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Windermere, FL Real Estate — Homes For Sale in Windermere, FL

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Windermere Real Estate Overview

Windermere, Florida is one of the premier addresses in sought-after Central Florida. This distinctive neighborhood is home to many professional athletes including golfer Tiger Woods and baseball player Ken Griffey, Jr. as well as actors, medical professionals, and CEOs. Windermere is surrounded by three breathtaking lakes....
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Home Photo
$795,000
$2,976/mo
Monthly Payment:
$2,976
Principal & Interest:
$2,813
HOA Dues:
$163
(Based on a 30 year fixed loan at 3.38% with $159,000 down)

5076 Sunset Court NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
5bed 4bath 4,092sq ft $194 / sq ft SFR
Lot Size36,962sq ft Built1991 On Site1days
Beautifully updated custom 5 bedroom 4 1/2 bath pool home on over an acre in Sunset Bay. The large kitchen has a center cook top island, upgraded appliances, a second island... more
Beautifully updated custom 5 bedroom 4 1/2 bath pool home on over an acre in Sunset Bay. The large kitchen has a center cook top island, upgraded appliances, a second island with seating, desk area and sunny eating nook overlooking the pool. Decorative backsplash and granite tops too. The family room has a fireplace, custom built-ins, wood beam ceiling and doors leading out to one of 2 lanais. The master suite is located on the first floor and has a sitting area with fireplace, crown molding, doors leading to lanai and large bath with double vanities, tub and separate shower area. Also downstairs is a guest bedroom currently used as an office with a pool bath, beautiful living room with slate floors & lanai access and the formal dining room. Upstairs are 3 guest rooms with one having a private bath and balcony. Also upstairs is another guest bath and a bonus room. Outside there are 2 lanai areas, outdoor kitchen, pool with separate spa and huge back yard. More great features are tile roof, Anderson Windows, video surveillance system, invisible dog fence and circular driveway. If you have a boat the public boat launch to Lake Down is a short walk away. Restaurants such as Dexters, LA Fitness, Publix and the post office are right across the street. Please note public records are incorrect. This is 5 bedrooms with 4 1/2 baths and per 2012 appraisal is 4092 sq. ft. Addition was added in 2007. Washer, dryer and refrigerator in kitchen do not convey. PLEASE CLICK ON VIDEO ICON AT TOP FOR VIRTUAL TOUR! less
Listing Provided Courtesy of RE/MAX PROPERTIES SW INC.
Popularity N/A
Your search results are current and complete. Learn more
Home Photo
$579,000
$2,157/mo
Monthly Payment:
$2,157
Principal & Interest:
$2,049
HOA Dues:
$108
(Based on a 30 year fixed loan at 3.38% with $115,800 down)

1909 Criterion Court NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
5bed 4bath 3,208sq ft $180 / sq ft SFR
Lot Size15,938sq ft Built1997 On Site1days
Beautiful custom built home in the gated community of Westover Reserve. The home features 5 bedrooms, 4 bathrooms, custom pool, and 3 car garage. The oversized lot boasts over a... more
Beautiful custom built home in the gated community of Westover Reserve. The home features 5 bedrooms, 4 bathrooms, custom pool, and 3 car garage. The oversized lot boasts over a 1/3 of an acre tucked away in in a quiet culdesac. The details & features cosist of crown molding, media built ins, trey ceilings, walk-in closets, gas fireplace, and much more. The open floor plan consists of 4 bedrooms 3 baths on the 1st floor and the fifth bedroom/bonus room on the second. Convenience to area attractions, restaurant row, shopping and all major highways make this one of the most sought after communities in Southwest Orlando. less
Listing Provided Courtesy of LAKESIDE REALTY WINDERMERE INC
Popularity N/A
Home Photo
$1,195,000
$4,362/mo
Monthly Payment:
$4,362
Principal & Interest:
$4,229
HOA Dues:
$133
(Based on a 30 year fixed loan at 3.38% with $239,000 down)

12806 Jacob Grace Court NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
4bed 4bath 4,558sq ft $262 / sq ft SFR
Lot Size1.8acre Built2003 On Site1days
Completely rennovated windermere ski lake estate. Finished in the highest grade finishes available, no expense was spared. This is truly an entertainers dream home, completely... more
Completely rennovated windermere ski lake estate. Finished in the highest grade finishes available, no expense was spared. This is truly an entertainers dream home, completely open floor plan with views of the lake from every room in the home. Set behind the gated entrance of tildens grove this almost 2 acre estate is better than new. Brick paver circle driveway leads you to the cast iron double doors. The imported italian marble floors glisten from all the natural light this home brings in. The kitchen has custom built on site real wood cabinets, extensive granite counters and all new appliances, including full wine cooler and even a habachi grill top. Gas fireplace in the fam rm for those rare cool florida evenings. 2 sets (up and down) of cantina doors bring the outside in anytime. Truly a home for entertaining and enjoying the florida weather. The salt water pool is enormous to put it mildly, all the equip. Is also brand new and the gazebo is ready for your personal touches. The dock has 2 jet ski boat hoist. What may be the most notable feature of this home is the owners retreat, with one of the nicest showers you will ever see. Over 7 slabs of granite and numerous water features, it is truly a sight to behold. Custom built walk in closet for even the most extensive wardrobe. The bonus room , media room, massive balcony, the list truly goes on and on... Everything is new and everything is of high quality. You will not find a better finished home in price range. less
Listing Provided Courtesy of RE/MAX PROPERTIES SW INC.
Popularity N/A
$225,000
$1,085/mo
Monthly Payment:
$1,085
Principal & Interest:
$796
HOA Dues:
$289
(Based on a 30 year fixed loan at 3.38% with $45,000 down)

14356 Desert Haven Street #103 NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
3bed 3bath 1,512sq ft $149 / sq ft CND
Lot SizeN/Asq ft Built2013 On Site1days
Perfect location in sought after Oasis Cove " a gated community in close proximity to Disney with resort-style amenities. Like new upgraded town home features easy care tile... more
Perfect location in sought after Oasis Cove " a gated community in close proximity to Disney with resort-style amenities. Like new upgraded town home features easy care tile throughout the main floor, neutral paint, and open floor plan. Upgraded kitchen boasts desirable granite counter tops with stainless steel appliances and overlooks the great room. Master suite and 2 secondary bedrooms plus full 2nd bath are on the second floor. 1/2 guest bath down. The open patio is the perfect place to watch Disneys fireworks or sip your morning coffee. Live a lifestyle of comfort, convenience and community: Enjoy time at the resort-style community pool, stroll the walking path around the pond, work out at the fitness center, or complete errands in a snap " shopping, dining and major roads are nearby. less
Listing Provided Courtesy of KELLER WILLIAMS ADVANTAGE 2
Popularity
$8,500,000
$30,611/mo
Monthly Payment:
$30,611
Principal & Interest:
$30,081
HOA Dues:
$530
(Based on a 30 year fixed loan at 3.38% with $1,700,000 down)

5318 Isleworth Country Club Drive NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
6bed 9bath 11,182sq ft $760 / sq ft SFR
Lot Size1.7acre Built2006 On Site2days
Characterized by a lovely English garden designed to maximize its prime golf-front location, this estate is unparalleled in Isleworth. Beyond the circular driveway with fountain... more
Characterized by a lovely English garden designed to maximize its prime golf-front location, this estate is unparalleled in Isleworth. Beyond the circular driveway with fountain and porte-cochere entry, a pair of French doors open to the grand foyer featuring a curved staircase, wine cellar and polished marble floors with an intricate medallion inlay"all leading graciously into the more than 11,000-square-foot interior of this beautiful estate. Built by leading custom home builder Pellegrini Homes, the master-designed floor plan draws every room toward the homes most impressive feature: a magnificent two-story indoor swimming pool. The main floor features formal living and dining rooms, a home office, kitchen and master suite, while the upper level hosts the game room and additional en-suite bedrooms. In each room, discover a ceiling unique to that particular space"a detail that was hand-selected by the homeowners to create a truly unique living experience. The grounds showcase sprawling gardens with a custom fountain, walking paths, a butterfly garden, and impeccably maintained landscaping as well as a private motor court flanked by a pair of two-car garages. less
Listing Provided Courtesy of ISLEWORTH REALTY LLC
Popularity
$190,000
$994/mo
Monthly Payment:
$994
Principal & Interest:
$672
HOA Dues:
$322
(Based on a 30 year fixed loan at 3.38% with $38,000 down)

Address Withheld By Seller NEW Added to the site in the last 3 days

Windermere, FL 34786
Windermere Orange County School District
3bed 2bath 1,332sq ft $143 / sq ft CND
Lot Size16,275sq ft Built2006 On Site2days
Luxurious 3 bedroom, 2 bath GROUND FLOOR condo with screened-in front porch leading out to a grassy area and parking lot, Lakeside at Lakes of Windermere includes a large... more
Luxurious 3 bedroom, 2 bath GROUND FLOOR condo with screened-in front porch leading out to a grassy area and parking lot, Lakeside at Lakes of Windermere includes a large swimming pool, sand volleyball courts, fitness center, clubhouse, trash valet right outside your door, and so much more! Located directly across the street from the new Publix, French bakery, and other fine stores less
Listing Provided Courtesy of EARTHLINK REALTY INC.
Popularity
$229,000
$1,099/mo
Monthly Payment:
$1,099
Principal & Interest:
$810
HOA Dues:
$289
(Based on a 30 year fixed loan at 3.38% with $45,800 down)

8133 Enchantment Drive #307 NEW Added to the site in the last 3 days

Windermere, FL 34786
3bed 3bath 1,974sq ft $116 / sq ft TWN
Lot Size1,217sq ft Built2010 On Site2days
Come see this immaculately maintained 3 bedroom 2.5 bathroom, 2 car garage town home located in the beautiful Resort- Style community of Oasis Cove. No rear neighbors. This... more
Come see this immaculately maintained 3 bedroom 2.5 bathroom, 2 car garage town home located in the beautiful Resort- Style community of Oasis Cove. No rear neighbors. This beautiful home features a first level master bedroom suite with dual sinks in the master bath and walk in closet. The kitchen boast 42 cabinet, silestone counter tops. Upstairs you'll find a large bonus room, two secondary bedrooms that are spacious and large with ample closet space, an office/den that can be converted to a fourth bedroom and a bathroom. Oasis Cove is a gated community with fitness center, playground, walking trail and tranquil resort style beach entry pool overlooking a large pond. All located less than a mile from the north entrance of Disney World. This is the perfect location if you are a Disney Castmember or if you want your primary residence / vacation home to be within a short drive to the theme park attractions. Enjoy the lifestyle and make this home your new oasis home. less
Listing Provided Courtesy of INVEST REALTY GROUP, LLC
Popularity
$1,790,000
$6,359/mo
Monthly Payment:
$6,359
Principal & Interest:
$6,334
HOA Dues:
$25
(Based on a 30 year fixed loan at 3.38% with $358,000 down)
Windermere, FL 34786
Windermere Orange County School District
5bed 5bath 5,216sq ft $343 / sq ft SFR
Lot Size22,104sq ft Built1999 On Site4days
Located on Bumby Point Peninsula, on an oak-lined paved road in downtown Windermere, known for its old Florida feel, small-town ambiance and friendly atmosphere, lies this... more
Located on Bumby Point Peninsula, on an oak-lined paved road in downtown Windermere, known for its old Florida feel, small-town ambiance and friendly atmosphere, lies this custom Stonebridge home. Situated on a spacious .51 acre lot, with sparkling water vistas spanning 245 of waterfront on Butler Chains Wauseon Bay. The foyer provides loads of sunlight with a two-story entry, soaring ceilings, and breathtaking lake views through expansive windows. Entertaining is a delight in the family room graced with built-ins, floor-to-ceiling windows and French doors, which opens to a newly renovated open gourmet kitchen with top-of-the-line appliances, an over sized breakfast bar and a breakfast nook. The outdoor living area, perfect for morning-coffee marveling at sunrises or glass-of-wine relaxing in the evening breeze, leads to a swimming pool w/waterfall & bronze fountain and boat dock w/lift and new electric cover. Youll find a formal living/dining, master suite and office on the 1st floor, and bonus space/extra guest room at mid-level, plus three more bedrooms on the 2nd floor. Additional highlights include a secluded lot w/no neighbors on the south side, a sprinkler system which draws from the lake, double-pane windows and French doors, natural gas line for heat and hot water, wainscoting, electric screens on the patio, recently expanded driveway, and plenty of storage space. Close to the library, tennis and basketball courts, the weekly farmers market and monthly food trucks, cafe,and boutiques. less
Listing Provided Courtesy of STOCKWORTH REALTY GROUP
Popularity
$349,900
$1,305/mo
Monthly Payment:
$1,305
Principal & Interest:
$1,238
HOA Dues:
$67
(Based on a 30 year fixed loan at 3.38% with $69,980 down)
Windermere, FL 34786
Orange County School District
4bed 3bath 2,683sq ft $130 / sq ft SFR
Lot Size6,499sq ft Built2005 On Site4days
Check out this spacious, two story villa in The Lakes of Windermere, a beautifully manicured neighborhood. Let your decorator vibes run wild with stylish natural wood floors... more
Check out this spacious, two story villa in The Lakes of Windermere, a beautifully manicured neighborhood. Let your decorator vibes run wild with stylish natural wood floors downstairs and brand new carpet upstairs. Entertain till your heart's content with an open kitchen/family room plan, or disappear upstairs in the spacious master bedroom (17'x15') with a huge walk in closet. This great home is close to Windermere Prep School, or the site of The New West Orange Relief High School. less
Listing Provided Courtesy of FLORIDA TRUST R E SERVICES INC
Popularity
$899,000
$3,244/mo
Monthly Payment:
$3,244
Principal & Interest:
$3,181
HOA Dues:
$63
(Based on a 30 year fixed loan at 3.38% with $179,800 down)
Windermere, FL 34786
Orange County School District
5bed 5bath 4,330sq ft $208 / sq ft SFR
Lot Size10,290sq ft Built2015 On Site4days
You will instantly fall in love with this 5 bedroom, 5 bath, two story custom pool home ideally located in Lake Burden South of Windermere. Relax poolside listening to your... more
You will instantly fall in love with this 5 bedroom, 5 bath, two story custom pool home ideally located in Lake Burden South of Windermere. Relax poolside listening to your favorite tunes from the patio and balcony surround sound. Overlook the water while sipping a hot morning coffee or refreshing evening cocktail! Windermere offers some of Orange Countys finest schools, local entertainment, dining, boutique shops, Butler Chain of Lakes access, community tennis courts, and golfing in the area. A welcoming curb appeal, flawlessly designed floor plan and abundance of natural light are only the beginning of what this home has to offer! The chef in your family will thoroughly enjoy preparing meals in this large eat-in kitchen that also features a cooking island! The separate formal dining room provides an elegant and comfortable setting for entertaining on all occasions! Generous room sizes include two master suites, one on the first floor and one on the 2nd floor, both with water and pool views. Find peace in the comfort of your own home theater room fully equipped with surround sound. Attention to detail has not been spared in upgrades of this home. Schedule your private tour today. less
Listing Provided Courtesy of ELITE PROPERTY SALES
Popularity
$1,950,000
$7,146/mo
Monthly Payment:
$7,146
Principal & Interest:
$6,901
HOA Dues:
$245
(Based on a 30 year fixed loan at 3.38% with $390,000 down)
Windermere, FL 34786
Orange County School District
5bed 7bath 6,709sq ft $291 / sq ft SFR
Lot Size1.7acre Built1994 On Site4days
Lakefront! I can think of nothing more wonderful than driving up to a grand marble circular drive leading to a magnificent mediterranean home embraced by a formal landscape and... more
Lakefront! I can think of nothing more wonderful than driving up to a grand marble circular drive leading to a magnificent mediterranean home embraced by a formal landscape and overlooking a sparkling lake - with all the privacy you would ever want on 1 1/2 acres! Stately fountains at the guarded gatehouse welcome you to this impressive community and stunning home - truly too beautiful to be missed! The moment you enter this beautiful home you are looking through the formal living room under soaring ceilings, and out to a picturesque setting of the lake and the sprawling, manicured grounds. Don't worry about the "year built" - it has been renovated and shows beautifully and offers unique "hard-to-find" features such as generous "his" and "hers" (2) offices, spacious fitness studio, 1st floor lakefront owner's suite, 25' bonus/game rm/kid's playroom, plus an 30' theater with refreshment bar - and more...A heated salt-water pool for year-round enjoyment and a boat house await you! Elan "smart house" system! The kitchen is jack busby's model -gorgeous! Laundry facilities on 1st & 2nd floor ! Covered lakefront terrace with summer kitchen is perfect for outdoor gatherings. Grab your favorite book and relax on the screened upper balcony or just enjoy the tranquil lakefront view of the formal landscape and large expanse of lush lawn-perfect for gatherings or youngsters playing. 3-car garage! Too beautiful to be missed! See virtual tour! Offered at appraised price by motivated seller. Opportunity !! less
Listing Provided Courtesy of OXFORD REALTY, INC.
Popularity
$799,000
$3,202/mo
Monthly Payment:
$3,202
Principal & Interest:
$2,827
HOA Dues:
$375
(Based on a 30 year fixed loan at 3.38% with $159,800 down)
Windermere, FL 34786
Orange County School District
4bed 4bath 3,739sq ft $214 / sq ft SFR
Lot Size18,274sq ft Built2005 On Site5days
Picture perfect curb appeal and a fully upgraded interior, this Reserve at Lake Butler Sound residence is not to be missed. The beautiful mature landscaping and inviting porch... more
Picture perfect curb appeal and a fully upgraded interior, this Reserve at Lake Butler Sound residence is not to be missed. The beautiful mature landscaping and inviting porch welcome you in to the formal living and dining areas which are graced by classical columns, arches, plantation shutters and travertine flooring throughout. Stylishly decorated and meticulously maintained by the current homeowners, this one level 4 bedroom home has a floorplan that offers versatility and comfort. The large family room with custom entertainment built-ins is at the heart of the house, French doors out to the pool deck line the room allowing light to flood in. Gourmet kitchen with walk-in pantry, breakfast bar, island, stainless steel appliances, granite counters and solid wood custom cabinetry. The master suite has its own study or retreat area that can be enclosed and a master bathroom with his and hers closets, plus a dedicated vanity area. In addition to the 4 bedrooms and retreat there is a large formal office with built-ins and views out to the front. The sparkling pool, outdoor grill and screen were added more recently and provide a wonderful place for entertaining family & friends or just relaxing and enjoying the privacy that this home offers. Reserve at Lake Butler Sound is a 24 hour guard gated community perfectly located along the Butler Chain of Lakes in Windermere. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity
$193,000
$818/mo
Monthly Payment:
$818
Principal & Interest:
$683
HOA Dues:
$135
(Based on a 30 year fixed loan at 3.38% with $38,600 down)
Windermere, FL 34786
Orange County School District
2bed 3bath 1,280sq ft $151 / sq ft TWN
Lot Size2,402sq ft Built2005 On Site5days
Lake Reams Townhomes at Lakes of Windermere: 2/2 townhome on a cul-de-sac ceramic tile on first floor, oak cabinets with corian countertops in kitchen, lovely courtyard with... more
Lake Reams Townhomes at Lakes of Windermere: 2/2 townhome on a cul-de-sac ceramic tile on first floor, oak cabinets with corian countertops in kitchen, lovely courtyard with fantastic view of Disney fireworks nightly. Private back yard and sidewalk at entry leads to a beautiful lake view. less
Listing Provided Courtesy of APARO-GRIFFIN PROPERTIES INC
Popularity
$219,900
$930/mo
Monthly Payment:
$930
Principal & Interest:
$778
HOA Dues:
$152
(Based on a 30 year fixed loan at 3.38% with $43,980 down)
Windermere, FL 34786
Orange County School District
3bed 3bath 1,644sq ft $134 / sq ft TWN
Lot Size2,202sq ft Built2009 On Site5days
Meticulously maintained townhome situated on a quiet conservation area. This light and bright unit contains 3 bedrooms (all upstairs), 2.5 bathrooms, a large living room, a... more
Meticulously maintained townhome situated on a quiet conservation area. This light and bright unit contains 3 bedrooms (all upstairs), 2.5 bathrooms, a large living room, a large kitchen with eat in dining room, an inside utility room with an extra storage closet, an inviting open air pavered patio, and a two car garage. Granite countertops and stainless steel appliances in the kitchen and newer washer and dryer in the utility room - ALL appliances included. Berkshire Park includes a community pool with cabana, playground, and walking/biking trails throughout. Close to all schools, shopping, dining, nightlife, all area attractions, and major highways. Come take a look at this beautiful home today! less
Listing Provided Courtesy of MEGAN DOWDY REALTY, LLC
Popularity
$349,900
$1,313/mo
Monthly Payment:
$1,313
Principal & Interest:
$1,238
HOA Dues:
$75
(Based on a 30 year fixed loan at 3.38% with $69,980 down)
Windermere, FL 34786
Orange County School District
4bed 4bath 2,815sq ft $124 / sq ft SFR
Lot Size6,416sq ft Built2004 On Site6days
Lovely Summerport Home with fantastic spaces for every member of the family. Open Kitchen with massive island and seating for 5..., 3 bedrooms and bonus room are upstairs.... more
Lovely Summerport Home with fantastic spaces for every member of the family. Open Kitchen with massive island and seating for 5..., 3 bedrooms and bonus room are upstairs. Master Bedroom, Formal Office, Dining Room, Family Room, Kitchen with eating space & laundry room downstairs. Beautiful laminate floors downstairs. Covered patio overlooking fenced yard. Extended Garage that will accommodate a large vehicle or provide storage/workbench area. Cat 5 wired for surround sound. Fresh exterior paint. Many outstanding community features from Jr Olympic Pool, fishing docks, volleyball, tennis, parks, etc... Walk to Elementary School, Minutes from Middle School, and New High School currently being built due to open August 2017. Make this your home today. less
Listing Provided Courtesy of RE/MAX PROPERTIES SW INC.
Popularity
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Local real estate services provided by:
Coldwell Banker Residential Real Estate
Coldwell Banker Residential Real Estate
5951 Cattleridge Ave
Sarasota, FL 34232

844.662.5638
Website provided and owned by Coldwell Banker Residential Real Estate.
 
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Data last updated: Tuesday, May 24, 2016 at 12:59 PM. Properties in listings may have been sold or may no longer be available.