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Explore Similar Homes Within 10 Miles of Winchester, KY

  • /40

    $460,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,534 Sq Ft

    4029 Barnard Dr, Lexington, KY 40509

    Welcome home to this beautifully maintained 4-bedroom, 2.5-bath home in the highly desirable Autumn Ridge subdivision! Featuring a dramatic two-story foyer, this home offers both space and functionality with hardwood flooring throughout the main living areas. The first floor boasts an open-concept layout where the eat-in kitchen flows seamlessly into the breakfast area and spacious family room.

    Sheridan Sims Keller Williams Commonwealth

    4029 Barnard Dr, Lexington, KY 40509
  • /25

    $310,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft

    109 Jonathan Dr, Richmond, KY 40475

    Tina French The Real Estate Co.

    109 Jonathan Dr, Richmond, KY 40475
  • /46

    $515,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,986 Sq Ft

    4029 Buttermilk Rd, Lexington, KY 40509

    This beautifully designed ALL-BRICK ranch showcasing high-end features and thoughtful attention to detail throughout. Spacious great room with 12 ft coffered ceiling, rich hardwood floors and elegant custom trim work. Gourmet kitchen featuring granite countertops, solid wood cabinetry with soft close drawers and doors, tiled backsplash, and stainless steel appliances, including a gas range.

    Robin Gregory McCarty Napier Realtors

    4029 Buttermilk Rd, Lexington, KY 40509
  • /49

    $634,900 Open Sat 2PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 3,049 Sq Ft

    3316 Polo Club Blvd, Lexington, KY 40509

    New Construction! Brand New and HUGE! June 15, 2025 - possibly sooner. Five BR with dual Master BR - first floor - second floor. Great floor plan! Almost all brick! Three car front entry garage in basement (one side is tandem deep). Poured concrete, steel reinforced, unfinished basement gives the safety and security of storm sheltering PLUS room for another BR and large Family Room with another

    James McKee James McKee, Broker

    3316 Polo Club Blvd, Lexington, KY 40509
  • /55

    $650,000 Open Sun 2PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 3,630 Sq Ft

    336 Inverness Trail, Richmond, KY 40475

    Stunning All Stone Exterior Home in Gated Community with Golf Course Views! Just 15 minutes from Lexington tucked inside a prestigious gated golf community off I-75, this custom all-stone beauty offers the perfect blend of luxury featuring an open-concept layout, the main living area boasts kitchen with granite countertops, a stylish tile backsplash, an eat in area open to living room with tons

    Jennifer Parsons RE/MAX Elite Lexington

    336 Inverness Trail, Richmond, KY 40475
  • /41

    $449,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    3705 Saint Andrews Walk, Lexington, KY 40509

    ALL NEW CARPET!! Discover this spacious two-story home perfectly situated just minutes from I-75 and the popular Hamburg shopping center. Tucked away on a quiet cul-de-sac, this property offers both convenience and tranquility. Step inside to an open great-room design featuring a cozy fireplace—ideal for relaxing evenings or entertaining guests. The well-designed layout provides plenty of natural

    Sharon Ben David Berkshire Hathaway de Movellan Properties

    3705 Saint Andrews Walk, Lexington, KY 40509
  • /59

    $469,900 Open Sat 10AM - 12PM

    • 4 Beds
    • 3.5 Baths
    • 3,357 Sq Ft

    100 Mallard Dr, Richmond, KY 40475

    Welcome to 100 Mallard Drive! This inviting 4-bedroom, 3.5-bath home sits on a beautiful one-acre lot in a wonderful, desirable, neighborhood. The main level offers hardwood floors, a formal dining room, an eat-in kitchen, and a great room filled with natural light from a wall of windows, complete with a cozy double-sided stone fireplace that also warms the kitchen area. Downstairs, you'll find a

    Cathie Witt-Pyle Keller Williams Commonwealth

    100 Mallard Dr, Richmond, KY 40475
  • /57

    $574,500 Open Sat 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    1076 Squirrel Nest Ln, Lexington, KY 40509

    Luxury Four Bedroom Home Near Hamburg & Brighton Walking Trail! Welcome home, awaiting you a two-story residence that offers the perfect blend of space, comfort, and style. The main level features a bright, open-concept great room, dining area, 1/2 bath, den/library, gourmet kitchen with a large island, walk-in pantry, and plantation shutters throughout-ideal for entertaining or relaxing with

    Robin Gregory McCarty Napier Realtors

    1076 Squirrel Nest Ln, Lexington, KY 40509
  • /38

    $664,900 Open Sat 2PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 3,450 Sq Ft

    3324 Polo Club Blvd, Lexington, KY 40509

    New Construction. BRAND NEW and HUGE! Estimated completion Dec. 15, 2025 - possibly sooner. Five BR with dual Master BR - first floor - second floor. Great floor plan! Almost all brick! Three car front entry garage in basement (one side is tandem deep). Poured concrete, steel reinforced, unfinished basement gives the safety and security of a storm shelter PLUS room for two more BR and HUGE Family

    James McKee James McKee, Broker

    3324 Polo Club Blvd, Lexington, KY 40509
  • /29

    $499,900 Open Sat 1PM - 3PM

    • 4 Beds
    • 4 Baths
    • 2,229 Sq Ft

    121 Ivy Creek Dr, Richmond, KY 40475

    LOT 73 - The Garrett II Plan is ideal for anyone who needs a spacious, split bedroom designed lay out w/3 ensuite beds/baths! The main level is wide open with gorgeous wood floors, gas logs fireplace, kitchen w/island + breakfast bar, & a generously sized laundry room. The main level primary ensuite is nothing but luxury w/2 sinks, trey ceilings, wood flooring in the bedroom, walk in closet,

    Amanda Marcum Berkshire Hathaway HomeServices Foster Realtors

    121 Ivy Creek Dr, Richmond, KY 40475
  • /69

    $499,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,350 Sq Ft

    976 Jouett Creek Dr, Lexington, KY 40509

    OPEN HOUSE Sunday 1-3PM. Welcome Home! Nestled in the heart of Chilesburg, this updated 4-bedroom home offers the perfect blend of space, style, and convenience.The main level greets you with a versatile office/formal living room, a formal dining room, a spacious family room that you can cozy up in with your gas log fireplace, and an open modern eat-in kitchen featuring granite countertops and

    Melia Hord Keller Williams Legacy Group

    976 Jouett Creek Dr, Lexington, KY 40509
  • /43

    $769,000 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,879 Sq Ft

    1081 Squirrel Nest Ln, Lexington, KY 40509

    Welcome to this beautifully crafted new construction home offering timeless style and modern comfort. With 9' ceilings and Mohawk Camden wood flooring throughout the main level, this move-in ready home features upgraded trim details, a cozy gas fireplace, brushed nickel fixtures, and a tiled powder room. The gourmet kitchen shines with white shaker cabinetry, quartz countertops, large island,

    Tanner Culver Keller Williams Commonwealth

    1081 Squirrel Nest Ln, Lexington, KY 40509
  • /44

    $385,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,895 Sq Ft

    3712 Maple Ridge Cir, Lexington, KY 40509

    Cozy well maintained Ranch in Andover Hills with 3 bedrooms & office, see thru fireplace open to vaulted great room. Office/den also with vaulted ceiling. Crawl space is 7' tall & very deep. Quiet cul-de-sac location, 2 car attached garage. Organic garden with herbs as chives, asparagus, camomile, calendula, goji berries, strawberries, raspberry, oregano and mint and plenty of fruits trees -

    Preeti Gupta Lifstyl Real Estate

    3712 Maple Ridge Cir, Lexington, KY 40509
  • /79

    $490,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 3 Baths
    • 2,277 Sq Ft

    2613 Pine Grove Rd, Paris, KY 40361

    HOUSE, GARAGE, APARTMENT/ADU, GARDEN BARN/ -1 ACRE/CLOSE TO HAMBURG After 50 years of renovating their dream home, these sellers have downsized and are ready to turn it over to a new family to enjoy. 1. Main House - historical listed, 4 bedrooms with porches and four season sun room 2. 2 Car + Garage with Work room and 2nd Story Apartment/ADU (2 bedrooms) completed 2012- full foam insulation. 3.

    Cathy Cornett-Wilson Rector Hayden Realtors

    2613 Pine Grove Rd, Paris, KY 40361

Home Trends in Winchester, KY

Housing Trends

Median Sale Price
$256,000
Median Single Family Sale Price
$261,000
Median Townhouse Sale Price
$191,750
Average Price Per Sq Ft
$162
Number of Homes for Sale
80
Last 12 months Home Sales
333
Months of Supply
2.90
Median List Price
$266,750
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
9%
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