The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of Lexington Bluegrass Multiple Listing Service. The Broker providing this data believes them to be correct but advises interested parties to confirm them before relying on them in a purchase decision. Copyright 2024 Lexington Bluegrass Multiple Listing Service. All rights reserved.

Winchester KY Homes for Sale

Sort Results:
1–25 of 40 properties displayed
Refine Property Search
Page 1 | 2 of 2    Prev | Next
Type:
Single Family
Sq.Ft.:
1,265
Status:
NEW LISTING
Beds:
3
Lot size:
0.09 Acres
Year built:
2005
Baths:
2.00
MLS#:
24009950
Subdivision:
Oakmont

ADDITIONAL INFORMATION

Open House:

Sunday, 5/19 2:00-4:00PM

Type:
Single Family
Sq.Ft.:
2,015
Status:
NEW LISTING
Beds:
4
Lot size:
0.25 Acres
Year built:
1991
Baths:
2.00
MLS#:
24009807
Subdivision:
Noble Heights

ADDITIONAL INFORMATION

**OPEN HOUSE This Sunday 2-4PM** Gorgeous 4 Bedroom 2 Bath Home With Beautiful Updates Throughout! The main level features a huge family room that flows into the updated Kitchen... grey cabinets, granite tops, tile backsplash, and stainless appliances. The main level also has 2 huge bedrooms and a full bath with tile surround. The upper level features 2 additional large bedrooms and a 2nd full bath. The backyard Is private, and really good size, ready For your backyard BBQ. Play-set & trampoline convey. Call Today For Your Private Showing Before It Is Too Late!

Type:
Single Family
Sq.Ft.:
1,475
Status:
NEW LISTING
Beds:
3
Lot size:
0.12 Acres
Year built:
2004
Baths:
2.00
MLS#:
24009682
Subdivision:
Fairholme Estates

ADDITIONAL INFORMATION

Clean, Cozy, Low Maintenance, One Level, Great Neighborhood! What more could you ask for? This one owner brick home has been very well maintained! Nice sized living room with a gas log fireplace for those cool mornings! Located in a sought-after location close to the Winchester Country Club and downtown offering easy access to everything! Make your appointment to see this one before it's gone!

Type:
Single Family
Sq.Ft.:
2,078
Status:
NEW LISTING
Beds:
3
Lot size:
0.23 Acres
Year built:
1958
Baths:
2.00
MLS#:
24009506
Subdivision:
Bon Haven

ADDITIONAL INFORMATION

Enjoy this wonderful home in the heart of Winchester on a quiet street with Legacy Park literally steps away! This home is great for entertaining as it has plenty of space. Three large, open rooms have plenty of diversity to allow for arranging needs and preferences. The front bedroom would also make the perfect home office, and the sunroom is AMAZING! Step out onto the new deck and enjoy this wonderful back yard with or without the above ground pool-Buyer's choice! The back deck includes a wheelchair ramp and the back doorways are wheelchair accessible. Several upgrades the Seller has made for the next owner to enjoy are new windows with a transferrable warranty, Nest thermostat, new flooring in bathrooms, new gutters and guards, kitchen, pantry and both back rooms, new fridge and granite countertops! The air ducts have also recently been cleaned and there is an air filtration system as well. Schedule your appointment today!

Type:
Single Family
Sq.Ft.:
1,696
Status:
NEW LISTING
Beds:
3
Lot size:
0.13 Acres
Year built:
1940
Baths:
2.00
MLS#:
24009482
Subdivision:
Oliver Addition

ADDITIONAL INFORMATION

Welcome to this 2-story older home, just minutes to downtown! With 3 bedrooms and 2 bathrooms, this residence is a perfect blend of vintage charm and modern convenience and is awaiting your touches! Upon entering, you are greeted by a spacious entrance foyer that sets the tone for the character found throughout the home. The main level features the primary bedroom while upstairs you will find two additional bedrooms and a small room that could be a home office, a craft room, or even a walk-in closet! The eat-in kitchen is the heart of the home and leads to a covered back porch, a perfect spot for your grill. Out front, a sizable front porch spans the width of the house, providing the perfect spot to relax. This home's solid bones and location make it a wonderful opportunity and a blank slate for those looking to customize and create their dream home on a budget! There are many restaurants, boutiques and more downtown, the public library and two local parks are just a few blocks away and you are just minutes from the interstate for commuting. The building next door is now privately owned and no longer a church. Will not pass FHA or VA.

Type:
Single Family
Sq.Ft.:
1,116
Status:
NEW LISTING
Beds:
2
Lot size:
5 Acres
Year built:
1950
Baths:
1.00
MLS#:
24009464
Subdivision:
Rural

ADDITIONAL INFORMATION

Embrace the potential of this 5-acre gem near Winchester & Hamburg, KY. This fixer-upper boasts 2 beds, 1 bath, and scenic farm views on flat land. Enjoy a long driveway and a detached 2-car garage. Ideal for a smaller homestead! Close to amenities but secluded enough for privacy. Get on the schedule to see this one today!

Type:
Single Family
Sq.Ft.:
1,648
Status:
NEW LISTING
Beds:
3
Lot size:
0.14 Acres
Year built:
2019
Baths:
3.00
MLS#:
24009417
Subdivision:
Ft Estill

ADDITIONAL INFORMATION

Charming Craftsman-Style Home Featuring 3 Bedrooms, 2 Full and 1 Half Baths, and 1 Car Garage. The Main Floor of this Home Features and Open Concept Family Room, Kitchen & Dining, a Half Bath, Stainless Steel Applicances, & LVP Flooring. Head Upstairs to the Large Primary Suite with Full Bath & Walk-In Closet. 2 Additional Bedrooms, a 2nd Full Bath, Separate Laundry Room, & New Carpeting Complete the Upstairs. Move-In Ready.

Open House:

Sunday, 5/19 2:00-4:00PM

Type:
Single Family
Sq.Ft.:
1,618
Status:
Active
Beds:
4
Lot size:
0.14 Acres
Year built:
2007
Baths:
3.00
MLS#:
24009113
Subdivision:
Colby Ridge

ADDITIONAL INFORMATION

Escape the hustle and bustle of city life without sacrificing convenience - this stunning 4-bedroom home nestled on a serene dead-end street surrounded by lush greenery is the perfect sanctuary for your family. While being just moments away from the interstate, and dining hotspots. The spacious open kitchen and dining area seamlessly flow into the living room, offering a seamless blend of comfort and style. Plus, the first floor features a convenient laundry area and a half bath. Upstairs, retreat to your cozy bedrooms, each boasting ample closet space for all your storage needs. Experience the best of both worlds with this idyllic home - urban convenience meets suburban peace.

Type:
Single Family
Sq.Ft.:
1,680
Status:
Active
Beds:
3
Lot size:
14.17 Acres
Year built:
1984
Baths:
2.00
MLS#:
24008913
Subdivision:
Rural

ADDITIONAL INFORMATION

Are you looking for a place that has it all? Then you have found it. This property has an abundance of extras! From the serene 14.7 acres, woods, cleared walking trails, wildlife, places to ride your recreational vehicles or just relax in the peaceful surroundings! Enjoy the beautiful landscaping, sunsets and views from a spacious front porch overlooking a small pond. Manufactured home on a permanent foundation. 3-bedroom, two bath, eat-in kitchen, oversized 2-car garage, and paved driveway with lots of space for parking. Plus a 30' x 40' Pole Building workshop with electric. Small office trailer that could be perfect for guests or a home office, internet available. This property is a must see to appreciate. Don't miss this rare opportunity! Call today for your private showing. By appointment only.

Type:
Single Family
Sq.Ft.:
5,440
Status:
Active
Beds:
4
Lot size:
0.46 Acres
Year built:
2002
Baths:
4.00
MLS#:
24008844
Subdivision:
Mallard Place

ADDITIONAL INFORMATION

Welcome to 281 Rose Dr. located in the prestigious Mallard Place subdivision. This home features 4 bedrooms and 4 full bathrooms across 5,440 sq ft of total living space, perfectly designed for both grand entertaining and private comfort. The residence includes multiple walk-in closets, ensuring ample storage and organization. The second floor is pre-wired for a media room, creating an ideal space for a home theater or entertainment hub. Situated on a prime level corner lot, the home boasts over 1,500 sq ft of garage space alongside a vast driveway suitable for multiple vehicles. Relish the great outdoors from the comfort of your large patio or the screened-in deck, both perfect for relaxing or hosting events. With its luxurious amenities and desirable location, this home is a true gem waiting to be yours!

Type:
Single Family
Sq.Ft.:
4,515
Status:
Active
Beds:
5
Lot size:
2.3 Acres
Year built:
2010
Baths:
4.00
MLS#:
24008612
Subdivision:
Rural

ADDITIONAL INFORMATION

This meticulously crafted 5-bedroom home boasts exquisite trim and finishes throughout. The main level features a grand formal dining room leading to a light-filled family room with a dramatic vaulted coffered ceiling. Perfect for gatherings, the open-concept kitchen allows you to cook and socialize seamlessly.Upstairs, a second primary suite awaits, complete with a luxurious bathroom and a massive walk-in closet. The expansive basement offers additional living space with 3 bedrooms (2 non-compliant), a full bath, laundry area, and unfinished storage.A brand new 30x50 barn is perfect for all of your hobby and storage needs & don't worry, if you're caught in a snow storm or power outage this home is equipped with a wood burnin stove and propane in addition to electric heat. Enjoy outdoor entertaining on the covered deck overlooking your 2.3-acre property, conveniently located near I-64. Bonus: a brand new roof will be installed before closing!

Type:
Single Family
Sq.Ft.:
1,344
Status:
Active
Beds:
4
Lot size:
0.18 Acres
Year built:
1992
Baths:
2.00
MLS#:
24008590
Subdivision:
Noble Heights

ADDITIONAL INFORMATION

Nice 4 bedroom, 2 bath home located on a quiet cul de sac close to Winchester bypass and downtown Winchester. This is your chance to have a piece of country living right in town. Home is being sold as is.

Type:
Single Family
Sq.Ft.:
2,413
Status:
Active
Beds:
4
Lot size:
0.34 Acres
Year built:
1979
Baths:
2.00
MLS#:
24008452
Subdivision:
Stoneybrook

ADDITIONAL INFORMATION

Charming all-brick ranch featuring 4 bedrooms and 2 full bathrooms with a delightful all-season room overlooking beautiful flower gardens on a spacious, flat lot. Located in Stoneybrook Subdivision! Make an appointment today, for your private viewing.

Type:
Single Family
Sq.Ft.:
2,120
Status:
Active
Beds:
3
Lot size:
5.72 Acres
Year built:
1950
Baths:
2.00
MLS#:
24008060
Subdivision:
Rural

ADDITIONAL INFORMATION

Welcome to the cozy country house. There is plenty of room on this 5.72 acre mini farm that is at the end of the road. The farmhouse has three bedrooms, two full baths, three fireplaces and an in ground pool. When you come through the front door, you are greeted by a large living room with two fireplaces, one on either side. Down the hall, you will find the primary bedroom hall bath and second bedroom. At the end of the hall is the eat in kitchen with its own wood-burning fireplace. Through the kitchen you will find the back hallway, third bedroom, second full bath, and large laundry room. If you need workshops, this place features two large metal buildings. The buildings are insulated, on their own 200 amp service with separate meter and reinforced concrete floors. Building one is 50 x 60 with two overhead doors both 10 x 10 with one having a loading dock. Building two is 40 x 60 with a 12 x 12 overhead door. There is also a four car run in garage/shed that is 24 x 41. This is a must see unique property that has lots of potential.

Type:
Single Family
Sq.Ft.:
1,734
Status:
Active
Beds:
3
Lot size:
0.11 Acres
Baths:
2.00
MLS#:
24007641
Subdivision:
South Park Addition

ADDITIONAL INFORMATION

Stunning home in downtown Winchester, extensively and gorgeously remodeled. New (beautiful) kitchen and bathrooms, new roof, new heat pump, new windows, new flooring, new fixtures, and more! Upgrades galore, while keeping the charming character of this downtown beauty. Living room, kitchen, laundry/mud room, and three bedrooms downstairs, with large flex space upstairs. Who doesn't love a picturesque home with wrap around porch? Ideally situated on a corner lot, this wonderful home is a must see!

Type:
Single Family
Sq.Ft.:
1,422
Status:
Active
Beds:
3
Lot size:
0.17 Acres
Year built:
1961
Baths:
2.00
MLS#:
24007633
Subdivision:
Sunset Heights Addit

ADDITIONAL INFORMATION

This three bedroom Ranch home has one and 1/2 baths,a large family room with a fireplace, has been updated, new flooring, new interior and exterior painting,New HVAC, new kitchen cabinets with grainte, new appliances ,It also has a large work shop.

Type:
Single Family
Sq.Ft.:
2,800
Status:
Active
Beds:
4
Lot size:
0.2 Acres
Year built:
2024
Baths:
3.00
MLS#:
24007441
Subdivision:
Hibiscus Terrace

ADDITIONAL INFORMATION

This new construction house will be completed soon and ready for you to move in and call home! From the moment you step inside, you'll find stunning features including 9 foot ceilings for an open and airy feel, with hardwood floors throughout. In the kitchen will be granite countertops with white cabinets including an island with bar top seating. New stainless appliances will complete the kitchen. Upstairs will feature an open loft area with two bedrooms plus a bonus room over the garage that could also be used as a bedroom. The view from the upper floor overlooks beautiful farmland and a pond so you feel like you live in the country with all of the convenience of living in town. Out back there is a new covered deck for a wonderful place to enjoy the country view while entertaining or just relaxing on a cool summer evening. This home is not yet completely finished, so there is some opportunity for you to have some choices in the final touches.

Type:
Single Family
Sq.Ft.:
1,800
Status:
Active
Beds:
2
Lot size:
5.66 Acres
Year built:
1997
Baths:
3.00
MLS#:
24007122
Subdivision:
Rural

ADDITIONAL INFORMATION

This home built and loved by the Seller has many custom features Cabinets are either oak or cherry and handcrafter by the owner. The Laundry Room has a separate line to protect the septic system. House was built with yellow poplar siding and a truss roof. The roof is 3 years old. The HVAC system is 5 years old. The property is fenced on the sides and in the rear. There is a large Primary bedroom with a nice sized attached bath room and walk in closets. In addition there is a second good sized bedroom with an attached bath. There is a third room that could be used for a small bedroom or an office. Enjoy an eat in Kitchen with with refrigerator, stove, dishwasher and microwave. There is a nice sized Dining Room and a large Living Room. Mornings and evenings relax in an oak paneled sun porch with the view of cleared grass and woods. In the winter you''ll be cozy with a gas stove that can heat the entire house. The house has an attached 2 In the rear there is a 1420 SF shop. The shop was built 2011 and has different areas for different types of work to be done. Concrete drive runs to the shop and shop garage.

Type:
Single Family
Sq.Ft.:
3,148
Status:
Active
Beds:
3
Lot size:
0.33 Acres
Year built:
1960
Baths:
3.00
MLS#:
24007103
Subdivision:
Hampton Manor

ADDITIONAL INFORMATION

This stunningly updated home is situated in the comfortable and desirable Hampton Manor subdivision right in the heart of Winchester. From the moment you pull into the driveway, you'll notice the impeccably landscaped yard and beautiful covered front porch. Take a step inside the front door and experience the refinished hardwood floors leading into spacious rooms including a gorgeous fully remodeled kitchen with granite countertops and new stainless Bosch appliances. Each of the two full bathrooms have newly updated, walk-in tile showers. Follow the steps down into the refinished basement and discover all new vinyl plank flooring in the open office and living space where you can enjoy one of the 3 ventless gas fireplaces on a cool evening. The updated sunroom also offers a lovely place to sit or entertain guests with its new windows, flooring and wooden ceiling. Outside, the improvements continue with a new covered patio beside the above ground pool where you can relax in the summer heat. Schedule your private showing today to experience all this home has to offer!

Type:
Single Family
Sq.Ft.:
1,080
Status:
Active
Beds:
2
Lot size:
0.14 Acres
Year built:
1940
Baths:
1.00
MLS#:
24006600
Subdivision:
South Park Addition

ADDITIONAL INFORMATION

Don't miss out on the chance to make this house your own! Whether you're seeking to add your personal touch or expanding your investment portfolio, this property offers endless possibilities! With some improvements, this 2 bedroom, 1 bathroom home is an ideal canvas for homeowners and savvy investors alike. Property is being sold AS IS. This property will not go FHA, VA, or USDA. Schedule your showing today!

Type:
Single Family
Sq.Ft.:
3,272
Status:
Active
Beds:
4
Lot size:
8 Acres
Year built:
1998
Baths:
4.00
MLS#:
24006529
Subdivision:
Rural

ADDITIONAL INFORMATION

As you meander down the winding driveway of 8 sprawling acres, a sense of tranquility washes over you-- just a short 8-minute drive from the bustling town of Winchester.The home boasts a spacious living room with fireplace, family room, eat-in kitchen, formal dining area, drop zone, two bedrooms, full bath, half bath, and master ensuite. These second floor has a wonderful size bonus room with full bathroom, and a bedroom.But perhaps the crowning jewel of this extraordinary estate lies beyond its walls--a haven of outdoor splendor awaiting your discovery. Complete with a sprawling in-ground pool and pool house with a bathroom, surrounded by meticulously manicured landscaping and stone hardscapes--a picturesque retreat where every day feels like a vacation.For the equestrian enthusiast, a charming barn awaits towards the front of the property, ready to accommodate your equine companions with multiple stables and ample storage space above. Whether you're an avid rider or simply appreciate the rustic charm of country living, this property offers endless possibilities for recreation and relaxation. Make 1995 Gay Evans your forever home!

Type:
Single Family
Sq.Ft.:
1,968
Status:
Active
Beds:
4
Lot size:
0.19 Acres
Year built:
1920
Baths:
2.00
MLS#:
24006544
Subdivision:
Downtown

ADDITIONAL INFORMATION

An older home that offers the charm & character of days gone bye but has many updates of today. Step into a world of timeless charm and modern comfort with this meticulously maintained historic home. From the moment you enter, you'll be captivated by the enchanting character that fills every corner.As you cross the threshold, beautiful hardwood floors lead the way into a spacious living room and dining area, where accent columns add an elegant touch to the ambiance. Natural light pours in through large windows, illuminating the space and creating a warm, inviting atmosphere. The charm of yesterday w/updated kitchen & first floor bath. The Primary Bedroom on 1st floor has original pocket doors and a leaded glass window. Upstairs, three bedrooms offer peaceful retreats, each adorned with unique features that add to the home's allure. A sleeping porch off the primary bedroom invites you to indulge in moments of tranquility while soaking in the beauty of historic Main Street. Step outside in back to discover a covered porch with a charming brick floor, perfect for relaxing and enjoying the serene surroundings.

Type:
Single Family
Sq.Ft.:
1,755
Status:
Active
Beds:
3
Lot size:
0.17 Acres
Year built:
1940
Baths:
2.00
MLS#:
24006417
Subdivision:
Downtown

ADDITIONAL INFORMATION

This beautiful Craftsman bungalow is located in the heart of Winchester andboasts 3 bedrooms and 1.5 baths, offering classic charm with modern functionality. Recent updates include new paint throughout and fresh landscaping. Warm, reconditioned hardwood floors run throughout. Built-in cabinetry adds storage and vintage flair. A cozy fireplace can be found in the main living area. Upstairs you can find 2 additional bedrooms with vintage FULL bathroom and a flex space that could be used as a home office or whatever your heart desires.

Type:
Single Family
Sq.Ft.:
2,821
Status:
Active
Beds:
3
Lot size:
0.26 Acres
Year built:
1983
Baths:
3.00
MLS#:
24005871
Subdivision:
Noble Heights

ADDITIONAL INFORMATION

This recently updated home is calling your name! With plenty of square footage for anybody, this home offers 3 large bedrooms, a den, large living room space, and a large back deck! This tranquil backyard will have you feeling like you're on vacation everyday!

Type:
Single Family
Sq.Ft.:
1,377
Status:
Active
Beds:
3
Lot size:
0.14 Acres
Year built:
2006
Baths:
3.00
MLS#:
24005885
Subdivision:
Bradley Place

ADDITIONAL INFORMATION

Updated ranch home with full basement! This home features new bathrooms, freshly painted, new laminate flooring & carpet, new light fixtures & ceiling fans. Kitchen has granite countertops and all new stainless appliances including the refrigerator! Basement features a 1/2 bath, utility room, and poured concrete walls. There is a huge drive-in garage with ample space for storage or workshop. Total electric. Close to downtown and Veterans Parkway. Buyer to verify schools. Owner/agent

Refine Property Search
Page 1 | 2 of 2    Prev | Next
1–25 of 40 properties displayed
Andrea Conner, License 221773, Xome Inc., License 239054, AndreaD.Conner@xome.com, 844-400-XOME (9663), 1795 Alysheba Way Suite 1202 Lexington, KY 40509




Winchester Real Estate

The median home value in Winchester, KY is $245,000. This is higher than the county median home value of $156,500. The national median home value is $219,700. The average price of homes sold in Winchester, KY is $245,000. Approximately 46.53% of Winchester homes are owned, compared to 42.71% rented, while 10.76% are vacant. Winchester real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Winchester real estate agent to arrange a tour today!

Winchester, Kentucky has a population of 18,364. Winchester is less family-centric than the surrounding county with 26.83% of the households containing married families with children. The county average for households married with children is 27.53%.

The median household income in Winchester, Kentucky is $39,834. The median household income for the surrounding county is $51,547 compared to the national median of $57,652. The median age of people living in Winchester is 39.3 years.

Winchester Weather

The average high temperature in July is 85.8 degrees, with an average low temperature in January of 22.9 degrees. The average rainfall is approximately 47.3 inches per year, with 3 inches of snow per year.

Winchester Real Estate Market Conditions

  • Median sales price

    $245,000
    8.2% change since last quarter
  • # Active listings

    143
    30-day change

Winchester Schools and Demographics

Education near Winchester, KY

Metric City County
High School Graduates 83.83 85.88
College Degree - 2 year 6.44 7.66
College Degree - 4 year 19.39 21.66
Graduate Degree 3.65 5.88
Expenditures per Student 13,757 13,807
Students per Teacher 15.9 14.4

Elementary Schools near Winchester, KY

School Grades Students P/T Ratio ZIP
Athens-Chilesburg Elementary School KG - 05 745 14.9 40509
Camargo Elementary School PK - 04 612 13.2 40353
Clark County Preschool PK - PK 296 24.7 40391
Clay City Elementary School PK - 05 535 16.7 40312
Mapleton Elementary School KG - 04 674 14.7 40353
Montgomery County Early Learning Center PK - PK 109 18.2 40353
Mount Sterling Elementary School KG - 04 635 15.1 40353
North Middletown Elementary School KG - 05 155 14.8 40357
Shearer Elementary School KG - 04 423 12 40391
Strode Station Elementary School KG - 04 613 12.4 40391
William G. Conkwright Elementary KG - 04 563 20 40391
Willis H. Justice Elementary School KG - 04 491 16.2 40391

Middle Schools near Winchester, KY

School Grades Students P/T Ratio ZIP
Edythe Jones Hayes Middle School 06 - 08 1,095 15.6 40509
McNabb Middle School 07 - 08 718 16.2 40353
Mercer County 9th Grade Academy 09 - 09 224 16.2 40391
Montgomery County Intermediate School 05 - 06 712 15.6 40353
Rev. Henry E. Baker SR. Interm. School 05 - 06 858 19.5 40391
Robert D. Campbell Jr. High 07 - 08 801 18.2 40391
Willis H. Justice Elementary School KG - 05 0 13.7 40391

High Schools near Winchester, KY

School Grades Students P/T Ratio ZIP
George Rogers Clark High School 09 - 12 1,672 18.2 40391
Montgomery County High School 09 - 12 1,338 18.4 40353

Ungraded Schools near Winchester, KY

School Grades Students P/T Ratio ZIP
* Gateway Children's Services 07 - 12 18 9 40353
* Hillcrest Hall Treatment Center 09 - 12 12 12 40353
* Phoenix Academy 07 - 12 22 4.4 40391
* The Sterling School 09 - 12 51 11.3 40353
Clark County Area Technology Center UG - UG 0 40392
Hayes Pre-School UG - UG 93 30.5 40509
Montgomery County Accelerated Academy UG - UG 0 40353
Montgomery County Area Technology Center UG - UG 0 40353

Demographics near Winchester, KY

Metric City County
Neighborhood Type Suburban
Population 18,364 35,757
Population Density 2,009 142
Median Age 39.3 42.3
People per Household 2.4 2.5
Median Household Income 39,834 51,547
Average Income per Capita 23,736 26,219