Windermere Homes For Sale, Condos For Sale & Orlando Real Estate

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Windermere Provides the Best Waterfront Living

When you think about waterfront living in Central Florida, you think about Windermere. This town is tucked between three of the city’s beautiful lakes, Lake Down, Lake Butler and Lake Bessie. In fact, it’s more likely that you’ll live on the water than off in this desirable city. The “Sunshine State” serves its residents proud in Windermere and the quaint town allows for small-town living with every amenity or attraction you ever dreamed of.

Windermere Real Estate

Real Estate in Windermere is a hot commodity lately, and for good reason. The convenient location and the fact that it’s nestled between three large, popular lakes, makes Windermere an ideal place to live in Orlando. Many homes in the area are located on the water and feature docks for a boat and access to other community amenities as well.

One of the most popular communities in Windermere is in Old Windermere on the peninsula of Bayshore Drive. These homes, in the Marina Bay Estates, feature a private marina and other beautiful amenities. Nearby is the community of Bayshore Estates.

When looking for the ultimate in luxury and a Floridian lifestyle, Isleworth is the perfect community, but comes with a hefty price tag. The homes boast multimillion-dollar prices, ranging from the modest $1.8million to over $15million. This community sits on the championship Arnold Palmer-designed golf course and members enjoy amenities like world-class golf, tennis and an 89,000 square foot clubhouse.

The Berkshire Park community, with large ponds, plenty of walking paths and a community pool, provides many amenities, along with modern homes. The homes range in size from 1,700 to 3,700 square feet and construction started in 2006. Prices range from $250K to more than $400K and the community is home to about 190 homes.

The big draw for the Glenmuir community is the large park with a soccer field and pavilion. Homes found throughout the area were built between 2001 and 2003. They range in price from $325K to more than $500K and provide between 2,000 and 3,600 square feet of living space.

A master-planned guard-gated community with plenty of luxurious homes, Keene’s Point is a very prestigious area. The community also includes The Jack Nicklaus Signature Golf Course, along with homes found on Lake Tibet. Homes range in size from about 2,000 square feet to more than 9,000 square feet. Building started in 1999 and some new construction homes are still being built in Keene’s Point. The price range goes from about $450K to more than $7 million.

A master-planned community on Lake Sawyer, Lakes of Windermere features a community clubhouse, swimming pool, basketball and tennis courts, beach volleyball and a fishing pier. The homes range in price from about $250K up to more than $1.25 million. About 590 homes and lots are found here and the homes were built between 2002 and 2006.

A community with about 217 homes, Providence is found on Little Lake Sawyer. Some of the homes are found right on the water. Many of the homes were built between 2002 and 2005 with some fill in homes still being constructed. The price range in Providence goes from about $275K to more than $1 million. The community features a playground, community pool and water access.

A larger residential community with about 1,100 homes, Summerport provides waterfront homes on Lake Speer. The homes range in price from $200K to more than $750K and range in size from 1,200 to 4,500 square feet. The homes here were built from 1997 to 2014.

A guard-gated luxury community, the Reserve at Lake Butler Sound features many waterfront homes on Lake Butler. A total of 208 homes are found here ranging in size from 2,000 square feet to 10,000 square feet. Prices start at $800K and go up over $7.5 million. The homes were built between 2002 and 2009 with many providing lake access.

A gated, luxury community with many waterfront homes, the Reserve at Belmere is found on Lake Whitney. The homes found here range in size from 2,000 square feet to 7,000 square feet. They start at about $305K and go up over $1 million. There are about 360 homes found here and they were built between 2001 and 2006.

A guard-gated luxury community in Windermere, Bellaria provides classic estates with plenty of privacy. The homes range in size from 5,000 to 7,500 square feet in size. About 64 homes are found here and range in price from $900K to more than $2.5 million.

Finding Your Dream Home in Windermere

Windermere is located in Orange County about 15 miles from Downtown Orlando. It’s a very popular city full of luxurious homes on the lakes with easy access to the many attractions found near Orlando.

No matter which community you choose, living in Windermere provides some of the best waterfront luxury in Orlando. Along with plenty of luxury waterfront homes, this area provides excellent golf courses and a location close enough to enjoy all of Orlando.

Shaquile O’Neal, Tiger Woods and Bubba Watson all lived in the area. If Windermere was good enough for them, it’s definitely good enough for you! Schedule home tours with one of our agents to see all that Windermere has to offer.

Living and Working in Windermere

If you’re lucky enough to call Windermere home, you already know it’s a great place to live and work. Those on the fence about moving to the area should rest assured that Windermere won’t disappoint. There are a couple things to note about life in this neighborhood though.

One thing to note is that traffic can be tricky during rush hour. Be sure to follow all traffic laws and speed limits; Windermere police don’t mind handing out tickets, especially in school zones.

When looking for a quaint, small-town vibe, there’s no other suburb quite like Windermere. In fact, the downtown area still has some unpaved dirt roads. This fact just adds to the charm that residents boast when talking about home. It ranks #3 on a list of best suburbs to raise a family in Florida. Factors that were considered in this rating are safety and public-school ratings.

The beautiful Florida weather and scenery make Windermere an ideal location for outdoors lovers. There are tons of parks that feature dog-friendly and kid-friendly attractions. Lake Street Park features a fishing pier and numerous walking paths to enjoy on a beautiful, sunny day.

While it’s likely your home or neighborhood might have a private boat dock, there are also public boat ramps for both Lake Down and Lake Butler. Jet skiing, waterskiing, swimming and fishing are all daily activities found at these Windermere lakes.

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12526 Cragside Ln Windermere, FL 34786

$420,000 - 4Br/4Ba -  for Sale in Lakes Of Windermere, Windermere
New
$420,000
4 Beds
3.5 Baths
2,984 SqFt
Status Active
MLS # O5722221
Property Type Single Family Residence
WOW! This home is ABSOLUTELY GORGEOUS! Classically elegant and meticulously maintained – this home is your dream home! Double crown molding throughout the downstairs. Beautiful wainscoting in the formal living room and dining room. Attractive neutral color scheme. Open floorplan flows beautifully from the formal living areas to the kitchen, breakfast nook, and family room! Spacious kitchen has quartz countertops, stainless steel appliances, island, butler’s pantry and breakfast bar backing to the family room. Massive screened patio has been added to the lanai. Enjoy the tranquil pond views from your outdoor living area. Master suite is a body and soul retreat! Master bath boasts dual sinks, large jetted tub, separate step-in shower and twin walk-in closets. Master bedroom features beautiful engineered bamboo floors. Two secondary bedrooms are complete with walk-in closets. Upstairs bonus room can function as a theater room, in-law suite or game room and features a full bathroom and closet. Oversized 3 car garage with room for storage and a work bench! Oversized corner lot! Freshly painted exterior and mature landscaping. Split bedroom plan with under stair storage. Lakes of Windermere is a sought after neighborhood boasting lots of trees and green space, playgrounds, tennis courts, sport courts, fishing pier, parks, and a neighborhood pool. Convenient location with easy access to shopping, dining and area attractions.

3302 Butler Bay Dr N Windermere, FL 34786

$675,000 - 6Br/4Ba -  for Sale in Butler Bay, Windermere
New
$675,000
6 Beds
4 Baths
3,916 SqFt
Status Active
MLS # O5721705
Property Type Single Family Residence
If you are looking for spacious 2 story transitional home in one of Windermere’s most sought after neighborhoods, Windermere Club, tucked away on just over an acre of land, then this is a must see. Upon your arrival on the expansive driveway and circular drive look at the grandeur of this custom homes elevation. You and your future guest will get the sense that you have arrived. Enter the home to the open foyer, romantic spiral staircase, formal dining and formal living room with pass through fireplace and marble floors. This home was built for entertaining. The cooks kitchen has everything you will ever need, double ovens, Kenmore Elite stainless steel appliances, 42” solid wood cabinets, island, granite counter tops and an extra large casual dining area overlooking the sparkling pool. The family gathering room has beautiful wood floors, fire place and 3 sets of french doors leading the screened pool and spa area. The downstairs master retreat has tiled floors and his and hers closets. The master bath would rival any upscale hotel with a large walk in shower, architectural columns, bidet and garden tub. To finish out the downstairs there is another bedroom, laundry room and a bonus room that could be an exercise room or an office. Head upstairs and you will find 4 oversized bedrooms all with walk in closets and two Jack and Jill bathrooms. Be sure and check out the balcony off two of the bedrooms with a spiral staircase leading down to the pool area.*This home is priced below a recent appraised value.**

12854 Jacob Grace Ct Windermere, FL 34786

$728,800 - 5Br/5Ba -  for Sale in Tildens Grove, Windermere
New
$728,800
5 Beds
4.5 Baths
4,348 SqFt
Status Active
MLS # O5722346
Property Type Single Family Residence
This is the one you waited all summer for. Best value in the price range by a long shot. Over 4300 htd sq ft mediteranean estate home on half acre lot. Heated and screened pool, large lanai and extensive paver patio for entertaining.4 bedrooms, office, BONUS ROOM , 4.5 bathrooms , 3 car garage and TILE ROOF. Great well laid out floor plan with formal living and dining rms, large open kitchen with lots of cabinets and breakfast bar.. overlooks spacious family room with gas fireplace as the focal point and take note of the amazing ceiling work. Owners retreat has large walk in closet. Jacuzzi tub and dual vanities. One bedroom is an ensuite and the HUGE BONUS RM over the garage has its own full bath and could easily be considered a second master if needed. Butler pantry, summer kitchen ,extesive crownmolding and GAS RANGE are all worth mentioning. HOA JUST VOTED TO GO MAN GUARDED GATE, taking effect soon. Zoned Windermere high school and elementary. Ideally located minutes to 429 expressway, numerous shops and restaurants, 20 min to downtown and 15 to disney.. see disney fireworks every night ! You will not find a better value in this price range. This is your chance to own a gated windermere custom estate on half acre. Must see and priced to sell quickly. This one checks all your boxes and well under $750k. PROFESSIONAL PICS COMING VERY SOON..SCHEDULE A SHOWING.

9712 Endicott Ct Windermere, FL 34786

$3,100,000 - 5Br/6Ba -  for Sale in Keenes Pointe Ut 4 (sec 29) 48/82 Lot 385, Windermere
New
$3,100,000
5 Beds
5.5 Baths
5,410 SqFt
Status Active
MLS # O5717017
Property Type Single Family Residence
STUNNING KEENE'S POINTE CHAIN OF LAKES HOME !!! Breathtaking LAKE view can be seen from most points throughout the Custom Home. Don't miss out on this Beautiful one floor Home with 5 generous Suites, Powder Bath, Office and Home Theater that sits on almost 2 acres cul-de-sac Lot. Enjoy SONOS sound system around the interior and exterior of the Home and a piece of Art Home theater Equipments. Built by Stonebridge Homes this masterpiece features – chiseled edge Marble floor in all social areas, corner sliding glass doors in the Family Room, double sided fireplace and much more. The kitchen, which is open to the Family Room and has a great view of the pool and lake, is equipped with Wood cabinet's and features a hidden pantry door, slow close drawers, 30 Thermador refrigerator and Freezer, 36 natural gas cooktop, 30 Thermador Double Oven, Thermador built-in Microwave and Dishwasher. Outside has an oversized covered lanai with tongue and groove cypress ceiling. The Summer Kitchen featuring a 30 Natural gas grill, 15 under counter refrigerator, 15 ice maker and a Fireplace. The boat dock has a lift for the boat, 3 PWCs for jet ski and a lower platform area to facilitate with the Standup Paddle and An over-sized four car garage and golf car independent garage as well. Enjoy the stunning lake view, breezes or jump on your boat/jet skis and go for a ride! This home is located in the prestigious community of Keene's Pointe, a Jack Nicklaus Signature Golf Course with the Golden Bear Club offering tennis, fitness center, Junior Olympic pool, banquet facility, sports bar and grill and formal dining room. This is an absolutely one of a kind Estate Home.

6358 Southbridge St Windermere, FL 34786

$242,500 - 3Br/3Ba -  for Sale in Southbridge Village, Windermere
New
$242,500
3 Beds
2.5 Baths
1,640 SqFt
Status Active
MLS # O5721375
Property Type Townhouse
This charming 3 bedroom 2.5 bath townhouse is located in the very desirable Summerport Community in Windermere. The open concept floor plan overlooks conservation in the front. Sit out on your front porch and enjoy the peace and quiet of the conservation. The living room has a custom pallet shelf wood wall which accentuates the room. The updated kitchen has granite counter tops and stainless steel appliances. The downstairs oversized master bedroom is off the living room. Upstairs you have two bedrooms and a big loft that can serve as a playroom, office or gaming room. The community has a beautiful pool, gym, tennis courts, basketball courts, playground and dock access. Close to shopping and convenient to Publix. Convenient access to 429. This is a must see town home that won't last long. Make an appointment to see it today!

6148 Foxfield Ct Windermere, FL 34786

$722,000 - 3Br/3Ba -  for Sale in Keenes Pointe, Windermere
New
$722,000
3 Beds
3 Baths
2,680 SqFt
Status Active
MLS # O5722136
Property Type Single Family Residence
WONDERFUL SOMERSET GOLF VILLA BUILT BY OSPREY CUSTOM HOMES HAS A CONVERTED GOLF CART GARAGE THAT IS NOW AN AMAZING STUDIO. OVER-SIZED TWO CAR GARAGE ACCOMMODATES GOLF CART AND INCLUDES AN EXTRA STORAGE ROOM THAT IS A BIG PLUS. NO WASTED SPACE IN THIS EXPERTLY DESIGNED 3BR/3BATH FLOOR PLAN WITH NUMEROUS UPGRADES AND APPOINTMENTS. SCREENED BACK LANAI FEATURES LUSH LANDSCAPING FOR THE ULTIMATE IN PRIVACY AND LARGE COVERED AREA FOR LOUNGING. PRISTINE POOL FEATURES AN UMBRELLA TABLE FOR THE EPITOME IN ENJOYING OUR FAMOUS FLORIDA LIFESTYLE! . LOCATED IN KEENE'S POINTE, A PRIVATE GATED GOLF COURSE AND LAKEFRONT COMMUNITY IN THE CHARMING TOWN OF WINDERMERE, THIS HOME IS LOCATED JUST A 5 MINUTE WALK DOWN THE STREET FROM THE CLUBHOUSE! COME SEE THIS CUSTOM JEWEL BOX OF A RESIDENCE.

1226 Oakdale St Windermere, FL 34786

$529,900 - 6Br/3Ba -  for Sale in Windermere Town, Windermere
New
$529,900
6 Beds
3 Baths
2,639 SqFt
Status Active
MLS # O5721867
Property Type Single Family Residence
Rare opportunity to own a charming home in desirable downtown Windermere with full access to the pristine Butler Chain of Lakes and no HOA! This beautiful 2 story home is situated on a very quiet, tree lined street. Walking distance to the downtown, library, restaurants, shops, parks, fishing piers, tennis courts and regular community events. This home has been tastefully updated and impeccably maintained featuring 5 bedrooms, office with built in work stations, double sided wood burning fire place and loads of flexible living space. Screened in pool area with attractive stack stone water feature, expansive yard with beautiful, shade trees and mature landscaping. WELCOME HOME!!

11155 Coniston Way Windermere, FL 34786

$1,440,550 - 5Br/6Ba -  for Sale in Reserve At Lake Butler Sound, Windermere
New
$1,440,550
5 Beds
5.5 Baths
6,130 SqFt
Status Active
MLS # O5722253
Property Type Single Family Residence
Superior craftsmanship combined with elegance defines this custom-built RL Vogel home. This 5 BR, 5.5 BA, 3-car garage, 6,130 SF estate is perfectly positioned, on 3/4 acre lot, at the end of a private cul-de-sac street, in 24 hour guard gated Reserve at Lake Butler Sound. When you open the 12-foot glass and iron double doors, you realize you are not in just another cookie cutter home. This home is like a work of art created with the finest materials used and no detail has been overlooked. Dramatic beamed ceilings, stone, and exotic woods are all throughout the home. This thoughtfully designed, fully functional layout, is perfect for entertaining guests or relaxing with family. The kitchen features top of the line appliances with a professional gas cook top, subzero refrigerator and huge oversized pantry would be any chef’s dream! The expansive patio features a summer kitchen and lots of space for entertaining family and friends. The resort style setting includes a sparkling pool and spa, fireplace and a large fenced lush lawn, adjacent to the conservation greenbelt for added privacy. Many more features and amenities you must see to appreciate.

9313 Tibet Pointe Cir Windermere, FL 34786

$4,250,000 - 6Br/9Ba -  for Sale in Keenes Pointe 46/104, Windermere
New
$4,250,000
6 Beds
9 Baths
8,393 SqFt
Status Active
MLS # A4408859
Property Type Single Family Residence
Welcome to this nearly 8400 sqft Windermere lakefront home on 2.88 acres located on Lake Tibet, part of the Butler Chain. A walk down the boardwalk takes you to an over-sized covered boat dock. The pool and hot tub area are secluded among the trees to create privacy like no other as you observe all Florida’s natural habitat from your own backyard. This home has recently refinished all the original hardwood floors that really hi-lights the fine craftsmanship throughout. This masterpiece includes everything you would want in your magnificent lakefront Windermere home including 6 bedrooms, 7 full baths, 2 half-baths, 3 car garage, spa room, billiards room, walk in wine cellar, and a large fitness room. The large master suite overlooks the pool area and is complete with a finely finished master bath area with both a spa tub and a steam shower. Also featured is a guest quarters which includes its own living room, breathtaking second floor views of the lake and nature preserve and even a private entrance. The home sits in the back of Windermere’s gated community Keene’s Pointe, which is home to the Golden Bear Golf Club and located in a terrific school district. This coveted home will not last long on the market so be sure to contact us only if you are a serious qualified buyers.

13718 Amelia Pond Dr Windermere, FL 34786

$330,000 - 3Br/2Ba -  for Sale in Summerport, Windermere
New
$330,000
3 Beds
2 Baths
2,070 SqFt
Status Active
MLS # O5721545
Property Type Single Family Residence
Stunning and move-in-ready! This 3 bedroom, 2 bath home plus OFFICE shows like a model! The split bedroom floorplan features two bedrooms and a bathroom at the front of the house with the master suite at back. The formal dining room has access to the kitchen which is open to the family room with views of the beautifully landscaped backyard. The large family room can accommodate all your furniture. Access the office through charming French doors. Pride of ownership can bee seen throughout this one owner home. Recently painted exterior with Sherwin Williams best paint and sealed with their premium elastomeric sealant!

11803 Waterstone Loop Dr Windermere, FL 34786

$789,900 - 4Br/3Ba -  for Sale in Waterstone, Windermere
New
$789,900
4 Beds
3 Baths
2,893 SqFt
Status Active
MLS # O5722109
Property Type Single Family Residence
Now available in the beautiful Windermere neighborhood of Waterstone! Built by Silliman Homes, this Mediterranean style home will instantly impress you the moment you walk through the door. This open floorplan will lead you right into the Great Room as well as the spacious kitchen. If you enjoy entertaining friends and family at home, then this is the home for you! The dark hand scraped wood floors can be found throughout the residence, and definitely adds additional beauty to this stunning home. What you will find very evident is the great detail that is featured in this home. Crown molding, surround sound inside and out, custom cabinetry and flooring in the garage, as well as a spacious walk-in shower and roman tub in the Master Bathroom. This home also features an open courtyard that you will find perfect for moments of meditation or when you just want to cut yourself off from the outside world for just a little bit. A Cosmos gas fireplace is featured in the great room and will keep you comfortable on those occasional Florida winter days and nights. From the great room, sliding glass doors make way to your travertine covered patio that features a custom pool with an elevated spa and additional water features surrounded by tumbled travertine. An outdoor mount is also available for your television. Located near the Windermere Preparatory School and the community is on the Butler Chain of Lakes. Furnishings in the home are available for additional consideration.

7561 Colbury Ave Windermere, FL 34786

$396,000 - 4Br/4Ba -  for Sale in Enclave/berkshire Park B G H I, Windermere
Open House
New
$396,000
4 Beds
3.5 Baths
2,699 SqFt
Status Active
MLS # A4408933
Property Type Single Family Residence
A home set apart! Literally! This beautiful 10 years young house is located on an extremely rare, expansive, .23 ACRE LOT- In The Enclave Berkshire Park, Windermere! Featuring an open layout with loads of room on both floors. ALL BRAND NEW APPLIANCES. Downstairs also features a large study, elegant dining room, powder room, bar area and kitchen. Get lost in the Master Suite. TOO MANY FEATURES TO LIST. Nature preserve across the street. A-rated schools. Short drive to everything. Move in Ready!

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