1795 HIGHLAND RD, Osprey, FL 34229
1795 HIGHLAND RD, Osprey, FL 34229
1795 HIGHLAND RD, Osprey, FL 34229
1795 HIGHLAND RD, Osprey, FL 34229
1795 HIGHLAND RD, Osprey, FL 34229
1795 HIGHLAND RD, Osprey, FL 34229
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$ 385,000
Est. payment | /mo

3 Beds

3 Baths

1,879 SqFt


$ 385,000
Est. payment | /mo

3 Beds

3 Baths

1,879 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Pending

Purchase Type For Sale

Square Footage 1,879 sqft

Price per Sqft $204

Subdivision Towns-End Shores

MLS Listing ID A4684679

Bedrooms 3

Full Baths 3

HOA Fees $150/mo

HOA Y/N Yes

Annual Recurring Fee 1800.0

Year Built 1999

Annual Tax Amount $2,808

Lot Size 3,484 Sqft

Acres 0.08

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

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 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.

Location

State FL

County Sarasota

Community Towns-End Shores

Area 34229 - Osprey

Zoning RMF2

Interior

Interior 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

Heating Central, Electric

Cooling Central Air

Flooring Carpet, Ceramic Tile, Wood

Furnishings Negotiable

Fireplace false

Appliance Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer

Laundry Laundry Room

Exterior

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

Parking Features Oversized, Basement

Garage Spaces 1.0

Fence Wood

Community Features Pool

Utilities Available BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected

Amenities Available Playground, Pool

Roof Type Metal

Porch Covered, Patio, Porch, Screened

Attached Garage true

Garage true

Private Pool No

Building

Lot Description In County, Paved

Story 2

Entry Level Two

Foundation Pillar/Post/Pier

Lot Size Range 0 to less than 1/4

Sewer Public Sewer

Water Public

Architectural Style Florida

Structure Type Vinyl Siding

New Construction false

Schools

Elementary Schools Laurel Nokomis Elementary

Middle Schools Sarasota Middle

High Schools Venice Senior High

Others

Pets Allowed Yes

HOA Fee Include Pool,Maintenance Grounds,Maintenance,Pest Control

Senior Community No

Ownership Fee Simple

Monthly Total Fees $150

Acceptable Financing Cash, Conventional, FHA, VA Loan

Membership Fee Required Required

Listing Terms Cash, Conventional, FHA, VA Loan

Special Listing Condition None

Virtual Tour https://www.propertypanorama.com/instaview/stellar/A4684679

Stellar MLS
Listed by Rachel Tritschler RE/MAX ALLIANCE GROUP

Nearby Locations

Geri Scheckner

+1(941) 356-0652

geri@gerimail.com

5218 Station Way, Sarasota, Florida, 34233, United States

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1795 HIGHLAND RD