Orange, FL Homes

/41
$1,545,000
- 5 Beds
- 5 Baths
- 3,983 Sq Ft
8475 Eagles Loop Cir Unit 6, Windermere, FL 34786

Welcome home to an enviable Florida life in one of SW Orlando's most desirable neighborhoods! Opportunity awaits in the highly coveted, guard gated community of Keene's Pointe. Redefine Florida living in this masterfully designed, expansive W J. Sauerwine 5 bedroom, 5 bath plus office pool home, which sits on nearly 1/2 acre with no rear neighbors. Spanning nearly 4,000 square feet of living

Emily Lewis LAKESIDE REALTY WINDERMERE INC

8475 Eagles Loop Cir Unit 6, Windermere, FL 34786
/25
$2,300 per month
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
- Condo for Rent
11446 Jasper Kay Terrace Unit 105, Windermere, FL 34786

Welcome to your home located at Lakeside at Lakes of Windermere. This is a fabulous condominium community offering the ultimate in resort style living with concrete block construction, elevators in every building, 4,500 sq. ft. Olympic swimming pool, sand volleyball court, state-of-the-art fitness center, playground, large community clubhouse, bbq area & cozy outdoor fireplace! The condo features

Any Alves WRA BUSINESS & REAL ESTATE

11446 Jasper Kay Terrace Unit 105, Windermere, FL 34786
/2
$1,000,000 Sold Jun 26, 2025
- 3,034 Sq Ft
- $330/SF
- 15 Days On Market
- 4 Beds
- 3 Baths
- Built 2005
11415 N Camden Commons Dr, Windermere, FL 34786

Welcome to 11415 N Camden Commons Drive—an exceptional pool home in the prestigious, guard-gated golf community of Keene’s Pointe. This beautifully well maintained 4-bedroom, 3-bathroom residence features a dedicated office/den, formal and casual living spaces, and a host of upgrades for worry-free living.Charming curb appeal greets you with a classic front porch, mature trees, and a

Christina Fata REAL BROKER, LLC

11415 N Camden Commons Dr, Windermere, FL 34786

/31
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,476 Sq Ft
8265 Maritime Flag St Unit 22b-5, Windermere, FL 34786

8265 Maritime Flag St Unit 22b-5, Windermere, FL 34786

/33
$1,999,000
- 5 Beds
- 4.5 Baths
- 5,704 Sq Ft
6161 Blakeford Dr, Windermere, FL 34786

One or more photo(s) has been virtually staged. ***CURRENTLY THE SECOND LOWEST PRICE PER SQ FT FOR SALE IN KEENE'S POINTE!!! Welcome to a rare opportunity to own a Goehring & Morgan-crafted masterpiece in the prestigious Keene’s Pointe—one of Central Florida’s most sought-after manned & guard-gated communities, renowned for its luxury homes, world-class amenities and golf course. Nestled

Pat Hancock THOMAS LYNNE REALTY GROUP LLC

6161 Blakeford Dr, 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
$850,000 Sold Jun 26, 2025
- 2,478 Sq Ft
- $343/SF
- 21 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1978
2532 Waterview Place, Windermere, FL 34786

LOCATION, LOCATION, LOCATION! Here's your opportunity to join the coveted Windermere Downs community, just minutes from downtown Windermere,and with private access to the renowned Butler Chain of Lakes. This tranquil home is set on a .43-acre lot in a peaceful cul-de-sac, offering a serene setting with mature trees and partial lake views that promise breathtaking sunsets.The open and airy

Tammy Schuster COMPASS FLORIDA LLC

2532 Waterview Place, Windermere, FL 34786

/16
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,332 Sq Ft
8256 Maritime Flag St Unit 1725, Windermere, FL 34786

8256 Maritime Flag St Unit 1725, Windermere, FL 34786

/51
$1,625,000
- 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. 4 spacious bedrooms, 4 full baths including a dedicated pool bath, and a private office. Tastefully updated, this residence offers a blend of timeless design, framed by serene preserve

Ahmad Hassan COMPASS FLORIDA LLC

11019 Kentmere Ct, 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
$1,015,000 Sold Jun 26, 2025
- 4,751 Sq Ft
- $214/SF
- 20 Days On Market
- 8 Beds
- 5 Baths
- Built 2012
6008 Golden Dewdrop Trail, Windermere, FL 34786

Welcome to your dream home! This stunning 8-bedroom, 5-bathroom residence offers unparalleled luxury and comfort. Nestled in a serene neighborhood, this property boasts a spacious layout perfect for large families or those who love to entertain.

Paulo Silva GRINDSTONE REALTY & PROPERTY MANAGEMENT LLC

6008 Golden Dewdrop Trail, Windermere, FL 34786

/45
Est $1,722,073 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,585 Sq Ft
9012 Pinnacle Cir, Windermere, FL 34786

9012 Pinnacle Cir, Windermere, FL 34786

/51
$1,649,000
- 5 Beds
- 3 Baths
- 3,300 Sq Ft
13124 Filly Ct, Windermere, FL 34786

Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling

Marcelo Brandao HOME N OFFICES INTERNATIONAL

13124 Filly Ct, Windermere, FL 34786
/2
$330,000 Sold Jun 25, 2025
- 1,442 Sq Ft
- $229/SF
- 33 Days On Market
- 3 Beds
- 2 Baths
- Built 2009
8256 Maritime Flag St Unit 103, Windermere, FL 34786

**LUXURIOUS LAKESIDE LIVING**Tucked into the heart of Windermere’s desirable Lakeside at Lakes of Windermere community, this first-floor, corner unit condo at **8256 Maritime Flag St #103 (Unit 1710)** delivers an ideal blend of privacy, accessibility, and vibrant resort-style amenities. With no stairs to climb, this ground-floor location offers added convenience for everyday living,

Brad Rosel EXP REALTY LLC

8256 Maritime Flag St Unit 103, Windermere, FL 34786

/28
Est $2,151,000 Not Listed For Sale
- 4 Beds
- 7 Baths
- 5,561 Sq Ft
9950 6th St, Windermere, FL 34786

9950 6th St, Windermere, FL 34786

/39
$1,849,999
- 4 Beds
- 4 Baths
- 4,240 Sq Ft
11014 Hawkshead Ct Unit 2, Windermere, FL 34786

Welcome to an exquisite 4-bedroom, 4-bathroom residence tucked behind the 24/7 guarded gates of the prestigious Reserve at Lake Butler Sound. Perfectly positioned on a private conservation lot, this updated home including a BRAND NEW TILE ROOF blends timeless elegance with modern luxury and offers unmatched privacy and peace.From the moment you arrive, the curb appeal is undeniable. Twin

Julie Harder COLDWELL BANKER REALTY

11014 Hawkshead Ct Unit 2, 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

/16
Est $351,947 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,442 Sq Ft
8156 Boat Hook Loop Unit 308, Windermere, FL 34786

8156 Boat Hook Loop Unit 308, Windermere, FL 34786

/98
$1,994,999
- 3 Beds
- 3.5 Baths
- 3,240 Sq Ft
13137 Lake Butler Blvd, Windermere, FL 34786

Welcome to your very own slice of Windermere paradise—where luxury meets laid-back country living and yes, HORSES are welcome! Nestled on over an ACRE with NO HOA or DEED RESTRICTIONS, this stunning 3-bedroom, 3.5-bath home is perfect for anyone craving space, style, and a little bit of saddle time. Step through the oversized double wood doors and you feel the openness with gable ceiling

Tricia Davis KELLER WILLIAMS REALTY SMART

13137 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

/74
Est $3,897,240 Not Listed For Sale
- 5 Beds
- 7 Baths
- 7,085 Sq Ft
10230 Park Ridge Gotha Rd, Windermere, FL 34786

10230 Park Ridge Gotha Rd, Windermere, FL 34786

/54
$1,799,800
- 5 Beds
- 4.5 Baths
- 5,844 Sq Ft
12860 Jacob Grace Ct, Windermere, FL 34786

WOW.. what an opportunity!! Presenting an exceptional 5-bedroom, 4.5-bathroom estate located in the prestigious 24-hour guard-gated community of Tilden’s Grove in Windermere, Florida. The residence seamlessly blends timeless Mediterranean charm with modern upgrades and resort-style living. Step inside to discover exquisite cabinetry throughout, enhancing the home’s refined aesthetic. The chef’s

Matt Tomaszewski CORCORAN PREMIER REALTY

12860 Jacob Grace Ct, 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

/57
Est $1,173,692 Not Listed For Sale
- 6 Beds
- 4 Baths
- 4,511 Sq Ft
17545 Black Rail St, Windermere, FL 34786

17545 Black Rail St, Windermere, FL 34786

/45
$1,699,000
- 5 Beds
- 5 Baths
- 3,520 Sq Ft
6001 Caymus Loop, Windermere, FL 34786

Stunning Remodeled Golf Home in Keene’s Pointe – Windermere’s Premier Golf Community.Discover this unique, fully remodeled home in the highly sought-after Keene’s Pointe neighborhood, nestled in the picturesque lake community of Windermere. Offering privacy, breathtaking golf course views, and upgrades at every turn, this move-in-ready gem is the perfect blend of elegance and modern

Stella Freeman QUATTRO R E SOLUTIONS LLC

6001 Caymus Loop, 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

/55
Est $1,568,322 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 3,715 Sq Ft
11431 Buckley Wood Ln, Windermere, FL 34786

11431 Buckley Wood Ln, Windermere, FL 34786

/81
$1,995,000
- 4 Beds
- 3 Baths
- 3,150 Sq Ft
4108 Downeast Ln, Windermere, FL 34786

Now priced at $1,995,000, this expansive lakefront property presents an extraordinary value on the Butler Chain of Lakes. Whether you’re seeking a private waterfront retreat, a renovation project, or a rare opportunity to build new on Lake Down, 4108 Downeast Lane is an offering not to be missed. This rare lakefront estate is on Lake Down, part of the prestigious Butler Chain of Lakes and spans

Padgett McCormick KELLY PRICE & COMPANY LLC

4108 Downeast Ln, Windermere, FL 34786
/2
$747,000 Sold Jun 20, 2025
- 2,873 Sq Ft
- $260/SF
- 209 Days On Market
- 5 Beds
- 3 Baths
- Built 2001
2800 Tropic Ct, Winter Garden, FL 34787

Price reduction, owner says sell! Estate Sale the weekend of may 29th-31st. Welcome to your dream retreat in Winter Gardens Banana Bay! 5-bedroom 3-bathroom pool home, on over a half-acre lot. The side entry driveway shows off the elegant (5) windows dressed across the front. The Grand entry foyer, open to living areas with high ceilings making for an inviting entrance. Plenty of natural light

Barry Jamieson JAMIESON PROPERTIES, INC.

2800 Tropic Ct, Winter Garden, FL 34787

/8
Not Listed For Sale
0 Isleworth Gardens Dr, Windermere, FL 34786

0 Isleworth Gardens Dr, Windermere, FL 34786

/42
$1,699,000
- 5 Beds
- 4.5 Baths
- 4,347 Sq Ft
6220 Cartmel Ln, Windermere, FL 34786

Exquisite renovated home in the 24-hour guard gated community of Reserve at Lake Butler Sound. This beautiful Windermere home has been remodeled from the imported porcelain tile and hand scraped hard wood flooring, to the fully renovated kitchen, A/C with UV purification, and energy efficient double pane windows. Exterior upgrades include a shallow well for irrigation and resurfaced pool. The

Teresa Stewart SOUTHERN REALTY GROUP LLC

6220 Cartmel Ln, 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

/28
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,460 Sq Ft
8265 Maritime Flag St Unit 22B-6, Windermere, FL 34786

8265 Maritime Flag St Unit 22B-6, Windermere, FL 34786

/49
$1,999,000
- 4 Beds
- 5 Baths
- 4,802 Sq Ft
6130 Blakeford Dr, Windermere, FL 34786

If you are searching for the perfect golf front home, inside the country club community of Keene’s Pointe, then look no further. This immaculate custom home is laid out in the extremely desirable floor-plan of 4 bedrooms, 5 full bathrooms, office (or 5th bedroom), home theater, and two bonus rooms. On the first floor, you have three bedrooms, office (or fourth bedroom if needed), three full

Shane Croft COLDWELL BANKER RESIDENTIAL RE

6130 Blakeford Dr, Windermere, FL 34786
/2
$5,000,000 Sold Jun 17, 2025
- 8,178 Sq Ft
- $611/SF
- 173 Days On Market
- 6 Beds
- 7 Baths
- Built 2001
5121 Latrobe Dr, Windermere, FL 34786

Introducing a remarkable 6-bedroom residence, featuring 5 full and 2 half bathrooms, situated on hole 5 of the celebrated Isleworth Golf & Country Club . This expansive home encompasses 8,178 square feet of refined living space. Upon arrival, a grand governor's driveway sets the tone for this beautifully renovated property, characterized by a warm modern-mountain aesthetic.Inside, elegance

Carey Sheffield ISLEWORTH REALTY LLC

5121 Latrobe Dr, Windermere, FL 34786

/49
Est $1,033,764 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,804 Sq Ft
6379 Swanson St, Windermere, FL 34786

6379 Swanson St, Windermere, FL 34786

/70
$1,750,000 Pending
- 6 Beds
- 4.5 Baths
- 5,284 Sq Ft
5137 Tildens Grove Blvd, Windermere, FL 34786

Under contract-accepting backup offers. Discover refined luxury in the guard-gated Tildens Grove community. This custom-built, traditional-style residence spans approximately 5,300 sqft across a prime .64 acre lot backing to a serene conservation pond. Boasting 6 bedrooms and 41⁄2 baths, the home offers exceptional craftsmanship and thoughtful updates throughout. The gourmet kitchen is a chef’s

Laura Senzamici ENGEL & VOLKERS ORLANDO DR PHILLIPS

5137 Tildens Grove Blvd, Windermere, FL 34786
/2
$1,470,000 Sold Jun 16, 2025
- 5,188 Sq Ft
- $283/SF
- 2 Days On Market
- 5 Beds
- 5 Baths
- Built 2004
5530 Oxford Moor Blvd, Windermere, FL 34786

Welcome to an extraordinary opportunity to own a truly exquisite custom-built home in one of Windermere’s elite gated communities. This exceptional residence exudes elegance and sophistication from the moment you arrive. A manicured lawn, dramatic four-tiered fountain, and an expansive paver driveway set the stage, leading to a rare 4-car garage. Enter through majestic 8-foot leaded glass double

Marcy Walsh REAL BROKER, LLC

5530 Oxford Moor Blvd, Windermere, FL 34786

/43
Est $787,448 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,178 Sq Ft
6373 Swanson St, Windermere, FL 34786

6373 Swanson St, Windermere, FL 34786

/62
$1,499,000 Pending
- 4 Beds
- 3.5 Baths
- 3,319 Sq Ft
8430 Woburn Ct, Windermere, FL 34786

Under contract-accepting backup offers. Waterfront Luxury in Keene’s Pointe – Fully Renovated & Priced to MoveWelcome to resort-style living in one of Windermere’s most exclusive 24/7 guard-gated communities. Set on a quiet cul-de-sac with peaceful lake views, this bold, fully renovated masterpiece in Keene’s Pointe blends timeless elegance with modern design—and it’s move-in

Mauricio Penha VOLKE REAL ESTATE LLC

8430 Woburn Ct, Windermere, FL 34786

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