1795 Highland Road
OSPREY, FL 34229
3
Bed
3
Bath
1,879Sqft
0.08Acre(Lot)
Under contract-accepting backup offers. 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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total Bedroom: 3Bathroom Information
Total Baths: 3 Full Baths: 3Interior Features
Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, PrimaryBedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments Roof: Metal Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer Laundry Features: Laundry RoomRoofing Information
Metal -
Flooring Information
Flooring: Carpet, Ceramic Tile, Wood Construction Materials: Vinyl Siding -
Heating & Cooling
Heating: Central, Electric Cooling: Central Air WaterSource: Public
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Building Information
Year Built: 1999 -
Exterior Features
Balcony, Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors Construction Materials: Vinyl Siding Foundation Details: Pillar/Post/Pier
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Lot Information
Lot Description: In County, Paved Lot Square Feet: 3332 Lot Acres: 0.08 Lot Size (SqMt): 310Property Information
Property Type: Residential Sub Type: Single Family Residence Style: Florida
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Listing Price Information
Original List Price:$375000
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Tax Information
Tax Block: A Tax Book Number: 5-28 Tax Lot: 17 Tax Legal Description: LOT 17, BLK A, LESS PORTION DESC AS BEG AT NW COR OF LOT 17 TH N-62-35-43-E 90.16 FT TH S-20-24-17-E 38.08 FT TH S-69-39-18-W 90.15 FT TH N-20-25-00-W 37.99 FT TO POB, TOWNS-END SHORES Annual Tax: $2808.98 Tax Year: 2025 Parcel Number: 0156120015
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Virtual Tour
Parking Information
Oversized, BasementGarage Information
Has Garage: Yes Garage Space: 1 Garage Dimensions: 11x30Homeowners Association Information
Included Fees: Pool, Maintenance Grounds, Maintenance, Pest Control Included Amenities: Playground, Pool HOA: $150.00 Monthly
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School Information
Elementary School: Laurel Nokomis Elementary Junior High School: Sarasota Middle Senior High School: Venice Senior High -
Utility Information
BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected Sewer: Public Sewer Water Source: Public -
Location Information
Subdivision: TOWNS-END SHORES City: OSPREY Direction: From US41 turn west onto North Lane then turn left onto Highland Road. The home will be on the left.
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 408 Park Trace Boulevard, Osprey, FL, 34229 | $595,000 | 3 | 3 | 1,840 | 1,840 SqFt |
| 472 Park Trace Boulevard, Osprey, FL, 34229 | $609,000 | 4 | 2 | 2,217 | 2,217 SqFt |
| 583 Pine Ranch East Road, Osprey, FL, 34229 | $569,000 | 4 | 2 | 2,203 | 2,203 SqFt |
| 296 Pine Ranch Trail, Osprey, FL, 34229 | $1,150,000 | 5 | 4 | 3,481 | 3,481 SqFt |
| 448 E Macewen Drive, Osprey, FL, 34229 | $2,100,000 | 4 | 4 | 3,768 | 3,768 SqFt |
| 1361 New Forest Lane, Osprey, FL, 34229 | $550,000 | 3 | 2 | 2,074 | 2,074 SqFt |
| 759 Fordingbridge Way, Osprey, FL, 34229 | $749,000 | 4 | 4 | 2,950 | 2,950 SqFt |
| 403 Longbow Trail, Osprey, FL, 34229 | $1,095,000 | 4 | 3 | 2,770 | 2,770 SqFt |
| 538 Dove Pointe Drive, Osprey, FL, 34229 | $1,950,000 | 4 | 6 | 4,346 | 4,346 SqFt |
| 107 Sorrento Drive, Osprey, FL, 34229 | $425,000 | 2 | 2 | 1,284 | 1,284 SqFt |
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ByOwner last updated this listing 06/09/2026 @ 06:20
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