Dragonfly Key, Sarasota County, FL, USA
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Dragonfly Key, Sarasota County, FL, USA
Florida, United States
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Homes for sale near Dragonfly Key, Sarasota County, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
75 OSPREY POINT DRIVE
**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters… situated on TWO LOTS totaling over 3/4 acres, the Main House on Lot #1 features 3 Beds / 3 Baths while the separate Guest House on adjacent Lot #2 boasts 1 Bed / 1 Bath, kitchenette, lau
Living Area:
4001 Sqft.
|
4
Beds,
4
Baths
|
$1,975,000 |
8800 MIDNIGHT PASS ROAD
With gulf views, and walkable private beach access, this New Construction Modern Beach House on Siesta Key by Pham Development mixes a sought-after location with modern luxury. Experience the best of coastal living in this brand-new 4 bed, 4.5 bath home with walking access to Turtle Beach. With 3,67
Living Area:
3676 Sqft.
|
4
Beds,
5
Baths
|
$3,990,000 |
49 OSPREY POINT DRIVE
Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedro
Living Area:
3953 Sqft.
|
4
Beds,
4
Baths
|
$2,595,000 |
137 OSPREY POINT DRIVE
Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The façade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully arched windows and classic dormers enhance the w
Living Area:
3303 Sqft.
|
4
Beds,
3
Baths
|
$1,425,000 |
85 SUGAR MILL DRIVE
**STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Little Sarasota Bay waters features 3 BEDS plus DEN/OFFICE, 3 FULL BATHS and incredible detail throughout including beautiful crown moldings, volume ceilings, hardwood floors, wainsco
Living Area:
4191 Sqft.
|
3
Beds,
3
Baths
|
$2,150,000 |
370 SUGAR MILL DRIVE
**Meticulously maintained, architectural perfection, this bright, spectacular estate featuring incredibly spacious first floor living space, with 5-Beds, 6.5 Baths, private second floor family, au pair and/or guest quarters, new pool, ideal Flood Zone X location, important updates, property wide lan
Living Area:
4783 Sqft.
|
5
Beds,
6
Baths
|
$2,650,000 |
101 OSPREY POINT DRIVE
A grand estate where timeless design meets lakefront tranquility, 101 Osprey Point Drive offers refined living within the private gates of The Oaks Bayside. Designed by architect Bo MacEwen, this one-of-a-kind home spans more than 5,000 square feet, all cleverly positioned on nearly an acre with 150
Living Area:
5087 Sqft.
|
4
Beds,
6
Baths
|
$5,000,000 |
21 BAYHEAD LANE
Looking for a home you can fall in love with? The search is over! Once you see this thoughtfully updated, impeccably maintained 3 bedroom, 2 bath home in The Oaks Preserve you will know you have found your home-sweet-home. From the moment you pull up to the pavered driveway, the care taken to main
Living Area:
2216 Sqft.
|
3
Beds,
2
Baths
|
$925,000 |
156 BISHOPSCOURT ROAD
This stunning three bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. This charming Cape Cod sets the stage for comfortable, gracious living, enjoying private preserve views. A Sonos sound system plays throughout this gorgeous home! Sit
Living Area:
3112 Sqft.
|
3
Beds,
4
Baths
|
$1,385,000 |
1899 VAMO WAY
Beautifully crafted and maintained, this remarkable Sarasota custom-built home is one you’d be proud to call your own! FULLY FURNISHED by MM Modern Miami, there’s nothing left to do but move in and savor the lifestyle that awaits within this refurbished modern haven. Through the glass-inlaid dou
Living Area:
2718 Sqft.
|
3
Beds,
4
Baths
|
$1,735,000 |
133 OSPREY POINT DRIVE
One or more photo(s) has been virtually staged. Custom Home located in the exclusive gated community of The Oaks Bayside with a private pool and spa. Just across the street from Sarasota Bay. Recent improvements include updated bathrooms and a newer kitchen (with Thermador appliances) and all freshl
Living Area:
3679 Sqft.
|
4
Beds,
3
Baths
|
$1,500,000 |
17 BAYHEAD LANE
Welcome to an exquisitely revitalized estate set amidst a stunning landscape that is sure to impress. Located “West of Trail” in The Oaks Preserve, you will experience an unparalleled country club lifestyle on Florida’s Gulf Coast. As you step through the grand front entry, you are welcomed
Living Area:
2850 Sqft.
|
3
Beds,
2
Baths
|
$1,300,000 |
8915 VAMO ROAD
Discover a rare opportunity in the historic Vamo community, one of Sarasota's hidden gems known for its Old Florida
charm, quiet tree-lined streets, and direct access to the waters of Little Sarasota, Midnight Pass, and Siesta Key.
Situated on an expansive 25,054 sq.lot (over half an acre!), this
Living Area:
870 Sqft.
|
1
Bed,
1
Bath
|
$699,000 |
105 TURQUOISE LANE
Welcome to Emerald Woods, a desired cul-de-sac within The Oaks Preserve, and this private Lee
Wetherington custom home that will check all the boxes, and more. Situated on one of the
largest lots and surrounded by preserve for privacy, you’ll find essence and elegance as the
color palette inter
Living Area:
2606 Sqft.
|
3
Beds,
2
Baths
|
$995,000 |
4098 WESTBOURNE CIRCLE
Welcome to this beautifully updated 3BR,2BA home with a 2-car garage, nestled beneath a canopy of shady trees and lush greenery, within the gated, non-golf section of the highly desirable Stoneybrook at Palmer Ranch. From the moment you arrive, the curb appeal and tranquil setting set the tone for t
Living Area:
1442 Sqft.
|
3
Beds,
2
Baths
|
$445,000 |
140 SUGAR MILL DRIVE
**BRILLIANTY DESIGNED, FULLY RENOVATED, STUNNING and SERENE RESIDENCE with Lush Garden Landscape** is located behind the Secure Gates of The Oaks Bayside, Country Club neighborhood. Featuring 4 BEDROOMS (2 En Suite) and 4 FULL BATHS, this Open Floorplan with Soaring Ceilings, Custom Built-Ins, Crown
Living Area:
3286 Sqft.
|
4
Beds,
4
Baths
|
$1,970,000 |
8963 FISHERMENS BAY DRIVE
Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shi
Living Area:
3300 Sqft.
|
4
Beds,
4
Baths
|
$1,760,000 |
1192 HORIZON VIEW DRIVE
Exclusive Gulf Coast Luxury Beachfront Estate with Private Gulf Access and Endless Ocean Views
Welcome to one of the Gulf Coast’s most private and luxurious beachfront estates—an extraordinary opportunity to
own a rare stretch of direct Gulf frontage in Florida. Tucked away at the end of a qui
Living Area:
8358 Sqft.
|
6
Beds,
8
Baths
|
$13,900,000 |
901 REFLECTION WAY
LOCATION! LOCATION! Tucked away on a quiet cul-de-sac and resting on a corner lot, this METICULOUSLY MAINTAINED, Custom-built, JOHN CANNON home in exclusive North Creek Estates offers the perfect blend of privacy, luxury, and convenience. With a NEW ROOF (2020), low HOA fees, and 2,443 sq. ft. of t
Living Area:
2443 Sqft.
|
3
Beds,
2
Baths
|
$795,000 |
340 OSPREY POINT DR
Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and priva
Living Area:
6001 Sqft.
|
5
Beds,
7
Baths
|
$2,395,000 |
13 BAYHEAD LANE
**IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for entertaining, along with a screened and spacious outdoor pool area that provides privacy and overlooks a nature preserve. Recent upd
Living Area:
2310 Sqft.
|
2
Beds,
2
Baths
|
$965,000 |
1216 N CASEY KEY ROAD
This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. The property spans from a sandy walking beach on the Gulf to a rare covered boat dock on Blackburn Bay. Designed by renowned architect Clifford A. Sch
Living Area:
8050 Sqft.
|
5
Beds,
8
Baths
|
$11,750,000 |
293 TURQUOISE LANE
**STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings,
Living Area:
2271 Sqft.
|
3
Beds,
2
Baths
|
$910,000 |
360 N POINT ROAD
**DON’T WAIT TO BUILD!** EXQUISITE, NEWLY-CONSTRUCTED and NEVER LIVED-IN, SPANISH MISSION STYLE home behind the Secure Gates of the COVETED, OAKS PRESERVE Country Club Neighborhood on Sarasota Bay waters offers superb attention to detail. This Custom-Built residence boasts 3 EN SUITE BEDROOMS + 3
Living Area:
2913 Sqft.
|
3
Beds,
4
Baths
|
$1,570,000 |
Points of Interest near Dragonfly Key
Additional information
- Operator : Sarasota County
