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Historic Spanish Point, Osprey, FL, USA
Osprey, Florida, United States
Categories
Homes for sale near Historic Spanish Point, Osprey, 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 |
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 |
315 BAYSHORE DRIVE
Welcome to Bay Acres - a hidden coastal enclave West of the Trail where timeless Florida living meets everyday comfort. Situated on a generous corner lot with a circular driveway, this 3-bedroom, 3-bath single-family pool home offers a spacious and functional split floor plan designed for both priva
Living Area:
2384 Sqft.
|
3
Beds,
3
Baths
|
$659,000 |
9528 HAWKSMOOR LANE
Welcome to 9528 Hawksmoor Lane, located in the highly sought-after gated community of Stoneybrook Estates on Palmer Ranch. This spacious home features over 2,000 sq. ft. of living space, a two-car garage, and a crystal-clear pool recently resurfaced. It is loaded with curb appeal, from the pavered d
Living Area:
2007 Sqft.
|
3
Beds,
2
Baths
|
$615,000 |
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 |
903 TRANQUILITY CIRCLE
**IMPRESSIVE POOL/SPA HOME on a Desirable Corner Lot with Partial Water View** Custom-built by John Cannon and situated on an interior Cul De Sac in popular North Creek Estates, this 3-BED + Office/Den, 3 FULL BATH, 2-Car Garage residence affords wonderful privacy and features 2622sf of heated livin
Living Area:
2622 Sqft.
|
3
Beds,
3
Baths
|
$879,000 |
854 MACEWEN DRIVE
One or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living
Living Area:
9081 Sqft.
|
4
Beds,
6
Baths
|
$3,950,000 |
4223 BALMORAL WAY
Seller is offering a $20,000 dollar closing credit, can be used to reduce the price or buy down a rate with your lender. Charming and spacious updated two-story Stoneybrook home perfectly designed for both comfort and entertaining! This bright and inviting residence features large impact hurricane r
Living Area:
2803 Sqft.
|
4
Beds,
5
Baths
|
$749,000 |
32 BAY AVENUE
Located in the highly sought-after Bay Acres community, this home offers modern upgrades, spacious living, and access to one of the area’s most desirable boating and waterfront lifestyles. Recent updates include a metal roof, 2018 HVAC system with all-new ductwork, 2022 whole-house re-plumb includ
Living Area:
2148 Sqft.
|
2
Beds,
2
Baths
|
$463,000 |
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 |
38 W BAY STREET
Live like you’re on vacation in this updated Key West–style home West of the Trail. Upgrades include a new standing seam metal roof, hurricane impact windows, electric tankless water heater, wraparound "Lifeproof" composite decking, and a custom heated pool. Interior features vaulted ceilings wi
Living Area:
2124 Sqft.
|
3
Beds,
2
Baths
|
$925,000 |
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 |
9032 WILLOW BROOK DRIVE
This is a rare opportunity to own a custom-built Lee Wetherington home in the maintenance-free, gated community of Willowbrook. Ideally the west side of Palmer Ranch, this residence places you even closer to the world-renowned, sugar-white sands of Siesta Key. This pristine three-bedroom, two-bath h
Living Area:
2261 Sqft.
|
3
Beds,
2
Baths
|
$595,000 |
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 |
4146 HEARTHSTONE DRIVE
Welcome to 4146 Hearthstone Drive — a stunning and meticulously cared-for 3-bedroom, 2.5-bath pool home located in the exclusive gated community of Huntington Pointe in Palmer Ranch. This spacious residence perfectly blends comfort, style, and the relaxed Florida lifestyle.
Step inside to an airy
Living Area:
2304 Sqft.
|
3
Beds,
3
Baths
|
$635,777 |
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 |
852 MACEWEN DRIVE
**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails
Living Area:
4519 Sqft.
|
3
Beds,
4
Baths
|
$2,550,000 |
4207 BALMORAL WAY
Welcome to your new home in Stoneybrook Estates! This 3-bedroom, 2-bath offers the perfect blend of comfort, style, and functionality. Step inside to find an open and inviting layout ideal for both everyday living and entertaining.
Enjoy peaceful mornings or relaxing evenings in the new screened-
Living Area:
1961 Sqft.
|
3
Beds,
2
Baths
|
$579,000 |
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 |
352 GLENWOOD AVE
Beautifully Maintained 3-Bedroom Home with No HOA or Deed Restrictions
Welcome to this immaculate 3-bedroom, 2-bath home, newly built in 2021 and perfectly located just minutes from top-rated beaches, shopping, dining, and entertainment. This move-in-ready home offers a clean, modern design with
Living Area:
1300 Sqft.
|
3
Beds,
2
Baths
|
$444,000 |
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 |
110 PINE AVENUE
Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the
Living Area:
2058 Sqft.
|
3
Beds,
2
Baths
|
$705,000 |
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 |
236 SAINT JAMES PARK
Tucked away in a quiet cul-de-sac on a double lot beneath majestic oaks, this almost 5,000 sq ft, timeless 2-story home blends sophistication with modern comfort. Situated on the first hole of Heron Golf Course, the home features soaring 11-ft ceilings, marble floors, and crystal chandeliers. A Loui
Living Area:
6246 Sqft.
|
6
Beds,
7
Baths
|
$2,900,000 |
4146 WESTBOURNE CIRCLE
This is the One! Move-in Ready Modern Gem – Offered Turn-Key Furnished!
Step into this beautifully updated, turn-key furnished masterpiece featuring a bright and open floor plan with soaring ceilings and stylish custom accents throughout. Enjoy 24" porcelain tile flooring, abundant natural ligh
Living Area:
1670 Sqft.
|
3
Beds,
2
Baths
|
$625,000 |
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 |
227 SAINT JAMES PARK
**TURNKEY FURNISHED, ELEGANT and TRADITIONAL ESTATE by Famed Architect, Bo MacEwen, on the Single Largest 0.32 Acre Cul De Sac Lot in the Popular SAINT JAMES PARK neighborhood in The Oaks Country Club. NEW ROOF (2024), HURRICANE IMPACT WINDOWS and SLIDING DOORS, FLOOD ZONE “X500”. Overlooking t
Living Area:
2071 Sqft.
|
2
Beds,
2
Baths
|
$995,000 |
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 |
