16,407

Windermere, FL Homes

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  • /64

    $979,900

    • 4 Beds
    • 3.5 Baths
    • 3,235 Sq Ft

    8778 Peachtree Park Ct, Windermere, FL 34786

    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 immaculate 4-bedroom 3.5 bath home. The owner thoughtfully

    Ronald Haywood BHHS FLORIDA REALTY

    8778 Peachtree Park Ct, Windermere, FL 34786
  • /17

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 790 Sq Ft
    • Townhouse for Rent

    2958 Marquesas Ct, Windermere, FL 34786

    Charming Guest House for Rent in Gated Windermere CommunityLive in the heart of Windermere in this private, detached guest house located within one of the area's few gated communities—just a short walk to Windermere Elementary and the Recreation Center!This spacious and unique guest house/in-law suite is perfect for someone seeking comfort, privacy, and a prime location. The

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    2958 Marquesas Ct, Windermere, FL 34786
  • /2

    $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
    • /8

      Est $2,176,188 Not Listed For Sale

      7085 Horizon Cir, Windermere, FL 34786

      7085 Horizon Cir, Windermere, FL 34786
  • /24

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 2,837 Sq Ft

    12867 Woodmere Close Dr, Windermere, FL 34786

    Experience convenience and exclusivity in this expansive 4-bedroom, 3.5-bathroom residence in the beautiful Berkshire Park community of Lake Sawyer. Tenant-occupied until July 2025, this home presents an incredible opportunity for investors or future homeowners seeking immediate rental income while securing a beautiful, high-demand property.Showcasing serene pond and conservation views, the home

    nicoletta buonaccordo ALTIS REALTY

    12867 Woodmere Close Dr, Windermere, FL 34786
  • /23

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,490 Sq Ft
    • Townhouse for Rent

    7340 Yoder St, Windermere, FL 34786

    Charming Townhouse for Rent in Windermere’s Sought-After Lake Burden Community!Welcome home to this beautifully updated townhouse offering spacious, modern living in the heart of Windermere. Enjoy an open-concept layout with a bright and airy living, kitchen, and dining area—perfect for entertaining or relaxing with family.This home features 3 bedrooms, 2 full bathrooms, and a convenient half

    Tim Boon CREEGAN GROUP

    7340 Yoder St, 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
    • /18

      Est $466,842 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,881 Sq Ft

      7645 Ripplepointe Way, Windermere, FL 34786

      7645 Ripplepointe Way, Windermere, FL 34786
  • /34

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    7819 Hardenton St, Windermere, FL 34786

    Tree-lined streets and neighborhood parks with community amenities and close to everything… Welcome to Wickham Park located in desirable Windermere, FL!Centrally located to all there is to do in central Florida, you’re going to love Wickham Park and this three bedroom, two bathroom townhome under 1,500 sf! Across from one of several neighborhood parks, the curb appeal of 7819 Hardenton Street

    Cory Prado COLDWELL BANKER REALTY

    7819 Hardenton St, Windermere, FL 34786
  • /22

    $3,400 per month

    • 4 Beds
    • 3.5 Baths
    • 2,837 Sq Ft
    • House for Rent

    11854 Via Lucerna Cir, Windermere, FL 34786

    Magnificent 4 bedroom 3 and 1 half bath home in the Belmere Village Gated Community. Community Amenities include community pool, workout facilities, tennis court, and clubhouse. Enjoy accessibility to shopping, schools while also being just 34 minutes to Disney and Epcot Center and 26 minutes to Universal Epic Universe. Second Bedroom has its private full bathroom inside, while there is an

    Yesenia Reyes ALL REAL ESTATE & INVESTMENTS

    11854 Via Lucerna Cir, 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
    • /58

      Est $1,843,369 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,672 Sq Ft

      11603 Vinci Dr, Windermere, FL 34786

      11603 Vinci Dr, Windermere, FL 34786
  • /43

    $709,000 Open Sat 1PM - 4PM

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

    11222 Rapallo Ln, Windermere, FL 34786

    Nestled within the prestigious gated Belmere Village Community in Windermere, welcome home to an oasis of sophistication and comfort. This meticulously and eloquently UPDATED home boasts 4 bedrooms, 2 full baths, and a host of luxurious upgrades, epitomizing modern living at its finest. Upon entering, a grand foyer sets the tone, leading gracefully into expansive living spaces adorned with new

    Elliott Hagood HOME & FAMILY RE & PROP. MGMT

    11222 Rapallo Ln, Windermere, FL 34786
  • /47

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,461 Sq Ft
    • Townhouse for Rent

    5439 Kumquat Loop, Windermere, FL 34786

    Come view this 3 bed/2.5 bath townhome conveniently located in Windermere with close access to the 429, Winter Garden, Disney and many shopping and restaurant options. This fully renovated home has been upgraded with all the high-end bells and whistles. Upon entering the home, you’ll notice the beautifully styled flooring, natural lighting and the high-end kitchen! Downstairs also provides an

    Christopher Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

    5439 Kumquat Loop, Windermere, FL 34786
  • /2

    $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
    • /31

      Est $755,470 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,514 Sq Ft

      8748 Peachtree Park Ct, Windermere, FL 34786

      8748 Peachtree Park Ct, Windermere, FL 34786
  • /43

    $689,900

    • 3 Beds
    • 3 Baths
    • 2,224 Sq Ft

    8272 Procida Isle Ln, Windermere, FL 34786

    This beautifully designed one-story residence offers spacious, comfortable living with 3 bedrooms, 3 full bathrooms plus a bonus room that could be your office space or easely converted to the 4th bedroom . The heart of the home is a luxurious, modern chef’s kitchen, perfect for entertaining and daily living, with sleek finishes and high-end appliances.Throughout the home, ceramic tile flooring

    Oscar Brea LA ROSA RTY WINTER GARDEN LLC

    8272 Procida Isle Ln, Windermere, FL 34786
  • /21

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft
    • Townhouse for Rent

    11933 Water Run Alley, Windermere, FL 34786

    Charming Townhome in the Heart of Windermere’s Ashlin Park available June 1st!Welcome to this stylish and spacious 3-bedroom, 2.5-bath townhome located in the highly sought-after Ashlin Park community in Windermere. Nestled just across from Horizon West Middle School and steps from the community playground, this home combines comfort, convenience, and charm.Inside, you'll find an

    Brynn Munro CORCORAN PREMIER REALTY

    11933 Water Run Alley, Windermere, FL 34786
  • /2

    $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
    • /38

      Est $527,329 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,709 Sq Ft

      7688 Brofield Ave, Windermere, FL 34786

      7688 Brofield Ave, Windermere, FL 34786
  • /41

    $1,159,990 Open Sun 1PM - 3PM

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

    13525 Gorgona Isle Dr, Windermere, FL 34786

    Luxury Custom Home Minutes from Disney – 5 Bed | 4,625 Sq Ft Live just minutes from the magic in this beautifully upgraded 5-bedroom, 4,625 sq ft luxury home, ideally located, 6 minutes to Magic Kingdom, 10 minutes to EPCOT, and 15 minutes to Hollywood Studios – all door-to-door without I4!Welcome to your dream home in the Windermere Isle community! This spacious open floor plan features high-end

    Sinan Zakaria LISTED SIMPLY

    13525 Gorgona Isle Dr, Windermere, FL 34786
  • /35

    $3,800 per month

    • 3 Beds
    • 2 Baths
    • 1,928 Sq Ft
    • House for Rent

    1243 Dingens Ave, Windermere, FL 34786

    WONDERFUL WELCOME HOME IN WINDERMERE. READY TO MOVE IN. TOP RATED SCHOOLS IN A FAMILY COMMUNITY, NEAR DISNEY, DINING AND ENTERTAINMENT, MAY BE RENTED FULL FURNISHED, FEELS LIKE COUNTRY LIVING, BUT CLOSE TO EVERYTHING,so bring your boat, camper, or build the Gotha Park is just a short walk away, offering tennis courts, a pavilion, and a tot lot for the little ones. LOCATION, LOCATION,

    Peter Useche REALMULTIPROPERTY LLC

    1243 Dingens Ave, Windermere, FL 34786
  • /2

    $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
    • /58

      Est $630,972 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,610 Sq Ft

      7610 Brofield Ave, Windermere, FL 34786

      7610 Brofield Ave, Windermere, FL 34786
  • /37

    $679,000

    • 4 Beds
    • 3.5 Baths
    • 3,072 Sq Ft

    12724 Bideford Ave, Windermere, FL 34786

    Welcome to this tree-lined community,Lakes of Windermere! This home encompasses most of it's living on the first floor with the exception of the Bonus/ Media Room with full bath located on the second level. The entire first level has either tile or wood throughout. Large Open floor plan.Enter the Living and Dining Areas to the butler Pantry which leads to the kitchen with lots of extra Cabinets.

    Philip Bellacicco CHARLES RUTENBERG REALTY ORLANDO

    12724 Bideford Ave, Windermere, FL 34786
  • /48

    $2,800 per month

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

    7621 Ripplepointe Way, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Fabulous END unit townhome with extra windows for LOADS of natural light! PERFECT LOCATION… within visual and walking distance to community pool and away from 535 traffic. 3 bedrooms plus a downstairs office in great condition offered by original owner. Upgraded 18” tile throughout entire downstairs. Beautiful kitchen features spiced maple cabinets

    Corey Cannon BHHS FLORIDA REALTY

    7621 Ripplepointe Way, 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
    • /54

      Est $846,966 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,965 Sq Ft

      7462 Fairgrove Ave, Windermere, FL 34786

      7462 Fairgrove Ave, Windermere, FL 34786
  • /39

    $550,000

    • 3 Beds
    • 2 Baths
    • 2,151 Sq Ft

    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
  • /41

    $5,500 per month

    • 5 Beds
    • 3.5 Baths
    • 3,725 Sq Ft
    • House for Rent

    8719 Crescendo Ave, Windermere, FL 34786

    Breathtaking POOL House at the desirable Windermere Trails. This elegantly FURNISHED house features a spacious kitchen with SS appliances, large center island, walk in pantry, granite countertops with tile backsplash and eat in dining all open to Family room, overlooking your private lanai and Pool. The main level Master suite has a huge walk in closet and spa like bath with his and hers sinks

    Maria Ubillus FOLIO REALTY LLC

    8719 Crescendo Ave, 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
    • /51

      Est $914,513 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,345 Sq Ft

      4240 Blue Major Dr, Windermere, FL 34786

      4240 Blue Major Dr, Windermere, FL 34786
  • /48

    $995,000

    • 4 Beds
    • 3 Baths
    • 2,636 Sq Ft

    3328 Wax Berry Ct, Windermere, FL 34786

    Welcome to Your Private Retreat in Windermere!Nestled on a tranquil 1-acre lot in an exclusive enclave of just nine homes, this beautifully upgraded residence offers the perfect blend of comfort, style and convenience yet just minutes from downtown Windermere.Step inside to discover a thoughtfully designed 4-bedroom, 3 bath home featuring a versatile bonus room ideal for a home office, gym, or

    Holly Pham ZARIA REALTY GROUP LLC

    3328 Wax Berry Ct, Windermere, FL 34786
  • /23

    $3,400 per month

    • 4 Beds
    • 3.5 Baths
    • 2,878 Sq Ft
    • House for Rent

    4119 Blue Major Dr, Windermere, FL 34786

    4 Bedroom, 3.5 Bath Single Family Home with a 2 car garage available for rent in Windermere, FL 34786.

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    4119 Blue Major Dr, 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
    • /30

      Est $423,869 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,624 Sq Ft

      11613 Water Run Alley, Windermere, FL 34786

      11613 Water Run Alley, Windermere, FL 34786
  • /75

    $921,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,040 Sq Ft

    1803 Glenbay Ct, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Nestled behind the gates of the renowned RESERVE AT BELMERE in Windermere, this stunning 4 bedroom plus loft pool home offers the epitome of privacy and security, with its exclusive 24-hour guard service. Prominently placed on a large corner lot, this home features a bright and open floor plan with soaring 15 foot ceilings. Oversized sliders lead to

    Helen Thompson RE/MAX SELECT GROUP

    1803 Glenbay Ct, Windermere, FL 34786
  • /14

    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 2,090 Sq Ft
    • Townhouse for Rent

    6501 Soter Ln, Windermere, FL 34786

    This Beautiful corner unit townhome has a lot of amenities, including stainless appliances, double oven, granite counter tops, and 24 inch cabinets featuring crown molding. This home boasts ceramic tile throughout the first floor with new carpet upstairs. The spacious owners retreat offers an expansive closet and upgraded tile in bath. The community amenities include play ground and pool/cabana.

    Angela Magac THE PROPERTY STOP LLC

    6501 Soter Ln, 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
    • /16

      Not Listed For Sale

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

      11564 Mizzon Dr Unit 904, Windermere, FL 34786

      11564 Mizzon Dr Unit 904, Windermere, FL 34786

Showing Results 161 - 200, Page 5 of 18

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