Windermere, FL Homes for Sale

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  /39

  $2,150,000

  • 3 Beds
  • 3 Baths
  • 2,681 Sq Ft

  647 Ridgewood Dr, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Back on market — buyer’s home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property. Welcome to an extraordinary lakefront retreat on the prestigious Butler Chain of Lakes in Windermere. On a rare 1.43-acre double lot with over 200 feet of prime shoreline on Lake Down, this

  

  Linda O'Grady

  PREMIER SOTHEBYS INT'L REALTY

  (689) 302-3809

  647 Ridgewood Dr, Windermere, FL 34786
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  Explore Windermere

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  /80

  $1,499,900

  • 5 Beds
  • 4.5 Baths
  • 4,477 Sq Ft

  1450 Belfiore Way, Windermere, FL 34786

  Welcome to Refined Living in Tuscany RidgeStep into luxury with this fully renovated, move-in-ready home, perfectly situated in the exclusive, gated community of Tuscany Ridge. Every detail of this exquisite residence has been thoughtfully updated to offer modern elegance, comfort, and timeless sophistication.The main level features a spacious primary suite designed to evoke a

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  (689) 308-3110

  1450 Belfiore Way, Windermere, FL 34786
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  /40

  $539,000

  • 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.

  

  Francine Arroyo Santowski

  BHHS FLORIDA REALTY

  (407) 955-9391

  8160 Iron Mountain Trail, Windermere, FL 34786
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  /30

  $1,575,000

  • Land
  • 2.12 Acres
  • $742,925 per Acre

  10948 Down Park Ln, Windermere, FL 34786

  BUILD YOUR DREAM HOME in this incredibly rare vacant lot located in the highly sought after Town of Windermere! Zoned for single family residential and offering over 2.12 acres of land, this property is located on a lovely pond with 2 fountains and is in close proximity to the Butler Chain of Lakes offering the possibility for views of Lake Down which is situated incredibly close by! The private

  

  Andrew Kincaid

  BHHS FLORIDA REALTY

  (689) 314-5758

  10948 Down Park Ln, Windermere, FL 34786
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  /41

  $414,999

  • 3 Beds
  • 2.5 Baths
  • 1,461 Sq Ft

  13808 Ancilla Blvd, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Beautiful 3-bedroom, 2.5-bath townhome located in the desirable SUMMERPORT community of Windermere. Residents enjoy fantastic amenities, including a CLUBHOUSE, a resort-style community swimming pool, tennis court, Volleyball court, basketball court, and a fitness center, multiple playground park and green spaces to enjoy beauty and nature, plus a

  

  Carlos German

  EXP REALTY LLC

  (407) 329-6677

  13808 Ancilla Blvd, Windermere, FL 34786
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  /62

  $1,649,985

  • 6 Beds
  • 7 Baths
  • 3,625 Sq Ft

  11342 S Camden Commons Dr, Windermere, FL 34786

  SELLER MOTIVATED. SOLD PARTIALLY FURNISHED. Situated at highly coveted community of Keenes Point in Windermere, this exquisitely home refined luxury living. FULLY REMODELED, Featuring six expansive bedrooms and five impeccably full bathrooms, and two half baths, every detail of this residence has been thoughtfully elevated.At the heart of the home lies a chef-inspired kitchen, appointed

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  (407) 974-4620

  11342 S Camden Commons Dr, Windermere, FL 34786
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  /35

  $675,000

  • 5 Beds
  • 4.5 Baths
  • 2,991 Sq Ft

  7401 Ella Ln, Windermere, FL 34786

  Spectacular Windermere Home WITH LUXURIOUS IN-LAW SUITE! Experience the perfect blend of elegance, comfort, and versatility in this stunning 5-bedroom, 4.5-bathroom home in the prestigious Windermere community. Boasting a fully-equipped mother-in-law or older kid suite above the garage, this separate studio apartment offers privacy, abundant space, and its own entrance—ideal for guests, extended

  

  Kriselys Tapia

  SERHANT

  (407) 934-0478

  7401 Ella Ln, Windermere, FL 34786
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  /56

  $2,895,000

  • 5 Beds
  • 6.5 Baths
  • 6,105 Sq Ft

  11209 Macaw Ct, Windermere, FL 34786

  A Masterpiece on the 4th Hole – Keene’s Pointe Luxury LivingPerfectly poised on a premium golf-front lot in the gorgeous, guard-gated community of Keene’s Pointe, this custom-built residence by Unnerstall blends refined craftsmanship with thoughtful design and breathtaking views of the Golden Bear Club’s 4th hole and tranquil water features.Boasting over 6,100 square feet of

  

  Jay Martin

  CORCORAN PREMIER REALTY

  (407) 594-7145

  11209 Macaw Ct, Windermere, FL 34786
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  /38

  $370,000

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

  14234 Desert Haven St Unit 14234, Windermere, FL 34786

  Spacious and well-appointed, this 4-bedroom, 2.5-bath townhome is the largest floor plan available in the community, offering over 2,000 square feet of comfortable living space. The layout includes a 2-car garage, screened-in patio, and a private fenced courtyard—perfect for relaxing outdoors or grilling with friends.Inside, the first floor features all tile flooring—durable, stylish, and

  

  Debi Roldan

  KELLER WILLIAMS ADVANTAGE III

  (407) 975-5312

  14234 Desert Haven St Unit 14234, Windermere, FL 34786
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  /75

  $3,490,000

  • 6 Beds
  • 8 Baths
  • 6,930 Sq Ft

  13305 Bellaria Cir, Windermere, FL 34786

  In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is an ideal blend of privacy and convenience with a beautiful lake view. Enjoy your private cinema, this Toll Brothers estate blends luxury and comfort with dramatic ceilings, an open floor plan, and travertine marble flooring on main areas. The chef's kitchen

  

  Alessandro Minato

  PREMIER SOTHEBYS INT'L REALTY

  (407) 565-9509

  13305 Bellaria Cir, Windermere, FL 34786
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  /60

  $1,093,144 New Construction

  • 4 Beds
  • 4 Baths
  • 3,137 Sq Ft

  14285 Crest Palm Ave, Windermere, FL 34786

  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 outside and unwind under the inviting covered patio,

  

  Dream Finders Homes

  Builder

  14285 Crest Palm Ave, Windermere, FL 34786
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  /31

  $1,093,144 New Construction

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

  Arlington w/ Bonus Plan at Palms at Windermere, Windermere, FL 34786

  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 outside and unwind under the inviting covered patio,

  

  Dream Finders Homes

  Builder

  14207 Crest Palm Ave Unit 36493225, Windermere, FL 34786
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  /69

  $1,275,000

  • 5 Beds
  • 4.5 Baths
  • 3,379 Sq Ft

  13527 Lake Cawood Dr, Windermere, FL 34786

  You have a great opportunity to own this custom 5-bedroom home with a heated saltwater pool, private volleyball court, 3 car garage, on a 1-acre lot with lake views, in a gated Windermere neighborhood with one of the best public-school ratings from kindergarten to 12th grade. This home has an amazing curb appeal with its timeless Mediterranean architecture surrounded with lush, manicured

  Simon Simaan THE SIMON SIMAAN GROUP

  13527 Lake Cawood Dr, Windermere, FL 34786
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  /37

  $622,000

  • 4 Beds
  • 2.5 Baths
  • 2,981 Sq Ft

  12925 Holdenbury Ln, Windermere, FL 34786

  This splendid two-story home features four large bedrooms and 2.5 bathrooms. The true highlight of the home is its stunning, oversized kitchen, which has a huge amount of cabinet and counter space. Not one, but two islands provide a setting for casual dining and culinary creativity. The main floor offers a cozy first-floor bedroom for added convenience and flexibility, suitable for guests or as a

  Eric Nelson SIGNATURE HOMES

  12925 Holdenbury Ln, Windermere, FL 34786
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  /36

  $790,000

  • 4 Beds
  • 3 Baths
  • 2,622 Sq Ft

  11450 Arborside Bend Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to this well-maintained 4-bedroom, 3-bathroom home located in the gated community of Glenmuir. This traditional-layout residence offers a blend of classic elegance and modern comfort. Step inside to discover beautiful hardwood and tile flooring that flows seamlessly throughout the home.The heart of this home is its inviting living

  John Callahan REDFIN CORPORATION

  11450 Arborside Bend Way, Windermere, FL 34786
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  /53

  $660,000

  • 4 Beds
  • 2 Baths
  • 2,555 Sq Ft

  6139 Andreozzi Ln, Windermere, FL 34786

  Here is your chance to own this spacious well-maintained one-story 4-bedroom waterfront home on a pond located in the desirable Providence neighborhood of Windermere. As you enter through the front porch and foyer you will immediately notice the high 10’ ceilings and inviting rooms to your well-thought-out floor plan. The living room is spacious with an elegant dining room overlooking the

  Simon Simaan THE SIMON SIMAAN GROUP

  6139 Andreozzi Ln, Windermere, FL 34786
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  /43

  $949,500

  • 5 Beds
  • 5 Baths
  • 3,285 Sq Ft

  11096 Ledgement Ln, Windermere, FL 34786

  This Windermere home proliferates in privacy, luxury, and modernconvenience. Tucked away on a third of an acre within the gated Glenmuircommunity and backing onto a protected conservation area, this stunninghome presents tranquil forested views and absolute peace with no rearneighbors, ever. The saltwater pool, complete with solar heating, child-safe fencing, LEDaccent

  James Ellis CHARLES RUTENBERG REALTY ORLANDO

  11096 Ledgement Ln, Windermere, FL 34786
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  /40

  $539,900

  • 3 Beds
  • 2.5 Baths
  • 2,154 Sq Ft

  8575 Lookout Pointe Dr, Windermere, FL 34786

  This beautiful 3 bedroom, 2.5 bath home is nestled in the highly desirable Windermere Trails community. Enjoy the magic of theme parks just minutes away from Disney World with a direct view of the fireworks from your front porch! With over 2,000 SqFt, this home boasts an open floor plan that offers an upgraded kitchen, a large dining space, a spacious family room, and an upstairs loft. The

  Thomas Weclew THE REALTY MEDICS

  8575 Lookout Pointe Dr, Windermere, FL 34786
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  /64

  $1,300,000

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

  109 E 12th Ave, Windermere, FL 34786

  Modern upgrades meet timeless Windermere charm in this fully reimagined four-bedroom, three-and-a-half-bath home, just steps from Lake Bessie. Set on a beautifully manicured corner lot with no HOA, this thoughtfully updated property blends luxury, comfort, and functionality in one of Central Florida’s most desirable communities.Every detail has been considered—NEW ROOF, NEW A/C, NEW

  Robert Larkan EXECUTIVE PROPERTIES

  109 E 12th Ave, Windermere, FL 34786
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  /42

  $585,000

  • 4 Beds
  • 2 Baths
  • 2,159 Sq Ft

  11322 Rapallo Ln, Windermere, FL 34786

  One or more photo(s) has been virtually staged. ***Back on Market due to Buyer not depositing Escrow*** “Mortgage savings may be available for buyers of this listing.” Located in the gated Windermere community of Belmere Village, this beautifully maintained 4-bedroom, 2-bathroom home offers both comfort and convenience. Residents enjoy low HOA fees and a wealth of amenities including a clubhouse,

  John Callahan REDFIN CORPORATION

  11322 Rapallo Ln, Windermere, FL 34786
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  /100

  $3,250,000

  • 4 Beds
  • 5.5 Baths
  • 4,849 Sq Ft

  6186 Louise Cove Dr, Windermere, FL 34786

  A Masterpiece of Design in Isleworth – 6186 Louise Cove Drive. Stunning, design magazine-worthy residence nestled behind the exclusive 24-hour guard-gated community of Isleworth, one of Central Florida’s most prestigious neighborhoods. This exquisite estate sits on a spacious 0.75-acre corner lot, surrounded by mature landscaping and a stately circular driveway that sets the tone for the luxury

  Simon Simaan THE SIMON SIMAAN GROUP

  6186 Louise Cove Dr, Windermere, FL 34786
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  /51

  $745,000

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

  13519 Bicton Ln, Windermere, FL 34786

  Live Just Minutes from the Magic – Stunning 4-Bedroom Home in Gated Windermere Community. Welcome to 13519 Bicton Dr, a beautifully maintained 4-bedroom, 3.5-bathroom home offering nearly 3,000 square feet of thoughtfully designed living space with countless upgrades in one of Windermere's most sought-after gated communities. With a 3-car garage, a new roof, and new windows, this home combines

  Tiphany Weeks DIAMOND REAL ESTATE GROUP

  13519 Bicton Ln, Windermere, FL 34786
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  /40

  $589,900

  • 4 Beds
  • 2 Baths
  • 1,798 Sq Ft

  9319 Woodbreeze Blvd, Windermere, FL 34786

  WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  9319 Woodbreeze Blvd, Windermere, FL 34786
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  /90

  $6,799,000

  • 5 Beds
  • 8 Baths
  • 8,443 Sq Ft

  11103 Bridge House Rd, Windermere, FL 34786

  Step into timeless elegance, luxury, and sophisticated living. Located in the exclusive man-gated community of Lake Butler Sound—one of Central Florida’s most prestigious communities. From the moment you enter, you're greeted by high-end finishes, open-concept living space, and meticulous attention to detail. This stunning residence offers nearly 9,000 sqft of elevated living space featuring 5

  Ayoub Aitelhaj THE SIMON SIMAAN GROUP

  11103 Bridge House Rd, Windermere, FL 34786
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  /44

  $1,089,000 Open Thu 5PM - 7PM

  • 5 Beds
  • 3.5 Baths
  • 3,407 Sq Ft

  12530 Climbing Vine Ct, Windermere, FL 34786

  Welcome to this beautifully upgraded 5-bedroom, 3.5-bath home, just 11 minutes from Disney, where you can enjoy magical firework views from your second floor. Step inside to find a thoughtfully designed layout, featuring a front bedroom with an ensuite bath—perfect for guests or multigenerational living. The spacious kitchen is a chef’s dream, complete with a large island, double ovens, induction

  Abby Nelson RE/MAX 200 REALTY

  12530 Climbing Vine Ct, Windermere, FL 34786
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  /100

  $3,500,000 Open Sun 2PM - 4PM

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

  10577 Down Lakeview Cir, Windermere, FL 34786

  This exceptional lakefront home is located on The Butler Chain of Lakes with 137 feet of pristine shoreline and is situated on almost one dry acre. At first glance you will immediately fall in love with this beautiful custom home boasting amazing panoramic views and nightly Disney fireworks. The circular paved drive flanked with mature oak trees welcome you home to a covered porch and an

  Simon Simaan THE SIMON SIMAAN GROUP

  10577 Down Lakeview Cir, Windermere, FL 34786
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  /55

  $2,450,000

  • 5 Beds
  • 4.5 Baths
  • 4,688 Sq Ft

  409 W 2nd Ave, Windermere, FL 34786

  Step inside this beautifully updated home where clean lines, soaring ceilings, and two-story windows fill every corner with natural light. A floating staircase makes a stunning first impression, while the spacious family room with its cozy fireplace is the perfect spot to gather with friends and family.The open living and dining room features built-ins with floating shelves, and the gourmet

  Amanda Black UPSIDE REAL ESTATE INC

  409 W 2nd Ave, Windermere, FL 34786
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  /63

  $1,680,000

  • 4 Beds
  • 4.5 Baths
  • 3,288 Sq Ft

  1703 Roberts Landing Rd, Windermere, FL 34786

  This elegant and fully renovated lakefront home on Lake Olivia in Windermere offers the ultimate blend of luxury, comfort, and Florida lifestyle. Featuring three master suites plus a guest bedroom and bathroom, the spacious layout is designed for both entertaining and everyday living. Large windows fill the home with natural light and frame breathtaking views of the water, while recent

  Wui Keong Goh INTERNATIONAL NETWORK REALTY

  1703 Roberts Landing Rd, Windermere, FL 34786
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  $2,650,000

  • 4 Beds
  • 5.5 Baths
  • 4,810 Sq Ft

  6102 S Hampshire Ct, Windermere, FL 34786

  This elegant single-story Rick Watson home, located at 6102 S Hampshire Court, Windermere, FL 34786, sits on a private Jack Nicklaus–designed golf course lot in the exclusive, 24-hour manned and gated community of Keene’s Pointe. Enjoy uninterrupted views of the 6th hole by day and Disney Fireworks at night from key living areas and the outdoor lanai. The home features 4 bedrooms, 5 bathrooms, a

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  6102 S Hampshire Ct, Windermere, FL 34786
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  /37

  $2,495,000

  • 4 Beds
  • 3.5 Baths
  • 4,440 Sq Ft

  6134 Keenes Pointe Dr, Windermere, FL 34786

  Welcome to a rare opportunity in the heart of Keene’s Pointe, Windermere’s most acclaimed community.This renovated residence, with over 4,400 square feet of living space, has been reimagined to deliver not just a home, but an extraordinary lifestyle where every detail speaks of elegance, comfort, and sophistication.From the moment you step through the door, you are greeted by a

  Babi Hennemann WRA BUSINESS & REAL ESTATE

  6134 Keenes Pointe Dr, Windermere, FL 34786
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  /69

  $1,775,000

  • 4 Beds
  • 6 Baths
  • 4,490 Sq Ft

  3130 Butler Bay Dr N, Windermere, FL 34786

  This one-of-a-kind estate in the gated Windermere Club combines timeless elegance with rare features seldom found in the area, including four garage bays—one of them separate from the rest, with an adjoining flex space that can serve as a gym, studio, or easily transform into private guest quarters or multigenerational living. A porte cochere and sweeping circular drive create a striking first

  Alex Vastardis COLDWELL BANKER REALTY

  3130 Butler Bay Dr N, Windermere, FL 34786
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  /18

  $410,000

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft

  7628 Billingham St, Windermere, FL 34786

  Discover this beautiful townhome located in the sought-after community of Wickman Park of Windermere. Offering 3 spacious bedrooms, 2 full bathrooms and a convenient hall bath. This home is filled with upgrades and designed for comfort. The open-concept first floor includes a modern kitchen with stainless steel appliances, a double-side sink, pantry, and breakfast area, all overlooking the

  Nelia Perez Urdaneta LA ROSA REALTY LLC

  7628 Billingham St, Windermere, FL 34786
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  /83

  $2,150,000

  • 5 Beds
  • 3.5 Baths
  • 4,130 Sq Ft

  13048 Lake Roper Ct, Windermere, FL 34786

  Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home.Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and fishing only acceded by the surrounding houses (No Public Ramps). This is one of the largest lots in the community.Location: Only

  Fernando Teixeira WOODSTONE INVESTMENTS LLC

  13048 Lake Roper Ct, Windermere, FL 34786
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  /54

  $1,419,000

  • 4 Beds
  • 5 Baths
  • 3,617 Sq Ft

  11612 Camden Park Dr, Windermere, FL 34786

  Welcome to this beautifully maintained, original-owner home nestled within the highly sought after, guard-gated community of Keene’s Pointe. Ideally situated in the charming Village of Camden, this property sits on an oversized 0.35-acre lot, with beautiful walking paths and lush community green spaces nearby. From the moment you arrive, you’ll be captivated by the meticulously landscaped

  Angela Durruthy KEENE'S POINTE REALTY

  11612 Camden Park Dr, Windermere, FL 34786
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  /71

  $1,399,000

  • 6 Beds
  • 3.5 Baths
  • 3,364 Sq Ft

  2219 Ridgewind Way, Windermere, FL 34786

  Nestled within the gates of The Estates at Windermere—a community of just 67 homes known for its oak-lined streets and quiet elegance—this Victorian jewel balances architectural romance with modern-day practicality.The home’s exterior tells a story of timeless design: a turret, wraparound porch, and intricate trim details that feel lifted from the pages of Southern Living. Step inside and

  Hilary Hall COMPASS FLORIDA LLC

  2219 Ridgewind Way, Windermere, FL 34786
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  /56

  $1,389,000

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

  11524 Claymont Cir, Windermere, FL 34786

  Completely updated in recent years, this 5-bedroom, 4-bathroom home offers 3,358 SqFt of luxury living in Keene’s Pointe, Windermere’s premier 24-hour guard-gated community and home of the Golden Bear Club. From the start, the oversized driveway, accommodating up to nine vehicles, and three-car garage set this home apart. Inside, the first floor features commercial-grade porcelain tile flooring

  Immu Korvenmaa ALIGN REAL ESTATE LLC

  11524 Claymont Cir, Windermere, FL 34786
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  /54

  $1,325,000

  • 4 Beds
  • 3 Baths
  • 3,021 Sq Ft

  11334 Camden Loop Way, Windermere, FL 34786

  Welcome to this beautifully refreshed single-story ranch in the desirable guard-gated community of Keene’s Pointe! Move-in ready and thoughtfully updated, this home features new luxury vinyl flooring, modern light fixtures, fresh interior and exterior paint, and a brand-new roof (2024).The oversized 3-car garage, complete with newly painted floors, provides abundant storage. Inside, the

  Angela Durruthy KEENE'S POINTE REALTY

  11334 Camden Loop Way, Windermere, FL 34786
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  /86

  $1,590,000

  • 5 Beds
  • 4.5 Baths
  • 4,226 Sq Ft

  9649 Weatherstone Ct, Windermere, FL 34786

  Welcome to Weatherstone on Lake Olivia, one of Windermere’s most sought-after gated communities. With only 13 custom executive homes, each set on expansive one-acre homesites, this neighborhood offers a rare blend of exclusivity, privacy, and charm.From the moment you arrive, you’ll be greeted by beautiful curb appeal and a sweeping semi-circle driveway. Step inside this thoughtfully designed

  Newton Hieda SUMMERHILL REALTY GROUP LLC

  9649 Weatherstone Ct, Windermere, FL 34786
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  /35

  $1,450,000

  • 4 Beds
  • 3.5 Baths
  • 3,751 Sq Ft

  6533 Cartmel Ln, Windermere, FL 34786

  Tucked away in the prestigious guard-gated community of The Reserve at Lake Butler Sound, this exceptional 4-bedroom, 3.5-bath single-story pool home blends timeless Mediterranean style with modern sophistication. Set on over half an acre in a quiet cul-de-sac, the home welcomes you with a paver driveway, lush mature landscaping, and an elegant entry framed by architectural columns.As you

  Andy Neal MAXIM REALTY ORLANDO

  6533 Cartmel Ln, Windermere, FL 34786
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  /18

  $1,375,000

  • 5 Beds
  • 4 Baths
  • 3,557 Sq Ft

  11021 Hawkshead Ct Unit 2, Windermere, FL 34786

  Welcome to this exquisite 5-bedroom, 4-bathroom residence nestled on a premium corner lot in one of Windermere’s most beautiful, gated communities. Boasting 3,557 square feet of thoughtfully designed living space, this Spanish Colonial-style home blends timeless elegance with modern comfort.Step inside to discover spacious living areas, rich architectural details, and a seamless flow

  Kara Manuchia ALL REAL ESTATE & INVESTMENTS

  11021 Hawkshead Ct Unit 2, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 7

Why Live in Windermere

Windermere, Florida, is a lakeside community known for its Old Florida charm and elegant homes along the Butler Chain of Lakes. With a population of about 3,000, Windermere attracts both affluent retirees and younger families, drawn by its beauty, privacy, and proximity to Orlando, approximately 20 miles away. The area features multiple gated neighborhoods, including the luxury community of Isleworth, known for its Mediterranean and French Provincial-style estates. Other notable neighborhoods include Reserve at Lake Butler Sound and Keene’s Point, offering large New Traditional and Mediterranean-style homes. Townhouses and condos, mainly on the west side, provide amenities like lake views and playgrounds.

Windermere's children attend highly rated Orange County Public Schools, and Windermere Preparatory School is a standout private institution serving prekindergarten through 12th grade. Residents enjoy various outdoor activities, including boating and fishing in the lakes, and memberships at Isleworth Golf & Country Club or The Golden Bear Club at Keene’s Point for golf, tennis, pickleball, and swimming. The town boasts over 10 parks, such as Central Park and Lake Bessie Lakefront Park, which offer playgrounds and scenic trails.

Main Street features locally owned shops and restaurants, and the weekly Windermere Farmers Market at Town Square Park is a local highlight. Nearby, The Grove shopping center and Restaurant Row in Dr. Phillips provide additional dining and shopping options. Windermere hosts popular events like the Windermere Wine and Dine in February and Food Truck Night from September to May. The community is conveniently located near Florida's Turnpike, Interstate 4, and Orlando International Airport, about 15 miles away.

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 $1,298,425.

Are home prices dropping in Windermere?

Yes, home prices in Windermere are down 8% in the last 12 months.

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

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

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

The most popular zip codes in Windermere, FL include 34786, 34761, 34734, 34787 and 32835.

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 $775,000. If you put a 20% down payment of $155,000 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $3,820 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $164K a year to afford the median home price in Windermere.

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, Lake Whitney 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 Trends in Windermere, FL

On average, homes in Windermere, FL sell after 68 days on the market compared to the national average of 52 days. The median sale price for homes in Windermere, FL over the last 12 months is $689,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$689,000

Median Single Family Sale Price

$910,000

Median Townhouse Sale Price

$410,000

Average Price Per Sq Ft

$340

Number of Homes for Sale

157

Last 12 months Home Sales

449

Months of Supply

4.20

Median List Price

$775,000

Median Change From 1st List Price

4%

Median Home Sale Price YoY Change

3%