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Old Pine Grove Homes for Sale

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    $297,000

    • 4 Beds
    • 2.5 Baths
    • 1,693 Sq Ft

    327 Newcastle Ln, Winchester, KY 40391

    Welcome home to this cozy cute FOUR bedroom house with 2 full bath/ 1 half bath! Rare to find- Primary bedroom and full bath on first floor. Large living area with plenty of sunlight through insulated windows and skylights. This open floorpan also showcases a nice open staircase that overlooks the main floor. Upstairs are 3 additional bedrooms and a full bathroom. Fenced yard and covered patio to

    Huong Dunn Bluegrass Property Exchange

    327 Newcastle Ln, Winchester, KY 40391
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    $316,900

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    113 Strawberry Ln, Winchester, KY 40391

    Experience low-maintenance living in this nearly new, meticulously maintained ranch with thoughtful upgrades throughout. This home offers three bedrooms, two full bathrooms, and a two-car attached garage, all set in a location that balances everyday convenience with a peaceful setting. The kitchen features granite countertops, white cabinetry, a pantry, and a full suite of stainless steel

    Rob Bolton Christies International Real Estate Bluegrass

    113 Strawberry Ln, Winchester, KY 40391
  • /34

    $275,700

    • 3 Beds
    • 2 Baths
    • 1,682 Sq Ft

    404 Wellington Way, Winchester, KY 40391

    This house is located minutes from the Winchester Bypass and within walking distance of the new Clark County Pre-school. The house features 3 bedrooms and 2 full baths. The kitchen is supplied with all the appliances. And the house also has a washer and dryer. The large great room is perfect for watching the favorite sports teams and movies with family and friends. The sellers added fiber optics

    Craig Bridgewater Bridgewater Real Estate

    404 Wellington Way, Winchester, KY 40391
  • /36

    $369,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    133 Shala-Mar Rue, Winchester, KY 40391

    Welcome to your next home in one of Clark County's most sought after communities—Shala Mar Estates. This beautifully updated 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, style, and modern convenience. The expansive primary suite is a true retreat, featuring a stunning ensuite bathroom with a brand new soaking tub and a separate tiled shower. Two additional bedrooms provide

    Nena Honaker Tom Goebel & Company

    133 Shala-Mar Rue, Winchester, KY 40391
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    $265,000

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    201 Prescott Ln, Winchester, KY 40391

    This Is The One You Have Been Waiting For!!! Perfect Location, Flat Fully Fenced Backyard And A Large Rear Covered Patio. This 1 1/2 Story 3 Bedroom 2 Bath Home Has Vaulted Ceilings; Lots Of Cabinets; Stainless ' Steel Appliances; Good Size Primary Bedroom With En Suite; Walk In Closet; 2 More Generous Sized Bedrooms And So Much More!

    Patrick Arvin Keller Williams Commonwealth

    201 Prescott Ln, Winchester, KY 40391

Why Live in Old Pine Grove

Old Pine Grove in Winchester is a semi-rural neighborhood situated between Lexington and Winchester, accessible via Interstate 64 and U.S. Route 60. The area features a mix of farmland and small subdivisions, with homes typically built post-1980, including ranch-style and new traditional designs with brick siding. The neighborhood's east end offers suburban amenities such as chain and local restaurants, a large flea market, and a movie theater. For outdoor activities, residents can visit nearby city parks like Legacy Grove Park, Wiseman Park, and College Park, or enjoy a round at Cassell Creek Golf Course. The local schools include the highly rated Strode Station Elementary School, with students continuing their education at Baker Intermediate, Campbell Junior High, and George Rogers Clark High School. Employment opportunities are available in Winchester's industrial park, Clark Regional Medical Center, and Bluegrass Community & Technical College's satellite campus. The neighborhood's crime rate is on par with the national average. Residents can also enjoy local dining options, including Woody's Sports Bar & Grill and Sherri's Café, and participate in the city's annual Beer Cheese Festival or explore the Beer Cheese Trail.

Frequently Asked Questions

Is Old Pine Grove a good place to live?
Old Pine Grove is a good place to live. Old Pine Grove is considered very car-dependent and somewhat bikeable. Old Pine Grove is a rural neighborhood with a crime score of 4, on par with the average neighborhood in the U.S. Old Pine Grove has 7 parks for recreational activities. It is sparse in population with 0.4 people per acre and a median age of 39. The average household income is $102,317 which is below the national average. College graduates make up 28.6% of residents. A majority of residents in Old Pine Grove are home owners, with 30.9% of residents renting and 69.1% of residents owning their home. A local real estate agent serving Old Pine Grove can help you decide if this neighborhood is the right one for you. Learn more on our Old Pine Grove neighborhood guide.
Is Old Pine Grove, KY a safe neighborhood?
Old Pine Grove, KY is a safe neighborhood and is on par with the average neighborhood in the United States. It received a crime score of 4 out of 10.
How much do you need to make to afford a house in Old Pine Grove?
The median home price in Old Pine Grove is $289,000. If you put a 20% down payment of $57,800 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $1,440 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $62K a year to afford the median home price in Old Pine Grove. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Old Pine Grove is $102K.
What are the best public schools in Old Pine Grove?
The best public schools that serve Old Pine Grove are:
What are the best private schools in Old Pine Grove?
The best private schools that serve Old Pine Grove are:
What are the most popular zip codes in Old Pine Grove, Winchester, KY?
The most popular zip codes in Old Pine Grove, Winchester, KY include 40391, 40361, 40516, 40509 and 40515.
What are the most popular neighborhoods near Old Pine Grove, Winchester, KY?
The most popular neighborhoods near Old Pine Grove, Winchester, KY are Wyandotte, Becknerville, Hutchinson-Monterey, Greenbrier and Gleneagles.

Home Trends in Old Pine Grove, KY

Housing Trends

Median Sale Price
$284,000
Median Single Family Sale Price
$275,700
Average Price Per Sq Ft
$165
Number of Homes for Sale
4
Last 12 months Home Sales
38
Months of Supply
1.30
Median List Price
$289,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
3%
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