1216 N CASEY KEY ROAD
OSPREY FL $10,750,000

5 Beds /

7 Baths

/ 8,050 SqFt

This classically designed estate is privately positioned on north end of Casey Key, considered among the most treasured addresses in Sarasota County. ...

121 N CASEY KEY ROAD
OSPREY FL $6,475,000

5 Beds /

5.5 Baths

/ 4,096 SqFt

Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smo...

313 LOOKOUT POINT DRIVE
OSPREY FL $5,999,999

4 Beds /

4.5 Baths

/ 5,337 SqFt

Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly ...

324 BAYSHORE DRIVE
OSPREY FL $3,995,000

4 Beds /

4.5 Baths

/ 4,389 SqFt

Big bay views surround you from this exquisitely updated waterfront estate. Welcome to 324 Bayshore Drive, a property of nearly half an acre set on a ...

1042 N CASEY KEY ROAD
OSPREY FL $3,750,000

4 Beds /

4.5 Baths

/ 4,781 SqFt

One or more photo(s) has been virtually staged. Exceptional Waterfront Estate on North Casey Key. Set along the coveted shores of North Casey Key, thi...

854 MACEWEN DRIVE
OSPREY FL $3,690,000

4 Beds /

5 Baths

/ 9,081 SqFt

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 F...

135 TINA ISLAND DRIVE
OSPREY FL $3,295,000

3 Beds /

4.5 Baths

/ 2,572 SqFt

**EXCEPTIONAL WATERFRONT RESIDENCE with 210 ft CANAL FRONTAGE** in desirable Sorrento Shores, offering Deep Water access with No Bridges to the Bay/Gu...

662 FERNWALK LANE
OSPREY FL $2,850,000

4 Beds /

4 Baths

/ 4,359 SqFt

**EXCEPTIONAL, FULLY RENOVATED, COUNTRY CLUB ESTATE HOME OFFERING TRANQUIL LAKE AND GARDEN VIEWS** ideally positioned on a serene interior cul-de-sac ...

236 SAINT JAMES PARK
OSPREY FL $2,700,000

6 Beds /

6.5 Baths

/ 6,246 SqFt

Multigenerational living behind the gates of The Oaks Golf &' Country Club. Set on a rare double lot at the end of a quiet cul-de-sac, this exc...

449 WEBBS COVE
OSPREY FL $2,650,000

4 Beds /

3.5 Baths

/ 5,287 SqFt

A custom-built Baron estate of timeless elegance, overlooking a tranquil lake from a quiet cul-de-sac within one of the region’s most coveted gu...

49 POINT DRIVE
OSPREY FL $2,399,000

4 Beds /

3.5 Baths

/ 3,953 SqFt

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating...

852 MACEWEN DRIVE
OSPREY FL $2,395,000

3 Beds /

3.5 Baths

/ 4,519 SqFt

**CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lo...

433 E MACEWEN DRIVE
OSPREY FL $2,250,000

4 Beds /

3.5 Baths

/ 4,012 SqFt

An exceptionally well maintained 4,012sf residence with 4 bedrooms 3 full and a half baths situated on the interior Heron golf course on a 0.61 acre l...

180 LOOKOUT POINT DRIVE
OSPREY FL $2,249,900

5 Beds /

3.5 Baths

/ 3,236 SqFt

One or more photo(s) has been virtually staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht &' Racquet Club with deep...

362 MACEWEN DRIVE
OSPREY FL $2,249,000

4 Beds /

3.5 Baths

/ 4,117 SqFt

Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living...

642 TRENTON WAY
OSPREY FL $2,150,000

4 Beds /

4.5 Baths

/ 3,939 SqFt

Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful l...

448 E MACEWEN DRIVE
OSPREY FL $2,100,000

4 Beds /

3.5 Baths

/ 3,768 SqFt

**IMPRESSIVE GOLF COURSE ESTATE IN THE HIGHLY SOUGHT-AFTER OAKS COUNTRY CLUB** Situated on an oversized 0.59-acre lot, this exceptional, meticulously-...

312 YACHT HARBOR DRIVE
OSPREY FL $1,995,000

3 Beds /

4 Baths

/ 2,572 SqFt

One or more photo(s) has been virtually staged. Directly across the street from one of the most exceptional community-owned marinas on Florida’s...

538 DOVE POINTE DRIVE
OSPREY FL $1,950,000

4 Beds /

5.5 Baths

/ 4,346 SqFt

**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secur...

97 SUGAR MILL DRIVE
OSPREY FL $1,950,000

5 Beds /

5.5 Baths

/ 4,885 SqFt

Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious g...

401 WALLS WAY
OSPREY FL $1,800,000

4 Beds /

3.5 Baths

/ 4,387 SqFt

Perfectly positioned on the 9th hole tee box within the Oaks community, this meticulously appointed estate offers a rare opportunity for a premier Sar...

18 N CASEY KEY ROAD
OSPREY FL $1,750,000

3 Beds /

2 Baths

/ 1,977 SqFt

Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with ...