Winchester, KY Homes

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  /3

  $380,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  200 Evergreen Dr, Winchester, KY 40391

  Introducing the Run For The Roses - Proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms. The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite bathroom. The kitchen

  Rex Hall United Real Estate Bluegrass

  200 Evergreen Dr, Winchester, KY 40391
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  /22

  $88,000 Sold May 08, 2025

  • 2,363 Sq Ft
  • $37/SF
  • 23 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1878

  423 E Broadway St, Winchester, KY 40391

  Absolute Auction-Selling to the Highest Bidder Regardless of Listing Price. Live On-Site Saturday April 19th at 10:00 a.m. Contracted to sell at Absolute Auction Only! Offers Prior to Auction Will Not Be Entertained. Visit www.bluegrassauction.com for Bidder & Agent Registration forms and Complete Terms & Conditions. Don't miss this great opportunity to own this Beautiful, Very Large downtown

  Tanya McKee Bluegrass Auction, Appraisal & Realty, LLC

  423 E Broadway St, Winchester, KY 40391
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  /73

  Est $558,636 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,236 Sq Ft

  12 Moundale Ave, Winchester, KY 40391

  12 Moundale Ave, Winchester, KY 40391
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  /69

  $949,000 New Construction

  • 5 Beds
  • 3.5 Baths
  • 2,842 Sq Ft

  1150 Craig Crossing, Winchester, KY 40391

  Stunning new construction featuring 5 bedroom. 3.5 bath nestled on roughly 2.5 serene acres, surrounded by picturesque farmland and panoramic views. Offering the perfect blend of space, style, and serenity. Features include open concept layout, spacious kitchen with kitchen island, granite counter tops, hidden walk in pantry with custom cabinets and well appointed appliances. Hardwood floors and

  Stephanie Hacker Kentucky Residential Real Estate, LLC

  1150 Craig Crossing, Winchester, KY 40391
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  /17

  $175,000 Sold May 07, 2025

  • 1,228 Sq Ft
  • $143/SF
  • 1 Day On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  220 Jackson St, Winchester, KY 40391

  Welcome to this beautifully remodeled 2-bedroom home with a bonus room that could easily serve as a third bedroom or office space. Fall in love with the fresh, modern updates throughout—from the stylish flooring to the bright, spacious kitchen that is perfect for cooking. Outside, you'll find a cozy patio for relaxing evenings and a huge backyard with room to entertain, garden or play. No

  Joanna Howell Bluegrass Properties Group

  220 Jackson St, Winchester, KY 40391
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  /43

  Est $255,345 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,009 Sq Ft

  373 Crescent Ave, Winchester, KY 40391

  373 Crescent Ave, Winchester, KY 40391
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  /9

  $785,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft

  425 Alexis Way, Winchester, KY 40391

  Introducing the Highland, an elegant all-brick ranch home offering 4 bedrooms and 2.5 full baths in a thoughtfully designed split-bedroom layout. The spacious primary suite is a true highlight, featuring a luxurious tile shower, separate soaking tub, double vanities, and a large walk-in closet. The open-concept kitchen flows seamlessly into the great room, creating the perfect space for

  Shane Underwood Keller Williams Commonwealth

  425 Alexis Way, Winchester, KY 40391
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  /37

  $228,000 Sold May 02, 2025

  • 1,247 Sq Ft
  • $183/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1962

  102 E Clark Dr, Winchester, KY 40391

  OPEN HOUSE SCHEDULED FOR Sunday, March 2nd has been CANCELLED since the home is now under contract. Looking for a move-in ready brick ranch home that's in pristine condition? Well, look no further! LOTS of updates! Some of the features of this 3 bedroom / 1.5 bath home include gleaming hardwood flooring, recently replaced HVAC system (the entire system), new gas water heater, and a separate

  Jim Woodrum RE/MAX Creative, Winchester

  102 E Clark Dr, Winchester, KY 40391
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  /38

  Est $241,115 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,540 Sq Ft

  377 Crescent Ave, Winchester, KY 40391

  377 Crescent Ave, Winchester, KY 40391
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  /3

  $645,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,526 Sq Ft

  106 Bella Shae Way, Winchester, KY 40391

  Welcome Home to the Claiborne Floor Plan by CP Builders. This stunning 4-bedroom, 2.5-bathroom home offers a luxurious and spacious living experience. The first floor features a magnificent primary suite complete with a spacious ensuite bathroom, a walk-in closet, and direct access to the backyard. The open floor plan seamlessly connects the living, dining, and kitchen areas, creating a warm and

  Shane Underwood Keller Williams Commonwealth

  106 Bella Shae Way, Winchester, KY 40391
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  /47

  $350,000 Sold May 01, 2025

  • 2,117 Sq Ft
  • $165/SF
  • 3 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1999

  206 Honeysuckle Ln, Winchester, KY 40391

  This beautifully updated two-story home is ready for its new owners, featuring fresh paint and new flooring on the first floor. With five true bedrooms and three full baths, this spacious home offers plenty of room for everyone. Nestled in a sought-after neighborhood, it blends comfort, function, and charm. The main level includes a bedroom with wood floors, a formal dining room, an updated

  Amanda Marcum Berkshire Hathaway HomeServices Foster Realtors

  206 Honeysuckle Ln, Winchester, KY 40391
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  /27

  Est $368,313 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,428 Sq Ft

  200 Moundale Ave, Winchester, KY 40391

  200 Moundale Ave, Winchester, KY 40391
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  /3

  $670,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,261 Sq Ft

  113 Bella Shae Way, Winchester, KY 40391

  Introducing the Hampton, a beautiful all-brick ranch home. This 3-bedroom, 2-bath split-bedroom design offers both privacy and comfort. The spacious primary suite is a true retreat, featuring a luxurious ensuite with double vanities, a walk-in shower, and dual walk-in closets. The open-concept kitchen and great room are perfect for entertaining, highlighted by a gas log fireplace, a large kitchen

  Shane Underwood Keller Williams Commonwealth

  113 Bella Shae Way, Winchester, KY 40391
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  /32

  $249,900 Sold Apr 30, 2025

  • 1,887 Sq Ft
  • $132/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  102 Churchill Dr, Winchester, KY 40391

  Welcome to 102 Churchill Drive, a highly sought-after haven in the Holiday Hills community. This charming split-level home boasts three spacious bedrooms and two baths, all situated on a large corner lot. As you enter, you're welcomed by a tiled entry foyer that leads into an upstairs open floorplan designed for modern living. The finished walk-out basement, complete with a cozy fireplace, offers

  Brian Webb Redfin

  102 Churchill Dr, Winchester, KY 40391
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  /48

  Est $387,315 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,175 Sq Ft

  220 Moundale Ave, Winchester, KY 40391

  220 Moundale Ave, Winchester, KY 40391
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  /3

  $700,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  415 Alexis Way, Winchester, KY 40391

  Introducing the Merango, a classic all-brick ranch home designed for both comfort and style. With stunning double front doors and a 2-car attached garage, this home offers incredible curb appeal and modern living. The spacious 3-bedroom, 2-bath layout features a split-bedroom design for added privacy, along with a dedicated study perfect for a home office. The open-concept kitchen is ideal for

  Shane Underwood Keller Williams Commonwealth

  415 Alexis Way, Winchester, KY 40391
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  /53

  $80,000 Sold Apr 30, 2025

  • 1,629 Sq Ft
  • $49/SF
  • 67 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1950

  307 Jackson St, Winchester, KY 40391

  This home is a rare find! All one floor with 2 bedrooms and lots of potential. Selling as-is but with a lot of valuable improvements already completed including updated HVAC, new PEX plumbing, new electric wiring and electric box, and roughed in plumbing for an additional half bath. This home also sits on a double lot that could potentially be used to build another home or just enjoy the extra

  Josh Wood Freedom Realty & Property Management

  307 Jackson St, Winchester, KY 40391
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  /77

  Est $292,261 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,709 Sq Ft

  328 S Main St, Winchester, KY 40391

  328 S Main St, Winchester, KY 40391
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  /4

  $635,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,537 Sq Ft

  422 Alexis Way, Winchester, KY 40391

  Introducing the Denver, a gorgeous all-brick ranch home offering 4 bedrooms and 2.5 baths, designed for both luxury and practicality. With its stunning curb appeal, front porch, and beam accents, this home makes a lasting first impression. Inside, the split-bedroom layout offers privacy and space for everyone, with a large primary suite featuring a walk-in closet, soaking tub, separate shower,

  Shane Underwood Keller Williams Commonwealth

  422 Alexis Way, Winchester, KY 40391
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  /48

  $255,000 Sold Apr 30, 2025

  • 2,358 Sq Ft
  • $108/SF
  • 45 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  305 Skylark Dr, Winchester, KY 40391

  BACK ON THE MARKET DUE TO NO FAULT OF THE SELLERS . This tri-Level Bedford, 3 bedroom 2 bath home has plenty of room for a growing family. Located in a quiet well established neighborhood. Home features hardwood floors, a beautiful bay window, and fireplace in the living room, separate dining and eat in kitchen. Enjoy your summers by the inground pool and large backyard perfect for get

  Melodie Lincavage RE/MAX Elite Realty

  305 Skylark Dr, Winchester, KY 40391
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  /34

  Est $274,122 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,355 Sq Ft

  312 S Main St, Winchester, KY 40391

  312 S Main St, Winchester, KY 40391
• 

  

  /22

  $665,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,643 Sq Ft

  414 Alexis Way, Winchester, KY 40391

  Introducing the Alexis, a stunning all-brick ranch home with incredible curb appeal and a charming front porch. This thoughtfully designed 3-bedroom, 2.5-bath home features a desirable split-bedroom layout, offering privacy and comfort. The spacious primary suite includes a luxurious ensuite with double vanities, a walk-in closet with direct access to the separate utility room for added

  Shane Underwood Keller Williams Commonwealth

  414 Alexis Way, Winchester, KY 40391
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  /26

  $239,000 Sold Apr 30, 2025

  • 2,030 Sq Ft
  • $118/SF
  • 175 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2012

  2170 Mina Station Rd, Winchester, KY 40391

  Are you looking for your peace and quiet in the country? Then this is your new home! Get ready to enjoy what this 5 plus acre property has to offer. There is both cleared and wooded land. This property also has water access that is not in a flood zone. There is a spring fed watering pond and a wet weather creek. The property is partially fenced, and offers a small stock barn, two loft

  A. Rebecca Woods Woods Realty Group

  2170 Mina Station Rd, Winchester, KY 40391
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  /20

  Est $236,411 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,082 Sq Ft

  18 Lisle Ln, Winchester, KY 40391

  18 Lisle Ln, Winchester, KY 40391
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  /3

  $825,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,995 Sq Ft

  111 Bella Shae Way, Winchester, KY 40391

  Welcome Home to the Park Place Floor Plan by CP Builders. This elegant ranch home features all-brick construction and a thoughtfully designed split bedroom layout for maximum privacy. The open floor plan seamlessly connects the living, dining, and kitchen areas, creating a warm and inviting atmosphere. Thespacious kitchen is a chef's dream, boasting a large island, a convenient pantry, and a

  Shane Underwood Keller Williams Commonwealth

  111 Bella Shae Way, Winchester, KY 40391
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  /27

  $199,500 Sold Apr 30, 2025

  • 972 Sq Ft
  • $205/SF
  • 206 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1940

  374 S Main St, Winchester, KY 40391

  You must view this adorable remodeled home located in a convenient location, charming, large back yard, walk to downtown Winchester, close to college park, make sure you view this one today! Sentri lock is on the back door, parking in rear allley access

  Mila Ensor Ensor Real Estate, LLC

  374 S Main St, Winchester, KY 40391
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  /51

  Est $335,572 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,421 Sq Ft

  20 Lisle Ln, Winchester, KY 40391

  20 Lisle Ln, Winchester, KY 40391
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  /10

  $550,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  107 Bella Shae Way, Winchester, KY 40391

  Welcome Home to the Winchester Floor Plan by CP Builders. This elegant ranch home features all-brick construction, a welcoming front porch, and a two-car garage. Step inside and be greeted by soaring 9-foot ceilings and a spacious open floor plan. The split bedroom design offers privacy and comfort, with a luxurious primary suite boasting an ensuite bathroom and a walk-in closet. Enjoy easy

  Shane Underwood Keller Williams Commonwealth

  107 Bella Shae Way, Winchester, KY 40391
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  /40

  $206,000 Sold Apr 29, 2025

  • 1,053 Sq Ft
  • $196/SF
  • 25 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1970

  194 Spruce Ct, Winchester, KY 40391

  Beautiful remodeled home. Enjoy this ready to move in home, all you need is your keys! Sold as is, inspections welcome. Agent owner. Brick Ranch, 3 Bedrooms, 1 Full Bath, with Attached 2 Car Garage. Home Features Over 1050 sq ft with Spacious Living Room, Eat In Kitchen with Dishwasher, Stove and Refrigerator and Adjoining Utility Space with Washer/Dryer Hook Up. HVAC is less than 2 years old.

  Peggy Baldridge HomeFirst Real Estate

  194 Spruce Ct, Winchester, KY 40391
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  /54

  Est $351,932 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,816 Sq Ft

  35 Lisle Ln, Winchester, KY 40391

  35 Lisle Ln, Winchester, KY 40391
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  /4

  $625,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  424 Alexis Way, Winchester, KY 40391

  Introducing the Castleton, a stunning home designed to impress in the sought-after Mallard Cove neighborhood. This exquisite floor plan features a side-turned garage and captivating curb appeal with double front entry doors. Inside, you'll find a thoughtfully designed split-bedroom layout with a spacious primary suite that includes a luxurious ensuite with a walk-in closet, double vanity, tile

  Shane Underwood Keller Williams Commonwealth

  424 Alexis Way, Winchester, KY 40391
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  /38

  $335,000 Sold Apr 29, 2025

  • 2,700 Sq Ft
  • $124/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2004

  204 Abbeywood Dr, Winchester, KY 40391

  This 4 bedroom, 3 bath ranch sits on a corner lot in a highly desirable neighborhood, offering both space and a fantastic location. Conveniently located right off the Bypass, you'll have quick access to shopping, schools, and major roads for an easy commute. The main level features a primary suite with an attached bath, a kitchen with newer appliances, and laundry room on the main floor for added

  Michelle Blackburn RE/MAX Creative, Winchester

  204 Abbeywood Dr, Winchester, KY 40391
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  /85

  Est $772,831 Not Listed For Sale

  • 5 Beds
  • 5.5 Baths
  • 6,479 Sq Ft

  20 Redbud Ln, Winchester, KY 40391

  20 Redbud Ln, Winchester, KY 40391
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  /28

  $219,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,053 Sq Ft

  228 Forest Ct, Winchester, KY 40391

  This brick ranch style home is located on a quiet cul-de-sac in the residential neighborhood of Forest Park. Enjoy leisurely living in this one level home featuring a 12 X 18 Florida room overlooking a private back yard. The location is minutes from Lexington Avenue and the family/fun Legacy Park. It is move in ready and if you are ready, you may be the next owner. Make an appointment today!

  Craig Bridgewater Bridgewater Real Estate

  228 Forest Ct, Winchester, KY 40391
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  /19

  $170,000 Sold Apr 28, 2025

  • 1,025 Sq Ft
  • $166/SF
  • 82 Days On Market

  • 3 Beds
  • 1 Bath

  223 Blair Ave, Winchester, KY 40391

  Discover the charm of this adorable brick ranch, perfectly designed for comfortable living and move-in ready! Featuring a spacious kitchen ideal for cooking and gathering, this home boasts a durable metal roof and a private, fenced backyard with deck, perfect for outdoor enjoyment and relaxation. Centrally located, it offers easy access to schools, shopping, and I-64, making daily commutes and

  Jordan James Lifstyl Real Estate

  223 Blair Ave, Winchester, KY 40391
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  /32

  Est $206,081 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,740 Sq Ft

  540 S Maple St, Winchester, KY 40391

  540 S Maple St, Winchester, KY 40391
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  /4

  $70,000 Pending

  • Land
  • 1.92 Acres
  • $36,458 per Acre

  12569 Ironworks Rd, Winchester, KY 40391

  Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Or hold as investment property and watch this land grow in value. This lot containing 1.919 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to

  Kathryn Cheuvront Coldwell Banker McMahan

  12569 Ironworks Rd, Winchester, KY 40391
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  /30

  $270,000 Sold Apr 25, 2025

  • 1,236 Sq Ft
  • $218/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  136 Ashley Dr, Winchester, KY 40391

  Well-Maintained RANCH Style on Quiet Cul-de-sac w/Fully Fenced Yard---This Move-in Ready 3 Bed / 2 Bath / 2 Car Garage Home FEATURES a REMODELED Master Bath with Standup Shower, FRESH Paint, SPACIOUS Family Room w/Vaulted Ceiling, Eat-in Kitchen, AND Large Deck Overlooking the Fence Backyard---Exterior Door on Back Wall of Home is the Entrance to the 1236SF Crawlspace, Tall Enough for Most to

  Bret Hansen Four Seasons Realty

  136 Ashley Dr, Winchester, KY 40391
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  /14

  Est $51,645 Not Listed For Sale

  • 3 Beds

  538 S Maple St, Winchester, KY 40391

  538 S Maple St, Winchester, KY 40391
• 

  

  /3

  $70,000 Pending

  • Land
  • 2.04 Acres
  • $34,314 per Acre

  150 Spencer Ln, Winchester, KY 40391

  Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! Or hold as investment property and let the land grow in value. This lot totaling 2.041 acres, offer unparalleled views of a serene, natural setting. Perfect for a private retreat or family estate, this property invites you to design your ideal lifestyle surrounded by the beauty and tranquility. Don't miss your opportunity to own

  Kathryn Cheuvront Coldwell Banker McMahan

  150 Spencer Ln, Winchester, KY 40391

Showing Results 601 - 640, Page 16 of 18