Clark, KY Homes

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  $239,900

  • 2 Beds
  • 2 Baths
  • 1,628 Sq Ft

  635 Lisletown Ln, Winchester, KY 40391

  Tucked away on a private lane behind a charming stone wall, this storybook 2BR/2BA dome-style cottage is a one-of-a-kind retreat. Greeted by a peaceful koi pond, the home's unique wood siding and architectural flair set the tone for something truly special. Inside, natural light pours in through skylights and stained-glass accents, creating a warm, ethereal atmosphere. The inviting living room

  

  Robin Jones

  Keller Williams Legacy Group

  (859) 328-1145

  635 Lisletown Ln, Winchester, KY 40391
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  Explore Winchester

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  /35

  $800 - $1,300 per month

  Summit Apartments

  1 - 3 Beds

  260 Oxford Dr, Winchester, KY 40391

  The Summit located in Winchester; KY is just minutes away from major employers. We are just a short drive from Lexington, KY. Come see our pet friendly community with lots of green space. We have spacious one-, two-, and three-bedroom apartment homes with caring on-site management. Our homes feature walk-in closets, new Laminate Vinyl Plank Flooring, fully equipped kitchens, washer/dryer

  260 Oxford Dr, Winchester, KY 40391
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  /32

  $349,900 Sold Aug 01, 2025

  • 2,111 Sq Ft
  • $166/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  275 Cross Brook Ct, Winchester, KY 40391

  Tucked away on a quiet corner cul-de-sac, this 3-bedroom, 2.5-bath home offers space, style, and versatility. Inside, you'll find updated flooring, large bedrooms, and an open layout perfect for everyday living and entertaining. The oversized walk-in pantry and 2-car garage add function and storage, while the huge additional building out back sets this property apart—ideal for a workshop, home

  Amanda Stewart Selling the South Realty

  275 Cross Brook Ct, Winchester, KY 40391
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  /72

  Est $438,043 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  127 Hibiscus Ln, Winchester, KY 40391

  127 Hibiscus Ln, Winchester, KY 40391
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  /67

  $699,000

  • 3 Beds
  • 4 Baths
  • 4,123 Sq Ft

  1775 Irvine Rd, Winchester, KY 40391

  Just 12 minutes from Lexington, own the most charming home atop a scenic hill at Blue Ridge Manor, a breathtaking 5.13 acre retreat where modern comfort meets classic elegance. As you drive up the long, private driveway, you'll feel like you're entering your own exclusive retreat, a sanctuary of peace and tranquility. Lovingly maintained by its original owner for the past 30 years, this

  

  Oxana Lopetegui-Pineda

  Lifstyl Real Estate

  (859) 659-6462

  1775 Irvine Rd, Winchester, KY 40391
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  /25

  $1,450 - $1,800 per month

  7 North Main

  1 - 2 Beds

  7 N Main St, Winchester, KY 40391

  Brand New Apartments in the Heart of Downtown WinchesterMultiple Layouts AvailableHighlights:-Quartz Countertops, New Cabinets, and New Appliances (Dishwasher, Fridge, Range)-New LVP Floors-Off-Street Parking Lot for Tenants and Guests-Prime Downtown Location on Main St-Close to Interstate to Lexington-In the Heart of Downtown Winchester

  7 N Main St, Winchester, KY 40391
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  /53

  $867,500 Sold Aug 01, 2025

  • 4,698 Sq Ft
  • $185/SF
  • 318 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1885

  511 Boone Ave, Winchester, KY 40391

  One of a kind opportunity to live in history and in luxury in one of Winchester's finest offerings. This majestic home spares no detail, offering charming details throughout like hardwood floors, high ceilings, large windows, crown moldings, and fireplaces throughout. As well, the gracious lot offers expansive views and privacy with its large patio seating area and beautiful swimming pool. Ripe

  Greg Leveridge Block + Lot Real Estate

  511 Boone Ave, Winchester, KY 40391
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  /24

  Est $712,520 Not Listed For Sale

  • 3 Beds
  • 3 Baths

  703 Kiddville Rd, Winchester, KY 40391

  703 Kiddville Rd, Winchester, KY 40391
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  /50

  $465,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,784 Sq Ft

  701 Lisletown Ln, Winchester, KY 40391

  Perfectly nestled at the end of shared private lane, this mid-century modern home w/full finished walkout basement offers luxury, privacy & natural beauty. Designed by architect R.L. Isenhour, this distinctive property is situated on just over 3 wooded acres, surrounded by forest & overlooking the Kentucky River. Step inside to soaring ceilings, expansive windows & a striking floor-to-ceiling

  

  Robin Jones

  Keller Williams Legacy Group

  (859) 470-2988

  701 Lisletown Ln, Winchester, KY 40391
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  /20

  $1,280 - $1,499 per month

  SPECIALS: The Reserve & Enclave at Fairholme

  2 - 3 Beds

  100-145 Sam Winston Way, Winchester, KY 40391

  Beautiful Townhomes with 2 Bedrooms and 2.5 Baths, located within both The Enclave at Fairholme & The Reserve at Fairholme Townhome Communities. Built between 2019-2022. Fully equipped kitchens feature Stainless Steel Appliances, and includes Stove, Refrigerator, Dishwasher, and Microwave. Washer and Dryer Included! Hardwood LVT Flooring throughout.Off-Street Parking. Select Units Have a

  100-145 Sam Winston Way, Winchester, KY 40391
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  /25

  $247,000 Sold Jul 31, 2025

  • 2,250 Sq Ft
  • $110/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  724 Terry Dr, Winchester, KY 40391

  Nestled in the Westmeade neighborhood, this home offers the perfect blend of comfort and convenience, just minutes from the Winchester Bypass and a short drive to Lexington. With approximately 2,250 square feet of living space, this home features an inviting foyer that leads into a bright eat-in kitchen and a welcoming main living area.Down the hall, you'll find three bedrooms, along with

  Samantha Cotton National Real Estate

  724 Terry Dr, Winchester, KY 40391
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  /52

  Est $351,975 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  670 Lillies Ferry Rd, Winchester, KY 40391

  670 Lillies Ferry Rd, Winchester, KY 40391
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  /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
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  /2

  Call for Price

  Cambridge Square Apartments - Income Based

  1 - 3 Beds

  300 C G Stephenson Dr, Winchester, KY 40391

  This community is open by appt only. Office hours are 9am to 12pm and 1pm to 4pm. Please call to schedule your appt!Cambridge Square is a community with beautifully maintained grounds, offering one, two and three bedroom apartment homes with some one bedroom homes reserved for the elderly/dis-abled, all rent based on income. We are located in quiet Winchester, Kentucky, with easy

  300 C G Stephenson Dr, Winchester, KY 40391
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  /43

  $129,900 Sold Jul 31, 2025

  • 858 Sq Ft
  • $151/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1959

  44 Watts Rd, Winchester, KY 40391

  Tucked away on a peaceful dead-end street with minimal traffic, this inviting 2-bedroom, 1-bath home offers comfort, convenience, and character. Step inside to find beautiful hardwood floors throughout, a spacious living room full of natural light, and a cozy eat-in kitchen perfect for casual meals and morning coffee.Enjoy the privacy of a fenced backyard—ideal for relaxing, gardening, or

  Josh Wood Freedom Realty & Property Management

  44 Watts Rd, Winchester, KY 40391
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  /42

  Est $390,265 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  920 Log Lick Rd, Winchester, KY 40391

  920 Log Lick Rd, Winchester, KY 40391
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  /29

  $427,900 Pending

  • 4 Beds
  • 3 Baths
  • 2,361 Sq Ft

  4732 Old Boonesboro Rd, Winchester, KY 40391

  NEW PRICE REDUCTION!!! This Is The One You Have Been Waiting For!!! This Completely Remodeled 4 Bedroom 3 Bathroom Home On An Unfinished Basement Has It All. Features Include An Open Floor Plan; Dining Room With Fireplace; Big Kitchen With Lots Of Cabinets; Granite Tops; Stainless Steel Appliances; Range Hood; Farmhouse Sink; Huge Laundry Room Off Kitchen/Master Bedroom; First Floor Master

  Patrick Arvin Keller Williams Commonwealth

  4732 Old Boonesboro Rd, Winchester, KY 40391
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  /3

  Call for Price

  Westwood Apartments - Income Based

  1 - 3 Beds

  900 Westwood Dr, Winchester, KY 40391

  Pick up your application for our WAIT LIST at the office door! Westwood is a charming property in a great location in Winchester, Kentucky with rents based on income. Spacious one, two and three bedroom apartments for rent, each featuring a fully equipped kitchen, your choice of a patio or balcony, and they are wired for cable. Fun in the sun is just a outside your door at our playground, or

  900 Westwood Dr, Winchester, KY 40391
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  /60

  $182,000 Sold Jul 31, 2025

  • 1,140 Sq Ft
  • $160/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  265 Cunningham Ln, Winchester, KY 40391

  Country Living at Its Finest Y'all! Pack the U-Haul and get excited because this nearly new single wide home is awaiting its new owners! It has a split bedroom floor plan, fully equipped kitchen and handy laundry/mud room that leads to the back yard. With 1.429 acres, you have room to roam all while being located only minutes from the Mountain Parkway.

  Amanda Marcum Berkshire Hathaway HomeServices Foster Realtors

  265 Cunningham Ln, Winchester, KY 40391
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  /45

  Est $334,410 Not Listed For Sale

  • 3 Beds
  • 2 Baths

  1600 Crowe Ridge Rd, Winchester, KY 40391

  1600 Crowe Ridge Rd, Winchester, KY 40391
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  /85

  $650,000

  • 4 Beds
  • 3.5 Baths
  • 4,779 Sq Ft

  180 Casa Landa Way, Winchester, KY 40391

  This stately yet inviting residence in the highly desirable Stoney Brook subdivision offers the perfect blend of elegance and comfort. Thoughtfully designed for everyday living and entertaining, the home features generously sized rooms throughout.The main level includes formal living and dining spaces, a convenient half bath, and a beautifully appointed kitchen with granite countertops,

  Janna Chalfant Smith United Real Estate Bluegrass

  180 Casa Landa Way, Winchester, KY 40391
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  /27

  $1,500 per month

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Townhouse for Rent

  405 Cricket Ln, Winchester, KY 40391

  3br/2ba townhouse with attached one car garage. All one level. All electric.

  405 Cricket Ln, Winchester, KY 40391
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  /92

  $364,900 Sold Jul 31, 2025

  • 2,520 Sq Ft
  • $145/SF
  • 209 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1962

  31 Mockingbird Valley Rd, Winchester, KY 40391

  This stately, split-level brick home is situated in the beautiful and desirable Hampton Manor subdivision, right in the heart of Winchester. On the main level, gleaming hardwood floors extend throughout, including the newly renovated kitchen with new granite countertops, new cabinets, all new appliances, new faucet and a large island providing plenty of space to prepare family meals. Three

  Josh Wood Freedom Realty & Property Management

  31 Mockingbird Valley Rd, Winchester, KY 40391
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  /54

  Est $492,017 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,841 Sq Ft

  5600 Ecton Rd, Winchester, KY 40391

  5600 Ecton Rd, Winchester, KY 40391
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  /17

  $448,000

  • 5 Beds
  • 3 Baths
  • 3,270 Sq Ft

  301 College St, Winchester, KY 40391

  Award-Winning Historic Home - Fully Renovated Gem Across from the ParkThis beautifully restored 5-bedroom, 3 full bath home was completely gutted and reimagined with care. Featuring a custom-built wrap-around porch matching the original design, dual HVAC systems, new sewer line, and a long concrete driveway with rear alley access with more than quarter acre. Best of two worlds- it charm

  Blanca Cheung Tsubaki Group, LLC

  301 College St, Winchester, KY 40391
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  /31

  $2,200 per month

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • House for Rent

  117 Gibson Way, Winchester, KY 40391

  Are you looking for a large, like new house at an affordable price. Well look no further! This 4 Bedroom 3 Full Bathroom house is conveniently located off of the Bypass in Winchester, KY. This is a new construction home on a quiet street with tons of upgrades and custom hardware and fixtures throughout the home. The many features of this home include: An enormous master suite w/ a massive

  117 Gibson Way, Winchester, KY 40391
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  /3

  $220,000 Sold Jul 30, 2025

  • 1,300 Sq Ft
  • $169/SF
  • 38 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  412 Paisley Ct, Winchester, KY 40391

  Very nice 3 bedroom 2.1 bath townhome with walk out basement. Home was upgraded 2023 with new paint,carpet, granite countertops and stainless appliances. Only minutes from Winchester bypass.

  John Wilson Bluegrass Properties Group

  412 Paisley Ct, Winchester, KY 40391
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  /49

  Est $350,017 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,560 Sq Ft

  2068 Goshen Rd, Winchester, KY 40391

  2068 Goshen Rd, Winchester, KY 40391
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  /42

  $419,900

  • 4 Beds
  • 3.5 Baths
  • 2,718 Sq Ft

  210 College St, Winchester, KY 40391

  Welcome to one of Winchester's most iconic and award-winning homes—a stunning 4-bedroom, 3.5-bath historic residence spanning over 2,700 square feet. This exceptional property, recipient of a Historic Preservation Award, beautifully balances timeless character with modern comfort. From the moment you step onto the newly built wide front porch, the home's undeniable charm begins to unfold. Inside,

  Erin Lewis Christies International Real Estate Bluegrass

  210 College St, Winchester, KY 40391
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  /28

  $359,900 Sold Jul 30, 2025

  • 1,600 Sq Ft
  • $225/SF
  • 311 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  210 Jett Dr, Winchester, KY 40391

  Open House, Sunday, June 22, 2025, 1-3Don't miss out on this wonderful ranch floor plan, New Construction, 3 bedrooms, 2 baths, covered porch, great location, Call today.Size of home may vary from plan, spec home,all specifics have already been ordered. This information will follow within a few weeks and posted on line.

  Mila Ensor Ensor Real Estate, LLC

  210 Jett Dr, Winchester, KY 40391
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  /53

  Est $283,409 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,126 Sq Ft

  1489 White Conkwright Rd, Winchester, KY 40391

  1489 White Conkwright Rd, Winchester, KY 40391
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  /36

  $414,900

  • 4 Beds
  • 4.5 Baths
  • 2,800 Sq Ft

  136 College St, Winchester, KY 40391

  Welcome to this stunning, fully renovated 4-bedroom, 4.5-bathroom home in the heart of downtown Winchester. Thoughtfully redesigned with a rear addition, this property now features a spacious first-floor primary suite complete with a private bathroom, walk-in closet, and convenient laundry access.Each of the four bedrooms has its own private en-suite bathroom, offering comfort and privacy

  Danielle Hatton The Brokerage

  136 College St, Winchester, KY 40391
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  /21

  $285,000 Sold Jul 29, 2025

  • 1,696 Sq Ft
  • $168/SF
  • 8 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  219 Bartram Ct, Winchester, KY 40391

  This charming residence features a desirable first-floor primary bedroom and a spacious kitchen complete with a breakfast bar—perfect for everyday living and entertaining. Enjoy peace of mind with a brand-new roof and updated systems throughout. Located in a sought-after neighborhood close to everything you need. Don't miss the opportunity to make this home yours—schedule your showing today!

  Nora Williams Keller Williams Commonwealth

  219 Bartram Ct, Winchester, KY 40391
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  /2

  Est $314,177 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,242 Sq Ft

  3282 Old Ruckerville Rd, Winchester, KY 40391

  3282 Old Ruckerville Rd, Winchester, KY 40391
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  /120

  $559,900

  • 6 Beds
  • 3.5 Baths
  • 3,846 Sq Ft

  1953 Cabin Creek Rd, Winchester, KY 40391

  ***Click on the Virtual Tour section to see the video walk through!*** This unique property includes not only one, but two beautiful homes in the heart of Kentucky Bluegrass country. The first home is a brick ranch with a covered front porch and back patio that overlook this beautiful piece of farm land. This 2046 sq ft home contains 3 bedrooms and 2 full baths with a large great room in the

  Josh Wood Freedom Realty & Property Management

  1953 Cabin Creek Rd, Winchester, KY 40391
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  /40

  $240,000 Sold Jul 29, 2025

  • 2,617 Sq Ft
  • $92/SF
  • 12 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1980

  400 Verna Dr, Winchester, KY 40391

  Spacious Brick Ranch with Dual Master Suites & Investor Potential! This charming 5-bedroom, 3-bath brick ranch is nestled in a well-established neighborhood and offers a rare opportunity for customization and value-add. With some renovation projects already started, this home is ideal for an investor or handy homeowner ready to build instant equity.Enjoy the flexibility of two master

  Melodie Lincavage RE/MAX Elite Realty

  400 Verna Dr, Winchester, KY 40391
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  /34

  Est $427,811 Not Listed For Sale

  • 2 Beds
  • 1 Bath

  5934 Irvine Rd, Winchester, KY 40391

  5934 Irvine Rd, Winchester, KY 40391
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  /31

  $499,000

  • 5 Beds
  • 3 Baths
  • 3,262 Sq Ft

  10 French Ave, Winchester, KY 40391

  Remember when things were built to last? This home was built in 1906 and recently underwent a complete renovation to bring this 118 year old home into the 21st century. The owners maintained all of the architectural details while adding the modern luxuries of today. Improvements made to the home consist of new dimensional shingle roof, gutters, soffits rebuilt including rebuilding the decorative

  Brian England Keller Williams Bluegrass Realty

  10 French Ave, Winchester, KY 40391
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  /28

  $234,500 Sold Jul 29, 2025

  • 1,200 Sq Ft
  • $195/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2004

  108 Sturbridge Ln, Winchester, KY 40391

  Gorgeous one story home located just off the Winchester Bypass. This lovely home has three bedrooms and two full baths with a two car attached garage and deck out back. Fenced in yard!!!! Don't miss out; this one will go FAST!!! NOTE: Property must be listed for 5 days before seller will look at any offers

  Jason Szaks EXIT TOWN & COUNTRY REALTORS

  108 Sturbridge Ln, Winchester, KY 40391
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  /35

  Est $352,193 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,964 Sq Ft

  4476 Ecton Rd, Winchester, KY 40391

  4476 Ecton Rd, Winchester, KY 40391

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