Under contract-accepting backup offers. Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The façade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully arched windows and classic dormers enhance the wooden shingle roof, which is crowned by two stately chimneys that add to the home’s old-world charm. A gently curved brick-bordered walkway leads through a beautifully landscaped front yard, where manicured shrubs and vibrant flowering plants frame the path to the entrance. Bathed in sunlight under a clear blue sky, the entire scene feels like a serene countryside retreat—refined, welcoming, and effortlessly picturesque. In the main house, you’ll find high ceilings throughout, two bathrooms, three bedrooms, a formal dining room, and a large, dedicated office. Separate from the main home is a large, one-bedroom casita with a vaulted ceiling, full bath, kitchenette, and room for a workspace. The huge, fully-screened, 1,000 SF courtyard is beautiful with a vaulted pool cage, pool with built-in waterfall and a spa, and both sunny and shady areas perfect for morning coffee, lunch, or evening cocktails. This home has everything to serve your needs, including those of multigenerational living and visiting guests. Step inside this courtyard style home and you will be greeted by a lovingly maintained, spacious, open floor plan interior. The high ceilings, skylights, and doors surrounding the courtyard ensure that every inch of the home is filled with light. The kitchen features a wide expanse of countertops including two sinks, a range with an ultra-quiet external fan range hood, and a dishwasher. Surrounded by maple cabinetry and including a built-in microwave and refrigerator, this space will bring the joy of cooking to a chef of any level. The master suite is huge and features two walk-in closets, and an incredible bathroom with clerestory windows, dual sinks in the main area of the bathroom and one in the water closet, a jetted tub and a separate walk-in shower. The two guest bedrooms within the main part of the house are good sized, and there is a large laundry room with a utility sink and new washer and dryer. Add to this all the practical features of A NEWER ROOF, IMPACT EXTERIOR FACING WINDOWS, RECENTLY REDONE POOL SURFACE AND EQUPIMENT, AND A 2 CAR GARAGE WITH TONS OF STORAGE SPACE, and you have everything you need to live an incredible lifestyle in The Oaks Bayside. Membership in The Oaks Club, Sarasota’s premier golf and country club, is mandatory with homeownership.
Property Details
Price:
$1,345,000
MLS #:
A4669444
Status:
Pending
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
OAKS BAYSIDE
Neighborhood:
34229osprey
Listed Date:
Nov 17, 2025
Finished Sq Ft:
3,303
Total Sq Ft:
5,239
Lot Size:
14,760 sqft / 0.34 acres (approx)
Year Built:
1996
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Sarasota Middle
High School:
Venice Senior High
Interior
Appliances
Dishwasher, Microwave, Range Hood
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Heat Pump
Laundry Features
Inside
Exterior
Construction Materials
Stucco
Exterior Features
Outdoor Grill, Private Mailbox, Rain Gutters, Sliding Doors
Roof
Shake
Financial
HOA Fee
$2,850
HOA Frequency
Semi-Annually
HOA Name
Access Management / Hope Root
Tax Year
2024
Taxes
$8,449
Map
Community
- Address137 POINT DRIVE OSPREY FL
- SubdivisionOAKS BAYSIDE
- 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 19, 2026
115
Single Family Listed
125
Avg DOM
459
Avg $ / SqFt
$1,421,195
Avg List Price
Property Summary
- Located in the OAKS BAYSIDE subdivision, 137 POINT DRIVE OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $1,345,000 and features 4 beds, 3 baths, and has approximately 3,303 square feet of living space, and was originally constructed in 1996. The current price per square foot is $407. The average price per square foot for Single Family listings in OSPREY is $459. The average listing price for Single Family in OSPREY is $1,421,195. To schedule a showing of MLS#a4669444 at 137 POINT DRIVE in OSPREY, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of COLDWELL BANKER REALTY. 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. 137 POINT DRIVE
OSPREY, FL


































































































