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Homes for Sale in Winchester, KY with 3-Bedrooms

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  • /29

    $70,000

    • 3 Beds
    • 2 Baths
    • 750 Sq Ft

    113 Mimosa Dr, Winchester, KY 40391

    Discover the perfect balance between home ownership, affordability, and rural tranquility in this charming 3-bedroom two bath home. Conveniently located near shopping areas and interstates providing easy access to Lexington, Winchester and many central Kentucky cities. The interior features freshly updated flooring, offering a cohesive feel to living spaces. The true highlight of this property is

    Agent Photo

    Brenda Sipes

    WEICHERT REALTORS - ABG Properties

    (859) 328-1402

    113 Mimosa Dr, Winchester, KY 40391
  • /32

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    4305 Old Boonesboro Rd, Winchester, KY 40391

    Agent Photo

    Brenda Sipes

    WEICHERT REALTORS - ABG Properties

    (859) 549-3072

    4305 Old Boonesboro Rd, Winchester, KY 40391
  • /32

    $349,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,628 Sq Ft

    538 S Maple St, Winchester, KY 40391

    Be the first to call this stunning new construction home! Perfectly situated in the heart of Winchester, this two-story residence offers a fresh, modern feel with convenience at your doorstep. Step inside to discover a bright and airy open-concept main level, featuring durable and stylish Luxury Vinyl Plank (LVP) flooring throughout. The kitchen is a true showstopper, boasting crisp white

    Agent Photo

    Heather Kuykendoll

    Bluegrass Properties Group

    (859) 535-9618

    538 S Maple St, Winchester, KY 40391
  • /52

    $369,900 New Construction

    • 3 - 6 Beds
    • 2 Baths
    • 1,770 Sq Ft

    Barbara Plan at Boone's Crossing, Winchester, KY 40391

    Experience the true essence of homecoming with the Barbara plan. This impeccably crafted design effortlessly blends the allure of its exterior and interior, promising a sense of belonging and comfort like no other.Step onto the scene and be captivated by the charm of covered porches gracing both the front and back of the home, inviting you to savor the joys of outdoor living. Inside, the Barbara

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824253, Winchester, KY 40391
  • /41

    $343,900 New Construction

    • 3 - 5 Beds
    • 2 - 4 Baths
    • 1,424 Sq Ft

    Lucy Plan at Boone's Crossing, Winchester, KY 40391

    The new Lucy plan offers every member of your family the space they need to live, work, and thrive. This exceptional design empowers you with the freedom to extend both your living room and rear porch, creating additional havens for relaxation and enjoyment, both inside and out.The Lucy plan is your canvas for crafting the home of your dreams. Choose from three extraordinary configurations: a

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824256, Winchester, KY 40391
  • /37

    $378,900 New Construction

    • 3 - 5 Beds
    • 2.5 - 3.5 Baths
    • 2,098 Sq Ft

    Nancy Plan at Boone's Crossing, Winchester, KY 40391

    Step into the Nancy plan, a masterful fusion of form and function that optimizes every square foot. This two-story gem offers the best of both worlds: an open-concept haven on the first floor and a serene retreat on the second, all wrapped in your choice of a Farmhouse, French Country, or Cottage facade, ensuring your home is a reflection of your distinct style.As you enter, a versatile flex room

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824252, Winchester, KY 40391
  • /45

    $429,900 New Construction

    • 3 - 5 Beds
    • 2.5 - 4.5 Baths
    • 2,722 Sq Ft

    Eleanor Plan at Boone's Crossing, Winchester, KY 40391

    Unlock a world of possibilities with the Eleanor plan – an exquisite home designed for those seeking the luxury of a first-floor owner's suite while yearning for additional bedrooms and flexible spaces on the second floor. The Eleanor plan offers not just a home but a canvas for your vision, where the exterior can be customized with a choice of a Farmhouse, French Country, or Cottage facade,

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824255, Winchester, KY 40391
  • /35

    $360,900 New Construction

    • 3 - 4 Beds
    • 2.5 - 3.5 Baths
    • 1,828 Sq Ft

    Grace Plan at Boone's Crossing, Winchester, KY 40391

    Welcome to the Grace plan, where the art of harmonious living comes to life, striking the perfect balance between spacious living areas on the first floor and cozy bedrooms on the second. As you approach, take in the captivating exterior options, where you have the power to choose between a Farmhouse, French Country, or Cottage facade, ensuring your home is a reflection of your unique style.Upon

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824257, Winchester, KY 40391
  • /46

    $347,900 New Construction

    • 3 - 6 Beds
    • 2 - 4 Baths
    • 1,580 Sq Ft

    Martha Plan at Boone's Crossing, Winchester, KY 40391

    The Martha plan is your canvas for crafting the ideal home that suits your unique lifestyle and needs. This versatile layout is a true chameleon, offering three distinct configurations: a welcoming ranch, an expansive ranch with a basement for extra space, or an impressive two-story design featuring additional rooms (bedrooms or a loft) and an extra bath on the second floor.As you step through

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824258, Winchester, KY 40391
  • /59

    $289,000

    • 3 Beds
    • 1 Bath
    • 1,273 Sq Ft

    119 Tower Ln, Winchester, KY 40391

    A rare and refined retreat set on five unrestricted acres in Winchester. Privately positioned and surrounded by natural beauty, this renovated berm-style residence offers the perfect balance of seclusion and sophistication. Inside, you'll find thoughtfully curated updates including fresh designer paint, updated flooring, and a bright, inviting interior that feels both modern and timeless. The

    Shawna Wever Wever Realty LLC

    119 Tower Ln, Winchester, KY 40391
  • /85

    $397,900 New Construction

    • 3 - 5 Beds
    • 2.5 - 4.5 Baths
    • 2,263 Sq Ft

    Abigail Plan at Boone's Crossing, Winchester, KY 40391

    Step into the world of the award-winning Abigail plan, where possibilities for flexible living, working, and relaxation abound. This exceptional design offers you the opportunity to tailor your exterior with a choice of a Farmhouse, French Country, or Cottage facade, ensuring your home reflects your unique style and taste.As you enter, you'll be captivated by a generous flex room that opens up

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824251, Winchester, KY 40391
  • /32

    $275,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,550 Sq Ft

    192 Prescott Ln, Winchester, KY 40391

    Welcome to this lovely move in ready gem. Perfectly positioned just off the Winchester Bypass. Whether you are commuting or looking for quick access to local shopping and dining, this location offers the perfect balance of connectivity and suburban quiet. Step through the front door and you will love the grandeur of the two-story living room and stairway and the additional accents of the

    Joy Murphy United Real Estate Bluegrass

    192 Prescott Ln, Winchester, KY 40391
  • /32

    $249,900

    • 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 Management

    528 Estes Dr, Winchester, KY 40391
  • /14

    $189,999

    • 3 Beds
    • 1 Bath
    • 950 Sq Ft

    41 Hiawatha Trail, Winchester, KY 40391

    Investor Special with Charm & Potential! Don't miss this opportunity to bring new life to this adorable brick home full of character and promise! Featuring beautiful hardwood floors, timeless curb appeal, and a layout ready to shine again, this property is the perfect canvas for your next project. Whether you're an investor, flipper, or buyer looking to build equity, this home offers classic

    Hannah Toole Coldwell Banker McMahan

    41 Hiawatha Trail, Winchester, KY 40391
  • /31

    $204,900

    • 3 Beds
    • 1 Bath
    • 1,290 Sq Ft

    60 Hiawatha Trail, Winchester, KY 40391

    Updated, affordable, and ready for you! This 3-bedroom, 1-bath home offers approximately 1,300 square feet of comfortable living space with tasteful updates that make it easy to move right in. The layout provides a welcoming feel with bright living areas and an updated kitchen and bath. Downstairs you have a possible 4th bedroom or office space. Conveniently located in Winchester close to

    Christina Bucher Keller Williams Legacy Group

    60 Hiawatha Trail, Winchester, KY 40391
  • /16

    $179,900

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

    47 Buckner St, Winchester, KY 40391

    This 3-bedroom, 2 full bath home is nestled in a convenient location and ready for new owners. Updates can be admired throughout. Property boats spacious bedrooms including primary bedroom with on-suite, large back yard with garage and so much more. Schedule your showing today!

    Michael Hilario The Agency

    47 Buckner St, Winchester, KY 40391
  • /59

    $695,000

    • 3 Beds
    • 4 Baths
    • 4,008 Sq Ft

    1775 Irvine Rd, Winchester, KY 40391

    Absolutely fabulous all brick home with incredible views, one owner, what makes this home special is the feeling of elegance, a total renovation offers the ultimate in living, spacious lower level provides full bath, family room, firepalce, walk out door to a large patio, first level dining room, great room with firepalce, showcase kitchen, living room, upstairs with large master suite, side

    Mila Ensor Ensor Real Estate, LLC

    1775 Irvine Rd, Winchester, KY 40391
  • /36

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    415 L East Junction Rd, Winchester, KY 40391

    Tucked away on just under 3 peaceful acres in Winchester, this charming 3-bedroom, 2-bath manufactured home on a permanent foundation offers the perfect blend of comfort and country living. Enjoy the privacy and space you've been looking for, with a beautiful creek running along the back of the property—creating a serene backdrop for relaxing evenings or outdoor entertaining. Inside, you'll find

    Rachel Rainey Kentucky Land and Home

    415 L East Junction Rd, Winchester, KY 40391
  • /30

    $200,000

    • 3 Beds
    • 2 Baths
    • 1,289 Sq Ft

    128 Bay Hill Dr, Winchester, KY 40391

    Opportunity knocks in Royal Oaks Village—be part of Winchester's next chapter. Located within the expanding Deerlawn development, this single-story ranch townhome offers incredible upside in an area poised for growth. With future plans bringing hundreds of new homes, townhomes, and duplexes nearby, this is your chance to get in early and build equity. Inside, you'll find a spacious and functional

    Melia Hord Keller Williams Legacy Group

    128 Bay Hill Dr, Winchester, KY 40391
  • /24

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft

    201 Prescott Ln, Winchester, KY 40391

    This Is The One You Have Been Waiting For!!! Perfect Location, Flat Fully Fenced Backyard And A Large Rear Covered Patio. This 1 1/2 Story 3 Bedroom 2 Bath Home Has Vaulted Ceilings; Lots Of Cabinets; Stainless ' Steel Appliances; Good Size Primary Bedroom With En Suite; Walk In Closet; 2 More Generous Sized Bedrooms And So Much More!

    Patrick Arvin Keller Williams Commonwealth

    201 Prescott Ln, Winchester, KY 40391
  • /31

    $155,000

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft

    730 Byrd Ave, Winchester, KY 40391

    Full of opportunity on a large lot! With mostly cosmetic updates needed, this is an ideal project for a flip or a rental refresh. The layout and lot size provide flexibility, and this property has excellent potential to add value quickly. Being sold as-is.

    Patricia Weiderman Kentucky Land and Home

    730 Byrd Ave, Winchester, KY 40391
  • /12

    $160,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    471 Goose Creek Rd, Winchester, KY 40391

    CASH BUYERS! This 3-bedroom, 2-bath manufactured home on 1.49 acres offers strong potential for those looking to renovate, rent, or resell. Property is being sold as-is and will require repairs, making it best suited for cash buyers. Located just minutes from I-64 and convenient to Lexington, this property combines rural privacy with accessibility — a desirable combination for future resale or

    Shari Frasure Keller Williams Commonwealth

    471 Goose Creek Rd, Winchester, KY 40391
  • /29

    $234,900

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    11 Shelley Dr, Winchester, KY 40391

    SELLER is motivated to offers! Welcoming you to this lovely updated throughout 3 bedroom, 2 full bath ranch! As you step into the home with its cozy feeling, and spacious space in every room, including a full unfinished basement wonderful for storage or to finish that into living square footage, great size back yard with large back patio perfect for the family gatherings, also a partial fenced in

    Nichole Bingham CENTURY 21 Advantage Realty

    11 Shelley Dr, Winchester, KY 40391
  • /63

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    1911 Trapp-Goffs Corner Rd, Winchester, KY 40391

    Enjoy peaceful country living on 17 beautiful acres in Clark County! This 3-bedroom, 2-bath ranch home sits on a scenic stretch of Trapp-Goffs Corner Road and offers the perfect blend of privacy, space, and convenience just minutes from Winchester and an easy drive to Lexington. The home features comfortable main-level living with a functional layout and a partially finished basement that

    Cheri Shaffer Lifstyl Real Estate

    1911 Trapp-Goffs Corner Rd, Winchester, KY 40391
  • /43

    $269,000

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    564 Trapp-Goffs Corner Rd, Winchester, KY 40391

    Private 12-Acre Property in Winchester, KY - Convenient to Lexington & Red River Gorge This 3-bedroom, 2-bath single-family home with an office/flex room is situated on 12 acres in Winchester, KY, offering a combination of open and primarily wooded land. The property is located less than 40 minutes from Lexington and approximately 30 minutes from Red River Gorge. The home offers 1,960 square feet

    Felicia Mayes The Real Estate Co.

    564 Trapp-Goffs Corner Rd, Winchester, KY 40391
  • /36

    $369,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    133 Shala-Mar Rue, Winchester, KY 40391

    Welcome to your next home in one of Clark County's most sought after communities—Shala Mar Estates. This beautifully updated 3-bedroom, 2-bathroom residence offers the perfect blend of comfort, style, and modern convenience. The expansive primary suite is a true retreat, featuring a stunning ensuite bathroom with a brand new soaking tub and a separate tiled shower. Two additional bedrooms provide

    Nena Honaker Tom Goebel & Company

    133 Shala-Mar Rue, Winchester, KY 40391
  • /55

    $334,900

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft

    1291 Muddy Creek Rd, Winchester, KY 40391

    Rare opportunity with TWO lots!! This cozy ranch home, originally built in 1952, but was completely remodeled down to the studs in 2023 (per Seller), offering the charm of an established home with the feel of modern construction. The open concept floor plan features a spacious family room flowing seamlessly into the kitchen, perfect for every day, living and entertaining. The layout provides

    Terri McGraw FC Tucker Bluegrass

    1291 Muddy Creek Rd, Winchester, KY 40391
  • /12

    $185,900

    • 3 Beds
    • 2 Baths
    • 1,116 Sq Ft

    41 7th St, Winchester, KY 40391

    Welcome to 41 7th Street. This brick ranch offers 3 bedrooms, 2 full baths, and hardwood floors throughout the living room, hallway, and bedrooms, ready to be refreshed with a re-sand and polish. The layout provides a foundation for a buyer looking to add personal updates and make it their own. Located at the end of the street, the home offers added privacy along with peaceful farm views behind

    Austina Bruton Re/Max Elite Realty - Hamburg

    41 7th St, Winchester, KY 40391
  • /32

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,656 Sq Ft

    17 Euclid Ave, Winchester, KY 40391

    Welcome home to 17 Euclid Ave in beautiful College Park area of Winchester. This three bedroom two full bath home may be the one you are looking for. Beautiful Hardwood floors throughout most of the home. Two additional bedrooms are upstairs with a full bath. Fenced in back yard and a large deck for you summertime entertaining. Don't wait, let's take a look.

    Donna Thwaites Thwaites Realtors LLC

    17 Euclid Ave, Winchester, KY 40391
  • /49

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 2,628 Sq Ft

    221 Moundale Ave, Winchester, KY 40391

    Step back in time as you walk up the stone steps into this beautiful 3 bed 2.5 bath house. This house has been very well maintained and offers many updates. You get the best of both worlds the craftsmanship of an older home with all the newer amenities. Hardwood, tile and brick floors throughout the house with Granite countertops, This house sits on a lot and a half. The owners have recently

    Andrew Fugitt Coldwell Banker McMahan

    221 Moundale Ave, Winchester, KY 40391
  • /24

    $209,900

    • 3 Beds
    • 2 Baths
    • 915 Sq Ft

    225 Buffalo Trace, Winchester, KY 40391

    This move in ready ranch home offering 3 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC 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

    225 Buffalo Trace, Winchester, KY 40391
  • /25

    $254,900

    • 3 Beds
    • 2 Baths
    • 1,530 Sq Ft

    1407 Ironworks Rd, Winchester, KY 40391

    Welcome to this beautifully remodeled 3 bedroom, 2 full bathroom home situated on a desirable corner lot. With 1,530 sq ft of living space, this home offers great combination of modern updates and comfortable living. Features Include 3 spacious bedrooms, 2 full bathrooms, Private master suite with ensuite bath, Fully remodeled interior, corner lot, Stainless appliances, full tiled showers and the

    Michael Hilario The Agency

    1407 Ironworks Rd, Winchester, KY 40391
  • /29

    $344,900

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    23 Windridge Dr, Winchester, KY 40391

    Welcome home!!! This beautifully updated all-brick ranch that perfectly blends charm and modern upgrades in a well established, desirable neighborhood is sure to please. Step inside to a bright open-concept living space featuring luxury vinyl flooring, a stunning wood-burning fireplace, and exposed wood ceiling beams that create a warm, inviting atmosphere in the spacious family room. The

    Holly Goeing The Agency

    23 Windridge Dr, Winchester, KY 40391
  • /97

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    322 S Burns Ave, Winchester, KY 40391

    This beautiful 1.5-story home offers all the charm of downtown in a small town, with a library, park, and restaurants nearby. Plus, just minutes to Lexington when the city is calling your name. This home has been remodeled for modern living, featuring an open floor plan. There is plenty of room for entertaining with a beautiful, well-equipped kitchen and a large island open to both the dining

    Nancy Hibbitts CENTURY 21 Advantage Realty

    322 S Burns Ave, Winchester, KY 40391
  • /23

    $329,000

    • 3 Beds
    • 2.5 Baths
    • 3,868 Sq Ft

    225 Plantations Dr, Winchester, KY 40391

    Welcome to 225 Plantations Drive, a beautifully maintained home in the desirable Royal Oaks Subdivision. This charming three-bedroom, two-and-a-half-bath residence is in wonderful condition and move-in ready! This is home comes with a wonderful floorplan that has a primary bedroom with built-in's on the first floor, Kitchen with granite and stainless appliances and deck has been updated with Trex

    John Wilson Bluegrass Properties Group

    225 Plantations Dr, Winchester, KY 40391
  • /67

    $325,000

    • 3 Beds
    • 3 Baths
    • 2,821 Sq Ft

    3622 Stamper Dr, Winchester, KY 40391

    This lovely and unique home sits at the end of a quiet street in a secluded circle and backs up to a privacy fenced yard and greenspace right in the heart of town. With recently installed vinyl siding, gutters and gutter guard properties like this are hard to find and the unique amenities inside truly set this home apart. Step through the front door to discover a spacious great room with gleaming

    Josh Wood Freedom Realty & Property Management

    3622 Stamper Dr, Winchester, KY 40391
  • /62

    $259,500

    • 3 Beds
    • 2 Baths
    • 1,247 Sq Ft

    3614 Stamper Dr, Winchester, KY 40391

    Fully renovated to perfection, this exceptional home showcases high-end upgrades throughout. Enjoy newly installed windows, doors, and sleek flooring, all complemented by modern appliances and updated cabinetry. A brand-new deck creates the perfect spot for outdoor relaxation, while the freshly built storage building out back adds extra convenience. The attached garage offers attic access with

    Darrell Tackett Dream Maker Realty, LLC

    3614 Stamper Dr, Winchester, KY 40391
  • /84

    $343,000

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    215 Old Log Lick Rd, Winchester, KY 40391

    Enjoy where you live! Zen like grounds will bring inner peace in this 1,450 sq foot home on over 3 private acres. Covered front and back porches span the width of the house. Get off the grid with the solar panels on the roof (25 yr warranty), six raised garden beds, and fenced chicken coop! Average utility bill $50 in 2025 and $35 in 2024! (Solar panels paid for by Seller). No worries for fast

    Kerry Ball Local First Realty, LLC

    215 Old Log Lick Rd, Winchester, KY 40391
  • /19

    $239,999

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft

    357 Silverton Way, Winchester, KY 40391

    This updated home offers easy access to I-64 and downtown Winchester. See ceiling fans in every room, upstairs bonus room, modern lighting in the kitchen and bath, and new appliances, countertops, and backsplash. Enjoy a peaceful, quiet neighborhood and a relaxing rural view from the backyard. A clean, comfortable, move-in-ready home with thoughtful upgrades throughout.

    Frank Mulder Tru Life Real Estate

    357 Silverton Way, Winchester, KY 40391
  • /52

    $199,000

    • 3 Beds
    • 1.5 Baths
    • 1,636 Sq Ft

    334 S Burns Ave, Winchester, KY 40391

    Take a look at the nice price adjustment on this one!!! Great opportunity to own this well loved home in a very convenient location in growing community of Winchester. Lots of character and charm upon entry into the entry foyer with nice staircase, opening to large living room with a lovely mantel. Spacious dining room with built in corner cabinet flows into kitchen with plenty of cabinetry and

    Jeanne Beaven Rector Hayden Realtors

    334 S Burns Ave, Winchester, KY 40391

Showing Results 1 - 40, Page 1 of 2

Home Trends in Winchester, KY

Housing Trends

Median Sale Price
$259,400
Median Single Family Sale Price
$262,500
Median Townhouse Sale Price
$194,000
Average Price Per Sq Ft
$161
Number of Homes for Sale
80
Last 12 months Home Sales
330
Months of Supply
2.90
Median List Price
$268,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
10%
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