27

Windermere, FL Open Houses

Section Image Section Image
  • /39

    $649,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,020 Sq Ft

    4833 Palm Tree Ct, Windermere, FL 34786

    Welcome to your Oasis at 4833 Palm Tree Ct. a beautifully maintained single-story residence nestled in the heart of Windermere's most desirable community. This charming 4-bedroom 2.5-bathroom home offers the perfect blend of comfort style & convenience creating an idyllic Florida lifestyle for you and your family.Step inside and be greeted by a sense of light and spaciousness. The tile flooring

    Agent Photo

    Charles Kohlinger

    BHHS FLORIDA REALTY

    (407) 565-9184

    4833 Palm Tree Ct, Windermere, FL 34786
  • /35

    $1,499,000 Open Sat 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,014 Sq Ft

    11721 Camden Park Dr, Windermere, FL 34786

    Welcome to 11721 Camden Park Drive, a beautifully renovated executive home located in the prestigious guard-gated community of Keene’s Pointe in Windermere. This exquisite residence sits on a meticulously landscaped 0.26-acre lot and offers over 3,000 square feet of thoughtfully designed living space, seamlessly blending timeless architecture with modern luxury.Step inside to discover elegant

    Shelley Dawson RE/MAX PRIME PROPERTIES

    11721 Camden Park Dr, Windermere, FL 34786
  • /76

    $1,250,000 Open Sat 1PM - 4PM

    • 6 Beds
    • 4.5 Baths
    • 4,625 Sq Ft

    13525 Gorgona Isle Dr, Windermere, FL 34786

    Welcome to a one-of-a-kind estate home in Windermere Isle—crafted for those who value luxury, space, and unmatched proximity to Disney. With 6 bedrooms, 4.5 baths, and a stress-free location just minutes from the Magic Kingdom, this move-in-ready home has it all.Step into a dramatic 25-foot foyer with soaring ceilings and a custom hardwood staircase featuring basket-weave iron balusters. Rich

    Daniel Fleischman KELLER WILLIAMS REALTY SMART

    13525 Gorgona Isle Dr, Windermere, FL 34786
  • /72

    $1,110,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,951 Sq Ft

    11401 Willow Stowe Ln, Windermere, FL 34786

    One or more photo(s) has been virtually staged. PRICED TO SELL - IMMACULATE, HEAVILY-UPGRADED, & ENERGY EFFICIENT 4/3 EXECUTIVE POOL HOME on .50+ acre corner lot + cul-de-sac street within one of the Town of Windermere’s most desirable communities, The Willows. Residents enjoy a wonderful lifestyle that blends luxury and Old Florida charm in the MOST COVETED SCHOOL DISTRICT in all of Central

    Brian Lemay ROMAN REALTY GROUP, LLC

    11401 Willow Stowe Ln, Windermere, FL 34786
  • /63

    $1,100,000 Open Sat 11AM - 3PM

    • 6 Beds
    • 4.5 Baths
    • 5,098 Sq Ft

    8352 Lookout Pointe Dr, Windermere, FL 34786

    Sitting directly on LAKE REAMS with a serene lake view, this impeccably upgraded residence is nestled in the heart of the highly sought-after Windermere Trails community and offers an exceptional combination of elegance, comfort, and practicality. Featuring 6 bedrooms, 4.5 bathrooms—including TWO PRIMARY SUITES—a generous main living area, and a dedicated office or den, this home is thoughtfully

    Pilar Fernandez SIX STAR REALTY GROUP LLC

    8352 Lookout Pointe Dr, Windermere, FL 34786
  • /98

    $1,500,000 Open Sat 11AM - 3PM

    • 5 Beds
    • 4 Baths
    • 3,694 Sq Ft

    13112 Luntz Point Ln, Windermere, FL 34786

    Experience unparalleled LUXURY LIVING and PRIVATE LAKE ACCESS in this meticulously renovated Mediterranean-style 5 Bedroom, 4 Bath Estate located within the stunning guard-gated community of Waterford Pointe in Windermere, FL. Nestled on more than an acre of secluded land, this residence showcases modern elegance with impressive updates that ensure a fresh and carefree living experience. Recent

    Gale Springer KELLER WILLIAMS ELITE PARTNERS III REALTY

    13112 Luntz Point Ln, Windermere, FL 34786
  • /60

    $1,492,000 Open Sat 1PM - 3PM

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

    2931 Sunbittern Ct, Windermere, FL 34786

    This custom built estate home in a gated private cul de sac is walking distance to Windermere Elementary. The home is nestled in the exclusive subdivision of Lake Crescent Reserve. This expansive estate, spanning over one acre, is located in the highly sought-after Town of Windermere and offers access to multiple lakes, including the prestigious Butler Chain of Lakes. This stunning 4,018 square

    John Cunningham KELLER WILLIAMS CLASSIC

    2931 Sunbittern Ct, Windermere, FL 34786
  • /52

    $1,099,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,766 Sq Ft

    11507 Center Lake Dr, Windermere, FL 34786

    2025 PARADE OF HOMES GRAND AWARD WINNING BUILDER | 2017 PARADE OF HOMES WINNER |CUSTOM CRAFTSMAN BUILT HOME | HIGH QUALITY | PRIME LOCATION | PUTTING GREEN | FENCED IN YARD | SCREENED IN LANAI | Discover luxury and craftsmanship in this remarkable 2017 Parade of Homes Winner, built by the renowned Westmont Custom Homes. this 4-bedroom, 3.5-bathroom masterpiece spans 3,766 sqft. Custom-built by

    Kristy Cook EXP REALTY LLC

    11507 Center Lake Dr, Windermere, FL 34786
  • /71

    $1,250,403 Open Sat 1PM - 5PM

    • 6 Beds
    • 4.5 Baths
    • 4,443 Sq Ft

    14249 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. The Sweetwater Experience Living in the Sweetwater means embracing a lifestyle where luxury meets practicality. Start your day in the spa-like owner's suite, where dual walk-in closets eliminate the morning rush. Enjoy coffee on the covered patio while the kids prepare for school in their own well-appointed spaces. Throughout the day, dedicated flex

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14249 Crest Palm Ave, Windermere, FL 34786
  • /71

    $1,130,735 Open Sat 1PM - 5PM

    • 6 Beds
    • 4.5 Baths
    • 3,628 Sq Ft

    14261 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. The Ellington II floor plan offers a modern, spacious two-story layout ideal for families and entertaining. It includes 4-5 bedrooms, 3 bathrooms, and expansive living areas. The main level features an open concept kitchen, dining, and great room, perfect for socializing. A private owner’s suite and an optional guest suite offer versatility.

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14261 Crest Palm Ave, Windermere, FL 34786
  • /59

    $1,093,144 Open Sat 1PM - 5PM

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft

    14285 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to the Arlington with Bonus! This stunning 3,099 square foot, two-story floor plan boasts 4 bedrooms, 4 bathrooms, and a spacious 2-car garage. Experience the ultimate in open-concept living on the main level, perfect for entertaining family and friends. The garage includes an extra hobby/work space for all your creative projects. Step

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14285 Crest Palm Ave, Windermere, FL 34786
  • /76

    $1,255,678 Open Sat 1PM - 5PM

    • 6 Beds
    • 4.5 Baths
    • 4,443 Sq Ft

    14255 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Under Construction. The Sweetwater ExperienceLiving in the Sweetwater means embracing a lifestyle where luxury meets practicality. Start your day in the spa-like owner's suite, where dual walk-in closets eliminate the morning rush. Enjoy coffee on the covered patio while the kids prepare for school in their own well-appointed spaces. Throughout the

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14255 Crest Palm Ave, Windermere, FL 34786
  • /32

    $1,097,904 Open Sat 1PM - 5PM

    • 4 Beds
    • 3.5 Baths
    • 3,404 Sq Ft

    14421 Crest Palm Ave, Windermere, FL 34786

    Under Construction. SAMPLE IMAGE The Baldwin floor plan is a thoughtfully designed two-story home featuring 4 spacious bedrooms and 3.5 bathrooms, offering over 3,404 square feet of living space. The first floor boasts an inviting open-concept design, with a large great room adjacent to a dining room, perfect for gatherings and entertaining. The owner’s suite, complete with a walk-in closet and

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14421 Crest Palm Ave, Windermere, FL 34786
  • /73

    $899,999 Open Sat 11AM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 2,844 Sq Ft

    11761 Bella Milano Ct, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to this beautifully renovated 5-bedroom, 4.5-bath home in the sought-after gated community of Belmere in Windermere. Thoughtfully updated, this home features luxury vinyl flooring throughout, fresh interior and exterior paint in Alabaster tones, rich-toned doors, and stylish lighting that enhances every room. The durable tile roof was

    Lizzette Bolivar Rubio PMI ORLANDO PARKS

    11761 Bella Milano Ct, Windermere, FL 34786
  • /47

    $995,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3 Baths
    • 3,080 Sq Ft

    6426 Montclair Bluff Ln, Windermere, FL 34786

    Welcome to your dream home in the highly sought-after gated community of Glenmuir in Windermere! This beautifully renovated residence features a meticulously designed interior with luxury vinyl flooring, a stunning gourmet kitchen, and an open-concept layout that effortlessly blends comfort and style.Working from home is a dream in the bright, naturally lit office, which is not shown in the

    Charlie Akduman REGENCY REAL ESTATE LLC

    6426 Montclair Bluff Ln, Windermere, FL 34786
  • /100

    $940,000 Open Sat 3PM - 6PM

    • 5 Beds
    • 4.5 Baths
    • 3,615 Sq Ft

    9257 Outlook Rock Trail, Windermere, FL 34786

    Stunning 5-Bedroom, 4.5-Bathroom Home in the Highly Desirable Windermere Trails CommunityThis luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet.Step outside to a

    Macarena Jimenez ZARIA REALTY GROUP LLC

    9257 Outlook Rock Trail, Windermere, FL 34786
  • /41

    $3,500,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,923 Sq Ft

    11018 Lake Butler Blvd, Windermere, FL 34786

    Welcome to luxury on Lake Butler Blvd with stunning Wauseon Bay views. This estate spans nearly an acre of landscaped grounds, ideal for relaxation and entertainment. The property features a secondary, oversized garage air-conditioned garage that could be converted into a guest suite. The main home is a custom-built residence with high ceilings, new wood flooring and expansive lake-view windows.

    Toni Marie Cafferty COMPASS FLORIDA LLC

    11018 Lake Butler Blvd, Windermere, FL 34786
  • /31

    $459,800 Open Sat 1PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,492 Sq Ft

    6527 Silver Queen Way, Windermere, FL 34786

    Once in a decade, the 3 factors of buying your home - All Come Together!1st Condition - the list of all the new, remodeled, items is too long for this segment. Ask your Realtor to get you a copy in attachments. New Roof, New Gutters, New courtyard-side patio w/PVC privacy fence, all ceiling had popcorn removed and repainted, ALL interior repainted-nice modern colors, new floors/carpet and all

    Paul McGarigal RE/MAX SELECT GROUP

    6527 Silver Queen Way, Windermere, FL 34786
  • /38

    $470,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 1,834 Sq Ft

    10631 Village Lake Rd, Windermere, FL 34786

    Nestled in the heart of the enchanting Windermere area, this stunning four-bedroom, three-and-a-half-bathroom end-unit townhome epitomizes modern elegance and comfort, making it the perfect sanctuary for family living. As you step inside, the grandeur of ten-foot ceilings on the first floor immediately envelops you, creating an airy and inviting atmosphere. The thoughtfully designed layout

    Robert Johnson KELLER WILLIAMS ADVANTAGE REALTY

    10631 Village Lake Rd, Windermere, FL 34786
  • /58

    $699,800 Open Sat 1AM - 4PM

    • 4 Beds
    • 2 Baths
    • 2,350 Sq Ft

    11222 Rapallo Ln, Windermere, FL 34786

    IMPECCABLY COMPLETED ON 5/30 using 5x NATIONAL BUILDER OF THE YEAR best practices. Just 5 minutes from WINDERMERE DOWNTOWN 2.0 EXPANSION PROJECTS—also convenient to Restaurant Row in DR. PHILLIPS. FENG SHUI attributes include EAST-FACING front door and NEXT GENERATION HEALTHY CLEAN AIR FLOORS with future-proofed high-end materials. GATED SOUTH BELMERE – 2025 AESTHETICS inside and out. EAST-facing

    Elliott Hagood HOME & FAMILY RE & PROP. MGMT

    11222 Rapallo Ln, Windermere, FL 34786
  • /28

    $405,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,490 Sq Ft

    6327 Southbridge St, Windermere, FL 34786

    Welcome to the beautiful Southbridge Village community. A highly sought after community within the Windermere area. This gorgeous home has a spacious front porch, which is perfect to enjoy the Florida sunshine. Once you enter the home, there is a large open floor plan as you enter through the living room and continue into the kitchen and dining area. The kitchen has brand new 2024 stainless steel

    Vanessa Lee COLDWELL BANKER REALTY

    6327 Southbridge St, Windermere, FL 34786
  • /64

    $489,900 Open Sun 3PM - 5:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,063 Sq Ft

    12109 Silverlake Park Dr, Windermere, FL 34786

    PRICED TO SELL - LOCATION! Nestled in the highly sought-after Windermere Trails community, this stunning home has been meticulously cared for by its original owner, who purchased it new. It has exclusively served as a vacation home and has seen minimal use, making it feel almost like new! This spacious 4-bedroom, 2.5-bathroom home features a large loft and a 2-car attached garage. Step inside to

    Renan Serretiello FLORIDA CONNEXION PROPERTIES

    12109 Silverlake Park Dr, Windermere, FL 34786
  • /7

    $1,500,000 Open Sat 1AM - 4PM

    • Land
    • 0.68 Acre
    • $2,205,882 per Acre

    5235 W Lake Butler Rd, Windermere, FL 34786

    A rare opportunity to own over half an acre of direct lakefront property on prestigious Lake Butler. This prime vacant lot offers breathtaking views of Lake Butler and Bird Island.Design and build your custom dream estate in Windermere, one of Orlando’s most desirable communities. With direct access to the renowned Butler Chain of Lakes, enjoy unparalleled waterfront living—boating, fishing, and

    Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

    5235 W Lake Butler Rd, Windermere, FL 34786
  • /77

    $2,550,000 Open Sat 1AM - 4PM

    • 3 Beds
    • 3 Baths
    • 3,255 Sq Ft

    5243 W Lake Butler Rd, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Stunning Windermere Lakefront Retreat on the Butler Chain. Experience the epitome of lakefront living in this beautifully remodeled home, nestled on over half an acre with breathtaking views of Lake Butler and Bird Island. Whether you're boating, fishing, or simply relaxing by the pool, this retreat offers the perfect combination of luxury and

    Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

    5243 W Lake Butler Rd, Windermere, FL 34786
  • /35

    $650,000 Open Sat 11AM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,727 Sq Ft

    11313 Via Andiamo, Windermere, FL 34786

    One or more photo(s) has been virtually staged. This beautiful Mediterranean-style home in a sought-after gated Windermere community is ready for you. Meticulously maintained, it features a kitchen with new stainless-steel appliances, 42" upgraded cabinets, and plenty of storage. The master suite boasts a large private balcony, while a second balcony is available in the guest bedroom. The home

    Sean Popat BUYER REBATES REALTY

    11313 Via Andiamo, Windermere, FL 34786
  • /77

    $2,790,000 Open Sat 1PM - 4PM

    • 6 Beds
    • 5.5 Baths
    • 4,599 Sq Ft

    1003 Oakdale St, Windermere, FL 34786

    Never Lived In Since Completely Remodeled and Expanded - Total of 6 Bedrooms - 5 Full Baths - 1 Pool or Guest Bath - Primary Suite & Guest Suite on 1st Floor - 4 More Bedrooms & 3 Bathrooms on 2nd Floor - Huge Bonus Room / Theatre / Game Room with Full Bathroom Over Garage - Separate Office on 1st Floor - 12 Foot Wide Folding Glass Doors Overlooking The Screened Pool & Lake Bessie - Newly

    Darrell Nunnelley VINTAGE REALTY GROUP LLC

    1003 Oakdale St, Windermere, FL 34786
  • /56

    $2,300,000 Open Sun 11AM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 3,685 Sq Ft

    6564 Lagoon St, Windermere, FL 34786

    NEW CONSTRUCTION! Welcome to your dream home on the serene banks of Lake Sawyer! Experience lakefront living at its finest in this stunning 5-bedroom, 4.5-bathroom home on the peaceful shores of Lake Sawyer. Built by Davila Homes, this exquisite property offers 3,685 sqft of luxurious living space, designed with impeccable attention to detail. From the gourmet kitchen to the elegant wood floors

    Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

    6564 Lagoon St, Windermere, FL 34786

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$922,500
Median Single Family Sale Price
$1,131,350
Median Townhouse Sale Price
$429,000
Median 2 Bedroom Sale Price
$310,000
Average Price Per Sq Ft
$381
Number of Homes for Sale
148
Last 12 months Home Sales
362
Months of Supply
4.90
Median List Price
$1,089,906
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
10%
How to Buy a Home How to Finance a Home How to Sell a Home