Windermere, FL Homes for Sale

• 

  

  

  /66

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  7435 Ripplepointe Way, Windermere, FL 34786

  Welcome home to Lake Burden, one of Windermere's most peaceful and welcoming neighborhoods. This beautifully maintained 3-bedroom, 2.5-bath townhouse — built in 2013 — is move-in ready, waiting for you with the BEST PRICE in the area! Start your mornings on the charming front porch, where you can sip your coffee and watch the neighborhood come to life. Inside, the main floor covered with

  

  HERNY MENDEZ

  LPT REALTY, LLC

  (833) 974-5547

  7435 Ripplepointe Way, Windermere, FL 34786
• Explore Windermere

• 

  

  

  /64

  $1,375,000

  $75K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 3,463 Sq Ft

  11617 Camden Park Dr, Windermere, FL 34786

  Welcome to one of Central Florida’s premier guard-gated golf communities. This impeccably maintained, move-in ready residence showcases refined finishes throughout, including tile and laminate flooring (no carpet), crown molding in every room, and upgraded designer lighting. An abundance of space with 6 bedrooms and 4 1/2 baths. The living room is enhanced by striking wood-look tiled accent

  

  Carla Robles

  WATSON REALTY CORP

  (689) 329-3288

  11617 Camden Park Dr, Windermere, FL 34786
• 

  

  

  /44

  $480,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,996 Sq Ft

  13755 Bravante Aly, Windermere, FL 34786

  **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 13755 Bravante Aly, Windermere, FL 34786, a charming two story home featuring 3 bedrooms and 2 bathrooms located in a desirable Windermere community. This home offers a bright open floor plan with comfortable

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 399-2513

  13755 Bravante Aly, Windermere, FL 34786
• 

  

  

  /39

  $1,098,000

  Open Sun 2PM - 4PM $22K PRICE DROP

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

  13525 Gorgona Isle Dr, Windermere, FL 34786

  Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining.A dramatic two-story foyer creates a

  

  Roo Klaers

  COLDWELL BANKER REALTY

  (407) 842-8447

  13525 Gorgona Isle Dr, Windermere, FL 34786
• 

  

  

  /54

  $717,000

  $32K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,594 Sq Ft

  13519 Bicton Ln, Windermere, FL 34786

  Welcome to one of Windermere's most sought-after gated communities — where luxury living meets unbeatable Central Florida convenience. This impeccably maintained 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one.DISNEY VIEWS & OUTDOOR

  

  Tiphany Weeks

  DIAMOND REAL ESTATE GROUP

  (407) 974-7651

  13519 Bicton Ln, Windermere, FL 34786
• 

  

  /43

  $1,198,000

  $27K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,791 Sq Ft

  109 E 12th Ave, Windermere, FL 34786

  Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to include roof (2018), a/c (2016), plumbing, flooring, drain field

  

  Judy Black

  UPSIDE REAL ESTATE INC

  (689) 262-5600

  109 E 12th Ave, Windermere, FL 34786
• 

  

  /65

  $1,439,000

  $111K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,399 Sq Ft

  12411 Montalcino Cir, Windermere, FL 34786

  A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a

  

  Mauro Costa

  VISTA CAY REALTY COMPANY

  (689) 334-2915

  12411 Montalcino Cir, Windermere, FL 34786
• 

  

  /34

  $840,000

  • 5 Beds
  • 2.5 Baths
  • 2,539 Sq Ft

  412 Forest St, Windermere, FL 34786

  Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized

  

  Judy Black

  UPSIDE REAL ESTATE INC

  (689) 225-3686

  412 Forest St, Windermere, FL 34786
• 

  

  /53

  $1,200,000

  • 5 Beds
  • 3 Baths
  • 3,501 Sq Ft

  11407 Willow Gardens Dr, Windermere, FL 34786

  Welcome to 11407 Willow Gardens Dr, a beautifully maintained 5-bedroom, 3-bath Windermere home with a dedicated office, split floor plan, and inviting spaces designed for both everyday living and entertaining. This home features tile throughout (no carpet), a spacious game room with a pool table included, an electric fireplace, and four sliding glass doors that seamlessly blend the pool area with

  

  Judy Black

  UPSIDE REAL ESTATE INC

  (689) 273-7526

  11407 Willow Gardens Dr, Windermere, FL 34786
• 

  

  /87

  $2,295,000

  • 4 Beds
  • 5.5 Baths
  • 5,722 Sq Ft

  1136 Lake Whitney Dr, Windermere, FL 34786

  Experience resort-style living in the exclusive Villa D’Este, a masterpiece of sophistication designed by the renowned Arlington Homes. Positioned on the pristine shores of Lake Whitney, this estate welcomes you with a grand 20-foot entryway featuring a custom rustic wrought-iron chandelier and immediate, unobstructed water views. The main floor is a sanctuary of luxury, featuring an Executive

  

  Mauro Costa

  VISTA CAY REALTY COMPANY

  (689) 334-1880

  1136 Lake Whitney Dr, Windermere, FL 34786
• 

  

  /58

  $465,000

  • 4 Beds
  • 2.5 Baths
  • 2,091 Sq Ft

  13730 Calera Aly, Windermere, FL 34786

  Welcome to 13730 Calera Alley, a rare 4-bedroom fully furnished end-unit townhome that offers a combination that’s incredibly difficult to find in the community, providing additional privacy, extra natural light, and a more spacious feel compared to interior units. With additional windows and only one shared wall, this home lives much more like a single-family residence while still offering the

  

  Nick Nelson

  EXP REALTY LLC

  (407) 794-7828

  13730 Calera Aly, Windermere, FL 34786
• 

  

  /46

  $975,000

  $225K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  3629 Lake Buynak Rd, Windermere, FL 34786

  Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan,

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  (407) 519-3922

  3629 Lake Buynak Rd, Windermere, FL 34786
• 

  

  /32

  $350,000

  • 2 Beds
  • 2.5 Baths
  • 1,375 Sq Ft

  8744 Danforth Dr, Windermere, FL 34786

  **This house comes with a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown that reduces the buyer’s interest rate and monthly payment** Welcome to 8744 Danforth Drive in Windermere, a FRESHLY UPDATED 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, and a functional layout designed for comfortable everyday living. EVERY BEDROOM FEATURES ITS OWN EN-SUITE

  

  Thomas Nickley

  KELLER WILLIAMS REALTY AT THE PARKS

  (689) 264-4782

  8744 Danforth Dr, Windermere, FL 34786
• 

  

  /40

  $3,390,000

  $585K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,365 Sq Ft

  5050 Isleworth Country Club Dr, Windermere, FL 34786

  Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in

  

  Toni Marie Cafferty

  COMPASS FLORIDA LLC

  (407) 807-6191

  5050 Isleworth Country Club Dr, Windermere, FL 34786
• 

  

  /14

  $1,000,000

  • Land
  • 2.71 Acres
  • $369,004 per Acre

  11544 Willow Gardens Dr, Windermere, FL 34786

  Rare Waterfront Estate Opportunity in Windermere. Discover an exceptional opportunity to build your dream home on over 2.72 acres in the Willows at Lake Rhea community. This remarkable homesite offers approximately 150 feet of lake frontage and breathtaking water views from every angle.Enjoy the serenity of Lake Rhea in your backyard and a private pond in the front, creating a truly unique

  

  Cheryl Rozanski

  JC FLORIDA REALTY LLC

  (407) 548-1517

  11544 Willow Gardens Dr, Windermere, FL 34786
• 

  

  /82

  $2,175,000

  $110K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 5,031 Sq Ft

  713 Main St, Windermere, FL 34786

  Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere with excellent walkability. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a

  

  Kari Fleck

  THE REAL ESTATE COLLECTION LLC

  (407) 494-6941

  713 Main St, Windermere, FL 34786
• 

  

  /66

  $1,150,000

  • 5 Beds
  • 4 Baths
  • 3,971 Sq Ft

  8394 Lookout Pointe Dr, Windermere, FL 34786

  FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll

  

  Autumn Makin

  LAKEFIELD REALTY GROUP LLC

  (689) 215-9201

  8394 Lookout Pointe Dr, Windermere, FL 34786
• 

  

  /32

  $1,390,000

  $110K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 4,522 Sq Ft

  17538 Black Rail St, Windermere, FL 34786

  Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable

  

  Elaine Garcia

  GARCIA REALTY GROUP

  (689) 312-9273

  17538 Black Rail St, Windermere, FL 34786
• 

  /2

  $1,039,091

  New Construction $10K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,740 Sq Ft

  14353 Crest Palm Ave, Windermere, FL 34786

  Welcome to the Arlington! This single-story floor plan features 4 bedrooms, 3 bathrooms, and a 2-car garage, offering 2,740 square feet of spacious living. Enjoy an open-concept design that seamlessly connects the dining, kitchen, and living areas. The garage also includes an extra hobby/work space. Relax on the large covered patio or create culinary masterpieces in the chef's kitchen. The

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  14353 Crest Palm Ave, Windermere, FL 34786
• 

  

  /30

  $1,545,000

  $50K PRICE DROP

  • Land
  • 2.12 Acres
  • $728,774 per Acre

  10948 Down Park Ln, Windermere, FL 34786

  LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes. The

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  (689) 588-0828

  10948 Down Park Ln, Windermere, FL 34786
• 

  

  /65

  $628,000

  • 4 Beds
  • 3 Baths
  • 3,001 Sq Ft

  6601 Duncaster St, Windermere, FL 34786

  Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch and elegant curved staircase create a warm and inviting first impression. The open-concept

  

  Wenyu Wang

  ANTS REALTY LLC

  (689) 204-1179

  6601 Duncaster St, Windermere, FL 34786
• 

  

  /27

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,236 Sq Ft

  13786 Summer Harbor Ct, Windermere, FL 34786

  Experience the magic of Disney from the comfort of your own home in this beautiful four-bedroom, two-and-a-half-bath residence located in the sought-after Summerport Trail community of Windermere. Perfectly positioned, this home offers a rare opportunity to enjoy nightly VIP views of Disney fireworks right from your front porch. Built in 2015 and offering 2,236 square feet, the home features a

  

  Deborah Garson

  DEBORAH E GARSON PA

  (689) 215-9623

  13786 Summer Harbor Ct, Windermere, FL 34786
• 

  

  /3

  $7,999,000

  New Construction

  • 6 Beds
  • 9 Baths
  • 8,038 Sq Ft

  9317 Gladys Garden Ct, Windermere, FL 34786

  Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designed by Ashley Martin, offers 8,038 square feet of refined luxury living. Featuring 6 bedrooms, 6 full bathrooms, 3 half bathrooms, and a 4-car garage, this custom home showcases timeless architecture paired with elevated finishes

  

  Robert Welker, III

  CORCORAN PREMIER REALTY

  (407) 512-6062

  9317 Gladys Garden Ct, Windermere, FL 34786
• 

  

  /42

  $1,049,990

  New Construction Open Sun 1PM - 5PM $65K PRICE DROP

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

  14371 Crest Palm Ave, Windermere, FL 34786

  Virtually Staged. Arlington Floorplan – 3,140 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4

  

  Cindy Sapp

  OLYMPUS EXECUTIVE REALTY INC

  (407) 759-4908

  14371 Crest Palm Ave, Windermere, FL 34786
• 

  

  /13

  $1,146,990

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,542 Sq Ft

  Duval Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Duval is a two‐story home offering five bedrooms, four full bathrooms, one half bathroom, and a two‐car garage. A bright kitchen with breakfast nook anchors the open main floor, while a second‐floor loft overlooks the family room below. The private second‐floor primary suite, optional butler’s pantry, and centrally located laundry room add convenience and luxury to this spacious plan.

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932788, Windermere, FL 34786
• 

  

  /17

  $1,052,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,791 Sq Ft

  Moseley Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Moseley is a thoughtfully designed two-story home with three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. This plan features a dramatic two-story family room that creates a bright and open living space. The second-floor primary suite offers privacy and comfort, while additional flexible living areas provide room to relax or entertain. Modern finishes, abundant

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932785, Windermere, FL 34786
• 

  

  /14

  $1,085,990

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  Griffin Plan at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Griffin is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a two-car garage. The kitchen opens to a dramatic two-story family room, creating a bright and inviting living space. The second-floor primary suite offers privacy and comfort, while a conveniently located laundry room and optional butler’s pantry enhance everyday functionality. Additional

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932783, Windermere, FL 34786
• 

  

  /38

  $749,900

  • 4 Beds
  • 3 Baths
  • 2,665 Sq Ft

  6363 Sedona Leaf Ct, Windermere, FL 34786

  Virtually Staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home tucked away on a quiet cul-de-sac in the highly desirable Eden Isle community of Windermere. Offering 2,665 square feet of thoughtfully designed living space on an oversized .32-acre lot, this home combines comfort, functionality, and an unbeatable location. Step inside to discover a light and inviting floor plan

  Abby Nelson RE/MAX 200 REALTY

  6363 Sedona Leaf Ct, Windermere, FL 34786
• 

  

  /100

  $3,450,000

  $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 5,273 Sq Ft

  10577 Down Lakeview Cir, Windermere, FL 34786

  Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with

  Simon Simaan THE SIMON SIMAAN GROUP

  10577 Down Lakeview Cir, Windermere, FL 34786
• 

  

  /51

  $1,575,000

  $114K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,300 Sq Ft

  13124 Filly Ct, Windermere, FL 34786

  Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

  Marcelo Brandao HOME N OFFICES INTERNATIONAL

  13124 Filly Ct, Windermere, FL 34786
• 

  

  /15

  $989,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

  The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

  Ashton Woods Builder

  5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
• 

  /2

  $855,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,712 Sq Ft

  Tidewater Plan at Palms at Windermere, Windermere, FL 34786

  The Tidewater floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,712 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

  Dream Finders Homes Builder

  14207 Crest Palm Ave Unit 36489841, Windermere, FL 34786
• 

  

  /61

  $475,000

  $45K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft

  10624 Reams Rd, Windermere, FL 34786

  Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design connects the spacious living and with the kitchen, perfect for entertaining. The primary

  Jeff Taulbee CHARLES RUTENBERG REALTY ORLANDO

  10624 Reams Rd, Windermere, FL 34786
• 

  

  /30

  $629,900

  $19K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,147 Sq Ft

  13622 Darchance Rd, Windermere, FL 34786

  Welcome home to Berkshire Park. This 3bedroom, 2bath residence offers a balance of comfort and convenience in a quiet residential setting. Ideally located just minutes from world-class attractions including Walt Disney World, as well as shopping, dining, and major highways, this property places you at the center of Central Florida living. The community is surrounded by nearby schools, adding

  Javin Lopez AVANTI WAY REALTY LLC

  13622 Darchance Rd, Windermere, FL 34786
• 

  

  /98

  $1,799,000

  • 4 Beds
  • 3 Baths
  • 3,297 Sq Ft

  2503 Butler Bay Dr N, Windermere, FL 34786

  Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a

  Simon Simaan THE SIMON SIMAAN GROUP

  2503 Butler Bay Dr N, Windermere, FL 34786
• 

  

  /33

  $440,000

  • 3 Beds
  • 2.5 Baths
  • 1,742 Sq Ft

  7612 Fairgrove Ave, Windermere, FL 34786

  Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool,

  Maribel Minarro FLORIDA FANTASY REAL ESTATE INC

  7612 Fairgrove Ave, Windermere, FL 34786
• 

  

  /18

  $408,000

  $42K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  11636 Water Run Aly, Windermere, FL 34786

  This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a

  Jose Jimenez EXP REALTY LLC

  11636 Water Run Aly, Windermere, FL 34786
• 

  

  /40

  $3,299,999

  $200K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,417 Sq Ft

  5001 Latrobe Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Traditional five-bedroom four and a half bath pool home with an open layout in Isleworth Golf & Country Club. Perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features two primary suites downstairs with private

  Laura Diss Q BOUTIQUE SPECIALTY REALTY INC

  5001 Latrobe Dr, Windermere, FL 34786
• 

  

  /26

  $900,000

  $100K PRICE DROP

  • Land
  • 21,780 Sq Ft
  • $1,800,000 per Acre

  2504 Windermere Reserve Ct, Windermere, FL 34786

  Final Opportunity – Last Lot Available in The Reserve at Windermere! Build your dream home in the exclusive community of The Reserve at Windermere with acclaimed custom builder Element Home Builders. This final remaining homesite of 8 offers a rare opportunity to craft a one-of-a-kind luxury residence in one of Central Florida’s most prestigious neighborhoods. Surrounded by the natural beauty of

  Carolina Dumit CORCORAN PREMIER REALTY

  2504 Windermere Reserve Ct, Windermere, FL 34786
• 

  

  /49

  $1,200,000

  • 4 Beds
  • 4 Baths
  • 2,787 Sq Ft

  1361 Whitney Isles Dr, Windermere, FL 34786

  Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping. Fully renovated this year,

  Gabriel Mantovani ALVES AND HOWELL REALTY

  1361 Whitney Isles Dr, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 7

Why Live in Windermere

Windermere, Florida, is a small town known for its Old Florida charm and scenic setting on the Butler Chain of Lakes. It celebrated its centennial in 2025, and features quiet, walkable streets shaded by loblolly pines and live oaks draped with Spanish moss. The community is family-friendly, with highly rated public and private schools, including Windermere Elementary, Bridgewater Middle, Windermere High and Windermere Preparatory Academy. Windermere is composed of multiple subdivisions, many gated, with homes ranging from Mediterranean and French Provincial estates in Isleworth to Colonial Revivals and Contemporary styles in other developments. Townhomes and condos are also available in communities like Lake Burden and the Lakes of Windermere. The town offers various amenities, including the Windermere Recreation Center, Town Square Park, and private clubs like Isleworth Golf & Country Club. Residents enjoy local events such as the Windermere Wine & Dine and the weekly Windermere Farmer’s Market. Main Street features locally owned shops and dining options, while the nearby Grove shopping center and Dr. Phillips Restaurant Row provide additional choices. Windermere is conveniently located less than 15 miles from Orlando’s major attractions, hospitals, and about 25 miles from Orlando International Airport.

Learn more about living in Windermere

Frequently Asked Questions

What is the average home price in Windermere, FL?

Homes for sale in Windermere, FL have an average home price of $1,652,050.

How many homes have sold over the last 12 months in Windermere, FL?

680 homes have sold in Windermere, FL over the last 12 months.

What is the average household income in Windermere, FL?

The average household income in Windermere, FL is $167K.

Is Windermere, FL a safe city?

In general, the safest neighborhood in Windermere, FL with lower crime scores is Bay Hill.

What are the most popular zip codes in Windermere, FL?

The most popular zip codes in Windermere, FL include 34786, 34761, 34734, 32835 and 32819.

What are the most popular neighborhoods in Windermere, FL?

The most popular neighborhood in Windermere, FL with the most homes for sale is Bay Hill.

How much do you need to make to afford a house in Windermere?

The median home price in Windermere is $950,000. If you put a 20% down payment of $190,000 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $4,790 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $205K a year to afford the median home price in Windermere. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windermere is $167K.

How are the schools in Windermere, FL?

Windermere, FL has highly rated public and private schools. Some of the best schools in Windermere based on Niche Grades are Windermere Preparatory School, Thornebrooke Elementary School and Windermere Elementary School. The neighborhood in Windermere with the highest rated schools is Bay Hill. Browse all the schools in Windermere, FL to learn more.

Home Prices in Windermere, FL

The median home sale price in Windermere, FL is $833,750, down 2% year-over-year. Homes in Windermere sell in 71 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $833,750	Median Single Family Sale Price $1,084,558
Median Townhouse Sale Price $400,000	Median 2 Bedroom Sale Price $350,000
Average Price Per Sq Ft $369	Number of Homes for Sale 260
Last 12 months Home Sales 680	Months of Supply 4.60
Median List Price $950,000	Median Change From 1st List Price 5%
Median Home Sale Price YoY Change -2%