Under contract-accepting backup offers. Location, location, location. Nestled west of the Trail in the heart of Osprey, this beautifully updated three-bedroom, two-bath home with a den offers a rare opportunity just moments from Sarasota Bay. Set on a spacious, private lot framed by mature oak trees and lush tropical landscaping, the property features no HOA or CDD restrictions.
Inside, the home offers an open-concept layout with durable, stylish flooring throughout. The updated kitchen includes granite countertops, solid wood cabinetry, and stainless steel appliances, opening comfortably to the main living areas. Both bathrooms have been tastefully refreshed with quality finishes, creating a truly move-in-ready space.
Enjoy the Florida lifestyle with close proximity to the Main Street fishing pier and Spanish Point Marina. Nearby attractions include Oscar Scherer State Park, Bay Preserve at Osprey, and Historic Spanish Point, with convenient access to Casey Key, Nokomis Beach, and world-famous Siesta Key beach. Pine View School for the Gifted is also located nearby.
The expansive backyard offers ample space for outdoor living, entertaining, or future customization. Whether you’re seeking a primary residence, vacation home, or investment opportunity, this property delivers location, flexibility, and coastal charm.
Come experience relaxed coastal living just moments from the bay, with nearby water access for kayaking or canoeing — a peaceful Osprey retreat that’s ready to welcome you home.
Inside, the home offers an open-concept layout with durable, stylish flooring throughout. The updated kitchen includes granite countertops, solid wood cabinetry, and stainless steel appliances, opening comfortably to the main living areas. Both bathrooms have been tastefully refreshed with quality finishes, creating a truly move-in-ready space.
Enjoy the Florida lifestyle with close proximity to the Main Street fishing pier and Spanish Point Marina. Nearby attractions include Oscar Scherer State Park, Bay Preserve at Osprey, and Historic Spanish Point, with convenient access to Casey Key, Nokomis Beach, and world-famous Siesta Key beach. Pine View School for the Gifted is also located nearby.
The expansive backyard offers ample space for outdoor living, entertaining, or future customization. Whether you’re seeking a primary residence, vacation home, or investment opportunity, this property delivers location, flexibility, and coastal charm.
Come experience relaxed coastal living just moments from the bay, with nearby water access for kayaking or canoeing — a peaceful Osprey retreat that’s ready to welcome you home.
Property Details
Price:
$599,000
MLS #:
A4681648
Status:
Pending
Beds:
3
Baths:
2.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
WEBBS W D ADD
Neighborhood:
34229osprey
Listed Date:
Feb 24, 2026
Finished Sq Ft:
2,130
Total Sq Ft:
3,046
Lot Size:
10,620 sqft / 0.24 acres (approx)
Year Built:
1978
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Sarasota Middle
High School:
Venice Senior High
Interior
Appliances
Dishwasher, Exhaust Fan, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Ceramic Tile, Tile
Heating
Central, Electric
Laundry Features
Inside
Exterior
Architectural Style
Traditional
Construction Materials
Block, Stucco
Exterior Features
French Doors, Private Mailbox
Parking Features
Driveway
Roof
Shingle
Financial
Tax Year
2024
Taxes
$5,932
Map
Community
- Address51 WEBB STREET OSPREY FL
- SubdivisionWEBBS W D ADD
- 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 15, 2026
116
Single Family Listed
123
Avg DOM
458
Avg $ / SqFt
$1,409,415
Avg List Price
Property Summary
- Located in the WEBBS W D ADD subdivision, 51 WEBB STREET OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $599,000 and features 3 beds, 3 baths, and has approximately 2,130 square feet of living space, and was originally constructed in 1978. The current price per square foot is $281. The average price per square foot for Single Family listings in OSPREY is $458. The average listing price for Single Family in OSPREY is $1,409,415. To schedule a showing of MLS#a4681648 at 51 WEBB STREET in OSPREY, FL, contact your CENTURY 21 Carioti agent at 2392986550.
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Courtesy of FINE PROPERTIES. 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. 51 WEBB STREET
OSPREY, FL























































