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Windermere Homes For Sale, Condos For Sale Over $1,000,000 & Orlando Real Estate

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2115 Lake Crescent Ct Windermere, FL 34786

$1,140,000
4 Beds
5 Baths
4,019 SqFt
Status Active
MLS # O5726520
Property Type Single Family Residence
Tranquil Sunrise views greet you from this 4 Bedroom, 5 Bath, Pool Home with spacious lanai and private boat dock located on Lake Crescent. Tastefully designed and lovingly cared for, this attractive family home offers over 4,000 sqft. of casual Lakefront living sited on a ½ acre lot. Elegant foyer leads to the executive office and formal living room presenting soaring ceilings, hardwood flooring and French doors that open to the lanai becoming the pivotal gathering spot for entertaining. Roomy master suite features spectacular water views and a walk-thru closet that is nestled between two master baths with separate showers and double vanities. Additional downstairs bedroom is adjacent to the master, the perfect spot for a nursery or in-law suite. Bright and airy Kitchen offers top of the line appliances, granite counters, wine/beverage cooler and a private Wine room for tasting and storage. Breakfast room with expansive bay window adjoins the family room with grand ceilings, built in entertainment center and gas fireplace. Second story offers a loft, two additional bedrooms with Jack ‘n Jill Bath and a flex room currently being used as a 5th Bedroom. Outdoor living is easy on the grand lanai with retractable screens. Saltwater Pool overlooks the glistening lake showcased by lush foliage and subtle landscape lighting. Additional features include a gated private motor court, circular paved driveway and portico. This well-appointed home was designed for Waterfront living and relaxation.

2514 Butler Bay Dr N Windermere, FL 34786

$1,050,000
5 Beds
4.5 Baths
5,952 SqFt
Status Active
MLS # O5725450
Property Type Single Family Residence
Spectacular Custom Estate home with a Resort Style Tropical Pool & Lanai that is sure to impress. This Signature property boasts over 5,950 sf. located on ½+ acre homesite. Natural light fills the open airy foyer with volume ceilings showcasing the elegant wrought iron stairway leading to the second story. Formal Dining room with tray ceiling is accented by adjoining Butler’s Pantry. Well-appointed Kitchen boasts top of the line appliances, Expansive Center Island, Sleek Granite Counters, Walk-in Pantry and a Grand Morning Room. Formal Living Room provides Pool/Lanai views and flows seamlessly into the Family Room with separate Wet Bar for effortless entertaining. Master Retreat offers rich hardwood flooring, private entrance to lanai & a spacious walk-in closet. Master Bath is complete with pampering tub, dual sink vanity and walk-thru shower. Upstairs you will find three secondary bedrooms with ample closet space, a distinctive study overlooking the Pool, Bonus Room and a Media/Music Room. Magnificent resort style Saltwater Pool & Spa transforms the Lanai into a stunning Oasis complete with elaborate Summer Kitchen, Stone Fireplace, Sauna w/ Shower and a Two-story Cabana for your private Fitness/Yoga Studio. With over 2,000 sf. of Outdoor entertaining space, this is the ideal spot for gathering with family & friends. Circular drive leads to the Portico and side entry garage opens to the mud room with plenty of cubbies and built in desk area. This remarkable home is truly a sanctuary retreat.

1134 Estancia Woods Loop Windermere, FL 34786

$1,039,000
5 Beds
6.5 Baths
5,603 SqFt
Status Active
MLS # O5717691
Property Type Single Family Residence
UNDER CONSTRUCTION. The Treviso is a spacious home with exquisite features and options. It gracefully blends formal areas such as a separate dining room and dramatic two-story living room with casual spaces including an open plan kitchen with island and walk-in pantry, eating nook and inviting family room. The master retreat has its own wing downstairs for ultimate privacy. Upstairs are secondary bedrooms, open lofts and a game room. Builder warranty! (Disclaimer: some or all photos are stock photos or rendering of home.)

336 Palm St Windermere, FL 34786

$2,950,000
5 Beds
6.5 Baths
8,409 SqFt
Status Active
MLS # O5710180
Property Type Single Family Residence
WATER’S EDGE..this stunning modern residence was built with steel, expansive glass and a strong connection to outdoor spaces. On one of the highest lots on the Butler Chain of Lakes it offers million dollar water views, spectacular sunsets and nightly fireworks. Soaring ceilings, clean lines and natural light define open living spaces inspiring a sense of wellness and peace within. The dramatic entry begins at the circular drive, through a garden walk, and into the foyer where a sweeping stairway and floor to ceiling windows demand you pause and take in the glorious panorama. The vision continues to the kitchen where it would be impossible to get off to a bad start….so beautiful in fact that you could stay all day with a built- in desk and gourmet cooking accoutrements. The main level also includes a comfortable family room and indoor Endless Pool room with sauna and steam shower. A luxurious master retreat is located on the upper level complete with exercise room and private office. Separate guest apartment with two bedrooms and a full kitchen. Downstairs game room opens lakeside. Garages accommodate 4 cars and more. Covered dock is steps away. Includes all furnishings. No HOA fees or restrictions. Located in the Town of Windermere where residents embrace a natural environment and quality lifestyle. Walk to Farmer’s Market, parks, library and small town café. World’s apart, yet minutes from major roads, renowned golf, premium shopping, fine dining and area attractions.

10014 Park Ridge Gotha Rd Windermere, FL 34786

$2,200,000
5 Beds
5.5 Baths
8,114 SqFt
Status Active
MLS # O5708749
Property Type Single Family Residence
One of the prettiest property settings in Windermere, this privately gated estate home rests on nearly five acres surrounded by a canopy of gorgeous oaks. Enjoy the privacy and serenity of this amazing location with equestrian amenities of fenced pastures, paddocks, tack room and 7 stall stable. Greeted by the stone exterior, wrapped porches and stately columns, this home has an abundance of custom features that showcase elegance and warmth that will make you feel at home. From the grand staircase with wrought iron rail and designer light fixtures, stone fireplace and stone kitchen hearth, herringbone ceilings and wood beams, dual laundry rooms and plentiful closets, this home is a blend of perfection. A remarkable chefs kitchen awaits with 48”natural gas range,2 refrigerators with freezer drawers, warming drawer, custom cabinetry, walk in pantry, island and wine storage. Journey into the master suite featuring a tray ceiling, walnut floors and a beautifully finished bathroom. Continue to enjoy the high quality of living as you walk through this spacious home with of 8114SF that has just been painted inside and out. The heart of this home is the open floor plan of the family room, breakfast nook and kitchen where everyone is sure to gather. The breezeway provides access to even more living space that is limitless and overlooks the pool and spa. Whether you have horses or not, this property is picturesque and relaxing with its ideal location. Listing is for 2 parcels-1.69 and 3.04 total of 4.73 acres

316 Palm St Windermere, FL 34786

$1,339,000
2 Beds
2 Baths
1,022 SqFt
Status Active
MLS # O5705714
Property Type Single Family Residence
Wouldn't you like to have this view from your home in the heart of Historic Olde Windermere? This western exposure offers the most spectacular views and sunsets that the entire family can enjoy! Located on The Butler Chain, Florida's Outstanding Waterways which consist of 11 interconnecting pristine lakes ideal for all water sports, fishing, skiing and swimming! This location is only a short walk to downtown Windermere, a small town with lots of charm, offering year-round activities and a weekly Farmer's Market! Parks, tennis courts and playgrounds are also a part of this charming town. Put your roots down in this very special community as you will not want to leave! Located among 2500 residents and easy access to major roadways, schools, golf courses, fine dining and shopping, along with Disney and other area attractions! Don't let this pass you by because this is only one of approximately three remaining on this Chain of Lakes.

12202 Park Ave Windermere, FL 34786

$5,200,000
3 Beds
4 Baths
5,162 SqFt
Status Active
MLS # O5702966
Property Type Single Family Residence
Extraordinary and private Lake Butler estate with 3.24 acres of manicured grounds, 314 ft lake shoreline (226 ft across), a sprawling custom single story residence on double lot with detached 4-car garage, separate pool house and mammoth 50x19ft swimming pool, sandy beach and landing area plus concrete seawall, and grandfathered double boat house with garage doors featuring an enclosed sitting room with docking pier that cannot be duplicated. Welcome to “Architectural Digest’s House of the Year 1987”. Set behind its own private gates inside the gated Chaine Du Lac neighborhood in Windermere, this spectacular residence offers the luxury of a secured community without being subject to HOA restrictions. A brick paver drive winds beneath the towering grandfather oaks and past manicured grounds with lush landscaping to reveal an expansive Mid-century modern home built with brick and an abundance of glass, featuring large open gathering spaces within its 5,162 sq feet. A massive great room is perfect for family gatherings or large events. The sprawling enclosed screened patio with summer kitchen will be a favorite spot for entertaining. This is one of the largest parcels on Windermere’s signature Lake Butler. And because of zoning changes, this enclosed boathouse with 3-boat garage lifts with motorized doors, separate sitting room, docking or fishing pier, and jet ski lift space cannot be replicated. Whole-home generator. Opportunities like this are rare indeed. A private retreat with so many possibilities.

31 Pine St Windermere, FL 34786

$1,049,900
3 Beds
3 Baths
2,460 SqFt
Status Active
MLS # O5571132
Property Type Single Family Residence
Beautifully finished and updated this lakefront home is located on Wassean Bay of the famed Butler Chain of Lakes. The welcoming entry and foyer extend to the formal living and dining areas boasting wood flooring and stunning lakefront vistas. The large windows bring natural light and elegance to the family areas. A private study/office just off the entry allows for quiet pursuits. In the gourmet kitchen paneled cabinetry and solid surface countertops contribute to the thoroughly modern feel, featuring stainless steel appliances, custom built cabinetry, stone flooring, and granite countertops. The kitchen opens naturally to the spacious family living areas. The outdoor covered lanai is extends to the huge rear yard, perfect for entertaining family and friends. Views of the pool, with the backdrop of gorgeous water views and beautiful oak trees, can be seen from all the family areas. Paved roads directly from 2nd Avenue directly to your home.

4207 Isabella Cir Windermere, FL 34786

$1,525,000
5 Beds
7 Baths
5,355 SqFt
Status Active
MLS # O5568007
Property Type Single Family Residence
Stunning Toll Brothers Villa Milano floor plan home located in the gated community of Casabella at Windermere. Set on a 1/2 acre home site with water view, this luxury home features a grand two-story foyer leading into the formal living room with an expansive curved window wall and coffered 23' ceilings. The open gourmet kitchen with a large center island, Sub-Zero and Wolf appliances, and granite countertops adjoins the expanded family room and breakfast area that is great for entertaining. An elegant master suite with dual walk in closets, and exercise area and spa style bath reside on the first floor. Completing the first floor is a 2-story formal dining room, study, and en-suite guest room. Upstairs features a second master suite with a covered balcony, a loft overlooking the living room and two additional en-suite bedrooms. Casabella at Windermere is zoned for A rated schools and is conveniently located minutes from Winter Garden Village and major roadways.

533 Ridgewood Dr Windermere, FL 34786

$1,998,000
3 Beds
3.5 Baths
3,162 SqFt
Status Active
MLS # O5563788
Property Type Single Family Residence
We proudly present this ONE-OF-A-KIND custom-built home by Wyatt Anderson, a primo local builder. The gourmet cook had a special kitchen package designed, which includes a pass-through pantry just for the kitchen. All rooms are large for comfort, and ease of entertainment, plus three fireplaces FLR, FDR and in the superb and large master suite. Popular hardwood floors throughout and a metal roof the smart trend in today’s roofs, plus more upgrades. The sloping lot is over-sized and leads down to pristine Lake Down of the famed Butler Chain of Lakes. The boathouse is huge for all of the water toys. A full list of upgrades and other is included in attachments. This home can also be leased for $7000 per month. Please call for additional information

92 Pine St Windermere, FL 34786

$1,275,000
5 Beds
4.5 Baths
4,684 SqFt
Status Active
MLS # S4856525
Property Type Single Family Residence
NEW PRICE Private tranquil lake front property, Situated on a large 3/4 acre lot, Located in the heart of Olde Windermere in the most picturesque of settings and on one of the most desirable paved streets in the Olde town. With almost 150 feet of water frontage on a private secluded cove, with instant access to the chain of lakes, Its like having your own private marina on the butler chain, Mature trees with lots of space, the property is fully fenced & gated with a private boat dock and a double floating jet ski platform. Enjoy walking to the local park that is only a couple of hundred yards from the property or the quaint boutique shops & cafes in the Olde town of Windermere, perfect home for a busy family who love the water and outdoor living, lots of living space, plenty of storage room and just a step outside to the water, All the bedrooms in the home are on the second floor, don't miss this unique and special home.

1319 Estancia Woods Loop Windermere, FL 34786

$1,024,000
5 Beds
6.5 Baths
5,603 SqFt
Status Active
MLS # O5561989
Property Type Single Family Residence
UNDER CONSTRUCTION. The Treviso is a spacious home with exquisite features and options. It gracefully blends formal areas such as a separate dining room and dramatic two-story living room with casual spaces including an open plan kitchen with island and walk-in pantry, eating nook and inviting family room. The master retreat has its own wing downstairs for ultimate privacy. Upstairs are secondary bedrooms, open lofts and a game room. Popular options include a second owner’s suite with extended covered balcony, outdoor kitchen and media room. Builder warranty! (Disclaimer: some or all photos are stock photos or rendering of home.)
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