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Old Pine Grove Homes for Sale

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  • /40

    $355,000

    • 3 Beds
    • 3 Baths
    • 2,166 Sq Ft

    115 Woodford Dr, Winchester, KY 40391

    Discover a perfect blend of comfort and elegance as you step inside this charming home. Sitting on a generous 1/4 acre lot, this property offers a peaceful retreat with space to relax and entertain both inside and out. The heart of the home is the airy and open kitchen, featuring an oversized island that is perfect for gathering and sharing a meal. A dedicated keeping room provides a cozy

    Agent Photo

    Brenda Sipes

    WEICHERT REALTORS - ABG Properties

    (859) 251-8500

    115 Woodford Dr, Winchester, KY 40391
  • /117

    $3,175,000

    • 8 Beds
    • 7.5 Baths
    • 12,702 Sq Ft

    4664 Lexington Rd, Winchester, KY 40391

    Visitors to the farm are greeted by a substantial stone entry before traveling a gently winding path to the circular drive. There rests the grand residence, offering an ideal setting for entertaining family & friends. Ten minutes from Hamburg, the farm is located on the convenient Lexington/Winchester Road. Lovely views abound and the property retains remarkable privacy. The 13,500 square foot

    Zach Davis Kirkpatrick & Company

    4664 Lexington Rd, Winchester, KY 40391
  • /34

    $312,750

    • 3 Beds
    • 2 Baths
    • 1,792 Sq Ft

    123 Strawberry Ln, Winchester, KY 40391

    Priced below recent appraisal this almost new 3 bed 2 bath open layout ranch. This split bedroom design places two bedrooms and the hall bath off the entry and the primary bedroom suite at the rear of the home. The central kitchen offers both a breakfast area and countertop dining at the island, and opens to the family room. Granite kitchen counter tops with stainless steel 50/50 under-mount sink

    Joseph Smallwood Christies International Real Estate Bluegrass

    123 Strawberry Ln, Winchester, KY 40391
  • /24

    $340,000

    • 4 Beds
    • 2.5 Baths
    • 2,008 Sq Ft

    118 Strawberry Ln, Winchester, KY 40391

    Welcome Home!Kick back and relax on either the covered front porch or the spacious back patio of this charming 4-bedroom, 2.5-bath home. Perfectly positioned in a prime, central location. Just a short drive to Lexington, and only minutes from shopping, dining, schools, the hospital, and easy access to I-64 and the bypass, this home offers the perfect blend of comfort and

    Susan Baldwin Rector Hayden Realtors

    118 Strawberry Ln, Winchester, KY 40391
  • /30

    $289,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 1,606 Sq Ft

    223 Bartram Ct, Winchester, KY 40391

    Incredible value in the highly desirable Oakmont subdivision! This completely remodeled 3 bedroom, 2.5 bath home is truly move-in ready with all new paint, flooring, and granite countertops in every bathroom and kitchen. The stylish kitchen shines with an abundance of cabinetry, updated appliances and tile backsplash, flowing into the dining area that overlooks the deck and oversized

    Jennifer Parsons RE/MAX Elite Lexington

    223 Bartram Ct, Winchester, KY 40391
  • /10

    $374,900

    • Land
    • 1.29 Acres
    • $290,620 per Acre

    395 Croxton Way, Winchester, KY 40391

    1.29 acre Commercial Lot zoned B-3 that's slightly elevated with maximum visibility for your business. Ideal location for a gas station, fast food restaurant or retail shop. Lot near Clark Medical Center Hospital. To the south is Lexington Road (US 60), to the west is Floyd Clay Drive, and to the North is Croxton Way. Making three (3) different entrances to enhance accessibility to any business.

    Rich Decker Rector Hayden Realtors

    395 Croxton Way, 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. 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 above 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.
How much do you need to make to afford a house in Old Pine Grove?
The median home price in Old Pine Grove is $290,500. If you put a 20% down payment of $58,100 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $1,430 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $61K 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 Wyandotte, Becknerville, 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
$279,200
Average Price Per Sq Ft
$165
Number of Homes for Sale
5
Last 12 months Home Sales
33
Months of Supply
1.80
Median List Price
$290,500
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-1%
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