0.5 mi
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| Address | Bed / Bath | Listing Price |
|---|---|---|
4866 KEENELAND CIRCLE
Welcome to Kensington Park, a gated, luxurious community with approximately 138 households, nestled in the distinguished Dr. Phillips area on the west side of Orlando. Dr. Phillips is known for its upscale neighborhoods, cultural venues, community amenities, and proximity to world-renowned theme par
Living Area:
3585 Sqft.
|
4
Beds,
4
Baths
|
$1,225,000 |
5417 OSPREY ISLE
Dr. Phillips Isle of Osprey. Custom lakefront home with beautiful panoramic views of Lake Blanche. The moment you enter, you are welcomed by the 2-story view of the rock accent pool with waterfall and sparkling lake! This home features 6 ensuite bedrooms (primary and two on the first floor and 3 o
Living Area:
8267 Sqft.
|
6
Beds,
9
Baths
|
$4,899,000 |
8719 SUMMERVILLE PLACE
An extraordinary opportunity to live and enjoy in the established Torey Pines community in Dr. Phillips / Bay Hill area. Beautiful 4 Bedroom/ 3.5 Bath Executive Custom home! This magnificent home was built in 1994 by Akers Custom Homes with 3808 square feet of living area. The beautiful remodeled k
Living Area:
3808 Sqft.
|
4
Beds,
4
Baths
|
$1,210,000 |
299 W 4TH AVENUE
This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, r
Living Area:
2410 Sqft.
|
4
Beds,
3
Baths
|
$895,000 |
9508 Windy Ridge Road
Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of
Living Area:
20865 Sqft.
|
6
Beds,
14
Baths
|
$22,995,000 |
8632 SPINDLETOP DRIVE
Your Dream Home Awaits in Dr. Phillips!
Stunning 6-Bedroom Corner-Lot Home — Minutes from Disney, Universal & Restaurant Row!
Step into luxury living in one of Orlando’s most sought-after neighborhoods. This 6-bedroom, 4-bathroom masterpiece offers the perfect blend of elegance, comfort, and c
Living Area:
3645 Sqft.
|
6
Beds,
4
Baths
|
$1,025,000 |
4226 DOWNEAST LANE
Exceptional DEVELOPMENT OPPORTUNITY,R-CE zoning may allow for 2 Lakefront Luxury Home Sites + Additional Lots on these two parcels. Discover over 9 acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, part of the coveted BUTLER CHAIN of Lakes. This is a rare chance to create a
Living Area:
5316 Sqft.
|
5
Beds,
3
Baths
|
$14,800,000 |
2828 INGEBORG COURT
Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from beautiful Lake Down. Sitting on over an acre of fenced land, this property is one of the most unique opportunities in the area. From the moment you arrive, the curb appeal stands out
Living Area:
3190 Sqft.
|
5
Beds,
5
Baths
|
$1,275,000 |
4711 JOANNA GARDEN CT
Nestled within the exclusive Gardens of Isleworth enclave within Isleworth Golf & Country Club, this exquisite residence exemplifies refined Florida living. Crafted by Pellegrini Homes with professionally designed interiors, the single-story home seamlessly blends architectural sophistication with i
Living Area:
4089 Sqft.
|
3
Beds,
4
Baths
|
$3,250,000 |
1003 DOWN RESERVE COURT
Welcome to a rare modern estate inside an intimate gated enclave, offering 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom-built masterpiece was designed for those who value privacy, prestige and perfection. Go inside to d
Living Area:
6816 Sqft.
|
6
Beds,
8
Baths
|
$5,499,999 |
4301 DOWN POINT LANE
One or more photo(s) has been virtually staged. EXPERIENCE LUXURY LAKEFRONT LIVING in this one-of-a-kind MEDITERRANEAN-STYLE WATERFRONT HOME with a CUSTOM HEATED POOL—and HOA FREE! Nestled on 3.5 ACRES IN the heart of Windermere, this exceptional residence blends elegance, privacy, and functionali
Living Area:
6834 Sqft.
|
5
Beds,
4
Baths
|
$3,350,000 |
4973 KEENELAND CIRCLE
One or more photo(s) has been virtually staged. One of the best indicators of a truly special neighborhood is how rarely homes come on the market—and Kensington Park is a perfect example. This is your opportunity! Welcome to this beautifully designed custom-built Reiche-Silliman pool home. Nestle
Living Area:
3563 Sqft.
|
4
Beds,
4
Baths
|
$975,000 |
5243 ISLEWORTH COUNTRY CLUB DRIVE
Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and modern grand style. With no neighbors on three sides, this stunning home offers a unique combination of p
Living Area:
6424 Sqft.
|
4
Beds,
6
Baths
|
$5,325,000 |
436 E 7TH AVENUE
Luxury new construction lakefront home in Windermere, newly completed. Situated on Lake Bessie, this modern custom residence delivers architectural elegance, premium finishes, and a prime location just steps from the Town Center. The home offers 3,136 sq ft of air-conditioned space, featuring 4 en-s
Living Area:
3136 Sqft.
|
4
Beds,
5
Baths
|
$2,425,000 |
9310 ISLEWORTH GARDENS DRIVE
Experience the art of fine living in this exquisite one-story Modern Mediterranean garden villa, offered fully furnished with a curated designer furniture package. Every detail has been thoughtfully crafted, blending timeless architecture with refined finishes and effortless comfort.
Inside, traver
Living Area:
4333 Sqft.
|
3
Beds,
5
Baths
|
$3,700,000 |
4719 KENSINGTON PARK BOULEVARD
Elegant five-bedroom four-bath pool home in gated Kensington Park, Dr. Phillips. Discover timeless sophistication in this beautifully updated residence spanning nearly 3,500 square feet in the highly sought-after, gated Kensington Park community of Dr. Phillips, Orlando. From the moment you step ins
Living Area:
3450 Sqft.
|
5
Beds,
4
Baths
|
$1,125,000 |
5110 PINE TOP PLACE
One or more photo(s) has been virtually staged. On a peaceful cul-de-sac in the beautiful community of Torey Pines, this five-bedroom, four-bath pool home offers endless possibilities across over 3,200 sq ft—all just minutes from Arnold Palmer's Bay Hill Golf Course, Universal Orlando, Restaurant
Living Area:
3248 Sqft.
|
5
Beds,
4
Baths
|
$908,000 |
2 CHASE ROAD
Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Co
Living Area:
3889 Sqft.
|
4
Beds,
5
Baths
|
$3,200,000 |
101 LEE STREET
A new long elegantly paved driveway leads up to this beautifully updated 5-bedroom, 4,200 sq. ft. home in the charming Town of Windermere. With lush views of established landscaping & surrounding trees, this home combines comfort, style, and plenty of space for family and friends. The bright, open k
Living Area:
4186 Sqft.
|
5
Beds,
4
Baths
|
$1,550,000 |
9648 MCCORMICK PLACE
Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Bea
Living Area:
4751 Sqft.
|
3
Beds,
4
Baths
|
$3,800,000 |
4848 KEENELAND CIRCLE
Experience luxury and thoughtful design in this extensively renovated and fabulous 5-bedroom, 4-bath custom Reiche Silliman home, nestled in the prestigious gated community of Kensington Park in the heart of Dr. Phillips. Classic curb appeal features a tile roof, manicured landscaping, and elegant p
Living Area:
3343 Sqft.
|
5
Beds,
4
Baths
|
$1,199,000 |
4812 ALEXANDRA GARDEN COURT
Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picture
Living Area:
4262 Sqft.
|
3
Beds,
5
Baths
|
$3,699,000 |
5311 BAY SIDE DRIVE
Motivated Sellers looking for a buyer for this luxury home is in the established community of North Bay, positioned within Arnold Palmer’s esteemed Bay Hill Golf Club nested in the heart of Dr Phillips. The moment you enter your new home you are welcomed by a large open concept floor plan overlook
Living Area:
3207 Sqft.
|
5
Beds,
4
Baths
|
$920,000 |
311 E 8TH AVENUE
Luxury Lakefront Living in Downtown Windermere | Fresh Opportunity on Lake Bessie.
Welcome to your private slice of lakefront paradise on Lake Bessie, where luxury living meets laid-back charm in the heart of Downtown Windermere. Imagine waking up to shimmering water views, paddle-boarding before b
Living Area:
3805 Sqft.
|
5
Beds,
4
Baths
|
$1,660,000 |
9621 WINDY RIDGE ROAD
Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land that can never be developed, this estate offers the serenity of untouched nature with the ultimate in
Living Area:
20445 Sqft.
|
9
Beds,
16
Baths
|
$13,700,000 |
9731 CHESTNUT RIDGE DRIVE
Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers a
Living Area:
4877 Sqft.
|
4
Beds,
4
Baths
|
$3,400,000 |
5036 LATROBE DRIVE
Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and crea
Living Area:
5548 Sqft.
|
5
Beds,
5
Baths
|
$4,900,000 |
9107 DOLLANGER COURT
This gorgeous pool home in Bay Hill is waiting to be your new forever home! Complete with 4 bedrooms and 2.5 bathrooms on a cul-de-sac, this home features a sparkling private pool, screened-in lanai, and fresh updates including brand-new carpet and new paint upstairs. With 2,872 sq. ft. of thoughtfu
Living Area:
2872 Sqft.
|
4
Beds,
3
Baths
|
$785,000 |
7135 HORIZON CIRCLE
TODAY IS THE DAY! This beauty is back on the market due to no fault of the property and currently reduced $96,000! Nestled in the TRUE TOWN of WINDERMERE is this Absolutely stunning, meticulously maintained pool home with TALL CEILINGS and lots of land surrounding on both sides! This HIDDEN GEM has
Living Area:
3359 Sqft.
|
4
Beds,
4
Baths
|
$1,449,000 |
109 E 12TH AVENUE
Modern upgrades meet timeless Windermere charm in this fully reimagined four-bedroom, three-and-a-half-bath home, just steps from Lake Bessie. Set on a beautifully manicured corner lot with no HOA, this thoughtfully updated property blends luxury, comfort, and functionality in one of Central Florida
Living Area:
2791 Sqft.
|
4
Beds,
4
Baths
|
$1,244,000 |
9070 RON DEN LANE
VERY ATTRACTIVE TERMS SELLER FINANCING NOW AVAILABLE FOR THIS REMARKABLE BUTLER CHAIN OF LAKES HOME, CONTACT AGENT FOR MORE INFO!!!
Discover the perfect blend of luxury, comfort, and outdoor living on the highly sought-after Lake Down of the Windermere Chain of Lakes. This beautifully updated 4-b
Living Area:
2384 Sqft.
|
4
Beds,
3
Baths
|
$1,890,000 |
5410 BAY SIDE DRIVE
Welcome to 5410 Bay Side Dr — a fully renovated showpiece by Davila Homes that offers the perfect blend of modern design, comfort, and resort-style outdoor living. One of the most beautiful sunsets you will ever see. With over $1M in renovations, this stunning Lake Front home feels like brand new,
Living Area:
3479 Sqft.
|
4
Beds,
4
Baths
|
$3,150,000 |
4819 ALEXANDRA GARDEN COURT
Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living an
Living Area:
3745 Sqft.
|
4
Beds,
5
Baths
|
$3,200,000 |
5074 ISLEWORTH COUNTRY CLUB DRIVE
Experience luxury living at its finest in the high end gated community of Isleworth. Nestled on the 6th fairway of Isleworth’s world-renowned golf course, this beautifully redesigned estate offers over 6,900 square feet of exquisite living space, featuring 5 bedrooms and 6.5 bathrooms. Completely
Living Area:
6937 Sqft.
|
5
Beds,
7
Baths
|
$7,995,000 |
5199 LATROBE DRIVE
One or more photo(s) has been virtually staged. Nestled in the exclusive and coveted gated community of Isleworth, this fully remodeled, turn-key golf estate is positioned along Isleworth’s famed championship golf course. This remarkable golf-front property reveals a stylish and modern retreat you
Living Area:
4665 Sqft.
|
5
Beds,
7
Baths
|
$5,494,000 |
111 MAIN STREET
Prime Windermere Location! Fully Renovated and Move-In Ready!
Don’t miss this beautifully updated 3-bedroom, 2-bath home nestled in the heart of Windermere. Situated on an oversized, fully fenced lot, this property offers spacious living with two cozy fireplaces and generously sized rooms—perfe
Living Area:
2272 Sqft.
|
3
Beds,
2
Baths
|
$949,000 |
3241 DOWNS COVE ROAD
Charming Multi-Level Home in Sought-After Windermere
Welcome to 3241 Downs Cove Road, a beautifully designed 3-bedroom, 2-bathroom multi-level home nestled in the heart of Windermere. This spacious property offers both style and versatility, perfect for families, remote professionals, or anyone s
Living Area:
2095 Sqft.
|
3
Beds,
2
Baths
|
$700,000 |
225 MAGNOLIA STREET
LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWN
Unveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakes—a residence that redefines lakefront luxury in the exclusive town of Windermere. Custom-built in 2019, this Mediterranean-inspired esta
Living Area:
5935 Sqft.
|
7
Beds,
11
Baths
|
$4,899,000 |
647 RIDGEWOOD DRIVE
One or more photo(s) has been virtually staged. Back on market — buyer’s home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property. Welcome to an extraordinary lakefront retreat on the prestigious Butler Chain of Lakes in Wind
Living Area:
2681 Sqft.
|
3
Beds,
3
Baths
|
$2,150,000 |
4200 DOWN POINT LANE
Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudri
Living Area:
14435 Sqft.
|
6
Beds,
9
Baths
|
$10,900,000 |