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Recently Sold Windermere, FL Homes

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    $2,285,000 Sold Apr 25, 2025

    • 5,696 Sq Ft
    • $401/SF
    • 47 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2015

    105 Pine St, Windermere, FL 34786

    One or more photo(s) has been virtually staged. On a serene over half acre lot in the heart of historic downtown Windermere this fabulous one-of-a kind multi-generational home is a short distance from the charming boutiques, eateries, coffee shops, local wine shop, brewery, the weekly farmers market, food trucks and Windermere Library. The main home was meticulously expanded and redesigned in

    Shelley Heistand PREMIER SOTHEBY'S INTL. REALTY

    105 Pine St, Windermere, FL 34786
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    $490,000 Sold Apr 24, 2025

    • 2,093 Sq Ft
    • $234/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    5898 Soter Ln, Windermere, FL 34786

    Welcome to 5898 Soter Lane, a stunning end-unit townhome built in 2019, nestled in the highly desirable Windermere community, The Vineyards. From the moment you step inside, you are welcomed by the abundance of natural light pouring through the large windows, enhanced by upgraded lighting fixtures and upgraded recessed lighting in every room. This end-unit townhome is over 2,000 square feet,

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    5898 Soter Ln, Windermere, FL 34786
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    $620,000 Sold Apr 24, 2025

    • 2,575 Sq Ft
    • $241/SF
    • 49 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2009

    6558 Helmsley Cir, Windermere, FL 34786

    This Stunning Windermere 4-bedroom, 3-bath home has it all. Tile floors in all the living areas and vinyl plank everywhere else, 10-foot-high ceilings and crown molding, and plantation shutters, give the home a luxury and elegant feel. The kitchen features a dining area, upgraded appliances, granite counter tops and 42-inch cabinets. The master bedroom is downstairs and features a beautiful a

    Corey Cannon BHHS FLORIDA REALTY

    6558 Helmsley Cir, Windermere, FL 34786
  • /2

    $490,000 Sold Apr 24, 2025

    • 1,696 Sq Ft
    • $289/SF
    • 130 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2012

    12777 Bosworth Ave, Windermere, FL 34786

    Expect to be impressed with this 3BR water view home located in Windermere’s desirable Wickham Park neighborhood. Professionally cleaned and move-in ready! Quality updates include: (1) fresh interior paint (2024), (2) new exterior paint (2023), and (3) new A/C (2022) (4) new garage door (2024).(5) backyard has new sod. HOA dues cover roof replacement, exterior painting and front lawn/shrub

    Stephanie Pitts KELLER WILLIAMS CLASSIC

    12777 Bosworth Ave, Windermere, FL 34786
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    $1,530,000 Sold Apr 23, 2025

    • 3,196 Sq Ft
    • $479/SF
    • 4 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2002

    6110 Keenes Pointe Dr, Windermere, FL 34786

    Exquisite Custom Home in Keene’s Pointe – Fully Upgraded & Move-In Ready!Experience luxury living in the prestigious, guard-gated community of Keene’s Pointe, one of Windermere’s most sought-after neighborhoods. This stunning, custom-built estate by MCBC Sauerwine offers a perfect blend of elegance, comfort, and energy efficiency, featuring high-end upgrades and modern conveniences throughout.

    Cindy Rosenbloom THE ROSENBLOOM TEAM

    6110 Keenes Pointe Dr, Windermere, FL 34786
  • /2

    $615,000 Sold Apr 22, 2025

    • 2,623 Sq Ft
    • $234/SF
    • 53 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    7358 Tattant Blvd, Windermere, FL 34786

    The front porch at this house with a water view serves as an extension of the indoor living space. This area can be designed to encourage outdoor living, featuring comfortable seating, imagine sipping coffee in the morning sun! This beautiful home features a bright, open floor plan that seamlessly connects the living, dining, and kitchen areas, making it perfect for entertaining or family

    Hanna Zhang INTOP REALTY LLC

    7358 Tattant Blvd, Windermere, FL 34786
  • /2

    $1,094,508 Sold Apr 22, 2025

    • 3,764 Sq Ft
    • $291/SF
    • 128 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2025

    14256 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14256 Crest Palm Ave, Windermere, FL 34786
  • /2

    $790,000 Sold Apr 22, 2025

    • 1,786 Sq Ft
    • $442/SF
    • 124 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    10556 Park Ridge Gotha Rd, Windermere, FL 34786

    WINDERMERE!!! WINDERMERE!! WINDERMERE!! 1+ ACRES! A-1 ZONE DISTRICT! CIRCULAR DRIVEWAY!!Beautiful country style home! This home features 3 bedrooms, with an open floor plan and 2 full baths. A spacious interior boasts cathedral ceilings, French doors. BRAND NEW KITCHEN includes all STAINLESS STEEL APPLIANCES, Engineer hardwood floors throughout most of the house. NEWER BATHROOMS, NEWER ROOF,

    Eddie Otton OTTON REALTY LLC

    10556 Park Ridge Gotha Rd, Windermere, FL 34786
  • /2

    $880,000 Sold Apr 21, 2025

    • 3,124 Sq Ft
    • $282/SF
    • 26 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2018

    6926 Trellis Vine Loop, Windermere, FL 34786

    Stunning Home – Minutes from Disney and Top-Rated Schools! Nestled in the heart of Windermere, this 5-bedroom, 4.5-bathroom home offers an exquisite blend of comfort, style, and convenience. This home has undergone numerous upgrades since purchase. The open floor plan seamlessly connects the living spaces, creating an inviting atmosphere perfect for modern living. The gourmet kitchen is a chef's

    DENILEY VALDES TALENT REALTY SOLUTIONS

    6926 Trellis Vine Loop, Windermere, FL 34786
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    $630,000 Sold Apr 21, 2025

    • 2,521 Sq Ft
    • $250/SF
    • 11 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2004

    13226 Zori Ln, Windermere, FL 34786

    Stunning Home in Prime Windermere Location! Welcome to this beautifully maintained Windermere gem, perfectly situated in a sought-after neighborhood with easy access to top-rated schools, Windermere Preparatory and Windermere High School, shopping, dining, and entertainment. Located Walkable to Publix, Aldi, and popular restaurants, this home offers both convenience and charm.Enjoy modern

    Aziz Elbrak LA ROSA REALTY LLC

    13226 Zori Ln, Windermere, FL 34786
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    $482,000 Sold Apr 21, 2025

    • 1,886 Sq Ft
    • $256/SF
    • 71 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2018

    11555 Charnock Dr, Windermere, FL 34786

    HIGHLY MOTIVATED!!! Beautiful energy-efficient home located in the highly desirable heart of Windermere. The interior of this home features stone counters, 42" cabinetry an open kitchen chef inspired Kitchen with an oversized work island that overlooks the combo dining area and family room. The property has 3 bedrooms and comes with a complete premium package upgrades and high end appliances. The

    Jeffrey Stocks STOCKS FAMILY REALTY LLC

    11555 Charnock Dr, Windermere, FL 34786
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    $320,000 Sold Apr 21, 2025

    • 1,332 Sq Ft
    • $240/SF
    • 376 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    11562 Amidship Ln Unit 105, Windermere, FL 34786

    Excellent location, and Ideal for first time home buyer, Lakes of Windermere community is an is a very well establish community with proximity to all your shopping needs including Restaurants within walking distance, In this spacious 3 bedroom, 2 bathroom condo is located in the first floor, its an open floor plan. This unit has been renovated, with laminated Vinyl floor. Master bedroom with

    Jose Paradas EARTHLINK REALTY GROUP INC

    11562 Amidship Ln Unit 105, Windermere, FL 34786
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    $505,000 Sold Apr 18, 2025

    • 2,245 Sq Ft
    • $225/SF
    • 91 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2016

    13832 Summerport Trail Loop, Windermere, FL 34786

    This beautiful Bangalow built in 2016 with 2245 sqft of living area sits on a corner lot in Windermere. It has been freshly painted and the carpet replaced. This is the ideal location to a family looking for Orange County School District or investors looking for a well located property. On the first floor you have the main Bedroom, a half bath, kitchen living and dining rooms. On the second floor

    Patricia Schraiber DENIZ REALTY PARTNERS LLC

    13832 Summerport Trail Loop, Windermere, FL 34786
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    $2,650,000 Sold Apr 18, 2025

    • 6,200 Sq Ft
    • $427/SF
    • 104 Days On Market
    • 5 Beds
    • 6.5 Baths
    • Built 2003

    9664 Weatherstone Ct, Windermere, FL 34786

    Private Lakeside Paradise! Nestled within a coveted gated enclave of only 13 estate homes, this breathtaking residence by Kelsey Custom Homes offers unparalleled luxury with sweeping views of Lake Olivia. Situated on a prime corner lot, this exquisite 5-bedroom, 6.5-bathroom (plus upstairs media room) estate encompasses over 6,200 square feet of opulent living space including a three-car garage

    JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

    9664 Weatherstone Ct, Windermere, FL 34786
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    $390,000 Sold Apr 18, 2025

    • 1,428 Sq Ft
    • $273/SF
    • 118 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2007

    7426 Bentonshire Ave, Windermere, FL 34786

    Discover this ideal 3-bedroom, 2.5-bath townhome in the heart of Windermere! The home features a spacious, open kitchen complete with stainless steel appliances. Step through the sliding glass doors to access a private courtyard that connects directly to a two car garage, providing both convenience and privacy. Upstairs, you’ll find three comfortable bedrooms and two full bathrooms.With its

    Eduardo Pavone ON ME REALTY

    7426 Bentonshire Ave, Windermere, FL 34786
  • /2

    $317,000 Sold Apr 18, 2025

    • 1,455 Sq Ft
    • $218/SF
    • 138 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    11562 Amidship Ln Unit 106, Windermere, FL 34786

    Turnkey Fully Furnished 3-Bedroom Condo Near Theme Parks – Owned for 14 Years!Discover your dream getaway in this stunning, fully furnished 3-bedroom, 2-bath corner unit condo, lovingly maintained by the current owners for 14 years. Conveniently located just minutes from world-renowned theme parks, this move-in ready gem offers the perfect blend of comfort and adventure. Plus, from the

    Ross Magedoff DALTON WADE INC

    11562 Amidship Ln Unit 106, Windermere, FL 34786
  • /2

    $532,000 Sold Apr 17, 2025

    • 1,890 Sq Ft
    • $281/SF
    • 148 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    8432 Abbotsbury Dr, Windermere, FL 34786

    Price Reduction and Seller offering $5000 in incentives to the buyer for closing costs to be paid at closing! Welcome to Your Dream Home Near Disney! Step into this stunning 3-bedroom, 2-bath home located just minutes from the magic of Disney. Enjoy nightly fireworks in this family-friendly, gated neighborhood. Recent updates include new roof (2021), new HVAC System, new garage door, new Hot

    Lynn London EXP REALTY LLC

    8432 Abbotsbury Dr, Windermere, FL 34786
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    $700,000 Sold Apr 17, 2025

    • 3,651 Sq Ft
    • $192/SF
    • 280 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2015

    9058 Reflection Pointe Dr, Windermere, FL 34786

    OPPORTUNITY ALERT! Price Reduced by $20,000!This incredible home just had a price drop of $20,000, and it won’t be available for long! Spacious Beautiful 2-story 4 bath large home built in 2015 with 2-car Rear Garage with paver driveway. Just 5 min from Disney. 1st floor ceramic tile and carpet. Modern open gourmet kitchen, recessed lighting. Granite countertops with lg step-up

    Marcos Del Nero LA ROSA REALTY KISSIMMEE

    9058 Reflection Pointe Dr, Windermere, FL 34786
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    $939,000 Sold Apr 16, 2025

    • 2,869 Sq Ft
    • $327/SF
    • 13 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1964

    315 E 6th Ave, Windermere, FL 34786

    **This property qualifies for a closing cost credit up to $12,000 through the Seller’s preferred lender (restrictions apply).**Prepare to fall in love with this beautifully updated 4-bedroom, 3-bathroom pool home located in the heart of Windermere offering the perfect blend of modern comfort and timeless style! The circular driveway draws you in with the traditional white exterior, black accents,

    Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    315 E 6th Ave, Windermere, FL 34786
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    $1,370,000 Sold Apr 15, 2025

    • 5,260 Sq Ft
    • $260/SF
    • 1 Day On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2003

    5518 Oxford Moor Blvd, Windermere, FL 34786

    Are you searching for a gated community lifestyle in a sought out Central Florida location? Your search ends at Oxford Moor. Oxford Moor is an elite gated community in Windermere, where a high standard of living is…well…the standard. When you pull up to the property, it shows pride of ownership with the meticulously manicured landscaping and elegant paved driveway. The Mediterranean-style 4

    Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

    5518 Oxford Moor Blvd, Windermere, FL 34786
  • /2

    $410,000 Sold Apr 15, 2025

    • 1,629 Sq Ft
    • $252/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    14143 Ancilla Blvd, Windermere, FL 34786

    Nestled in the heart of Windermere’s desirable Summerport community, 14143 Ancilla Blvd offers a peaceful retreat surrounded by lush greenery, shimmering lakes, and serene conservation views. This charming corner-unit townhome is perfectly positioned to enjoy the best of Florida living, with scenic walking trails, a nearby playground, and open green spaces just steps away. Inside, the home

    Michael Didomenico, Jr DIDOMENICO REALTY GROUP

    14143 Ancilla Blvd, Windermere, FL 34786
  • /2

    $595,000 Sold Apr 14, 2025

    • 2,270 Sq Ft
    • $262/SF
    • 32 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    11560 Ashlin Park Blvd, Windermere, FL 34786

    NEW PRICE! This meticulously maintained 3-bedroom, 2.5-bathroom home is perfectly situated in the highly desirable Ashlin Park community of Windermere. Thoughtfully designed for both style and functionality, this residence boasts an open floor plan with modern oversized tile on the main level and upgraded LVP Hickory flooring on the stairs and throughout the second floor. A practical half-bath

    Matt Allen MATT ALLEN REAL ESTATE LLC

    11560 Ashlin Park Blvd, Windermere, FL 34786
  • /2

    $2,400,000 Sold Apr 14, 2025

    • 6,003 Sq Ft
    • $400/SF
    • 80 Days On Market
    • 6 Beds
    • 6 Baths
    • Built 2009

    1140 Kelso Blvd, Windermere, FL 34786

    Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury living with gorgeous water views from every room! Situated on over an acre this elegant home is uniquely sited between two ski lakes offering 20 feet of private shoreline on CYPRESS LAKE and access to the renowned BUTLER CHAIN OF

    Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

    1140 Kelso Blvd, Windermere, FL 34786
  • /2

    $410,000 Sold Apr 12, 2025

    • 1,577 Sq Ft
    • $260/SF
    • 35 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    8476 Iron Mountain Trail, Windermere, FL 34786

    Calling Investors!!! Great Opportunity to own a beautiful 3 bedroom / 2.5 bathroom Townhome in the Community of Windermere Trail, in Orlando, FL!!! This beautiful and well maintained property features stainless steel appliances, 2 large car garages. All bedrooms are located on the second floor of the unit and the main floor has a kitchen/dining room combo which is great for gatherings with family

    Jesus Diaz THOMAS LYNNE REALTY GROUP LLC

    8476 Iron Mountain Trail, Windermere, FL 34786
  • /2

    $675,000 Sold Apr 11, 2025

    • 2,591 Sq Ft
    • $261/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    11725 Sprawling Oak Dr, Windermere, FL 34786

    Prime Location in the Heart of Windermere – This modern and elegant 4-bedroom, 3 full bathrooms residence offers the perfect balance of luxury and comfort. Built in 2016, this home features a concrete block structure with a stucco exterior finish, traditional architectural design with a gable roof, and an excellent layout for both functionality and flow.The property sits on a 0.1714-acre lot,

    Alexandra Mateu BAHIA INTERNATIONAL REALTY

    11725 Sprawling Oak Dr, Windermere, FL 34786
  • /2

    $580,000 Sold Apr 11, 2025

    • 2,633 Sq Ft
    • $220/SF
    • 56 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2016

    8329 Lookout Pointe Dr, Windermere, FL 34786

    Welcome to 8329 Lookout Pointe Drive in the desirable Windermere Trails neighborhood. This home combines comfort and convenience with versatile living spaces, perfect for families and investors.Just under a mile from Magic Kingdom, you can easily enjoy nightly fireworks from your home. A quick walk takes you to the community pool, clubhouse, and the scenic Lake Loop Trail. Plus,

    Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

    8329 Lookout Pointe Dr, Windermere, FL 34786
  • /2

    $1,270,000 Sold Apr 10, 2025

    • 2,755 Sq Ft
    • $461/SF
    • 41 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2012

    6228 Lecco Way, Windermere, FL 34786

    Welcome to your dream home in the guard-gated community of Waterstone in Windermere! This stunning Silliman-built residence offers 4 bedrooms, and 3 full bathrooms spread across 2,755 sq. ft. of living space with every detail cared for. The grand living room welcomes you in with an impeccable view of the backyard oasis through the large glass sliding doors. Adorned with a custom Cypress inlay

    Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    6228 Lecco Way, Windermere, FL 34786
  • /2

    $415,000 Sold Apr 10, 2025

    • 1,387 Sq Ft
    • $299/SF
    • 139 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2003

    6542 Merrick Landing Blvd, Windermere, FL 34786

    IMPROVED PRICE! Welcome to your new home! Rare Opportunity to own a Spectacular 3-BEDROOM/3-BATHROOMTownhome in Merrick Landing, in Windermere! Prepare to be captivated by this gorgeous, fully renovated townhome that offers not just a residence, but a lifestyle of luxury and convenience. Step inside the main area and be greeted by an inviting living space, meticulously designed for comfort and

    Ernesto Cisneros ELITE REALTY ENTERPRISES LLC

    6542 Merrick Landing Blvd, Windermere, FL 34786
  • /2

    $585,000 Sold Apr 09, 2025

    • 2,633 Sq Ft
    • $222/SF
    • 30 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2016

    8468 Powder Ridge Trail, Windermere, FL 34786

    Move-in ready 4 Bedroom 3.5 Bath home located in the highly sought after subdivision of Windermere Trails. Only 10-15 minutes from Disney World! This home boasts over 2,600 SqFt and consists of a 3B|2.5B single-family home with a detached 1B|1B apartment/in-law suite privately situated over the garage. The main home features an open concept floor plan with a spacious living area and beautiful

    Thomas Weclew THE REALTY MEDICS

    8468 Powder Ridge Trail, Windermere, FL 34786
  • /2

    $610,000 Sold Apr 09, 2025

    • 2,497 Sq Ft
    • $244/SF
    • 141 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2005

    11731 Bella Milano Ct, Windermere, FL 34786

    Welcome to the highly sought after Belmere Village, a gated community with lots of amenities. Come check out this 5 bedrooms and 3.5 bathrooms, lovely tile roof house with backing to natural woods and no rear neighbors! Great open floor plan with a formal living room and dining room at front. The kitchen is open to a breakfast nook and a family room, overlooking the patio and private backyard.

    Denise San Miguel REALTY LYNK INC

    11731 Bella Milano Ct, Windermere, FL 34786
  • /2

    $549,000 Sold Apr 08, 2025

    • 2,234 Sq Ft
    • $246/SF
    • 4 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2009

    7525 Colbury Ave, Windermere, FL 34786

    Welcome to this beautiful Ashton Woods home. This single story home is located in the Enclave at Berkshire Park in Windermere. The popular "Newcastle" split floor plan features 3 bedrooms and 2 and 1/2 baths. You'll love the great living space in the kitchen and a cozy family room combo. Kitchen boasts of silestone counter-tops, 42 inch cabinets and stainless steel appliances, upgraded tile,

    Han Peng HONEST REAL ESTATE COMPANY

    7525 Colbury Ave, Windermere, FL 34786
  • /2

    $1,778,500 Sold Apr 08, 2025

    • 4,531 Sq Ft
    • $393/SF
    • 8 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2007

    13463 Bonica Way, Windermere, FL 34786

    Luxury Living in Tilden’s Grove – Stunning 5-Bedroom Mediterranean Style Estate in Windermere, FLWelcome to this exquisite 5-bedroom, 5.5-bathroom estate nestled in the highly sought-after 24 hr guard gated community of Tilden’s Grove in Windermere, Florida.This beautifully updated residence offers an unparalleled blend of elegance, modern upgrades, and resort-style living.Step inside

    Heather Berrios REAL BROKER, LLC

    13463 Bonica Way, Windermere, FL 34786
  • /2

    $385,000 Sold Apr 08, 2025

    • 1,325 Sq Ft
    • $291/SF
    • 19 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2007

    7474 Bentonshire Ave, Windermere, FL 34786

    Welcome to this inviting and well-maintained townhouse, offering 3 bedrooms and 2.5 bathrooms in a delightful neighborhood that's perfect for a comfortable lifestyle. As you step inside, you're greeted by a spacious living room, creating a warm and welcoming atmosphere. To your right, you'll notice the staircase leading to the upper level, and straight ahead, a convenient hallway that passes a

    Raymond Lopez KELLER WILLIAMS ADVANTAGE 2 REALTY

    7474 Bentonshire Ave, Windermere, FL 34786
  • /2

    $915,000 Sold Apr 08, 2025

    • 2,345 Sq Ft
    • $390/SF
    • 50 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2009

    12435 Montalcino Cir, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Stunning 3-Bedroom Home with Lush Landscaping and Modern Upgrades!Welcome to this gorgeous 2,300+ square foot home offering a perfect blend of comfort and elegance. With three spacious bedrooms and three well-appointed bathrooms, this residence is designed for both relaxation and entertaining.Exterior Features:The home greets you

    Mike Borah COLDWELL BANKER REALTY

    12435 Montalcino Cir, Windermere, FL 34786
  • /2

    $923,000 Sold Apr 08, 2025

    • 3,070 Sq Ft
    • $301/SF
    • 92 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2006

    5516 Remsen Cay Ln, Windermere, FL 34786

    One or more photo(s) has been virtually staged. This stunning recreational lakefront home is nestled along the pristine shores of Lake Speer, within the desirable Summerport Community. This beautiful home boasts awe inspiring vistas and scenic lake views. The finished paver patio and screened lanai are great for entertaining or relaxing while watching the sunset. The interior features include

    Angela Magac THE PROPERTY STOP LLC

    5516 Remsen Cay Ln, Windermere, FL 34786
  • /2

    $1,250,000 Sold Apr 07, 2025

    • 3,211 Sq Ft
    • $389/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2004

    6424 Cartmel Ln, Windermere, FL 34786

    WELCOME HOME TO THE RESERVE AT LAKE BUTLER SOUND! This Immaculate, 4 Bedroom, 3 Full Bath, Pool Home is located in one of Windermere's most exclusive, 24 Hour Guard-Gated Communities. Spanning 3,211 heated square feet...all on One-Floor...this spacious residence is the perfect place to create your family's new and ever-lasting memories. With gorgeous upgrades, no rear neighbors, and a peaceful

    Jay Kendall WATSON REALTY CORP

    6424 Cartmel Ln, Windermere, FL 34786
  • /2

    $735,000 Sold Apr 07, 2025

    • 2,000 Sq Ft
    • $368/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1994

    1527 Dingens Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. FEELS LIKE COUNTRY LIVING, BUT CLOSE TO EVERYTHING!This is it—Welcome Home! This incredible property sits on just under ½ an acre with NO HOA—so bring your boat, camper, or build the workshop you’ve always wanted! Maybe even a “Granny Pod”!This home is designed for ultimate outdoor living—enjoy a covered porch, open patio, stunning

    Cindy Rosenbloom THE ROSENBLOOM TEAM

    1527 Dingens Ave, Windermere, FL 34786
  • /2

    $2,800,000 Sold Apr 07, 2025

    • 4,692 Sq Ft
    • $597/SF
    • 144 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1966

    12334 Summerport Ln, Windermere, FL 34786

    The Lakehouse.....Built in 1966 and kept in original condition this mid-century modern home embodies timeless design and a seamless connection with nature. Set on over an acre of prime waterfront property with 200 feet of shoreline, this single-story residence offers 5 bedrooms, including two primary suites. The wide-open floor plan flows effortlessly, showcasing iconic terrazzo floors and

    Judy Black UPSIDE REAL ESTATE INC

    12334 Summerport Ln, Windermere, FL 34786
  • /2

    $368,500 Sold Apr 04, 2025

    • 1,476 Sq Ft
    • $250/SF
    • 177 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2012

    8253 Maritime Flag St Unit 125, Windermere, FL 34786

    Beautifully Maintained 3-Bedroom Townhome in Stunning Lakeside Village, Windermere. This meticulously kept 3-bedroom, 2.5-bath townhome is the perfect home or lucrative investment opportunity located in the highly desirable Lakeside Village community in Windermere. Currently leased, this property offers a rare opportunity to live in one of the area’s most sought-after neighborhoods for under

    Micaela Navarra M2M REALTY

    8253 Maritime Flag St Unit 125, Windermere, FL 34786
  • /2

    $670,000 Sold Apr 04, 2025

    • 2,610 Sq Ft
    • $257/SF
    • 136 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    8544 Greenbank Blvd, Windermere, FL 34786

    UPDATE: BRAND NEW AC. Welcome to your dream home! This spacious 4-bedroom, 3.5-bathroom residence offers the perfect blend of luxury and comfort. Nestled on a desirable corner lot, this property ensures privacy with a full wrap-around fence, providing your own personal oasis.Inside, you'll find two generously sized en suite bedrooms, perfect for hosting guests or offering family members

    Shannon Musgrave KELLER WILLIAMS ADVANTAGE III

    8544 Greenbank Blvd, Windermere, FL 34786

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Frequently Asked Questions

What is the average home price in Windermere, FL?
Homes for sale in Windermere, FL have an average home price of $1,579,715.
What is the average time to sell a house in Windermere, FL?
The houses for sale in Windermere, FL spend an average of 71 days on the market.
What is the number of active homes for sale in Windermere, FL?
There are 146 active homes for sale in Windermere, FL.
How many homes have sold over the last 12 months in Windermere, FL?
362 homes have sold in Windermere, FL over the last 12 months.

Home Trends in Windermere, FL

Home Trends

Median Price (12 Mo)
$825,000
Median Single Family Price
$1,120,871
Median Townhouse Price
$431,000
Median 2 Bedroom Price
$305,000
Average Price Per Sq Ft
$373
Number of Homes for Sale
146
Last 12 months Home Sales
362
Months of Supply
4.80
Median List Price
$950,000
Median Discount From 1st List Price
5%
Median Home Sale Price YoY Change
-5%
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