16,417

Windermere, FL Homes

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  • /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
  • /86

    $1,685 - $3,850 per month

    Addison At Windermere

    1-3 Beds

    13644 Tortona Ln, Windermere, FL 34786

    Addison At Windermere is located at 13644 Tortona Lane Windermere, FL and is managed by GrayCo Properties, LLC, a reputable property management company. Addison At Windermere offers 1 to 3 bedroom apartments ranging in size from 592 to 1508 sq.ft. Amenities include Microwave and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 34786 ZIP code.

    13644 Tortona Ln, Windermere, FL 34786
  • /2

    $819,500 Sold Jun 13, 2025

    • 3,506 Sq Ft
    • $234/SF
    • 41 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2007

    2151 Tillman Ave, Winter Garden, FL 34787

    Nestled in the highly sought-after gated community of Bronson’s Landing, one of Winter Garden’s most desirable enclaves, this meticulously upgraded home stands out with modern features and thoughtful design. With just 126 homes, the community offers a private, charming atmosphere with convenient access to 535, 429, and the Turnpike.This spacious residence boasts five bedrooms and four full

    Andy Neal MAXIM REALTY ORLANDO

    2151 Tillman Ave, Winter Garden, FL 34787
    • /77

      Est $686,749 Not Listed For Sale

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

      8355 Vivaro Isle Way, Windermere, FL 34786

      8355 Vivaro Isle Way, Windermere, FL 34786
  • /36

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 1,884 Sq Ft

    11213 Grander Dr, Windermere, FL 34786

    Welcome to your dream townhome in the highly desirable community of Windermere! This charming 3-bedroom (Plus den), 2.5-bath residence effortlessly combines style, comfort, and functionality. The open-concept design flows from the spacious living and dining areas into a well-appointed kitchen featuring solid wood cabinetry, gleaming granite countertops, and ample storage—perfect for both everyday

    Agent Photo

    Farzana Zalil

    CHARLES RUTENBERG REALTY ORLANDO

    (689) 304-8813

    11213 Grander Dr, Windermere, FL 34786
  • /21

    $4,200 per month

    • 4 Beds
    • 2 Baths
    • 2,516 Sq Ft
    • House for Rent

    13351 Zori Ln, Windermere, FL 34786

    ..... Available on July 1, 2025..... One of the rare find pool home in the desirable Providence community in Windermere. Freshly painted interior. Walking distance to Windermere High School, Windermere Preparotary School, Restaurant, and Grocery shopping. Tile in all common areas and wood floor in all bedrooms. Lawn and pool maintenance are included in the monthly rent. This house is zoned for

    Jennie Ho MAY HO REALTY

    13351 Zori Ln, Windermere, FL 34786
  • /2

    $355,000 Sold Jun 13, 2025

    • 1,336 Sq Ft
    • $266/SF
    • 74 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2006

    8933 Newmarket Dr, Windermere, FL 34786

    Welcome to 8933 Newmarket Drive in the highly sought after Lakes of Windermere - Lake Reams. This immaculately kept townhome features two primary bedrooms, two and a half bathrooms, and is completely turnkey with BRAND NEW ROOF, NEW WASHER, DRYER, APPLIANCES, FRESH INTERIOR AND EXTERIOR PAINT, NEW LVP FLOORING, NEW SMART GARAGE DOOR SYSTEM, NEST THERMOSTAT, NEWER AC AND WATER HEATER! Located on a

    Jenna Palmero COLDWELL BANKER REALTY

    8933 Newmarket Dr, Windermere, FL 34786
    • /30

      Est $930,474 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,690 Sq Ft

      8460 Elba Isle Ct, Windermere, FL 34786

      8460 Elba Isle Ct, Windermere, FL 34786
  • /61

    $595,000

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

    9056 Woodbreeze Blvd, Windermere, FL 34786

    Welcome to 9056 Woodbreeze Blvd, a remarkable 4-bedroom, 2-bathroom home with a 2-car garage, nestled in the serene Silver Woods neighborhood of Windermere, FL. This exceptional residence offers a unique blend of privacy and community amenities. With only one adjacent neighbor and community tennis courts on the other side, the property provides a tranquil retreat. The backyard overlooks a

    Agent Photo

    Tom Langmann

    RE/MAX 200 REALTY

    (689) 305-3637

    9056 Woodbreeze Blvd, Windermere, FL 34786
  • /48

    $1,432 - $2,513 per month

    Talcott at Windermere

    1-3 Beds

    5820 Nature View Dr, Windermere, FL 34786

    The Retreat at Windermere Apartments offers you a haven to come home to. You enjoy inspired living in a community that is perfect for a variety of lifestyles. Choose a one, a two or a three bedroom apartment to experience a host of great features. All floor plans come with the choice of two distinct designer color palettes that blend beautifully with the stylish wood flooring and the lofty,

    5820 Nature View Dr, Windermere, FL 34786
  • /2

    $590,000 Sold Jun 12, 2025

    • 2,256 Sq Ft
    • $262/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    11556 Via Lucerna Cir, Windermere, FL 34786

    Welcome to Belmere Village – Windermere Living at Its Finest!Discover this beautifully maintained 4-bedroom, 2.5-bathroom home nestled in the highly sought-after gated community of Belmere in Windermere, Florida. With over 2,200 square feet of thoughtfully designed living space, this residence perfectly blends comfort, elegance, and functionality.As you arrive, you’ll be impressed by the

    Jeffrey Fleming, LLC PREFERRED REAL ESTATE BROKERS

    11556 Via Lucerna Cir, Windermere, FL 34786
    • /48

      Est $796,643 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,720 Sq Ft

      13254 Penshurst Ln, Windermere, FL 34786

      13254 Penshurst Ln, Windermere, FL 34786
  • /15

    $330,000

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

    11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

    Beautiful Lakeside at Lakes of Windermere condominium - Third floor corner unit with screened balcony. This unit features an open floor plan that combines kitchen, living room, and dining room. The kitchen feature 42 inch wood cabinets and a breakfast bar. Spacious primary bedroom. The A/C was replaced in October 2020. Tons of storage throughout the unit! The community features Clubhouse, Pool,

    Agent Photo

    Jay Stewart

    SOUTHERN REALTY GROUP LLC

    (689) 314-5683

    11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786
  • /9

    $4,000 per month

    • 4 Beds
    • 2.5 Baths
    • 2,896 Sq Ft
    • Property for Rent

    13245 Longacre Dr, Windermere, FL 34786

    What a great location at Windermere of Central Florida.Stunning Corner-Unit Rental Home with Lake Views – 4 Bedrooms, 2.5 bathrooms 2 Floors & Double cars GarageWelcome to this exquisite rental property, perfectly positioned on a coveted corner lot with breathtaking lake views. This beautifully designed two-story home offers four spacious bedrooms, ideal for families or roommates seeking comfort

    Mark Wang SUNSTAR REALTY FL INC

    13245 Longacre Dr, Windermere, FL 34786
  • /2

    $1,325,000 Sold Jun 12, 2025

    • 4,789 Sq Ft
    • $277/SF
    • 100 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1996

    9501 Hempel Cove Blvd, Windermere, FL 34786

    Original owners, first time on the market and meticulously maintained! Located on a quiet cul-de-sac you will find a generous 1.14-acre lot with mature trees providing ample shade for this Georgia brick faced two-story home. A flexible floorplan as well as a lovely outdoor oasis is perfect for entertaining family and guests. The home offers 4,789’ square feet of living space, features high

    Rebekkah Warmus REVEL REALTY LLC

    9501 Hempel Cove Blvd, Windermere, FL 34786
    • /37

      Est $1,605,716 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,396 Sq Ft

      1214 Estancia Woods Loop, Windermere, FL 34786

      1214 Estancia Woods Loop, Windermere, FL 34786
  • /83

    $1,220,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,061 Sq Ft

    8530 Vivaro Isle Way, Windermere, FL 34786

    Under contract-accepting backup offers. 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

    Agent Photo

    Katherine Figueroa Santiago

    WATSON REALTY CORP., REALTORS

    (407) 753-1858

    8530 Vivaro Isle Way, Windermere, FL 34786
  • /38

    $1,550 - $2,637 per month

    Citra at Windermere

    1-3 Beds

    11353 Citra Cir, Windermere, FL 34786

    Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay Lake

    11353 Citra Cir, Windermere, FL 34786
  • /2

    $657,500 Sold Jun 12, 2025

    • 2,606 Sq Ft
    • $252/SF
    • 215 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2002

    11045 Belmere Isles Ct, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Welcome to Your Dream Home in the Exclusive Guard-Gated Reserve at Belmere! Discover this completely remodeled single-story executive home in the heart of Windermere, FL. With 4 bedrooms, 3 bathrooms, a separate den/office, and a private laundry room spanning 2,606 square feet, this stunning residence is designed for modern living. As you step

    Ryan Rogers EXP REALTY LLC

    11045 Belmere Isles Ct, Windermere, FL 34786
    • /43

      Est $1,005,689 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,648 Sq Ft

      8414 Vivaro Isle Way, Windermere, FL 34786

      8414 Vivaro Isle Way, Windermere, FL 34786
  • /46

    $568,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,745 Sq Ft

    13422 Exbury Ln, Windermere, FL 34786

    Under contract-accepting backup offers. Welcome home! Ideal for investors or homeowners seeking value in Windermere—recent updates include new luxury vinyl flooring, fresh paint, and kitchen upgrades. This attractive, fabulous, 2 story home has 4 bedrooms, 3 full bathrooms and 1 half bathroom downstairs for guests, 3 car garage, with 2,745 square feet of living area. Spacious home is open and

    Agent Photo

    Carmen Vazquez

    REALTY TECH INC

    (407) 698-5267

    13422 Exbury Ln, Windermere, FL 34786
  • /25

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,743 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Spacious 3-Bedroom Townhouse Near DisneyDiscover this fantastic rental opportunity: a beautifully spacious 3-bedroom, 2.5-bath townhouse that's perfect for families or professionals seeking comfort and convenience. This home features a modern and functional layout, a private fenced patio, two car garage, plus additional guest spots right in front of the unit. Ideally located just minutes from

    Lizandra Troisi Passos MY REALTY GROUP, LLC.

    Unlisted Address
  • /2

    $925,000 Sold Jun 12, 2025

    • 4,524 Sq Ft
    • $204/SF
    • 319 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1998

    9502 Hempel Cove Blvd, Windermere, FL 34786

    IF YOU WERE PREVIOUSLY INTERESTED IN THIS HOME NOW IS THE TIME TO GET YOUR SOMETHING SUBMITTED!!!! Welcome to 9502 Hempel Cove Blvd, a luxury highly sought after neighborhood in the heart of Windermere only consists of 11 homes. This timeless 2 story colonial is situated at the end of the cul-de-sac and is the third largest in the neighborhood. The split level feeling will have you being able to

    Jason Braddock EXP REALTY LLC

    9502 Hempel Cove Blvd, Windermere, FL 34786
    • /80

      Est $2,476,808 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 5,161 Sq Ft

      11628 Waterstone Loop Dr, Windermere, FL 34786

      11628 Waterstone Loop Dr, Windermere, FL 34786
  • /41

    $565,000

    • 3 Beds
    • 2.5 Baths
    • 2,009 Sq Ft

    8160 Iron Mountain Trail, Windermere, FL 34786

    Nestled in the highly desirable Windermere Trails community, this beautiful home offers an unparalleled blend of modern design, high end finishes and everyday functionality. The 3 bedrooms, 2 1/2 baths home's open-concept design seamlessly integrates the living and dining areas with the spacious kitchen and family room, creating an inviting space for everyday living and entertaining. Enjoy

    Agent Photo

    Francine Arroyo Santowski

    BHHS FLORIDA REALTY

    (407) 955-9391

    8160 Iron Mountain Trail, Windermere, FL 34786
  • /117

    $1,689 - $4,870 per month

    Venetian Isle

    1-3 Beds

    6506 San Francesco Way, Windermere, FL 34786

    A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication you'll find awe-inspiring day and night.

    6506 San Francesco Way, Windermere, FL 34786
  • /2

    $2,000,000 Sold Jun 10, 2025

    • 3,966 Sq Ft
    • $504/SF
    • 45 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 2023

    6106 Marleon Dr, Windermere, FL 34786

    Experience luxury living in this new contemporary home, located in exclusive gated community of Sawyer Sound featuring only 20 private estates. Set on half and acre, this 4 Bedroom, 4 full Bathroom and 2 half bathroom residence offers modern elegance with an open floor plan designed for living and entertainment. The first floor boasts a spacious living area that flows into a large Kitchen,

    Edgar Navas SUNNY 365 REALTY GROUP

    6106 Marleon Dr, Windermere, FL 34786
    • /40

      Est $816,598 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,988 Sq Ft

      9150 Outlook Rock Trail, Windermere, FL 34786

      9150 Outlook Rock Trail, Windermere, FL 34786
  • /47

    $595,000

    • 4 Beds
    • 3 Baths
    • 2,432 Sq Ft

    5263 Beach River Rd, Windermere, FL 34786

    Welcome to this beautifully maintained 4-bedroom, 3-bath corner home in the highly sought-after Summerport community of Windermere! Roof 2022, AC 2023, Double Pane Windows 2017, Screened-In Deck 2018, Garage Opener 2023, PAID OFF Solar 2018. Boasting 2,432 sq ft of heated living space, this spacious residence features an open floor plan, a formal dining room, and a generous kitchen with ample

    Agent Photo

    Ariel Vargas

    EXP REALTY LLC

    (407) 901-9848

    5263 Beach River Rd, Windermere, FL 34786
  • /39

    $12,000 per month

    • 5 Beds
    • 4.5 Baths
    • 4,417 Sq Ft
    • House for Rent

    5001 Latrobe Dr, Windermere, FL 34786

    Available for immediate occupancy. This beautiful, traditional five-bedroom pool home is on a quiet cul-de-sac in Isleworth, Windermere. The traditional brick exterior, grand French doors, and warm mahogany wood floors invite friends and family home. Enjoy views of majestic oaks, the 7th fairway, and Lake Bessie on this half-acre lot. This two-story home is perfect for entertaining and easy to

    Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

    5001 Latrobe Dr, Windermere, FL 34786
  • /2

    $2,580,000 Sold Jun 10, 2025

    • 3,072 Sq Ft
    • $840/SF
    • 239 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2003

    12428 Summerport Ln, Windermere, FL 34786

    Awake to a breathtaking sunrise in this beautiful Key West Style custom-designed house. ALMOST AN ACRE WITH 130 FEET DIRECT LAKEFRONT PROPERTY LOCATED ON PRESTIGE LAKE BUTLER, THE CHAIN OF LAKES! Enjoy the lakefront lifestyle in the Butler Chain, which consists of 13 interconnecting lakes renowned for swimming, fishing, boating, and all water sports. As you enter this property, you will be in awe

    Norma Lipscomb COLDWELL BANKER RESIDENTIAL RE

    12428 Summerport Ln, Windermere, FL 34786
    • /34

      Est $543,503 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,058 Sq Ft

      13335 Overstreet Rd, Windermere, FL 34786

      13335 Overstreet Rd, Windermere, FL 34786
  • /98

    $5,499,000

    • 6 Beds
    • 6.5 Baths
    • 6,448 Sq Ft

    1455 Kelso Blvd, Windermere, FL 34786

    Discover 11,699 sqft of total luxury at 1455 Kelso Blvd, a stunning lakefront estate in Windermere’s Kelso on Lake Butler community. Set on nearly an acre with 119 feet of frontage on Lake Butler, this fully renovated 6-bedroom, 5.5-bath home offers over 6,448 sqft of living square footage. Features include a gourmet kitchen, first-floor primary suite with lake views, an attached in-law suite

    Agent Photo

    Kari Fleck

    THE REAL ESTATE COLLECTION LLC

    (689) 288-7602

    1455 Kelso Blvd, Windermere, FL 34786
  • /51

    $1,624 - $2,795 per month

    Arya at Windermere

    1-2 Beds

    1231 Arya Way, Ocoee, FL 34761

    Enjoy a vibrant lifestyle at Arya at Windermere, a 55+ community in Ocoee, FL offering unparalleled luxury amenities, including a massage room, steam room, outdoor putting green and a micro market. Arya features open concept 1 and 2-bedroom apartments with chef-inspired kitchens, granite countertops, stainless steel appliances, breakfast bar, wood-style plank floors, walk-in shower, washer and

    1231 Arya Way, Ocoee, FL 34761
  • /2

    $635,000 Sold Jun 10, 2025

    • 2,909 Sq Ft
    • $218/SF
    • 277 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2014

    14642 Yellow Butterfly Rd, Windermere, FL 34786

    Motivated seller, please click Virtual Tour Link to view a video tour. Stunning Disney fireworks view from the clubhouse! Front porch roof replaced and Maintenance was done on the roof of the main structure in 2021! New gutters in 2022! Fresh new paint in bedrooms in 2025! This beautiful single family home features 5 bedrooms and 3.5 baths. The first floor is high end tile and the second floor is

    James Song MULTI CHOICE REALTY LLC

    14642 Yellow Butterfly Rd, Windermere, FL 34786
    • /30

      Est $547,194 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft

      6442 Golden Dewdrop Trail, Windermere, FL 34786

      6442 Golden Dewdrop Trail, Windermere, FL 34786
  • /32

    $395,000

    • 3 Beds
    • 2.5 Baths
    • 2,067 Sq Ft

    14430 Desert Haven St Unit 4302, Windermere, FL 34786

    WHAT A BEAUTIFUL TOWNHOME WITH NO REAR NEIGHBORS IN THE GORGEOUS COMMUNITY OF OASIS COVE. This home features three Bedrooms, two and a half bathrooms, a den, loft, two car garage and a brick paver patio. When entering into this beautiful townhome you will notice granite counter tops and dark cherry cabinets in the kitchen with stainless steel appliances, pendant lighting, can lighting and tile

    Agent Photo

    Pam Eddy

    COLDWELL BANKER HUBBARD HANSEN

    (407) 904-6521

    14430 Desert Haven St Unit 4302, Windermere, FL 34786
  • /14

    $3,450 per month

    • 3 Beds
    • 2 Baths
    • 1,948 Sq Ft
    • House for Rent

    7530 Colbury Ave, Windermere, FL 34786

    Look no further ! Paradise has been found poolside at your house , located in a corner lot with amazing conservation view and privacy . This beautiful house 3 bedroom and 2 bath , 2car garage ready to move in only tile in the wet areas and carpet on the Rooms . You will enjoy the views of the conservation area in the back of the house. There’s much appreciate about this house that you must see it

    Carlos Lopez Sotomayor RESOURCE ONE REALTY

    7530 Colbury Ave, Windermere, FL 34786
  • /2

    $405,000 Sold Jun 10, 2025

    • 1,748 Sq Ft
    • $232/SF
    • 291 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    7642 Fairgrove Ave, Windermere, FL 34786

    *One or more pictures have been virtually staged.* Location, Location, Location!! Welcome home!!! This corner-lot lakefront home is located in the highly desirable Windermere Sounds community. Freshly painted interior, it boasts three bedrooms and two and a half baths and is nestled in a beautiful, tranquil neighborhood. Enjoy Florida’s weather with an inviting front porch & big backyard on a

    Carolina Mariano Da Silva PREMIER SOTHEBYS INT'L REALTY

    7642 Fairgrove Ave, Windermere, FL 34786
    • /22

      Est $1,051,262 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,117 Sq Ft

      12525 Montalcino Cir, Windermere, FL 34786

      12525 Montalcino Cir, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 18

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%
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