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Homes for Sale near Baker Intermediate School

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  • /32

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    4305 Old Boonesboro Rd, Winchester, KY 40391

    Agent Photo

    Brenda Sipes

    WEICHERT REALTORS - ABG Properties

    (859) 549-3072

    4305 Old Boonesboro Rd, Winchester, KY 40391
  • /71

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 7,058 Sq Ft

    186 Chardonnay Ct, Winchester, KY 40391

    Fontaine Estates, a great place to call home. This spacious 4 bedroom 3 bath property offers an abundance of storage,, including charming window seats. Enjoy the convenience of an oversized driveway and garage, along with a beautifully designed outdoor setting, feauring a fire pit and a dedicated entertainment space. The thoughtfully planned, custom designed landscaping enhances the home's curb

    Agent Photo

    Brenda Sipes

    WEICHERT REALTORS - ABG Properties

    (859) 470-2071

    186 Chardonnay Ct, Winchester, KY 40391
  • /29

    $70,000

    • 3 Beds
    • 2 Baths
    • 750 Sq Ft

    113 Mimosa Dr, Winchester, KY 40391

    Discover the perfect balance between home ownership, affordability, and rural tranquility in this charming 3-bedroom two bath home. Conveniently located near shopping areas and interstates providing easy access to Lexington, Winchester and many central Kentucky cities. The interior features freshly updated flooring, offering a cohesive feel to living spaces. The true highlight of this property is

    Agent Photo

    Brenda Sipes

    WEICHERT REALTORS - ABG Properties

    (859) 328-1402

    113 Mimosa Dr, Winchester, KY 40391
  • /22

    $255,000

    • 4 Beds
    • 2 Baths
    • 2,332 Sq Ft

    35 Cherokee Ct, Winchester, KY 40391

    Step into this 4-bedroom, 2 full bath split-foyer home, perfectly designed for comfortable everyday living. The upper level features three generously sized bedrooms, a full bath, a bright living room, kitchen, and dining area—ideal for gathering with family and friends. Just off the kitchen, enjoy easy access to the covered deck overlooking a spacious backyard. The lower level offers even more

    Agent Photo

    Brenda Rue

    Keller Williams Bluegrass Realty

    (859) 470-8131

    35 Cherokee Ct, Winchester, KY 40391
  • /36

    $319,900

    • 5 Beds
    • 2 Baths
    • 2,082 Sq Ft

    128 Cherokee Dr, Winchester, KY 40391

    Welcome to 128 Cherokee Drive, a beautifully maintained home in a quiet and desirable neighborhood. With 5 bedrooms, two full bathrooms, and a second living room on the lower floor, there is plenty of room for the entire family and friends. A spacious backyard , many appealing updates since 2022 including a brand new furnace installed in February of 2026, and exceptional curb appeal and charm,

    Agent Photo

    Tyler Hurst

    Thwaites Realtors LLC

    (859) 927-8049

    128 Cherokee Dr, Winchester, KY 40391
  • /37

    $378,900 New Construction

    • 3 - 5 Beds
    • 2.5 - 3.5 Baths
    • 2,098 Sq Ft

    Nancy Plan at Boone's Crossing, Winchester, KY 40391

    Experience the Nancy floor plan, a masterfully designed two-story new construction home that blends smart functionality with open-concept living. Built by one of the most trusted home builders in Central Kentucky, the Nancy is an ideal choice for buyers searching for new construction homes in Lexington KY and surrounding communities who want style, flexibility, and efficient use of space.From the

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824252, Winchester, KY 40391
  • /45

    $429,900 New Construction

    • 3 - 5 Beds
    • 2.5 - 4.5 Baths
    • 2,722 Sq Ft

    Eleanor Plan at Boone's Crossing, Winchester, KY 40391

    Experience elevated living with the Eleanor floor plan, a thoughtfully designed new construction home available through one of the most trusted home builders in Central Kentucky. Created for today’s buyers seeking flexibility, luxury, and energy efficiency, the Eleanor blends timeless design with modern functionality for families looking for new construction homes in Lexington KY and surrounding

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824255, Winchester, KY 40391
  • /35

    $360,900 New Construction

    • 3 - 4 Beds
    • 2.5 - 3.5 Baths
    • 1,828 Sq Ft

    Grace Plan at Boone's Crossing, Winchester, KY 40391

    Discover the Grace floor plan, a thoughtfully designed new construction home that blends open-concept living with private, comfortable bedroom spaces. Built by one of the leading home builders in Central Kentucky, the Grace is a perfect fit for buyers searching for new construction homes in Lexington KY and nearby communities who want flexibility, style, and energy efficiency.From the moment you

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824257, Winchester, KY 40391
  • /46

    $347,900 New Construction

    • 3 - 6 Beds
    • 2 - 4 Baths
    • 1,580 Sq Ft

    Martha Plan at Boone's Crossing, Winchester, KY 40391

    The Martha floor plan is your canvas for creating a home that perfectly fits your lifestyle, offering unmatched flexibility, thoughtful design, and timeless appeal. Built by one of the leading home builders in Central Kentucky, the Martha is an excellent choice for buyers searching for new construction homes in Lexington KY and surrounding communities who want space that adapts to how they

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824258, Winchester, KY 40391
  • /28

    $363,900 New Construction

    • 4 - 5 Beds
    • 2.5 - 3.5 Baths
    • 2,100 Sq Ft

    Elizabeth Plan at Boone's Crossing, Winchester, KY 40391

    Experience the Elizabeth floor plan, a beautifully crafted new construction home designed for families who value open-concept living, thoughtful organization, and flexible bedroom space. Offered by one of the most trusted home builders in Central Kentucky, the Elizabeth is a standout option for buyers searching for new construction homes in Lexington KY and surrounding communities.From the moment

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824250, Winchester, KY 40391
  • /85

    $397,900 New Construction

    • 3 - 5 Beds
    • 2.5 - 4.5 Baths
    • 2,263 Sq Ft

    Abigail Plan at Boone's Crossing, Winchester, KY 40391

    Step into the award-winning Abigail floor plan, a standout choice for buyers searching for new construction homes in Lexington, KY and Central Kentucky. Designed with today’s lifestyle in mind, this home offers the perfect blend of flexible floor plans, energy efficiency, and modern comfort—everything you expect from a trusted home builder in Lexington, KY.From the moment you arrive, the Abigail

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824251, Winchester, KY 40391
  • /52

    $369,900 New Construction

    • 3 - 6 Beds
    • 2 Baths
    • 1,770 Sq Ft

    Barbara Plan at Boone's Crossing, Winchester, KY 40391

    Experience the true essence of homecoming with the Barbara floor plan, a beautifully designed new construction home available through one of the most trusted home builders in Central Kentucky. Thoughtfully crafted for modern living, this plan blends timeless exterior charm with a warm, open interior designed for comfort, flexibility, and everyday functionality.Step onto the inviting covered front

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824253, Winchester, KY 40391
  • /41

    $343,900 New Construction

    • 3 - 5 Beds
    • 2 - 4 Baths
    • 1,424 Sq Ft

    Lucy Plan at Boone's Crossing, Winchester, KY 40391

    Experience the Lucy floor plan, a versatile and thoughtfully designed new construction home that gives every member of the family the space they need to live, work, and thrive. Built by one of the most trusted home builders in Central Kentucky, the Lucy is a top choice for buyers searching for new construction homes in Lexington KY and surrounding communities who want flexibility, comfort, and

    James Monroe Homes Builder
    2070 Boonesboro Rd Unit 39824256, Winchester, KY 40391
  • /19

    $499,000

    • Land
    • 36.94 Acres
    • $13,508 per Acre

    1455B Ky-89 Lot Unit Wp001, Winchester, KY 40391

    Don't miss this rare chance to own 36.45 premium acres on the outskirts of Winchesteran unbeatable blend of open farmland, development potential, and a truly top-tier location. Just minutes from I-64 and a quick drive to Lexington, this tract offers the convenience buyers want with the space and freedom they rarely find. The gorgeous rolling fields make this property ideal for farming, hay

    Greg Meade Whitetail Properties Real Estate

    1455B Ky-89 Lot Unit Wp001, Winchester, KY 40391
  • /62

    $264,900

    • 3 Beds
    • 1.5 Baths
    • 1,161 Sq Ft

    17 Holiday Rd, Winchester, KY 40391

    This classic brick ranch house is move-in ready and waiting for you to call it home! Take a step inside the front door to appreciate the gleaming laminate wood floors in the open concept living space. Around the corner, the beautiful kitchen cabinets and updated, stainless, kitchen appliances are ready for family meals and social gatherings around the dining table. In the full bath, you'll find a

    Josh Wood Freedom Realty & Property Management

    17 Holiday Rd, Winchester, KY 40391
  • /62

    $435,000

    • 3 Beds
    • 3.5 Baths
    • 3,633 Sq Ft

    2 Stoney Brook Dr, Winchester, KY 40391

    Welcome to this spacious brick ranch with a finished walkout basement, perfectly positioned on a corner lot in the desirable Stoney Brook neighborhood. Sitting on nearly half an acre, this home brings the space and flexibility buyers are looking for with multiple living areas including a family room, living room, and formal dining room. The main level offers a primary en suite, an additional full

    Kelli Hunt Berkshire Hathaway HomeServices Foster Realtors

    2 Stoney Brook Dr, Winchester, KY 40391
  • /57

    $350,000

    • 4 Beds
    • 2 Baths
    • 3,261 Sq Ft

    443 S Maple St, Winchester, KY 40391

    Full of history and charm, this 1905 home sits on one of Winchester's most beloved and cherished streets, a place where homes like this are held onto for generations. It offers a rare opportunity to own a piece of the past while creating something truly your own. The inviting, oversized front porch sets the tone, perfect for quiet mornings, evening conversations, and the simple moments that make

    Terra Long Keller Williams Commonwealth

    443 S Maple St, Winchester, KY 40391
  • /90

    $650,000

    • 6 Beds
    • 4 Baths
    • 4,351 Sq Ft

    142 Clubhouse Dr, Winchester, KY 40391

    Welcome to a lifestyle most only dream about — a stunning six-bedroom, four-bathroom residence perched along the lush fairways of Southwind Golf Course, complete with a lifetime membership for as long as you call this home. That's right, your morning coffee comes with panoramic views of manicured greens, and your evenings end with sunsets on the back porch. Inside, elegant double crown molding

    Timothy Saylor Threshold Real Estate Services

    142 Clubhouse Dr, Winchester, KY 40391
  • /4

    $179,000

    • 3 Beds
    • 1 Bath
    • 1,472 Sq Ft

    13 Maryland Ave, Winchester, KY 40391

    Welcome Home! Located across the street from a park with walking trails and 2 dog runs, this home is ready for a new owner. Featuring 2 bedrooms on the first floor and an optional 3rd bedroom in the finished attic space. The original hardwood floors are located throughout the home. VA assumable loan with a 2.99% interest rate - you can't beat that in today's market! Home features a newer roof and

    Clay David Sutherland ERA Select Real Estate

    13 Maryland Ave, Winchester, KY 40391
  • /31

    $347,500

    • 4 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

    110 Powe Dr, Winchester, KY 40391

    This 4 Bedroom, 3 Bath home is quietly nestled within the Greenfield subdivision. Prime location just off the Winchester Bypass. This property has so much to offer. Updates can be seen throughout. Large first floor primary bedroom with on-suite and walk in closet, spacious family room, large yard with mature trees as well as widened driveway for additional parking, above ground pool with duel

    Michael Hilario The Agency

    110 Powe Dr, Winchester, KY 40391
  • /84

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 4,922 Sq Ft

    2509 Mount Sterling Rd, Winchester, KY 40391

    Embrace Bluegrass living with this beautiful fieldstone ranch on 10+ acres in the heart of horse country. Just minutes from interstate access, yet surrounded by rolling hills and scenic views, this mini farm offers a larger barn with 6 stalls, including water and electric connection, 90 foot roof hangover on the barn, 5 paddocks, each with their own gate and water ran along each paddock. The home

    Josh Wood Freedom Realty & Property Management

    2509 Mount Sterling Rd, Winchester, KY 40391
  • /2

    $150,000

    • Land
    • 2.77 Acres
    • $54,074 per Acre

    3385 Colby Rd, Winchester, KY 40391

    Parcel 4 in the photos. This 2.774 acre lot is available on Colby Road just 1.5 miles from the Winchester Bypass. No building restrictions other than no manufactured housing and a paved driveway must be completed within a year of finishing a residence.

    Steve Adams Steven D Adams Real Estate Services, LLC

    3385 Colby Rd, Winchester, KY 40391
  • /29

    $289,000

    • 5 Beds
    • 2 Baths
    • 1,838 Sq Ft

    426 E Broadway St, Winchester, KY 40391

    Welcome home to this beautifully reimagined property in Winchester! Originally built in 1945, this 1.5-story home has been completely transformed from the ground up, offering the perfect blend of classic charm and modern peace of mind. With approximately 1,838 square feet, this home has been fully gutted to the studs and thoughtfully rebuilt—featuring all-new electrical, plumbing, HVAC system,

    Alyssa M Boley Coldwell Banker McMahan

    426 E Broadway St, Winchester, KY 40391
  • /16

    $1,200,000

    • 16 Beds
    • 16 Baths
    • 7,480 Sq Ft

    16 Linden Ave, Winchester, KY 40391

    You won't want to miss adding this income-producing apartment complex to your portfolio. This property is comprised of 16 one-bedroom/one-bathroom apartments with 100% occupancy. Complex is conveniently located in downtown Winchester and only 20 minutes from Lexington via easy highway access. The building sits on a 0.34 acre lot with 20+ parking spaces. Property has several updates including roof

    Kevin Bradley KB Realty Group

    16 Linden Ave, Winchester, KY 40391
  • /20

    $316,900

    • 3 Beds
    • 2.5 Baths
    • 1,858 Sq Ft

    200 Dubuy Dr, Winchester, KY 40391

    Search no more your dream home just hit the market! You will fall in love with this one as soon as you walk through the front door. Beautiful open concept, very modern new home just built in 2022. You're going to love the open kitchen and living room area with the large kitchen island, beautiful stainless steel appliances and granite countertops. Primary bedroom on the first floor with a full

    Wayne Elkins RE/MAX Creative Realty

    200 Dubuy Dr, Winchester, KY 40391
  • /43

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 3,444 Sq Ft

    222 Ashton Oak Way, Winchester, KY 40391

    Getting multiple offers, will take offers Sunday April 19 until 5 pm World class Residence, this magnificent home is now available, built without compromise the home reflects the very best, all brick, electric firepalce in the living room, basement partial finished with 2 car garage and storage room, This american classic has 3 bedrooms, 2 full baths, 1/2 bath, kitchen is better than great, you

    Mila Ensor Ensor Real Estate, LLC

    222 Ashton Oak Way, Winchester, KY 40391
  • /26

    $369,900 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    614 Colby Ridge Blvd, Winchester, KY 40391

    Welcome to this beautifully maintained 4 bed 2.5 bath home built in 2020 offering the perfect blend of modern design and everyday comfort. Open-concept once you step inside with lots of space. The kitchen and dining offers entertainment space along with the back deck. Check out this house. Located right behind Kroger close to everything and more.

    Stacey Dunaway HomeLand Real Estate Inc - Mt Sterling

    614 Colby Ridge Blvd, Winchester, KY 40391
  • /11

    $155,000

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    19 3rd St, Winchester, KY 40391

    3BR/1BA | Winchester, KY Affordable single-family homes are hard to come by at this price — here's your chance. This cozy 3-bedroom, 1-bath home in Winchester sits on a generous lot with a large backyard, long driveway with plenty of parking, a welcoming covered front porch, and accessible front entry with both steps and a ramp. it's efficient and easy to maintain — and don't let the square

    Anthony Gigilo ListWithFreedom.com

    19 3rd St, Winchester, KY 40391
  • /62

    $259,500

    • 3 Beds
    • 2 Baths
    • 1,247 Sq Ft

    3614 Stamper Dr, Winchester, KY 40391

    Fully renovated to perfection, this exceptional home showcases high-end upgrades throughout. Enjoy newly installed windows, doors, and sleek flooring, all complemented by modern appliances and updated cabinetry. A brand-new deck creates the perfect spot for outdoor relaxation, while the freshly built storage building out back adds extra convenience. The attached garage offers attic access with

    Darrell Tackett Dream Maker Realty, LLC

    3614 Stamper Dr, Winchester, KY 40391
  • /59

    $335,000

    • 4 Beds
    • 2.5 Baths
    • 2,513 Sq Ft

    201 Boone Ave, Winchester, KY 40391

    Beautifully updated historic cottage-style home in Winchester's Historic Thomson Neighborhood featuring a recently updated wraparound front porch, and a new roof installed in September 2024. Inside, this character-filled home offers original hardwood floors, tall ceilings, classic millwork, four decorative fireplaces, a spacious, updated kitchen, and a formal dining room. Just off the

    Donna Woeste Rector Hayden Realtors

    201 Boone Ave, Winchester, KY 40391
  • /21

    $244,900

    • 3 Beds
    • 1.5 Baths
    • 1,494 Sq Ft

    720 Estes Dr, Winchester, KY 40391

    This charming brick ranch is truly move-in ready. Offering 3 bedrooms, 1.5 baths, a welcoming living room, a cozy den, and kitchen with appliances, this home blends comfort and convenience with ease. Enjoy the natural light and peaceful views from the screened-in sunporch, perfect for relaxing. Updates include new kitchen flooring, refinished hardwood floors, and updated trim that gives the home

    Jonathan Wood HomeLand Real Estate Inc - Mt Sterling

    720 Estes Dr, Winchester, KY 40391
  • /27

    $388,000

    • 8 Beds
    • 8 Baths
    • 4,000 Sq Ft

    17 W Lexington Ave, Winchester, KY 40391

    Great investment opportunity right in heart Downtown Winchester!!! Welcome to this income producing apartment complex of 8 studio apartments. Two levels of apartments, 4 on the first floor and 4 on the second. Each unit features a living area, full kitchen, and full bathroom. 5 units are currently rented out. The roof was put on 2 years ago. The basement has 2 entrances and could easily be

    Libby VanMeter Marshall Lane Real Estate - Lexington

    17 W Lexington Ave, Winchester, KY 40391
  • /32

    $222,500

    • 4 Beds
    • 1.5 Baths
    • 2,450 Sq Ft

    34 Hays St, Winchester, KY 40391

    This spacious 4-bedroom bungalow is tucked away in downtown Winchester in a great walkable location. Located less than a 5-minute walk to the College Park recreation center. This charming home blends timeless character with modern comfort. The kitchen and baths have been updated. The main living space has the original hardwood flooring and new flooring throughout the remaining house. The living

    Vickie Skeens RE/MAX Elite Lexington

    34 Hays St, Winchester, KY 40391
  • /41

    $169,900

    • 1 Bed
    • 2 Baths
    • 1,056 Sq Ft

    101 Alabama St, Winchester, KY 40391

    Step back in time and discover the possibilities in this classic 1930-built home full of character and opportunity! With solid bones and vintage details, this property is the perfect canvas for investors, renovators, or anyone dreaming of restoring a piece of history. Featuring spacious rooms, original architectrual touches, and a layout just waiting to be reimagined. This home offers incredible

    A. Rebecca Woods Woods Realty Group

    101 Alabama St, Winchester, KY 40391
  • /47

    $235,000

    • 3 Beds
    • 2 Baths
    • 1,346 Sq Ft

    23 Kittison Dr, Winchester, KY 40391

    ONE-OWNER BRICK RANCH HOME!! Now that I have your attention, schedule a showing quickly, this one won't last long!! This cozy home has 3 spacious bedrooms, 2 bath, and a family room and kitchen area that are wonderful for family gatherings. You will love the beautiful hardwood floors throughout the home. Don't forget the garage /workshop area out back with room to grow if needed.

    Teresa Richmond Freedom Realty & Property Management

    23 Kittison Dr, Winchester, KY 40391
  • /101

    $1,290,000

    • 5 Beds
    • 5 Baths
    • 5,666 Sq Ft

    3760 Old Boonesboro Rd, Winchester, KY 40391

    Step through the striking red front doors and into a home where craftsmanship, character, and comfort come together. This beautifully maintained property sits on nearly 13 acres at the edge of Winchester, offering a peaceful retreat with the charm of a mid century floorplan and rich woodwork, tile, and hardwood floors throughout. The spacious kitchen and all three full baths feature high end

    Josh Wood Freedom Realty & Property Management

    3760 Old Boonesboro Rd, Winchester, KY 40391
  • /54

    $749,900 Open Sun 2PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 3,388 Sq Ft

    1480 Irvine Rd, Winchester, KY 40391

    Beautifully remodeled farmhouse on 10 fenced acres! This 3 bedroom, 3.5 bath home with a fully finished basement offers the perfect blend of modern upgrades and country living. Inside, you'll find refinished hardwood floors and fresh paint throughout. The custom kitchen is designed to impress with new cabinetry, granite countertops, glass subway tile backsplash, double ovens, two dishwashers, and

    Ivanna Barko National Real Estate

    1480 Irvine Rd, Winchester, KY 40391
  • /24

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    103 Southern Ct, Winchester, KY 40391

    Simply the Best! 3 Bedroom, 1 1/2 bath All Brick ranch home located within walking distance to historic downtown Winchester, Country Club, Middle School, great place to live, you will spend most of your time on the Sunporch off the Kitchen, large lot, many updates, floor, bathrooms, new furnace, fresh paint, don't miss looking at this jewel, call today

    Mila Ensor Ensor Real Estate, LLC

    103 Southern Ct, Winchester, KY 40391
  • /25

    $425,000

    • Land
    • 25.87 Acres
    • $16,426 per Acre

    2996/3056 Irvine Rd, Winchester, KY 40391

    Rare opportunity to own over 25 acres of beautiful Kentucky countryside on Irvine Road, combining two adjoining tracts into one exceptional offering. With gently rolling hills and multiple ideal building sites, this property provides the perfect setting to create your dream home, private estate, or mini-farm. The land offers a wonderful balance of usability and natural beauty, featuring a scenic

    Christa Joynt Keller Williams Commonwealth

    2996/3056 Irvine Rd, Winchester, KY 40391
  • /21

    $175,000

    • Land
    • 11.36 Acres
    • $15,402 per Acre

    2996 Irvine Rd, Winchester, KY 40391

    Discover the perfect blend of convenience and countryside charm with this beautiful 11+ acre tract located just outside of Winchester in Clark County. Offering gently rolling terrain and multiple potential building sites, this property provides an ideal setting for your dream home, mini-farm, or private retreat.Enjoy the peace and privacy of rural living without sacrificing accessibility and just

    Christa Joynt Keller Williams Commonwealth

    2996 Irvine Rd, Winchester, KY 40391

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