Orange, FL Homes

/52
$1,099,995
- 6 Beds
- 4.5 Baths
- 4,445 Sq Ft
9439 Westover Club Cir, Windermere, FL 34786

Welcome to Westover Club, a sought-after gated community in Windermere known for its tree-lined streets and excellent location. This well-maintained 6-bedroom, 4.5-bathroom pool home sits on a spacious 0.34-acre lot and offers a thoughtfully designed layout ideal for comfortable living and entertaining. Inside, you'll find an inviting open foyer, formal dining room, and dedicated office with

Sean Popat BUYER REBATES REALTY

9439 Westover Club Cir, Windermere, FL 34786
/80
$3,199 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
$2,500,000 Sold Jun 25, 2025
- 5,118 Sq Ft
- $488/SF
- 119 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2001
8148 Tibet Butler Dr, Windermere, FL 34786

Keene’s Pointe – exclusive 24-hour gated/attended community in highly desired Windermere, Florida. This stunning FULLY REMODELED overlooks the third green/fourth tee box of The Golden Bear Club, an 18 hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming, with beautiful pond and lake views. The entire home boasts hardwood flooring, designer touches,

Teresa Stewart SOUTHERN REALTY GROUP LLC

8148 Tibet Butler Dr, Windermere, FL 34786

/36
Est $933,748 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,051 Sq Ft
7242 Rambling Water Way, Windermere, FL 34786

7242 Rambling Water Way, Windermere, FL 34786

/44
$315,000
- 3 Beds
- 2 Baths
- 1,455 Sq Ft
8277 Maritime Flag St Unit 205, Windermere, FL 34786

LOCATION LOCATION LOCATION! The living is easy and comfortable in this 3-bedroom, 2-bathroom home located in the charming community of Lakeside at the Lakes of Windermere . Upon entry, you will be greeted with thoughtful architectural details throughout the exterior and interior spaces. Cooking will be a delight in the kitchen boasting ample counter space to prepare meals and a roomy dining area.

Raymond Glenn LAKESIDE REALTY WINDERMERE INC

8277 Maritime Flag St Unit 205, Windermere, FL 34786
/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
$1,685,250 Sold Jun 25, 2025
- Land
- 6 Acres
- $303,649 per Acre
- 214 Days On Market
10988 Down Park Ln, Windermere, FL 34786

Prime Residential Vacant Land on Lake Down, Windermere, Florida. Nestled in the desirable enclave of Windermere, Florida, awaits a rareopportunity to claim your slice of paradise. Presenting a newly, unanimously approved by the Town of Windermere, lakefront lot of residentialvacant land spanning a generous 5.55 acres, this property boasts unparalleled potential for crafting your dream

Alexis Anderson REGENCY REAL ESTATE LLC

10988 Down Park Ln, Windermere, FL 34786

/55
Est $587,609 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,126 Sq Ft
6820 Merrick Landing Blvd, Windermere, FL 34786

6820 Merrick Landing Blvd, Windermere, FL 34786

/36
$800,000
- 4 Beds
- 3.5 Baths
- 3,382 Sq Ft
11922 Angle Pond Ave, Windermere, FL 34786

One or more photo(s) has been virtually staged. Located just 2 minutes from Disney in the sought-after Windermere Trails community, this beautifully upgraded 4-bedroom, 3.5-bath home blends elevated design with everyday comfort—all directly across from the neighborhood park and dog park. Inside, you’re welcomed by multiple expansive living spaces at the front of the home—ideal for a formal living

Erica Diaz HOMEVEST REALTY

11922 Angle Pond Ave, Windermere, FL 34786
/11
$4,500 per month
- 4 Beds
- 2.5 Baths
- 2,588 Sq Ft
- House for Rent
12025 Lake Butler Blvd, Windermere, FL 34786

Welcome to your 4-bedroom, 3-bathroom, three car garage sanctuary! As you open your beautiful door, expect to be wowed at your perfect masterpiece. You are greeted by your huge family room leading into the living room with a wood burning fireplace. Your living room boasts lighting through your rear doors leading to your gorgeous, screen enclosed patio. This home has a layout picture-perfect for

Camille Simon MCO REALTY

12025 Lake Butler Blvd, Windermere, FL 34786
/2
$320,000 Sold Jun 24, 2025
- 1,442 Sq Ft
- $222/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 2006
8168 Boat Hook Loop Unit 201/718, Windermere, FL 34786

**Video Tour Available** Welcome to Lakeside Condos at Lakes of Windermere! Enjoy RESORT-STYLE AMENITIES in an unbeatable A+ location. Residents have access to a community pool, fitness center with kid’s room, clubhouse with billiards, beach volleyball, outdoor fireplace and BBQ areas, plus access to Lake Burden's tennis courts, playground, and fishing dock. This neighborhood ties to HIGHLY

Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

8168 Boat Hook Loop Unit 201/718, Windermere, FL 34786

/23
Est $591,085 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,950 Sq Ft
11486 Misty Oak Alley, Windermere, FL 34786

11486 Misty Oak Alley, Windermere, FL 34786

/43
$540,000 Open Sun 1PM - 4PM
- 3 Beds
- 2.5 Baths
- 2,230 Sq Ft
6830 Mapperton Dr, Windermere, FL 34786

Wow, what a wonderful home to return to everyday that has Beautiful Views of the Pine Tree Forest located across the street. Enjoy sipping lemonade on your Front Porch with this Unobstructed View of Nature! Once inside you will be greeted by the Vibrant Colors throughout and an Abundance of Large Windows making this home Light and Bright. The split bedroom feature is ideal. With 2 bedrooms

Kristin Haughwout-Osorio PARKSIDE PROPERTIES, LLC

6830 Mapperton Dr, Windermere, FL 34786
/100
$3,999 per month
- 4 Beds
- 3 Baths
- 3,114 Sq Ft
- House for Rent
13461 Zori Ln, Windermere, FL 34786

THIS HOME JUST GOT A NEW FACE LIFT INSIDE. NEW PAINT,COUNTERTOP, LIGHTER FLOORING, CARPET IN THE THEATER ROOM AND MORE.This stunning 4-bedroom, 3-bathroom home for rent is located in the desirable Windermere community, just minutes away from the newly built Windermere High School. With a spacious and elegant floor plan, this home offers a luxurious living experience. The downstairs features a

Courtney James LA ROSA REALTY ORLANDO LLC

13461 Zori Ln, Windermere, FL 34786
/2
$708,000 Sold Jun 24, 2025
- 2,585 Sq Ft
- $274/SF
- 10 Days On Market
- 4 Beds
- 3 Baths
- Built 2002
1448 Glenwick Dr, Windermere, FL 34786

Welcome to your dream home in the highly sought-after Reserve at Belmere—a 24/7 guard-gated community located in beautiful Windermere, Florida. This stunning neighborhood features two picturesque lakes, scenic walking paths, and unforgettable sunsets over Lake Whitney. Stay active with resort-style amenities including a lakeview fitness center, tennis, basketball, volleyball courts, a playground,

Jose Fleming PREFERRED REAL ESTATE BROKERS

1448 Glenwick Dr, Windermere, FL 34786

/28
Est $445,321 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,441 Sq Ft
13303 Gorgona Isle Dr, Windermere, FL 34786

13303 Gorgona Isle Dr, Windermere, FL 34786

/60
$630,000
- 4 Beds
- 2 Baths
- 2,505 Sq Ft
11520 Via Lucerna Cir, Windermere, FL 34786

Beautifully Freshly painted Home in Windermere’s Belmere VillageWelcome to this light and bright 4-bedroom, 2-bathroom home with a spacious second-floor loft, offering 2,505 square feet of meticulously maintained living space. Located in the gated community of Belmere Village, this home features fresh interior and exterior paint, creating a crisp, clean feel throughout.Step inside

Gretchen Carlson REAL BROKER, LLC

11520 Via Lucerna Cir, Windermere, FL 34786
/49
$6,450 per month
- 4 Beds
- 3 Baths
- 3,190 Sq Ft
- House for Rent
307 W 4th Ave, Windermere, FL 34786

Executive rental pool home located in the charming town of Windermere! The location is just two block from Main st and all that downtown Windermere has to offer! This single-story, 4-bedroom (2 primary bedrooms), 3-bathroom home, sits on an oversized corner lot in the shade of majestic oak trees. Enjoy a gourmet kitchen featuring stainless steel appliances, two brand new refrigerators, a

Katie Bray MAINFRAME REAL ESTATE

307 W 4th Ave, Windermere, FL 34786
/2
$490,000 Sold Jun 23, 2025
- 1,852 Sq Ft
- $265/SF
- 17 Days On Market
- 3 Beds
- 2 Baths
- Built 2006
7201 Halton Ct, Windermere, FL 34786

Welcome to 7201 Halton, a beautiful and move-in-ready 3-bedroom, 2-bathroom home located in the heart of Windermere. This home has a great layout, a fantastic location, and recent updates that give you peace of mind—the roof is only two years old, and the A/C system is five years old, so the big things are already taken care of.Inside, you’ll find a spacious and open floor plan with high ceilings

Shawn McCormick ERA GRIZZARD REAL ESTATE

7201 Halton Ct, Windermere, FL 34786

/61
Est $1,146,016 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 4,176 Sq Ft
8361 Torcello Isle Dr, Windermere, FL 34786

8361 Torcello Isle Dr, Windermere, FL 34786

/33
$799,000
- 5 Beds
- 3.5 Baths
- 3,720 Sq Ft
13254 Penshurst Ln, Windermere, FL 34786

Privacy, space, and a little bit of magic—that’s what you’ll find in this 5-bedroom, 3.5-bath, 3,720-square-foot home tucked along the conservation land in Windermere Sound. With no rear neighbors, you’ll feel worlds away, yet you’re just steps from a brand-new Orange County park and playground, and minutes to shopping, dining, and Disney.Inside, the layout was designed for the way people

Hilary Hall COMPASS FLORIDA LLC

13254 Penshurst Ln, Windermere, FL 34786
/43
$13,500 per month
- 3 Beds
- 3 Baths
- 3,247 Sq Ft
- House for Rent
9742 Green Island Cove, Windermere, FL 34786

Nestled along the shores of beautiful Lake Louise within the gates of Isleworth Golf & Country Club, this charming golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts more than 3,000 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. Elegant hardwood floors travel throughout the single-story floor

Monica Lochmandy ISLEWORTH REALTY LLC

9742 Green Island Cove, Windermere, FL 34786
/2
$720,000 Sold Jun 23, 2025
- 3,239 Sq Ft
- $222/SF
- 69 Days On Market
- 4 Beds
- 4 Baths
- Built 2016
9227 Outlook Rock Trail, Windermere, FL 34786

Beautiful home in Windermere Trails, where luxury and convenience come together in the heart of one of Central Florida's most desirable communities. This stunning 4-bedroom, 4-bathroom home is ideally situated just a short stroll from Lakeside Village Center, offering easy access to Publix, charming local restaurants, and boutique shops. Perfectly zoned for top-rated Windermere schools, including

Steve Healy CORCORAN PREMIER REALTY

9227 Outlook Rock Trail, Windermere, FL 34786

/40
Est $544,291 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,107 Sq Ft
13856 Summerport Trail Loop, Windermere, FL 34786

13856 Summerport Trail Loop, Windermere, FL 34786

/62
$470,000
- 4 Beds
- 3.5 Baths
- 1,834 Sq Ft
10615 Village Lake Rd, Windermere, FL 34786

Excellent opportunity to own a luxury property in the heart of Windermere! gorgeous END UNIT townhomewith 4 Bedrooms/3.5 Bathrooms The floor plan offers 2 master bedrooms suite on the 1St floor and another on the second floor, both of them have a master bathroom features dual sinks and walk-in-closet. The first floor opens a well appointed kitchen with 42inch cabinets, a beautiful granite

Said Aboutaleb CENTURY 21 CARIOTI

10615 Village Lake Rd, Windermere, FL 34786
/24
$4,500 per month
- 3 Beds
- 2 Baths
- 1,353 Sq Ft
- House for Rent
3278 Downs Cove Rd, Windermere, FL 34786

Welcome to your waterfront paradise on the beautiful Windermere Chain of Lakes! This 3 Bed, 2 Bath, 1,351 htd. sqft lake home sits on a 0.29-acre lot overlooking Lake Down, one of 13 lakes on the Butler Chain of Lakes. As you enter the front door you are greeted by an open floorplan, panoramic views, split bedroom layout, renovated kitchen and baths, ceramic wood-look tiling and adorning wood

John Goggin STOCKWORTH REALTY GROUP

3278 Downs Cove Rd, Windermere, FL 34786
/2
$1,020,000 Sold Jun 23, 2025
- 3,372 Sq Ft
- $302/SF
- 19 Days On Market
- 5 Beds
- 5 Baths
- Built 1990
2140 Lilypad Ln, Windermere, FL 34786

Welcome to 2140 Lilypad Lane, a rare opportunity to own an impeccably maintained, estate home in the Willows at Lake Rhea. Nestled in a private cul-de-sac on over half an acre, this single-story home offers space and privacy. With over 3,300 square feet, this home features 5 bedrooms, 3 full bathrooms, 2 half bathroom, a large bonus room, and a private screened-in pool. As you step through the

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

2140 Lilypad Ln, Windermere, FL 34786

/43
Est $765,759 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,419 Sq Ft
8711 Lookout Pointe Dr, Windermere, FL 34786

8711 Lookout Pointe Dr, Windermere, FL 34786

/13
$895,000
- 4 Beds
- 4.5 Baths
- 3,051 Sq Ft
11660 Delwick Dr, Windermere, FL 34786

Welcome to the Reserve at Belmere — Where Summer Dreams and Luxury Living Meet in Windermere.Bask in the Florida sunshine and bring your personal vision to life in this spacious 4-bedroom, 4.5-bathroom home located in the coveted Reserve at Belmere — a gated community known for its prestige, charm, and lifestyle amenities.Designed with both entertaining and everyday comfort in

Natalie Rosario FATHOM REALTY FL LLC

11660 Delwick Dr, Windermere, FL 34786
/2
$1,450,000 Sold Jun 20, 2025
- 2,996 Sq Ft
- $484/SF
- 11 Days On Market
- 4 Beds
- 3 Baths
- Built 1999
5950 Blakeford Dr, Windermere, FL 34786

Welcome to the exclusive gated golf community, Keene’s Pointe! Overlooking the fairway of Hole 11 at the Golden Bear Golf Club, this 4 bed/3 bath immaculate home has gone through extensive renovation totaling over $450,000 in the past 4 years. The open floor plan accentuates the custom outdoor space including a full outdoor kitchen with gas grill, griddle top, refrigerator, and duel

Jared Jones REVEL REALTY LLC

5950 Blakeford Dr, Windermere, FL 34786

/37
Est $470,896 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,756 Sq Ft
13477 Gorgona Isle Dr, Windermere, FL 34786

13477 Gorgona Isle Dr, Windermere, FL 34786

/83
$1,099,000
- 5 Beds
- 5.5 Baths
- 3,680 Sq Ft
6947 Cucamelon Ct, Windermere, FL 34786

BACK ON THE MARKET WITH PRICE IMPROVEMENT AND MOTIVATED SELLERS!Located in the prestigious Sanctuary at Lakes of Windermere community, this stunning home offers luxury living at its finest. The property features a large heated saltwater pool, 5 full suites and a half bath, a home office, and a private movie theater—perfect for comfort, productivity, and entertainment. One suite and the

Priscilla Triska FLORIDA CONNEXION PROPERTIES

6947 Cucamelon Ct, Windermere, FL 34786
/2
$475,000 Sold Jun 20, 2025
- 1,742 Sq Ft
- $273/SF
- 4 Days On Market
- 3 Beds
- 2 Baths
- Built 2012
12691 Calderdale Ave, Windermere, FL 34786

FANTASTIC PARK VIEW SINGLE STORY WINDERMERE HOME IN DESIRABLE WICKHAM PARK! Maintenance free Florida living at its best as HOA covers exterior home maintenance, roof, ground keeping and much more! This is the popular Ashton Woods Lancaster model featuring a great bright, open and airy split floor plan. The expansive Kitchen/Dining/family room combo opens perfectly to the rear covered lanai and

Robert Kurzreiter PA KELLER WILLIAMS REALTY AT THE PARKS

12691 Calderdale Ave, Windermere, FL 34786

/56
Est $549,924 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,092 Sq Ft
7451 Fairgrove Ave, Windermere, FL 34786

7451 Fairgrove Ave, Windermere, FL 34786

/85
$819,990
- 4 Beds
- 3.5 Baths
- 3,108 Sq Ft
13235 Vennetta Way, Windermere, FL 34786

Fully Furnished | Solar Panels | Lake View | No Rear NeighborsWelcome to this stunning fully furnished two-story home, offering 4 spacious bedrooms, 3.5 bathrooms, and a rare 3-car garage. Enjoy a bright, open layout with a large kitchen, formal dining area, and living room filled with natural light — perfect for both family life and entertaining.Step outside to a huge backyard

Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

13235 Vennetta Way, Windermere, FL 34786
/2
$855,000 Sold Jun 20, 2025
- 2,823 Sq Ft
- $303/SF
- 33 Days On Market
- 4 Beds
- 3 Baths
- Built 2021
9248 Legado Dr, Windermere, FL 34786

WOW! Don’t miss this stunning 4 bedroom / 3 bathroom home tucked away on a quiet cul-de-sac with no rear neighbors and incredible fireworks views! This beautifully maintained Windermere home in the Legado neighborhood offers the perfect blend of comfort, privacy, and entertainment-ready features. From the moment you step inside, you’ll feel welcomed by the warm and open layout, complete with a

Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

9248 Legado Dr, Windermere, FL 34786

/95
Est $920,395 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,407 Sq Ft
11947 Otterbrooke Trail, Windermere, FL 34786

11947 Otterbrooke Trail, Windermere, FL 34786

/42
$998,000
- 5 Beds
- 4 Baths
- 2,872 Sq Ft
6926 Cucamelon Ct, Windermere, FL 34786

welcome to your dream home in the exclusively sought after area of Windermere Fl. This exceptional property offers spacious living area, a luxurious outdoor space with your own private pool and fully fenced. With included solar panels enjoy low-cost energy. Conveniently located near highly rated schools, shopping, restaurants and the magic of Disney parks, this home is the epitome of convenience

Dana Adams CENTURY 21 CARIOTI

6926 Cucamelon Ct, Windermere, FL 34786
/2
$2,160,000 Sold Jun 19, 2025
- 5,030 Sq Ft
- $429/SF
- 231 Days On Market
- 6 Beds
- 5 Baths
- Built 2004
11227 Macaw Ct, Windermere, FL 34786

This amazing residence in Keene’s Pointe overlooking the picturesque 4th fairway of the Golden Bear Club has everything you could want or need in a custom home. This flexible floorpan allows the home to be a 6 bedroom with an office, or a 5 bedroom home with two offices. And even beyond that flexibility, you do have 5 full bathrooms, an upstairs suite that is like its own apartment with bedroom,

Shane Croft COLDWELL BANKER RESIDENTIAL RE

11227 Macaw Ct, Windermere, FL 34786

/42
Est $720,341 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,935 Sq Ft
11813 Cave Run Ave, Windermere, FL 34786

11813 Cave Run Ave, Windermere, FL 34786

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