Skip main navigation

    • Highland Road Duplexes

    1733-1755 Highland Rd, Osprey, FL 34229

    Located in Osprey zip code 34229
    Apartment building
    7–unit building
    1,270–1,334 sqft
    3 bedrooms
    2 bathrooms

    What's special

    Available end of July! Is a spacious unit in a duplex that boasts 2 bedrooms, 2 bathrooms, and a bonus room downstairs that could be used as an office, playroom, or even an additional bedroom. The unit features a single car garage, washer and dryer hookups, a screened-in patio out front and an oversized living room. This community is located off of U.S. Highway 41 South, right across the street from beautiful Oscar Scherer State Park.

    Neighborhood: 34229

    Skip to the end of the carousel
    • Beach Access
      Easy coastal access for swimming, sunbathing, and seaside relaxation.
      Outdoor Activities
      Ample parks and spaces for hiking, biking, and active recreation.
      Biking Trails
      Safe, accessible paths for cycling, commuting, and outdoor enjoyment.
      Water Sports
      Opportunities for kayaking, paddleboarding, and aquatic adventures.
    Skip to the beginning of the carousel

    Anchored by Oscar Scherer State Park and Little Sarasota Bay, Osprey’s 34229 blends relaxed coastal living with nature-forward amenities. Residents bike the Legacy Trail, launch kayaks at Blackburn Point Park, and slip over the historic one‑lane swing bridge to Casey Key for quiet Gulf beaches and sunset views. Culture leans local: the Historic Spanish Point campus of Selby Gardens tells the area’s pioneer story, while waterfront spots like Casey Key Fish House, Rosebud’s Steakhouse, Max’s Table, and The Point keep the dining scene casual but quality, with coffee spots along Tamiami Trail. Daily conveniences include Bay Street Village & Towncenter plus nearby Publix and Walmart Neighborhood Market along Tamiami Trail, with yoga and fitness studios sprinkled around. The vibe is family- and pet-friendly, with mellow nights and bigger-city arts and nightlife an easy drive in Sarasota or Venice. Expect a warm subtropical climate with sea breezes and summer thunderstorms. Recent Zillow market trends show a median asking rent around $3,000, with most listings in the past few months ranging roughly $2,100–$5,000.

    Powered by Zillow data and AI technology.

    Areas of interest

    Use our interactive map to explore the neighborhood and see how it matches your interests.

    Building Location

    Walk, Transit & Bike Scores

    36 / 100
    Car-Dependent
    36 / 100
    Somewhat Bikeable

    Nearby schools in Osprey

    GreatSchools rating

    Frequently asked questions

    What is the walk score of Highland Road Duplexes?

    Highland Road Duplexes has a walk score of 36, it's car-dependent.

    What schools are assigned to Highland Road Duplexes?

    The schools assigned to Highland Road Duplexes include Venice Elementary School, Laurel Nokomis School, and Pine View School.

    What neighborhood is Highland Road Duplexes in?

    Highland Road Duplexes is in the 34229 neighborhood in Osprey, FL.

    There are currently no available units for Highland Road Duplexes on Zillow. Find rental availability at nearby or similar apartment buildings below.
    Do you manage this property?

    Claiming gives you access to insights and data about this property.