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1795 HIGHLAND ROAD OSPREY FL 34229

$375,000
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1795 HIGHLAND ROAD, OSPREY, FL 34229 - MLS#MFRA4684679 1795 HIGHLAND ROAD, OSPREY, FL 34229 - MLS#MFRA4684679 1795 HIGHLAND ROAD, OSPREY, FL 34229 - MLS#MFRA4684679 1795 HIGHLAND ROAD, OSPREY, FL 34229 - MLS#MFRA4684679

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 1795 Highland Rd

3 Bedrooms
3 Bathrooms
1 Car Garage
2,665 Square Feet
1,879SF Living Area
Pool:
No
Water: None
Year Built 1999
Listed For 6 Days

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.

This lovely single family home was built in 1999 and features 3 bedrooms, and 3 full bathrooms. This home for sale is 2,665 square feet, with 1,879 sq ft being air conditioned living space. The home has a 1 car garage and does not have a private swimming pool, although there is a community pool in the complex for use by residents.

Directions to this property are as follows: From Us41 Turn West Onto North Lane Then Turn Left Onto Highland Road. The Home Will Be On The Left.

Please contact your ZFC agent for more information about MLS# MFRA4684679 or any other homes for sale in Osprey or elsewhere in the Sarasota County area.

Features & Amenities

Appliances

Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer

Architecture

Florida

Cooling

Central Air

Heating

Central, Electric

Flooring

Carpet, Ceramic Tile, Wood

Parking

Oversized, Basement

Lot Size

3332

View

view

Construction Materials

Vinyl Siding

Interior Features

Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Upstairs, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Tray Ceiling(s), Walk-In Closet(s), Window Treatments

Furnished

Negotiable

Exterior Features

Balcony, Lighting, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors

Lot Features

In County, Paved

Patio And Porch Features

Covered, Patio, Porch, Screened

Roof

Metal

Utilities

B B/H S Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected

Laundry

Laundry Room

Fencing

Wood

Zoning

R M F2

Year Built

1999

Pets Allowed

Yes

Annual Real Estate Taxes

$2,809 (2025)

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

Property Type

Single Family Home

HOA Fees

$150 /Monthly

Association Fee Includes

Pool, Maintenance Grounds, Maintenance, Pest Control

Association Amenities

Playground, Pool

Other Structures

Outdoor Kitchen

Community Features

Pool

Direction Faces

Southwest

MLS Number

MFRA4684679

Universal Property Id

U S-12115-N-0156120015-R-N

Days On Market

6

Community Name

Towns-end Shores

1795 Highland Rd Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1795 Highland Rd should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $2,809 but will likely change when this home sells. These estimations are calculated from a list price of $375,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 1795 Highland Rd

Address Sale Price Bed Bth Size Location Sale Date
No comps found for this property

MLS# MFRA4684679 Listing History

03/02/2026 Listed for sale by RE/MAX ALLIANCE GROUP with MLS# MFRA4684679 with a list price of $375,000.

Sarasota County Schools

High School

Public Transportation

Breeze Transit:

77 Siesta Islander

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

Sarasota/US-41/Venice

Breeze Transit:

77 Siesta Islander

Breeze Transit:

77 Siesta Islander

This listing of 1795 Highland Rd Osprey FL 34229 was last updated on 2026-03-16 14:12:24. Listing courtesy of RE/MAX ALLIANCE GROUP.
MLS

Map of 1795 Highland Rd Osprey FL 34229

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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