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

Map displays 12 listings at a time. Use controls under map to page through all listings or do a custom search below.

Do a custom search now!

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.

Custom Search

* Separate multiple values with comma.

Sort by:

8430 Coventry Park Way Windermere, FL 34786

$279,000 - 3Br/3Ba -  for Sale in Windermere Trls Prcl 3, Windermere
New
$279,000
3 Beds
2.5 Baths
1,680 SqFt
Status Active
MLS # O5733938
Property Type Townhouse
Located in Windermere Trails this beautiful move-in ready 3 bed 2 1/2 bath room townhome it is truly a gen. It is walking distance to restaurants, medical facility, grocery store and Elementary school. It features a gourmet kitchen with granite countertops, a master bedroom with custom-built closet, and a party-ready outdoor space. The stunning back patio has a pergola and outdoor kitchen, making it an excellent space for entertaining outdoors. The outdoor kitchen has granite countertops, a built in bar, as well as a ceramic sink and backsplash, Blaze brand appliances (Ice maker, professional grill, and stove), and wine fridge. A security system has been installed which includes 5 cameras located in the front porch, Living/ Dining room, back patio, and both inside and outside of the garage. The garage floor has been refinished and storage solutions have been added which include: two large ceiling storage racks, great for seasonal items or sports equipment, as well as a set of hooks for bikes. Please show this property, you will not be disappointed.

7656 Ripplepointe Way Windermere, FL 34786

$282,000 - 3Br/3Ba -  for Sale in Lake Burden South Ph 2 #35 36, Windermere
New
$282,000
3 Beds
2.5 Baths
1,881 SqFt
Status Active
MLS # O5734623
Property Type Townhouse
Lake Burden in Windermere, 3 bedroom, 2.5 bathroom, 2 car garage, spacious great room and eat kitchen, with whole fist floor tile, granite counter top, large island, 42 wood cabinetry, walking pantry, all appliances included, den or office with tile on the floor, all bedroom are on second floor with carpet, washer and dryer included, private patio with pavers. Amenities are clubhouse and pool, beutifull lake and pond with boardwalk, you can enjoy walking around the trail, water view of Lake Burden, fishing dock, playground and tennis court.

1668 Lake Rhea Dr Windermere, FL 34786

$925,000 - 5Br/4Ba -  for Sale in Reserve At Belmere Phase Ll, Windermere
New
$925,000
5 Beds
4 Baths
4,462 SqFt
Status Active
MLS # O5732554
Property Type Single Family Residence
Impressive Windermere Executive home located in the exclusive gated Reserve at Belmere. This well maintained 5 BR/4BA custom home offers an open floor plan with downstairs master and is designed to enjoy the outdoors. The living room, kitchen, breakfast nook, family room with its' 12' sliding doors and master bedroom open to the 2 story screened lanai with 2 expansive covered porches. This all overlooks the large heated pool w/whirlpool, and the very private park like conservation area. The custom summer kitchen with premium grill, gas fireplace, large seating and dining areas, showcases hand cut natural stone with granite counter tops. This is the Ultimate in Resort style living. The chef's kitchen with island and 42 in cabinets looks into the large family room with fireplace. The generous master bedroom with bay window, features his and hers walk in closets, large bathroom with granite surfaced cabinets, and separate shower with jetted tub. The downstairs office with walkin closet may serve as a 5th bedroom. Upstairs has a large game room with a covered porch and 3 over-sized bedrooms. 1 has an en suite bathroom the others share a Jack and Jill bathroom designed for privacy. Great for families/guests. The community fitness center, tennis courts, playground, picnic area and gazebo overlooks Lake Whitney. First Class Dining, shopping, A+ Rated schools, accessibility to FL turnpike, I-4 and OIA make this a perfect location in Central Florida. It's Move in ready and great for families, Don't miss this one!

1051 Algare Loop Windermere, FL 34786

$490,000 - 5Br/4Ba -  for Sale in Belmere Village G3 48 70, Windermere
New
$490,000
5 Beds
4 Baths
3,216 SqFt
Status Active
MLS # O5734419
Property Type Single Family Residence
Location,Location,Location! This elegant home offers a combination of convenience and luxury, and is situated in the high demand area of Windermere, with nearby dining and shopping in the friendly community of Belmere Village. This immaculate 5BR,4BA home has over 3200 SQ Ft of living space. Decorated with upgraded extensive tile flooring, bulit-in fireplace and oversized bonus room, this open floor plan is so welcoming. This home has a beautiful upgraded kitchen, with a large eat in area, granite and quality cabinetry for any cook to enjoy. You will find the master bedroom large and spacious, and a large master bath and garden tub. Enjoy your summer evenings, sitting out at the tropical pool and patio, just relaxing after a long day.There are to many upgrades to mention, so go tp property and take a look. This is a MUST SEE, as it will go fast.

7722 Fairgrove Ave Windermere, FL 34786

$245,000 - 3Br/3Ba -  for Sale in Lake Sawyer South Ph 03, Windermere
New
$245,000
3 Beds
2.5 Baths
1,644 SqFt
Status Active
MLS # O5733626
Property Type Townhouse
Located in the highly desirable Berkshire Park community in Windermere, this well maintained townhome is ready for you! Beautiful landscaping, a paver walkway and covered front porch welcome you to this 3 bedroom, 2.5 bath home. Inside the foyer you’re greeted by the dining area and kitchen boasting stainless steel appliances, granite countertops, breakfast bar, and walk-in pantry. French doors lead from your kitchen to the front porch providing the perfect spot for your morning coffee or a great place to relax at the end of a busy day. Completing the first floor is the laundry room, a half bath, and a spacious living room with French door access to your fenced paver patio. The master suite features a spacious bathroom with dual sink vanity, a glass enclosed shower, and a walk-in closet. The remaining two bedrooms share the second full bath. Monthly HOA fee covers lawn care, landscaping and pest control in addition to trash pick up. Community amenities include pool with lap lanes, fenced tot lot, and paved walking paths around the community’s ponds where you can view Disney fireworks nightly while strolling through the neighborhood. Additional upgrades include a new a/c compressor in 2017 and the entire home was freshly painted in 2017. This townhome is conveniently located to major roads and within minutes of area amenities including shopping at the new Westside Shoppes.

8850 Abbotsbury Dr Windermere, FL 34786

$344,900 - 4Br/4Ba -  for Sale in Lakes Of Windermere-peachtree, Windermere
New
$344,900
4 Beds
3.5 Baths
2,599 SqFt
Status Active
MLS # S5007169
Property Type Single Family Residence
TO SEE IT IS TO LOVE IT! This beautiful home has been completely updated and refurbished. New carpets, new stainless steel appliances, upgraded counter tops, newly painted outside and inside with new blinds. It is located just a short walk from the swimming pool, playground and picnic area, with great views from the back yard towards the lake and fountain. As soon as you walk into it you will be impressed by the double aspect living room, so spacious and full of light. The office is just off the living area. The loft offers yet more space for entertaining or play area and it has two master suites, one on the first floor and another on the second floor. Add that to the A schools in the area, the amazing community of Lakes of Windermere, and you have a home to enjoy for many years to come. All measurements are deemed accurate but must be verified by buyer.

7416 Leighside Dr Windermere, FL 34786

$275,000 - 3Br/3Ba -  for Sale in Lake Burden South Ph 2, Windermere
New
$275,000
3 Beds
2.5 Baths
1,881 SqFt
Status Active
MLS # O5734271
Property Type Townhouse
This Luxury Townhome feels like a Single Family Home! 3 bedrooms+ Office or Flex Room. It features a very spacious courtyard ideal for entertainment and relaxing after work or maybe a playground! Stainless steel appliances, granite countertops, tile floors on the first floor, large island in the kitchen, 42cabinets, blinds in every window, ready to move in. You will enjoy a beautiful environment on Lake Burden, great amenities such as walking trails, pool, tennis courts, softball field, playground, picnic area, boardwalk and a fishing dock. Just minutes from the Theme Parks, restaurants, and close to the Winter Garden Shopping Village. This is a Very desirable area where you can walk to the nearby shopping centers or just take a stroll on the walking trails. A rated schools. Schedule a showing today!

13329 Overstreet Rd Windermere, FL 34786

$327,000 - 3Br/2Ba -  for Sale in Windermere Terrace, Windermere
Open House
New
$327,000
3 Beds
2 Baths
2,058 SqFt
Status Active
MLS # O5733947
Property Type Single Family Residence
Built in 2013, this Windermere open-layout home offers plenty of natural light, granite kitchen countertops, granite master bath countertops, and a two-car garage. Upgraded features include fresh interior and exterior paint. A community center with a pool is part of the HOA. Home comes with a 30-day buyback guarantee. Terms and conditions apply.

4806 Alexandra Garden Ct Windermere, FL 34786

$2,400,000 - 5Br/7Ba -  for Sale in Isleworth, Windermere
New
$2,400,000
5 Beds
7 Baths
5,695 SqFt
Status Active
MLS # O5733920
Property Type Single Family Residence
Nestled within the Gardens of Isleworth – an intimate enclave of custom homes among lush gardens, water features, bridges and walking paths in the renowned Isleworth Golf & Country Club – this two-story villa offers more than 5,600 square feet surrounding an open-air courtyard swimming pool and spa. A grand staircase, smooth floors with wooden insets and a custom fireplace flanked by beautiful built-in displays adorn the formal living and dining rooms upon entry, while the eastern wing of the main level creates the perfect gathering place for family and friends. The large and open kitchen features dark cabinetry and beautiful granite countertops along with a center island, bar, butler bar and breakfast nook. Floor-to-ceiling sliding glass pocket doors in the family room open to the screened lanai with summer kitchen, seamlessly blending the interior with the exterior living space where Central Florida’s warm climate can be enjoyed year round. The spacious master suite offers a lovely gallery entry and charming sitting area along with a large bath with dual vanities, a walk-in shower, morning bar and expansive closet. French doors in the office reveal rich hardwood floors, wooden beams and a built-in bar, while a beautiful powder bath nearby completes the main level. The upper level features two bedroom suites, a private loft and an extended balcony overlooking the sparkling pool, spa and garden views.

11009 Wadsdale Ct Windermere, FL 34786

$719,000 - 4Br/4Ba -  for Sale in Reserve At Lake Butler Sound, Windermere
New
$719,000
4 Beds
3.5 Baths
3,452 SqFt
Status Active
MLS # O5734233
Property Type Single Family Residence
Wonderful opportunity to live in the esteemed neighborhood of Reserve at Lake Butler Sound, a highly desired community guard gated 24 hours. This lovely home is located on a large lush lot in a cul de sac. A double door entry welcomes you home. This open floor plan is ideal to live the Florida lifestyle where you can open up the sliders on multiple sides and enjoy the beautiful weather! The heart of the home, the kitchen, is a chef’s delight with all stainless steel appliances including Bosch double ovens, Bosch gas range and Bosch Dishwasher. There is plenty of workspace with large granite countertops and an island. Within the approximately 3450 square feet, you will find 4 bedrooms and 3.5 baths. The Master bedroom is located in a separate wing of the home along with the office. Gorgeous travertine floors and crown molding through most of the home. This home is a fabulous find with a great location! Make an appointment today!

9043 Horizon Pointe Trl Windermere, FL 34786

$445,000 - 4Br/3Ba -  for Sale in Windermere Trails, Windermere
New
$445,000
4 Beds
3 Baths
3,662 SqFt
Status Active
MLS # S5007155
Property Type Single Family Residence
Do not miss this beautiful home with space galore! It has 4 bedrooms, 3 baths and a large bonus room that could be coverted to a 5th bedroom or would make a great games room or second living room. This home has a formal dining room with gorgeous coffered ceilings. The kitchen features 42 inch cabinets, granite counters, stainless steel appliances and a walk-in pantry. There is a first floor guest bedroom with en suite full bath. The sizable master suite is located upstairs with a large sitting room that would make a great office space, nursery or private living room. The master bath has dual sinks, granite counter, linen closet and spacious shower. Ceramic tile is in the foyer, kitchen, dining room, living room, laundry & Bathrooms. Crown molding in living room, dining room and master bedroom. Brick paver driveway and front walkway. Windermere Trails has a dog park with washing station, tot lot, exercise area and community pool with cabana.

10506 Down Lakeview Cir Windermere, FL 34786

$699,000
4 Beds
3 Baths
3,888 SqFt
Status Active
MLS # O5731520
Property Type Single Family Residence
Welcome home! This one story Windermere dream is located in The Lakes. A quaint community that features tennis and a private boat launch which is located on Lake Down of the pristine Butler Chain of Lakes. This 4 bedroom, 3 bath pool home features a flex space with endless possibilities. Gorgeous double-sided stone fireplace between the living and family rooms, the kitchen is a chef's dream with G.E. Monogram Stainless appliances, 6 burner gas cooktop, oven with warming drawer, cherry cabinets, detailed tile work, and granite counters. The owner's retreat is spacious with access to the beautiful travertine lanai and pool area. The owner's spa-like bath is perfect for relaxing after a long day with it's jetted tub, steam shower, and beautiful travertine throughout. The home is situated on over 1 acre of land with a private resort style pool, spa, and gas firepit. Perfect for entertaining. This is the epitome of true Florida lifestyle living. Call today for your own private showing.

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

Search for homes, condos, townhomes and real estate for sale in 34786 here.

Advanced Options