1795 Highland Rd Osprey, FL 34229
Estimated payment $2,314/month
Highlights
- Water Access
- Open Floorplan
- Engineered Wood Flooring
- Laurel Nokomis School Rated A-
- Florida Architecture
- 2-minute walk to Shoreland Park
About This Home
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.
Listing Agent
RE/MAX ALLIANCE GROUP Brokerage Phone: 941-954-5454 License #3368249 Listed on: 03/10/2026
Co-Listing Agent
RE/MAX ALLIANCE GROUP Brokerage Phone: 941-954-5454 License #509224
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $2,809
Year Built
- Built in 1999
Lot Details
- 3,332 Sq Ft Lot
- Southwest Facing Home
- Wood Fence
- Mature Landscaping
- Landscaped with Trees
- Property is zoned RMF2
HOA Fees
- $150 Monthly HOA Fees
Parking
- 1 Car Attached Garage
- 1 Carport Space
- Basement Garage
- Oversized Parking
Home Design
- Florida Architecture
- Pillar, Post or Pier Foundation
- Metal Roof
- Vinyl Siding
Interior Spaces
- 1,879 Sq Ft Home
- 2-Story Property
- Open Floorplan
- Crown Molding
- Tray Ceiling
- Ceiling Fan
- Window Treatments
- Sliding Doors
- Family Room Off Kitchen
- Combination Dining and Living Room
Kitchen
- Eat-In Kitchen
- Dinette
- Range
- Microwave
- Dishwasher
- Granite Countertops
- Solid Wood Cabinet
Flooring
- Engineered Wood
- Carpet
- Ceramic Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary Bedroom Upstairs
- Split Bedroom Floorplan
- En-Suite Bathroom
- Walk-In Closet
- 3 Full Bathrooms
Laundry
- Laundry Room
- Dryer
- Washer
Outdoor Features
- Water Access
- Balcony
- Covered Patio or Porch
- Outdoor Kitchen
- Exterior Lighting
- Rain Gutters
- Private Mailbox
Additional Homes
- 679 SF Accessory Dwelling Unit
Schools
- Laurel Nokomis Elementary School
- Sarasota Middle School
- Venice Senior High School
Utilities
- Central Heating and Cooling System
- Thermostat
- High Speed Internet
- Cable TV Available
Listing and Financial Details
- Legal Lot and Block 17 / A
- Assessor Parcel Number 0156120015
Community Details
Overview
- Association fees include pool, ground maintenance, maintenance, pest control
- Colleen Donlevy Association, Phone Number (407) 325-2873
- Towns End Shores Community
- Towns End Shores Subdivision
Recreation
- Community Playground
- Community Pool
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,465 | $223,129 | -- | -- |
| 2024 | $2,369 | $216,841 | -- | -- |
| 2023 | $2,369 | $210,525 | $0 | $0 |
| 2022 | $2,299 | $204,393 | $0 | $0 |
| 2021 | $2,288 | $198,440 | $0 | $0 |
| 2020 | $2,288 | $195,700 | $0 | $0 |
| 2019 | $2,194 | $191,300 | $41,400 | $149,900 |
| 2018 | $2,011 | $178,267 | $0 | $0 |
| 2017 | $1,998 | $174,600 | $40,700 | $133,900 |
| 2016 | $337 | $175,900 | $39,700 | $136,200 |
| 2015 | $339 | $150,500 | $39,700 | $110,800 |
| 2014 | $1,213 | $111,665 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 03/10/2026 03/10/26 | For Sale | $375,000 | +51.2% | $200 / Sq Ft | |
| 10/12/2018 10/12/18 | Sold | $248,000 | -3.9% | $207 / Sq Ft | View Prior Sale |
| 09/15/2018 09/15/18 | Pending | -- | -- | -- | |
| 07/23/2018 07/23/18 | For Sale | $258,000 | -- | $215 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $248,000 | King Title Llc | |
| Warranty Deed | $217,000 | None Available | |
| Warranty Deed | -- | None Available | |
| Warranty Deed | $131,000 | -- | |
| Warranty Deed | $131,000 | -- | |
| Warranty Deed | $132,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $128,000 | New Conventional | |
| Previous Owner | $105,600 | No Value Available |
Source: Stellar MLS
MLS Number: A4684679
APN: 0156-12-0015
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Based on information submitted to the MLS GRID
Listing Information presented by local MLS brokerage: Ten-X - (888)-952-6393
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Ask me questions while you tour the home.