Homes in ZIP Code 40391

/3
$40,000
- Land
- 0.19 Acre
- $210,526 per Acre
113 Mayfair Ct, Winchester, KY 40391

Wowser! Looking for a lot that backs up to greenspace and will NOT have another home on one side? Here it IS! This may be just what you're looking for. Originally, the street was supposed to connect, but due to the changes in grade, this won't be happening! Plus, with the way the lot sits, you can enjoy many beautiful sunsets. It's a hidden gem just waiting for you to find it! The home to

Jo Gawthrop Keller Williams Bluegrass Realty

113 Mayfair Ct, Winchester, KY 40391
/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

/51
Est $248,158 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,273 Sq Ft
309 Carolina Ave, Winchester, KY 40391

309 Carolina Ave, Winchester, KY 40391

/2
$40,000
- Land
- 0.26 Acre
- $153,846 per Acre
105 Bella Ct, Winchester, KY 40391

Vacant Lot in a quiet cul-de-sac

Jo Gawthrop Keller Williams Bluegrass Realty

105 Bella Ct, Winchester, KY 40391
/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 Rector Hayden Realtors

102 Churchill Dr, Winchester, KY 40391

/18
Est $244,492 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,855 Sq Ft
313 Carolina Ave, Winchester, KY 40391

313 Carolina Ave, Winchester, KY 40391

/2
$42,500
- Land
- 0.20 Acre
- $212,500 per Acre
108 Dorset Ln, Winchester, KY 40391

The restictions state that if it is a ranch plan, there is a minimun of 1300 sq ft. It it is a 1 1/2 story or two story then 1800 sq ft will be required. A two car garage must be attached. Developer will need to approve plans before starting construction This lot is ideal for a walkout basement. Perfect setting for watching the sunsets

Jo Gawthrop Keller Williams Bluegrass Realty

108 Dorset Ln, Winchester, KY 40391
/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 Mgt

307 Jackson St, Winchester, KY 40391

/26
Est $212,931 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,502 Sq Ft
359 Silverton Way, Winchester, KY 40391

359 Silverton Way, Winchester, KY 40391

/48
$265,000
- 3 Beds
- 2 Baths
- 1,256 Sq Ft
40 N Burns Ave, Winchester, KY 40391

This stunning fully remodeled 3-bedroom, 2-bathroom home is move-in ready with top-to-bottom updates. Every detail has been thoughtfully upgraded, from the modern lighting in every room to the brand-new flooring and fresh paint throughout. The kitchen is a standout with granite countertops, new cabinetry, and brand-new appliances, while the bathrooms boast quartz countertops and elegant tiled

Ernesto Martinez Berkshire Hathaway HomeServices Foster Realtors

40 N Burns Ave, Winchester, KY 40391
/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

/23
Est $209,085 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,502 Sq Ft
357 Silverton Way, Winchester, KY 40391

357 Silverton Way, Winchester, KY 40391

/2
$150,000
- Land
- 2.77 Acres
- $54,152 per Acre
3385 Colby Rd, Winchester, KY 40391

Small acreage lot on Colby Road! Accessed by easement from neighbors driveway.

Steve Adams Steven D Adams Real Est Serv

3385 Colby Rd, Winchester, KY 40391
/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 shed,

A. Rebecca Woods Woods Realty Group

2170 Mina Station Rd, Winchester, KY 40391

/21
Est $289,686 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,276 Sq Ft
133 Bay Hill Dr, Winchester, KY 40391

133 Bay Hill Dr, Winchester, KY 40391

/10
$1,500,000
- Land
- 74 Acres
- $20,322 per Acre
3505 Basin Springs Rd, Winchester, KY 40391

Located in the heart of Clark County this 73+/- acre property has been a part of the family since the 1800s. With its expansive space and fertile land, it offers endless possibilities for agricultural ventures, recreational use or development. Whether you're looking to expand your farming operation or create a private estate, this rare property presents a fantastic opportunity to invest in land

Kathryn Cheuvront Coldwell Banker McMahan

3505 Basin Springs Rd, Winchester, KY 40391
/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

/14
Est $203,741 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,452 Sq Ft
104 Bay Hill Dr, Winchester, KY 40391

104 Bay Hill Dr, Winchester, KY 40391

/5
$110,000
- Land
- 2.06 Acres
- $53,398 per Acre
1185 Craig Crossing Rd, Winchester, KY 40391

Lot # 30 contains 2.058 acres of gently rolling land 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

1185 Craig Crossing Rd, Winchester, KY 40391
/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

/40
Est $265,318 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,544 Sq Ft
242 Bay Hill Ct, Winchester, KY 40391

242 Bay Hill Ct, Winchester, KY 40391

/6
$180,000
- Land
- 4.45 Acres
- $40,449 per Acre
1030 Craig Crossing Rd, Winchester, KY 40391

Lot # 14 contains 4.450 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
/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

/40
Est $275,758 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,614 Sq Ft
109 Teakwood Ct, Winchester, KY 40391

109 Teakwood Ct, Winchester, KY 40391

/7
$195,000
- Land
- 6 Acres
- $31,707 per Acre
990 Craig Crossing Rd, Winchester, KY 40391

Lot # 13 contains 6.153 acres of gently rolling land 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

990 Craig Crossing Rd, Winchester, KY 40391
/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

/78
Est $419,203 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,968 Sq Ft
314 Briarwood Ln, Winchester, KY 40391

314 Briarwood Ln, Winchester, KY 40391

/79
$239,900
- 4 Beds
- 2 Baths
- 3,295 Sq Ft
133 S Burns Ave, Winchester, KY 40391

Beautiful, Old-World style in the heart of Winchester! From the red, domed porch roof to the arched doorways and multiple fireplaces, this home is full of character and class. Being sold as-is, but with many renovations and updates already done to maintain and restore the charm of this old beauty including a new shingle roof (2024), replaced porch boards, and a fresh coat of interior paint. The

Josh Wood Freedom Realty & Property Mgt

133 S Burns Ave, Winchester, KY 40391
/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

/66
Est $404,719 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,116 Sq Ft
119 Winterberry Cir, Winchester, KY 40391

119 Winterberry Cir, Winchester, KY 40391

/6
$49,500
- Land
- 0.98 Acre
- $50,510 per Acre
204 Wigeon Ct, Winchester, KY 40391

Choose your preferred builder to construct your dream home in Mallard Place. Located in a quiet cul-de-sac at the rear of the subdivision. Only a 20 minute drive to Hamburg/Lexington and only a 5 minute drive to the Winchester Bypass. Enjoy the serenity of living in a private setting AND the convenience of being close to schools, shopping and I-64 and I-75.

Jim Woodrum RE/MAX Creative, Winchester

204 Wigeon Ct, Winchester, KY 40391
/33
$379,900 Sold Apr 25, 2025
- 1,800 Sq Ft
- $211/SF
- 0 Days On Market
- 3 Beds
- 2 Baths
- Built 2019
151 Hawthorne Dr, Winchester, KY 40391

This beautiful, one-owner ranch in a highly desired neighborhood is about to hit the market! With 3 bedrooms, 2 baths, and over 1,800 sq. ft., this home has been completely updated and is truly move-in ready. The brick and vinyl exterior keeps maintenance easy, while the covered front and back porches make the perfect spot to relax.Inside, the large primary suite offers a private retreat, and the

Kymberly Clem EXP Realty, LLC

151 Hawthorne Dr, Winchester, KY 40391

/55
Est $502,926 Not Listed For Sale
- 4 Beds
- 2 Baths
321 Rosebud Ln, Winchester, KY 40391

321 Rosebud Ln, Winchester, KY 40391

/4
$70,000
- Land
- 1.92 Acres
- $36,458 per Acre
12569 Ironworks Rd, Winchester, KY 40391

Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! 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 own prime land with unmatched potential!

Kathryn Cheuvront Coldwell Banker McMahan

12569 Ironworks Rd, Winchester, KY 40391
/16
$225,000 Sold Apr 25, 2025
- 943 Sq Ft
- $239/SF
- 2 Days On Market
- 3 Beds
- 1 Bath
- Built 1968
39 Hillcrest Dr, Winchester, KY 40391

Looking for a house on one level, and in a conveniently located, established neighborhood? This ranch with an attached garage is one that you'll want to see! It has a large living room, 3 bedrooms, and a kitchen with dining area that leads out to a large patio. The fenced yard is wonderful for children or pets and there is a nice size storage shed. You don't want to miss this one! Schedule

Tracey Goebel Tom Goebel & Company

39 Hillcrest Dr, Winchester, KY 40391

/25
Est $245,980 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,431 Sq Ft
48 Hillcrest Dr, Winchester, KY 40391

48 Hillcrest Dr, Winchester, KY 40391

/3
$70,000
- Land
- 2.04 Acres
- $34,314 per Acre
150 Spencer Ln, Winchester, KY 40391

Build your dream home in the stunning ESKIPPAKITHIKI OVERLOOKS! 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 prime land with unmatched potential!

Kathryn Cheuvront Coldwell Banker McMahan

150 Spencer Ln, Winchester, KY 40391
/34
$174,000 Sold Apr 25, 2025
- 1,655 Sq Ft
- $105/SF
- 44 Days On Market
- 4 Beds
- 2 Baths
- Built 1940
397 College St, Winchester, KY 40391

Located just across from the spacious and fun College Park in the heart of Winchester, this home is awaiting new owners to breathe new life into it. There is a multi-purpose room on first level that seller planned as their primary bedroom. This stately Craftsman style house will make a wonderful home full of charm and character. The current owner has completed some renovations including

Josh Wood Freedom Realty & Property Mgt

397 College St, Winchester, KY 40391

/46
Est $353,140 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,968 Sq Ft
578 Marseille Blvd, Winchester, KY 40391

578 Marseille Blvd, Winchester, KY 40391

/2
$135,000
- 3 Beds
- 1 Bath
- 1,046 Sq Ft
175 Magnolia St, Winchester, KY 40391

Two homes on one lot. Informaton in listing is for the home in the front of the lot. Behind this home is a second home consisting of 2 bedrooms, 1, bath, Living room and kitchen. Both units are currently used as investment property. Both homes need extensive repair. The home in the front of the property is vacant but there is a tenant in the home in the rear of the property. The lease is

A. Rebecca Woods Woods Realty Group

175 Magnolia St, Winchester, KY 40391

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Kentucky Winchester 40391

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