Under contract-accepting backup offers. Perfectly positioned West of the Trail near Blackburn Point and Casey Key, this turnkey furnished 3 bedroom, 2 bathroom attached single family residence offers nearly 1,800 square feet of vaulted, light-filled interiors framed by lush preserve views. Set within an exclusive enclave of just 44 homes, this residence delivers the privacy and proportions of single-family living with the ease of a fully maintained community. The HOA provides exterior building maintenance including the roof, exterior insurance, and comprehensive grounds care, along with access to Pine Run amenities, creating a refined lock-and-leave lifestyle ideal for seasonal or full-time ownership. Inside, soaring ceilings and expansive living spaces create an immediate sense of openness and comfort. Tile flooring flows throughout the main areas, while a triple hurricane-rated sliding glass door seamlessly connects the living room to the screened lanai. Surrounded by mature palms and natural greenery, the outdoor space feels tranquil and secluded. The kitchen has been thoughtfully updated with new countertops, upgraded drawer systems with interior lighting, white cabinetry, and a striking blue tile backsplash that adds a distinctive coastal elegance. The primary suite is a true retreat, featuring arched windows, a custom walk-in closet, and a spa-inspired bath with freestanding soaking tub, oversized walk-in shower, and dual vessel sinks. Two additional bedrooms offer versatility for guests, office, or creative space. An air-conditioned two car garage, tile roof, new lanai structure, and full turnkey furnishings complete this exceptional offering. Moments from waterfront dining, marina access, kayak launches, and the beaches of Casey Key, this is elevated West of the Trail living defined by privacy, convenience, and understated sophistication. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Property Details
Price:
$445,000
MLS #:
A4683632
Status:
Pending
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BLACKBURN POINT WOODS
Neighborhood:
34229osprey
Listed Date:
Feb 24, 2026
Finished Sq Ft:
1,788
Total Sq Ft:
2,508
Lot Size:
6,044 sqft / 0.14 acres (approx)
Year Built:
1991
See this Listing
Schools
Elementary School:
Laurel Nokomis Elementary
Middle School:
Laurel Nokomis Middle
High School:
Venice Senior High
Interior
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Tile
Heating
Central, Electric
Laundry Features
Inside, Laundry Room
Exterior
Community Features
Association Recreation – Owned, Community Mailbox, Deed Restrictions, Pool, Sidewalks
Construction Materials
Block, Stucco
Exterior Features
Courtyard, Lighting, Rain Gutters, Sidewalk, Sliding Doors
Parking Features
Driveway, Garage Door Opener
Roof
Tile
Security Features
Smoke Detector(s)
Financial
HOA Fee
$2,500
HOA Frequency
Quarterly
HOA Includes
Common Area Taxes, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Recreational Facilities
HOA Name
Civix Property Management
Tax Year
2025
Taxes
$5,262
Map
Community
- Address288 WOODS POINT ROAD OSPREY FL
- SubdivisionBLACKBURN POINT WOODS
- CityOSPREY
- CountySarasota
- Zip Code34229
Subdivisions in OSPREY
- ARBORS
- BAY ACRES – RESUB
- BAY OAKS ESTATES
- BAY STREET VILLAGE
- BAYPOINTE VISTA 1
- 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 VILLAGE
- EDGEWATER/HIDDEN BAY PH 1 BLDG
- EDGEWATER/HIDDEN BAY PH 3
- HERON BAY CLUB SEC I
- HERON HOUSE
- HIDDEN BAY
- HIDDEN BAY; LAKE VISTA
- LAKE VISTA
- MERIDIAN AT THE OAKS PRESERVE
- NORTH CREEK ESTATES
- OAKS
- OAKS 2 PH 1
- OAKS 2 PH 2
- OAKS 2 PHASE 2
- OAKS 3 PH 1
- OSPREY EXECUTIVE PARK
- OSPREY PARK 2
- PALMER
- PALMS/CASEY KEY
- PARK TRACE ESTATES
- PHASE 2 OF BAY STREET
- PINE RANCH
- PINE RANCH EAST
- PINE RUN I
- PINE RUN II
- PINE RUN III
- RIVENDELL
- RIVENDELL WOODLANDS
- SARABAY ACRES
- SAUNDERS V A RESUB
- SIESTA REV RESUB OF PT
- SORRENTO SHORES
- SORRENTO VILLAS 1
- SORRENTO VILLAS 2
- SOUTH CREEK
- SOUTHBAY YACHT & RACQUET CLUB
- THE OAKS
- TOWNS-END SHORES
- VILLAS AT BELLAGIO HARBOR VILLAGE
- VILLAS AT OSPREY HARBOR VILLAGE
- VILLAS AT THE OSPREY HARBOR VILLAGE
- VILLAS/HARBOR VILLAGE
- WEBBS W D ADD
- WILLOWBEND
- WILLOWBEND PH 1
- WILLOWBEND PH 2
- WILLOWBEND PH 3
- WILLOWBEND PH 4
- WINDSOR LODGE AT THE OAKS
Market Summary
Current real estate data for Single Family in OSPREY as of Mar 19, 2026
114
Single Family Listed
125
Avg DOM
452
Avg $ / SqFt
$1,404,714
Avg List Price
Property Summary
- Located in the BLACKBURN POINT WOODS subdivision, 288 WOODS POINT ROAD OSPREY FL is a Single Family for sale in OSPREY, FL, 34229. It is listed for $445,000 and features 3 beds, 2 baths, and has approximately 1,788 square feet of living space, and was originally constructed in 1991. The current price per square foot is $249. The average price per square foot for Single Family listings in OSPREY is $452. The average listing price for Single Family in OSPREY is $1,404,714. To schedule a showing of MLS#a4683632 at 288 WOODS POINT ROAD in OSPREY, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.
Similar Listings Nearby
Courtesy of KW COASTAL LIVING III. 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. 288 WOODS POINT ROAD
OSPREY, FL











































