Winchester KY Homes for Sale

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Type:
Single Family
Sq.Ft.:
2,132
Status:
Active
Beds:
3
Lot size:
5 Acres
Year built:
1999
Baths:
3.00
MLS#:
24022030
Subdivision:
Rural

ADDITIONAL INFORMATION

Priced at appraisal value! Discover your retreat in this 3-bedroom, 2.5-bath home, perfectly situated for serene country living. The foyer opens into a spacious family room featuring a wood-burning fireplace. Just off the family room is a large, eat-in kitchen. Also on the main level is the primary en suite and a versatile flex room with endless possibilities. Upstairs, two generous sized bedrooms and a full bath await. The partially fenced property consists of 5 acres with 2 ponds! Selling AS-IS. Inspections welcome.

Type:
Single Family
Sq.Ft.:
1,161
Status:
Active
Beds:
3
Lot size:
0.18 Acres
Year built:
1980
Baths:
2.00
MLS#:
24021990
Subdivision:
Holiday Hills

ADDITIONAL INFORMATION

Charming Brick Ranch Home in Holiday HillsWelcome to this inviting 1161 sq ft brick ranch home, lovingly maintained by the same family since 1980. Nestled in the desirable Holiday Hills subdivision, this property offers comfort and convenience with easy access to Wiseman Park.Inside, you'll find a cozy spacious living area that features beautiful hardwood flooring. The updated kitchen boasts brand-new cabinets, stunning granite countertops, and modern appliances, making it perfect for family gatherings.This home offers three comfortable bedrooms with ample closet space, and the bathroom has been updated with contemporary fixtures. Durable LVT and tile flooring make maintenance easy, and the roof is approximately six years old.Step outside to a lovely backyard ideal for relaxation and play. Wiseman Park is just a short stroll away, offering tennis and pickleball courts, T-ball and cornhole areas, a playground with swings, a basketball court, and a 6-hole disc golf course. Enjoy the covered shelter with picnic tables and a grill for gatherings.This charming home combines modern updates with classic appeal.

Type:
Single Family
Sq.Ft.:
1,380
Status:
Active
Beds:
4
Lot size:
0.17 Acres
Baths:
2.00
MLS#:
24021746
Subdivision:
North Park

ADDITIONAL INFORMATION

Don't miss out on these 2 great income producing properties that are situated on the same lot near downtown Winchester! Both of the houses are 2 bedroom 1 bath occupied rentals with great cashflow! 112 Sycamore is currently rented for 950.00 with tenants paying all utilities. 110 Grant Alley which is located directly behind 112 Sycamore, is rented for 925.00 per month. Property being sold as-isOwner/Agent

Type:
Townhouse
Sq.Ft.:
1,450
Status:
Active
Beds:
3
Year built:
1994
Baths:
2.00
MLS#:
24021528
Subdivision:
Holiday Villa

ADDITIONAL INFORMATION

Beautifully renovated townhome in a prime Winchester location! Enjoy first-floor living with an additional bedroom and full bath in the basement. Convenient location to the bypass and downtown. Beautiful backyard, perfect for entertaining or pets.Selling AS IS. Inspections welcome.

Type:
Single Family
Sq.Ft.:
1,612
Status:
Active
Beds:
3
Lot size:
0.12 Acres
Year built:
2024
Baths:
2.00
MLS#:
24021517
Subdivision:
Fairholme Estates

ADDITIONAL INFORMATION

This beautiful ranch home located in desirable Fairholme Estates is a must see!! Amazing open floor plan with granite kitchen countertops, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof Pergo laminate flooring is throughout the home. Don't miss the primary bedroom suite with walk in closet, double sinks and tile shower in the bathroom. The two car garage is located on the same level with plenty of on and off street parking.

Type:
Single Family
Sq.Ft.:
1,920
Status:
Active
Beds:
3
Lot size:
0.11 Acres
Year built:
2024
Baths:
3.00
MLS#:
24021508
Subdivision:
Fairholme Estates

ADDITIONAL INFORMATION

This beautiful home located in desirable Fairholme Estates is a must see!! Amazing open floor plan with kitchen granite countertops, a large island and upgraded Frigidaire Elite Stainless Appliances. The waterproof Pergo laminate flooring is throughout the home. Don't miss the primary bedrooms with walk in closet, double sinks and tile shower in the bathroom. The two car garage is located on the same level with plenty of on and off street parking.

Type:
Single Family
Sq.Ft.:
1,309
Status:
Active
Beds:
3
Lot size:
0.07 Acres
Year built:
1935
Baths:
1.00
MLS#:
24020925
Subdivision:
Downtown

ADDITIONAL INFORMATION

**Motivated Seller** Charming fully renovated ranch home just outside of downtown Winchester. Spacious open floor plan with tall ceilings. All new stainless appliances & beautiful granite countertops in kitchen. Covered front & back porches. Fenced in backyard and large workshop with roll up door. Take the time to check this one out.

Type:
Single Family
Sq.Ft.:
4,644
Status:
Active
Beds:
4
Lot size:
0.59 Acres
Year built:
1998
Baths:
4.00
MLS#:
24020882
Subdivision:
Hampton Manor

ADDITIONAL INFORMATION

Don't miss this rare opportunity to abide in one of Winchester's finest locations, Camelot Drive. A hidden gem tucked away in the back of Hampton Manor, this home boasts space and privacy on an idyllic cul-de-sac just off Boone Avenue. Details such as crown molding, built-in cabinetry, high ceilings, 2 fireplaces, transom windows, and hardwood floors fill this home with character and charm. Entertain or relax while enjoying the spacious, tree-lined yard from the screened porch, deck, or patio. This home has been beautifully updated and is conveniently located just a short golf cart ride from the Winchester Country Club, and just 15 minutes from Lexington or Richmond. A screened porch has been added to the home for entertaining or just relaxation (almost 400 sq ft). Beautiful kitchen--cherry cabinets--almost 9' long island where your family can enjoy meals together--refrigerator--Bosch dishwasher--cook top & new smart double ovens. Living room, dining room, office, & laundry room round out the first floor. Also a 3-car garage w/epoxy floor. In the basement there is a huge family room w/fireplace (gas logs), a bedroom, full bath, a pantry, an exercise room, and lots of storage.

Type:
Single Family
Sq.Ft.:
3,200
Status:
Active
Beds:
4
Lot size:
0.21 Acres
Year built:
1910
Baths:
3.00
MLS#:
24020813
Subdivision:
Downtown

ADDITIONAL INFORMATION

Your chance to live in a beautiful, renovated home on historic Boone Avenue. Walk to downtown, the public library or college park. This two-story home has loads of renovations and is ready for you to move right in. This home features 4 bedrooms and a bonus room, currently used as an office. The updated kitchen is a cooks dream! Granite counters and huge island, newer appliances and backsplash. Large walk-in pantry. Lovely hardwood floors and beautiful re-tiled fireplaces make a perfect setting to entertain in the large dining room. Lots of room to spare and large bedrooms upstairs. Don't miss the sunroom, multiple decks & porches.

Type:
Single Family
Sq.Ft.:
873
Status:
Active
Beds:
2
Lot size:
0.27 Acres
Year built:
1975
Baths:
1.00
MLS#:
24020728
Subdivision:
Rural

ADDITIONAL INFORMATION

Nestled in the heart of rural Winchester, KY, this charming 2-bedroom, 1-bath home offers the perfect escape for nature lovers or those seeking a peaceful retreat. Surrounded by lush greenery year-round, the secluded property feels like a hidden gem, where you can enjoy the tranquility of the countryside. Inside, the cozy ambiance of a log cabin welcomes you, making it the ideal space for a starter home or a smart investment opportunity. Whether you're starting out or looking for a serene getaway, this property invites you to unwind and enjoy the simple beauty of country living.

Type:
Single Family
Sq.Ft.:
2,994
Status:
Active
Beds:
4
Lot size:
0.21 Acres
Year built:
1920
Baths:
3.00
MLS#:
24020622
Subdivision:
Downtown

ADDITIONAL INFORMATION

Reduced for quick sale!! Don't miss out on your opportunity to own a 100+ year old home located near historic downtown Winchester, KY. The detail and charm located within the walls of this 2 story craftsman are what many dream of. Tall ceilings, fireplaces, in almost evey room, beautiful original wood work is abundant as you enter from the quintessential front porch that's perfect for casual nights or connecting with neighbors. A remodeled kitchen brings new flare & functionality to this early 1900s home and gives a great spot to make the meals to fill up the adjoining dining room. Pocket doors, original push light switches, a butler dummy , and so many features , sowell preserved remind us of times bygone. The front and rear staircases are just a few more mentions of items not typically recreated in modern homes. A 1st floor bedroom & full bath along with a laundry/mud room are welcomed functional bonuses to homes built in this time period! The second floor houses 3 additional bedrooms with 2 full baths for family or guests along with a sun room with small balcony that's perfect for relaxing and overlooking the rear yard. Brand new Dual zone HVAC system was recently added.

Type:
Single Family
Sq.Ft.:
4,600
Status:
Active
Beds:
4
Lot size:
0.46 Acres
Year built:
2002
Baths:
4.00
MLS#:
24020327
Subdivision:
Fairway Woods

ADDITIONAL INFORMATION

Motivated seller! This is the one that you've been waiting for! Remarkable attention to detail was clearly taken in the building of this home. This stunning 4 bedroom, 4 bath home is located on a quiet cul de sac overlooking Southwind Golf Course. Walk in the front door to an inviting two story foyer and beautiful hardwood floors. The great room is amazing with beautiful windows that overlook the golf course. The great room opens to the gourmet kitchen with quartz countertops and back splash and walks out to the deck also overlooking the golf course. The dining room has tray ceilings and gorgeous crown molding. The primary suite is located on the first floor along with 2 other spacious bedrooms. The second floor bonus room could also be used as a bedroom. In the lower level you will find a full service kitchen, bedroom, living room with custom built in bookshelves. On the lower level you will also find tons of storage with a storage room and a garage. The custom wood and crown molding throughout is extraordinary. Set up your viewing of this fabulous home today. Please allow 24 hours notice to view.

Type:
Single Family
Sq.Ft.:
2,030
Status:
Active
Beds:
4
Lot size:
5.11 Acres
Year built:
2012
Baths:
2.00
MLS#:
24020193
Subdivision:
Rural

ADDITIONAL INFORMATION

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, and a chicken coop. The perfect home for a beginning, modern day homesteader!!! Schedule your private showing today!!

Type:
Single Family
Sq.Ft.:
1,443
Status:
Active
Beds:
3
Lot size:
0.16 Acres
Year built:
1950
Baths:
1.00
MLS#:
24019973
Subdivision:
Rural

ADDITIONAL INFORMATION

Discover the perfect opportunity with this 3-bedroom, 1-bathroom house in the heart of Winchester! Whether you're a homeowner ready to put your personal touch on a cozy space or an investor seeking a promising flip or rental property, this home has everything you need to make it shine. Newer roof and HVAC!!

Type:
Single Family
Sq.Ft.:
2,090
Status:
Active
Beds:
3
Lot size:
0.25 Acres
Year built:
1970
Baths:
3.00
MLS#:
24019933
Subdivision:
Holiday Hills

ADDITIONAL INFORMATION

You must see this lovely brick home on a basement in Holiday Hills! If you like pickleball, disc golf, or anything else Wiseman Park has to offer, you will love this convenient location! 3 bedrooms, 2 and a half baths. Very practical kitchen featuring granite countertops and a brand new refrigerator. Plenty of room for entertaining with a beautiful deck just off the open concept kitchen / dining room / family room combo. Good sized den and workshop / storage area in the partially finished walk out basement with attached garage. Storage shed with electric in the fenced in back yard. You need to see this one!

Type:
Single Family
Sq.Ft.:
2,400
Status:
Active
Beds:
4
Lot size:
24 Acres
Baths:
3.00
MLS#:
24019867
Subdivision:
Rural

ADDITIONAL INFORMATION

Beautiful large ranch completely remodeled on 24 acres. large bedrooms, family room, dining room, formal living room, 4 Bedroom and 3 baths. 30 foot above ground pool multiple outbuildings, front porch large back patio and just minutes from downtown Winchester. All new Bathrooms, All new Kitchen, All new fixtures, All new flooring. All new paint. House is situated on a quiet dead end lane. 24 acres to use how you see fit. Pasture, hunting, off grid, multi-family just depends on what your are looking for.

Type:
Single Family
Sq.Ft.:
2,052
Status:
Active
Beds:
3
Lot size:
0.17 Acres
Year built:
1965
Baths:
1.00
MLS#:
24019727
Subdivision:
Lyndale

ADDITIONAL INFORMATION

Welcome to this charming ranch home in Winchester, Ky! This cozy abode features 3 bedrooms, 1 bath, Harwood floors on the main level, with a walkout basement just waiting for you to put your finishing touches on this additional space. The HVAC system was updated in 2021 and the roof in 2014. Outside you will find a convenient storage building perfect for housing your outdoor gear. Located in the serene surroundings of Winchester, this home offers both comfort and convenience with easy access to local amenities.

Type:
Single Family
Sq.Ft.:
1,956
Status:
Active
Beds:
4
Lot size:
0.19 Acres
Year built:
2004
Baths:
3.00
MLS#:
24019478
Subdivision:
Colby Ridge

ADDITIONAL INFORMATION

UPDATE- lucky you-Back on the market! Home passed all inspections, but previous contract unable to perform. Appraiser increased the square footage to 1956! Makes this home even more inviting! Welcome to your dream home! This delightful 4 bedroom, 2.5 bath residence offers both comfort and convenience, making it perfect for families and professionals alike. The large backyard yields ample space for play or gardening. Situated just minutes from schools, shopping, and parks. Enjoy easy access to major highways for a quick commute. You'll love the spaciousness of this home. All the flooring is new throughout the home. There's LVP in the kitchen/ dining area and carpeting on both floors is brand new! How often does this happen? Plus there's a wonderful new roof with deminsional shingles. The bedrooms are well-sized and the primary bedroom is secluded from the seconday bedrooms.

Type:
Single Family
Sq.Ft.:
2,361
Status:
Active
Beds:
4
Lot size:
0.83 Acres
Year built:
1945
Baths:
3.00
MLS#:
24018997
Subdivision:
Rural

ADDITIONAL INFORMATION

NEW PRICE REDUCTION!!! This Is The One You Have Been Waiting For!!! This Completely Remodeled 4 Bedroom 3 Bathroom Home On An Unfinished Basement Has It All. Features Include An Open Floor Plan; Dining Room With Fireplace; Big Kitchen With Lots Of Cabinets; Granite Tops; Stainless Steel Appliances; Range Hood; Farmhouse Sink; Huge Laundry Room Off Kitchen/Master Bedroom; First Floor Master Bedroom With Fireplace And Master Suite With Soaker Tub And Full Tile Shower; Large Bedrooms; Lots Of Space And Loads Of Storage; Garage; Man-Cave/She-Shed; Absolutely Beautiful Lot And Diamond Location.

Type:
Single Family
Sq.Ft.:
1,780
Status:
Active
Beds:
3
Lot size:
0.31 Acres
Year built:
1950
Baths:
2.00
MLS#:
24018875
Subdivision:
Victory Heights

ADDITIONAL INFORMATION

Fully renovated in 2023, 3 bed X 2 bath, new landscaping in 2024, includes a basement, detached garage, shed, gas stove and fireplace, & 2nd floor vaulted ceilings.

Type:
Single Family
Sq.Ft.:
2,384
Status:
Active
Beds:
3
Lot size:
0.21 Acres
Year built:
2004
Baths:
3.00
MLS#:
24018742
Subdivision:
Oakmont

ADDITIONAL INFORMATION

OPEN HOUSE, Sunday, September 15, hours 1-3Happiness is this two story home with lots of room, great corner lot, large patio for entertaining and grilling, great room, master bedroom with large closet, close to shopping, schools, hospital, restaurants, double garage, located on a cul-de-sac, call today!

Type:
Single Family
Sq.Ft.:
4,665
Status:
Active
Beds:
4
Lot size:
1.64 Acres
Year built:
1993
Baths:
4.00
MLS#:
24018605
Subdivision:
Rural

ADDITIONAL INFORMATION

Sellers say bring us an offer!! Price includes carpet allowance. Seller is also offering $10,000 to be applied toward Buyers closing cost and prepaids or a loan buy down for a full price offer.Buyers could apply this toward a loan buy down. When you enter this amazing custom-built home, you will feel at home. A multitude of incredible amenities, it's hard to even know where to start, we will begin in the kitchen that received a massive renovation in 2020 that included quartz countertops and backsplash, some new cabinets, new flooring, as well as new lighting and appliances. Next let's move to the basement that features an amazing entertainment area that has an overhead projector and large screen for family movie nights. You can enjoy your morning coffee on the beautiful covered back patio with brick walls and posts that overlooks a big back yard and a pond that's on the adjoining property making you feel as if you are deep in the country instead of being a little over a mile from the bypass. You will notice the plumbing and electric has been completed to a high-level in this home.4,600 sq ft finished plus 900 unfinished in basement and 800 in floored attic

Type:
Single Family
Sq.Ft.:
1,526
Status:
Active
Beds:
3
Lot size:
0.15 Acres
Year built:
1930
Baths:
2.00
MLS#:
24018474
Subdivision:
Downtown

ADDITIONAL INFORMATION

Charm meets convenience in this delightful newly renovated home! Experience city living at its finest with the tranquility of your own spacious backyard, yet be within walking distance to shops and restaurants! Step inside the living room and let the natural light peeking through the large windows welcome you home. With a bedroom on the main floor, two bedrooms upstairs, and a bonus room that can be used however you desire, this home would be perfect for a growing family!

Type:
Single Family
Sq.Ft.:
1,635
Status:
Active
Beds:
3
Lot size:
0.23 Acres
Year built:
2024
Baths:
2.00
MLS#:
24018286
Subdivision:
Creekside

ADDITIONAL INFORMATION

New Construction, come view, great house plan, ranch on a crawl space, 3 bedrooms, 2 bath, you will love this inviting neighborhood, plan shown on line could vary, this is a spec home, all the colors have been decided, fixtures, flooring, brick, siding, cabinets, countertops have been ordered, restrictions apply, no HOA, buyer to verify sq ft of home and lot. This home is close to I-64, I-75, Lexington, Richmond, shopping, churches, hospital and schools, pictures to follow as home is being constructed.

Type:
Single Family
Sq.Ft.:
1,600
Status:
Active
Beds:
3
Lot size:
0.42 Acres
Year built:
2024
Baths:
2.00
MLS#:
24017675
Subdivision:
Creekside

ADDITIONAL INFORMATION

Don'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.

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Andrea Conner, License 221773, Xome Inc., License 239054, [email protected], 844-400-XOME (9663), 1795 Alysheba Way Suite 1202 Lexington, KY 40509


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 Real Estate

The median home value in Winchester, KY is $239,000. This is higher than the county median home value of $206,000. The national median home value is $338,100. The average price of homes sold in Winchester, KY is $239,000. Approximately 52.42% of Winchester homes are owned, compared to 38.21% rented, while 9.38% 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 18,993. Winchester is less family-centric than the surrounding county with 25.63% of the households containing married families with children. The county average for households married with children is 25.74%.

The median household income in Winchester, Kentucky is $47,034. The median household income for the surrounding county is $59,294 compared to the national median of $69,021. The median age of people living in Winchester is 36.9 years.

Winchester Weather

The average high temperature in July is 85.8 degrees, with an average low temperature in January of 22 degrees. The average rainfall is approximately 45.8 inches per year, with 9.4 inches of snow per year.

Winchester Real Estate Market Conditions

  • Median sales price

    $239,000
    19.3% change since last quarter
  • # Active listings

    192
    30-day change

Winchester Schools and Demographics

Education near Winchester, KY

Metric City County
High School Graduates 86.63 89.23
College Degree - 2 year 8.6 9.97
College Degree - 4 year 19.04 20.05
Graduate Degree 4.07 5.81
Expenditures per Student 14,536 14,536
Students per Teacher 13.6 13.6

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 18,993 36,716
Population Density 2,078 145
Median Age 36.9 41.5
People per Household 2.3 2.5
Median Household Income 47,034 59,294
Average Income per Capita 28,337 33,205