Windermere, FL Homes

/41
$1,159,990 Open Sat 12PM - 3PM
- 5 Beds
- 4.5 Baths
- 4,625 Sq Ft
13525 Gorgona Isle Dr, Windermere, FL 34786

Luxury Custom Home Minutes from Disney - 5 Bed | 4,625 Sq Ft Live just minutes from the magic in this beautifully upgraded 5-bedroom, 4,625 sq ft luxury home, ideally located, 6 minutes to Magic Kingdom, 10 minutes to EPCOT, and 15 minutes to Hollywood Studios – all door-to-door without every getting on I4!Welcome to your dream home in the Windermere Isle community! This spacious open floor plan

Sinan Zakaria LISTED SIMPLY

13525 Gorgona Isle Dr, Windermere, FL 34786
/41
$3,599 per month
- 4 Beds
- 3.5 Baths
- 2,600 Sq Ft
- House for Rent
13426 Chariho Ln, Windermere, FL 34786

Welcome to this beautifully maintained 4-bedroom, 3-bath home with a loft and office located in a highly sought-after gated community in Windermere. This spacious residence offers a fresh, move-in-ready feel with fairly new carpeting throughout the stairs and second floor. The thoughtfully designed floor plan features a first-floor master suite, providing privacy and convenience, along with a

Courtney James LA ROSA REALTY ORLANDO LLC

13426 Chariho Ln, Windermere, FL 34786
/2
$2,400,000 Sold Apr 14, 2025
- 6,003 Sq Ft
- $400/SF
- 80 Days On Market
- 6 Beds
- 6 Baths
- Built 2009
1140 Kelso Blvd, Windermere, FL 34786

Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury living with gorgeous water views from every room! Situated on over an acre this elegant home is uniquely sited between two ski lakes offering 20 feet of private shoreline on CYPRESS LAKE and access to the renowned BUTLER CHAIN OF

Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

1140 Kelso Blvd, Windermere, FL 34786

/46
Est $1,204,442 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,818 Sq Ft
7219 Sangalla Dr, Windermere, FL 34786

7219 Sangalla Dr, Windermere, FL 34786

/37
$679,000
- 4 Beds
- 3.5 Baths
- 3,072 Sq Ft
12724 Bideford Ave, Windermere, FL 34786

Welcome to this tree-lined community,Lakes of Windermere! This home encompasses most of it's living on the first floor with the exception of the Bonus/ Media Room with full bath located on the second level. The entire first level has either tile or wood throughout. Large Open floor plan.Enter the Living and Dining Areas to the butler Pantry which leads to the kitchen with lots of extra Cabinets.

Philip Bellacicco CHARLES RUTENBERG REALTY ORLANDO

12724 Bideford Ave, Windermere, FL 34786
/22
$2,650 per month
- 3 Beds
- 2.5 Baths
- 1,703 Sq Ft
- House for Rent
13459 Gorgona Isle Dr, Windermere, FL 34786

For Rent – ??Luxury Home in Legado, Windermere | 3 Bedrooms | 2.5 BathroomsDiscover this spectacular residence located in the exclusive Legado community in Windermere, one of the most desirable areas in the area. This elegant 3-bedroom, 2.5-bathroom home combines comfort, style, and an unbeatable location, ideal for families seeking quality of life.Spacious spaces with an open layout that

Liss Hernandez AGENT TRUST REALTY CORPORATION

13459 Gorgona Isle Dr, Windermere, FL 34786
/2
$410,000 Sold Apr 12, 2025
- 1,577 Sq Ft
- $260/SF
- 35 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2015
8476 Iron Mountain Trail, Windermere, FL 34786

Calling Investors!!! Great Opportunity to own a beautiful 3 bedroom / 2.5 bathroom Townhome in the Community of Windermere Trail, in Orlando, FL!!! This beautiful and well maintained property features stainless steel appliances, 2 large car garages. All bedrooms are located on the second floor of the unit and the main floor has a kitchen/dining room combo which is great for gatherings with family

Jesus Diaz THOMAS LYNNE REALTY GROUP LLC

8476 Iron Mountain Trail, Windermere, FL 34786

/55
Est $1,529,846 Not Listed For Sale
- 4 Beds
- 6 Baths
- 3,865 Sq Ft
12223 Montalcino Cir, Windermere, FL 34786

12223 Montalcino Cir, Windermere, FL 34786

/39
$550,000
- 3 Beds
- 2 Baths
- 2,151 Sq Ft
12936 Freeman St, Windermere, FL 34786

**This property qualifies for a closing cost credit up to $8,200 through the Seller’s preferred lender.**Welcome home to this beautifully maintained 3-bedroom, 2-bathroom home nestled in the desirable community of Windermere with a brand new Roof with a transferable warranty. This inviting residence features a charming front porch surrounded by mature landscaping, creating the perfect spot for

Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

12936 Freeman St, Windermere, FL 34786
/19
$2,500 per month
- 3 Beds
- 2.5 Baths
- 1,545 Sq Ft
- Townhouse for Rent
7605 Sutherton Ln, Windermere, FL 34786

Live the Windermere Lifestyle – Spacious Townhome for RentDiscover comfort, convenience, and community in this beautiful 3-bedroom, 2.5-bathroom townhome located in the heart of Windermere—one of Central Florida’s most desirable areas.This home offers:3 spacious bedrooms2.5 modern bathrooms2-car garagePrivate interior patio – perfect for relaxing or entertainingNestled in a vibrant neighborhood

Elizabeth Rodriguez Bello LA ROSA REALTY LLC

7605 Sutherton Ln, Windermere, FL 34786
/2
$675,000 Sold Apr 11, 2025
- 2,591 Sq Ft
- $261/SF
- 5 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2016
11725 Sprawling Oak Dr, Windermere, FL 34786

Prime Location in the Heart of Windermere – This modern and elegant 4-bedroom, 3 full bathrooms residence offers the perfect balance of luxury and comfort. Built in 2016, this home features a concrete block structure with a stucco exterior finish, traditional architectural design with a gable roof, and an excellent layout for both functionality and flow.The property sits on a 0.1714-acre lot,

Alexandra Mateu BAHIA INTERNATIONAL REALTY

11725 Sprawling Oak Dr, Windermere, FL 34786

/81
Est $671,687 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,789 Sq Ft
6733 Merrick Landing Blvd, Windermere, FL 34786

6733 Merrick Landing Blvd, Windermere, FL 34786

/48
$995,000
- 4 Beds
- 3 Baths
- 2,636 Sq Ft
3328 Wax Berry Ct, Windermere, FL 34786

Welcome to Your Private Retreat in Windermere!Nestled on a tranquil 1-acre lot in an exclusive enclave of just nine homes, this beautifully upgraded residence offers the perfect blend of comfort, style and convenience yet just minutes from downtown Windermere.Step inside to discover a thoughtfully designed 4-bedroom, 3 bath home featuring a versatile bonus room ideal for a home office, gym, or

Holly Pham ZARIA REALTY GROUP LLC

3328 Wax Berry Ct, Windermere, FL 34786
/35
$2,400 per month
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
- Condo for Rent
8264 Maritime Flag St Unit 301, Windermere, FL 34786

One of the LARGEST 3/2 condos available in Lakeside, which is a GATED COMMUNITY! LUXURY 3RD FLOOR CORNER UNIT, with easy access by elevator! Well-maintained 3-BEDROOM CONDO. Take elevator to the top floor (3rd floor) CORNER unit! Very private. ALMOST NEW CARPETING! Freshly painted! Light and bright living room/dining room! Large kitchen features walk-in pantry, breakfast bar, 42-inch cabinets,

Karen Jorgensen UPSIDE REAL ESTATE INC

8264 Maritime Flag St Unit 301, Windermere, FL 34786
/2
$580,000 Sold Apr 11, 2025
- 2,633 Sq Ft
- $220/SF
- 56 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2016
8329 Lookout Pointe Dr, Windermere, FL 34786

Welcome to 8329 Lookout Pointe Drive in the desirable Windermere Trails neighborhood. This home combines comfort and convenience with versatile living spaces, perfect for families and investors.Just under a mile from Magic Kingdom, you can easily enjoy nightly fireworks from your home. A quick walk takes you to the community pool, clubhouse, and the scenic Lake Loop Trail. Plus,

Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

8329 Lookout Pointe Dr, Windermere, FL 34786

/26
Est $395,547 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,567 Sq Ft
7338 Brightland St, Windermere, FL 34786

7338 Brightland St, Windermere, FL 34786

/75
$921,000
- 4 Beds
- 3 Baths
- 3,040 Sq Ft
1803 Glenbay Ct, Windermere, FL 34786

One or more photo(s) has been virtually staged. Nestled behind the gates of the renowned RESERVE AT BELMERE in Windermere, this stunning 4 bedroom plus loft pool home offers the epitome of privacy and security, with its exclusive 24-hour guard service. Prominently placed on a large corner lot, this home features a bright and open floor plan with soaring 15 foot ceilings. Oversized sliders lead to

Helen Thompson RE/MAX SELECT GROUP

1803 Glenbay Ct, Windermere, FL 34786
/16
$6,500 per month
- 4 Beds
- 3 Baths
- 3,239 Sq Ft
- House for Rent
2231 Ridgewind Way, Windermere, FL 34786

One or more photo(s) has been virtually staged. Rent price includes Lawn service & Pool maintenance. This custom built home on over 1/2 acre looks out past an amazing stone water fall pool & gas fire pit to the beautiful sunsets of Central Florida. The fully updated 4 bedrooms, 3 baths, open floor plan executive home has it all from wood floors and Plantation Shutters throughout, to a Chef’s

Fred Flynn MILLENNIUM REALTY CENTER LLC

2231 Ridgewind Way, Windermere, FL 34786
/2
$1,270,000 Sold Apr 10, 2025
- 2,755 Sq Ft
- $461/SF
- 41 Days On Market
- 4 Beds
- 3 Baths
- Built 2012
6228 Lecco Way, Windermere, FL 34786

Welcome to your dream home in the guard-gated community of Waterstone in Windermere! This stunning Silliman-built residence offers 4 bedrooms, and 3 full bathrooms spread across 2,755 sq. ft. of living space with every detail cared for. The grand living room welcomes you in with an impeccable view of the backyard oasis through the large glass sliding doors. Adorned with a custom Cypress inlay

Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

6228 Lecco Way, Windermere, FL 34786

/43
Est $2,794,741 Not Listed For Sale
- 6 Beds
- 6.5 Baths
- 6,011 Sq Ft
13100 Bellaria Cir, Windermere, FL 34786

13100 Bellaria Cir, Windermere, FL 34786

/19
$2,500,000
- Land
- 5.00 Acres
- $500,000 per Acre
13377 Lake Butler Blvd, Winter Garden, FL 34787

Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

Dawn Briggs BLUE MAGNOLIA REALTY LLC

13377 Lake Butler Blvd, Winter Garden, FL 34787
/53
$12,500 per month
- 4 Beds
- 4.5 Baths
- 4,013 Sq Ft
- House for Rent
6036 Greatwater Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. Welcome to Keene’s Pointe! Discover the charm of this custom-built home located on the 17th Fairway of the renown Jack Nicklaus Signature Golf Course and across from the lakefront mansions that line this quiet cul-de- sac on Greatwater Drive. This 4BR/4Full Bath/1 Half Bath golf course home exudes warmth from the gorgeous hardwood floors and

Angela Durruthy KEENE'S POINTE REALTY

6036 Greatwater Dr, Windermere, FL 34786
/2
$415,000 Sold Apr 10, 2025
- 1,387 Sq Ft
- $299/SF
- 139 Days On Market
- 3 Beds
- 3 Baths
- Built 2003
6542 Merrick Landing Blvd, Windermere, FL 34786

IMPROVED PRICE! Welcome to your new home! Rare Opportunity to own a Spectacular 3-BEDROOM/3-BATHROOMTownhome in Merrick Landing, in Windermere! Prepare to be captivated by this gorgeous, fully renovated townhome that offers not just a residence, but a lifestyle of luxury and convenience. Step inside the main area and be greeted by an inviting living space, meticulously designed for comfort and

Ernesto Cisneros ELITE REALTY ENTERPRISES LLC

6542 Merrick Landing Blvd, Windermere, FL 34786

/37
Est $366,389 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,601 Sq Ft
8259 Maritime Flag St Unit 1, Windermere, FL 34786

8259 Maritime Flag St Unit 1, Windermere, FL 34786

/40
$645,000
- 4 Beds
- 2 Baths
- 2,295 Sq Ft
11878 Via Lucerna Cir, Windermere, FL 34786

Well Maintained Windermere Home - Furnished 1 Story 4 Bedroom 2 Bath Split Plan - Light & Bright from 3 Sets of Glass Sliding Doors - Covered Rear Screened Porch with Surround Sound Speakers is perfect for the Grill Master - TV on Porch - 2 Car Garage - Spacious Laundry Room - New Stainless Appliances - Gas Cooktop/Range - Granite Counters - Crown Moulding - Art Niches - Large Primary Suite with

Darrell Nunnelley VINTAGE REALTY GROUP LLC

11878 Via Lucerna Cir, Windermere, FL 34786
/31
$3,495 per month
- 4 Beds
- 2.5 Baths
- 2,963 Sq Ft
- House for Rent
7051 Bramlea Ln, Windermere, FL 34786

Beautiful 2 story single family in the Lakes of Windermere/Berkshire Park area of Windermere! Nice fully fenced rear yard w/ large covered rear porch for entertaining and pets. Floorplan is a Living Room/Kitchen Combo with all bedrooms upstairs and an additional Bonus multi-purpose room upstairs. Formal Dining Room or additional TV area downstairs. Walk in Closets. Additional Half Bath

Corey Cannon BHHS FLORIDA REALTY

7051 Bramlea Ln, Windermere, FL 34786
/2
$585,000 Sold Apr 09, 2025
- 2,633 Sq Ft
- $222/SF
- 30 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2016
8468 Powder Ridge Trail, Windermere, FL 34786

Move-in ready 4 Bedroom 3.5 Bath home located in the highly sought after subdivision of Windermere Trails. Only 10-15 minutes from Disney World! This home boasts over 2,600 SqFt and consists of a 3B|2.5B single-family home with a detached 1B|1B apartment/in-law suite privately situated over the garage. The main home features an open concept floor plan with a spacious living area and beautiful

Thomas Weclew THE REALTY MEDICS

8468 Powder Ridge Trail, Windermere, FL 34786

/43
Est $712,821 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,924 Sq Ft
Unlisted Address

Unlisted Address

/39
$509,998
- 3 Beds
- 2 Baths
- 1,696 Sq Ft
12751 Calderdale Ave, Windermere, FL 34786

Beautiful home with park views offering maintenance free living with HOA dues covering roof replacement, exterior painting and front lawn/shrub maintenance. The interior has fresh paint, vinyl wood plank flooring was just installed, and the exterior has been painted recently. You'll love the open layout with a large great room opening out from the gourmet island kitchen with granite and stainless

Hojin Chang RE/MAX PRIME PROPERTIES

12751 Calderdale Ave, Windermere, FL 34786
/53
$3,495 per month
- 5 Beds
- 4 Baths
- 2,835 Sq Ft
- House for Rent
9201 Reflection Pointe Dr, Windermere, FL 34786

This 5-bedroom, 4 bath house is ready for you to move in and start enjoying the beautiful Florida weather. When you walk in you have a bedroom with a bath located right next to the bedroom. As you further walk towards the great room, you have a private office, or if you prefer, a dining it can be used as either. Then, as you enter the great room, you have a lovely gourmet kitchen to the right

Amanda Yuan MULTI CHOICE REALTY LLC

9201 Reflection Pointe Dr, Windermere, FL 34786
/2
$610,000 Sold Apr 09, 2025
- 2,497 Sq Ft
- $244/SF
- 141 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2005
11731 Bella Milano Ct, Windermere, FL 34786

Welcome to the highly sought after Belmere Village, a gated community with lots of amenities. Come check out this 5 bedrooms and 3.5 bathrooms, lovely tile roof house with backing to natural woods and no rear neighbors! Great open floor plan with a formal living room and dining room at front. The kitchen is open to a breakfast nook and a family room, overlooking the patio and private backyard.

Denise San Miguel REALTY LYNK INC

11731 Bella Milano Ct, Windermere, FL 34786

/33
Est $1,060,483 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,393 Sq Ft
9127 Tintori Ln, Windermere, FL 34786

9127 Tintori Ln, Windermere, FL 34786

/62
$1,999,500
- 4 Beds
- 4 Baths
- 3,813 Sq Ft
11019 Kentmere Ct, Windermere, FL 34786

Privately nestled at the end of a cul-de-sac in the prestigious 24-hour guard-gated community of The Reserve at Lake Butler Sound, a Mediterranean Modern estate—classy on the outside, modern luxury on the inside. Newly updated to perfection, this residence offers a rare blend of refined design, framed by serene preserve views and no rear neighbors. A lush, extended paver driveway and pristine

Ahmad Hassan COMPASS FLORIDA LLC

11019 Kentmere Ct, Windermere, FL 34786
/24
$2,600 per month
- 3 Beds
- 2.5 Baths
- 1,680 Sq Ft
- Townhouse for Rent
7727 Fairgrove Ave, Windermere, FL 34786

Welcome Home to your beautiful townhome in Berkshire Place, located in Windermere, FL. Move-in ready, End Unit. Great layout with plenty of space. French Doors open up to your private paver courtyard off the living room. brank new vinyl flooring , no carpet. Many great design features, including 9-foot ceilings, an Open Kitchen with Dining, Granite counters for the Kitchen and Baths, a Pedestal

Jaime Hernandez INTOP PROPERTY MANAGEMENT

7727 Fairgrove Ave, Windermere, FL 34786
/2
$549,000 Sold Apr 08, 2025
- 2,234 Sq Ft
- $246/SF
- 4 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2009
7525 Colbury Ave, Windermere, FL 34786

Welcome to this beautiful Ashton Woods home. This single story home is located in the Enclave at Berkshire Park in Windermere. The popular "Newcastle" split floor plan features 3 bedrooms and 2 and 1/2 baths. You'll love the great living space in the kitchen and a cozy family room combo. Kitchen boasts of silestone counter-tops, 42 inch cabinets and stainless steel appliances, upgraded tile,

Han Peng HONEST REAL ESTATE COMPANY

7525 Colbury Ave, Windermere, FL 34786

/38
Est $805,522 Not Listed For Sale
- 5 Beds
- 5.5 Baths
- 3,598 Sq Ft
13327 Charfield St, Windermere, FL 34786

13327 Charfield St, Windermere, FL 34786

/68
$1,185,000
- 4 Beds
- 3 Baths
- 2,951 Sq Ft
11401 Willow Stowe Ln, Windermere, FL 34786

One or more photo(s) has been virtually staged. MOVE RIGHT IN! Absolutely gorgeous, FULLY-RENOVATED 4/3 executive pool home on a .50+ acre corner lot + cul-de-sac street within one of the Town of Windermere’s most desirable communities, The Willows. Residents enjoy a wonderful lifestyle that blends luxury and Old Florida charm in the most coveted school district in all of Central Florida. This

Brian Lemay ROMAN REALTY GROUP, LLC

11401 Willow Stowe Ln, Windermere, FL 34786
/38
$4,500 per month
- 4 Beds
- 3.5 Baths
- 2,773 Sq Ft
- House for Rent
6102 Roseate Spoonbill Dr, Windermere, FL 34786

Welcome to **6102 Roseate Spoonbill Drive** in the highly desirable **Windermere Landing** community. Built in 2011, this **4-bedroom, 3.5-bath** home offers over **2,700 square feet** of inviting living space—perfect for anyone looking to enjoy comfort, style, and convenience in Central Florida.Step inside and be greeted by a **huge great room**, awash in natural light and thoughtfully

Simi Lakhani KELLER WILLIAMS CLASSIC

6102 Roseate Spoonbill Dr, Windermere, FL 34786
/2
$1,778,500 Sold Apr 08, 2025
- 4,531 Sq Ft
- $393/SF
- 8 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2007
13463 Bonica Way, Windermere, FL 34786

Luxury Living in Tilden’s Grove – Stunning 5-Bedroom Mediterranean Style Estate in Windermere, FLWelcome to this exquisite 5-bedroom, 5.5-bathroom estate nestled in the highly sought-after 24 hr guard gated community of Tilden’s Grove in Windermere, Florida.This beautifully updated residence offers an unparalleled blend of elegance, modern upgrades, and resort-style living.Step inside

Heather Berrios REAL BROKER, LLC

13463 Bonica Way, Windermere, FL 34786

/11
Est $780,161 Not Listed For Sale
4219 Clarice Estates Dr, Windermere, FL 34786

4219 Clarice Estates Dr, Windermere, FL 34786

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