The Oaks Preserve

The Oaks Preserve is a waterfront community of single family homes, condos, and townhomes in Osprey, Florida, with a range of options priced between $399,900 and $1,570,000. There are currently a total of 22 homes for sale in The Oaks Preserve. The smallest Oaks Preserve home presently available is a two bedroom two bathroom residence that is 2,052 square feet (1,890SF Under Air living space), and the largest of the The Oaks Preserve homes currently on the market has three beds and three baths and is a 4,484 square foot (3,112SF Under Air) residence.

Property management fees in Sarasota County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in The Oaks Preserve range from $1,055 to $2,750 and range from $1,020 to $1,100 for a The Oaks Preserve condos and $1,125 for a townhome. This fee includes common area maintenance, grounds maintenance, building maintenance, maintaining the community roads, the community pool, and security. Also included is a 24-hour guard, real estate taxes for common areas, property insurance, gas, water, trash removal, sewer, pest control, Cable TV & internet, and recreation facilities. Please check the individual listing pages for the exact homeowners association fees for a particular The Oaks Preserve home.

The Oaks Preserve amenities include a clubhouse, swimming pool, spa / hot tub, a state-of-the-art fitness center, and a community airstrip. Sports facilities include a championship golf course, tennis courts, pickleball courts, racquetball, and basketball court. There is also a community park, a playground, a dog park, as well as walking or jogging trails.

The Oaks Preserve HOA rules do allow homeowners to have pets although there are certain breed restrictions. There is a limit of how many pets you may have, and there is a restriction on pet size. Dogs and cats are allowed.

There are two commercial airports that serve The Oaks Preserve - Sarasota Bradenton International (SRQ), which is thirteen miles away, and Punta Gorda (PGD), which is 37 miles away.

The Oaks Preserve real estate activity on the Osprey MLS during the past year (as of October 2025) reflects thirteen homes changing hands, with an average asking price of $969,985 and an average selling price of $895,845. This represents a healthy list-to-sell price ratio of 92% and $305 per square foot. During this period, The Oaks Preserve homes for sale have taken an average of a long 218 or more days to sell.

In addition, there are numerous other communities in Osprey to choose from, or you may browse all available Osprey Real Estate, including some new construction opportunities. Homes for sale in The Oaks Preserve are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in The Oaks Preserve hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Florida real estate needs.

The Oaks Preserve Homes For Sale

Reduced

$1,570,000

$1,595,000

MLS#MFRA4617671

360 N Point Rd
Osprey, FL 34229

3

4

2

3,523 SqFt

0.64 Acres

434 Days

New Construction

Reduced

$1,549,000

$1,750,000

MLS#MFRA4584850

401 N Point Rd #901
Osprey, FL 34229

3

3

2

2,837 Sq Ft

702 Days

$1,499,500

MLS#MFRA4659278

385 N Point Rd #701
Osprey, FL 34229

3

3

2

2,837 Sq Ft

73 Days

$1,395,000

MLS#MFRA4642397

3603 N Point Rd #702
Osprey, FL 34229

3

3

2

2,904 Sq Ft

Water Front

215 Days

$1,385,000

MLS#MFRA4663920

156 Bishopscourt Rd
Osprey, FL 34229

3

4

2

4,484 SqFt

Pool

0.45 Acres

22 Days

$1,375,000

MLS#MFRN6140319

17 Bayhead Ln
Osprey, FL 34229

3

2

2

3,060 SqFt

0.38 Acres

30 Days

$1,350,000

MLS#MFRA4647780

3621 North Point Rd #603
Osprey, FL 34229

3

3

2,968 Sq Ft

177 Days

$1,300,000

MLS#MFRA4638035

393 N Point Rd #604
Osprey, FL 34229

3

3

3,106 Sq Ft

Water Front

2.413 Acres

241 Days

Reduced

$1,150,000

$1,275,000

MLS#MFRA4653470

401 N Point Rd #504
Osprey, FL 34229

3

3

2

3,106 Sq Ft

2.41 Acres

127 Days

$995,000

MLS#MFRA4662015

105 Turquoise Ln
Osprey, FL 34229

3

2

3

3,465 SqFt

Pool

0.27 Acres

47 Days

$965,000

MLS#MFRA4645829

13 Bayhead Ln
Osprey, FL 34229

2

2

2

3,093 SqFt

Pool

0.26 Acres

181 Days

$925,000

MLS#MFRA4664085

21 Bayhead Ln
Osprey, FL 34229

3

2

2

3,119 SqFt

Pool

0.24 Acres

16 Days

22 Active Listings in The Oaks Preserve