Windermere

Homes for Sale in Windermere

Windermere FL Real Estate

windermere-150x150Windermere, Florida is an exclusive, affluent market for real estate in Central Florida. Windermere FL emerges only about 6 miles north of Walt Disney World and a bit southwest of metro Orlando. The upscale niche community has an ideal location in nearly every way. It also appears on the Butler chain of lakes and provides exclusive neighborhoods and luxury homes astride these lakes, golf courses and in elegant, gated ambiance. Windermere FL real estate hosts some of the best examples of custom homes in Central Florida. It’s residents enjoy added, 24/7 security and stunning views. Some of these views include Disney World fireworks right from your back yard. Not surprisingly, homes or sale in Windermere with their high quality and luxury amenities are in high demand. They typically don’t stay on the market for any length of time. For those interested in living in the private, bedroom community of Windermere, now is the time to check on homes for sale to get the best value for your dollar. Great neighborhoods where you can begin your search include Isleworth and Keene’s Point.

Windermere FL real estate provides volumes of elegance in home features and property amenities. As a result, a number of famous people make their home in Windermere. Some of these exquisite Windermere homes include private boat docks and private lake shore. Homes for sale in Windermere often showcase these added boating and lakefront amenities in the offering.

The community presents a unique level of luxury that combines incomparable elegance with an “Old Florida” feel. Homes for sale in Windermere help immeasurably to define that sense of gracious living. Around the community certain well-maintained, yet unpaved roads appear. White concrete signs and historic lake estates enhance that dated feel.

Find out more about Windermere FL, its real estate and community amenities. Get details on Windermere FL homes for sale, neighborhoods, schools and more with a unique real estate, lifestyle map search. If you have a question, contact us at Tolaris Realty. Expect the experience and expert real estate services you deserve.

Windermere FL is affluent, yet relaxed. Its removed, quiet and safe. At the same time, it is close to a myriad of attractions, such as Disney World, other famous theme parks and downtown Orlando. Lakefront homes, other exclusive locations and master-planned neighborhoods and homes make Windermere more than a place to call home. They make it a discerning lifestyle.

Homes for Sale in Windermere

4233 Down Point Lane Windermere, FL 34786

$4,950,000 - 6Br/7Ba -  for Sale in Sunset Bay, Windermere
New
$4,950,000
6 Beds
6.5 Baths
6,478 SqFt
Status Active
MLS # O6188162
Property Type Single Family Residence
Price Type --
Stunning LAKEFRONT estate on LAKE DOWN connected to the BUTLER CHAIN OF LAKES! Welcome to the cozy, quaint subdivision of Sunset Bay, all unique custom-built homes, located directly across the street from Isleworth Golf & Country Club affording you the conveniences of private golf membership opportunities nearby while residing in a community with NO HOA. This nearly 6,500 SF, 6 BR, 6.5 Bath, 3-Car Garage, private pool & spa, 2-story home, private ELEVATOR, separate GUEST APARTMENT, built in 1999, is situated at the end of a cul-de-sac on .60 acres. Appreciate the curb appeal as you drive up to see not only lush, beautiful landscaping but also a private gate to your expansive driveway. Prepare to be wowed as you walk inside the front door, experiencing panoramic, gorgeous water views of Lake Down amidst your own private dock with a boat lift, jet ski lift, covered and uncovered seating areas for fun and entertaining. The first level of this estate home was completely renovated in 2021 and includes an incredible gourmet kitchen with double islands with seating, soft close doors & drawers, thickened edge quartz counters, Jenn Air appliances including a Natural Gas Range, Double Refrigerator,, Separate Freezer, Bosch Dishwasher, U-Line ice maker, hidden appliance cabinets for dry bar and coffee bar and so much more….all overlooking both the family room and stunning water views of the pool & lake. Nearly every room in the home enjoys incredible views. The first level also includes the formal living & dining rooms, inside utility room, hidden office area, dedicated office connecting to the oversized Master Suite, with his & her walk-in closets and Master Bath with jetted garden tub, dual sinks and walk-in shower. With it’s separate entrance on the first level, the GUEST SUITE has a living room, full kitchen, full bath with walk-in shower and enjoys lake views and private access to the pool/lanai area. To go to the second level, take the elevator or take the modern, steel & wood staircase which is an incredible architectural feature of this home. Upstairs you have 4 Bedrooms, one being a second Master, all en-suites with two sharing a balcony overlooking the lake and the other two enjoying lake views from the front beyond the homes across the street. Also, you will enjoy an enormous game room with theater seating, pool table area and wet bar with sink and refrigerator. With 191 feet of water frontage, a fenced backyard and concrete seawall, there is no shortage of water activities for your family and friends to enjoy. Come see this incredible, lakefront estate that is premierly located in the heart of Windermere, near Dr. Phillip’s Restaurant Row, close to the Millenia Mall and within 15 minutes of Disney, Universal and all of the local theme parks. Don’t miss out on this opportunity!

12638 Haddon Drive Windermere, FL 34786

$516,000 - 3Br/2Ba -  for Sale in Lakes Windermere Ph 01 49 108, Windermere
New
$516,000
3 Beds
2 Baths
1,926 SqFt
Status Active
MLS # O6188109
Property Type Single Family Residence
Price Type --
Located at 12638 Haddon Drive in Windermere, FL 34786, this charming property offers a blend of comfort, convenience, and scenic beauty. Boasting a new roof prior to closing, the home exudes a sense of reliability and modernity. Step inside to discover newer appliances that enhance both functionality and style, providing residents with the convenience they desire. Real hardwood floors in dinning and family room! Crown molding in dinning room. Water heater has been replaced in 2023! Moreover, the property's prime location ensures breathtaking views of nightly fireworks, offering a touch of magic and excitement. Nestled in the quaint town of Windermere, residents can relish the tranquil atmosphere while still being close to essential amenities. Shopping plazas and restaurants are within easy reach, ensuring that daily needs are met with ease. Families will appreciate the top-rated A schools in the area, providing excellent educational opportunities for children. Additionally, the property's proximity to Disney World adds a layer of entertainment and leisure, making it a dream location for those seeking a balanced lifestyle of work and play. With its blend of modern features, scenic surroundings, and convenient location, 12638 Haddon Drive presents an opportunity to embrace the quintessential Windermere lifestyle. Brand new roof will be installed prior to closing!

11859 Gold Creek Trail Windermere, FL 34786

$910,000 - 6Br/4Ba -  for Sale in Windermere Trls Ph Ia, Windermere
New
$910,000
6 Beds
4 Baths
3,804 SqFt
Status Active
MLS # O6188412
Property Type Single Family Residence
Price Type --
Everything you are looking for is right here in this Single Family Residence. Located in the sought after Windermere Trails a well established neighborhood in Windermere, FL surrounded with great schools, nature, trails and lakes. This house has 6 bedrooms, 1 bedroom and a huge office/den or another bedroom on the 1st floor, second floor we have the Master bedroom, 3 more bedrooms (ALL the bedrooms have Walk in Closets), Huge Loft with a wet bar and a Media Room. This house is Water Front in a big corner lot, fenced and private for your gathers and parties. Brick patio. Big laundry room.

1128 Estancia Woods Loop Windermere, FL 34786

$2,070,000 - 5Br/7Ba -  for Sale in Estancia At Windermere, Windermere
New
$2,070,000
5 Beds
6.5 Baths
5,382 SqFt
Status Active
MLS # O6187174
Property Type Single Family Residence
Price Type --
This charming and meticulously maintained home is a hidden gem nestled in the serene and desirable community of Estancia Woods. With its superb location, well-appointed features, and inviting ambiance, this property built by Taylor Morrison offers the perfect blend of comfort, style, and convenience. The home has been thoughtfully designed and meticulously cared for with a lot of upgrades, making it move-in ready for its new owners. The abundance of natural light, elegant finishes, and functional layout create a warm and inviting atmosphere throughout. Residents from Estancia Woods enjoy a high quality of life, with easy access to shopping, dining, and entertainment options. With its great curb appeal and modern interior, 1128 Estancia Woods Loop is a true standout in the market. Whether you're a growing family or a couple looking for your dream home, this property has something for everyone. Don't miss your opportunity to call this lovely house your home.

11051 Hawkshead Court Windermere, FL 34786

$1,850,000 - 5Br/6Ba -  for Sale in Reserve At Lake Butler Sound Unit 02, Windermere
New
$1,850,000
5 Beds
6 Baths
3,728 SqFt
Status Active
MLS # O6186707
Property Type Single Family Residence
Price Type --
Discover the beauty of a fully remodeled and exquisitely decorated home we call the “JEWEL BOX”!! Stunning in every way, this 5BR/4Bath/2 half bath delightful abode can be found in the guard gated community of Lake Butler Sound, a peaceful enclave of 214 gorgeous homes in Windermere, Florida. Situated on a half-acre lot at the end of a quiet cul-de-sac, this pristine residence boasts a perfectly functional split floor plan filled with abundant natural light. Be prepared to be impressed as this fully remodeled home will take your breath away! The décor and color scheme throughout are perfect in every detail. From the moment you step through the double entry doors, you see gleaming porcelain marble floors and can see straight through the Family Room to the pool and outdoor living area beyond. You feel the warmth of a cheerful home that offers the ideal separation of space that accommodates both guests and family members. State of the art stainless steel appliances such as the double Viking Refrigerator/Freezer and large pantry with frosted sliding glass doors are a focal point of the open kitchen with a custom eat in granite island for all to gather around. The sanctuary of the primary retreat features a private study, large sitting area, high tech shower, oversized tub and extra wardrobe and storage space. Views of the pool, expansive backyard and covered outdoor living space can be seen from almost every room in the house. Oversized walk-up bar and Viking summer kitchen area is a separate island of activity in the back yard. The large pool and soothing fountains set the tone for total relaxation as you enjoy the privacy of a brick wall bordering the north side of the property. An oversized 3-Car Garage with convenient extra storage racks is a bonus, too. Come visit our “Jewel Box” and see how special it truly is!

11227 Macaw Court Windermere, FL 34786

$2,285,000 - 5Br/5Ba -  for Sale in Keenes Pointe, Windermere
New
$2,285,000
5 Beds
5 Baths
5,030 SqFt
Status Active
MLS # O6182117
Property Type Single Family Residence
Price Type --
Offering amazing water views and overlooking the 4th fairway of the popular Jack Nicklaus designed golf course at the Golden Bear Club!  A CUSTOM BUILT stunning home that offers an incredible floor plan coupled with a long list of recent improvements! Updated with modern transitional design in mind, this OPEN and airy concept features 5 bedrooms, 5 full bathrooms, 2 separate PRIVATE OFFICE SPACES, a deluxe ***Movie Theatre Room*** and a HUGE BONUS ROOM that would also make a great IN-LAW SUITE !!The over-sized 3 Car Garage also offers ***3 ELECTRIC CAR CHARGING STATIONS***, built-ins and an epoxy coated garage floor. Spanning over 5,000 square feet, and featuring 12 foot ceilings on the main level, each space is ample in size and is light and bright. Distinctive elements give this home character and elegance at the same time.  With wood beams in the living, dining and kitchen areas, an indoor / outdoor gas fireplace, custom light fixtures, travertine and wood flooring throughout make this home comfortable and exceptional all in one! There are custom cabinets, custom built-ins and custom trim work that add to the uniqueness of this property. Outside, enjoy true Florida living and indulge in the SALT WATER HEATED POOL AND SPA, the Summer Kitchen with BBQ NATURAL GAS GRILL, Professional Grade Hood, Sink, Beverage Refrigerator and Warming Drawer. There is plenty of space to entertain or enjoy the day with family both inside and out!  Conveniently located in Windermere, Keene’s Pointe provides residents access to a boat ramp & dock directly to Lake Butler and the spectacular Chain of Lakes. With separate membership, you may join the Golden Bear Club and enjoy all of its amazing amenities including the Olympic size pool, tennis courts, restaurant, work-out room, pro shop and golf. There are two 24/7 manned gates that provide easy access to Downtown Windermere, Winter Garden and Dr. Phillips with Sand Lake Roads “Restaurant Row” and what is considered to be some of the best schools in the district. You can be to Disney and all of the theme parks in minutes or catch a flight out of Orlando International Airport. Call today for a private tour!

8256 Maritime Flag Street Unit 1702 Windermere, FL 34786

$325,000 - 2Br/2Ba -  for Sale in Lakeside At Lakes Of Windermere, Windermere
New
$325,000
2 Beds
2 Baths
1,161 SqFt
Status Active
MLS # G5079424
Property Type Condominium
Price Type --
Welcome to your new haven at 8256 Maritime, nestled in the sought after Windermere zip code and located in Lakeside of Windermere community. This is an incredible opportunity to secure an affordable piece of paradise in one of Orlando’'s most desirable locations, Windermere. Immerse yourself in the resort-style living you've always dreamed of, with exclusive amenities and conveniently located for an easy commute to Disney and Universal. This 2 bedroom 2 bath condo offers an unparalleled blend of comfort and affordability without compromising on luxury. Upon entering you will notice the upgrades in this home including luxury vinyl plank floors, granite and stainless steel in the kitchen, crown molding accenting the open living space and the amazing layout that provides privacy through the separation of the two ensuite bedrooms. Experience the enchanting lifestyle of Windermere, renowned for its serene lakes and exquisite estates, at a price point that is accessible yet reflects the exclusivity of the area. This property represents an exceptional value in a market known for its upscale real estate, providing a unique entry point to upscale living. Lakeside of Windermere is synonymous with resort-style living. As a resident of Lakeside of Windermere, dive into the refreshing waters of the community pool, stay active with the state-of-the-art fitness center, or unwind in the clubhouse after a long day. The meticulously landscaped grounds and tranquil walking paths offer a peaceful retreat from the hustle and bustle of daily life. Imagine living just moments away from the magic of Disney World and the excitement of Universal Studios. This home’s prime location offers unparalleled access to world-class entertainment, making it the perfect home for theme park enthusiasts and families looking for endless fun. The proximity to these iconic attractions also makes it an attractive option for investors seeking to tap into the lucrative rental market. You also are conveniently located to shopping, area restaurants, Publix across the street and major roads providing easy access to the airport, downtown Orlando and beaches! Don't miss out on this incredible opportunity! Contact us today to schedule your private viewing and take the first step towards affordable living of the dream lifestyle you deserve at Lakeside of Windermere. Your resort-style oasis awaits!

2009 Woody Drive Windermere, FL 34786

$1,250,000 - 4Br/3Ba -  for Sale in Windermere Downs, Windermere
New
$1,250,000
4 Beds
3 Baths
3,537 SqFt
Status Active
MLS # O6183356
Property Type Single Family Residence
Price Type --
Welcome to this stunning single-story home nestled in the luxurious and charming Windermere community, offering unparalleled access to Lake Downs. This spacious residence boasts 4 bedrooms, 3 bathrooms, and a 4-car garage nestled within a serene 1-acre lot. As you step inside, you're greeted by an inviting atmosphere accentuated by ample natural light and elegant finishes throughout. The open floor plan seamlessly connects the living spaces, perfect for both entertaining guests and daily living. The heart of the home is the gourmet kitchen, featuring high-end appliances, granite countertops, and a spacious island ideal for culinary endeavors. Adjacent to the kitchen is a cozy breakfast nook, perfect for enjoying morning coffee while overlooking the picturesque backyard. The master suite is a retreat in itself, offering a tranquil oasis with a luxurious en-suite bathroom complete with dual vanities, a soaking tub, and a separate shower. Three additional bedrooms provide plenty of space for family and guests, each offering comfort and privacy. Outdoor living is taken to the next level with a sprawling backyard oasis, complete with lush landscaping and a private well for irrigation. Additionally, this home is equipped with a 1000-gallon generator, ensuring peace of mind during any power outages. Experience the epitome of luxury living in Windermere with this exceptional property, offering a rare blend of elegance, comfort, and convenience. Don't miss the opportunity to make this dream home yours!

3992 Isabella Circle Windermere, FL 34786

$2,650,000 - 5Br/5Ba -  for Sale in Casabella Ph 2, Windermere
New
$2,650,000
5 Beds
4.5 Baths
4,339 SqFt
Status Active
MLS # O6184872
Property Type Single Family Residence
Price Type --
Welcome to your dream home! Situated in the esteemed community of Casabella, this stunning property offers a grand, light-filled first floor, featuring an expansive open living space, primary bedroom, guest bedroom, and office. Adorned with beautiful ceramic tile flooring, high ceilings, and impeccable finishes, every aspect exudes opulence. Chef's kitchen with sleek cabinetry that exudes sophistication, complemented by luxurious countertops that elevate the aesthetic. Equip it with top-of-the-line appliances, such as the prestigious Wolf range top and oven, renowned for precision cooking, and a Sub-Zero refrigerator and freezer, ensuring optimal food preservation and freshness. Custom wood cabinetry and panels add a touch of elegance throughout the home. Upstairs, three more bedrooms await, while the garage provides space for up to three cars. Outside, the lavish pool awaits with its modern design and serene water views. Conveniently located near a myriad of amenities including restaurants, shopping centers, parks, and golf courses, this community epitomizes upscale living. We've transformed our home into a haven of modern convenience and sustainability. With a water filtration system ensuring clean, refreshing water at every turn, and a robust 16 kW solar panel system paired with 5 Powerwalls, we're minimizing our environmental footprint while enjoying reliable energy independence. Our outdoor oasis is now seamlessly managed with a Wi-Fi enabled pool system, keeping water pristine and pool functions at our fingertips. Safety is paramount, with a Simplisafe alarm system safeguarding our home and loved ones. In the summer kitchen, electric screens provide comfort and ambiance, while a removable pool safety barrier adds peace of mind. Surveillance is comprehensive yet discreet, courtesy of a 16-camera system, and our landscape comes to life after dark with a tasteful illumination setup. Indoors, convenience reigns with remote-controlled blinds and custom closets maximizing space. The addition of pavers enhances both aesthetics and functionality. In the heart of our home, a second dishwasher streamlines chores, and a wine fridge adds a touch of luxury to our culinary adventures.

8271 Maritime Flag Street Unit S Windermere, FL 34786

$385,000 - 3Br/3Ba -  for Sale in Lakeside Villas, Windermere
New
$385,000
3 Beds
2.5 Baths
1,349 SqFt
Status Active
MLS # S5101233
Property Type Condominium
Price Type --
Come enjoy the Windermere lifestyle (it’s all about location!) in this cozy 3 bedroom, 2.5 bath condo. The kitchen features granite countertops, tall cabinets and a corner walk in pantry. All bedrooms are upstairs; has a laundry closet as well. All kitchen appliances are included, washer and dryer are also included! There is tile throughout the first floor. You will notice that this property has been maintained and has wonderful natural light. You will fall in love with the open floor plan which offers lots of room for entertainment! Association features: trash valet, 24-hour security, pool, gym, tennis courts, beach volleyball court, exercise trails and walking path around Center Lake. It won’t last long!

7218 Londale Boulevard Windermere, FL 34786

$549,000 - 3Br/2Ba -  for Sale in Enclave/berkshire Park B G H I, Windermere
New
$549,000
3 Beds
2 Baths
2,147 SqFt
Status Active
MLS # O6186761
Property Type Single Family Residence
Price Type --
**** Due to Multiple Offers being received please submit your highest and best offer by Monday, March 18th at 12pm eastern. Welcome to your future home! At first glance their charming front porch, surrounded by delightful landscaping sets the tone. This stunning 3 bedroom, 2 bath Pool home is eagerly awaiting its new owners. Crafted with meticulous attention to detail, this residence boasts upgrades throughout, complete with an office and formal dinning room. Step inside to discover a haven of comfort featuring ceramic tile and carpet floors that seamlessly complement the crown molding, creating an atmosphere of refined sophistication. The kitchen is a chef's delight, designed for both style and functionality. Equipped with stainless steel appliances, 42-inch cherry spice cabinets with light rail molding and crown, slide-out shelves, a built-in wine rack over the fridge, it's sure to inspire culinary creativity. Retreat to the spacious master suite, where relaxation awaits. Unwind in the separate garden tub or refresh in the shower, surrounded by ample space and luxurious finishes. Outside, escape the hustle and bustle of daily life and embrace the tranquility of your own private pool, offering the perfect setting for outdoor enjoyment and relaxation. Community amenities abound, including a pool, playground, and bike/walking path, all complemented by low HOA fees, enhancing the appeal of this exceptional neighborhood. Don't miss your chance to experience the beauty and comfort of this lovely home. Schedule an appointment today and make your homeownership dreams a reality!

13347 Overstreet Road Windermere, FL 34786

$530,000
3 Beds
2 Baths
2,058 SqFt
Status Active
MLS # O6186062
Property Type Single Family Residence
Price Type --
MOVE IN READY HOME in Windermere’s desirable Windermere Terrace! This City Homes built “Hampton” floor plan features 3 beds/2 baths, a flex space that can be used as an office/playroom/man cave or formal living space, an open floor plan, spacious kitchen open to the dining room and family room and a screened in patio! You will love the neutral colors, the ceramic tile floors in the living areas and the split floor plan! The foyer welcomes you into the home with the flex space on your left. Walk a little further and the owner’s suite will be on your right, overlooking the front of the home and has an en-suite bath with a 2-sink “adult height” granite top vanity, a walk-in tiled shower, separate water closet and large walk-in closet. The kitchen features 42” cabinets with crown molding and hardware, tile backsplash, a new garbage disposal, breakfast bar, closet pantry and is open to the spacious family room and dining area. Glass sliders lead to the covered and screened-in patio with newer flooring. What a great space to enjoy your morning coffee or unwind after a long day! The two guest bedrooms are off the family room and share the guest bath that features a one sink vanity and a tub/shower combo. The inside laundry room leads to the rear load garage. The driveway provides additional parking space. This home is located next to part of the walking trail, so there’s additional space between this home and the one next door. Beautifully maintained by the original owners, additional updates include a newer water heater, ceiling fans, gutters, the exterior has recently been painted, there’s a separate breaker in the garage for a freezer, the home is wired for an alarm system and has a brand new AC. Centrally located, this community features a pool and walking track around the pond. Close to Winter Garden Village and in the heart of Windermere, make this home yours today!

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