15

Windermere, FL Homes for Sale under $400,000

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  • /45

    $339,775 Open Sat 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    6343 Merrick Landing Blvd, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This well appointed One Story townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday

    Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    6343 Merrick Landing Blvd, Windermere, FL 34786
  • /4

    $395,000

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

    8638 Brookvale Dr, Windermere, FL 34786

    Great opportunity to own this wonderful townhouse in the beautiful Lake Reams community near Disney World! This townhouse features 3bedrooms, 2.5 bathrooms, a 2-car garage, and a spacious courtyard for outdoor gatherings, a fully equipped kitchen that opens up into a living room. All bedrooms are located upstairs for privacy. The primary bedroom offers high ceilings and a spacious walk-in

    Karina Aumaitre AK GLOBAL REALTY LLC

    8638 Brookvale Dr, Windermere, FL 34786
  • /44

    $384,900

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    7711 Fairgrove Ave, Windermere, FL 34786

    Walk On In and Call It Home! Welcome to this move in ready gem of a townhome in the sought-after Lake Sawyer South community in Windermere! This spacious home offers: 3 Bedrooms | 2.5 Bathrooms Over 1,600 Sq. Ft. of Living Space and a 2-Car Garage—big enough to store your boat! Fresh interior paint, Beautiful tile and wood flooring throughout. Located in the desirable Horizon West area of Orange

    Lindsay Kaye Voss VOSS REALTY INC

    7711 Fairgrove Ave, Windermere, FL 34786
  • /37

    $345,000

    • 2 Beds
    • 2.5 Baths
    • 1,181 Sq Ft

    12716 Langstaff Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. BACK ON THE MARKET!( due to Financial issues) . Take ADVANTAGE of this OPPORTUNITY ! LUXURY TOWNHOME LIVING IN PRIME WINDERMERE LOCATION! Call today to secure this pristine 2-bedroom, 2.5-bathroom townhouse offering the ideal central Florida lifestyle! Located in a highly sought-after Windermere community, you'll be just minutes from Disney theme

    Ann Wargo UPSIDE REAL ESTATE INC

    12716 Langstaff Dr, Windermere, FL 34786
  • /43

    $327,000

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

    8179 Maritime Flag St Unit 202-108, Windermere, FL 34786

    Welcome to Lakeside at Lakes of Windermere! This beautifully updated first-floor condo combines comfort, style, and convenience?located just minutes from the Disney parks and directly across the street from Lakeside Village Center, offering shopping, dining, and everyday amenities. Step inside to find luxury vinyl flooring in all bedrooms with no carpet, fresh interior paint, and elegant crown

    Naf Zaman THE FIRM RE

    8179 Maritime Flag St Unit 202-108, Windermere, FL 34786
  • /35

    $324,000

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

    8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786

    Resort style living year-round in this lovely first-floor 3 bed, 2 bath condo in Lakeside at Lakes of Windermere. Luxury features are the hallmark of this community and this particular abode featuring NEW stunning primary bath remodel (2025) with rare walk-in subway tiled shower, NEW double-sink quartz topped vanity, and backlit fog-free mirror. Stepping into the foyer, enjoy open concept living

    Steven Ritz KELLER WILLIAMS WINTER PARK

    8180 Boat Hook Loop Unit 106/306, Windermere, FL 34786
  • /26

    $304,900

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

    11565 Mizzon Dr Unit 101/808, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to 11565 Mizzon Drive in Windermere, Florida. This beautifully maintained first-floor condo offers 3 bedrooms, 2 bathrooms, and 1,442 square feet of comfortable, modern living space in a highly desirable Windermere community. Zoned for top-rated Horizon West Middle School and Windermere High School, this home is ideally located near some of

    Erica Diaz HOMEVEST REALTY

    11565 Mizzon Dr Unit 101/808, Windermere, FL 34786
  • /28

    $330,000

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

    14242 Desert Haven St Unit GE, Windermere, FL 34786

    Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a comfortable, low-maintenance lifestyle just minutes from Disney—with clear views of the nightly fireworks from your own home. The interior features a functional two-story layout with all bedrooms located upstairs, providing separation between living and private spaces. The main floor includes an open-concept

    James Goodyear REAL BROKER, LLC

    14242 Desert Haven St Unit GE, Windermere, FL 34786
  • /36

    $330,000

    • 2 Beds
    • 2.5 Baths
    • 1,228 Sq Ft

    7418 Bentonshire Ave, Windermere, FL 34786

    Experience the ideal blend of comfort, style, and convenience in the highly sought-after Wickham Park community of Windermere. This two-story townhouse offers two bedrooms, two and a half baths, and 1,228 square feet of thoughtfully designed living space that effortlessly balances everyday living with entertaining. The main level features a bright living room with ceiling fan, a dining area, and

    Andy Neal THE AGENCY ORLANDO

    7418 Bentonshire Ave, Windermere, FL 34786
  • /30

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    7712 Moser Ave, Windermere, FL 34786

    Welcome to 7712 Moser Avenue, a beautifully appointed and meticulously maintained three-bedroom, 2.5-bath townhome with a spacious two-car garage, located in the desirable Lake Sawyer community. NEW HOT WATER HEATER OCT 2025, NEWER HVAC AND CONDENSOR AUG 2024, NEW DECORATIVE WOOD TRIMMED MIRRORS IN PRIMARY BATH AND GUEST BATH, NEW OFFICE AND GUEST ROOM FANS. NEW UPDATED FAMILY ROOM TRACK

    Stacey Siciliano SUNCOAST REALTY SOLUTIONS, LLC

    7712 Moser Ave, Windermere, FL 34786
  • /21

    $369,999

    • 2 Beds
    • 2.5 Baths
    • 1,510 Sq Ft

    12335 Cruxbury Dr, Windermere, FL 34786

    PRICE REDUCED! Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for its tree-lined streets, sidewalks, and beautiful canopied trees. Step inside to find brand new carpet throughout and a functional layout featuring a large kitchen and great room, plus an additional flex space at the front of the home—perfect for a home office or

    Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    12335 Cruxbury Dr, Windermere, FL 34786
  • /27

    $374,999

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

    14025 Oasis Springs Ln Unit 901, Windermere, FL 34786

    ***3D Tour on Virtual Tour Link 1*** This immaculately kept, gated end unit townhome boasts 3 bedrooms and 2.5 bathrooms. Step inside to discover a spacious layout seamlessly connecting the kitchen to the family room. The kitchen shines with stainless steel appliances, elegant wood cabinetry, and a convenient breakfast bar. Upstairs, the master suite awaits with a walk-in closet, double vanity,

    Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

    14025 Oasis Springs Ln Unit 901, Windermere, FL 34786
  • /32

    $399,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,670 Sq Ft

    7777 Moser Ave, Windermere, FL 34786

    BACK ON MARKET DUE TO BUYER DEFAULT - This upscale, meticulously maintained end-unit townhome, formerly a model home, offers exceptional curb appeal, abundant green space, and a welcoming front porch. Featuring three bedrooms, 2.5 bathrooms, and a two-car garage, this move-in-ready residence combines thoughtful design with modern upgrades throughout. Inside, the spacious eat-in kitchen is a

    Rebekah Beumel CREEGAN GROUP

    7777 Moser Ave, Windermere, FL 34786
  • /25

    $319,900

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

    11562 Amidship Ln Unit 207, Windermere, FL 34786

    Location, Location! This 3 bedroom 2 bathroom condo situated in highly desirable Windermere is designed for easy Florida living. Spacious open concept with a seamless flow from the living room and dinning area to your large kitchen featuring an abundance of wood cabinets, granite counters tops, pantry and stainless appliances. Master en-suite with dual vanities,bath and walk in closet. Two

    Max Parsons FLORIDA REALTY INVESTMENTS

    11562 Amidship Ln Unit 207, Windermere, FL 34786
  • /34

    $320,000

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    8259 Maritime Flag St Unit 4, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Experience the best of Windermere living! This freshly updated two-story townhome offers resort-style amenities and unbeatable convenience, all just 10 minutes from Disney! Step inside to discover fresh paint throughout, brand new carpet, and an open-concept first floor with a kitchen/living room combo and a half bath. Upstairs, you’ll find three

    Lindsey Hudson REAL BROKER, LLC

    8259 Maritime Flag St Unit 4, Windermere, FL 34786

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$867,500
Median Single Family Sale Price
$1,088,998
Median Townhouse Sale Price
$405,000
Median 2 Bedroom Sale Price
$297,500
Average Price Per Sq Ft
$361
Number of Homes for Sale
210
Last 12 months Home Sales
646
Months of Supply
3.90
Median List Price
$975,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
12%
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