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$445,000 Just Listed
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Property Description
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.**
Full Property Details
Full Property Details for 288 Woods Point Rd
General
- Price: $445,000
- HOA FEE: $833/month
- HOA FEE FREQ.: Quarterly
- Taxes: $5,262 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: A4683632
- Updated: 2/24/2026
- Added to Site: 1 day(s) ago
Rental Information
- Min. Lease: 3 Months
Interior
- Number of Rooms: 12
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Open Floorplan, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Turnkey
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: Courtyard, Lighting, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Patio, Screened
- Porch/Patio/Deck: Patio, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener
Location
- Area: 34229 - Osprey
- County: Sarasota
- Development Name: 34229 - Osprey
- Subdivision: BLACKBURN POINT WOODS
- Driving Directions: US 41 to West on Blackburn Point Road. Right on to Woods Point Road, then turn right. Home will be on the left.
- Direction Faces: South
School Information
- Elementary School: Laurel Nokomis Elementary
- Middle School: Laurel Nokomis Middle
- High School: Venice Senior High
Community
- Community Name: 34229 - Osprey
- Community Features: Association Recreation - Owned, Community Mailbox, Deed Restrictions, Pool, Sidewalks
- Association: Yes
- Assoc. Name: Civix Property Management
- Assoc. Fees Include: Common Area Taxes, Escrow Reserves Fund, Maintenance Structure, Maintenance Grounds, Pool Maintenance, Recreational Facilities
- Number of Pets: 2
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Available, Public, Sewer Available, Water Available
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Tile
- Stories/Levels: One
- Square Feet: 1,788
- Sq. Ft. Source: Public Records
- Year Built: 1991
Lot Features
- Property View: Trees/Woods
- Lot Size (Acres): 0.14
- Lot Size (Sq. Ft.): 6,044
- Lot Size: 6044
- Frontage: Street Paved
- Street/Road Desc.: Paved
Financial Considerations
- Association Fee: $2,500
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $5,262.08
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: LOT 25 BLACKBURN POINT WOODS
- Flood Zone Info: X
- APN: 157020012
- Property ID: 157020012
Listed by Kw Coastal Living Iii
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Schools
Schools serving 288 Woods Point Rd
School District:Sarasota County School District
| Name | Grades | Distance |
|---|---|---|
Laurel Nokomis School 1900 Laurel Road East, Nokomis, FL 34275 | PK-8 | 5 mi |
Venice Senior High School 1 Indian Avenue, Venice, FL 34285 | 9-12 | 6.7 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 288 Woods Point Rd
Date
Details
Price
Change
Source
2/24/2026
Listed
$445,000
111.9%
MLS
5/02/2011
Sold
$210,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 288 Woods Point Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,568
-3%
$403,200
13%
2024
$4,728
-9%
$356,600
-17%
2023
$5,224
25%
$430,300
40%
2021
$4,192
-15%
$307,200
-26%
2022
$4,942
18%
$413,200
38%
2021
$4,192
14%
$300,100
14%
2019
$3,676
3%
$264,100
3%
2018
$3,561
-1%
$256,500
-1%
2017
$3,614
9%
$259,800
14%
2016
$3,313
-2%
$228,400
1%
2015
$3,370
9%
$225,500
10%
2014
$3,095
7%
$205,000
10%
2013
$2,886
—
$186,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 288 Woods Point Rd
288 Woods Point Road, Osprey, FL 34229 (MLS# A4683632) is a Single Family property with 3 bedrooms and 2 full bathrooms. 288 Woods Point Road is currently listed for $445,000 and was received on February 24, 2026. Want to learn more about 288 Woods Point Road? Do you have questions about finding other Single Family real estate for sale in Osprey? You can browse all Osprey real estate or contact a Coldwell Banker agent to request more information.

