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...

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...

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-...

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...

402 MACEWEN DRIVE
OSPREY FL $1,699,000

3 Beds /

3.5 Baths

/ 3,565 SqFt

Tucked behind the private gates of The Oaks Club side, in one of Sarasota’s most prestigious and sought-after country club enclaves, this exquis...

75 POINT DRIVE
OSPREY FL $1,695,000

4 Beds /

4 Baths

/ 4,001 SqFt

**STUNNING ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Sarasota Bay waters… situated on TWO LOTS totaling ov...

909 MACEWEN DRIVE
OSPREY FL $1,595,000

3 Beds /

3.5 Baths

/ 4,241 SqFt

**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on an Over Half Acre Lot overlooking the 12th Fairway ...

422 BLUE GARDEN LANE
OSPREY FL $1,550,000

3 Beds /

3.5 Baths

/ 3,872 SqFt

A grand traditional residence, this 3-bedroom, 3.5-bath home is tucked into lush tropical landscaping on a quiet cul-de-sac in The Oaks Bayside. Doubl...

25 SUGAR MILL DRIVE
OSPREY FL $1,550,000

3 Beds /

3.5 Baths

/ 3,066 SqFt

METICULOUSLY MAINTAINED AND THOUGHTFULLY UPDATED, THIS EXCEPTIONAL RESIDENCE IS PRIVATELY SITUATED ON A SERENE LOT WITH BEAUTIFUL GARDEN AND PRESERVE ...

360 N POINT ROAD
OSPREY FL $1,499,000

3 Beds /

3.5 Baths

/ 2,913 SqFt

**DON’T WAIT TO BUILD!** EXQUISITE, NEWLY-CONSTRUCTED and NEVER LIVED-IN, SPANISH MISSION STYLE home behind the Secure Gates of the COVETED, OA...

156 BISHOPS COURT ROAD
OSPREY FL $1,289,000

3 Beds /

3.5 Baths

/ 3,112 SqFt

One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless residence is privately positioned on ...

61 BAYHEAD LANE
OSPREY FL $1,185,000

3 Beds /

3 Baths

/ 3,180 SqFt

Thoughtfully Built MAINTENANCE-FREE Court Yard Life Style Home in Bishops Court in the Oaks Preserve Neighborhood. This Rare Unique Home Design Featur...

293 TURQUOISE LANE
OSPREY FL $910,000

3 Beds /

2 Baths

/ 2,271 SqFt

**STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offer...

13 BAYHEAD LANE
OSPREY FL $799,000

2 Beds /

2 Baths

/ 2,310 SqFt

**IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan ...

410 BLUE GARDEN LANE
OSPREY FL $699,000

Beds /

Baths

/ SqFt

Exceptional opportunity to build your dream estate in The Oaks, one of South Sarasota’s most prestigious gated golf and country club communities...

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Property listings in Oaks subdivision of Osprey FL