Newest Homes for Sale in Windermere, FL

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  $3,590,000

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

  13125 Casabella Dr, Windermere, FL 34786

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

  Eduardo Pavone ON ME REALTY

  13125 Casabella Dr, Windermere, FL 34786
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  $8,995,000

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

  6137 Grosvenor Shore Dr, Windermere, FL 34786

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

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  6137 Grosvenor Shore Dr, Windermere, FL 34786
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  $1,086,436 Open Sat 1PM - 5PM

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

  14371 Crest Palm Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of elegance, comfort, andpracticality with this beautifully crafted Arlington Bonus new home in Windermere. Every element of this residence has been thoughtfully designed to create aspace that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  (689) 314-5712

  14371 Crest Palm Ave, Windermere, FL 34786
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  $4,899,000

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

  225 Magnolia St, Windermere, FL 34786

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

  George Doulamis COMPASS FLORIDA LLC

  225 Magnolia St, Windermere, FL 34786
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  $4,250,000

  • 5 Beds
  • 6.5 Baths
  • 5,639 Sq Ft

  801 W 2nd Ave, Windermere, FL 34786

  Experience the epitome of lakefront living on the Butler Chain of Lakes with this exceptional Windermere estate. On one of the area’s desirable streets, this home offers over $350,000 of recent luxurious upgrades, including a new kitchen and fireplace, new windows and doors, landscape lighting, new landscaping, a newly painted exterior and roof. The home also boasts a newly added $85,000 dock,

  Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

  801 W 2nd Ave, Windermere, FL 34786
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  $2,399,000

  • 5 Beds
  • 4.5 Baths
  • 4,688 Sq Ft

  409 W 2nd Ave, Windermere, FL 34786

  Step inside this beautifully updated home where clean lines, soaring ceilings, and two-story windows fill every corner with natural light. A floating staircase makes a stunning first impression, while the spacious family room with its cozy fireplace is the perfect spot to gather with friends and family.The open living and dining room features built-ins with floating shelves, and the gourmet

  Amanda Black UPSIDE REAL ESTATE INC

  409 W 2nd Ave, Windermere, FL 34786
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  $18,500,000

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

  11900 Lake Butler Blvd, Windermere, FL 34786

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

  Julie Bettosini STOCKWORTH REALTY GROUP

  11900 Lake Butler Blvd, Windermere, FL 34786
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  $2,799,000

  • 4 Beds
  • 4.5 Baths
  • 3,636 Sq Ft

  6120 Payne Stewart Dr, Windermere, FL 34786

  Isleworth - nestled in Windermere, this 600-acre community, is a prestigious residential enclave nestled along the Butler Chain of Lakes. This charming villa is in walking distance to Isleworth Golf & Country Club. Updated and boasting hardwood flooring throughout the main areas, and professional decorating, this functional and open floor plan has 4 ensuite bedrooms, kitchen with beautifully

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  6120 Payne Stewart Dr, Windermere, FL 34786
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  $3,490,000

  • 6 Beds
  • 8 Baths
  • 6,930 Sq Ft

  13305 Bellaria Cir, Windermere, FL 34786

  In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is an ideal blend of privacy and convenience with a beautiful lake view. Enjoy your private cinema, this Toll Brothers estate blends luxury and comfort with dramatic ceilings, an open floor plan, and travertine marble flooring on main areas. The chef's kitchen

  Alessandro Minato PREMIER SOTHEBYS INT'L REALTY

  13305 Bellaria Cir, Windermere, FL 34786
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  $989,500 Open Sat 1PM - 4PM

  • 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 | POND VIEW 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.

  Kristy Cook EXP REALTY LLC

  11507 Center Lake Dr, Windermere, FL 34786
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  $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
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  $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
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  $335,000

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

  11446 Jasper Kay Terrace Unit 106 (1006), 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 (1006), Windermere, FL 34786
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  $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
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  $2,300,000 Pre-Foreclosure

  • 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
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  $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
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  $2,000,000 New Construction

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

  6564 Lagoon St, Windermere, FL 34786

  Listed BELOW appraised value & PRICED TO SELL! With this brand new construction home, 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

  Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

  6564 Lagoon St, Windermere, FL 34786
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  $769,000

  • 6 Beds
  • 5.5 Baths
  • 3,336 Sq Ft

  11410 Rapallo Ln, Windermere, FL 34786

  This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and

  Rebeca Lima ORLANDO BROTHERS REAL ESTATE LLC

  11410 Rapallo Ln, Windermere, FL 34786
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  $2,150,000

  • 3 Beds
  • 3 Baths
  • 2,681 Sq Ft

  647 Ridgewood Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Back on market — buyer’s home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property. Welcome to an extraordinary lakefront retreat on the prestigious Butler Chain of Lakes in Windermere. On a rare 1.43-acre double lot with over 200 feet of prime shoreline on Lake Down, this

  

  Linda O'Grady

  PREMIER SOTHEBYS INT'L REALTY

  (689) 302-3809

  647 Ridgewood Dr, Windermere, FL 34786
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  $8,250,000

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

  9343 Tibet Pointe Cir, Windermere, FL 34786

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

  Juan Delgado LA ROSA REALTY LLC

  9343 Tibet Pointe Cir, Windermere, FL 34786
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  $850,000

  • 5 Beds
  • 4.5 Baths
  • 2,871 Sq Ft

  11774 Via Lucerna Cir, Windermere, FL 34786

  HOME Sweet Home on this beautiful , quiet , established neighborhood of BELMERE IN WINDERMERE ORLANDO FLORIDAThis beautiful house on a gated community with fantastic amenities, such as fitness center large community pool tennis court. Have easy access to food shopping and beautiful restaurants and shopping center. Drive away to Universal Studios , and

  Perlita Aquino PAPP REALTY, INC.

  11774 Via Lucerna Cir, Windermere, FL 34786
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  $2,499,000

  • 5 Beds
  • 5.5 Baths
  • 4,094 Sq Ft

  11113 Lake Butler Blvd, Windermere, FL 34786

  Welcome to this beautiful, unique and modern home, built less than 3 years ago. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and much more!!! This luxury property also has a HOA 1/24th private deeded land with lake access, dock and

  Stella Freeman QUATTRO R E SOLUTIONS LLC

  11113 Lake Butler Blvd, Windermere, FL 34786
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  /6

  $3,300,000

  • Land
  • 2.4 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
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  $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
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  $10,900,000

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

  4200 Down Point Ln, Windermere, FL 34786

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

  Frank Del Toro REVEL REALTY LLC

  4200 Down Point Ln, Windermere, FL 34786

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