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158 York St, Lexington
$225,000
3 Beds ⋅ 2 Baths ⋅ 26027812 MLS
Welcome to this charming 3-bedroom, 1.5-bath home in the heart of downtown Lexington! Built in 2017, this thoughtfully designed home blends modern convenience with the timeless character and charm of the surrounding neighborhood. Inside, you'll find beautiful hardwood flooring throughout and a bright, inviting open-concept layout. The spacious family room with vaulted ceilings flows seamlessly into the kitchen, which features butcher block countertops and subway tile backsplash, creating the perfect space for everyday living and entertaining. Step outside onto the deck to enjoy your own private outdoor retreat. With its ideal downtown location, stylish finishes, and unique blend of character and modern amenities, this special home is truly a rare find. Homes like this don't stay on the market for long!

158 York St, Lexington

Listing courtesy of K Meredith Lane of Bluegrass Sotheby's International Realty.

955 Tarr Trce Unit 4107, Lexington
$420,000
2 Beds ⋅ 4 Baths ⋅ 26027791 MLS
Live, work, and play in the heart of downtown Lexington! This stylish, move-in-ready townhouse is just five years old and puts you within walking distance of some of downtown's favorite destinations, including Gatton Park, Rupp Arena, and the Manchester Street Distillery District. Inside, you'll love the bright, open layout designed for both everyday living and entertaining. The beautiful kitchen is the heart of the home, featuring stainless steel appliances, a large island with plenty of gathering space, and an easy flow into the spacious great room. Luxury vinyl plank flooring runs throughout the home, with tile flooring in the bathrooms. Need a home office, workout room, hobby space, or cozy second living area? The main-level flex room gives you plenty of options to make the space fit your lifestyle. Upstairs, high ceilings and abundant natural light create a bright, airy feel. Both bedrooms feature their own private bathrooms, making the layout ideal for guests, roommates, or anyone who appreciates a little extra privacy. The primary suite has recently been updated with a gorgeous new tile shower that gives the space a fresh, upscale feel. An attached one-car garage provides the convenience of private parking, while additional community parking spaces make it easier when friends and family visit. Whether you're heading out for dinner, catching a game or concert at Rupp, spending an afternoon at Gatton Park, or enjoying the restaurants, breweries, and entertainment of the Distillery District, you'll love having so much of Lexington just minutes from your front door. Downtown location. Modern finishes. Flexible living space. Private garage. And only five years old. This is downtown Lexington living made easy.

955 Tarr Trce Unit 4107, Lexington

Listing courtesy of Lisa L Peel of United Real Estate Bluegrass.

302 Commerce St, Maysville
$192,000
3 Beds ⋅ 2 Baths ⋅ 26027744 MLS
Welcome to 302 Commerce Street -- a beautifully revived 1909 home in the heart of downtown Maysville. This stunning property blends historic charm with the feel of new construction after an extensive renovation throughout. Nearly every major component has been updated, including brand-new water lines, HVAC system, water heater, completely renovated kitchen and two full bathrooms, along with all new flooring, paint, trim, and more. With a fresh gravel lot and convenient off-street parking, this property offers both character and functionality. Inside, you'll find three designated bedrooms, two full bathrooms, and multiple bonus rooms that provide endless possibilities for a home office, playroom, guest space, or additional living area. The spacious layout makes this home feel even larger than expected while maintaining the warmth and character of a historic downtown property.

302 Commerce St, Maysville

Listing courtesy of Meleah Roe of HomeLand Real Estate Inc.

418 E Bridge St, Cynthiana
$299,900
4 Beds ⋅ 2 Baths ⋅ 26027059 MLS
Own a piece of Downtown Cynthiana history in a home that is affectionally known locally as "The Hutchinson House". This is a Victorian era-built home circa 1860 featuring 4 Bedrooms and 2 Bathrooms. As you approach this home you will notice the brick, but not your run of the mill brick facia, these are solid Masonry brick Walls. Step onto a gorgeous half wrap-around porch, with tons of room, that leads into the scenic backyard that unveils two separate seating areas, One, A convenient partially shaded deck, the other, a perfect pergola on a concrete pad. When you open the custom hand-painted front door it will reveal the Grand Foyer with Original 1860s Hardwood flooring and an ornate Staircase!! Leaving the foyer, step into a large living room boasting a carved fireplace and 12-foot-tall ceilings that, like the Hardwood, run throughout this home!!! Continue through into a lovely sitting room that is absolutely perfect for getting cozy and reading your favorite book! Passing the first full bathroom you will find an Expansive kitchen with tons of counter space and cabinets for storage. Completing the downstairs loop brings us to the formal dining room and back to the foyer. Up the stairs the antique Hardwood flooring, carpet and 12-foot-tall ceilings continues to carry throughout. The massive Primary Bedroom is accompanied by more spacious bedrooms, one of which has converted into a substantial primary Closet, and the second full bathroom. Attic access is on this level as well. Schedule a showing and Make this Historic house Your Home!!

418 E Bridge St, Cynthiana

Listing courtesy of Kyle Bibb of Transactionbroker.com.

105 Bennett Pl, Richmond
$177,900
3 Beds ⋅ 1 Baths ⋅ 26027555 MLS
Downtown Richmond living with space to spread out! This charming 3-bedroom, 1-bath home offers the perfect combination of location, and character! Inside, you'll find a welcoming layout and a kitchen featuring beautiful countertops! The unfinished walkout basement provides tons of possibilities - extra storage, a workshop, hobby space, or room to make your own. Outside, the large backyard is ready for summer cookouts, pets, gardening, or simply relaxing at home. Conveniently located near downtown Richmond, Arlington Golf Course, shopping, dining, and local amenities. Whether you're looking for your first home, your next home, or an investment opportunity - this one checks all the boxes!

105 Bennett Pl, Richmond

Listing courtesy of Taylor Caudill of The Real Estate Co..

350 E Short St Unit 211, Lexington
$360,000
2 Beds ⋅ 2 Baths ⋅ 26027351 MLS
Improved price! Great opportunity to secure a turn-key condo in a highly sought-after Lexington neighborhood.This 2 bedroom 2 bath condo offers modern architectural bones with it's 11ft metal deck ceilings, open layout, ample bedroom sizes, and beautiful, sweeping natural light through the floor to ceiling window that frames the unit. This condo is perfect for those seeking a sophisticated primary residence or a refined, lock-and-leave lifestyle, the property features easy access to the rooftop patio, steps away from the elevator to the parking garage where you will have one numbered space and a parking sticker for a second vehicle on adjacent parking lot. Rest easy knowing that there is on-site management, a room designated for package delivery (no missed deliveries), and a fully equipped fitness center. Enjoy the absolute best of downtown Lexington living with numerous dining spots, parks, and shopping just outside your door.

350 E Short St Unit 211, Lexington

Listing courtesy of Sara M Morken of Bluegrass Sotheby's International Realty.

2015 Old Main St, Maysville
$70,000
4 Beds ⋅ 2 Baths ⋅ 26027327 MLS
Big ideas belong here! In the heart of Historic Old Washington, this mixed-use property pairs private living quarters with expansive commercial spaces near gift shops, attractions, and the charming town square. The residential area features bright bedrooms with historic charm, an updated bathroom, and an outdoor shower nestled among bamboo- ideal for exploring live/work or short-term rental possibilities. Large open rooms, gorgeous hardwood floors, and multiple side entrances invite your vision for a shop, studio, gallery, gathering space, or other venture, subject to approvals. Work remains, but the character, space, and setting are ready for your next chapter. Let the virtual staging photos get your imagination going with all this could be. Bring your dreams to this incredible opportunity and see what you could create!

2015 Old Main St, Maysville

Listing courtesy of George Green of Green Team Real Estate Service.

42 Samuels Avenue, Mt Sterling
$265,000
4 Beds ⋅ 2 Baths ⋅ 26027296 MLS
Thoughtfully Updated 4BR/2BA in Mount Sterling, KY Welcome to 42 Samuel's Avenue, a beautifully updated 4-bedroom, 2-bathroom home offering plenty of space and move-in-ready style in Mount Sterling, Kentucky. This home has been thoughtfully refreshed throughout, giving you modern updates with a true turnkey feel. Step inside to find new flooring and fresh paint throughout, creating a clean, bright, and inviting atmosphere in every room. New light fixtures and plumbing fixtures add a polished touch, while new tile in the bathrooms brings a stylish, updated look to both spaces. Outside, you'll love the fenced-in backyard, the perfect space for pets, play, or simply relaxing in your own private outdoor retreat. With so many quality updates already done for you, this home offers comfort and convenience from the moment you walk through the door. Schedule your showing today!

42 Samuels Avenue, Mt Sterling

Listing courtesy of Tanner Culver of TNT Realty.

507 N Lexington Ave, Wilmore
$355,000
2 Beds ⋅ 3 Baths ⋅ 26027231 MLS
Welcome to a beautifully renovated home in the heart of Wilmore! There has been so much thought and care put into this home, and the updates really show. You'll find a brand-new roof and gutters, new premium Everlast exterior siding, and a brand-new Trex front porch that is perfect for sitting and enjoying the neighborhood. The beautiful mahogany front door and new Andersen 400 Series French doors add even more character. Inside, the home has been refreshed throughout with beautiful hardwood floors, updated bathrooms, a completely renovated primary bath with new tile and shower, and a gorgeous new kitchen with new cabinets, quartz countertops and appliances. The main living area features new decorative beams that add a great touch of character. There's also spray-foam insulation in the attic and a brand-new two-car garage with upgraded electrical capacity, giving you plenty of room for vehicles, hobbies, tools and even heavy-duty equipment. And then there's the location! This is the kind of home where you can enjoy what makes Wilmore special right outside your front door—watch the Fourth of July parade right from your porch and enjoy the magic of Wilmore's Old-Fashioned Musical Christmas. There's simply too much to list here—the best way to appreciate all that has been done is to come see it for yourself!

507 N Lexington Ave, Wilmore

Listing courtesy of Adam Matney of Indigo & Co.

101 Robin Ln, Carlisle
$175,000
3 Beds ⋅ 1 Baths ⋅ 26027051 MLS
Located on a spacious corner lot of over half an acre in downtown Carlisle, Kentucky, this three bedroom, one bath brick ranch offers convenient one level living with classic features and plenty of outdoor space. The home features beautiful hardwood floors, a metal roof, and a covered front porch that provides a welcoming entrance. A tall crawl space offers additional storage and utility space beneath the home. Outside the property includes an attached carport with an additional storage room, along with an outbuilding. The generous corner lot provides room outdoor activities, gardening, or future possibilities, all within the convenience of the Carlisle city limits. A solid brick ranch with a desirable location and useful features, this property offers an excellent opportunity.

101 Robin Ln, Carlisle

Listing courtesy of David C Sparks of The Real Estate Co..

153 Pineview Ln, Carlisle
$239,900
5 Beds ⋅ 2 Baths ⋅ 26026985 MLS
Discover a rare opportunity to own a spacious two-story home with multiple living options and a separate apartment/guest house—perfect for those looking for flexibility, additional space, or income potential. From the moment you step inside, the character shines through with beautiful hardwood floors, original mantels with ceramic tile accents, and generously sized rooms just waiting for your personal touch. Previously configured as two apartments, the main home offers the potential to be converted back, creating exciting possibilities for multi-generational living, rental income, or an owner seeking additional living space. The separate apartment/guest house adds another layer of versatility for guests, extended family, a home office, or additional rental potential. This property offers endless possibilities for its next owner. The main floor offers a spacious kitchen, formal dining and living room. Also, a primary bedroom with a full updated bathroom. Upstairs you will find 4 additional bedrooms and another full bathroom. Bring your vision and make this unique property your own! Seller is offering $2,500 toward buyer's allowable closing costs, prepaid expenses, or other eligible costs with an acceptable offer. This added incentive makes an already appealing property an even greater opportunity for buyers!

153 Pineview Ln, Carlisle

Listing courtesy of Dana M Bussell of KY Property Hunters.

443 Davidson Ct, Lexington
$375,000
3 Beds ⋅ 2 Baths ⋅ 26026937 MLS
443 Davidson Court offers historic charm without giving up modern conveniences. This beautifully preserved 1910 brick home sits on a quiet downtown Lexington street, just minutes from restaurants, a local brewery, and event venues that make the city so vibrant. A large covered front porch with swing welcomes you home. Inside, the original character of the home is on full display, blended thoughtfully with modern updates. The main floor offers a comfortable layout with cozy living room and bright dining room, ideal for everyday meals or hosting a crowd. The large kitchen offers plenty of room to prep, cook and gather. Two bedrooms and a full bath are on the main floor, making this level perfect for family, guests, or a home office. The second floor is a true primary suite, with a bedroom, full bath, and versatile bonus room. Use the bonus room as a sitting area, walk-in closet, nursery or child's room, studio, or work-from-home space. Step out onto your private second-floor deck for a quiet breath of fresh air at sunrise or sunset. Out back, a large deck overlooks a big, fully fenced yard with plenty of space for pets, play, gardening, or summer cookouts. Additionally, new windows & dishwasher, updated wiring & plumbing, newer systems, and other updates provide peace of mind for the next owner.

443 Davidson Ct, Lexington

Listing courtesy of Chad Bowman of The Brokerage.

105 Turner Ave, Lancaster
$123,900
2 Beds ⋅ 1 Baths ⋅ 26026732 MLS
Welcome to a charming Lancaster home with plenty of personality and potential! This 2-bedroom, 1-bath property has been thoughtfully updated while still maintaining some of its original character. Recent improvements include updated flooring, a refreshed kitchen, and a beautifully updated bathroom with modern tile details. The home also offers approximately 420 square feet of unfinished basement space, providing excellent room for laundry, storage, a workshop, hobbies, or future possibilities. The basement is accessed from the exterior. Outside, the generous lot gives you space for gardening, entertaining, pets, or simply enjoying your own outdoor space. Whether you're a first-time buyer, looking to downsize, or searching for an investment opportunity, this home offers an affordable way to put down roots in Lancaster!

105 Turner Ave, Lancaster

Listing courtesy of Rana Thompson of SimpliHOM.

114 W Lexington Ave, Danville
$485,000
3 Beds ⋅ 3 Baths ⋅ 26026623 MLS
This century old Queen Anne beauty is ready for it's new owners! This house oozes charm from the moment you step onto the deep front porch and enter into a proper foyer and see all the original details from the crown molding to the staircase details. Downstairs you'll find room for everything, two living areas, large formal dining, an office with full bath and massive laundry room. The main floor also hosts an updated kitchen with an large island perfect for entertaining. Walk out on to the screened in porch to enjoy your morning coffee or out to the deck to enjoy some sunshine. All three bedrooms are located upstairs, two spacious bedrooms share a full bath along side a primary suite with a lovely updated bathroom. A partial basement leaves plenty of room for storage or a workshop. You will also find a spacious garage for parking and the perfect sized backyard for a bit of privacy. Walking distance to downtown Danville, including Burke's Bakery for a sweet treat! Don't miss your chance to call this home.

114 W Lexington Ave, Danville

Listing courtesy of Lindsay Barsotti of ERA Select Real Estate.

508 W Maple St Unit A-B, Nicholasville
$245,000
2 Beds ⋅ 2 Baths ⋅ 26026560 MLS
Great opportunity for investors! This duplex at 508 West Maple Street sits on a great lot with plenty of space and lots of potential. The property offers the opportunity to renovate and make it your own, with endless possibilities for someone looking to add value. A new roof was installed in 2025, and the windows were replaced in 2018. Whether you're an investor looking for your next project or someone looking for a property with room to grow, this one is worth taking a look at. Very large lot, tons of space, and so much potential! (Note: the seller also has 408 W Maple Street listed for sale. If you're interested in purchasing both properties, the seller would consider selling them together.)

508 W Maple St Unit A-B, Nicholasville

Listing courtesy of Aaliyah Woodward of Kentucky Land and Home.

212 Lexington St, Lancaster
$190,000
3 Beds ⋅ 1 Baths ⋅ 26026454 MLS
Opportunity awaits with this 3-bedroom, 1-bath Bedford stone home situated on approximately 0.32 acres, directly across from Lancaster Elementary. The main level offers approximately 1,200 sq. ft. with hardwood floors throughout and a functional layout ready for your personal touch. The full unfinished basement provides excellent potential for additional storage, workshop space, or future finished living area. A large storage building in the backyard provides additional storage or workspace. Property needs repairs and updates and is being offered with plenty of opportunity to renovate and make it your own. Additional features include a non-working fireplace and an existing A/C unit that is currently not operational. Convenient location and solid Bedford stone construction make this property worth a look for buyers seeking a renovation project or investment opportunity.

212 Lexington St, Lancaster

Listing courtesy of H Daniel Ayres of Danny Ayres Realty & Auction.

305 W Main St, Mt Sterling
$474,900
5 Beds ⋅ 4 Baths ⋅ 26026409 MLS
Stately, spacious, and filled with timeless character, this circa 1915 Colonial brick home is a true downtown Mt. Sterling treasure! Offering an impressive 5 bedrooms, 3 full baths and 1 half bath, this historic home provides an abundance of space both inside and out, all while being filled with beautiful natural light. From the moment you step into the grand and inviting entry foyer—the kind foyers dreams are made of—you'll immediately appreciate the craftsmanship and charm found throughout. The home features a spacious living room, den/study or home office, formal dining room, kitchen with breakfast nook and beautiful cabinetry and counter tops, mudroom, and two laundry areas. Original character shines through with beautiful hardwood flooring, crown molding, intricate door frames and trim work, built-ins, and several fireplaces that add warmth and personality throughout the home. The finished third level offers even more incredible living space with a huge recreation/family room plus an additional bonus room with skylights. This versatile space could even serve as another primary suite with its attached bathroom featuring a relaxing soaking tub. Outside, the home is situated on a generous .60-acre lot right in downtown Mt. Sterling and features a picture-perfect front porch worthy of the cover of a home and garden magazine, a rear patio perfect for entertaining, and a detached garage with additional storage space in the rear. The unfinished basement provides even more room for storage. Recent improvements include a new architectural shingle roof installed in August 2026, along with new guttering and downspouts. As a Mt. Sterling Historic Registered Home, this property offers the history, craftsmanship, space, and character that simply cannot be recreated today. If you've always dreamed of owning a LARGE historic home in the heart of downtown Mt. Sterling, this may be the one you've been waiting for. This remarkable property truly must be seen in person to fully appreciate everything it has to offer!

305 W Main St, Mt Sterling

Listing courtesy of Jonathan Wood of HomeLand Real Estate Inc - Mt Sterling.

5050 Main St, Clay City
$299,900
3 Beds ⋅ 2 Baths ⋅ 26026408 MLS
Like new and move-in ready! This beautiful one-owner home is situated on a spacious 1.67-acre lot and offers the perfect combination of comfort and quality. Featuring 3 bedrooms and 2 full baths, the home boasts an inviting living room, kitchen and dining area, separate laundry room, and a desirable split-bedroom design. You'll love the bamboo flooring throughout, stainless steel appliances, beautiful custom cabinetry, and granite countertops. The unfinished basement provides plenty of additional storage space. Outside, enjoy relaxing on the covered front porch or rear deck while taking in the spacious surroundings, plus the convenience of a carport. Meticulously maintained and truly move-in ready, this home is also conveniently located near Red River Gorge and Natural Bridge, putting some of Kentucky's most beautiful outdoor attractions just a short drive away. If you've been looking for a like-new home with acreage, beautiful finishes, and a great location, this one is a must-see!

5050 Main St, Clay City

Listing courtesy of Jonathan Wood of HomeLand Real Estate Inc - Mt Sterling.

103 Bennett Ct, Richmond
$100,000
4 Beds ⋅ 2 Baths ⋅ 26026406 MLS
Auction Live or Online October 24 at 10 AM. Welcome to this spacious 4-bedroom, 2-bath home conveniently located in downtown Richmond! Offering approximately 2,500 square feet of living space plus a basement, this property provides plenty of room for comfortable living, entertaining, and storage. The home's central location puts you close to downtown shopping, dining, local businesses, and other Richmond amenities. With four bedrooms, two full baths, generous living space, and the added versatility of a basement, this property offers a great opportunity for homeowners or investors looking for space and convenience in the heart of Richmond. Don't miss the opportunity to make this downtown property your next home or investment! Sale terms: If you bid online you must submit a letter of good standing from your bank at least 24 hours prior to auction. Selling by the deed. Call Auctioneer Ken DeGrant license # 281879 www.highpointky.com

103 Bennett Ct, Richmond

Listing courtesy of Kenneth DeGrant of High Point Realty & Auction.

Listings courtesy of Spartanburg Association of Realtors as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.