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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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$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)

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

Windermere, FL 34786
Windermere Orange County School District
4bed 3bath 2,618sq ft $134 / sq ft SFR
Lot Size6,581sq ft Built2006 On Site1days
Beautiful 2800+ sqft home located in the highly sought after Windermere community. 4 bedrooms 2.5 baths. Kitchen with 42" custom wood cabinets and granite counter-top. large... more
Beautiful 2800+ sqft home located in the highly sought after Windermere community. 4 bedrooms 2.5 baths. Kitchen with 42" custom wood cabinets and granite counter-top. large master bedroom and walking closet. traditional style tile in the master bath. wood styled tile in the kitchen and half bathroom. great size of living room and family room. Top rated school area. less
Listing Provided Courtesy of ENGINE REALTY INC
Popularity N/A
$449,900
$1,675/mo
Monthly Payment:
$1,675
Principal & Interest:
$1,592
HOA Dues:
$83
(Based on a 30 year fixed loan at 3.38% with $89,980 down)

4654 River Gem Avenue NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
6bed 4bath 3,995sq ft $113 / sq ft SFR
Lot Size10,226sq ft Built2006 On Site2days
Gorgeous Summerport home! You must see everything this home has to offer! Beautiful 6 bedroom, 4 FULL Bath home with upstairs bonus room. This home is located in the highly... more
Gorgeous Summerport home! You must see everything this home has to offer! Beautiful 6 bedroom, 4 FULL Bath home with upstairs bonus room. This home is located in the highly sought after Summerport neighborhood. Home has been freshly painted. 2 Bedroom are located on the first floor. This home has a number of thoughtful upgrades such as wrought iron railings, tile floors and 42" upgraded cabinets. Master bedroom has a princess balcony that overlooks the open space of the first floor living area. Other features include: dual sinks in Master, Garden spa tub and walk-in shower. The oversized backyard is Great for entertaining guests. Close to schools, shopping and dining just off SR535 with easy access to Hwy 429 and only 20 minutes from downtown Orlando. Community amenities include a clubhouse, community pool, fitness center, tennis courts, basketball courts, sand volleyball, lake access to Lake Speer and a Fishing Pier. less
Listing Provided Courtesy of BUYER REBATES REALTY
Popularity N/A
$619,900
$2,301/mo
Monthly Payment:
$2,301
Principal & Interest:
$2,193
HOA Dues:
$108
(Based on a 30 year fixed loan at 3.38% with $123,980 down)

1930 Westover Reserve Boulevard NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
5bed 4bath 3,674sq ft $169 / sq ft SFR
Lot Size13,123sq ft Built2000 On Site2days
Upgrades Abound! This custom-built 5 bedroom home on a corner lot combines elegant living with peace of mind features certain to appeal to even the most discriminating of... more
Upgrades Abound! This custom-built 5 bedroom home on a corner lot combines elegant living with peace of mind features certain to appeal to even the most discriminating of buyers. Situated on a gorgeous over-sized corner lot with a fence and lush privacy landscaping, this split plan home welcomes with 14 ft. ceilings, walls of windows, and designer appointments throughout! The private owner's retreat tucked away on the first floor features an oversized bedroom with sitting area, tray ceiling, his and hers custom closets and a spa-like master bathroom with rain shower, jetted tub and neutral stone accents. The 3 downstairs bedrooms are generously sized and all feature recently added custom closets. The upstairs bedroom, is a private retreat, with large closet and private bath... perfect for a second master suite or bonus room. A true chef's paradise awaits in the kitchen with exotic granite, upgraded custom cabinets, a vegetable sink, double ovens, two pantries plus a formal butler's pantry with a wall of storage. The family room is bathed in light and offers a built-in entertainment unit, wood burning fireplace, a suite of glass pocket doors that disappear, allowing for access to the lanai and pool. The tranquil private setting outside is perfect for entertaining. Coupled with a premier location and AAA rated schools, this is a must see! Make your private appointment to see this very special property today! less
Listing Provided Courtesy of LAKESIDE REALTY WINDERMERE INC
Popularity N/A
$679,000
$2,548/mo
Monthly Payment:
$2,548
Principal & Interest:
$2,402
HOA Dues:
$146
(Based on a 30 year fixed loan at 3.38% with $135,800 down)

2013 Butler Bay Drive N NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
3bed 3bath 2,837sq ft $239 / sq ft SFR
Lot Size24,000sq ft Built1989 On Site2days
Elegant, Custom move-in ready home with an abundance of designer details. This gorgeous Three Bedroom, Three Bath home with Executive Office and Game Room shows like a Model. No... more
Elegant, Custom move-in ready home with an abundance of designer details. This gorgeous Three Bedroom, Three Bath home with Executive Office and Game Room shows like a Model. No detail has been left out of this one of a kind masterpiece complete with Custom Millwork, Architectural Detailing, Wood Moldings, Plantation Shutters, Porcelain Tile, Surround Sound, Designer Window Treatments and Decorator Paint throughout. Gourmet Kitchen is well-appointed with custom 42 Cherry Cabinets, Large Center Island, Granite Counter tops, Stainless Steel Appliances and Lighted upper glass doors for display. Family Room with adjoining Game Room offers a comfortable oasis for family and friends complete with Wood burning Fireplace and Custom Media Cabinet. This entertainment retreat will be a key gathering spot for many. French Doors lead to the outdoor living quarters featuring a Resort-style newly surfaced (Wet Edge/Pebble Edge) Pool with Spa and New bronze screened Lanai. Expansive Patio offers additional Living/Dining areas with Panoramic Open Green Space views making al fresco dining a true delight. Pavered Circle Drive and Walkway, lush Tropical Landscaping and new exterior and interior paint add to the overall exclusive appeal of this lovely home. Review Attachments for further details and home improvements. Call to arrange your private tour today. Option to purchase Fully Furnished. less
Listing Provided Courtesy of REALTY EXECUTIVES CENTRAL FL
Popularity N/A
$191,675
$881/mo
Monthly Payment:
$881
Principal & Interest:
$678
HOA Dues:
$203
(Based on a 30 year fixed loan at 3.38% with $38,335 down)

7718 Fairgrove Avenue NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
3bed 3bath 1,644sq ft $117 / sq ft TWN
Lot Size2,200sq ft Built2008 On Site2days
Townhome with 3 bedrooms, 2.1 baths and a 2 car garage. Auction properties are sold AS IS without any guarantee or warranty by seller. Property may be occupied. See agent... more
Townhome with 3 bedrooms, 2.1 baths and a 2 car garage. Auction properties are sold AS IS without any guarantee or warranty by seller. Property may be occupied. See agent remarks for instructions. less
Listing Provided Courtesy of BRIKO,LLC
Popularity N/A
$795,000
$2,888/mo
Monthly Payment:
$2,888
Principal & Interest:
$2,813
HOA Dues:
$75
(Based on a 30 year fixed loan at 3.38% with $159,000 down)

9637 Castle Way Drive NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
4bed 5bath 4,328sq ft $184 / sq ft SFR
Lot Size34,458sq ft Built2008 On Site2days
Luxury 4 bedroom 5 bath custom home located in Windermere's Windsor Hill Reserve. Home offers spacious formal living and dining rooms, solid wood floors, oak staircase, crown... more
Luxury 4 bedroom 5 bath custom home located in Windermere's Windsor Hill Reserve. Home offers spacious formal living and dining rooms, solid wood floors, oak staircase, crown molding and a gorgeous open family room with a fireplace. The gourmet kitchen features granite countertops, walk in pantry, and a chefs kitchen directly off the main kitchen. Florida living at its best, home features a lanai overlooking the backyard complete with a summer kitchen. Ready to move in. less
Listing Provided Courtesy of CHARLES RUTENBERG REALTY
Popularity N/A
$861,000
$3,422/mo
Monthly Payment:
$3,422
Principal & Interest:
$3,047
HOA Dues:
$375
(Based on a 30 year fixed loan at 3.38% with $172,200 down)

6436 Cartmel Lane NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
4bed 5bath 3,844sq ft $224 / sq ft SFR
Lot Size21,561sq ft Built2005 On Site3days
Opportunity ! Owner relocating ! What makes this different ? Wait till you see THIS back yard " The sprawling lawn, pool and generous terrace area are sited against a lush,... more
Opportunity ! Owner relocating ! What makes this different ? Wait till you see THIS back yard " The sprawling lawn, pool and generous terrace area are sited against a lush, mature landscape on this 1/2 Acre lot affording maximum privacy and gorgeous views. The setting is so unique " no neighbors in sight ! Timeless architecture beckons you to enter this stunning open floor plan with high ceilings and beautiful windows which naturally light up voluminous living areas, that seamlessly flow into each other with marble flooring throughout the main living areas. The moment you enter you capture a view of the magnificent landscape through the glass wall/doors of the formal living room. A lovely kitchen features marble floors, stainless appliances, granite counters over rich wood cabinets and breakfast area with a gorgeous view of the pool and terrace " and of course this magnificent landscape in the rear ! A long breakfast bar opens into a Family Room, which boasts wide doors opening to the large pool and terrace area with Summer Kitchen. Maximum privacy ! There are 3 separate sleeping areas " a 22 Master suite overlooking the rear landscape on the right " two bedrooms with adjoining bath toward the left front " one guest bedroom suite to the rear. An additional 17 room on 2nd floor is great flex space, which boasts a full bath and walk-in closet. Use this space as needed " 5th bedroom, theater/media room or office etc. Gated community with guard 24/7. DONT MISS THIS VIEW! See Virtual Tour. less
Listing Provided Courtesy of OXFORD REALTY, INC.
Popularity N/A
$525,000
$2,387/mo
Monthly Payment:
$2,387
Principal & Interest:
$1,857
HOA Dues:
$530
(Based on a 30 year fixed loan at 3.38% with $105,000 down)

Latrobe Drive NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size31,794sq ft BuiltN/A On Site3days
Within the renowned Isleworth Golf & Country Club, this 0.73-acre home site presents one of the last opportunities to build in Central Floridas most iconic golf course community.
Within the renowned Isleworth Golf & Country Club, this 0.73-acre home site presents one of the last opportunities to build in Central Floridas most iconic golf course community. less
Listing Provided Courtesy of ISLEWORTH REALTY LLC
Popularity N/A
$3,890,000
$13,993/mo
Monthly Payment:
$13,993
Principal & Interest:
$13,766
HOA Dues:
$227
(Based on a 30 year fixed loan at 3.38% with $778,000 down)

6205 Greatwater Drive NEW Added to the site in the last 3 days

Windermere, FL 34786
Keenes Pointe Orange County School District
5bed 5bath 7,768sq ft $501 / sq ft SFR
Lot Size3.0acre Built1999 On Site3days
This Exquisite three story Mediterranean home is located on Lake Tibet Butler of the famed Butler Chain of Lakes. Beyond the circular driveway with fountain and Porte-cochere... more
This Exquisite three story Mediterranean home is located on Lake Tibet Butler of the famed Butler Chain of Lakes. Beyond the circular driveway with fountain and Porte-cochere entry, French doors open to a stunning two story living room, with natural light while capturing the lake views and stone fireplace. The main floor features a master bedroom with Venetian plaster, two walk-in closets, wet bar and windows that grant views to the lake. For the chefs, the kitchen with Old World Style Cabinetry, Dacor Professional six burner gas cook top, warming oven drawers, double ovens, two Sub-Zero 700 series refrigerators and Sub-Zero wine storage with beverage drawers is designed to impress. The family room with wood floors, captivating two-story floor to ceiling custom-built cabinetry center will be a gathering place for families and friends. The formal dining room comes alive with the addition of a stunning 500-gallon salt water aquarium. The first floor continues on with a private study with accented cherry custom wrap-around cabinetry, guests suite, exercise room, and wine cellar that exudes old world charm. Walk up the staircase with two-story circular landing onto the second floor. With three bedrooms, game room, piano lounge, and breeze way to the movie theater. Take a ride in the all-wood elevator to the third-floor retreat with expansive lake views from the balcony. Take a walk through the winding cypress trees on the boat dock to the breathtaking lakefront. * SEE WALKlNG VIRTUAL TOUR! less
Listing Provided Courtesy of BHHS RESULTS REALTY
Popularity N/A
$1,499,000
$5,524/mo
Monthly Payment:
$5,524
Principal & Interest:
$5,304
HOA Dues:
$220
(Based on a 30 year fixed loan at 3.38% with $299,800 down)

11454 Waterstone Loop Drive NEW Added to the site in the last 3 days

Windermere, FL 34786
6bed 6bath 4,749sq ft $316 / sq ft SFR
Lot Size20,700sq ft Built2014 On Site3days
Fully custom Brierhill home. The only model of its kind built in Waterstone. Impressive main entrance with circular paver driveway and decorative metal and glass double doors.... more
Fully custom Brierhill home. The only model of its kind built in Waterstone. Impressive main entrance with circular paver driveway and decorative metal and glass double doors. Over 6800 sqft under roof including large outdoor entertaining and eating areas with a full summer kitchen, gas BBQ, gas fireplace with remote, sink and refrigerator. 1st Floor Master suite with pool access and a huge walk-in closet. Also on the main floor is a wine room, wine refrigerator, and a guest suite with an attached bathroom. First floor includes a large home office with built in cabinets and matching wood beams to go with real hard wood floors. The 2nd Floor consists of 3 bedrooms with walk-in closets and 2 full bathrooms as well as a balcony with views of Lake Butler. Amazing upgrades throughout including hot/cold filtered water, custom built-ins, travertine tiles, granite counters, 12,000 gal pool and custom wood working. Extremely energy efficient with 3 zone air conditioning, natural gas and r30 insulation. Entire property is professionally landscaped including irrigation system and outdoor lighting.. The community has private gate access, walking trails and private access to Windermere Prep School. less
Listing Provided Courtesy of LISTSMART
Popularity N/A
$879,900
$3,113/mo
Monthly Payment:
$3,113
Principal & Interest:
$3,113
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.38% with $175,980 down)

10952 Bayshore Drive NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
4bed 2bath 2,121sq ft $415 / sq ft SFR
Lot Size17,620sq ft Built1968 On Site3days
Beautiful home located off Lake down. This is a 4 bedroom, 2 bathroom first story home with a split bedroom Floorplan. Home has great potential, your dream oasis awaits. Enjoy... more
Beautiful home located off Lake down. This is a 4 bedroom, 2 bathroom first story home with a split bedroom Floorplan. Home has great potential, your dream oasis awaits. Enjoy the warm summer months in your private screened in pool, or go out on the lake and enjoy your private dock. Come see today! less
Listing Provided Courtesy of SUN CREST FLORIDA PROPERTIES
Popularity N/A
$575,000
$2,142/mo
Monthly Payment:
$2,142
Principal & Interest:
$2,034
HOA Dues:
$108
(Based on a 30 year fixed loan at 3.38% with $115,000 down)

9137 Royal Gate Drive NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
5bed 4bath 3,367sq ft $171 / sq ft SFR
Lot Size10,348sq ft Built2000 On Site3days
Turn-Key in Windermere! Welcome home to this quintessential open and updated home in a premier gated Windermere location. This model perfect home in the highly desirable... more
Turn-Key in Windermere! Welcome home to this quintessential open and updated home in a premier gated Windermere location. This model perfect home in the highly desirable Westover Reserve neighborhood combines classic southern design with incomparable Florida living. Throughout the home, you will find the finest hardwood floors, plantation shutters, crown molding, new neutral paint, wrought iron fixtures and top-of-the-line accents. NEW ROOF (2016), newer TRANE A/C (2013), and newly painted exterior (2013) offer ease of ownership. This stunning home features 4 first floor bedrooms, including master suite with tray ceiling, oversized sitting area overlooking pool, ample custom closet and a generous spa-like bathroom. All bedrooms have custom closets! The only room on the second floor features two closets, hardwood floors, and a panel ceiling perfect for 5th bedroom, bonus room, or media room. There is also an oversized air conditioned storage area, perfect for out of season items! The kitchen with new glass tile back splash, 42 cherry designer cabinetry, and bead board is a perfect accent to the large family room with pocket sliders to the pool. An expansive outdoor area, with gorgeous grey slate decking, pool, spa and privacy landscaping complete this special property. Make your appointment for a private showing today! less
Listing Provided Courtesy of LAKESIDE REALTY WINDERMERE INC
Popularity N/A
$1,549,000
$5,519/mo
Monthly Payment:
$5,519
Principal & Interest:
$5,481
HOA Dues:
$38
(Based on a 30 year fixed loan at 3.38% with $309,800 down)

1219 Kelso Boulevard NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
N/Asq ft N/A / sq ft LND
Lot Size1.3acre BuiltN/A On Site3days
Gorgeous 1.33 acre lakefront lot on lake butler in kelso - first time on the market " bring your builder . Design and build your dream home on this incredibly rare, gently... more
Gorgeous 1.33 acre lakefront lot on lake butler in kelso - first time on the market " bring your builder . Design and build your dream home on this incredibly rare, gently sloping 1.33 acre lake front lot on coveted lake butler in the private and secluded neighborhood of kelso. The building pad sits under a canopy of majestic and mature oak trees and is large enough to accommodate almost any type of home. Build a sprawling ranch or an enormous estate home with plenty of room for a pool and/or a tennis court. The lot has a northern exposure in the rear across lake butler with sweeping lake vistas from the dock to the east and southeast. Dock your boat behind the house and enjoy all of the water activities associated with living on the 11 lake- butler chain of lakes. There is an existing boardwalk and dock with boat lift and covered deck for entertaining constructed out of long lasting brazilian redwood. Kelso blvd is a quiet tucked away cul-de-sac that has long been home to many of central floridas original families and the street is lined with multi-million dollar homes. less
Listing Provided Courtesy of SUZI KARR REALTY
Popularity N/A
$1,549,000
$5,519/mo
Monthly Payment:
$5,519
Principal & Interest:
$5,481
HOA Dues:
$38
(Based on a 30 year fixed loan at 3.38% with $309,800 down)

1219 Kelso Boulevard NEW Added to the site in the last 3 days

Windermere, FL 34786
Orange County School District
4bed 3bath 2,880sq ft $538 / sq ft SFR
Lot Size1.3acre Built1975 On Site3days
First time on the market " 2,880sq ft 4/2.5 - 1.33 acres on lake butler in kelso. Stately neo-colonial home with 4 bedrooms and 2.5 bathrooms on a gorgeous park like 1.33 acre... more
First time on the market " 2,880sq ft 4/2.5 - 1.33 acres on lake butler in kelso. Stately neo-colonial home with 4 bedrooms and 2.5 bathrooms on a gorgeous park like 1.33 acre gently sloping lot directly on lake butler in the quiet neighborhood of kelso. Towering mature oak trees, sweeping park like lawns and endless lake vistas set the approach to this one of a kind offering. A gracious half circle drive leads to a large covered porch supported by columns that grace the front of this classic brick faade. The center hall plan separates spacious formal living and dining rooms and leads back to a light filled family room and kitchen with sliding doors that showcase the sweeping back yard and lake views. A southern style screened porch runs the entire length of the rear of the home to capture those wonderful lake breezes. The second floor features a large master suite, 3 additional bedrooms and 2 full bathrooms. The master suite and 1 additional bedroom have sliding doors that open to a large second floor balcony overlooking lake butler. A two car side entry garage and a boardwalk and dock with boat lift and covered deck complete the properties improvements. Renovate the existing home, or raze it and build the home of your dreams. The lot is large enough to accommodate almost any home style with room for a pool and tennis court. The lot is truly spectacular and irreplaceable and the street is lined with multi-million dollar homes. less
Listing Provided Courtesy of SUZI KARR REALTY
Popularity N/A
$1,298,000
$4,820/mo
Monthly Payment:
$4,820
Principal & Interest:
$4,593
HOA Dues:
$227
(Based on a 30 year fixed loan at 3.38% with $259,600 down)
Windermere, FL 34786
Keenes Pointe Orange County School District
4bed 5bath 5,241sq ft $248 / sq ft SFR
Lot Size15,020sq ft Built2005 On Site4days
This exquisite custom home was built by W.J. Sauerwine Custom Homes in 2005 and boasts 4 spacious bedrooms, 3 full baths, and 2 half baths throughout it's 5,200 + SF of living... more
This exquisite custom home was built by W.J. Sauerwine Custom Homes in 2005 and boasts 4 spacious bedrooms, 3 full baths, and 2 half baths throughout it's 5,200 + SF of living space. This home is nestled on a quiet street in highly sought after Keene's Pointe and overlooks not only the green on hole number 4 of a Jack Nicklaus designed golf course, but Lake Burden, as well, where you can watch the Disney fireworks every night. Not to miss in this home is the oversized fully appointed home theater, game room, stone and wood flooring, extensive built-in's and moldings, generous faux painting, and customized wine cellar. The outside is equally impressive with lush, mature landscape, stucco and stone exterior, tile roof, oversized three car garage, and a large screen enclosed lanai with recently renovated salt-water pool. The upgrades in this home are abundant and can only be appreciated by viewing them in person. All you have to do is unpack and enjoy this move-in ready home! less
Listing Provided Courtesy of SOUTHERN REALTY GROUP LLC
Popularity N/A
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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, July 26, 2016 at 7:45 PM. Properties in listings may have been sold or may no longer be available.