Windermere, FL Houses for Sale

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  /70

  $1,399,900

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

  2540 Hempel Cove Ct, Windermere, FL 34786

  Virtually Staged. Set on just over an acre in Windermere, this updated 5-bedroom, 3-bath pool home offers 3,356 square feet of living space, plus a separate flex/bonus room that can be used as a media room, game room, office or additional living space. Located on a cul-de-sac in Lake Down Cove, the property offers something increasingly hard to find in Windermere: an updated home with a private

  

  Tiffany Pantozzi

  ALIGN REAL ESTATE LLC

  2540 Hempel Cove Ct, Windermere, FL 34786
• Explore Windermere

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  /61

  $2,950,000

  • 5 Beds
  • 4 Baths
  • 7,153 Sq Ft

  4301 Down Point Ln, Windermere, FL 34786

  Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly,

  

  Yuliya Mariani

  MARIANI REALTY GROUP

  4301 Down Point Ln, Windermere, FL 34786
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  /39

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 3,557 Sq Ft

  11021 Hawkshead Ct Unit 2, Windermere, FL 34786

  Auction Property. A Windermere address. A 24-hour guard-gated community. A home with the scale to make a statement. Tucked along a quiet cul-de-sac in the Reserve at Lake Butler Sound, this estate offers the chance to create something exceptional in a coveted setting.Soaring ceilings, architectural columns and expansive gathering spaces give the home a sense of occasion from the moment

  

  Heather Unger, PA

  ACME REAL ESTATE FLORIDA LLC

  11021 Hawkshead Ct Unit 2, Windermere, FL 34786
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  /40

  $930,000

  Open Sat 12AM - 11:59PM $120K PRICE DROP

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

  6752 Trellis Vine Loop, Windermere, FL 34786

  Virtually Staged. Rare Privacy. Exceptional Space. The Windermere Lifestyle You've Been Waiting For.Experience one of Windermere's most unique opportunities to own a spacious, modern home with a level of privacy rarely found in today's market.Situated on a premium homesite with no rear neighbors, no front-facing neighbors, and no neighbor on the left side, this beautifully designed

  

  Candice Collins

  COLDWELL BANKER REALTY

  6752 Trellis Vine Loop, Windermere, FL 34786
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  /37

  $539,900

  Open Sat 12PM - 3PM $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft

  9433 Palm Tree Dr, Windermere, FL 34786

  WELCOME HOME! NEW IMPROVEMENTS! Nestled beneath majestic oak trees in one of Windermere's most desirable communities, this well-maintained 3-bedroom, 2-bath home sits on a quarter of an acre and offers the perfect blend of comfort, privacy, and location. Situated in the highly sought-after 34786 zip code, this exceptional residence features a popular split-bedroom floor plan with 1,819 square

  

  Kitty Mark

  COLDWELL BANKER REALTY

  9433 Palm Tree Dr, Windermere, FL 34786
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  /31

  $555,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  13219 Charfield St, Windermere, FL 34786

  Welcome to this charming and inviting home nestled in the highly desirable Lake Sawyer South community in Windermere. As you drive through the neighborhood, you'll immediately appreciate the mature landscaping, beautiful tree-lined streets, and peaceful atmosphere that make this communityso special. Upon arrival, you're greeted by a spacious covered front porch — the perfect place to relax and

  

  Patricia Schraiber

  DENIZ REALTY PARTNERS LLC

  13219 Charfield St, Windermere, FL 34786
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  /65

  $1,395,000

  $155K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,399 Sq Ft

  12411 Montalcino Cir, Windermere, FL 34786

  SELLER MOTIVATED!!! 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

  

  Mauro Costa

  WILLIAM RAVEIS FLORIDA, LLC

  12411 Montalcino Cir, Windermere, FL 34786
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  /54

  $689,000

  $60K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,594 Sq Ft

  13519 Bicton Ln, Windermere, FL 34786

  Welcome to Lakes of Windermere Peachtree, a sought-after gated community where luxury living meets unbeatable Central Florida convenience. This 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one.One of the most coveted features of

  

  Tiphany Weeks

  DIAMOND REAL ESTATE GROUP

  13519 Bicton Ln, Windermere, FL 34786
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  /65

  $2,099,000

  $186K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 5,031 Sq Ft

  713 Main St, Windermere, FL 34786

  Seller is offering up to $40,000 toward Buyer’s allowable closing costs, prepaids, and/or rate buy-down with acceptable offer. Pool Possibility! The accompanying video has been digitally altered to illustrate what the property could look like with a pool added. The property currently does not include a pool; however, there is potential to add one.... Come experience the character and charm of

  

  Kari Fleck

  THE REAL ESTATE COLLECTION LLC

  713 Main St, Windermere, FL 34786
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  /35

  $979,990

  New Construction $69K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft

  14353 Crest Palm Ave, Windermere, FL 34786

  This Arlington home perfectly blends luxury, functionality, and comfort. This brand new 2,740 square foot residence sits on a wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in. Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.3 Full

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  14353 Crest Palm Ave, Windermere, FL 34786
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  /81

  $2,400,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,602 Sq Ft

  10129 Lone Tree Ln, Orlando, FL 32836

  Welcome to an exceptional lakefront opportunity on the highly sought-after Butler Chain of Lakes. A major recent value enhancement has transformed this property through a completed lot reconfiguration, adding approximately 14,500 square feet and creating a true 0.80-acre lakefront homesite with direct frontage on beautiful Lake Tibet.Nestled within the desirable Cypress Shores community, this

  

  Ursula Garcia Moraes

  PRISTINE INTERNATIONAL REALTY LLC

  10129 Lone Tree Ln, Orlando, FL 32836
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  /23

  $3,189,000

  • 4 Beds
  • 4.5 Baths
  • 3,365 Sq Ft

  5050 Isleworth Country Club Dr, Windermere, FL 34786

  Positioned along the 6th fairway of Isleworth Golf & Country Club, this thoughtfully updated single-story residence offers a rare combination of privacy, golf-course views and effortless everyday living. A welcoming circular drive and mature oaks set the stage, while inside, nearly 3,400 square feet unfolds in a light-filled collection of spaces designed to feel equally comfortable for quiet

  

  Toni Marie Cafferty

  COMPASS FLORIDA LLC

  5050 Isleworth Country Club Dr, Windermere, FL 34786
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  /46

  $975,000

  $225K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  3629 Lake Buynak Rd, Windermere, FL 34786

  Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan,

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  3629 Lake Buynak Rd, Windermere, FL 34786
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  /56

  $699,990

  Open Sat 11AM - 3PM $11K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,745 Sq Ft

  13239 Jervey St, Windermere, FL 34786

  *This home can be purchased with NO INCOME VERIFICATION.* Welcome to 13239 Jervey Street, an elegant 4-bedroom, 3.5-bath residence offering 2,745 square feet in the highly sought-after Lake Sawyer South community of Windermere. A grand entry with soaring ceilings, crown molding, and refined formal living and dining spaces sets a sophisticated tone from the start.The chef-inspired kitchen

  

  Jamil C. Winston (Jay)

  LPT REALTY, LLC

  13239 Jervey St, Windermere, FL 34786
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  /47

  $989,990

  New Construction $125K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,153 Sq Ft

  14371 Crest Palm Ave, Windermere, FL 34786

  Virtually Staged. Arlington Floorplan – 3153 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  14371 Crest Palm Ave, Windermere, FL 34786
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  /14

  $1,097,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  Griffin Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Griffin is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality. Additional

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786
• 

  Price To Be Determined

  New Construction

  • 6 Beds
  • 6.5 Baths
  • 6,996 Sq Ft

  Montech Plan at Saddlecrest at Windermere, Windermere, FL

  The Montech's impressive two-story covered entry flows into the two-story main indoor and outdoor living areas, revealing the lovely foyer, dining room, living room with coffered ceiling, and desirable lanai. The well-appointed kitchen overlooks a bright casual dining area, and is enhanced by a large center island with breakfast bar, ample counter and cabinet space, and huge walk-in pantry. The

  Toll Brothers, Inc. Builder

  1841 Windermere Rd Unit 41281965, Windermere, FL
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  /15

  $1,001,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
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  /2

  $855,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft

  Tidewater Plan at Palms at Windermere, Windermere, FL 34786

  The Tidewater floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,712 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36489841, Windermere, FL 34786
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  /93

  $6,700,000

  New Construction

  • 8 Beds
  • 10 Baths
  • 8,133 Sq Ft

  8342 Boyla Ct, Windermere, FL 34786

  Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community of Keene’s Pointe. Situated on a private cul-de-sac, this one of a kind residence rests on a spectacular 0.78 acre homesite with 518 feet of combined waterfront overlooking a serene pond and the beautiful waters of Lake Burden.

  Simon Simaan THE SIMON SIMAAN GROUP

  8342 Boyla Ct, Windermere, FL 34786
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  /30

  $629,900

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,147 Sq Ft

  13622 Darchance Rd, Windermere, FL 34786

  Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living.The community is surrounded by nearby schools,

  Javin Lopez AVANTI WAY REALTY LLC

  13622 Darchance Rd, Windermere, FL 34786
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  /98

  $1,750,000

  $49K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,297 Sq Ft

  2503 Butler Bay Dr N, Windermere, FL 34786

  Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a

  Simon Simaan THE SIMON SIMAAN GROUP

  2503 Butler Bay Dr N, Windermere, FL 34786
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  /74

  $3,300,000

  • 4 Beds
  • 5.5 Baths
  • 3,966 Sq Ft

  515 W 2nd Ave, Windermere, FL 34786

  Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of frontage on the renowned Butler Chain of Lakes, This home offers a rare combination of luxury, privacy, space, and direct access to one of Central Florida's most coveted boating destinations.This beautifully appointed custom

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  515 W 2nd Ave, Windermere, FL 34786
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  /13

  $1,158,990

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,542 Sq Ft

  Duval Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Duval is a two‐story home offering five bedrooms, four full bathrooms, one half bathroom, and a two‐car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second‐floor loft overlooks the family room below. The private second‐floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932788, Windermere, FL 34786
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  /17

  $1,064,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,791 Sq Ft

  Moseley Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Moseley is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. Modern finishes, abundant

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932785, Windermere, FL 34786
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  /43

  $1,755,000

  $5K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,219 Sq Ft

  1480 Hempel Ave, Windermere, FL 34786

  Welcome to this iconic Arthur Rutenberg custom estate offering 5 bedrooms, 4.5 baths, plus a private executive office with approximately 4,219 sq ft of refined living space on a rare 0.47-acre lot.Crafted with soaring ceilings, elegant tile flooring throughout the public areas, and rich hardwood floors in the bedrooms, custom millwork, plantation shutters, and designer marble and onyx

  Adriana Sanchez AROD PARTNERS REALTY

  1480 Hempel Ave, Windermere, FL 34786
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  /20

  $1,600,000

  $50K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,627 Sq Ft

  212 W 1st Ave, Windermere, FL 34786

  Virtually Staged. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere.Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. The current home is in good condition and ready to move in. The interior showcases a refined yet

  Eric Powell HOME WISE REALTY GROUP, INC.

  212 W 1st Ave, Windermere, FL 34786
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  /49

  $1,100,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,787 Sq Ft

  1361 Whitney Isles Dr, Windermere, FL 34786

  Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping.Fully renovated this

  Gabriel Mantovani ALVES AND HOWELL REALTY

  1361 Whitney Isles Dr, Windermere, FL 34786
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  /45

  $519,900

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,074 Sq Ft

  11938 Silverlake Park Dr, Windermere, FL 34786

  Move-In Ready! Beautifully Updated Home in the Highly Desirable Windermere Area!Welcome to this beautifully refreshed 4-bedroom, 2.5-bath home located in the sought-after Windermere Trails community. Built in 2014, this two-story residence includes approximately 2,074 square feet of living space with an open-concept layout, abundant natural light, and tasteful updates

  Steven Koleno BEYCOME OF FLORIDA LLC

  11938 Silverlake Park Dr, Windermere, FL 34786
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  /52

  $4,395,000

  • 6 Beds
  • 6 Baths
  • 4,739 Sq Ft

  5186 Vardon Dr, Windermere, FL 34786

  Set along the front nine of Isleworth’s championship golf course, the 4,739-square-foot residence has been beautifully reimagined, pairing a grand architectural presence with contemporary interiors and expansive views across the course.Beyond the private entry gate to the property, a long, dramatic drive leads to the circular motor court anchored by a distinctive tiered fountain, creating an

  Michelle Corbin ISLEWORTH REALTY LLC

  5186 Vardon Dr, Windermere, FL 34786
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  /34

  $2,800,000

  $199K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 4,706 Sq Ft

  5073 Latrobe Dr, Windermere, FL 34786

  Set on an elevated corner homesite within Isleworth, this four-bedroom residence presents a unique opportunity to secure a coveted address in one of Central Florida's most distinguished private golf communities. Encompassing more than 4,700 square feet, the property offers exceptional potential for renovation, customization, or the creation of a new vision tailored to today's luxury

  Michelle Corbin ISLEWORTH REALTY LLC

  5073 Latrobe Dr, Windermere, FL 34786
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  /41

  $1,395,000

  $55K PRICE DROP

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

  9548 Crown Prince Ln, Windermere, FL 34786

  Virtually Staged. 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

  Dianna Desboyaux DOUGLAS ELLIMAN

  9548 Crown Prince Ln, Windermere, FL 34786
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  /38

  $3,250,000

  • 3 Beds
  • 3.5 Baths
  • 2,848 Sq Ft

  6126 Payne Stewart Dr, Windermere, FL 34786

  Welcome to 6126 Payne Stewart Drive, a beautifully renovated golf villa in Isleworth, just steps from the club house. This 2,848-square-foot home offers three bedrooms, each with its own full bathroom, plus a powder room for guests. Soaring ceilings and an open floor plan bring a sense of space to the main living areas, where travertine floors and new doors complement the recent renovations. The

  Jill Irwin IRWIN REALTY GROUP LLC

  6126 Payne Stewart Dr, Windermere, FL 34786
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  /34

  $1,500,000

  • 5 Beds
  • 6.5 Baths
  • 5,312 Sq Ft

  13503 Lake Cawood Dr, Windermere, FL 34786

  5 Bed 6 bath custom built home in gated community, 1.02 acre lot with private well for all water supply, NO water or sewer bill. Private Basketball court, overside Pool and Spa, Outdoor Kitchen hookup, granite Counter tops, built in double stainless-steel Oven, built in range. Master Bedroom 1st floor. This house also contains 2 suites, 1 on 1st Floor and another located at the 2nd floor with

  Nicholas Horton BANNER INT'L REAL ESTATE

  13503 Lake Cawood Dr, Windermere, FL 34786
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  /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
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  /62

  $989,990

  New Construction

  • 4 Beds
  • 4 Baths
  • 3,153 Sq Ft

  14371 Crest Palm Ave, Windermere, FL 34786

  Discover the Arlington with Bonus, a stunning two-story home in the highly desirable town of Windermere, where luxury, flexibility, and everyday comfort come together. Offering 3,153 square feet of thoughtfully designed living space, this move-in-ready home is situated on a private wooded homesite, creating a peaceful backdrop for indoor and outdoor living. Inside, you'll find 4 spacious bedrooms

  Dream Finders Homes Builder

  14371 Crest Palm Ave, Windermere, FL 34786
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  /47

  $1,350,000

  $100K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,929 Sq Ft

  1700 Lake Roberts Ct, Windermere, FL 34786

  Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the

  David Johnston CREEGAN GROUP

  1700 Lake Roberts Ct, Windermere, FL 34786
• 

  

  /100

  $2,899,000

  • 7 Beds
  • 6 Baths
  • 5,122 Sq Ft

  4303 Isabella Cir, Windermere, FL 34786

  Located in one of Windermere’s most sought-after luxury GATED communities with 24-HOUR SECURITY-SCREENED ENTRY, Casabella, this exceptional custom-enhanced ESTATE showcases ultra-modern design, refined craftsmanship, and elevated INDOOR-OUTDOOR LIVING, offering impressive scale, custom design, and an exceptional lifestyle experience. Designed with both scale and functionality in mind, the home

  Gabriella Sadler SERHANT

  4303 Isabella Cir, Windermere, FL 34786
• 

  Price To Be Determined

  New Construction

  • 5 Beds
  • 7 Baths
  • 5,855 Sq Ft

  Bressols Plan at Saddlecrest at Windermere, Windermere, FL

  The Bressols' inviting porch and double-door entry reveal the two-story foyer, expansive living room, and formal dining room, with views to the spacious great room, casual dining area, and desirable covered lanai. The well-equipped kitchen is complete with a large center island with breakfast bar, ample counter and cabinet space, roomy walk-in pantry, and butler pantry to the dining room. The

  Toll Brothers, Inc. Builder

  1841 Windermere Rd Unit 41281963, Windermere, FL
• 

  

  /79

  $775,000

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

  8291 Procida Isle Ln, Windermere, FL 34786

  Welcome to 8291 Procida Isle Lane, a stunning ONE-STORY 4 bedrooms, 3 full bathrooms POOL home with a TILE roof and 2-car garage in the highly sought-after Windermere Isle community. Offering 2,224 square feet of beautifully designed living space, this meticulously maintained home combines modern upgrades, everyday comfort, and an incredible backyard retreat.The heart of the home is the

  Vlad Kizlo KELLER WILLIAMS REALTY AT THE LAKES

  8291 Procida Isle Ln, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 6

Why Live in Windermere

Windermere, Florida, is a small town known for its Old Florida charm and scenic setting on the Butler Chain of Lakes. It celebrated its centennial in 2025, and features quiet, walkable streets shaded by loblolly pines and live oaks draped with Spanish moss. The community is family-friendly, with highly rated public and private schools, including Windermere Elementary, Bridgewater Middle, Windermere High and Windermere Preparatory Academy. Windermere is composed of multiple subdivisions, many gated, with homes ranging from Mediterranean and French Provincial estates in Isleworth to Colonial Revivals and Contemporary styles in other developments. Townhomes and condos are also available in communities like Lake Burden and the Lakes of Windermere. The town offers various amenities, including the Windermere Recreation Center, Town Square Park, and private clubs like Isleworth Golf & Country Club. Residents enjoy local events such as the Windermere Wine & Dine and the weekly Windermere Farmer’s Market. Main Street features locally owned shops and dining options, while the nearby Grove shopping center and Dr. Phillips Restaurant Row provide additional choices. Windermere is conveniently located less than 15 miles from Orlando’s major attractions, hospitals, and about 25 miles from Orlando International Airport.

Learn more about living in Windermere

Single Family Home Prices in Windermere, FL

The median price for single family homes in Windermere is $1,410,000, and there are 203 single family home listings available for sale.

Single Family Home Price Trends

Median Home Price $1,410,000	Median 3-Bedroom Home Price $800,000
Median 4-Bedroom Home Price $1,200,000	Median 5-Bedroom Home Price $1,703,995