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Old Pine Grove Homes for Sale

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  • /26

    $268,000

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft

    410 Wellington Way, Winchester, KY 40391

    Discover 410 Wellington Way, a beautifully updated property in a convenient Winchester location! This fully updated, move-in-ready home delivers style, comfort, and convenience from the moment you walk in. Enjoy a bright eat-in kitchen equipped with brand-new, warrantied appliances, plus modern finishes throughout—including all-new paint, new flooring, new light fixtures, new doors, updated

    Monica Marcum Century 21 Pinnacle

    410 Wellington Way, Winchester, KY 40391
  • /34

    $279,700

    • 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 open to a large dining area. 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

    Craig Bridgewater Bridgewater Real Estate

    404 Wellington Way, Winchester, KY 40391
  • /36

    $262,500

    • 3 Beds
    • 2 Baths
    • 1,234 Sq Ft

    433 Wellington Way, Winchester, KY 40391

    Completely renovated and move-in ready! This 3-bedroom, 2-bath home offers 1,234 sq. ft. of stylish living with beautiful hardwood floors, fresh finishes, and a bright open layout. The vaulted ceiling in the main living area adds space and light, while the updated kitchen features modern cabinetry and new appliances. Both bathrooms have been tastefully redone, and every detail reflects quality

    Stephen Brashear Real Broker LLC

    433 Wellington Way, Winchester, KY 40391
  • /19

    $294,900

    • 3 Beds
    • 2 Baths
    • 1,966 Sq Ft

    729 Wayland Dr, Winchester, KY 40391

    This charming 3-bedroom, 2-bath split level home offers the perfect blend of comfort and convenience-located just minutes from Lexington's popular Hamburg area with endless shopping, dining and entertainment options right at your fingertips! Step inside to find a beautifully updated kitchen featuring brand-new granite countertops and a stylish new island, perfect for family meals or entertaining

    Brittany Beer EXP Realty, LLC

    729 Wayland Dr, Winchester, KY 40391
  • /24

    $369,000

    • 4 Beds
    • 2.5 Baths
    • 2,811 Sq Ft

    446 Tremont Ln, Winchester, KY 40391

    Agent is Seller. 2800 square feet with four bedrooms and 2-1/2 baths. A large corner lot with side entry 2 car garage. Walkout patio, remodeled front porch, fully privacy fenced back yard, upgraded hot-water heaters, Upgraded fully insulated garage with steel back insulated door, walk in master closet, two story entry, and gas fireplace are just a few of the features in this home. Call today

    Dylan Langdon The Agency

    446 Tremont Ln, Winchester, KY 40391
  • /31

    $389,000

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

    133 Shala-Mar Rue, Winchester, KY 40391

    Charming 3 Bedroom, 2 Bath Ranch Near Hamburg - Fully Renovated! Don't miss this beautifully updated 3-bedroom, 2-bath ranch-style home located just minutes from Hamburg! This move-in ready gem features brand new windows, siding, gutters, roof, and exterior doors, ensuring both curb appeal and peace of mind. Step inside to a spacious, light-filled living room—perfect for entertaining. The

    Nena Honaker Tom Goebel & Company

    133 Shala-Mar Rue, Winchester, KY 40391
  • /8

    $159,000

    • 2 Beds
    • 3 Baths
    • 1,056 Sq Ft

    175 Chatham Place Unit 135-2, Winchester, KY 40391

    (Why rent ) when you can own this Townhome it has 2 bedrooms,3 bathroms (one full bath and 2 half baths) living room,kitchen, locted near schools and shopping,just behind Lowes.Owner/Broker

    Garry Milton Milton and Associates Real Estate

    175 Chatham Place Unit 135-2, Winchester, KY 40391
  • /2

    $5,646,000

    • 2 Beds
    • 3 Baths
    • 37,192 Sq Ft

    175 Chatham Place, Winchester, KY 40391

    36 Townhomes ,located behind Lowes,Winchester,Ky.Great rental property, owner will do some owner financing

    Garry Milton Milton and Associates Real Estate

    175 Chatham Place, 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 $285,000. If you put a 20% down payment of $57,000 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $1,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $60K a year to afford the median home price in Old Pine Grove. 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 Becknerville, Wyandotte, Hutchinson-Monterey, Greenbrier and Centerville-Nihizertown.

Home Trends in Old Pine Grove, KY

Housing Trends

Median Sale Price
$278,500
Median Single Family Sale Price
$276,750
Median Townhouse Sale Price
$159,000
Average Price Per Sq Ft
$163
Number of Homes for Sale
7
Last 12 months Home Sales
33
Months of Supply
2.50
Median List Price
$285,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-1%
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