16,515

Windermere, FL Homes

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  • /26

    $1,452,000

    • 6 Beds
    • 4.5 Baths
    • 3,794 Sq Ft

    13596 Gorgona Isle Dr, Windermere, FL 34786

    Stunning Two-Story Pool Home in Prime Windermere LocationWelcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality.The primary suite is a true retreat, featuring a

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    13596 Gorgona Isle Dr, Windermere, FL 34786
  • /21

    $2,999 per month

    • 4 Beds
    • 3.5 Baths
    • 2,659 Sq Ft
    • House for Rent

    Unlisted Address

    Take a look at this beautiful home, Clean and Move-In Ready, featuring 4 bedrooms, 3.5 bathrooms, 2 car garage and approximately 2,659 heated square feet. Enjoy the freedom of a virtually maintenance free lifestyle while residing in a great community. Smart Home Tech - $21.95/mo; Washer/Dryer - $35/mo; High Speed Cable/Internet (if applicable by 3rd Party user) $55/mo; Renters insurance reqrd,

    Cathy Behe TAH FLORIDA LLC

    Unlisted Address
  • /2

    $1,080,813 Sold Feb 28, 2025

    14291 Crest Palm Ave, Windermere, FL 34786

    • 6 Beds
    • 4 Baths
    • 4,222 Sq Ft
    • Built 2024

    Last Sold Summary

    • 1% Below List Price
    • $256/SF
    • 0 Days On Market

    Current Estimated Value $1,098,432

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14291 Crest Palm Ave, Windermere, FL 34786
    • /8

      Est $2,129,176 Not Listed For Sale

      7085 Horizon Cir, Windermere, FL 34786

      7085 Horizon Cir, Windermere, FL 34786
  • /57

    $1,298,000

    • 5 Beds
    • 4.5 Baths
    • 3,449 Sq Ft

    11333 Camden Park Dr Unit 7, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a

    Cynthia Noto KARDOSH REALTY

    11333 Camden Park Dr Unit 7, Windermere, FL 34786
  • /31

    $2,450 per month

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • Townhouse for Rent

    8145 Serenity Spring Dr Unit GE, Windermere, FL 34786

    Beautiful townhome 3 BED, 2.5 BATH, 1 CAR GARAGE in resort style gated community. Stainless steel kitchen appliances, washer & dryer, upgraded wood cabinets, granite kitchen counter tops. All three bedrooms are upstairs, where there is carpet in the bedrooms and tile in the bathrooms & laundry. The community offers a community resort pool, fitness center, large pond with walking trails around the

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    8145 Serenity Spring Dr Unit GE, Windermere, FL 34786
  • /2

    $539,900 Sold Nov 20, 2025

    11091 Bagley Aly, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,222 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Below List Price
    • $243/SF
    • 123 Days On Market

    Last Listing Agent Mariana Cezar Ovalle WRA BUSINESS & REAL ESTATE

    11091 Bagley Aly, Windermere, FL 34786
    • /59

      Est $1,903,918 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 3,640 Sq Ft

      13407 Bellaria Cir, Windermere, FL 34786

      13407 Bellaria Cir, Windermere, FL 34786
  • /38

    $429,900

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    12930 Vennetta Way, Windermere, FL 34786

    Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to offer.

    Albert Viamontes, Jr FLORIDA IN MOTION REALTY INC

    12930 Vennetta Way, Windermere, FL 34786
  • /20

    $2,675 per month

    • 3 Beds
    • 2.5 Baths
    • 1,825 Sq Ft
    • House for Rent

    8326 Bryce Canyon Ave, Windermere, FL 34786

    SPECIAL $200 OFF THE 1ST MO RENT IF YOU SIGN A LEASE BEFORE 11/30 WITH A 2 YEAR LEASE. Step into elegance and comfort with this stunning 3-bedroom, 2.5-bathroom home nestled in the heart of Windermere. Designed with modern living in mind, this property boasts a seamless family/dining room layout that invites warmth and social gatherings, complemented by a harmonious blend of tile and carpet

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    8326 Bryce Canyon Ave, Windermere, FL 34786
  • /2

    $560,000 Sold Aug 13, 2025

    6539 Chagford Ln, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 2,265 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $247/SF
    • 19 Days On Market

    Current Estimated Value $559,752

    Last Listing Agent Lori Lucente-Nelson RE/MAX PRIME PROPERTIES

    6539 Chagford Ln, Windermere, FL 34786
    • /58

      Est $1,786,156 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
  • /67

    $1,320,000

    • 5 Beds
    • 3.5 Baths
    • 3,166 Sq Ft

    11472 Park Ave, Windermere, FL 34786

    Approximately 3,000 sq ft home in a desirable Windermere location within FEMA Flood Zone X. The residence offers a flexible layout with multiple living areas and is fully livable, presenting an excellent opportunity for buyers seeking long-term value and equity potential in one of Central Florida’s most established and highly regarded residential markets.Nearby Schools & Community

    Ralph Vock WEICHERT, REALTORS-HALLMARK PR

    11472 Park Ave, Windermere, FL 34786
  • /47

    $12,000 per month

    • 3 Beds
    • 3 Baths
    • 3,255 Sq Ft
    • House for Rent

    5243 W Lake Butler Rd, Windermere, FL 34786

    Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers

    Steve Simpson 407 PROPERTIES

    5243 W Lake Butler Rd, Windermere, FL 34786
  • /2

    $590,000 Sold Aug 06, 2025

    5263 Beach River Rd, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 2,432 Sq Ft
    • Built 2004

    Last Sold Summary

    • 1% Below List Price
    • $243/SF
    • 26 Days On Market

    Current Estimated Value $589,846

    Last Listing Agent Ariel Vargas EXP REALTY LLC

    5263 Beach River Rd, Windermere, FL 34786
    • /31

      Est $760,015 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
  • /31

    $1,475,000

    • 5 Beds
    • 4.5 Baths
    • 4,257 Sq Ft

    6443 Cartmel Ln, Windermere, FL 34786

    Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting classical architecture and spanning 4,257 square feet, this property offers a sophisticated retreat with unparalleled amenities. Upon entry, a raised travertine and marble foyer sets the tone for the

    Julie Bettosini STOCKWORTH REALTY GROUP

    6443 Cartmel Ln, Windermere, FL 34786
  • /38

    $2,000 per month

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Condo for Rent

    11564 Mizzon Dr Unit 104, Windermere, FL 34786

    Spacious condominium in the heart of Windermere. This first floor 3 bedroom, 2 bath features a walk in kitchen, large dining-living combo area, dual entrance second bathroom, and screened in porch leading to the garden area. With a split floor plan, the primary bedroom features a private bath and large walk-in closet. Enjoy exceptional community amenities, including a fitness center, a clubhouse

    Katie Drewry WATSON REALTY CORP

    11564 Mizzon Dr Unit 104, Windermere, FL 34786
  • /2

    $975,000 Sold Oct 20, 2025

    635 Butler St, Windermere, FL 34786

    • 3 Beds
    • 3 Baths
    • 2,353 Sq Ft
    • Built 1924

    Last Sold Summary

    • 2% Below List Price
    • $414/SF
    • 0 Days On Market

    Current Estimated Value $972,873

    Last Listing Agent Scott Arthur KELLER WILLIAMS REALTY AT THE LAKES

    635 Butler St, Windermere, FL 34786
    • /2

      Est $3,339,664 Not Listed For Sale

      • 6 Beds
      • 9 Baths
      • 7,129 Sq Ft

      4261 Isabella Cir, Windermere, FL 34786

      4261 Isabella Cir, Windermere, FL 34786
  • /4

    $1,222,740 Pending

    • 6 Beds
    • 4 Baths
    • 4,222 Sq Ft

    14238 Crest Palm Ave, Windermere, FL 34786

    Under Construction. Sample Image Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home inWindermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaringceilings—up to 10 feet on the first floor and 9 feet on the second (as per plan)—and luxury ceramic tile

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14238 Crest Palm Ave, Windermere, FL 34786
  • /38

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,455 Sq Ft
    • Condo for Rent

    8180 Boat Hook Loop Unit 304, Windermere, FL 34786

    The perfect blend of comfort, convenience, and Central Florida lifestyle! This beautiful ground-floor residence offers effortless living with an open-concept floor plan that flows seamlessly from the kitchen to the living and dining areas—perfect for relaxing or entertaining. Step outside to your private screened lanai, ideal for enjoying your morning coffee or evening breeze without any

    Hojin Chang RE/MAX PRIME PROPERTIES

    8180 Boat Hook Loop Unit 304, Windermere, FL 34786
  • /2

    $635,000 Sold Sep 05, 2025

    13978 Darchance Rd, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 2,884 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $220/SF
    • 43 Days On Market

    Current Estimated Value $638,740

    Last Listing Agent Sean Popat BUYER REBATES REALTY

    13978 Darchance Rd, Windermere, FL 34786
    • /38

      Est $531,784 Not Listed For Sale

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

      7688 Brofield Ave, Windermere, FL 34786

      7688 Brofield Ave, Windermere, FL 34786
  • /35

    $434,000

    • 3 Beds
    • 2.5 Baths
    • 1,893 Sq Ft

    11209 Grander Dr, Windermere, FL 34786

    Welcome to your dream townhome in the heart of Windermere! This beautifully maintained, furnished former model home offers 3 spacious bedrooms, 2.5 bathrooms, and a versatile loft space, all thoughtfully designed to combine comfort, style, and functionality. Located in the highly sought-after Lake Burden community, this turnkey residence features a bright, open-concept floor plan that flows

    Marti Purdy MARTI PURDY PROPERTIES INC

    11209 Grander Dr, Windermere, FL 34786
  • /42

    $3,800 per month

    • 5 Beds
    • 3.5 Baths
    • 3,689 Sq Ft
    • House for Rent

    12821 Westside Village Loop, Windermere, FL 34786

    This stunning home sits on a corner 5 bedrooms plus an office and huge bonus room. once you into the large foyer where you will find the office with a double door entry and a guest bath. The formal dining room has a contemporary tray ceiling and leads into the butlers pantry with built in cabinetry and a large walk in pantry. The open concept kitchen features stainless steel appliances, granite

    Marcos Del Nero LA ROSA REALTY KISSIMMEE

    12821 Westside Village Loop, Windermere, FL 34786
  • /2

    $1,370,000 Sold Apr 15, 2025

    5518 Oxford Moor Blvd, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 5,260 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $260/SF
    • 1 Day On Market

    Current Estimated Value $1,439,022

    Last Listing Agent Sean Flatley KELLER WILLIAMS REALTY AT THE PARKS

    5518 Oxford Moor Blvd, Windermere, FL 34786
    • /58

      Est $634,441 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
  • /46

    $1,200,000

    • 5 Beds
    • 3 Baths
    • 3,259 Sq Ft

    2512 Park Royal Dr, Windermere, FL 34786

    This impeccably updated residence showcases a comprehensive renovation completed in 2025, blending elevated design with thoughtful functionality throughout. The kitchen and all bathrooms were completely remodeled with new custom cabinetry, quartz countertops, premium appliances, vanities, showers, and designer light fixtures, with the kitchen anchored by a striking quartz waterfall island. The

    Brooke Cangro RE/MAX 200 REALTY

    2512 Park Royal Dr, Windermere, FL 34786
  • /15

    $2,250 per month

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Townhouse for Rent

    8265 Maritime Flag St Unit 101, Windermere, FL 34786

    Move right in! This beautiful 3-bedroom, 2.5-bath corner-unit townhouse is available for immediate move-in and offers the perfect combination of space, comfort, and community living. Step inside to a bright, open-concept layout where the spacious kitchen flows seamlessly into the dining and living areas—ideal for entertaining guests or unwinding at the end of the day. As a corner unit, the home

    Carissa Lawhun FLORIDA REALTY INVESTMENTS

    8265 Maritime Flag St Unit 101, Windermere, FL 34786
  • /2

    $385,000 Sold Jan 26, 2026

    8625 Coventry Park Way, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,554 Sq Ft
    • Built 2016

    Last Sold Summary

    • 6% Below List Price
    • $248/SF
    • 146 Days On Market

    Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

    8625 Coventry Park Way, Windermere, FL 34786
    • /51

      Est $838,291 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
  • /49

    $1,289,999

    • 5 Beds
    • 4 Baths
    • 3,358 Sq Ft

    11524 Claymont Cir, Windermere, FL 34786

    ***PRICE IMPROVEMENT, SELLER MOTIVATED!*** Completely updated in recent years, this 5-bedroom, 4-bath residence offers 3,358 square feet of thoughtfully designed living space in Keene’s Pointe, Windermere’s premier 24-hour guard-gated community and home to the Golden Bear Club. An oversized driveway with parking for up to nine vehicles, along with a three-car garage, creates a strong first

    Immu Korvenmaa ALIGN REAL ESTATE LLC

    11524 Claymont Cir, Windermere, FL 34786
  • /21

    $2,450 per month

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft
    • Townhouse for Rent

    14284 Desert Haven St Unit 806, Windermere, FL 34786

    VACANT! Great location! Great Home! Move in this Great home inside the lovely Oasis Cove community in the very desirable town of Windermere. This house is full of upgrades and is an Energy Star certified home. Downstairs has all tiled floor. It oversees the front porch. Kitchen has all fully appliances and granite counter top. You can also enjoy Disney firework at night. Upstairs has a large

    Daniel Zheng CINO INTERNATIONAL INC

    14284 Desert Haven St Unit 806, Windermere, FL 34786
  • /2

    $365,000 Sold Mar 03, 2025

    12662 Langstaff Dr, Windermere, FL 34786

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft
    • Built 2003

    Last Sold Summary

    • 3% Below List Price
    • $304/SF
    • 89 Days On Market

    Current Estimated Value $350,885

    Last Listing Agent Jane Sims SIMS REALTY LLC

    12662 Langstaff Dr, Windermere, FL 34786
    • /16

      Est $325,111 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
  • /32

    $1,200,000

    • 5 Beds
    • 3 Baths
    • 2,918 Sq Ft

    3443 Wild Myrtle Ct, Windermere, FL 34786

    Welcome to 3443 Wild Myrtle Court, a beautifully renovated executive home nestled on a serene 1.2-acre cul-de-sac lot in the esteemed Lake Butler Estates of Windermere, Florida. This expansive 5-bedroom, 3-bathroom residence offers 2,918 square feet of thoughtfully designed living space, combining modern updates with timeless charm.The home boasts a formal living room featuring a

    Michael Julian JULIAN PROPERTIES, INC.

    3443 Wild Myrtle Ct, Windermere, FL 34786
  • /60

    $3,995 per month

    • 4 Beds
    • 2.5 Baths
    • 2,145 Sq Ft
    • House for Rent

    2943 Marquesas Ct, Windermere, FL 34786

    PRICE IMPROVEMENT! FURNITURE OPTIONAL! Come tour this incredible New England-style pool home in the Town of Windermere, situated on a meticulously manicured one-acre corner lot on a serene, tree-lined street within the gated community of Lake Crescent Reserve. Lake Crescent is an exclusive community of 21 custom homes, with most of the homes situated on the waterfront of Lake Crescent. All

    Stephanie Alicea INTEGRITY REAL ESTATE GROUP, LLC

    2943 Marquesas Ct, Windermere, FL 34786
  • /2

    $1,069,499 Sold Nov 18, 2025

    14365 Crest Palm Ave, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,628 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Above List Price
    • $295/SF
    • 0 Days On Market

    Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14365 Crest Palm Ave, Windermere, FL 34786
    • /46

      Est $1,245,583 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,818 Sq Ft

      7219 Sangalla Dr, Windermere, FL 34786

      7219 Sangalla Dr, Windermere, FL 34786

Showing Results 241 - 280, Page 7 of 18

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