Homes in ZIP Code 40391

/20
Est $147,746 Not Listed For Sale

2 1st St, Winchester, KY 40391
- 5 Beds
- 2 Baths
- 1,776 Sq Ft
- Built 1945
2 1st St, Winchester, KY 40391

Last Sold Summary
- 100% Above List Price
- $42/SF
- 0 Days On Market
Last Sold Price $74,000

Last Listing Agent Whitney Ensor Ensor Real Estate, LLC

/55
$419,900
- 5 Beds
- 3.5 Baths
- 2,564 Sq Ft
6504 Combs Ferry Rd, Winchester, KY 40391

72 hr Kick-out in place. Welcome to an extraordinary residence where luxury, craftsmanship, and natural beauty come together. This house has been taken down to the studs, and thoughtfully rebuilt. This two story home with a walk-out basement sits on 8 acres, adjoining the Lower Howard Creek Preserve, offering unmatched privacy and an exceptional standard of living. The owner spared no

Lucy Martin Jenkins United Real Estate Bluegrass

6504 Combs Ferry Rd, Winchester, KY 40391
/24
$275,000 Sold Mar 02, 2026

434 Paisley Ct, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,678 Sq Ft
- Built 2012
Last Sold Summary
- $164/SF
- 1 Day On Market
Current Estimated Value $237,019

Last Listing Agent Joshua Davis The Agency

434 Paisley Ct, Winchester, KY 40391

/16
Est $170,389 Not Listed For Sale

123 2nd St, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,298 Sq Ft
123 2nd St, Winchester, KY 40391

Last Sold Summary
- 29% Above List Price
- $101/SF
- 0 Days On Market
Last Sold Price $131,723

Last Listing Agent Roscoe Riley Blu Horizon Real Estate

/26
$215,000 Pending
- 2 Beds
- 1.5 Baths
- 1,120 Sq Ft
271 April Way, Winchester, KY 40391

This charming 2 - story townhouse is in a prime location.. Welcome to this beautifully maintained 2 bedroom, 1.5 bath townhouse offering the perfect blend of comfort, style and convenience. Spread over two spacious levels, this home features an inviting living area, a modern kitchen with ample cabinetry and a cozy dining space-perfect for every day living or entertaining guests. Upstairs,

Kimberly Fugate Keller Williams Commonwealth

271 April Way, Winchester, KY 40391
/27
$185,000 Sold Mar 23, 2026

616 Boone Ave, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,223 Sq Ft
- Built 1955
Last Sold Summary
- 7% Below List Price
- $151/SF
- 16 Days On Market
Current Estimated Value $197,049

Last Listing Agent Garnett Davis Tom Goebel & Company

616 Boone Ave, Winchester, KY 40391

/74
Est $553,956 Not Listed For Sale

4 Moundale Ave, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 2,941 Sq Ft
- Built 1945
4 Moundale Ave, Winchester, KY 40391

Last Sold Summary
- 6% Below List Price
- $201/SF
- 3 Days On Market
Last Sold Price $590,000

Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

/37
$949,950 Pending
- 3 Beds
- 2.5 Baths
- 2,400 Sq Ft
700 Nick Ln, Winchester, KY 40391

🚨 BIG PRICE DROP ALERT! 🚨 Motivated sellers are ready to make a deal—this is your chance to snag an unbeatable offer! 💰🏡Step into country living with this amazing 120-acre working farm! You'll love the brand-new 3-bedroom, 2.5-bath home that features an open floor plan, perfect for hanging out with family or hosting friends. It's got all the modern touches, so you

Darrell Tackett Dream Maker Realty, LLC

700 Nick Ln, Winchester, KY 40391
/29
$262,500 Sold Feb 18, 2026

410 Wellington Way, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,192 Sq Ft
- Built 2007
Last Sold Summary
- 2% Below List Price
- $220/SF
- 69 Days On Market
Current Estimated Value $260,920

Last Listing Agent Monica Marcum Century 21 Pinnacle

410 Wellington Way, Winchester, KY 40391

/73
Est $557,650 Not Listed For Sale

12 Moundale Ave, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,236 Sq Ft
- Built 1911
12 Moundale Ave, Winchester, KY 40391

Last Sold Summary
- 16% Above List Price
- $148/SF
- 1 Day On Market
Last Sold Price $479,000

Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

/27
$175,000
- 3 Beds
- 2 Baths
- 1,305 Sq Ft
6 Monroe Ave, Winchester, KY 40391

Charming Home in the Heart of Winchester! Welcome to 6 Monroe Ave - a 3-bedroom, 2-bath home full of character and modern touches. Step inside to find an inviting family room with an updated shiplap fireplace surround, perfect for cozy evenings. The kitchen is filled with natural light and features granite countertops, making it both stylish and functional. Recent updates include an HVAC system

Lindsey Bivens Berkshire Hathaway de Movellan Properties

6 Monroe Ave, Winchester, KY 40391
/27
$245,000 Sold Jun 13, 2025

8 Seneca Dr, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,728 Sq Ft
- Built 1968
Last Sold Summary
- 2% Above List Price
- $142/SF
- 8 Days On Market
Current Estimated Value $250,719

Last Listing Agent Michael Hilario The Agency

8 Seneca Dr, Winchester, KY 40391

/43
Est $257,165 Not Listed For Sale

373 Crescent Ave, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 2,009 Sq Ft
- Built 1940
373 Crescent Ave, Winchester, KY 40391

Last Sold Summary
- 8% Above List Price
- $119/SF
- 28 Days On Market
Last Sold Price $238,500

Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

/53
$265,000 Pending
- 2 Beds
- 2 Baths
- 1,521 Sq Ft
174 Hidden Grove Ln, Winchester, KY 40391

Welcome home to your Kentucky River retreat! This freshly remodeled 2-bedroom, 2-bath charmer offers two inviting covered decks with beautiful river views, a fenced yard for pets or play and even a personal lift for easy access. Inside, enjoy warm, modern updates, with a bright open floor plan. All new flooring, kitchen, baths and much more! Perfect for full-time living or a peaceful getaway just

Kathryn Cheuvront Coldwell Banker McMahan

174 Hidden Grove Ln, Winchester, KY 40391
/26
$239,900 Sold Jun 23, 2025

134 Boone Ave, Winchester, KY 40391
- 3 Beds
- 2 Baths
- 1,878 Sq Ft
- Built 1920
Last Sold Summary
- 3% Below List Price
- $128/SF
- 74 Days On Market
Current Estimated Value $242,875

Last Listing Agent Steve Lindsey CENTURY 21 Commonwealth Real Estate

134 Boone Ave, Winchester, KY 40391

/38
Est $246,075 Not Listed For Sale

377 Crescent Ave, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 1,540 Sq Ft
- Built 1940
377 Crescent Ave, Winchester, KY 40391

Last Sold Summary
- 12% Above List Price
- $143/SF
- 0 Days On Market
Last Sold Price $219,900

Last Listing Agent Lori Tolson Lifstyl Real Estate

/4
$64,900 Pending
- Land
- 0.52 Acre
- $124,808 per Acre
101 Royal Oak Dr, Winchester, KY 40391

A Unique Opportunity to Build your Dream Home in the Estate Section of Royal Oaks in Clark County. Situated on..52 acres of land and Conveniently located off Exit 96 on I-64, with close proximity to the Industrial Park, Shopping, Dining and downtown Winchester. Call listing agent for additional details and information on the few lots left to build on in this subdivision!

Melia Hord Keller Williams Legacy Group

101 Royal Oak Dr, Winchester, KY 40391
/40
$206,000 Sold Apr 29, 2025

194 Spruce Ct, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,053 Sq Ft
- Built 1970
Last Sold Summary
- 2% Below List Price
- $196/SF
- 25 Days On Market
Current Estimated Value $212,967

Last Listing Agent Peggy Baldridge HomeFirst Real Estate

194 Spruce Ct, Winchester, KY 40391

/27
Est $370,442 Not Listed For Sale

200 Moundale Ave, Winchester, KY 40391
- 4 Beds
- 3 Baths
- 3,428 Sq Ft
- Built 1960
200 Moundale Ave, Winchester, KY 40391

Last Sold Summary
- 6% Above List Price
- $102/SF
- 84 Days On Market
Last Sold Price $350,000

Last Listing Agent Kelly Nisbet Coldwell Banker McMahan

/7
$150,000
- Land
- 4.21 Acres
- $35,629 per Acre
1030 Craig Crossing Rd, Winchester, KY 40391

Lot # 14 contains 4.21 acres of gently rolling land with small stream perfect for your new home. This is a rare opportunity to own a piece of western Clark County real estate in the sought-after McClure Road area. Thoroughbred Estates is Winchester's newest upscale development containing 33 lots from 2 acres to nearly 7 acres. Lots are located just minutes from Winchester and Lexington.

Keith Wilson Coldwell Banker McMahan

1030 Craig Crossing Rd, Winchester, KY 40391
/31
$240,200 Sold Oct 28, 2025

203 Inverness Ln, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,935 Sq Ft
- Built 2004
Last Sold Summary
- 2% Below List Price
- $124/SF
- 16 Days On Market
Current Estimated Value $243,322

Last Listing Agent Kymberly McCreary EXP Realty, LLC

203 Inverness Ln, Winchester, KY 40391

/48
Est $346,293 Not Listed For Sale

220 Moundale Ave, Winchester, KY 40391
- 2 Beds
- 2.5 Baths
- 2,175 Sq Ft
- Built 1964
220 Moundale Ave, Winchester, KY 40391

Last Sold Summary
- 12% Above List Price
- $142/SF
- 24 Days On Market
Last Sold Price $309,500

Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

/14
$159,900
- Land
- 2.66 Acres
- $60,113 per Acre
590 Craig Crossing, Winchester, KY 40391

Don't let this opportunity pass you by again. This prime lot in Thoroughbred Estates is back on the market due to Current owners change of plans. This lot is ready for your new home with a beautiful setting and located close to Winchester and Lexington in a new Luxury Subdivision. Watch the sun set each night from your rear deck or pool. Call today!!!

Keith Wilson Coldwell Banker McMahan

590 Craig Crossing, Winchester, KY 40391
/13
$38,700 Sold May 20, 2025

11 Spring St, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Built 1945
Last Sold Summary
- 3% Below List Price
- $35/SF
- 33 Days On Market
Current Estimated Value $44,696

Last Listing Agent Jason Szaks EXIT TOWN & COUNTRY REALTORS

11 Spring St, Winchester, KY 40391

/28
Est $233,054 Not Listed For Sale

358 Crescent Ave, Winchester, KY 40391
- 2 Beds
- 1 Bath
- 1,764 Sq Ft
- Built 1950
358 Crescent Ave, Winchester, KY 40391

Last Sold Summary
- 4% Above List Price
- $127/SF
- 2 Days On Market
Last Sold Price $224,900

Last Listing Agent Lucy Martin Jenkins United Real Estate Bluegrass

/2
$78,500
- Land
- 0.22 Acre
- $356,818 per Acre
Lot 3 Plantations Dr, Winchester, KY 40391

NOW SELLING SFH Buildable Lots of PHASE ONE: 12 Buildable Lots (minimum lot is 9600+ sqft) of PHASE ONE of Deerlawn's Development located at 2395 Paris Rd (Parent Listing). Earmarked as Winchester, Ky's most anticipated residential development consisting of an ambitious 274+-acre expansion formerly known as the well-established Royal Oaks/Plantation neighborhoods, Phase One has 12 lots ready for

Melia Hord Keller Williams Legacy Group

Lot 3 Plantations Dr, Winchester, KY 40391
/36
$345,000 Sold Jun 02, 2025

1173 Lafayette Blvd, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,910 Sq Ft
- Built 1996
Last Sold Summary
- 3% Below List Price
- $181/SF
- 36 Days On Market
Current Estimated Value $358,356

Last Listing Agent Janna Chalfant Smith United Real Estate Bluegrass

1173 Lafayette Blvd, Winchester, KY 40391

/77
Est $294,617 Not Listed For Sale

328 S Main St, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 2,709 Sq Ft
- Built 1900
328 S Main St, Winchester, KY 40391

Last Sold Summary
- 23% Above List Price
- $89/SF
- 26 Days On Market
Last Sold Price $240,000

Last Listing Agent Josh Wood Freedom Realty & Property Management

/34
$235,000 Pending
- 3 Beds
- 2 Baths
- 1,050 Sq Ft
12 Linden Ave, Winchester, KY 40391

Cute ranch with easy access to I-64 and downtown Winchester. Walk to the breweries, shopping and restaurants. 3 bedrooms with 2 full baths with 1 car detached garage with fenced in back yard.

Roni Porter RE/MAX Creative Realty

12 Linden Ave, Winchester, KY 40391
/43
$339,000 Sold Feb 12, 2026

106 Gibson Way, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 2,064 Sq Ft
- Built 2021
Last Sold Summary
- $164/SF
- 1 Day On Market
Current Estimated Value $344,619

Last Listing Agent Brittany Nester RO&CO Real Estate

106 Gibson Way, Winchester, KY 40391

/57
Est $350,931 Not Listed For Sale

286 S Main St, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 3,689 Sq Ft
- Built 1910
286 S Main St, Winchester, KY 40391

Last Sold Summary
- 3% Above List Price
- $92/SF
- 9 Days On Market
Last Sold Price $340,000

Last Listing Agent Kelly Nisbet Coldwell Banker McMahan

/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
/36
$472,500 Sold Sep 09, 2025

208 Royal Oak Dr, Winchester, KY 40391
- 4 Beds
- 2.5 Baths
- 2,593 Sq Ft
- Built 2007
Last Sold Summary
- 1% Above List Price
- $182/SF
- 1 Day On Market
Current Estimated Value $467,389

Last Listing Agent Megan McCoy Keller Williams Legacy Group

208 Royal Oak Dr, Winchester, KY 40391

/34
Est $268,514 Not Listed For Sale

312 S Main St, Winchester, KY 40391
- 3 Beds
- 1.5 Baths
- 2,355 Sq Ft
- Built 1920
312 S Main St, Winchester, KY 40391

Last Sold Summary
- 1% Above List Price
- $113/SF
- 1 Day On Market
Last Sold Price $265,000

Last Listing Agent Susan Baldwin Threshold Real Estate Services

/23
$224,500 Pending
- 4 Beds
- 2 Baths
- 1,400 Sq Ft
508 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. The 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

508 Acadia Way, Winchester, KY 40391
/6
$51,000 Sold May 14, 2025

214 Ashton Oak Way, Winchester, KY 40391
- Land
- 0.25 Acre
- $204,000 per Acre
Last Sold Summary
- 7% Below List Price
- 325 Days On Market
Current Estimated Value $56,419

Last Listing Agent Melia Hord Keller Williams Legacy Group

214 Ashton Oak Way, Winchester, KY 40391

/52
Est $275,881 Not Listed For Sale

14 Lisle Ln, Winchester, KY 40391
- 3 Beds
- 2.5 Baths
- 1,673 Sq Ft
- Built 1955
14 Lisle Ln, Winchester, KY 40391

Last Sold Summary
- 10% Above List Price
- $149/SF
- 1 Day On Market
Last Sold Price $250,000

Last Listing Agent Meredith Walker Bluegrass Sotheby's International Realty

/60
$279,950
- 4 Beds
- 3 Baths
- 2,112 Sq Ft
115 Watercrest Cir, Winchester, KY 40391

Stunning Home in One of the Area's Most Coveted Neighborhoods!Experience spacious living with 3 generous bedrooms and 2 full baths on the main level, designed for comfort and everyday convenience. The walkout basement offers even more space with a large bedroom and an additional full bath, ideal for guests, extended family, or a private retreat. What truly sets this home apart? The sellers are

Darrell Tackett Dream Maker Realty, LLC

115 Watercrest Cir, Winchester, KY 40391
/23
$135,000 Sold Jul 02, 2025

2100 Old Log Lick Rd, Winchester, KY 40391
- Land
- 5 Acres
- $27,000 per Acre
Last Sold Summary
- 10% Below List Price
- 69 Days On Market
Current Estimated Value $140,632

Last Listing Agent Michelle Blackburn RE/MAX Creative, Winchester

2100 Old Log Lick Rd, Winchester, KY 40391

/20
Est $207,240 Not Listed For Sale

18 Lisle Ln, Winchester, KY 40391
- 3 Beds
- 1 Bath
- 1,082 Sq Ft
- Built 1950
18 Lisle Ln, Winchester, KY 40391

Last Sold Summary
- 4% Above List Price
- $185/SF
- 0 Days On Market
Last Sold Price $200,000

Last Listing Agent Lukas Owens The Brokerage

Showing Results 561 - 600, Page 15 of 18

Kentucky Clark County Winchester 40391

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