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

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9575 Westover Roberts Rd Windermere, FL 34786

$2,999,900 - 8Br/8Ba -  for Sale in Windermere, Windermere
New
$2,999,900
8 Beds
8 Baths
8,464 SqFt
Status Active
MLS # O5552133
Property Type Single Family Home
Bella Olivia... Majestic Mediterranean Windermere Lakefront Masterpiece. This home will please all of your home needs. 8,464 sq ft, 8 Beds, 8 baths, 2 master suites, 2 Guest Apartments, 6 car garage, pool and spa, summer kitchen, lake front with a Boat Dock on over 5 Acres without a HOA!! AS you approach this private estate you will be welcomed by your own private gates and a gorgeous water fountain and elegant driveway. As you enter the wrought iron 10 ft. doors giving you a true sense of arrival. The Granite and travertine floors are sure to “wow” the pickiest of buyers. As you enter into the family living area you will pass the under stair wine storage. The Coffered ceilings and beautiful natural wood beams and stone wrapped gas fireplace in the family room give you a true sense of quality finishes to be expected on your tour. The kitchen has been finished with Custom cabinetry and top of the line stainless steel appliances. The Master Suite has hardwood floors with beautifully finished tray ceiling with 7 ¼ in triple crown molding. The master bath has been finished with the finest travertine and granite throughout. This home is truly built for entertaining with a game room, theatre, huge lanai, pool and spa, summer kitchen you can expect to create many memories here. Welcome to “Bella Olivia”. Please see virtual tours for pictures, too many details to list.

311 E 8th Ave Windermere, FL 34786

$1,100,000
4 Beds
4 Baths
3,805 SqFt
Status Active
MLS # O5545894
Property Type Single Family Home
Welcome to Sailfish Pointe! This one-of-a-kind property is in immaculate condition and a list of all improvements is attached for your viewing pleasure. Situated almost on the shores of fabulous Lake Bessie, this open and airy home offers it all in carefree, fabulous living. Only lakefront property owners and town residents have use of Lake Bessie, and you can park your boat on the shoreline of the lake, swim and fish in the pristine waters and have no lakefront property taxes. The town owns the lakefront! The sunrises are award-winning. There is no place like Olde Windermere and this rare charm of a property to call home.

235 Magnolia St Windermere, FL 34786

$1,250,000
4 Beds
2 Baths
2,461 SqFt
Status Active
MLS # O5544005
Property Type Single Family Home
Rare opportunity to own on the Butler Chain of Lakes-one of Florida's most outstanding waterways of 11 interconnecting lakes! This fabulous piece of property features 110' of magnificent expansive views of Lake Down to enjoy eagles, osprey, and otters in their natural habitat or enjoy the lake life boating from the dock and grandfathered boathouse! This unique mid century mediterranean style home has fantastic architectural features and is a blank canvas to make it your own! The double arched entry way with iron gates welcome you to the breezeway leading to the beautiful wood double doors. The home features 4 bedrooms and 2 baths with a huge living room/great room, dining room and oversized entry foyer featuring slate flooring. Be sure to not miss the push button light switches! The views from the kitchen/family room are breathtaking and invite you to sit and stay awhile! If you can pull yourself away from the gorgeous views, take a stroll through the dirt streets of downtown Windermere and enjoy the Farmer's Market, monthly Food Truck Friday, visit the coffee shop, cafe, wine shop, and ice cream parlor just to name a few! Located minutes from major roads, theme parks, and restaurant row, Windermere is the perfect place to call home!

7084 Horizon Cir Windermere, FL 34786

$1,199,900
4 Beds
4 Baths
4,304 SqFt
Status Active
MLS # O5503482
Property Type Single Family Home
Gorgeous custom home located in the desirable community of Windermere Reserve. This beautiful home is truly one of a kind with its unique double lot, private tennis court, and a detached guest house. In the main house you will find a grand foyer with elegant arched ceilings and exceptional architectural details throughout. The spacious master suite includes a sitting area overlooking the courtyard pool, and a split master bath for the ultimate in early morning privacy. The home was built for entertaining, including a chefs kitchen with stainless steel appliances, a gas cook top, rich wood cabinets, granite counters, and a huge walk in pantry. The detached guest house is perfect for visiting guests with its high two story ceilings, separate living area, and a loft bedroom with a balcony overlooking the pool. Other exterior amenities include a full size tennis court, large pool, and a huge custom screened gazebo with a fire pit for a relaxing evening with a glass of wine after a hard day at work. The location is hard to beat with all the advantages of living in Windermere without the haste of the traffic. Just minutes from fine dining and world class shopping this home is all about convenience.

12729 Hawkstone Dr Windermere, FL 34786

$1,290,000
5 Beds
4.5 Baths
4,625 SqFt
Status Active
MLS # O5491955
Property Type Single Family Home
Brand New Custom Home - Stunning Lake front masterpiece with almost 5000 SqFt - 5 Bedrooms, 4 Bathrooms and 1 Half Bathing located at Lakes of Windermere. This beautiful home is the epitome of Windermere lake front living. The foyer design imparts a true sense of arrival with views of open living plan and exteriors with amazing lake views. The arrangement of the massive great room and kitchen takes in natural light through a wall 8' doors and built in entertainment center. The generous kitchen is well equipped with top of the line stainless steel appliances including built in oven, convection microwave, stovetop, quartz countertops, custom cabinetry, and walk in pantry. A combination of modern architecture and luxury amenities present an amazing outdoor living area with plenty of space to gather and dine al fresco. The spacious outdoor living area includes a summer kitchen. The idyllic pool with features a heated infinity glass tile spa. The spacious master suite is located on the first floor and boasts a huge walk in closet with built-ins and spa like master bath with double vanities, freestanding tub and walk in shower. All secondary bedrooms are ensuite and upstairs also boasts a spacious game room, plus a jack & jill bedrooms on the first floor as well. The 3 car garage and ample parking space are ideal for you and your guests. Come see this standard for elegant lakefront living today, located around the corner from the new Windermere high and private pre school. Call now for your Private Tour.

4041 Isabella Cir Windermere, FL 34786

$1,480,095
5 Beds
5.5 Baths
4,476 SqFt
Status Active
MLS # O5471323
Property Type Single Family Home
PRE-CONSTRUCTION TO BE BUILT (12-14 Month Build Time) CASABELLA, TOLL BROTHERS LUXURY GATED COMMUNITY IN UPSCALE WINDERMERE. Offering only 79 single family home sites. Conveniently located to first class golf courses, world famous attractions, Butler Chain of Lakes, and upscale shopping and dining. Our gorgeous Dalenna Versailles is located on a half acre plus home site with lush landscaping and a sparkling pool. Within the 4476 sq ft of living area are 5 bedrooms, 4 1/2 baths and pool bath, formal dining room and private study. Soaring 23' ceilings in the foyer and formal living room create a grand welcome. The open concept gourmet kitchen and family room opens to outdoor entertaining on the covered lanai and pool through expansive sliding glass doors. The inviting master suite captures your attention with light filled windows, dual walk-in closets and spa style en suite bath. The guest bedroom suite and dedicated laundry room complete the first floor. Ascend the graceful stairway to the open loft creating a perfect respite for 3 additional bedrooms each with walk-in closet. Toll Brothers homes feature granite countertops throughout the home, stainless steel appliances, 42 cabinets, and environmentally friendly products, all wrapped up in a 10 year limited builder's warranty. Come personalize this home with your color and finish selections today.

1106 Estancia Woods Loop Windermere, FL 34786

$1,236,317
4 Beds
4 Baths
4,073 SqFt
Status Active
MLS # O5468156
Property Type Single Family Home
The Monte Carlo model home available with Model Leaseback. Elegant courtyard design. Most open plan featuring single level living. Signature California Island with Gourmet gas cooking. Private single bay garage access to private suite makes ideal in law suite. Full Outdoor Kitchen and pool overlooking the lake. Fabulous and functional can go hand-in-hand, as they do in the Monte Carlo floor plan, from our collection of new homes at Estancia at Windermere. An elegant courtyard creates a welcoming ambiance and inside you’ll find a smartly designed open plan family room, café and kitchen with prep and dine island, walk-in pantry and ample counter space. The large lanai extends living and entertaining options, letting you take full advantage of Florida’s endless summer days and nights. You owner’s suite includes a spacious sitting room and inviting spa-style bath. Other features include a study, owner’s entrance and pool bath with shower. Available furnished, please see sales associate for additional information. Builder Warranty! (Disclaimer: Some/all the photos are stock/renderings of the home.)

6845 Thornhill Cir Windermere, FL 34786

$1,300,000
5 Beds
4 Baths
3,773 SqFt
Status Active
MLS # O5440410
Property Type Single Family Home
Welcome to a lifestyle. Lakefront Windermere residence on Lake Sawyer resting on nearly two acres! Spend endless days boating or skiing on the private 93 acres right from your boat dock. Experience sunset shades of color off your screened patio overlooking the pool, spa, and lake. Observe the detail throughout the interior with travertine and wood flooring, vaulted ceilings, marble gas fireplace, and Swarovski chandeliers are a few of the special touches. The first floor layout includes a front office with gas fireplace, formal dining area, and the open family/kitchen space combo provides lake views from every room. The master suite has tranquil lake views, bath w/ dual sinks, shower w/ separate garden tub, and walk in California closet. Guest room and full bath just off the family/kitchen area offers pool and patio access. Tasteful kitchen w/ glass accent cabinets, soft close drawers, stone backsplash, cooking island, and oversized pantry. Iron railing will lead you to the 2nd floor with peaceful lake views, 3rd bedroom overlooking the lake, and the 4th and 5th bedrooms. Bonus potential theatre room upstairs and 2 full baths also located on the 2nd floor. Furnishings along with lighting throughout the home, artwork, electronics, and boat are all included w/ the sale. Lakes of Windermere community is a convenient location to for easy access to Downtown Windermere, public and private schools, golf, entertainment, dining, shopping, Disney, even major roadways.

522 W 2nd Ave Windermere, FL 34786

$2,000,000
6 Beds
5.5 Baths
5,399 SqFt
Status Active
MLS # O5417514
Property Type Single Family Home
Rare opportunity to own 1 of the largest lots on Lake Butler on a paved road - Spectacular waterfront Tuscany Style Villa on Lake Butler and the Butler Chain of Lakes. Over one acre with crystal clear water and clean sand beach, seawall, large boat house w/slip for pontoon boat, Lift for ski boat, covered lift for 2 jet skis, large covered deck and 2nd story sun deck - On paved road in downtown Windermere - Separate Guest House and Gazebo style exercise room have direct lake views - Circular paver drive with plenty of Guest parking - Concrete and tiled Gazebo is perfect for catered parties - House has been updated with energy efficient windows, A/C, electrical, granite and hardwood flooring

12675 Hawkstone Dr Windermere, FL 34786

$1,250,000
4 Beds
4 Baths
3,689 SqFt
Status Active
MLS # O5333938
Property Type Single Family Home
NEW LAKE FRONT. ALL NEW APPLIANCES AND FIXTURES! NEW HARD WOOD FLOORING. Cypress tree-lined lake views from every room. Stone and wood flooring throughout. Custom cabinets with large, center-island. Separate vegetable sink. High-end kitchen appliances including double ovens, vent-hood and built-in, integrated refrigerator. This home sits on one of the best lakefront lots in the community. Gorgeous formals. Living room has a gas fireplace. Separate office/study with french doors. Split plan. Master with three bedrooms and 3 full baths. Large master suite with sitting room. His/her closets. Master bath features separate vanities, walk-in shower, jetted tub, separate water closet. Open kitchen and family room. 3-car garage. Room for a pool and private boat dock. Convenient access to local attractions and major freeways. World class shopping and dining near by.
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