Windermere, FL Homes

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  $1,545,000

  • 4 Beds
  • 3.5 Baths
  • 3,359 Sq Ft

  7135 Horizon Cir, Windermere, FL 34786

  Absolutely stunning, crisp and clean pool home with tall ceilings and lots of land surrounding you in an amazing location! Nestled among majestic mature oaks on a private .74-acre conservation lot in quiet, highly desirable Windermere Reserve with access to the Butler Chain of Lakes. Enjoy serene views from most rooms in this rarely available community. As you enter through a canopy of trees,

  Sarah Bosch THE BOSCH GROUP

  7135 Horizon Cir, Windermere, FL 34786
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  /5

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,445 Sq Ft
  • Townhouse for Rent

  8878 Herencia Alley, Windermere, FL 34786

  Welcome to your next home in the sought-after Legado community, where modern design meets magical surroundings!This stunning two-story townhome offers a perfect blend of elegance, comfort, and functionality. A spacious 3-bedroom, 2.5-bath layout with over 1,500 SqFt of well-planned living space. Corner unit with extra privacy and peaceful conservation views. Watch the Disney fireworks from

  Gladys Bezerra FLORIDA CONNEXION PROPERTIES

  8878 Herencia Alley, Windermere, FL 34786
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  /2

  $1,000,000 Sold Jun 26, 2025

  • 3,034 Sq Ft
  • $330/SF
  • 15 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  11415 N Camden Commons Dr, Windermere, FL 34786

  Welcome to 11415 N Camden Commons Drive—an exceptional pool home in the prestigious, guard-gated golf community of Keene’s Pointe. This beautifully well maintained 4-bedroom, 3-bathroom residence features a dedicated office/den, formal and casual living spaces, and a host of upgrades for worry-free living.Charming curb appeal greets you with a classic front porch, mature trees, and a

  Christina Fata REAL BROKER, LLC

  11415 N Camden Commons Dr, Windermere, FL 34786
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  /43

  Est $2,953,695 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,353 Sq Ft

  5054 Sawyer Cove Way, Windermere, FL 34786

  5054 Sawyer Cove Way, Windermere, FL 34786
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  /54

  $1,200,000

  • 7 Beds
  • 4 Baths
  • 3,928 Sq Ft

  12023 Gold Creek Trail, Windermere, FL 34786

  Welcome to this beautiful single-family residence, located on a premium corner lot spanning over 9,000 square feet in the prestigious and highly sought-after community in Windermere. This exceptional home combines comfort, and functionality, offering an unmatched lifestyle in one of Central Florida’s most desirable neighborhoods, the Windermere Trails.As you arrive, you’ll be captivated by

  Sabrina Guedes Williams KAZA REAL ESTATE LLC

  12023 Gold Creek Trail, Windermere, FL 34786
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  /26

  $3,800 per month

  • 4 Beds
  • 3.5 Baths
  • 2,625 Sq Ft
  • House for Rent

  7340 Tattant Blvd, Windermere, FL 34786

  This 4-bedroom, 3.5-bathroom home offers an abundance of space and luxurious features throughout. As you step inside, you'll immediately appreciate the expansive open-plan living and kitchen area, ideal for entertaining and family gatherings. The modern kitchen is equipped with high-end appliances, ample cabinetry, and a large island that doubles as a breakfast bar.The oversize primary

  Krushna Patel COMPASS FLORIDA LLC

  7340 Tattant Blvd, Windermere, FL 34786
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  /2

  $850,000 Sold Jun 26, 2025

  • 2,478 Sq Ft
  • $343/SF
  • 21 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1978

  2532 Waterview Place, Windermere, FL 34786

  LOCATION, LOCATION, LOCATION! Here's your opportunity to join the coveted Windermere Downs community, just minutes from downtown Windermere,and with private access to the renowned Butler Chain of Lakes. This tranquil home is set on a .43-acre lot in a peaceful cul-de-sac, offering a serene setting with mature trees and partial lake views that promise breathtaking sunsets.The open and airy

  Tammy Schuster COMPASS FLORIDA LLC

  2532 Waterview Place, Windermere, FL 34786
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  /27

  Est $352,268 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,534 Sq Ft

  14438 Desert Haven St Unit 4304, Windermere, FL 34786

  14438 Desert Haven St Unit 4304, Windermere, FL 34786
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  /60

  $1,300,000

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

  109 E 12th Ave, Windermere, FL 34786

  Modern upgrades meet timeless Windermere charm in this fully reimagined four-bedroom, three-and-a-half-bath home, just steps from Lake Bessie. Set on a beautifully manicured corner lot with no HOA, this thoughtfully updated property blends luxury, comfort, and functionality in one of Central Florida’s most desirable communities.Every detail has been considered—NEW ROOF, NEW A/C, NEW

  Robert Larkan EXECUTIVE PROPERTIES

  109 E 12th Ave, Windermere, FL 34786
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  /24

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • House for Rent

  10714 Reams Rd, Windermere, FL 34786

  Please send text message to schedule showing.

  Alexandre Dian EPIC REALTY

  10714 Reams Rd, Windermere, FL 34786
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  /2

  $1,015,000 Sold Jun 26, 2025

  • 4,751 Sq Ft
  • $214/SF
  • 20 Days On Market

  • 8 Beds
  • 5 Baths
  • Built 2012

  6008 Golden Dewdrop Trail, Windermere, FL 34786

  Welcome to your dream home! This stunning 8-bedroom, 5-bathroom residence offers unparalleled luxury and comfort. Nestled in a serene neighborhood, this property boasts a spacious layout perfect for large families or those who love to entertain.

  Paulo Silva GRINDSTONE REALTY & PROPERTY MANAGEMENT LLC

  6008 Golden Dewdrop Trail, Windermere, FL 34786
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  /34

  Est $789,752 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,414 Sq Ft

  11849 Cave Run Ave, Windermere, FL 34786

  11849 Cave Run Ave, Windermere, FL 34786
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  /81

  $1,895,000

  • 4 Beds
  • 3 Baths
  • 2,384 Sq Ft

  9070 Ron Den Ln, Windermere, FL 34786

  Discover the perfect blend of luxury, comfort, and outdoor living on the highly sought-after Lake Down of the Windermere Chain of Lakes. This beautifully updated 4-bedroom, 3-bathroom home offers the quintessential Florida lifestyle, with serene water views and exceptional amenities inside and out.The heart of the property is its extra-large private dock, complete with two covered boat

  Brynn Munro CORCORAN PREMIER REALTY

  9070 Ron Den Ln, Windermere, FL 34786
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  /51

  $3,100 per month

  • 4 Beds
  • 3 Baths
  • 2,411 Sq Ft
  • House for Rent

  4838 Flint Rd, Windermere, FL 34786

  Ready to move in. For rent this freshly painted 4-bedroom 3 bathrooms single family home offers comfort, style, and functionality. Featuring tile flooring throughout, Brand New AC , the home is easy to maintain and perfect for modern living. The kitchen comes fully equipped with all modern appliances, making meal preparation a breeze. The primary suite includes a spacious walk-in closet, and the

  Louisa Ghali GHALI REALTY, INC

  4838 Flint Rd, Windermere, FL 34786
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  /2

  $520,000 Sold Jun 26, 2025

  • 3,103 Sq Ft
  • $168/SF
  • 67 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  12880 Holdenbury Ln, Windermere, FL 34786

  Discover the exceptional potential of this spacious 4-bedroom, 2.5-bathroom Victorian-style home, offering over 3,100 square feet of living space on a desirable corner lot in Windermere. While the property requires some renovation, it presents a unique opportunity for buyers to customize and create their dream residence in a sought-after location. The kitchen offers 42-inch cabinets, and an

  Jacquie Sosa EXP REALTY LLC

  12880 Holdenbury Ln, Windermere, FL 34786
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  /41

  Est $1,499,553 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,493 Sq Ft

  1121 Estancia Woods Loop, Windermere, FL 34786

  1121 Estancia Woods Loop, Windermere, FL 34786
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  /60

  $425,000

  • 4 Beds
  • 2.5 Baths
  • 1,642 Sq Ft

  14466 Bridgewater Crossings Blvd, Windermere, FL 34786

  **Video Tour Available** Welcome to Summerport where location is everything as great schools are nearby and you’re just minutes away from the community pool, tennis courts, basketball court, fitness center, clubhouse, and dock on Walsh Pond! When you pull up to the townhome, you’ll find ample guest parking in the front, new exterior paint (2024) and a charming front porch. Enter the home to

  Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

  14466 Bridgewater Crossings Blvd, Windermere, FL 34786
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  /27

  $4,000 per month

  • 4 Beds
  • 3 Baths
  • 2,892 Sq Ft
  • House for Rent

  9332 Windy Ridge Rd, Windermere, FL 34786

  Rare Windermere farmhouse retreat on 1.2 acres with no HOA, surrounded by multimillion-dollar estates. This beautifully updated 4-bedroom, 3.5-bath home blends timeless charm with everyday comfort. Inside, you'll find wood and tile flooring throughout, a cozy wood-burning fireplace in the family room, and a functional mudroom with laundry to keep things organized. The wrap-around porch invites

  Ahmad Hassan COMPASS FLORIDA LLC

  9332 Windy Ridge Rd, Windermere, FL 34786
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  /2

  $1,100,000 Sold Jun 26, 2025

  • 5,010 Sq Ft
  • $220/SF
  • 513 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2015

  9149 Outlook Rock Trail, Windermere, FL 34786

  Stunning property located in WINDERMERE Florida. The grand entrance opens to an expansive great room, perfect for entertaining or relaxing with family. With 6 bedrooms, 4.5 bathrooms, and a bonus room/theater/game room. The luxurious master bedroom with comfort, privacy, two walking closet and walking shower. The gourmet kitchen boasts fully equipped. The screened pool gives you more privacy and

  Christian Posegger DE PAULA REALTY USA INC.

  9149 Outlook Rock Trail, Windermere, FL 34786
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  /8

  Est $2,184,828 Not Listed For Sale

  7085 Horizon Cir, Windermere, FL 34786

  7085 Horizon Cir, Windermere, FL 34786
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  /66

  $2,195,000

  • 5 Beds
  • 4.5 Baths
  • 5,052 Sq Ft

  9210 Tibet Pointe Cir, Windermere, FL 34786

  Experience the classic beauty and effortless living of this stately Southern 5-bedroom, 4.5-bathroom home designed for entertaining in the serene Northshore Village of Keene’s Pointe—a guard-gated golf and country club community.Set among lakefront estates, this traditional Georgian Colonial-style residence, built by Stonebridge Homes, sits on a generous half-acre lot and exudes grandeur from

  Angela Durruthy KEENE'S POINTE REALTY

  9210 Tibet Pointe Cir, Windermere, FL 34786
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  /42

  $19,900 per month

  • 6 Beds
  • 8 Baths
  • 6,881 Sq Ft
  • House for Rent

  3999 Isabella Cir, Windermere, FL 34786

  AVAILABLE IN AUGUST - Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half

  Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

  3999 Isabella Cir, Windermere, FL 34786
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  /2

  $330,000 Sold Jun 25, 2025

  • 1,442 Sq Ft
  • $229/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2009

  8256 Maritime Flag St Unit 103, Windermere, FL 34786

  **LUXURIOUS LAKESIDE LIVING**Tucked into the heart of Windermere’s desirable Lakeside at Lakes of Windermere community, this first-floor, corner unit condo at **8256 Maritime Flag St #103 (Unit 1710)** delivers an ideal blend of privacy, accessibility, and vibrant resort-style amenities. With no stairs to climb, this ground-floor location offers added convenience for everyday living,

  Brad Rosel EXP REALTY LLC

  8256 Maritime Flag St Unit 103, Windermere, FL 34786
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  /59

  Est $1,865,174 Not Listed For Sale

  • 4 Beds
  • 6 Baths
  • 3,640 Sq Ft

  13407 Bellaria Cir, Windermere, FL 34786

  13407 Bellaria Cir, Windermere, FL 34786
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  /35

  $1,399,900 Open Sat 9:30AM - 4PM

  • 4 Beds
  • 3 Baths
  • 3,888 Sq Ft

  10506 Down Lakeview Cir, Windermere, FL 34786

  Welcome Home to “The Lakes” — Windermere’s Hidden GemTucked away in the ultra-private The Lakes community of Windermere, this beautiful residence sits on a rare 1-acre lot with breathtaking views of Lake Down, part of the renowned Butler Chain of Lakes.With just 60 homes in the entire neighborhood, exclusivity and serenity come standard. Picture morning strolls through quiet, oak-lined

  Obdulia Dobbins LA ROSA REALTY LLC

  10506 Down Lakeview Cir, Windermere, FL 34786
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  /26

  $3,900 per month

  • 4 Beds
  • 3 Baths
  • 3,057 Sq Ft
  • House for Rent

  9014 Outlook Rock Trail, Windermere, FL 34786

  Windermere 4/Bed × 3/Bath – FurnishedDiscover your next home in a premier Windermere neighborhood—just minutes from top-rated schools and Disney!Furnished: $3,900/month; - Included in Rent:Free high-speed internet, Access to security system, Lawn care included.Zoned to stellar public and private schools, including Bay Lake Elementary, Horizon West Middle, Windermere High, and

  Maria Serrano Whitehead EPIQUE REALTY, INC.

  9014 Outlook Rock Trail, Windermere, FL 34786
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  /2

  $455,000 Sold Jun 25, 2025

  • 2,001 Sq Ft
  • $227/SF
  • 86 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2019

  13727 Bressler Alley, Windermere, FL 34786

  Price Improvement! Now Listed at $458,500 – Turnkey Townhome in the Vineyards of Horizon West!Welcome to 13727 Bressler Alley, a beautifully upgraded townhome in the highly desirable Vineyards of Horizon West community in Windermere, FL. This meticulously maintained home combines modern luxury with functionality, offering an ideal living space in one of Central Florida’s most sought-after

  Nicholas Vaseloff REAL BROKER, LLC

  13727 Bressler Alley, Windermere, FL 34786
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  /58

  Est $1,803,229 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,672 Sq Ft

  11603 Vinci Dr, Windermere, FL 34786

  11603 Vinci Dr, Windermere, FL 34786
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  /9

  $413,000

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft

  7621 Sutherton Ln, Windermere, FL 34786

  Modern Townhome in Windermere’s Wickham Park 3 Beds | 2.5 Baths | 2-Car Garage | Prime LocationWelcome to this beautifully maintained townhome in the highly sought-after community of Wickham Park, located in the heart of Windermere, Florida — where charm, convenience, and top-rated schools come together.Step inside to an inviting open floor plan with ceramic tile throughout

  Gabriela Lanza MY REALTY GROUP, LLC.

  7621 Sutherton Ln, Windermere, FL 34786
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  /45

  $4,600 per month

  • 5 Beds
  • 4 Baths
  • 3,337 Sq Ft
  • House for Rent

  13572 Gorgona Isle Dr, Windermere, FL 34786

  Stunning 5-bedroom, 4-bath home for rent in the highly sought-after Windermere Isle community! Located just minutes from Magic Kingdom, this home offers a unique opportunity to enjoy Disney fireworks from your own lanai every night.Perfectly situated near top-rated schools in Windermere, and conveniently close to Publix, Walmart, major banks, and the Hamlin Town Center, where you’ll find a wide

  Pedro Vieira Neto MS LAND & BUILDING LLC

  13572 Gorgona Isle Dr, Windermere, FL 34786
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  /2

  $2,500,000 Sold Jun 25, 2025

  • 5,118 Sq Ft
  • $488/SF
  • 119 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2001

  8148 Tibet Butler Dr, Windermere, FL 34786

  Keene’s Pointe – exclusive 24-hour gated/attended community in highly desired Windermere, Florida. This stunning FULLY REMODELED overlooks the third green/fourth tee box of The Golden Bear Club, an 18 hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming, with beautiful pond and lake views. The entire home boasts hardwood flooring, designer touches,

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  8148 Tibet Butler Dr, Windermere, FL 34786
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  /31

  Est $762,222 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,514 Sq Ft

  8748 Peachtree Park Ct, Windermere, FL 34786

  8748 Peachtree Park Ct, Windermere, FL 34786
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  /94

  $1,650,000

  • 5 Beds
  • 4 Baths
  • 3,810 Sq Ft

  8424 Lake Burden Cir, Windermere, FL 34786

  Keene’s Pointe is more than a neighborhood; it’s a lifestyle. This 24-hour attended, gated community in Windermere is home to The Golden Bear Club, a Jack Nicklaus–designed 18-hole golf course featuring resort-style amenities including tennis, fitness, swimming, and dining.Tucked within this sought-after community, you'll find a fully renovated, move-in-ready home offering 5 bedrooms, 4 full

  Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

  8424 Lake Burden Cir, Windermere, FL 34786
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  /17

  $4,300 per month

  • 3 Beds
  • 2.5 Baths
  • 2,301 Sq Ft
  • House for Rent

  13318 Longacre Dr, Windermere, FL 34786

  Located in the heart of Central Florida, this executive home offers the ideal combination of modern elegance, functionality, and a prime Windermere location. This spacious 2-story home features 3 bedrooms, 2.5 bathrooms, and 2,301 square feet of living space—plus a flexible bonus room perfect for a home office, den, or playroom. Nestled on a 6,098 sq ft lot with a private fenced-in backyard and

  Leo Pacheco ODYSSEY REAL ESTATE SERVICES LLC

  13318 Longacre Dr, Windermere, FL 34786
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  /2

  $1,685,250 Sold Jun 25, 2025

  • Land
  • 6 Acres
  • $303,649 per Acre

  • 214 Days On Market

  10988 Down Park Ln, Windermere, FL 34786

  Prime Residential Vacant Land on Lake Down, Windermere, Florida. Nestled in the desirable enclave of Windermere, Florida, awaits a rareopportunity to claim your slice of paradise. Presenting a newly, unanimously approved by the Town of Windermere, lakefront lot of residentialvacant land spanning a generous 5.55 acres, this property boasts unparalleled potential for crafting your dream

  Alexis Anderson REGENCY REAL ESTATE LLC

  10988 Down Park Ln, Windermere, FL 34786
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  /38

  Est $523,286 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,709 Sq Ft

  7688 Brofield Ave, Windermere, FL 34786

  7688 Brofield Ave, Windermere, FL 34786
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  /54

  $1,199,000

  • 4 Beds
  • 4 Baths
  • 3,042 Sq Ft

  9353 Gotha Rd, Windermere, FL 34786

  Rare Opportunity...1+ Acre...Courtyard Design... Fully Updated Pool Home. This distinctive U-shaped pool home features a 2000 sq/ft enclosed Atrium for exceptional outdoor living. Inside, every space is very large with Sliding Glass Doors creating a wall of glass for you to overlook the star of the show which is your sparkling 18x36 inground pool, private courtyard and a new outdoor kitchen.

  Tony Marino REAL LIVING R E SOLUTIONS

  9353 Gotha Rd, Windermere, FL 34786
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  /43

  $4,000 per month

  • 4 Beds
  • 4 Baths
  • 2,588 Sq Ft
  • House for Rent

  7282 Backwoods Trail, Windermere, FL 34786

  Welcome to the perfect home waiting for you in Windermere, FL! This FULLY furnished house features 4 bedrooms and 4 bathrooms, providing ample space for all your needs. Enjoy the convenience of an association pool, gym, and playground right at your fingertips. Whether you're looking to relax by the pool, stay active in the gym, or have fun at the playground, this home has everything you need for

  Julien Silva JOHN SILVA REALTY & ASSOCIATES

  7282 Backwoods Trail, Windermere, FL 34786
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  /2

  $320,000 Sold Jun 24, 2025

  • 1,442 Sq Ft
  • $222/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  8168 Boat Hook Loop Unit 201/718, Windermere, FL 34786

  **Video Tour Available** Welcome to Lakeside Condos at Lakes of Windermere! Enjoy RESORT-STYLE AMENITIES in an unbeatable A+ location. Residents have access to a community pool, fitness center with kid’s room, clubhouse with billiards, beach volleyball, outdoor fireplace and BBQ areas, plus access to Lake Burden's tennis courts, playground, and fishing dock. This neighborhood ties to HIGHLY

  Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

  8168 Boat Hook Loop Unit 201/718, Windermere, FL 34786
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  /58

  Est $621,292 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,610 Sq Ft

  7610 Brofield Ave, Windermere, FL 34786

  7610 Brofield Ave, Windermere, FL 34786

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