FL
Sarasota
OSPREY
34229
1795 HIGHLAND ROAD
1795 HIGHLAND ROAD, OSPREY, FL 34229
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Listing Type
Single Family
Listing Status
Active
74
$375,000

Home Details for 1795 HIGHLAND ROAD

Price
$375,000
Type
Residential
Bedrooms
3
Bathrooms
3.0
Square feet
1879
Year built
1999
Lot size acres
0.08
County
Sarasota
Total rooms
10
Garage
1
Basement
Other
Days on site
1
MLS Listing#
A4684679
Hoa
150
Property Description

One or more photo(s) has been 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, enjoy 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.

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Property Features
  • House Interior
    • Crown Molding
    • Eat-in Kitchen
    • Open Floorplan
    • Stone Counters
    • Tray Ceiling(s)
    • Walk-In Closet(s)
  • Utilities
    • Cable Available
    • Electricity Connected
    • Sewer Connected
    • Water Connected
  • Parking
    • Oversized
    • Basement
    • Attached
  • Heating Information
    • Central
    • Electric
  • Cooling Information
    • Central Air
  • Water Features
    • Public
  • Garage
    • 1
  • Basement
    • Other
School Information
School Information for 1795 HIGHLAND ROAD, OSPREY, FL 34229
Elementary School
Laurel Nokomis Elementary
Middle School
Sarasota Middle
High School
Venice Senior High
Listing Courtesy: RE/MAX ALLIANCE GROUP - 941-954-5454
Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright ©2026 MLS GRID. All Rights Reserved.
Last Updated: 2026-03-11 08:10:12
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EXIT KING REALTY
1800 S. Tamiami Trail, Venice, FL 34293
Office
941 497 6060
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