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Trails of Countryside Homes for Sale

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  • /26

    $380,000

    • 2 Beds
    • 2 Baths
    • 962 Sq Ft

    29741 66th Way N, Clearwater, FL 33761

    Welcome to this inviting 2-bedroom, 2-bath home in a quiet Clearwater neighborhood. This well-maintained residence features a bright and open living area with plenty of natural light and a functional layout perfect for everyday living. The kitchen offers ample cabinet and counter space with an adjacent dining area. The primary suite provides comfort and privacy, while the backyard offers space

    John Scalia EXP REALTY LLC

    29741 66th Way N, Clearwater, FL 33761
  • /22

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,313 Sq Ft

    29747 70th St N, Clearwater, FL 33761

    Charming 3BR/2BA Clearwater home with 1,313 sq ft of living space. Features luxury vinyl plank flooring, tile baths, and a screened, covered back porch. Front and back yards are filled with growing fruit trees—no grass to mow! Driveway parking, no HOA, and optional furnishings including 4 smart TVs. Recent updates include: exterior and interior paint (2022), new roof (scheduled for 12/2025), LVP

    Kendall Fudge THE WILKINS WAY LLC

    29747 70th St N, Clearwater, FL 33761
  • /18

    $375,000

    • 2 Beds
    • 2 Baths
    • 956 Sq Ft

    29897 69th St N, Clearwater, FL 33761

    Welcome to your dream Florida retreat!This beautifully updated 2-bedroom, 2-bath block home in Clearwater offers the perfect blend of comfort, style, and location. Situated just minutes from Honeymoon Island, top-rated beaches, and vibrant Downtown Dunedin, this home is nestled in a quiet, highly desirable neighborhood with A+ rated schools. Enjoy a thoughtful layout that includes a bonus

    Celina Gomez MARK SPAIN REAL ESTATE

    29897 69th St N, Clearwater, FL 33761
  • /32

    $829,000

    • 4 Beds
    • 3 Baths
    • 2,576 Sq Ft

    2516 Cobalt Shores Ln, Clearwater, FL 33761

    Step into modern luxury at this newly constructed 4-bedroom, 3-bath home located in the exclusive gated community of Aspen Shores. Designed with elegance and functionality in mind, this stunning residence features gleaming hardwood floors, an open-concept layout, and high-end stainless steel appliances throughout the gourmet kitchen. The spacious 3-car garage offers ample storage, while the

    Cory Jursik SHORE PROPERTY GROUP

    2516 Cobalt Shores Ln, Clearwater, FL 33761
  • /28

    $434,900

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    29897 69th St N, Clearwater, FL 33761

    Come see this newly and fully renovated POOL home packed with updated amenities in the desirable North Countryside area of Clearwater! You will love the new salt fiberglass inground 13’x25’ POOL(2022) with outdoor screened LANAI with cool decking. And did I mention that the yard is FENCED in if you might need to protect your dog or child? Inside you will find GRANITE countertops in the kitchen,

    Muriel Murphy CHARLES RUTENBERG REALTY INC

    29897 69th St N, Clearwater, FL 33761

Why Live in Trails of Countryside

Trails of Countryside sits in Clearwater’s northernmost point, not far from the city’s white sandy beaches. These beaches attract tourists and snowbirds every year, drawn to the clear ocean water, the golf courses, the shopping and the dining. While ...

Frequently Asked Questions

Is Trails of Countryside a good place to live?
Trails of Countryside is a good place to live. Trails of Countryside is considered very car-dependent and somewhat bikeable. Trails of Countryside has 2 parks for recreational activities. It has a median age of 43. The average household income is $99,116 which is below the national average. College graduates make up 29.1% of residents. A majority of residents in Trails of Countryside are home owners, with 22.3% of residents renting and 77.7% of residents owning their home. A local real estate agent serving Trails of Countryside can help you decide if this neighborhood is the right one for you. Learn more on our Trails of Countryside neighborhood guide.
Is Trails of Countryside, FL a safe neighborhood?
Trails of Countryside, FL is safer than the average neighborhood in the United States. It received a crime score of 3 out of 10.
How much do you need to make to afford a house in Trails of Countryside?
The median home price in Trails of Countryside is $425,000. If you put a 20% down payment of $85,000 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $2,080 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $89K a year to afford the median home price in Trails of Countryside. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Trails of Countryside is $99K.
What are the best public schools in Trails of Countryside?
The best public schools that serve Trails of Countryside are:
What are the best private schools in Trails of Countryside?
The best private schools that serve Trails of Countryside are:
What are the most popular zip codes in Trails of Countryside, Clearwater, FL?
The most popular zip codes in Trails of Countryside, Clearwater, FL include 33761, 34684, 34698, 34683 and 33763.
What are the most popular neighborhoods near Trails of Countryside, Clearwater, FL?
The most popular neighborhoods near Trails of Countryside, Clearwater, FL are Countryside Northridge, Wilshire Estates, Woodgate, Northwood and Amber Glades Estates.
Are home prices dropping in Trails of Countryside?
Yes, home prices in Trails of Countryside are down 21% in the last 12 months.

Home Trends in Trails of Countryside, FL

Housing Trends

Median Sale Price
$402,500
Median Single Family Sale Price
$380,000
Average Price Per Sq Ft
$307
Number of Homes for Sale
4
Last 12 months Home Sales
17
Months of Supply
2.80
Median List Price
$425,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
2%
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