Get new listings emailed daily! JOIN SIGN IN
Brad Pearson
I'm Local. I'm Global.
REALTOR®
(941) 730-9032
Facebook Icon 
Refine Search
$375,000

1795 Highland Road Osprey, FL 34229 Residential - Single Family Active

  • 1795 Highland Road , Osprey, FL 34229 Main Photo

74 Total Photos [Click to View All]

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.

Property Highlights

Property Type: Residential - Single Family
Cooling: Central Air
Fenced: Yes
Garage: 1 car attached
Heating: Central, Electric
Home Style: Florida
Lot Size: 0.08 Acres
Roof Type: Metal
Stories: 2.0
Taxes: $2,808
Year Built: 1999

General Information

Bedrooms: 3
Bathrooms: 3 Full
Sqft: 1,879
County: Sarasota
High School: Venice Senior High
Subdivision: TOWNS-END SHORES
Listed By:
Rachel Tritschler RE/MAX ALLIANCE GROUP 941-954-5454

Amenities

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
Balcony
Lighting
Outdoor Kitchen
Private Mailbox
Rain Gutters
Sliding Doors

Room Information

Primary Bedroom: 19x12
Bedroom 2: 14x10
Kitchen: 10x11
Living Room: 23x17
Dinette: 7x7
Balcony/Porch/Lanai: 19x7

Property Features

Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Association Amenities: Playground, Pool
Community Features: Pool
Directions: From US41 turn west onto North Lane then turn left onto Highland Road. The home will be on the left.
Exterior: Vinyl Siding
Fencing: Wood
Flood Zone Code: X
Flooring: Carpet, Ceramic Tile, Wood
Foundation: Pillar/Post/Pier
Garage Dimensions: 11x30
HOA Fee: 150/ Monthly
HOA Y/N: Yes
Home Warranty Y/N: No
Listing Terms: Cash, Conventional, FHA, VA Loan
Lot: In County, Paved
Lot Dimensions: 0.08
Other Structures: Outdoor Kitchen
Ownership: Fee Simple
Parking: Oversized, Basement
Parking Notes: Oversized, Basement
Patio/Porch: Covered, Patio, Porch, Screened
Pets Allowed: Yes
Pets Restrictions: Buyer and Buyer's agent to verify with association.
Property Attached Y/N: Yes
Property Sub-Type: Single Family Residence
Sewer: Public Sewer
Showing Instructions: Supra Lock Box, Appointment Only, ShowingTime
Special Sale Provisions: None
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Water Connected
Vegetation: Mature Landscaping, Trees/Landscaped
Water: Public
Water Access Y/N: No
Zoning: RMF2
$375,000
3beds
3.0baths
1,879sqft
1cars
New to the Market Active
BEDS3 BATHS3 full SQUARE FEET1,879 MLS#A4684679
STATUSActive PROPERTY TYPEResidential - Single Family SUBDIVISIONTOWNS-END SHORES

Get in Touch

Contact an agent to learn more about

1795 Highland Road , Osprey, FL 34229.

Contact Form

Preferred Communication Method:

Estimate Your Payment

Estimated Payment

$ 1,608.19 per month $1,264.81 Principal & Interest $234.00 Property Tax $109.38 Homeowner's Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 03/10/2026. The listing information on this page last changed on 03/10/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 03/10/2026 12:40:48 AM EST) or Stellar MLS (last updated Tue 03/10/2026 12:29:11 AM EST). Real estate listings held by brokerage firms other than Wagner Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
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.



Privacy Policy / DMCA Notice / ADA Accessibility


Agent License Information: Brad A Pearson Sales Associate SL707997

Login to My Homefinder

Pixel