Refine Search
Sort by
1795 Highland Road, Osprey
$375,000
3 Beds ⋅ 3 Baths ⋅ Towns-End Shores SubDv. ⋅ 34229 Zip Code
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.

1795 Highland Road, Osprey

1801 Highland Road, Osprey
$255,850
2 Beds ⋅ 2 Baths ⋅ Towns-End Shores SubDv. ⋅ 34229 Zip Code
Virtually Staged. Welcome to this light-filled, beautifully maintained 2-bedroom, 2-bath townhome in the highly desirable Town-End Shores community of Osprey. With LOW HOA FEES $150.00 PER MONTH and GROUND MAINTENANCE INCLUDED IN FEE this townhouse is designed for comfortable living and easy entertaining, the open-concept main level features a spacious living room, dining area, and a bright Florida room with sliding glass doors that fill the home with natural light. The stunning kitchen showcases granite countertops, contemporary cabinets, Stainless Steel Appliances and space for gathering with family and friends. Architectural details including tray ceilings, crown molding, and 9-foot ceilings add elegance, while wood-look tile and luxury vinyl plank flooring provide beauty and durability throughout. Upstairs, you'll find two bedrooms, including a spacious primary suite with a walk-in closet. A rare bonus for a townhome, the attached two-car garage offers ample room for vehicles, storage, and hobbies. Residents enjoy access to the community pool, perfect for cooling off on warm Florida days or relaxing poolside. Ideally located just minutes from world-renowned Gulf beaches, shopping, restaurants, Oscar Scherer State Park, and the Legacy Trail, this home offers the best of Florida's outdoor lifestyle. Whether you're searching for a full-time residence, a winter getaway, or an investment opportunity, this move-in-ready townhome is one you won't want to miss. Schedule your private showing today!

1801 Highland Road, Osprey

How much is your home worth?

Get instant property value now!