209

Recently Sold Winchester, KY Homes

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  • /81

    $599,500 Sold Aug 18, 2025

    • 2,222 Sq Ft
    • $270/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    2615 Crowe Ridge Rd, Winchester, KY 40391

    This one-owner, custom-built home sits on approximately 8 acres of beautiful Bluegrass land and offers space, comfort, and thoughtful design throughout. The open-concept great room and kitchen feature exposed beam ceilings and custom-stained concrete floors. The kitchen is a dream for cooks,with abundant counter space, storage, a large island, and window overlooking the backyard and pool. Just

    ROBIN TRIMBLE HomeFirst Real Estate

    2615 Crowe Ridge Rd, Winchester, KY 40391
  • /21

    $173,000 Sold Aug 15, 2025

    • 964 Sq Ft
    • $179/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1998

    222 Buffalo Trace, Winchester, KY 40391

    Welcome home to this darling home located in the Buffalo Trace Subdivision. This home is one floor living and features 3 bedrooms and 2 baths and is freshened up and ready for a new owner! All electric, off-street parking.

    Elizabeth Herrington Bluegrass Sotheby's International Realty

    222 Buffalo Trace, Winchester, KY 40391
  • /22

    $217,000 Sold Aug 15, 2025

    • 1,400 Sq Ft
    • $155/SF
    • 14 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2001

    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 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

    517 Acadia Way, Winchester, KY 40391
  • /77

    $2,075,000 Sold Aug 15, 2025

    • Land
    • 71 Acres
    • $29,221 per Acre
    • 14 Days On Market

    27 Sundown Ln, Winchester, KY 40391

    Tucked just 10 minutes from Hamburg on the Fayette/Clark County line, this 71+acre estate on Sundown Lane truly lives up to its name—offering breathtaking sunset views, along with peaceful luxury in a scenic country setting. At the end of a gated driveway, a stately colonial-style home combines refined living with countryside charm. Highlights include hardwood floors, two stone fireplaces, dual

    Abby Jones Bluegrass Sotheby's International Realty

    27 Sundown Ln, Winchester, KY 40391
  • /65

    $275,000 Sold Aug 15, 2025

    • 1,873 Sq Ft
    • $147/SF
    • 130 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1960

    151 Hilltop Dr, Winchester, KY 40391

    Lovely ranch on a basement home in a small rural neighborhood. This location is the perfect blend of rural living but very convenient to everything! Less than 1 mile from the eastern bypass that provides fast access to I-64, downtown Winchester, parks, and shopping. Large half acre lot with fenced in backyard and a chicken coop! Large deck on the back for entertaining or just relaxing while

    Jason Townsend Kentucky Residential Real Estate, LLC

    151 Hilltop Dr, Winchester, KY 40391
  • /32

    $360,000 Sold Aug 14, 2025

    • 2,746 Sq Ft
    • $131/SF
    • 12 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1990

    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
  • /54

    $269,900 Sold Aug 12, 2025

    • 1,536 Sq Ft
    • $176/SF
    • 11 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    137 Sturbridge Ln, Winchester, KY 40391

    This lovely story and a half home is conveniently located close to Bypass road with easy access to everything Winchester has to offer. The main floor offers a comfortable living area that connects to the spacious eat-in kitchen, a convenient half bathroom, and the laundry room. Take a step out the back patio door to experience the generous, shaded, privacy fenced back yard perfect for kids or

    Josh Wood Freedom Realty & Property Management

    137 Sturbridge Ln, Winchester, KY 40391
  • /41

    $279,900 Sold Aug 12, 2025

    • 1,808 Sq Ft
    • $155/SF
    • 8 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2006

    225 Prescott Ln, Winchester, KY 40391

    What are your thoughts on a residence featuring a prime location, within walking distance to several schools? Now that I've got your interest, the primary bedroom is situated on the main level. How do three or possibly four bedrooms, accompanied by 2.5 bathrooms, sound? This residence is located in the Oakmont subdivision and has been under the same ownership for over 15 years. Don't miss your

    Teresa Richmond Freedom Realty & Property Management

    225 Prescott Ln, Winchester, KY 40391
  • /29

    $180,000 Sold Aug 11, 2025

    • 1,025 Sq Ft
    • $176/SF
    • 0 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    217 Blair Ave, Winchester, KY 40391

    Welcome to 217 Blair Avenue in the heart of Winchester—a charming and move-in-ready home offering comfort, character, and convenience. This property features 3 spacious bedrooms, 1 full bath, and an inviting layout featuring hardwood floors, a light-filled living room, and an updated kitchen with ample cabinet space. Outside, enjoy a large backyard ideal for gatherings, gardening, or relaxing

    Ashley Barreto Indigo & Co

    217 Blair Ave, Winchester, KY 40391
  • /50

    $465,000 Sold Aug 11, 2025

    • 2,784 Sq Ft
    • $167/SF
    • 2 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2008

    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

    701 Lisletown Ln, Winchester, KY 40391
  • /75

    $289,900 Sold Aug 11, 2025

    • 1,429 Sq Ft
    • $203/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1992

    126 Ashley Dr, Winchester, KY 40391

    Don't miss out on this Beautiful RANCH Style home w/Private, new and Fully Fenced Yard. This Move-in Ready 3 Bed / 2 Bath is immaculate with many updates. Completely remodeled Bathroom with walk-in shower, Fresh Paint, Spacious living room w/ Vaulted Ceiling. Carpet all replaced with gorgeous, matching hardwood thru out. Granite Countertops, new can lighting and kitchen floor replaced with

    Jennifer Guyton White Realty, LLC

    126 Ashley Dr, Winchester, KY 40391
  • /39

    $450,000 Sold Aug 08, 2025

    • 2,076 Sq Ft
    • $217/SF
    • 32 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    600 Ferry Rd, Winchester, KY 40391

    Experience abundant wildlife with turkey and deer in your own hunting retreat, or simply enjoy the views from your backyard on this stunning 33-acre property. Conveniently located near the Kentucky River, with a boat ramp nearby, this home offers the perfect blend of nature and accessibility, making it ideal for nature lovers or those who enjoy fishing and hunting.Step inside to the foyer,

    Cathleen Gedeon CENTURY 21 Advantage Realty

    600 Ferry Rd, Winchester, KY 40391
  • /39

    $240,000 Sold Aug 08, 2025

    • 1,235 Sq Ft
    • $194/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2018

    172 Ryans Mill Rd, Winchester, KY 40391

    This nicely maintained 3-bedroom, 2-bath ranch offers the perfect blend of comfort and convenience. Enjoy abundant natural light throughout the open floor plan, creating a bright and inviting atmosphere. The spacious kitchen and living areas are perfect for both daily living and entertaining. Step outside to a generous, fully fenced backyard, ideal for pets, play, or outdoor gatherings. Located

    Elizabeth Herrington Bluegrass Sotheby's International Realty

    172 Ryans Mill Rd, Winchester, KY 40391
  • /31

    $88,500 Sold Aug 08, 2025

    • 1,144 Sq Ft
    • $77/SF
    • 28 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1945

    15 Sycamore St, Winchester, KY 40391

    3 bedroom 1 bath house. Older home that needs some updates. This house is being sold online at www.goochsells.com. 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /39

    $549,000 Sold Jul 30, 2025

    • 3,478 Sq Ft
    • $158/SF
    • 100 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2020

    154 Hawthorne Dr, Winchester, KY 40391

    This outstanding 5 bedroom, 3.5 bathroom craftsman-style home boasts custom upgrades and modern finishes throughout. Built in 2020, no detail was spared during the construction of this beautiful residence, nestled on a dead end street in the heart of Earlymeade. The main level boasts an open floor plan with 9' ceilings, spacious living room with gas fireplace & built-ins, gourmet kitchen with

    Jarran Thomas The Agency

    154 Hawthorne Dr, Winchester, KY 40391
  • /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
  • /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
  • /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
  • /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
  • /46

    $195,000 Sold Jul 29, 2025

    • 1,167 Sq Ft
    • $167/SF
    • 66 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1940

    115 Georgia St, Winchester, KY 40391

    ✨ ''Warm, inviting, and full of character—your dream home awaits!'' 🔥 ''Cozy up by the fireplace in a home that feels like home!'' 🏡 ''Classic charm meets modern convenience in this Winchester gem!'' 🌳 ''Tranquility meets accessibility—peaceful neighborhood, minutes from downtown!'' 🚗 ''Detached garage = extra storage, workspace, and convenience!'' 💎

    Darrell Tackett Dream Maker Realty, LLC

    115 Georgia St, Winchester, KY 40391
  • /34

    $333,900 Sold Jul 28, 2025

    • 2,162 Sq Ft
    • $154/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2001

    366 Hanover Dr, Winchester, KY 40391

    Gorgeous 2 Story Home, Offering 4 Bedrooms, 3 Baths, Oversized Bonus Room, First Floor Primary, With Large Walk-In Closet, And En-Suite, Separate Dining, Attached Garage, First Floor Laundry & Mud Room.... You Need To Schedule! Centrally Located To All Main Shopping, Hospitals And Schools, This Home Has Everything! Choose From Two Covered Porches For Morning Coffee Or An Evening Tea. Or Spend

    Melissa Thompson Keller Williams Legacy Group

    366 Hanover Dr, Winchester, KY 40391
  • /48

    $222,500 Sold Jul 28, 2025

    • 2,055 Sq Ft
    • $108/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    217 Locust Grove Rd, Winchester, KY 40391

    This lovely ranch on a Walk-out basement offers 3BR, 2BA, Utility Rm, Family/dining Rm, Kitchen with a covered outside deck. Basement area with family room, bonus room, small workshop & 1 car garage. Completely fenced backyard with fenced area perfect for small garden or pet enclosure. Many updates & fresh paint upstairs. B-Dry Warranty. Enjoy morning coffee on your back deck & watch wildlife in

    Robin Murray The Agency

    217 Locust Grove Rd, Winchester, KY 40391
  • /30

    $262,500 Sold Jul 25, 2025

    • 2,808 Sq Ft
    • $93/SF
    • 68 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1947

    16 Taylor Ave, Winchester, KY 40391

    STOP scrolling and LOOK! This charming and pristine home is clean as a whistle and just a short walk to active and historic downtown Winchester. Sit on the covered front porch in the summertime shade or on the deck/patio overlooking the spacious/private backyard. Move-in ready with lots of space inside and out (over 2800 sq.ft. finished!), 4 large bedrooms, 2 full baths (one upstairs and one

    Jim Woodrum RE/MAX Creative, Winchester

    16 Taylor Ave, Winchester, KY 40391
  • /58

    $290,000 Sold Jul 25, 2025

    • 2,240 Sq Ft
    • $129/SF
    • 16 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1968

    19 Valley Ct, Winchester, KY 40391

    This beautiful home has been completely redone. New flooring, HVAC, and much more. It also has new Whirlpool appliances. Three bedrooms upstairs and plenty of room in the basement to make 3 more. This home is in a well established neighborhood and close to several amenities. Just minutes from the Winchester Bypass, golf courses, and Boonseborough State Park. Come take look at your new home today.

    Dale Hatton Dream Maker Realty, LLC

    19 Valley Ct, Winchester, KY 40391
  • /36

    $179,000 Sold Jul 23, 2025

    • 1,020 Sq Ft
    • $175/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    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

    Sandy Statom ERA Team Realtors

    218 Buffalo Trace, Winchester, KY 40391
  • /37

    $305,000 Sold Jul 22, 2025

    • 1,936 Sq Ft
    • $158/SF
    • 0 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1984

    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

    Joey Hamilton EXP Realty LLC

    848 Stratton Ln, Winchester, KY 40391
  • /91

    $395,000 Sold Jul 22, 2025

    • 1,536 Sq Ft
    • $257/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2015

    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 Management

    101 Dorset Ln, Winchester, KY 40391
  • /24

    $249,900 Sold Jul 21, 2025

    • 1,644 Sq Ft
    • $152/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    114 Bayberry Ln, Winchester, KY 40391

    Back on the market! No fault of the seller. Move right in! 3-bedroom 2 bath 1/2 story home. Upstairs bedrooms have been freshly painted. Both bathrooms have been updated. Garage was converted to a family room and laundry area in 2016. The home as 2 freestanding fireplaces (no blowers) Fenced in backyard with firepit area and 8x8 pergola. 10x16 storage shed with separate meter. 2 sump pumps.

    Debra Ward Coldwell Banker McMahan

    114 Bayberry Ln, Winchester, KY 40391
  • /24

    $198,000 Sold Jul 18, 2025

    • 1,075 Sq Ft
    • $184/SF
    • 0 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1983

    113 Colonial Park Dr, Winchester, KY 40391

    Conveniently located just off Veterans Memorial Bypass, this adorable brick ranch offers easy access to everything Winchester has to offer. Inside, you'll find a freshly painted interior, new flooring, new windows, a new roof and a new HVAC system. The nice-sized kitchen features plenty of cabinet space, perfect for home-cooked meals and gatherings. Nestled in a quiet, well-established

    Janet Baldwin Kentucky Land and Home

    113 Colonial Park Dr, Winchester, KY 40391
  • /49

    $392,000 Sold Jul 18, 2025

    • 3,200 Sq Ft
    • $122/SF
    • 261 Days On Market
    • 3 Beds
    • 3.5 Baths

    228 Moundale Ave, Winchester, KY 40391

    Freshly painted and full of charm! This colonial-style home in Winchester's historic Thomson Addition offers a spacious, inviting layout. The foyer opens to a formal dining room, great room, and a kitchen with custom maple cabinets, breakfast nook, and cozy living space. French doors lead to a screened-in porch and large deck which is perfect for relaxing or entertaining. The main floor features

    Michelle Blackburn RE/MAX Creative, Winchester

    228 Moundale Ave, Winchester, KY 40391
  • /9

    $190,000 Sold Jul 15, 2025

    • 1,120 Sq Ft
    • $170/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    507 Hidden Hills Way, Winchester, KY 40391

    Ranch with a large covered porch, a new roof, new appliances, new bath flooring, new sump pump and a new professional paint job. Vaulted living room ceilings. Clean and ready for occupancy.

    Sondra Clark Taylor Real Estate, LLC

    507 Hidden Hills Way, Winchester, KY 40391
  • /27

    $199,900 Sold Jul 15, 2025

    • 1,348 Sq Ft
    • $148/SF
    • 18 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1940

    139 W Hickman St, Winchester, KY 40391

    Welcome Home! Featuring 3 bedrooms and 2 bathrooms, this home is everything you have been looking for. Recent updates include new flooring, appliances, roof, HVAC, and even the water heater. Sit out on your front porch and drink your morning coffee, or enjoy your large back deck for a weekend cookout. This home also has plenty of attic storage. The driveway makes a perfect place to plug in your

    Clay David Sutherland ERA Select Real Estate

    139 W Hickman St, Winchester, KY 40391
  • /26

    $239,500 Sold Jul 15, 2025

    • 2,017 Sq Ft
    • $119/SF
    • 26 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1998

    129 Bay Hill Dr, Winchester, KY 40391

    Located in an established neighborhood this low maintenance spacious townhome with over 2000 square foot has curb appeal and backs to a greenspace with a large backyard and rear facing garage. The home has been well maintained and updated with a new roof and new flooring. The kitchen and family room are nice sized for all your gatherings. For an added convenience the lower level offers a bonus

    Tonya Skeens RE/MAX Elite Lexington

    129 Bay Hill Dr, Winchester, KY 40391

Showing Results 1 - 40, Page 1 of 6

Frequently Asked Questions

What is the average home price in Winchester, KY?
Homes for sale in Winchester, KY have an average home price of $329,500.
What is the average time to sell a house in Winchester, KY?
The houses for sale in Winchester, KY spend an average of 31 days on the market.
What is the number of active homes for sale in Winchester, KY?
There are 79 active homes for sale in Winchester, KY.
How many homes have sold over the last 12 months in Winchester, KY?
306 homes have sold in Winchester, KY over the last 12 months.

Home Trends in Winchester, KY

Housing Trends

Median Sale Price
$240,000
Median Single Family Sale Price
$259,900
Median Townhouse Sale Price
$192,000
Average Price Per Sq Ft
$159
Number of Homes for Sale
79
Last 12 months Home Sales
306
Months of Supply
3.10
Median List Price
$260,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
3%
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