49 OSPREY POINT DRIVE Osprey, FL $ 2,595,000
49 OSPREY POINT DRIVE
$ 2,595,000
Share Save

49 OSPREY POINT DRIVE

Osprey, FL, 34229
$ 2,595,000
Bedrooms4 Baths3.1 Sq 3,953

Monthly Estimate*

$ 16,189

49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 1
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 2
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 3
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 4
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 5
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 6
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 7
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 8
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 9
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 10
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 11
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 12
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 13
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 14
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 15
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 16
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 17
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 18
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 19
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 20
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 21
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 22
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 23
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 24
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 25
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 26
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 27
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 28
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 29
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 30
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 31
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 32
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 33
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 34
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 35
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 36
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 37
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 38
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 39
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 40
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 41
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 42
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 43
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 44
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 45
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 46
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 47
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 48
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 49
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 50
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 51
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 52
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 53
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 54
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 55
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 56
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 57
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 58
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 59
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 60
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 61
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 62
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 63
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 64
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 65
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 66
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 67
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 68
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 69
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 70
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 71
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 72
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 73
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 74
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 75
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 76
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 77
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 78
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 79
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 80
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 81
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 82
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 83
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 84
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 85
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 86
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 87
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 88
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 89
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 90
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 91
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 92
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 93
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 94
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 95
49 OSPREY POINT DRIVE, Osprey, FL 34229 - Image 96

Single Family Home for sale in Osprey, FL

for $2,595,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,953 square foot home was built in 1989 on a lot size of 0.4.

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 bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

See more

Single Family Active

Price

$ 2,595,000

Bedrooms

4

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 14,206

Style

Contemporary,Custom

Lot Size

0.4

Year Built

1989

Town/City

Osprey

County/Region

Sarasota

MLS | Web ID

A4671762

Features
Interior
Interior Amenities built-in features ceiling fan(s) central vacuum eating space in kitchen high ceilings primary bedroom main floor split bedroom stone counters thermostat vaulted ceiling(s) walk-in closet(s)
Flooring concrete
Fireplace Features family room living room
Total Stories 1
Air Conditioning Y/N yes
Heating Y/N yes
Fireplace Y/N yes
Half Baths 1
Laundry Features inside laundry room
Total Bedrooms 4
Total Baths 4
See more
General
Sewer public sewer
Heating central zoned
Cooling central air zoned
Utilities cable connected electricity connected public water connected
Roof tile
Appliances dishwasher range range hood refrigerator
Zoning rsf1
HOA Fee 5700
Garage Spaces 2
Patio/Porch Features covered enclosed screened
Architectural Style contemporary custom
Pool Features fiber optic lighting in ground salt water
Security Features gated community
Construction Materials block concrete stucco
Pets Allowed yes
Year Built 1989
Levels one
Property Subtype single family residence
Tax Year 2024
Ownership fee simple
Waterfront Features bay/harbor front lake front
Community Features bay/harbor front dock fishing water access clubhouse deed restrictions fitness center gated community - guard golf pool restaurant tennis court(s)
Assoc Fee Paid Per annually
County sarasota
New Construction no
Property Type residential
Association Amenities clubhouse fitness center golf course maintenance pickleball court(s) tennis court(s)
HOA Y
Attached Garage yes
Subdivision Name oaks
Facing Direction north
Garage Y/N yes
Green Indoor Air Quality whole house vacuum system
Total Rooms 5
Full Baths 3
Status active
Directions from us 41 go south to osprey point drive. west on osprey point drive show gate guard your card. 49 osprey point is on the right.
High School venice senior high
City osprey
Association Name the oaks club
Senior Community Y/N no
MLS Area 34229 - osprey
Lot Size Units square feet
Lot Size Square Feet 17230
Carport Y/N no
Spa Features heated in ground other
Elementary School laurel nokomis elementary
Land Lease Y/N no
Tax Annual Amount 14206.23
Middle/Junior High School sarasota middle
Additional Parcels Y/N no
Lease Considered Y/N yes
Building Area Units square feet
Living Area Units square feet
Standard Status active
Occupancy Type owner
Tax Lot 135
Legal Description lot 135 oaks
Water View lake
Water Access Type lake
Pet Size Limit extra large (101+ lbs.)
Minimum Lease 1-2 years
Water Access Y/N yes
Monthly HOA Amount 475
Additional Rooms formal living room separate
Water View Y/N yes
Flood Zone Code x
See more
Exterior
Exterior Amenities outdoor shower sliding doors storage
Vegetation mature landscaping
Parking Features workshop in garage
Lot Features landscaped oversized lot
Water Source public
Lot Size Area 17230
Foundation Details slab
Spa yes
Building Area Total 5227
Lot Size Acres 0.4
Road Surface Type asphalt
Private Pool yes
Waterfront Y/N yes
Covered Spaces 2
See more
Internal Only
Street Number 1 49
See more
* Excluded Features
List By
Michael Saunders & Company

Broker

Jonathanabrams@michaelsaunders.com

Email

Affordability Calculator

$17,373
Per Month
93%
7%
0%
Monthly Principal & Interest
$16,189
Monthly Property Taxes
$1,184
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3326410 Elementary School
3324069 Middle School
Venice Senior High High School
Pricing History
DatePricePrice ChangeDescription
11/13/2025$2,595,000 Listed Price

Map


See all

49 OSPREY POINT DRIVE, Osprey, FL, 34229 is a Single Family Home for sale at $2,595,000 with 3,953 sqft and a lot size of 0.4. 49 OSPREY POINT DRIVE has 4 bedrooms, 3.1 baths, and was built in 1989. The property's zip code is 34229 which is in Osprey, FL