Windermere, FL Homes

• 

  

  

  /55

  $748,000

  • 4 Beds
  • 3.5 Baths
  • 2,876 Sq Ft

  6799 Helmsley Cir, Windermere, FL 34786

  Price to Sell! Imagine starting your mornings with a warm coffee on the front porch, surrounded by beautifully landscaped views and a rare sense of privacy — no rear neighbors, just the quiet calm of nature behind you. This isn’t just a house; it’s a home designed for meaningful living, where every space invites connection, comfort, and a deeper sense of ease. Located in the charming Preston

  Emilia Faria KARDOSH REALTY

  6799 Helmsley Cir, Windermere, FL 34786
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  /31

  $3,200 per month

  • 3 Beds
  • 2.5 Baths
  • 2,115 Sq Ft
  • Townhouse for Rent

  6024 Soter Ln, Windermere, FL 34786

  EXPERIENCE LUXURY LIVING WITH WATER VIEWS, DISNEY FIREWORKS, A LOFT & PAID-OFF SOLAR PANELS (SAVE BIG $$$ ON ELECTRICITY COSTS) You have the rare opportunity to embrace a lifestyle that most can only dream of. Where every evening ends with a front-row seat to DISNEY’S breathtaking FIREWORKS lighting up the sky in dazzling color—right from the comfort of your own home. Step inside, where an

  Candice Collins KELLER WILLIAMS ADVANTAGE REALTY

  6024 Soter Ln, Windermere, FL 34786
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  /2

  $630,000 Sold Jul 01, 2025

  • 2,599 Sq Ft
  • $242/SF
  • 35 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2004

  8555 Abbotsbury Dr, Windermere, FL 34786

  This is it! Welcome to this gorgeous, updated 4 bedroom plus office, corner home in the highly sought after gated community of the Preserve at the Lakes of Windermere. From the moment you walk in the front door into the massive 2 story family room with tons of natural light, custom molding and a beautiful wooden staircase, you will be ready to call this home. The kitchen is a chef's dream with

  Richard Alpizar IRON VALLEY REAL ESTATE CENTRAL FLORIDA

  8555 Abbotsbury Dr, Windermere, FL 34786
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  /98

  Est $2,637,943 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,390 Sq Ft

  13509 Bellaria Cir, Windermere, FL 34786

  13509 Bellaria Cir, Windermere, FL 34786
• 

  

  

  /30

  $480,000

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  13829 Ingelnook Dr, Windermere, FL 34786

  Welcome to this charming 3-bedroom, 2.5-bathroom townhome nestled in the highly sought-after Vineyards of Horizon West community in Windermere, Florida. Designed for both comfort and functionality, this home offers a versatile layout to complement your lifestyle. This home has no carpet and the driveway backs into a private cul-de-sac!Upon entering, you'll be greeted by a spacious

  Kayla Korvenmaa ALIGN REAL ESTATE LLC

  13829 Ingelnook Dr, Windermere, FL 34786
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  /21

  $2,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Townhouse for Rent

  7728 Moser Ave, Windermere, FL 34786

  This beautiful 3-bedroom 2.5 bath townhouse with 2 car garage is an END UNIT located at a desirable community, Berkshire Place in Windermere. This house has an open-concept kitchen with granite countertops and stainless appliances. Downstairs has tile flooring throughout the entire 1st floor, and a laundry room with washer and dryer included. Gorgeous French doors from the kitchen open to a

  Xiuer Zhou FLORIDA REALTY INVESTMENTS

  7728 Moser Ave, Windermere, FL 34786
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  /2

  $2,650,000 Sold Jul 01, 2025

  • 5,764 Sq Ft
  • $460/SF
  • 29 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2001

  13025 Water Point Blvd, Windermere, FL 34786

  Waterford Pointe - highly sought after gated/attended community in Windermere. This award winning Mediterranean design with nearly 200 feet of commanding water frontage on Lake Roberts boasts panoramic lake views from nearly every room. Entertaining is ideal for intimate gatherings yet amply appointed for elegant affairs, both inside and poolside! Entering through the leaded glass double doors

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  13025 Water Point Blvd, Windermere, FL 34786
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  /30

  Est $2,514,029 Not Listed For Sale

  12624 Park Ave, Windermere, FL 34786

  12624 Park Ave, Windermere, FL 34786
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  /50

  $974,000 Open Sat 1PM - 4PM

  • 6 Beds
  • 4 Baths
  • 4,319 Sq Ft

  8298 Lookout Pointe Dr, Windermere, FL 34786

  This stunning Wallace II Floorplan by Meritage Homes, located in the beautiful Windermere Trails Community. This home sits on a special conservation view lot and is just a 500ft walk from the Clubhouse.This magnificent 6-bedroom, 4-full-bathroom home boasts an open floor concept and over $100,000 in original builder's structural and design upgrades. The many aftermarket upgrades truly make

  Lee Goldberg COLDWELL BANKER RESIDENTIAL RE

  8298 Lookout Pointe Dr, Windermere, FL 34786
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  /2

  $3,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,236 Sq Ft
  • House for Rent

  13786 Summer Harbor Ct, Windermere, FL 34786

  Welcome to Summerport Trail community of Windermere, nightly Disney fireworks display from your front porch. Spacious layout with tile flooring in the main living areas. The main floor includes a half bath. The large kitchen boasts granite countertops, a breakfast bar, appliance package, a pantry, and ample counter space,looking into the dining area and great room. All four bedrooms, including

  Nicky Lytus LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

  13786 Summer Harbor Ct, Windermere, FL 34786
• 

  /2

  $439,900 Sold Jun 30, 2025

  • 1,861 Sq Ft
  • $236/SF
  • 23 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2009

  7508 Bentonshire Ave, Windermere, FL 34786

  Discover this ideal 4-bedroom, 3.5-bath END-UNIT townhome in the heart of Windermere! This home features beautiful knotty wood LVP throughout the downstairs. Lots of storage in the large solid wood cabinets with crown molding and under cabinet lights. NEW APPLIANCES (range, microwave, dishwasher), solid stone counters with tile backsplash. Breakfast bar with a view to the great room gives an open

  Hannah Thompson FLORIDA REALTY INVESTMENTS

  7508 Bentonshire Ave, Windermere, FL 34786
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  /38

  Est $730,878 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,935 Sq Ft

  8751 Crescendo Ave, Windermere, FL 34786

  8751 Crescendo Ave, Windermere, FL 34786
• 

  

  /60

  $315,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  8168 Boat Hook Loop Unit 707, Windermere, FL 34786

  Back On The Market! Like New Home! Welcome to this Move-In Ready condo in the Desirable Town of Windermere! Located across the street from Lakeside Village, you'll enjoy easy access to grocery stores, shops, and dining options. 15 Minute Drive to Disney and short distance to Universal Studios, Epic, Sea World, and Discovery Cove, this location offers unparalleled convenience. ORIGINAL OWNER and

  Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  8168 Boat Hook Loop Unit 707, Windermere, FL 34786
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  /3

  $4,200 per month

  • 5 Beds
  • 3.5 Baths
  • 3,965 Sq Ft
  • Property for Rent

  7462 Fairgrove Ave, Windermere, FL 34786

  This beautiful water view home offers a rare combination of scenic surroundings and spacious living. Ideally located in a quiet and convenient neighborhood, great schools zone area, the property features stunning views of the water right from your backyard.The house is a two-story single family home with a thoughtful layout designed for both comfort and functionality. It boasts five

  Mark Wang SUNSTAR REALTY FL INC

  7462 Fairgrove Ave, Windermere, FL 34786
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  /2

  $1,175,000 Sold Jun 30, 2025

  • 4,061 Sq Ft
  • $289/SF
  • 34 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2018

  8530 Vivaro Isle Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Elegant Pool Home with Conservation & Fireworks Views Near Disney in the Most Desired Horizon West.Discover refined luxury and upscale comfort at 8530 Vivaro Isle Way, a stunning Spanish/Mediterranean-style residence located in the desired Windermere Isle community—just 2.5 miles from Disney’s Magic Kingdom and close to Central Florida’s

  Katherine Figueroa Santiago WATSON REALTY CORP., REALTORS

  8530 Vivaro Isle Way, Windermere, FL 34786
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  /58

  Est $479,517 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,722 Sq Ft

  8668 Wellington Blue Ln, Windermere, FL 34786

  8668 Wellington Blue Ln, Windermere, FL 34786
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  /64

  $800,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,018 Sq Ft

  9601 Ambleside Dr, Windermere, FL 34786

  MULTIPLE OFFERS RECEIVED. PLEASE PRESENT HIGHEST AND BEST BY SUNDAY AT 3PM. WOW! Rare Opportunity to own a 1 full-acre property in Windermere ready for your imagination. This expansive single-story residence in Lake Down Shores offers 3018 sq. ft. of thoughtfully designed living space with a 4 car garage. The home boasts 4 bedrooms and 2.5 bathrooms, providing ample room for a large family or

  Matt Davies COLDWELL BANKER REALTY

  9601 Ambleside Dr, Windermere, FL 34786
• 

  

  /22

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft
  • Townhouse for Rent

  7620 Sutherton Ln, Windermere, FL 34786

  Welcome to this beautiful, pristine 3 Bedrooms, 2.5 Bathrooms townhouse facing a park and enjoying pond views at the end of the street. Spend a quiet evening watching the Disney fireworks from your front door or enjoying a glass of wine in your private, charming little garden with fenced patio. There is a 1/2 bath downstairs adjoining the large Living and Dining Room! Spacious Master Bedroom has

  Kyle Li UNIONE REALTY INC

  7620 Sutherton Ln, Windermere, FL 34786
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  /2

  $1,225,000 Sold Jun 30, 2025

  • 3,808 Sq Ft
  • $322/SF
  • 7 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1998

  9138 Pinnacle Cir, Windermere, FL 34786

  Elegant Estate Living in Gated Windermere Enclave. Set on a beautifully landscaped 1+ acre corner lot, this impressive 4-bedroom, 4-bathroom estate offers a rare blend of elegance, space, and thoughtful design in one of Windermere’s most sought-after gated communities. From the moment you step through the front door, you're greeted with a direct view of the sparkling pool and outdoor oasis—an

  Frank Del Toro REVEL REALTY LLC

  9138 Pinnacle Cir, Windermere, FL 34786
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  /62

  Est $1,237,889 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,881 Sq Ft

  5522 Remsen Cay Ln, Windermere, FL 34786

  5522 Remsen Cay Ln, Windermere, FL 34786
• 

  

  /42

  $1,624,999 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,797 Sq Ft

  8437 Lake Burden Cir, Windermere, FL 34786

  "Price Improvement" Beautiful Mediterranean custom home in gated/24-hour guarded Keene's Pointe Golf Community. This home features 4 bedrooms and 3 1/2 baths. The kitchen and family room are definitely the heart of the home with a very open concept perfect to entertain family and friends, recently painted cabinets, island and stainless appliances. The family room is spacious with sliding doors to

  Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

  8437 Lake Burden Cir, Windermere, FL 34786
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  /35

  $3,300 per month

  • 4 Beds
  • 3.5 Baths
  • 2,464 Sq Ft
  • Townhouse for Rent

  8623 Via Trieste Dr, Windermere, FL 34786

  Available now for quick move-in. Charming corner townhome with 4 bedrooms, 3.5 bath and a loft area. Rent INCLUDES utilities, internet, lawncare, washer, dryer, and community amenities. Upon entering you are greeted with an open living and stunning kitchen. Kitchen features granite countertops, stainless steel appliances and walk-in pantry. Downstairs master with ensuite bath, dual vanities,

  Morgan Horsley THE REAL ESTATE COLLECTION LLC

  8623 Via Trieste Dr, Windermere, FL 34786
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  /2

  $1,800,000 Sold Jun 30, 2025

  • 3,759 Sq Ft
  • $479/SF
  • 49 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2004

  11139 Camden Park Dr Unit 5, Windermere, FL 34786

  Discover unparalleled luxury in this stunning 5-bedroom, 4.5-bathroom estate nestled within the prestigious Keene's Pointe country club community in Windermere, Florida. Perfectly positioned along the second hole and green of the renowned Golden Bear Club, this turn-key golf course home offers breathtaking views and an exceptional lifestyle for discerning buyers. Step inside to find high-end

  Shane Croft COLDWELL BANKER RESIDENTIAL RE

  11139 Camden Park Dr Unit 5, Windermere, FL 34786
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  /73

  Est $3,041,937 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,768 Sq Ft

  13323 Bellaria Cir, Windermere, FL 34786

  13323 Bellaria Cir, Windermere, FL 34786
• 

  

  /100

  $5,250,000 Pending

  • 6 Beds
  • 9 Baths
  • 10,701 Sq Ft

  5174 Vardon Dr, Windermere, FL 34786

  Under contract-accepting backup offers. ... LOWEST PRICE/SQ.FT... OVER 10,000 SQUARE FEET HOME... 24 HOURS GUARDED COMMUNITY... 6 BEDROOM SUITES... PRIVATE BALCONY IN ALL BEDROOMS... 7 BATHROOMS... 2 POWDER BATHS... 4 CARS GARAGE... BACK TO GOLF COURSE . The grand marble foyer and curved staircase create the elegant feel for the home. This house offers everything you and your family need such

  Jennie Ho MAY HO REALTY

  5174 Vardon Dr, Windermere, FL 34786
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  /27

  $3,150 per month

  • 4 Beds
  • 2.5 Baths
  • 2,365 Sq Ft
  • House for Rent

  7229 Sunny Meadow Alley, Windermere, FL 34786

  Spacious single house in heart of Windermere! Perfect location! Graded school zone. No houses on the front. 4 Bedroom and 1 Loft upstairs and 2.5 Bath and 2 car garage. Open floor plan. Master bedroom downstairs. Gorgeous kitchen. Ashlin Park is excellent neighborhood with community pool and great location of Windermere, super convenient to shopping's, eating's, clinics, schools...etc. everything

  Jacky Liu KYLIN REALTY LLC

  7229 Sunny Meadow Alley, Windermere, FL 34786
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  /2

  $799,000 Sold Jun 30, 2025

  • 2,772 Sq Ft
  • $288/SF
  • 34 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 2017

  8803 Peachtree Park Ct, Windermere, FL 34786

  On a private cul-de-sac in a prime Windermere location, this meticulously maintained home offers an abundance of custom upgrades and unparalleled views of Walt Disney World’s Magic Kingdom fireworks as the park entrance is just a two-minute drive. Whether you work at Disney and need a nice short commute or are a Disney aficionado looking for the ideal Florida second home, this home will check all

  Janice Edwards-Diaz, PA PREMIER SOTHEBYS INT'L REALTY

  8803 Peachtree Park Ct, Windermere, FL 34786
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  /36

  Est $3,730,094 Not Listed For Sale

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

  12300 Montalcino Cir, Windermere, FL 34786

  12300 Montalcino Cir, Windermere, FL 34786
• 

  

  /60

  $795,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,766 Sq Ft

  12905 Strode Ln, Windermere, FL 34786

  Under contract-accepting backup offers. Completely remodeled in 2021! Welcome home to your stunning 4-bedroom craftsman with contemporary finishes in the highly sought after community of Windermere Sound. This well-maintained waterfront home with no rear neighbors has it all. At first glance you will immediately notice the amazing curb appeal with its charming architecture, manicured landscaping,

  Simon Simaan THE SIMON SIMAAN GROUP

  12905 Strode Ln, Windermere, FL 34786
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  /50

  $13,000 per month

  • 5 Beds
  • 6.5 Baths
  • 6,248 Sq Ft
  • House for Rent

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786

  Experience luxury waterfront living in the prestigious gated community of Keene's Pointe. This custom estate offers over 6,000 sq ft of elegant living space with 5 bedroom ensuites and a full pool bath with shower and powder room off of the Theater. A chef's kitchen with stainless-steel appliances, gas range open to the breakfast nook and family room. Perfect for entertaining, the formal dining

  Toni Marie Cafferty COMPASS FLORIDA LLC

  8402 Lake Burden Cir Unit 2, Windermere, FL 34786
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  /2

  $840,000 Sold Jun 30, 2025

  • 2,835 Sq Ft
  • $296/SF
  • 168 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2017

  9036 Arbors Edge Trail, Windermere, FL 34786

  Located in Windermere and 2 miles from Disney Attractions, this inviting ENERGY STAR Certified home features 4 Bedrooms, 3 Baths, LOFT, Covered Lanai and 2 Car Garage. First floor bedroom perfect for visiting guests or as an office. FORMAL DINING with Tray Ceiling. Kitchen open to Family Room and features 42" Designer Cabinets in Nutmeg w/Crown Molding, Granite counters in Uba Tuba, Stainless

  Eduardo Pavone ON ME REALTY

  9036 Arbors Edge Trail, Windermere, FL 34786
• 

  

  /23

  Est $340,498 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  8264 Maritime Flag St Unit 1420, Windermere, FL 34786

  8264 Maritime Flag St Unit 1420, Windermere, FL 34786
• 

  

  /22

  $399,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,468 Sq Ft

  7361 Brightland St, Windermere, FL 34786

  Under contract-accepting backup offers. New Price! Nestled in the heart of Windermere, this two-story townhome is a perfect blend of charm, comfort, and modern living. As you approach, the cute front porch entrance welcomes you, hinting at the warmth that lies within. The exterior is adorned with stone columns and crowned with a stylish barrel-tiled roof, adding character to this inviting abode.

  Peter Luu REAL BROKER, LLC

  7361 Brightland St, Windermere, FL 34786
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  /41

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 1,881 Sq Ft
  • Townhouse for Rent

  7401 Leighside Dr, Windermere, FL 34786

  Spacious 3-Bedroom Townhome with Private Courtyard & Resort-Style Amenities!!!Don’t miss this beautifully maintained 3-bedroom, 2.5-bath townhome with a 2-car detached garage in a highly desirable community! Brand new carpet and new HVAC system. Enjoy an open-concept layout featuring a large seating island, walk-in pantry, and dedicated office space—perfect for working from home. The

  Norshawndra Smith MCO REALTY

  7401 Leighside Dr, Windermere, FL 34786
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  /2

  $1,150,000 Sold Jun 27, 2025

  • 3,958 Sq Ft
  • $291/SF
  • 79 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2002

  1613 Glenwick Dr, Windermere, FL 34786

  Envision yourself living in this beautifully updated 5-bedroom, 4.5-bath home in the prestigious, guard-gated Reserve at Belmere. Situated on over half an acre, this elegant residence offers ample space, privacy, and luxurious features for refined living. As you arrive on the cul de sac, a circular driveway leads you into a sophisticated courtyard entryway, setting the tone for the elegance

  Kelly Whitaker PREMIER SOTHEBYS INT'L REALTY

  1613 Glenwick Dr, Windermere, FL 34786
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  /69

  Est $357,320 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,371 Sq Ft

  8110 Enchantment Dr Unit 1704, Windermere, FL 34786

  8110 Enchantment Dr Unit 1704, Windermere, FL 34786
• 

  /2

  $3,800,000

  • Land
  • 7 Acres
  • $562,130 per Acre

  934 Roberson Rd, Ocoee, FL 34761

  PROPERTY DESCRIPTION - We are pleased to present a premier investment opportunity at 934 Roberson Road in Ocoee, just west of Orlando. This 6.76-acre parcel of vacant land comes with full site plan approval from the City of Ocoee for a 120-bed assisted living facility, making it an exceptional prospect for those looking to capitalize on the burgeoning demand for senior care services in Central

  Chase Collier Eshenbaugh Land Company

  934 Roberson Rd, Ocoee, FL 34761
• 

  

  /23

  $2,400 per month

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Townhouse for Rent

  12327 Langstaff Dr, Windermere, FL 34786

  Available July 1, 2025!Schedule a showing for this 3 bed, 2.5 bath townhouse in the lovely town of Windermere.Zoned for A-RATED schools!Inside Lake Ream Townhouse subdivision built by Ashton Woods Homes.The front yard faces the conservation and walking/jogging trail.Stainless steel appliances plus washer and dryer are included! Granite counter tops and 42 inch cabinets

  Jennifer Linton METRO CITY REALTY

  12327 Langstaff Dr, Windermere, FL 34786
• 

  /2

  $540,000 Sold Jun 26, 2025

  • 2,073 Sq Ft
  • $260/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2014

  8607 Crescendo Ave, Windermere, FL 34786

  ENERGY-EFFICIENT HOME READY FOR MOVE IN APPROX JUNE 13 2025! The Alcott floor plan includes master suite, 2 additional bedrooms and a den that can be used as the 4 bedroom , as well as 2 and1/2 baths, and a 2-car garage. Over-sized family room is open to functional kitchen which features a casual dining area. Master Suite offers corner soaking tub, separate shower, plus separate vanities. And a

  Shirlei Devito CENTURY 21 CARIOTI

  8607 Crescendo Ave, Windermere, FL 34786
• 

  

  /31

  Est $390,923 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,786 Sq Ft

  8167 Enchantment Dr Unit 1501, Windermere, FL 34786

  8167 Enchantment Dr Unit 1501, Windermere, FL 34786

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