1795 Highland Rd, Osprey, Florida 34229
- $385,000
- $375,000
- $385,000
- $375,000
Description
Virtually Staged. Perfectly positioned west of the Trail in the desirable coastal community of Towns-End Shores, this versatile property offers an exceptional opportunity to enjoy the Florida lifestyle while generating income. This home provides both peace of mind and outstanding value in one of Sarasota County’s most sought-after areas. Designed with flexibility in mind, the property features a unique two-level layout that allows you to live upstairs while renting the lower-level in-law suite, currently producing $1, 500 per month on a month-to-month lease. The private suite includes its own entrance, bedroom, bathroom, kitchen, and living area, creating an ideal setup for rental income, guests, or multigenerational living. Upstairs, the two bedroom and two bathroom primary residence offers an open and inviting layout filled with natural light. The kitchen features granite countertops, solid wood cabinetry, and a functional layout that flows easily into the living and dining areas. Crown molding, tray ceilings, wood flooring, and thoughtful design elements add character and comfort throughout the home. Recent updates provide valuable peace of mind, including a new air conditioning system and water heater installed in 2024, while the air-conditioned garage adds versatility for storage, hobbies, or a workshop. Plus, NEW ROOF 2026 with 10 year warranty! NO FLOOD ZONE — meaning flood insurance is not required. Outdoor living is just as appealing. Residents enjoy low HOA dues and access to the sunny community pool, along with the rare convenience of a private kayak launch, allowing you to explore nearby waterways and mangroves with ease. The location truly sets this property apart. Bike to the beach, explore nearby Oscar Scherer State Park, or access the Legacy Trail just minutes away for miles of scenic biking and walking. You are also conveniently located near South Bay and the beautiful beaches of Casey Key, along with local dining, shopping, and coastal attractions. Whether you are seeking a primary residence with income potential, a coastal retreat, or an investment property in a prime west-of-the-trail location, this home delivers flexibility, lifestyle, and value all in one. Schedule your private showing today and experience the possibilities this unique property offers.
Address
Open on Google Maps-
Address: 1795 HIGHLAND ROAD
-
City: Osprey
-
State/county: FL
-
Zip/Postal Code: 34229
-
Country: US
Details
Updated on June 18, 2026 at 8:53 pm-
Property ID A4684679
-
Price $385,000
-
Property Size 2665 Sqft
-
Land Area 0.08 Acres
-
Bedrooms 3
-
Bathrooms 3
-
Garage 1
-
Year Built 1999
-
Property Type Single Family Residence, Residential
-
Property Status Closed
Additional details
-
Listing Terms Cash, Conventional, FHA, VA Loan
-
Association Fee 150
-
Roof Metal
-
Utilities BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
-
Sewer Public Sewer
-
Cooling Central Air
-
Heating Central, Electric
-
Flooring Carpet, Ceramic Tile, Wood
-
County Sarasota
-
Property Type Residential
-
Parking Oversized, Basement
-
Elementary School Laurel Nokomis Elementary
-
Middle School Sarasota Middle
-
High School Venice Senior High
-
Community Features Pool
-
Architectural Style Florida
Mortgage Calculator
-
Down Payment
-
Loan Amount
-
Monthly Mortgage Payment
-
Property Tax
-
Home Insurance
-
PMI
-
Monthly HOA Fees