Under contract-accepting backup offers. 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 freshly painted. This 4 bedroom, 3 bathroom plus bonus room house is in ideal size to maintain while fully enjoying with your family and guests. All rooms overlook the pool area with large windows allowing lots of natural light yet still completely private. The large primary bedroom has two walk-in closets and meanders into a master bath paradise. Large dining room, over-sized two car garage, laundry located next to the kitchen. The Oaks Bayside private security gate and 24-hour guard service. The Oaks has two golf courses; one was designed by Arthur hills and the other designed by Frye Stratka. A 40,000 sq. foot clubhouse offers three outstanding dining venues. Rounding out the resort are twelve HAR-TRU tennis courts, main pool and playground. Membership to Sarasota’s finest country club, The Oaks, is available and required with property purchase. The Oaks Club is close to a wealth of natural and cultural amenities, dining and shopping, centers of learning, and a thousand and one ways to enjoy the great outdoors. Make this home yours today! A little TLC will go a long way! Easy to show!
Property Details
Price:
$1,350,000
MLS #:
A4664295
Status:
Pending
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKS
Neighborhood:
34229osprey
Listed Date:
Sep 7, 2025
Finished Sq Ft:
3,679
Total Sq Ft:
5,363
Lot Size:
20,817 sqft / 0.48 acres (approx)
Year Built:
1987
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Interior
Appliances
Dishwasher, Range, Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Marble, Hardwood
Heating
Central
Laundry Features
Inside
Exterior
Architectural Style
Custom, Florida
Association Amenities
Gated, Tennis Court(s)
Community Features
Deed Restrictions, Golf, Pool, Tennis Court(s)
Construction Materials
Block, Stucco
Exterior Features
French Doors, Outdoor Kitchen, Rain Gutters
Other Structures
Outdoor Kitchen
Parking Features
Circular Driveway, Off Street
Roof
Tile
Security Features
Gated Community, Smoke Detector(s)
Financial
HOA Fee
$3,664
HOA Frequency
Quarterly
HOA Includes
24-Hour Guard, Manager, Private Road, Security
HOA Name
The Oaks
Tax Year
2024
Taxes
$13,343
Map
Community
- Address133 POINT DRIVE OSPREY FL
- SubdivisionOAKS
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
- ACREAGE & UNREC
- ARBORS
- BAY ACRES – RESUB
- BAY OAKS ESTATES
- BAY OAKS ESTATES UNIT 1
- BAY STREET VILLAGE
- BAYPOINTE VISTA 1
- BAYPOINTE VISTA 2
- BAYSIDE
- BISHOPS COURT AT OAKS PRESERVE
- BISHOPSCOURT AT THE OAKS PRESERVE
- BISHOPSCOURT TOWNHOME ONE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VILLAS
- BLACKBURN HARBOR WATERFRONT VILLAS PHASE 2
- BLACKBURN POINT WOODS
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER/HIDDEN BAY PH 1 BLDG
- EDGEWATER/HIDDEN BAY PH 3
- EDGEWATER/HIDDEN BAY PH II BLD
- HARMS SUB
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- MERIDIAN AT THE OAKS
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTATES
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PH 4-A
- OAKS 2 PH 4-C PT 3
- OAKS 2 PHASE 2
- OAKS 3 PH 1
- OGBURNS T B ADD
- OSPREY EXECUTIVE PARK
- OSPREY HARBOR VILLAGE
- OSPREY PARK 2
- PALMS/CASEY KEY
- PARK TRACE ESTATES
- PHASE 1 OF BAY STREET
- PHASE 2 OF BAY STREET
- PINE RANCH
- PINE RANCH EAST
- PINE RUN I
- PINE RUN II
- PINE RUN III
- RIVENDELL
- RIVENDELL THE WOODLANDS
- RIVENDELL WOODLANDS
- SARABAY ACRES
- SAUNDERS V A RESUB
- SIESTA REV RESUB OF PT
- SORRENTO SHORES
- SOUTH CREEK
- SOUTHBAY YACHT & RACQUET CLUB
- THE OAKS
- THE OAKS BAYSIDE
- TOWNS-END SHORES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- VILLAS/HARBOR VILLAGE
- WILLOWBEND PH 1
- WILLOWBEND PH 3
- WILLOWBEND PH 4
- WILLOWBEND PHASE 3
- WINDSOR LODGE AT THE OAKS
Market Summary
Current real estate data for Single Family in OSPREY as of Mar 12, 2026
116
Single Family Listed
118
Avg DOM
465
Avg $ / SqFt
$1,451,200
Avg List Price
Property Summary
- Located in the OAKS subdivision, 133 POINT DRIVE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $1,350,000 and features 4 beds, 3 baths, and has approximately 3,679 square feet of living space, and was originally constructed in 1987. The current price per square foot is $367. The average price per square foot for Single Family listings in OSPREY is $465. The average listing price for Single Family in OSPREY is $1,451,200. To schedule a showing of MLS#a4664295 at 133 POINT DRIVE in OSPREY, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of OWN SRQ LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than CENTURY 21 Carioti include the name of the listing broker. Neither the listing company nor CENTURY 21 Carioti shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 133 POINT DRIVE
OSPREY, FL


































































































