Homes for Sale near Winchester Christian Academy

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  /51

  $549,000 Open Sun 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 3,989 Sq Ft

  415 David Ln, Winchester, KY 40391

  Location, location, location!! This house, 415 David Lane, is located in the most sought after neighborhood, Stoneybrook. It is approximately 20 minutes from the Hamburg area of Lexington and minutes from the I-75 corridor. Enter the house from the welcoming front porch to a entryway and notice immediately the gleaming hardwood floors and the stairway leading to the second floor. The primary

  Craig Bridgewater Bridgewater Real Estate

  415 David Ln, Winchester, KY 40391
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  /48

  $575,000

  • 5 Beds
  • 3 Baths
  • 3,489 Sq Ft

  594 Earlymeade Dr, Winchester, KY 40391

  This stunning 5BR,3BA brick home blends classic charm with modern comfort, all situated in a highly desirable neighborhood. The exterior features clean lime wash brick with contrasting painted trim and a crisp new black roof, new black 6mm gutters, exuding timeless curb appeal. A wide front porch with elegant columns welcomes you into the home, perfect for relaxing or greeting guest.Inside you

  Alyssa M Boley Coldwell Banker McMahan

  594 Earlymeade Dr, Winchester, KY 40391
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  /38

  $599,500 Open Sun 2PM - 4PM

  • 4 Beds
  • 2 Baths
  • 2,204 Sq Ft

  102 Bella Shae Way, Winchester, KY 40391

  Introducing the Stonewall plan—a stunning brick and stone ranch ideally positioned on a corner lot in Mallard Cove. This 4 bedroom, 2 full bath home with a side-entry garage offers timeless curb appeal and high-end features throughout. The thoughtfully designed layout includes a spacious living room with vaulted ceilings, arched and lighted built-ins, and a gas fireplace with a floor-to-ceiling

  Shane Underwood Keller Williams Commonwealth

  102 Bella Shae Way, Winchester, KY 40391
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  /62

  $379,900

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  309 Gallahadion Ct, Winchester, KY 40391

  This beautiful home located in desirable Fairholme Estates is a must see!! Amazing open floor plan with kitchen granite countertops, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof Pergo laminate flooring is throughout the home. Don't miss the primary bedrooms with walk in closet, double sinks and tile shower in the bathroom. The two car garage is located on

  Josh Wood Freedom Realty & Property Mgt

  309 Gallahadion Ct, Winchester, KY 40391
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  /91

  $394,900

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  101 Dorset Ln, Winchester, KY 40391

  ***Click on the Virtual Tour section to see the video walk through!*** Welcome to your perfect home retreat! This beautifully updated ranch home features a 2-car garage, spacious open layout, and large bedrooms. The backyard is a showstopper — relax under the covered patio or take a dip in the heated in-ground pool, newly installed in 2022 and surrounded by a sleek concrete patio. Inside, enjoy

  Josh Wood Freedom Realty & Property Mgt

  101 Dorset Ln, Winchester, KY 40391
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  /3

  $380,000

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

  270 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed 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 on unfinished walkout basement.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a

  Rex Hall United Real Estate Bluegrass

  270 Evergreen Dr, Winchester, KY 40391
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  /3

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,855 Sq Ft

  265 Evergreen Dr, Winchester, KY 40391

  Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, walkout unfinished basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private ensuite

  Rex Hall United Real Estate Bluegrass

  265 Evergreen Dr, Winchester, KY 40391
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  /3

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,885 Sq Ft

  250 Evergreen Dr, Winchester, KY 40391

  Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private ensuite

  Rex Hall United Real Estate Bluegrass

  250 Evergreen Dr, Winchester, KY 40391
• 

  

  /3

  $380,000

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

  230 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed 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

  Rex Hall United Real Estate Bluegrass

  230 Evergreen Dr, Winchester, KY 40391
• 

  

  /3

  $430,000

  • 3 Beds
  • 2 Baths
  • 1,935 Sq Ft

  220 Evergreen Dr, Winchester, KY 40391

  Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private ensuite

  Rex Hall United Real Estate Bluegrass

  220 Evergreen Dr, Winchester, KY 40391
• 

  

  /3

  $380,000

  • 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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  $650,000 Open Thu 5PM - 7PM

  • 3 Beds
  • 3 Baths
  • 2,927 Sq Ft

  2085 Hancock Valley Dr, Winchester, KY 40391

  Spacious 3-Bedroom Home on Nearly 5 Acres in Winchester, KY!Discover country living at its finest with this beautiful 3-bedroom, 3-bathroom home set on nearly 5 acres of picturesque land. Featuring beautiful hardwood floors, a finished basement, and plenty of space for entertaining and friends, this property is designed for comfort and social gatherings. Enjoy the in-ground pool, pole barn, and

  Terry Billiter Premier Property Consultants

  2085 Hancock Valley Dr, Winchester, KY 40391
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  /49

  $635,000

  • 6 Beds
  • 3.5 Baths
  • 5,227 Sq Ft

  439 Lynnway Dr, Winchester, KY 40391

  Welcome to 439 Lynnway Drive, where a brand new roof was just installed April 2025. The main floor boasts a primary en-suite, office space, and laundry room, while the second floor offers additional bedrooms and a versatile bonus room. The basement offers private bed/bath, custom bar, home theater, and in-home gym. Step outside and prepare to be enchanted by an outdoor oasis. Outdoor kitchen

  Reagan Rainey Dream Maker Realty, LLC

  439 Lynnway Dr, Winchester, KY 40391
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  /32

  $425,000

  • 4 Beds
  • 3.5 Baths
  • 2,904 Sq Ft

  210 College St, Winchester, KY 40391

  HISTORIC PRESERVATION AWARD! This stately brick residence, was among the winners of the 2024 Historic Preservation Award by the Clark County-Winchester Heritage Board and the Winchester Historic Preservation Board. Great attention was given to preserving/replicating original features of the home while bringing it to modern day living. Features of this gorgeous home include original heart pine

  Angie Conley Dixon Dixon Properties

  210 College St, Winchester, KY 40391
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  /29

  $427,900

  • 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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  /17

  $455,000

  • 4 Beds
  • 2 Baths
  • 1,950 Sq Ft

  104 Colby Hills Dr, Winchester, KY 40391

  Welcome to this beautiful ranch home, located in this desirable Colby Hill subdivision this house has been updated with new interior painting, new flooring, new kitchen cabinets, and tops, new bathrooms, large new lighting, 2 car garage, 2 fireplaces, living room, family room, dinning area, large new deck ,all this on a large corner lot. Owner/Broker

  Garry Milton Milton and Associates Real Estate

  104 Colby Hills Dr, Winchester, KY 40391
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  /47

  $359,900

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  210 Jett Dr, Winchester, KY 40391

  Don'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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  /3

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft

  206 Jett Dr, Winchester, KY 40391

  New Construction, come view, great house plan, ranch on a crawl space, 3 bedrooms, 2 bath, you will love this inviting neighborhood, plan shown on line could vary, this is a spec home, all the colors have been decided, fixtures, flooring, brick, siding, cabinets, countertops have been ordered, restrictions apply, no HOA, buyer to verify sq ft of home and lot. This home is close to I-64, I-75,

  Mila Ensor Ensor Real Estate LLC

  206 Jett Dr, Winchester, KY 40391
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  /46

  $455,000

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

  42 Mockingbird Valley Rd, Winchester, KY 40391

  Beautiful Hampton Manor home offers easy access to all Winchester has to offer! Located right off Boone Ave, this home boasts tons of updates including an Entertaiment Kitchen with granite countertops, Bosch appliances and great storage, refinished hardwoods, new windows, Updated bathroom showers, a pool, covered front porch back porch and separate covered area outback to enjoy all summer long. 3

  Whitney Ensor Ensor Real Estate LLC

  42 Mockingbird Valley Rd, Winchester, KY 40391
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  /2

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 2,189 Sq Ft

  4541 Colby Rd, Winchester, KY 40391

  ''Discover the perfect blend of comfort and country charm in this 4-bedroom, 2.5-bath home! Nestled in a serene setting, this property boasts a beautifully front and back yard, offering ample space for relaxation and outdoor enjoyment. Whether you're savoring the peaceful surroundings or entertaining guests, this home is a true gem. Don't miss your chance—More pictures to come,Not available for

  Darrell Tackett Dream Maker Realty, LLC

  4541 Colby Rd, Winchester, KY 40391
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  /32

  $350,000

  • 5 Beds
  • 2.5 Baths
  • 2,746 Sq Ft

  418 Skylark Dr, Winchester, KY 40391

  There's a certain kind of comfort you feel the moment you pull up, a classic brick home, shaded by mature trees, in a quiet neighborhood where kids still ride bikes and neighbors wave from their driveways. Inside, the layout just works. The kitchen has the kind of space that makes everyday life easier, granite counters, shaker cabinets, and an island that's seen everything from cereal mornings to

  Kymberly Clem EXP Realty, LLC

  418 Skylark Dr, Winchester, KY 40391
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  /23

  $349,500

  • 4 Beds
  • 3 Baths
  • 2,936 Sq Ft

  413 Lyon Dr, Winchester, KY 40391

  Well maintained in an established neighborhood on a large corner lot. Nice hardwood floors in the dining area. Dental crown molding and chair rail in the living room and kitchen/dining area. Book shelves and wood stove in the den. Room in the basement could be an additional bedroom. Large basement garage with cabinets. Front brick porch, rear 10'x16' all season room, rear court yard and deck

  Ray Rush Rush Real Estate

  413 Lyon Dr, Winchester, KY 40391
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  /35

  $315,000

  • 3 Beds
  • 2.5 Baths
  • 1,948 Sq Ft

  607 Colby Ridge Blvd, Winchester, KY 40391

  Built by Kessinger Construction, this open floor plan home offers plenty of layout and entertaining options. The durable luxury vinyl tile flooring is through the first floor, utility room and bathrooms. The first floor also features 9' ceilings. The kitchen offers an island ideal for bar stools and there is a spacious dining area. A door leads to a covered porch with a ceiling fan overlooking a

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  607 Colby Ridge Blvd, Winchester, KY 40391
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  /38

  $252,000

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  214 Southwind Dr, Winchester, KY 40391

  This turnkey home is located in a superb established location. You will love the outdoor space with a large deck overlooking the huge fenced in backyard. The tastefully updated and well-maintained home sits on a .23-acre lot. The large completely renovated kitchen with stainless appliances is ready for the cooking enthusiast. New flooring has been installed throughout and professionally painted

  Tonya Skeens RE/MAX Elite Lexington

  214 Southwind Dr, Winchester, KY 40391
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  /33

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft

  543 S Maple St, Winchester, KY 40391

  Nestled on the charming street of South Maple this beautiful ranch home offers the perfect blend of comfort and convenience. Featuring three bedrooms and two modern bathrooms, this single-level living space is designed for ease and elegance. The open floor plan seamlessly connects the living room, dining area, and kitchen, creating a welcoming atmosphere for gatherings. Large windows fill the

  Lucy Martin Jenkins United Real Estate Bluegrass

  543 S Maple St, Winchester, KY 40391
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  /37

  $299,000

  • 4 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  848 Stratton Ln, Winchester, KY 40391

  Welcome to your next happy place—located in the heart of Winchester, just a short cruise to the energy of Lexington! This well-loved and beautifully updated 4-bedroom, 3-bath home has all the space and style you've been looking for.Step inside to a bright open floor plan where the kitchen flows into the living room—perfect for entertaining or just keeping an eye on the game while you cook. The

  Joey Hamilton EXP Realty LLC

  848 Stratton Ln, Winchester, KY 40391
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  /31

  $100,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  15 Sycamore St, Winchester, KY 40391

  3 bedroom 1 bath house. Older home that needs some updates. This house is being sold online at . Selling as/is, must close within 30 days from close of auction. 10% Buyers Premium, 10% down night of sell. Rony Jo Ballou Auctioneer 859-595-6808

  Rony Jo Ballou Power House Realty

  15 Sycamore St, Winchester, KY 40391
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  /42

  $265,500

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft

  9 Apache Trail, Winchester, KY 40391

  Beautiful remodeled move-in ready four bedroom, 2 full bath split foyer. Here are some of the updates: New LVP floors throughout entire home. New carpet on the stairs. New paint throughout home. New fan with remote in living room. Range dishwasher, & new refrigerator stay. New mirrors and lights above them in both baths. New garage door and garage door opener (with 2-year warranty). One side of

  Joyce Ratliff Tom Goebel & Company

  9 Apache Trail, Winchester, KY 40391
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  /13

  $350,000

  • 6 Beds
  • 4 Baths
  • 4,456 Sq Ft

  410 W Lexington Ave, Winchester, KY 40391

  Estate Sale. Selling 'AS IS', in 2024 new roof, walls repaired and freshly painted throughout.Great home for a growing family, covered front porch, 10-foot ceilings upstairs and down, handicap ramp, ample parking in rear. Motivated seller, call for your private showing today

  Melisa McDonald Wrenn Realty

  410 W Lexington Ave, Winchester, KY 40391
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  /19

  $325,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  220 Mcdowell Dr, Winchester, KY 40391

  This beautiful 3BR, 2BA ranch style home offers a blend of comfort and style. Featuring an inviting open concept layout, the spacious living area flows effortlessly into the kitchen and dining spaces- perfect for family gatherings or entertaining guests. The exterior boasts charming curb appeal with a well maintained lawn, new siding, stone accents, and a cozy covered front porch. A 2 car

  Alyssa M Boley Coldwell Banker McMahan

  220 Mcdowell Dr, Winchester, KY 40391
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  /36

  $179,000

  • 3 Beds
  • 2 Baths
  • 1,020 Sq Ft

  218 Buffalo Trace, Winchester, KY 40391

  Must see this nice home located in Buffalo Trace! Ranch with fenced in back yard, covered porch/patio, storage area, concrete drive, and nice yard with landscaping. Vinyl siding and metal roof. Features: Open floor plan, Living room, dining area, kitchen is fully applianced, and laundry area with washer and dryer included. Vaulted ceilings. Primary bedroom has large full bath. Two guest

  Sandy Statom ERA Team Realtors

  218 Buffalo Trace, Winchester, KY 40391
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  /25

  $314,900

  • 4 Beds
  • 2.5 Baths
  • 3,024 Sq Ft

  816 Stratton Ln, Winchester, KY 40391

  Welcome to your dream home! Nestled in an excellent location in Winchester, KY, this charming 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort and convenience. Enjoy the backyard, ideal for outdoor entertainment and relaxation, as well as the inviting front deck, perfect for sipping your morning coffee or watching the sunset. The above ground pool stays with the home and will be a

  Haley Rollins Dream Maker Realty, LLC

  816 Stratton Ln, 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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  /22

  $219,900

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft

  517 Acadia Way, Winchester, KY 40391

  This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of AMI for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

  Tyler I Back The Brokerage

  517 Acadia Way, Winchester, KY 40391
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  /22

  $215,000

  • 3 Beds
  • 1 Bath
  • 1,235 Sq Ft

  110 Colonial Park Dr, Winchester, KY 40391

  Relax in your private paradise! The fully privacy fenced backyard hides the pool and deck area along with the really cool hot tub room, huge dog kennel, and storage shed. 3 bedrooms, all one level, newer roof and HVAC system. Come see what sets this home apart from all the rest!

  Jason Townsend Kentucky Residential Real Estate, LLC

  110 Colonial Park Dr, Winchester, KY 40391
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  /26

  $219,900

  • 3 Beds
  • 1 Bath
  • 1,354 Sq Ft

  40 Garner St, Winchester, KY 40391

  Charming & Updated Home in College Park! This beautifully renovated 3-bedroom, 1-bath home in Winchester blends timeless charm with modern updates. Featuring new roof electrical, plumbing, kitchen, flooring, bathroom, fresh paint, and brand-new appliances, this home is truly move-in ready. Situated on a spacious corner lot, it offers ample parking with a rare 3-car garage—perfect for storage or a

  Chaney Hughes Guide Realty, Inc.

  40 Garner St, Winchester, KY 40391
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  /32

  $274,900

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  528 Estes Dr, Winchester, KY 40391

  Don't miss out on seeing this 3/2 brick ranch home in a convenient location to shopping, dining, parks, pool and more. Large open family room and kitchen with bamboo flooring. The kitchen has a large granite counter top island with newer stainless appliances and a gas range. This home is complete with an Aurora above ground pool for all the summer fun. The seller has already planted garden

  Josh Wood Freedom Realty & Property Mgt

  528 Estes Dr, Winchester, KY 40391
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  /40

  $269,900

  • 5 Beds
  • 3 Baths
  • 2,617 Sq Ft

  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 suites,

  Melodie Lincavage RE/MAX Elite Realty

  400 Verna Dr, Winchester, KY 40391
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  /3

  $230,000

  • 3 Beds
  • 2.5 Baths
  • 1,300 Sq Ft

  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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  /3

  $345,000

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

  225 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed 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

  Rex Hall United Real Estate Bluegrass

  225 Evergreen Dr, Winchester, KY 40391

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