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Recently Sold Windermere, FL Homes

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    $528,000 Sold Jul 03, 2025

    • 2,151 Sq Ft
    • $245/SF
    • 38 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    12936 Freeman St, Windermere, FL 34786

    **This property qualifies for a closing cost credit up to $8,200 through the Seller’s preferred lender.**Welcome home to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the desirable community of Windermere with a brand new Roof with a transferable warranty. This inviting residence features a charming front porch surrounded by mature landscaping, creating the perfect spot for

    Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    12936 Freeman St, Windermere, FL 34786
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    $545,000 Sold Jul 03, 2025

    • 2,330 Sq Ft
    • $234/SF
    • 7 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    6806 Trellis Vine Loop, Windermere, FL 34786

    this home at Windstone Windermere is an attractive two-story home with three bedrooms, two baths, and a two-car garage. It has been designed with a spacious, open area connecting the kitchen with the great room, creating an ideal place for entertaining. The kitchen features and oversized island and a large, walk-in pantry for added storage. All bedrooms and main living areas are on the first

    Eric Jia NUMBER 1 BROKER, LLC

    6806 Trellis Vine Loop, Windermere, FL 34786
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    $1,140,000 Sold Jul 03, 2025

    • 3,342 Sq Ft
    • $341/SF
    • 69 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2005

    11345 Preserve View Dr, Windermere, FL 34786

    PRICE IMPROVEMENT -- Charming Florida Ranch on a Spacious Private Lot in Keene’s Pointe!This beautifully maintained 4-bedroom, 4-bath home—with an additional office—features an inviting heated pool and a screen-enclosed lanai, perfect for relaxing and enjoying the expansive backyard. All bedrooms are conveniently located on the main floor, except for one oversized upstairs suite that offers

    Angela Durruthy KEENE'S POINTE REALTY

    11345 Preserve View Dr, Windermere, FL 34786
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    $1,133,431 Sold Jul 02, 2025

    • 3,764 Sq Ft
    • $301/SF
    • 0 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2025

    14415 Crest Palm Ave, Windermere, FL 34786

    SAMPLE IMAGE The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedroomsand 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primarybedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14415 Crest Palm Ave, Windermere, FL 34786
  • /2

    $3,975,000 Sold Jul 02, 2025

    • 4,665 Sq Ft
    • $852/SF
    • 5 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2013

    10845 Bayshore Dr, Windermere, FL 34786

    Over 150 feet on Lake Down provides panoramic views of what is arguably the cleanest of the Pristine Butler Chain of Lakes with a white sand beach and crystal clear water it will be like having your own resort in the backyard..Bayshore Drive is a rare and exclusive peninsula with grand oaks lining the paved road providing that “Old Florida” feel - plenty of shade for the perfect place to exercise

    Darrell Nunnelley VINTAGE REALTY GROUP LLC

    10845 Bayshore Dr, Windermere, FL 34786
  • /2

    $974,900 Sold Jul 02, 2025

    • 3,235 Sq Ft
    • $301/SF
    • 16 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2017

    8778 Peachtree Park Ct, Windermere, FL 34786

    *Pictures do not do this home justice! Must see in person* Prime location meets timeless elegance... Welcome to 8778 Peachtree Park Ct. This palatial estate is a marriage of contemporary style and modern convenience. Located just 2.1 miles from Walt Disney World Resort, and minutes from dining and entertainment, this home has it all! No detail was spared when it comes to the upgrades in this

    Ronald Haywood BHHS FLORIDA REALTY

    8778 Peachtree Park Ct, Windermere, FL 34786
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    $600,000 Sold Jul 02, 2025

    • 2,295 Sq Ft
    • $261/SF
    • 24 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2005

    11878 Via Lucerna Cir, Windermere, FL 34786

    Well Maintained Windermere Home - Furnished 1 Story 4 Bedroom 2 Bath Split Plan - Light & Bright from 3 Sets of Glass Sliding Doors - Covered Rear Screened Porch with Surround Sound Speakers is perfect for the Grill Master - TV on Porch - 2 Car Garage - Spacious Laundry Room - New Stainless Appliances - Gas Cooktop/Range - Granite Counters - Crown Moulding - Art Niches - Large Primary Suite with

    Darrell Nunnelley VINTAGE REALTY GROUP LLC

    11878 Via Lucerna Cir, Windermere, FL 34786
  • /2

    $675,000 Sold Jul 01, 2025

    • 2,769 Sq Ft
    • $244/SF
    • 12 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2007

    13822 Darchance Rd, Windermere, FL 34786

    Enjoy peaceful pond views from your front porch, take in stunning preserve surroundings, and watch the Disney fireworks light up the night sky from your front door. This beautifully updated 4-bedroom, 3.5-bath home with a 2-car garage is located in the highly desirable Enclave at Berkshire Park. Major updates include a newer roof (2022), upstairs AC unit (2022), water heater (2022), and Solar

    Phillip Mariani EXP REALTY LLC

    13822 Darchance Rd, Windermere, FL 34786
  • /2

    $1,750,000 Sold Jul 01, 2025

    • 4,658 Sq Ft
    • $376/SF
    • 20 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2002

    9907 Beaufort Ct, Windermere, FL 34786

    Keene's Pointe - featuring The Golden Bear Club, an 18-hole golf course designed by Jack Nicklaus offering golf, tennis, fitness, dining and swimming. Enjoy country club living at its finest in this 5 bedroom/3.5 bath home located on a quiet cul-de-sac within walking distance of the clubhouse, tennis courts, pool and fitness facility. As you walk past the serene fountain into this home, you are

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    9907 Beaufort Ct, Windermere, FL 34786
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    $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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    $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
  • /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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    $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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    $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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    $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
  • /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
  • /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
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    $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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /2

    $708,000 Sold Jun 24, 2025

    • 2,585 Sq Ft
    • $274/SF
    • 10 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2002

    1448 Glenwick Dr, Windermere, FL 34786

    Welcome to your dream home in the highly sought-after Reserve at Belmere—a 24/7 guard-gated community located in beautiful Windermere, Florida. This stunning neighborhood features two picturesque lakes, scenic walking paths, and unforgettable sunsets over Lake Whitney. Stay active with resort-style amenities including a lakeview fitness center, tennis, basketball, volleyball courts, a playground,

    Jose Fleming PREFERRED REAL ESTATE BROKERS

    1448 Glenwick Dr, Windermere, FL 34786
  • /2

    $490,000 Sold Jun 23, 2025

    • 1,852 Sq Ft
    • $265/SF
    • 17 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    7201 Halton Ct, Windermere, FL 34786

    Welcome to 7201 Halton, a beautiful and move-in-ready 3-bedroom, 2-bathroom home located in the heart of Windermere. This home has a great layout, a fantastic location, and recent updates that give you peace of mind—the roof is only two years old, and the A/C system is five years old, so the big things are already taken care of.Inside, you’ll find a spacious and open floor plan with high ceilings

    Shawn McCormick ERA GRIZZARD REAL ESTATE

    7201 Halton Ct, Windermere, FL 34786
  • /2

    $720,000 Sold Jun 23, 2025

    • 3,239 Sq Ft
    • $222/SF
    • 69 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2016

    9227 Outlook Rock Trail, Windermere, FL 34786

    Beautiful home in Windermere Trails, where luxury and convenience come together in the heart of one of Central Florida's most desirable communities. This stunning 4-bedroom, 4-bathroom home is ideally situated just a short stroll from Lakeside Village Center, offering easy access to Publix, charming local restaurants, and boutique shops. Perfectly zoned for top-rated Windermere schools, including

    Steve Healy CORCORAN PREMIER REALTY

    9227 Outlook Rock Trail, Windermere, FL 34786
  • /2

    $1,020,000 Sold Jun 23, 2025

    • 3,372 Sq Ft
    • $302/SF
    • 19 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 1990

    2140 Lilypad Ln, Windermere, FL 34786

    Welcome to 2140 Lilypad Lane, a rare opportunity to own an impeccably maintained, estate home in the Willows at Lake Rhea. Nestled in a private cul-de-sac on over half an acre, this single-story home offers space and privacy. With over 3,300 square feet, this home features 5 bedrooms, 3 full bathrooms, 2 half bathroom, a large bonus room, and a private screened-in pool. As you step through the

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    2140 Lilypad Ln, Windermere, FL 34786
  • /2

    $1,450,000 Sold Jun 20, 2025

    • 2,996 Sq Ft
    • $484/SF
    • 11 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1999

    5950 Blakeford Dr, Windermere, FL 34786

    Welcome to the exclusive gated golf community, Keene’s Pointe! Overlooking the fairway of Hole 11 at the Golden Bear Golf Club, this 4 bed/3 bath immaculate home has gone through extensive renovation totaling over $450,000 in the past 4 years. The open floor plan accentuates the custom outdoor space including a full outdoor kitchen with gas grill, griddle top, refrigerator, and duel

    Jared Jones REVEL REALTY LLC

    5950 Blakeford Dr, Windermere, FL 34786
  • /2

    $475,000 Sold Jun 20, 2025

    • 1,742 Sq Ft
    • $273/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2012

    12691 Calderdale Ave, Windermere, FL 34786

    FANTASTIC PARK VIEW SINGLE STORY WINDERMERE HOME IN DESIRABLE WICKHAM PARK! Maintenance free Florida living at its best as HOA covers exterior home maintenance, roof, ground keeping and much more! This is the popular Ashton Woods Lancaster model featuring a great bright, open and airy split floor plan. The expansive Kitchen/Dining/family room combo opens perfectly to the rear covered lanai and

    Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

    12691 Calderdale Ave, Windermere, FL 34786
  • /2

    $855,000 Sold Jun 20, 2025

    • 2,823 Sq Ft
    • $303/SF
    • 33 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2021

    9248 Legado Dr, Windermere, FL 34786

    WOW! Don’t miss this stunning 4 bedroom / 3 bathroom home tucked away on a quiet cul-de-sac with no rear neighbors and incredible fireworks views! This beautifully maintained Windermere home in the Legado neighborhood offers the perfect blend of comfort, privacy, and entertainment-ready features. From the moment you step inside, you’ll feel welcomed by the warm and open layout, complete with a

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    9248 Legado Dr, Windermere, FL 34786
  • /2

    $2,160,000 Sold Jun 19, 2025

    • 5,030 Sq Ft
    • $429/SF
    • 231 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 2004

    11227 Macaw Ct, Windermere, FL 34786

    This amazing residence in Keene’s Pointe overlooking the picturesque 4th fairway of the Golden Bear Club has everything you could want or need in a custom home. This flexible floorpan allows the home to be a 6 bedroom with an office, or a 5 bedroom home with two offices. And even beyond that flexibility, you do have 5 full bathrooms, an upstairs suite that is like its own apartment with bedroom,

    Shane Croft COLDWELL BANKER RESIDENTIAL RE

    11227 Macaw Ct, Windermere, FL 34786
  • /2

    $418,000 Sold Jun 18, 2025

    • 1,588 Sq Ft
    • $263/SF
    • 10 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    11746 Water Run Alley, Windermere, FL 34786

    Welcome to this modern townhouse designed for luxurious living in the heart of Windermere’s sought-after Ashlin Park community!This 3-bedroom, 2.5-bathroom home offers 1,588 sq ft of thoughtfully designed space, with top-of-the-line ceramic tiles on the first floor, an open-concept floor plan, and subway tile accents in the chef-inspired kitchen. The oversized quartz kitchen island is perfect for

    Kris Ibrahim HOME WISE REALTY GROUP, INC.

    11746 Water Run Alley, Windermere, FL 34786
  • /2

    $5,000,000 Sold Jun 17, 2025

    • 8,178 Sq Ft
    • $611/SF
    • 173 Days On Market
    • 6 Beds
    • 7 Baths
    • Built 2001

    5121 Latrobe Dr, Windermere, FL 34786

    Introducing a remarkable 6-bedroom residence, featuring 5 full and 2 half bathrooms, situated on hole 5 of the celebrated Isleworth Golf & Country Club . This expansive home encompasses 8,178 square feet of refined living space. Upon arrival, a grand governor's driveway sets the tone for this beautifully renovated property, characterized by a warm modern-mountain aesthetic.Inside, elegance

    Carey Sheffield ISLEWORTH REALTY LLC

    5121 Latrobe Dr, Windermere, FL 34786
  • /2

    $430,000 Sold Jun 16, 2025

    • 1,620 Sq Ft
    • $265/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    7675 Fordson Ln, Windermere, FL 34786

    Pristine Townhome in Windermere Sound!!!!Beautifully maintained and move-in ready, this stunning townhome features 3 bedrooms, 2.5 bathrooms, and a spacious open floor plan filled with natural light.The stylishly upgraded kitchen is perfect for everyday living and entertaining. It boasts sleek quartz countertops, an easy care backsplash, and modern under cabinet lighting that adds both

    Reina Mendez REILE REALTY CORP

    7675 Fordson Ln, 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 $1,548,851.
What is the average time to sell a house in Windermere, FL?
The houses for sale in Windermere, FL spend an average of 79 days on the market.
What is the number of active homes for sale in Windermere, FL?
There are 136 active homes for sale in Windermere, FL.
How many homes have sold over the last 12 months in Windermere, FL?
340 homes have sold in Windermere, FL over the last 12 months.

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$915,000
Median Single Family Sale Price
$1,085,000
Median Townhouse Sale Price
$415,000
Median 2 Bedroom Sale Price
$302,500
Average Price Per Sq Ft
$373
Number of Homes for Sale
136
Last 12 months Home Sales
340
Months of Supply
4.80
Median List Price
$1,000,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
10%
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