RARELY DOES A PROPERTY OFFER THIS MUCH FLEXIBILITY IN SUCH A PRIME OSPREY LOCATION. Set on TWO PRIVATE ACRES in Pine Ranch, 403 Longbow Trail is more than a 4-bedroom, 3-bath home—it offers space to create a lifestyle most residential properties simply cannot accommodate. BRING THE CAR COLLECTION, RV, BOAT, MOTORCYCLES OR HORSES. The acreage offers the opportunity to explore a future RV or boat garage, collector-car garage, workshop or horse barn, subject to Pine Ranch and Sarasota County approvals. Pine Ranch restrictions permit horses and ponies at up to one per acre, allowing the possibility of up to two on this two-acre parcel, subject to applicable requirements. The approximately 2,770-square-foot residence features a bright, open interior and substantial updates. The remodeled kitchen offers extensive white cabinetry, sleek countertops, farmhouse sink, stainless-steel appliances, gold-tone hardware and exceptional storage and workspace. Large windows and glass doors bring in natural light and connect the interior to the surrounding greenery. The flexible floor plan offers numerous possibilities. Upstairs, the primary retreat includes an en-suite bath, walk-in closet and private balcony overlooking the pool and grounds. On the first floor, adjoining rooms have been opened to create a larger bedroom area with access to a full bath and the pool area—offering excellent potential for a generous first-floor primary-style suite. Additional bedroom, bath and family-room space near the garage creates excellent potential for an in-law or guest suite, office or multigenerational living. Car enthusiasts will appreciate the substantial THREE-CAR GARAGE, while the acreage offers even greater possibilities for vehicle, RV, boat or recreational storage. A covered roof connection between the residence and garage area adds convenience, and the circular driveway provides generous access and parking. Outside, mature tropical landscaping surrounds the in-ground pool and patio. Beyond the pool, expansive lawn, established trees and a peaceful pond with a waterside deck create a private setting for relaxing, gardening, pets or simply enjoying nature. The location is exceptional. Pine View School is approximately 0.6 mile away, with convenient access to THE LEGACY TRAIL via the nearby Osprey Junction Trailhead, Oscar Scherer State Park and Blackburn Point Park, where a public boat ramp provides access to Little Sarasota Bay and the Intracoastal Waterway. Nokomis Beach, Siesta Key, marinas, restaurants, shopping, US-41 and I-75 are all within easy reach. Whether your vision includes a collector-car garage, RV or boat storage, workshop, horses, multigenerational living or simply room to breathe, 403 Longbow Trail offers something increasingly difficult to find along Florida’s Gulf Coast: SPACE. PRIVACY. FLEXIBILITY. LOCATION. AND THE OPPORTUNITY TO MAKE THE PROPERTY YOUR OWN. Certain listing photographs include virtually renovated or conceptual representations intended solely to illustrate possible future improvements. Those improvements are not existing features. Buyers should independently verify proposed uses, construction, permitting, zoning and association requirements.
Property Details
Price:
$1,100,000
MLS #:
A4710724
Status:
Active
Beds:
4
Baths:
3
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
PINE RANCH
Neighborhood:
34229osprey
Listed Date:
Oct 24, 2026
Finished Sq Ft:
2,770
Total Sq Ft:
3,963
Lot Size:
87,120 sqft / 2.00 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
Built-In Oven, Dishwasher, Electric Cooktop, Electric Water Heater, Range Hood, Refrigerator, Water Softener
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Laminate, Tile
Heating
Central, Electric
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Stone Counters, Thermostat Attic Fan, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Laundry Closet
Levels
Two
Exterior
Attached Garage YN
1
Construction Materials
Stucco, Wood Frame
Covered Spaces
3
Direction Faces
West
Exterior Features
Balcony, French Doors, Private Mailbox, Rain Gutters, Storage
Fencing
Wood
Garage Spaces
3
Open Parking YN
1
Parking Features
Driveway, Garage Faces Side, Ground Level, Oversized
Patio And Porch Features
Covered, Porch
Roof
Shingle
Spa Features
In Ground
Financial
HOA Fee
$500
HOA Fee Frequency
Annually
HOA Name
N/A
Tax Year
2025
Taxes
$9,267
Map
Community
- Address403 LONGBOW TRAIL OSPREY FL
- SubdivisionPINE RANCH
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
- ACREAGE & UNREC
- ARBORS
- BAY ACRES – RESUB
- BAY OAKS ESTATES
- BAY OAKS ESTATES UNIT 1
- BAY STREET VILLAGE
- BAY STREET VILLAGES
- BAYPOINTE VISTA 1
- BAYPOINTE VISTA 2
- BAYSIDE
- BISHOPS COURT AT OAKS PRESERVE
- BISHOPS COURT AT THE OAKS PRESERVE
- BISHOPSCOURT AT THE OAKS PRESERVE
- BISHOPSCOURT TOWNHOME ONE
- BLACKBURN HARBOR RESIDENCES
- BLACKBURN HARBOR WATERFRONT VILLAS
- BLACKBURN POINT MARINA VILLAGE
- BLACKBURN POINT WOODS
- CASEY KEY
- CORDES COVE
- DRY SLIPS AT BELLAGIO HARBOR VILLAGE
- DRY SLIPS AT BELLAGIO VILLAGE
- EDGEWATER AT HIDDEN BAY
- EDGEWATER/HIDDEN BAY PH 2 BLDG
- EDGEWATER/HIDDEN BAY PH 3
- EDGEWATER/HIDDEN BAY PH II BLD
- EDGEWATER/HIDDEN BAY PH IL BLD
- EMERALD WOODS AT OAKS 03 PH 02
- HARMS SUB
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- HIDDEN BAY / LAKE VISTA
- MERIDIAN AT THE OAKS
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTATES
- NORTH CREEK ESTS
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PH 4-C PT 3
- OAKS 2 PHASE 2
- OAKS 3 PH 1
- OAKS BAYSIDE
- OGBURNS T B ADD
- OSPREY EXECUTIVE PARK
- OSPREY PARK 2
- PALMER
- 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
- RIVENDELL, THE WOODLANDS AT RIVENDELL
- RIVENDELL, UNIT 3-A
- SARABAY ACRES
- SAUNDERS V A RESUB
- SIESTA REV RESUB OF PT
- SORRENTO EAST
- SORRENTO SHORES
- SORRENTO VILLAS 1
- SOUTH CREEK
- SOUTHBAY YACHT & RACQUET CLUB
- THE OAKS
- THE OAKS BAYSIDE
- TOWNS-END SHORES
- TRINITY ACRES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- VILLAS/HARBOR VILLAGE
- WEBBS W D ADD
- WILLOWBEND PH 1
- WILLOWBEND PH 2
- 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 Oct 25, 2026
78
Single Family Listed
153
Avg DOM
474
Avg $ / SqFt
$1,565,394
Avg List Price
Property Summary
- Located in the PINE RANCH subdivision, 403 LONGBOW TRAIL OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $1,100,000 and features 4 beds, 3 baths, and has approximately 2,770 square feet of living space, and was originally constructed in 1978. The current price per square foot is $397. The average price per square foot for Single Family listings in OSPREY is $474. The average listing price for Single Family in OSPREY is $1,565,394. To schedule a showing of MLS#a4710724 at 403 LONGBOW TRAIL in OSPREY, FL, contact your CENTURY 21 Carioti agent at 2392986550.
Similar Listings Nearby
Courtesy of PREMIER SOTHEBY’S INTERNATIONAL 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. 403 LONGBOW TRAIL
OSPREY, FL
