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Old Pine Grove Homes for Sale

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  • /27

    $279,500

    • 3 Beds
    • 2.5 Baths
    • 1,963 Sq Ft

    304 Newcastle Ln, Winchester, KY 40391

    This house is located within walking distance of Clark County Preschool, Strode Station and Baker and is within minutes of Winchester Bypass and I-64. The house has 3 bedrooms and 2.5 baths and a bonus room on the 2nd floor that would make a great game room or office. The bonus room would also make a nice 4th bedroom. The owner of the house has replaced all of the kitchen appliances and replaced

    Craig Bridgewater Bridgewater Real Estate

    304 Newcastle Ln, Winchester, KY 40391
  • /62

    $319,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,904 Sq Ft

    335 Newcastle Ln, Winchester, KY 40391

    Welcome to this well-maintained home located in a quiet, established neighborhood with convenient access to everything Winchester has to offer. The first floor features an open and inviting layout, creating a comfortable space for everyday living and entertaining alike. Upstairs, you'll find a traditional three-bedroom floor plan with generously sized bedrooms, including a spacious primary suite.

    Josh Wood Freedom Realty & Property Management

    335 Newcastle Ln, Winchester, KY 40391
  • /68

    $2,750,000

    • 8 Beds
    • 7.5 Baths
    • 13,433 Sq Ft

    4664 Lexington Rd, Winchester, KY 40391

    Welcome to 4664 Lexington Road—a magnificent private estate on 35 rolling acres of pristine Kentucky countryside that feels worlds away, yet sits just minutes from the charm of Winchester and the vibrancy of Lexington. A stately stone entry welcomes you down a graceful, winding driveway to a sweeping circular drive, leading to a grand 13,000+ square-foot residence built in 1997 with timeless

    Adam Boardman Block + Lot Homes

    4664 Lexington Rd, Winchester, KY 40391
  • /28

    $344,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,325 Sq Ft

    119 Gibson Way, Winchester, KY 40391

    Updated Price, below Apprisal value...Space, Location, and Great Finishes....4 bedrooms, 2.5 bathrooms, walk in sit down and relax...Dining Room/Living Room or Office welcomes you as you enter from the covered front porch. Guests can use the 1/2 bathroom on the main level...Open Kitchen and Family Room with granite counter tops, breakfast bar, and large pantry making cooking easy, 10 ft ceilings

    Whitney Ensor Ensor Real Estate, LLC

    119 Gibson Way, 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.

Old Pine Grove Home Prices vs. Nearby Winchester, KY Neighborhoods

Old Pine Grove Winchester Becknerville
Median Home Price
$298,450
$244,900
$374,950
Median Sale Price
$286,750
+3% YoY
$239,450
+16% YoY
$342,500
+11% YoY
Median Single Family Price
$285,000
$240,750
$390,000
Median Townhouse Price
--
$175,000
$206,250
Total Active Listings
4 listings
51 listings
30 listings
Market Conditions
2 Months of Supply
Seller's Market
4 Months of Supply
Seller's Market
4 Months of Supply
Seller's Market

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 1.0 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 31% of residents renting and 69% 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 $298,450. If you put a 20% down payment of $59,700 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $1,530 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $66K 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, 40516, 40509, 40361 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, Centerville-Nihizertown, Hutchinson-Monterey, Gleneagles and Coletown.
Are home prices dropping in Old Pine Grove?
Yes, home prices in Old Pine Grove are down 3% in the last 12 months.
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