades including a renovated kitchen, updated bathrooms, and new

    Belkys Zambrano METROPOLITAN R.E SOLUTIONS INC

    7432 Leighside Dr, Windermere, FL 34786
  • /46

    $596,400

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

    11675 Snail Kite Way, Windermere, FL 34786

    Welcome to 11675 Snail Kite Way—a rare end-unit single-family home perfectly positioned on a serene park and green space, just steps from the community pool and playgrounds, in one of Windermere’s most desirable areas: the Chase Road corridor. Surrounded by luxury homes and zoned for A-rated schools including Windermere High School, this beautifully renovated, one-owner home is truly move-in

    Justin Pekarek ORLANDO PROPERTY ADVISORS

    11675 Snail Kite Way, Windermere, FL 34786
  • /40

    $780,000

    • 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
  • /22

    $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
  • /55

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 3,248 Sq Ft

    11162 Ledgement Ln, Windermere, FL 34786

    NEW TILE ROOF INSTALLED BEFORE CLOSING! Welcome to Glenmuir—one of Windermere’s most sought-after gated communities. This 4 bedroom, 3 full bath, plus 2 half bath home includes a dedicated office and an upstairs bonus room within a primarily single-story layout—a thoughtful blend of functionality and comfort. Double doors open to a bright foyer with immediate views of the custom 2021 saltwater

    Deb Schroeder INFINITY REALTY GROUP LLC

    11162 Ledgement Ln, Windermere, FL 34786
  • /31

    $390,000

    • 3 Beds
    • 2.5 Baths
    • 1,491 Sq Ft

    10116 Fallsgrove St, Orlando, FL 32836

    One or more photo(s) has been virtually staged. Welcome to Grandview Isles, a charming and private community nestled in the heart of it all—one of Central Florida’s most desirable areas, renowned for its top-rated schools and picturesque surroundings. This beautifully designed two-story townhome offers a perfect blend of comfort, style, and convenience. Step inside to discover a bright,

    Denise Sullivan FANNIE HILLMAN & ASSOCIATES

    10116 Fallsgrove St, Orlando, FL 32836
  • /37

    $530,000

    • 3 Beds
    • 2 Baths
    • 1,719 Sq Ft

    8809 Arrabida Ln, Orlando, FL 32836

    Beautiful single-family home in the highly desirable Mabel Bridge community in Dr. Phillips. This well-maintained residence features a paver driveway, covered front porch, and a spacious covered lanai perfect for outdoor entertaining. The open floor plan offers a bright kitchen with stainless steel appliances, ample cabinetry, and a breakfast bar overlooking the main living area. Enjoy the

    Ademir Correa Junior Max C&T Realty LLC

    8809 Arrabida Ln, Orlando, FL 32836
  • /64

    $4,950,000

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

    11618 Vinci Dr, Windermere, FL 34786

    Behind the gates of Keene's Pointe, on the pristine shores of Lake Burden, an extraordinary lakefront estate awaits where modern design, curated luxury, and a truly magical setting come together in perfect harmony! Vinci Drive is a custom-built, fully furnished, turnkey masterpiece offering over 6,000 square feet of refined living on a desirable 1.16 acre lakefront lot. From the moment you

    Jennifer Wemert WEMERT GROUP REALTY LLC

    11618 Vinci Dr, Windermere, FL 34786
  • /77

    $1,500,000

    • 5 Beds
    • 4.5 Baths
    • 4,157 Sq Ft

    10751 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 4,157sqft of living

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    10751 Royal Cypress Way, Orlando, FL 32836
  • /33

    $420,000

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    12804 Salomon Cove Dr, Windermere, FL 34786

    Experience elevated living in this beautifully updated Windermere townhouse, where timeless design meets modern convenience. Fresh interior paint, plush new carpeting, new water heater, and a full array of new appliances- including refrigerator, dishwasher, stove, washer and dryer - offers effortless, move-in-ready comfort. An elegant and generous workspace ideal for daily living and

    Beverly Bray BLUEWATER REALTY SERVICES LLC

    12804 Salomon Cove Dr, Windermere, FL 34786
  • /78

    $1,099,000

    • 5 Beds
    • 4 Baths
    • 3,589 Sq Ft

    10484 Wiscane Ave, Orlando, FL 32836

    Lake Sheen Reserve is a 24/7 virtual gated community situated in a premier location with proximity to attractions. Composed of upscale homes, a private boat ramp, dock, and a private park on Lake Sheen. The interconnected chain of 12 lakes offers 5,000 acres for recreation like boating, paddleboarding, and fishing. This home was the builder’s model offering all upgrades available and offering 2

    Mary Cubelo-Hinton SUN CREST FLORIDA PROPERTIES

    10484 Wiscane Ave, Orlando, FL 32836
  • /41

    $419,990

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

    5637 Water Rose Rd, Winter Garden, FL 34787

    ***WINDERMERE HIGH SCHOOL*** Price improvement – great opportunity in Signature Lakes / Winter Garden.Enjoy the best of Florida living in this beautiful townhome located in the highly desirable Signature Lakes / Independence community in Winter Garden. This well-maintained 3-bedroom, 2.5-bath home offers a functional layout with comfortable living spaces and plenty of natural light. The

    Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

    5637 Water Rose Rd, Winter Garden, FL 34787
  • /91

    $874,900

    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    14255 Sonco Ave, Windermere, FL 34786

    Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom

    Carmen Aridas RE/MAX PRIME PROPERTIES

    14255 Sonco Ave, Windermere, FL 34786
  • /80

    $879,000

    • 5 Beds
    • 4 Baths
    • 3,289 Sq Ft

    4937 Wildwood Pointe Rd, Winter Garden, FL 34787

    Welcome to this spacious and beautifully maintained 5-bedroom, 4-bathroom home in the desirable Winter Garden area. Situated on a premium lot with no rear neighbors, this home backs onto a peaceful preserve, offering privacy and natural views. The open-concept layout features a large kitchen with granite countertops, stainless steel appliances, and a center island—perfect for cooking and

    Yadira Olivo OLIVO REALTY GROUP, LLC

    4937 Wildwood Pointe Rd, Winter Garden, FL 34787
  • /19

    $3,000,000

    • Land
    • 1.02 Acres
    • $2,941,176 per Acre

    12213 Park Ave, Windermere, FL 34786

    Welcome to Chaine Du Lac- one of Windermere's most exclusive gated enclaves. This prime 1.02-acre cul-de-sac lot is one of only TWO homesites remaining among just 44 custom-built estate residences, offering a rare opportunity to design your private luxury retreat. The property is cleared, level, and fully equipped with utilities, making it truly build-ready. Enjoy the tranquility of oversized

    Naresh Budhu PREMIUM PROPERTIES R.E. SERVICE

    12213 Park Ave, Windermere, FL 34786
  • /19

    $834,000

    • 4 Beds
    • 3.5 Baths
    • 3,068 Sq Ft

    6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786

    New price reflects a fantastic opportunity for today’s buyers. Welcome to 6631 Crestmont Glen Lane, a stunning executive home nestled in the highly sought-after gated community of Glenmuir in Windermere, Florida. This beautifully maintained residence offers the perfect blend of comfort, elegance, and functionality on a spacious, landscaped lot.Featuring 4 bedrooms and 3 1/2 bathrooms, this home

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

    6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786
  • /48

    $1,369,999

    • 6 Beds
    • 4.5 Baths
    • 4,869 Sq Ft

    13421 Bonica Way, Windermere, FL 34786

    Gorgeous East facing custom estate on a .63-acre lot in the highly sought-after 24-hour guard-gated community of Tildens Grove in Windermere. This elegant home offers 6 bedrooms, 4.5 baths, and an open layout perfect for entertaining, all located near top-rated schools, the Butler Chain of Lakes, Winter Garden Village, major highways, and Walt Disney World. Kitchen has two-tone cabinetry, granite

    Apara Leekha CHARLES RUTENBERG REALTY ORLANDO

    13421 Bonica Way, Windermere, FL 34786
  • /56

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    6718 Romney Ln, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Well-maintained 4-bedroom, 2.5-bath home in the heart of Windermere featuring inviting curb appeal with a covered front porch and classic columns. The bright, open layout offers high ceilings, crown molding, and tile and wood-look flooring throughout the main living areas. The kitchen includes dark wood cabinetry, granite countertops, stainless

    Tyler Gibson LPT REALTY, LLC

    6718 Romney Ln, Windermere, FL 34786
  • /62

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,204 Sq Ft

    5531 Cypress Hill Rd, Winter Garden, FL 34787

    Exquisitely upgraded 4-bedroom, 3-bath smart home in the highly sought-after Orchard Hills community of Winter Garden. Situated on a premium lot with no rear neighbors, this move-in-ready home offers a peaceful pond view and exceptional privacy. Soaring ceilings, elegant 20" tile flooring, and abundant natural light enhance the open-concept design. The designer kitchen features upgraded mocha

    Olga Kaza OLYMPUS EXECUTIVE REALTY INC

    5531 Cypress Hill Rd, Winter Garden, FL 34787
  • /40

    $599,990 Open Sun 12PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,077 Sq Ft

    6315 Clearmeadow Ct, Windermere, FL 34786

    ***Freshly painted throughout and new carpet as 0f 3/23 for this move in ready home.*** New photos coming this week.This must-see home is ready to welcome you to the exclusive and upscale gatedsubdivision of Glenmuir. This spacious property is in an A-rated school district justminutes from Disney, Universal, Sea World, Downtown Windermere, and WinterGarden. Located on a quiet

    Drew Wolski CORE REAL ESTATE GROUP

    6315 Clearmeadow Ct, Windermere, FL 34786
  • /64

    $4,495,000

    • 5 Beds
    • 7 Baths
    • 5,895 Sq Ft

    6109 Orta Ct, Windermere, FL 34786

    Within the gates of the Waterstone community, this exceptional lakefront estate offers approximately 5,895 square feet of refined living space, seamlessly blending modern elegance with timeless sophistication. The thoughtfully designed floor plan features five bedrooms, five full bathrooms, and two half bathrooms, with the primary suite conveniently located on the main level.At the heart of

    Monica Lochmandy ISLEWORTH REALTY LLC

    6109 Orta Ct, Windermere, FL 34786
  • /75

    $3,499,000

    • 5 Beds
    • 6.5 Baths
    • 5,501 Sq Ft

    5024 Sawyer Cove Way, Windermere, FL 34786

    Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A

    Rob Rahter STOCKWORTH REALTY GROUP

    5024 Sawyer Cove Way, Windermere, FL 34786
  • /2

    $395,000

    • 4 Beds
    • 3 Baths
    • 1,512 Sq Ft

    8484 Leeland Archer Blvd, Orlando, FL 32836

    **Investor Opportunity in Sought-After Newbury Park – Tenant in Place!** Great opportunity to own a **4-bedroom, 3-bath corner-unit townhome** in the desirable community of Newbury Park near Windermere. This **income-producing property already has a tenant in place**, making it ideal for investors looking for immediate rental income. The home features a **spacious layout with a primary bedroom

    Max Donzi IRM INVEST., REAL EST.& MGMT.

    8484 Leeland Archer Blvd, Orlando, FL 32836
  • /30

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 1,847 Sq Ft

    11401 Evesham Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome home to this beautifully appointed 3-bedroom, 2.5-bath corner townhome in the highly desirable Preston Square community of Windermere. Ideally positioned, this townhome conveniently faces the community amenities, offering easy access while maintaining a welcoming neighborhood feel. From the

    Nora Arenivas LPT REALTY, LLC

    11401 Evesham Dr, Windermere, FL 34786
  • /58

    $4,599,000

    • 5 Beds
    • 5.5 Baths
    • 7,740 Sq Ft

    12540 Park Ave, Windermere, FL 34786

    Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new

    Rob Rahter STOCKWORTH REALTY GROUP

    12540 Park Ave, Windermere, FL 34786
  • /88

    $3,050,000

    • 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
  • 14383 Crest Palm Ave, Windermere, FL 34786

    $1,176,989 New Construction

    • 6 Beds
    • 4 Baths
    • 3,550 Sq Ft

    14383 Crest Palm Ave, Windermere, FL 34786

    ELLINGTON II - Our beautiful huge 2 story home, with 6 Bedrooms and 4 Baths. This great floor plan boasts an open concept family/dining/kitchen area along with a formal dining room, gourmet kitchen, extended 42 cabinets and an extended island. Primary Suite on 1st floor along with an additional bedroom & bath. The primary bath also contains a spa package with upgraded 3/8 glass enclosure, an

    Dream Finders Homes Builder
    14383 Crest Palm Ave, Windermere, FL 34786
  • /22

    $565,000

    • 4 Beds
    • 3.5 Baths
    • 2,551 Sq Ft

    8533 Greenbank Blvd, Windermere, FL 34786

    Roof is 2022, A beautiful Home in a wonderful Gated Community in Windermere. Home sits on a big lot that extends all the way to the high tree, and it has fruit trees, avocado, and mango. Home is very spacious with Master downstairs, one owner, the upper floor was not even being used by seller. Come see this beauty, priced to sell. Motivated Seller, please bring your offers.

    Faneeza Mohamed CENTURY 21 CARIOTI

    8533 Greenbank Blvd, Windermere, FL 34786
  • /69

    $830,000

    • 5 Beds
    • 4.5 Baths
    • 3,312 Sq Ft

    13106 Orange Isle Dr, Windermere, FL 34786

    Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a

    Victor De Oliveira FLORIDA CONNEXION PROPERTIES

    13106 Orange Isle Dr, Windermere, FL 34786
  • /38

    $10,500,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 6,590 Sq Ft

    10160 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

    10160 Autumn Mist Ln Unit 601, Orlando, FL 32836
  • /25

    $1,375,000

    • 5 Beds
    • 4.5 Baths
    • 3,686 Sq Ft

    11419 Camden Park Dr, Windermere, FL 34786

    Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and

    Jay Martin CORCORAN PREMIER REALTY

    11419 Camden Park Dr, Windermere, FL 34786
  • /39

    $550,000

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

    3242 Irish Peach Dr, Winter Garden, FL 34787

    ***Back on market *****Exquisite Three-Bedroom Home with Flex Room in a Gorgeous Community Nestled 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, and kitchen

    Erica Ally LPT REALTY, LLC

    3242 Irish Peach Dr, Winter Garden, FL 34787
  • /3

    $1,049,091 New Construction

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

    Arlington Plan at Palms at Windermere, 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

    Dream Finders Homes Builder
    14207 Crest Palm Ave Unit 36498773, Windermere, FL 34786
  • /68

    $7,900,000

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

    10164 Carthay Dr, Golden Oak, FL 32836

    Welcome to Caledonia — a breathtaking custom estate by Cahill Homes, ideally positioned in the heart of Golden Oak at Walt Disney World® Resort. This exceptional residence offers 5 bedrooms, 5 full and 2 half baths, with every bedroom featuring its own en-suite bath, blending refined luxury with whimsical Disney detailing throughout. The home’s expansive open-concept design centers around a

    Tansey Soderstrom REAL ESTATE FIRM OF ORLANDO

    10164 Carthay Dr, Golden Oak, FL 32836
  • /30

    $1,030,000

    • 5 Beds
    • 3.5 Baths
    • 3,820 Sq Ft

    6752 Trellis Vine Loop, Windermere, FL 34786

    Designed for those who crave space, privacy, and elevated living, this exceptional newer home offers 5 BEDROOMS PLUS TWO BONUS ROOMS, including ALL 4 MAIN BEDROOMS with WALK-IN CLOSETS and a private guest suite featuring an EN-SUITE and WALK-IN CLOSET—all complemented by NO REAR NEIGHBORS and NO FRONT NEIGHBORS, creating extraordinary flexibility for refined living, entertaining, and everyday

    Candice Collins COLDWELL BANKER REALTY

    6752 Trellis Vine Loop, Windermere, FL 34786
  • /47

    $679,994

    • 4 Beds
    • 2.5 Baths
    • 2,053 Sq Ft

    13013 Overstreet Rd, Windermere, FL 34786

    Welcome to 13013 Overstreet Rd — a beautifully upgraded 4-bedroom, 2.5-bath home located in one of Windermere’s most desirable and sought-after communities. This property combines modern living, elegant design, and the true Florida lifestyle you’ve been searching for.Step inside to an open, bright floor plan featuring gorgeous wood floors, a spacious living area, and a modern kitchen with

    Omar Andreasen EXP REALTY LLC

    13013 Overstreet Rd, Windermere, FL 34786
  • /90

    $2,600,000

    • 5 Beds
    • 7 Baths
    • 5,366 Sq Ft

    6288 Blakeford Dr, Windermere, FL 34786

    Golfers, entertainers, and chefs- this is the home that checks every box. Perfectly positioned on the 18th tee box of the Golden Bear Golf & Country Club, this move-in ready, three-story five-bedroom, four full and three half bath custom residence is one of the most unique properties in all of Keene’s Pointe.Located within the highly coveted 24-hour guard-gated community, residents have the

    Ken Pozek REAL BROKER, LLC

    6288 Blakeford Dr, Windermere, FL 34786
  • /70

    $1,275,000

    • 4 Beds
    • 3 Baths
    • 3,021 Sq Ft

    11334 Camden Loop Way, Windermere, FL 34786

    Nestled within the guard-gated community of Keene’s Pointe, this beautifully updated single-story home offers a well-designed, functional layout with tasteful upgrades throughout. Recent improvements include luxury vinyl flooring, updated lighting, fresh interior and exterior paint, and a new roof installed in 2024, making the home truly move-in ready. The open-concept kitchen and family room are

    Rob Rahter STOCKWORTH REALTY GROUP

    11334 Camden Loop Way, Windermere, FL 34786

Showing Results 161 - 200, Page 5 of 6

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