Lexington Real Estate | Lexington Historical Properties for Sale

Rare opportunity to own this private 1930's home with a seamless mid-century addition just a short drive from downtown Lexington. The original part of the home with its stone construction is featured inside the home creating a charm that is unmatched. There are 5 striking fireplaces in the home including one in the kitchen, office and a huge stone fireplace in the great room. The rear of the home is a wall of windows overlooking the treed lot flooding the large space with natural light. The office, lined with bookshelves and complete with its own fireplace, feels like the perfect place to write the next great American novel. Or just take a Zoom call. And don't miss the hidden bookshelf door that opens to the primary suite, with its vaulted ceiling and custom step-down soaking tub. The renovated kitchen offers an oversized island and tons of counter and cabinet space. Spiral staircase to the basement with family room area, plenty of storage and bedroom with full bathroom and another gorgeous stone fireplace. Separate small building/finished activity room next to the home has endless potential. Private stone patio and front porch to take in the beautiful Kentucky setting. Detached oversized garage for RV storage! Worth the drive just South of the city with easy access from 1-75 or Old Richmond Road.

8641 Adams Ln, Lexington

$200,000

2 Beds ⋅ 2 Baths ⋅ 26029351 MLS

Within walking distance of The Commons and the Distillery District, and just minutes from downtown Lexington, this fully updated cottage puts you close to local dining, live music, and entertainment. Direct access to Leestown Road adds everyday convenience to a location with plenty to explore nearby. Inside, abundant natural light fills the open living and kitchen area, where white cabinetry and a butcher-block island create a welcoming gathering space. Two bedrooms and two full bathrooms are complemented by a versatile bonus area that can serve as a home office, additional living space, or a spot for your favorite hobbies. Outside, the generously sized, fully fenced backyard offers room to entertain, garden, play, or simply unwind. This property also qualifies for Republic Bank's Neighborhood Housing Program, offering a special interest rate and no private mortgage insurance (PMI) for qualified buyers. Financing is subject to lender approval and program requirements.

104 1/2 Henton Rd, Lexington

$775,000

4 Beds ⋅ 3 Baths ⋅ 26029311 MLS

Welcome to this enchanting 1940 Tudor cottage nestled in the heart of Lexington's highly sought-after Chevy Chase neighborhood! Full of timeless character and storybook charm, this 4-bedroom, 2.5-bath home offers the warmth and craftsmanship that make historic homes so special. Beautiful hardwood floors, charming architectural details, and a lovely sunroom add to the home's inviting personality. Step outside to discover a peaceful backyard retreat, where birds are frequent visitors and beautiful azaleas burst into color each spring. A detached two-car garage adds convenience to this charming property. The location is just as special as the home itself! Enjoy the walkability of Chevy Chase, with beloved local restaurants, shops, and downtown Lexington attractions just a stroll away. Lovingly cared for by generations, this home is ready for its next chapter and someone who will appreciate its history, charm, and endless potential.

220 Chenault Rd, Lexington

$119,900

2 Beds ⋅ 1 Baths ⋅ 26029282 MLS

Great investment opportunity! This residential income property offers strong potential for future monthly cash flow. Property sold as-is.

347 Ohio St, Lexington

$119,900

3 Beds ⋅ 1 Baths ⋅ 26029273 MLS

Great investment opportunity! This residential income property offers strong potential for future monthly cash flow.

353 Ohio St, Lexington

$99,900

2 Beds ⋅ 1 Baths ⋅ 26029263 MLS

Turnkey investment producing $1,500/month, with expansion potential—up to 4 additional properties can be added to maximize cash flow. Property sold as-is.

415 Chestnut St, Lexington

$425,000

3 Beds ⋅ 2 Baths ⋅ 26029101 MLS

Welcome to this Cape Cod classic! This 3-bedroom/2-bath in desirable Pensacola Park, is conveniently located near the University of Kentucky campus. This inviting home offers character, comfort, and functionality in a sought-after neighborhood. Upstairs, the spacious primary suite features vaulted ceilings, a walk-in closet, a second large closet, skylights, mini wet bar, and an attached bathroom with tile flooring. The first floor includes two additional bedrooms and a full tile-floored bathroom. The kitchen features attractive countertops, a stylish backsplash, refinished cabinets, and pullout base shelves. The living room offers beautiful hardwood floors, a gas log fireplace, crown molding, and window shutters, while the spacious dining room continues the hardwood flooring and shutters for the windows. Outside, enjoy an expanded rear deck and fenced backyard shaded by mature trees. The oversized detached 2-car garage provides excellent parking and storage options. The unfinished basement adds even more storage and laundry space, with the washer and dryer conveying. With its desirable location, versatile layout, and blend of timeless charm and modern updates, this well-maintained home is ready to welcome its next owner. Call and schedule a showing today!

122 Wabash Dr, Lexington

$229,900

2 Beds ⋅ 1 Baths ⋅ 26028901 MLS

Looking for an opportunity to call Kenwick home? This 2-bedroom, 1-bath home offers 968 square feet of comfortable living space in one of Lexington's favorite neighborhoods. Enjoy a welcoming covered front porch, fenced backyard, a long driveway for off-street parking, and the convenience of being just around the corner from Kenwick Table. Whether you're purchasing your first home, downsizing, or simply looking for a place to make your own, this home offers a great opportunity to enjoy the Kenwick lifestyle at an attractive price point.

1308 Robertson Ave, Lexington

$259,000

3 Beds ⋅ 1 Baths ⋅ 26028969 MLS

Beautifully updated while preserving its timeless character, this classic 1930s brick Cape Cod is nestled in one of Lexington's vibrant, walkable neighborhoods. This charming 3-bedroom home offers beautiful hardwood floors, abundant natural light, a tastefully updated kitchen, and inviting living spaces that blend historic character with everyday comfort. The welcoming front pergola provides the perfect spot to enjoy your morning coffee, while the fenced backyard features a fire pit area and plenty of space to relax or entertain. A detached garage and unfinished basement provide valuable storage and future potential. Enjoy a short walk to West Sixth Brewery, convenient access to the Legacy Trail, and all the dining, shopping, and entertainment that downtown Lexington has to offer. Move-in ready and full of character, this is one you won't want to miss.

721 Headley Ave, Lexington

$359,900

2 Beds ⋅ 3 Baths ⋅ 26028685 MLS

Historic charm meets modern convenience in this inviting downtown Lexington home. Original hardwood floors, painted brick accents, and soaring ceilings create a warm and welcoming atmosphere from the moment you step inside. The main floor offers spacious living areas, a kitchen with stainless steel appliances, a half bath, first floor laundry, and a large primary bedroom with a private ensuite bath. Just beyond the main living room, a bright front room with a vaulted ceiling and oversized windows provides additional living space filled with natural light, perfect for relaxing, gathering, or whatever best fits your lifestyle. Upstairs, the loft style second bedroom and full bath offer privacy and flexibility for guests, family, or a home office. Outside, the large fenced backyard provides plenty of space to entertain, garden, or simply enjoy the outdoors. A spacious storage shed offers additional room for tools, lawn equipment, and seasonal storage. One of the property's most unique features is its double lot size and rare alley access from Wilkirson Alley, providing dual access to the property along with multiple off street parking spaces, as well as the opportunity to add a detached garage with an ADU! This uncommon amenity is a true advantage for downtown living and adds both convenience and everyday functionality. Located just minutes from Transylvania University, Greyline Station, Duncan Park, the Living Arts and Science Center, the Legacy Trail, local restaurants, shopping, and everything downtown Lexington has to offer, this home offers the perfect balance of historic character, modern updates, and an unbeatable location.

422 Johnson Ave, Lexington

$428,000

3 Beds ⋅ 2 Baths ⋅ 26026752 MLS

Cape Cod ready for your renovation in one of Lexington's favorite neighborhoods, Tahoma Terrace. Short walk to Arboretum access, close to UK, Baptist Health, St. Joseph Hospital. Convenient to Shopping, Dining and Entertainment, near Southland Shopping area! Large Living Room with fireplace, two main level Bedrooms, Family room addition over looks large, level back yard. Third bedroom on second level with skylight with full bath. Unfinished lower level with windows. Sellers have considered condition in pricing and are selling "As Is" although buyers may have an inspection.

209 Tahoma Rd, Lexington

$879,900

3 Beds ⋅ 2 Baths ⋅ 26028147 MLS

Charming curb appeal meets modern updates in this classic Foursquare brick home, nestled in the highly sought-after Ashland Park neighborhood! Step inside to find tall ceilings and gorgeous hardwood floors flowing seamlessly through the spacious main level and upstairs. The inviting formal living room features a cozy fireplace with gas logs, perfectly complementing a spacious formal dining room for effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring an abundance of cabinets offering plenty of storage, anchored by a large kitchen island that is perfect for hosting holiday gatherings and offers comfortable bar stool seating. This exceptional space opens seamlessly to a comfortable family room off the back, creating the ultimate layout for both everyday living and effortless entertaining. Upstairs, you will find spacious bedrooms and a beautifully updated full bathroom with a large walk in closet. Peace of mind comes easy with a new roof installed in 2023. Outdoor living is a breeze on the private back deck overlooking a deep backyard. Unfinished basement great for storage!! Complete with a one-car detached garage, this captivating property truly has it all

227 Mcdowell Rd, Lexington

$344,900

3 Beds ⋅ 3 Baths ⋅ 26028541 MLS

Don't skip on downtown living! Renovated with attention to detail this home not only stands out but is also ready to be called home. As you enter, the large open living room immediately catches your attention and flows seamlessly into the open kitchen. The living area features a fireplace, creating the perfect space to relax and entertain. The kitchen offers a large center island, soft-close cabinetry, granite countertops, tile backsplash, and all-new appliances, giving you the feel of brand-new construction. The primary bedroom is conveniently located on the first floor and features a walk-in closet and private bathroom with a tile-surround tub/shower, new vanity, and large backlit mirror. Also on the first floor, you'll find a guest half bath for added convenience and a laundry room. Upstairs, three additional bedrooms share a full bathroom featuring a walk-in tile-surround shower, new vanity, and updated finishes. The basement has been cleaned up as well and provides excellent storage, easy access to utilities, or the potential for additional flex space. Outside, the front and rear porches offer both functionality and curb appeal, creating great spaces to enjoy the outdoors. If you've been looking for the convenience and character of downtown living with move in ready finishes, this may be the one for you! Call today to schedule your showing!

238 Rand Ave, Lexington

$990,000

3 Beds ⋅ 1 Baths ⋅ 26028459 MLS

SEVEN-PROPERTY INVESTMENT PACKAGE, SOLD TOGETHER FOR $990,000. Expand your rental portfolio with seven Lexington properties offering 19 total bedrooms and combined monthly rent of $8,345. The package includes 222 W Sixth Street, 810 Maple Avenue, 342 E Second Street, 137 Locust Avenue, 458 Morgan Avenue, 433 Morgan Avenue, and 431 Morgan Avenue. The listed address represents one property within the package, and the asking price includes all seven. The rent roll is available in the listing documents, with photos of all seven properties included in the photo gallery. Properties are not offered individually. Properties are not offered individually. With this being a package, showings will only be available for seriously interested buyers.

137 Locust Ave, Lexington

$300,000

5 Beds ⋅ 3 Baths ⋅ 26027135 MLS

MOVE-IN READY WITH UPDATES FROM TOP TO BOTTOM! Welcome to 118 Paris Ave., where nearly everything has been beautifully refreshed and is ready for its new owner. Step inside to fresh neutral paint, new windows with blinds, and new flooring throughout, including luxury vinyl plank and carpet. The brand-new kitchen shines with beautiful blue cabinetry, granite countertops, new appliances, a breakfast bar, and adjoining dining area highlighted by a stunning new gold chandelier. The main level also features a living room, half bath, convenient utility room, and two bedrooms connected by a gorgeous Jack-and-Jill bathroom. The bathrooms have been completely updated, including beautifully tiled showers. Upstairs you'll find three additional rooms and another full bath, providing plenty of possibilities for bedrooms, home offices, hobby rooms, or additional living space. Please note that the upstairs area may be considered non-conforming due to ceiling-height restrictions. Outside, enjoy a welcoming covered front porch, nice-sized partially fenced backyard, and an oversized detached one-car garage. Conveniently located near Legends Field and just minutes from downtown Lexington, dining, entertainment, shopping, and more. If you're looking for the character of an established home without the long list of projects, this one is ready and waiting for you!

118 Paris Ave, Lexington

$129,900

2 Beds ⋅ 1 Baths ⋅ 26028045 MLS

Beautiful brick house located at 388 Roosevelt Boulevard, offering plenty of potential for homeowners and investors alike. This property presents a great opportunity to add your personal touch, customize the space, and bring your vision to life. With its classic brick exterior and possibilities for improvement, this home is full of potential. Don't miss the opportunity to make this property your next home or investment! Property sold as-is. Inspections are welcomed.

388 Roosevelt Blvd, Lexington

$129,000

2 Beds ⋅ 1 Baths ⋅ 26028013 MLS

500 Robertson St, Lexington

$159,900

3 Beds ⋅ 1 Baths ⋅ 26027926 MLS

Affordable, adorable, and completely renovated! Welcome to 207 1/2 York Street, where all the hard work has been done for you! This cozy 3-bedroom, 1-bath home with a cute yard has been completely renovated with new insulation and a fresh new kitchen, HVAC and roof are both 4 years old. Enjoy the first-floor bedroom, a covered back patio, and a fenced backyard. Conveniently located near downtown Lexington, Greyline Station, West Sixth Brewing, and local parks. Move-in ready and priced under $160,000—what a find!

207 1/2 York St, Lexington

$285,000

4 Beds ⋅ 2 Baths ⋅ 26027925 MLS

Welcome to 1013 Darley Dr! This beautifully remodeled 4-bedroom, 2-bathroom home is completely move-in ready and waiting for its new owners. Thoughtfully updated throughout, the home offers a fresh, modern feel while providing plenty of space for everyday living. With four spacious bedrooms, two updated bathrooms, and stylish finishes throughout, every detail has been taken care of so you can simply move in and enjoy. Whether you're looking for your first home, need room to grow, or want a turnkey property without the hassle of renovations, Darley Dr is a must-see! This property qualified for an NHP Loan (income-based, must qualify) 6.25% rate with 3% down and no PMI. Check attached documents for more info!

1013 Darley Dr, Lexington

$900,000

4 Beds ⋅ 3 Baths ⋅ 26027855 MLS

Bell Court BEAUTY just minutes from thriving downtown Lexington tucked away in one of the city's most iconic historic neighborhoods. This post-Victorian era home is filled with the charm and original architectural details of the early 1900s, thoughtfully paired with modern updates that make the home as livable as it is beautiful. Leaded glass windows, wide moldings, tall ceilings, gorgeous original hardwood floors, pocket doors and unique fireplaces are just a few of the historic details preserved and still in place. Spacious light filled living, dining and family rooms and a timeless front parlor. The updated chef's kitchen is complete with a cozy corner window seat--the perfect spot to watch the action or sneak in a nap. Just off the kitchen, a screened porch offers another favorite place to relax and enjoy the outdoors (without the bugs!) and private backyard views. Upstairs, the sunroom overlooking the tree-canopied streets of Bell Court makes the most perfect home office or reading room. Three spacious bedrooms include a primary suite with a bonus room and access to the second-floor porch, plus a walk-in closet and beautifully updated bath with both a soaking tub and tiled shower. The finished third floor could serve as a large bedroom with its huge walk-in closet or another common living space with endless possibilities. Outside, the dreamy front porch is exactly what you want in a historic neighborhood like Bell Court with its annual Front Porch Festival. The private backyard feels like its own little oasis, with a patio, mature landscaping, plenty of room to relax or entertain and a detached 2-car garage. Historic charm, modern comfort in one of Lexington's most beloved neighborhoods a short stroll to the shopping and dining of Chevy Chase AND downtown to catch a movie at the Kentucky Theater, the Saturday farmers market and a UK basketball game at Rupp Arena.

230 E Bell Ct, Lexington

$999,990

4 Beds ⋅ 4 Baths ⋅ 26027761 MLS

Welcome home to 331 Ridgeway Road! Situated in the HEART of Chevy Chase around the corner from the Henry Clay Estate, this beautiful Colonial has been meticulously(!) maintained, extensively updated, and couldn't be more ready for its next owners to move right in. The main level was designed for entertaining and easy living, featuring a floor plan that effortlessly flows from a sitting room to formal dining room to the spacious living room and finally the stylish and well-appointed chef's kitchen. Enjoy preparing meals with a professional-grade double oven, cooktop, microwave drawer, gorgeous granite countertops and subway backsplash, and an abundance of cabinet and pantry storage. Hardwood floors gleam throughout the first floor, and a newly updated mudroom and guest bathroom complete the amenities there. Upstairs, you'll first find a fantastic landing for a reading nook or home office. The back of the home boasts an expansive primary suite with two separate closets, as well as a newly renovated ensuite bath with the walk-in shower of your dreams. Two secondary bedrooms are conveniently joined by a Jack-and-Jill bathroom, and the huge fourth upstairs bedroom could also be used as a bonus/flex space with endless possibilities. A third full bathroom, also recently updated, and a laundry room with new cabinetry round out the second floor. The basement is home to 628sqft of just-painted unfinished space-- perfect for a home gym or all the storage you could ever need. There's a secluded side patio adjacent to the kitchen for family cookouts, and the backyard also feels private with full fencing and mature trees surrounding you. A LONG list of recent updates include new HVAC systems in 2024, new windows in 2022, new water heater in 2024, a five year old roof, new LVP upstairs in 2024, and fresh paint throughout a couple weeks ago. Homes like this don't hit the market in Chevy Chase very often, especially ones of this size and with an attached two car garage. Schedule your private tour today!

331 Ridgeway Rd, Lexington

$675,000

3 Beds ⋅ 2 Baths ⋅ 26027314 MLS

Craftsman beauty in the heart of Ashland Park—and an exceptional opportunity to make this special property your own. Lovingly maintained by the same owners for almost 30 years, this home retains many of the timeless architectural details that make a Craftsman so special; broad eaves, original hardwood floors, tall ceilings, built-in shelving and a dreamy full-length front porch. The natural light throughout is phenomenal. The renovated kitchen was carefully designed for a chef, with a gas range, lots of counter space and plenty of custom cabinetry. Spacious first-floor living includes a large living room with cozy fireplace, dining room AND a sunny family room with built-ins and a wall of windows overlooking the private backyard. Upstairs are three absolutely charming bedrooms with surprisingly generous closet space, a full bath and an additional large closet. The unique, original porte-cochère with convenient access from the front porch is the icing on the cake. Great bones, wonderful proportions, incredible character and one of Lexington's most beautiful, tree-filled neighborhoods. Walk to all the urban shopping and dining options in Chevy Chase, then stroll over to the Henry Clay Estate just blocks away to soak up the fall beauty.

1108 Fincastle Rd, Lexington

$135,999

3 Beds ⋅ 1 Baths ⋅ 26027530 MLS

INVESTMENT OPPORTUNITY or affordable housing option in Lexington! This property offers the opportunity to build equity with several recent improvements already completed. Updates include replaced stairs, reinforced flooring in the front room, new LVP flooring in select areas, a new stove in 2026, and a new water heater in 2026. With additional updates and some vision, this property could make a great investment, rental, or affordable primary residence. Conveniently located near downtown Lexington, shopping, dining, parks, and major roadways. A great opportunity for an investor or buyer looking for an affordable home with improvements already underway!

436 Lindberg Dr, Lexington

$339,900

3 Beds ⋅ 2 Baths ⋅ 26027471 MLS

Classic 1949 brick in the heart of Southland with something most homes here don't have: two full baths, including a private upstairs primary suite. The second floor is a true retreat with an en suite bath, generous closet space, and a walk-in closet. The main level has hardwood floors throughout and two more bedrooms. Out back, the large yard is made for cookouts and get-togethers, with a detached garage and off-street parking. Walk to Clays Mill Elementary and Lexington Catholic, and you're minutes from the shops, specialty markets, restaurants, and summer Farmers Market along Southland Drive, with quick access to Harrodsburg Rd, Nicholasville Rd, and New Circle. Schedule your private showing today! Open House, Sunday October 11 from 2:00 to 3:00!

593 Mitchell Ave, Lexington

$279,000

3 Beds ⋅ 2 Baths ⋅ 26027201 MLS

Discover the character and convenience of downtown living at 356 Corral Street! Built in the late 1800's, this beautifully maintained 3 bedroom, 2 bath home blends historic charm with modern updates for true move in ready comfort. Enjoy a spacious yard, privacy fence, and back patio perfect for relaxing or entertaining. A separate building offers ideal space for a workshop or extra storage. Located just minutes from restaurants, shopping, Gatton Park, the farmers market, and Central Bank Center, this home delivers the best of Lexington's vibrant lifestyle right at your doorstep.

356 Corral St, Lexington

$255,000

3 Beds ⋅ 2 Baths ⋅ 26027147 MLS

Welcome to 305 E Fourth Street, situated in Lexington's East End, just minutes from downtown and within easy reach of Transylvania University, the NoLi District, Kenwick, The Warehouse Block, really every nook and neighborhood surrounding downtown. This 3-bedroom, 2-full-bath home offers a practical layout with modern updates throughout, including laminate flooring, granite countertops, and newer cabinetry. The first floor features a dedicated laundry space, full bathroom, and bedroom, offering flexibility for guests, an office, or single-level living. Outside, enjoy a covered back patio, along with brand-new gutters and downspouts. A convenient location paired with thoughtful updates makes this a great opportunity at a great price point!

305 E Fourth St, Lexington

$225,000

2 Beds ⋅ 1 Baths ⋅ 26026973 MLS

Opportunity awaits with this Lexington property! This home has great bones and tons of potential for the buyer with a vision. Whether you're an investor searching for your next renovation project or a buyer ready to put your own personal touch on a home, this property offers an excellent opportunity to bring new life to a well-established home. With its convenient Lexington location and solid foundation to work from, this home is ready for someone to see beyond the updates needed and recognize its possibilities. Bring your ideas, your creativity, and your plans to make this property shine again! Property is being sold AS-IS. Seller will make no repairs. Inspections are welcome for the buyer's knowledge, but buyers should be prepared to purchase the property in its current condition. Great bones. Great potential. Ready for its next chapter!

528 Henry Clay Blvd, Lexington

$200,000

4 Beds ⋅ 2 Baths ⋅ 26026706 MLS

Restore the Charm of Kenwick! Located in Lexington's sought-after Kenwick neighborhood, this 4-bedroom, 1.5-bath home is full of original character and ready for someone to bring its charm back to life. Featuring original hardwood floors and classic details, this property offers an exciting opportunity for renovation and restoration. With the right vision, it could become a beautiful Kenwick home that blends historic character with modern living. Enjoy convenient access to downtown Lexington, the University of Kentucky campus, local restaurants, coffee shops, parks, and neighborhood amenities. Kenwick is known for its historic homes, strong sense of community and charm. Schedule your showing today!

131 N Hanover Ave, Lexington

$549,700

4 Beds ⋅ 3 Baths ⋅ 26026644 MLS

Looking for a like-new house with a first floor primary bedroom in Lexington's coveted Kenwick neighborhood? Look no farther. 362 Preston Avenue has been completely remodeled with new framing, all new water lines, electrical, new roof, HVAC, all new windows, and everything else. This spacious 4-bedroom, 2.5-bathroom home also features a detached garage, giving you extra storage or workspace to go along with all the quality updates already done for you. Inside, you'll find a first floor laundry room for everyday convenience, along with gorgeous quartz countertops, stylish tile showers, and a beautiful tile backsplash that give the home a true designer feel. All new appliances are included, and so much more — every detail has been thoughtfully updated. Location doesn't get much better than this — Kenwick puts you just minutes from everything Lexington has to offer. Enjoy quick access to downtown Lexington's restaurants, shops, and nightlife, along with easy proximity to the University of Kentucky, Rupp Arena, and Kentucky's premier horse farms. Whether you're heading out for a night on the town or just want the convenience of city living with neighborhood charm, this location truly delivers. Move-in ready with major updates already done — schedule your showing today!

362 Preston Ave, Lexington

$665,000

3 Beds ⋅ 3 Baths ⋅ 26026405 MLS

Charming bungalow ideally situated on coveted Bullock Place, offering an exceptional location just minutes from Downtown Lexington, the University of Kentucky, the National Avenue Warehouse Block District, Kenwick Table and an array of popular dining, shopping and entertainment destinations. Rich with character and thoughtfully complemented by modern amenities, this inviting residence offers a warm and welcoming covered front porch and a well-designed floorplan. The first level features a spacious living room with fireplace and built-ins, elegant dining room, well-appointed kitchen, den and convenient half bath. The second level offers a private primary bedroom suite with full bath, two additional bedrooms and another full bath. The full unfinished basement provides a laundry area and an abundance of storage space. Outdoors, enjoy a large rear patio overlooking the fenced backyard, along with a wonderful studio—an ideal retreat for reading, relaxing, hobbies or watching your favorite sports. A truly special residence in one of Lexington's most desirable and convenient locations. Don't miss this exceptional opportunity!

703 Bullock Pl, Lexington

$850,000

3 Beds ⋅ 2 Baths ⋅ 26026098 MLS

ONLINE ONLY AUCTION!!! Online BIDDING ENDS Tuesday, October 20, 2026 at 12:00PM. Terms & Conditions are as follows: As Is/Non-Contingent/10% earnest money deposit/30 day settlement/buyer's premium applies/pre-auction offers encouraged, see terms & conditions for details. Visit www.HalfhillAuctions.com for more information. Kristin Halfhill-Larimore, Principal Auctioneer, 859-333-1855. ±2.3-ACRE LEXINGTON DEVELOPMENT OPPORTUNITY! Rare find inside New Circle Road, currently zoned R1-C with potential for residential redevelopment of higher-density uses. Zoning considerations may include R-1E and R-1T. Existing home is on the property, currently tenant-occupied on a month-to-month lease with monthly rent of $750.00. Buyers are encouraged to conduct their own due diligence and contact Lexington-Fayette Planning & Zoning to verify zoning information. Don't miss this prime opportunity!

124 Brown Ave, Lexington

$299,000

3 Beds ⋅ 2 Baths ⋅ 26026022 MLS

NEw PRICE on this move in ready home!!! The location of this charming property offers convenient access to downtown, shopping, hospitals, UK, the distillery district, and Keeneland. The surrounding area combines established older homes with lots of new construction and more being built. It is a charming mix of properties in a peaceful desirable setting. With it's mid century character, generous living space, huge deck, 1 car garage, plenty of off-street parking, private yard, versatile basement, workshop and abundant storage, this home offers a wonderful combination of charm and functionality, This 3 bedroom, two full baths lovely home features gleaming original hardwood floors in both of the main floor bedrooms, the hallway, entry room and spacious living room which also features a cozy wood burning fireplace insert, fresh paint, custom shutters and distinctive rounded doorways. A separate dining room offers built in storage cabinets. Hallway leads to full bath and two nice size bedrooms all freshly painted and both with ceiling fans. The well planned kitchen includes a gas range, beautiful updated sink and faucets, stainless steel refrigerator with ice/water, abundance of cabinetry, nice counterspace, and additional shelving for plenty of storage! Step outside from the kitchen onto an amazing oversized covered deck complete with ceiling fans, lighting, steps to the lawn, and a hanging swing. An ideal place for relaxing or entertaining. The large private yard provides plenty of room to enjoy the outdoors and a storage shed offers convenient space for lawn equipment and more. Off the living room, you will find a trifold door, you will find an amazing bedroom suite! The stairs up and the entire upstairs has nice thick carpet so you don't hear too much pitter pattering of little feet. The landing has plenty of shelving and could be a small office or storage space for your teen's books, shoes, Lego Puzzles, anything! Enter the doors on either side of the room to see floored, spacious, dry and well lit storage!! Through the far door upstairs is tucked away bedroom number 3, and teen's dream come true with a huge closet and it's very own bathroom with a standup shower! The Basement: The kitchen also provides access to the downstairs to an enormous mostly finished walk-out basement featuring a covered outdoor gathering space with yet more storage!! The heated and cooled basement was used for years as an upholstery shop and offers tremendous versatility. A large table and a large bookcase can remain with the property if desired or can be dismantled. This basement would be a great sports watching/party/play room complete with a wet bar and refrigerator! Maytag washer and dryer stay also! The basement also includes a small workshop, making it an excellent space for hobbies or projects, Come see it before it's gone!!

1606 Glover Ave, Lexington

$345,000

3 Beds ⋅ 3 Baths ⋅ 26025916 MLS

Welcome to this charming turn-of-the-century gem nestled in the heart of Lexington's vibrant North Limestone (NoLi) district! Combining timeless 1900s craftsmanship with modern comfort, this 3-bedroom, 2.5-bathroom home with a new roof offers the ideal blend of historic warmth and downtown convenience. Step onto the cozy front porch and step inside to admire original, beautifully preserved hardwood floors and a thoughtful, flowing floorplan designed for effortless living and entertaining. At the heart of the home is a stunning kitchen featuring a spacious center island, a generous walk-in pantry, and brand-new appliances. Whether you're preparing a quick weeknight meal or hosting friends, this functional and inviting space makes cooking a delight. Outside, escape to your private sanctuary: a relaxing back deck overlooks a fully fenced backyard. Enjoy the ultimate downtown lifestyle! Stroll to local restaurants, neighborhood bars, coffee shops, parks, and Transylvania University. Everything you love about NoLi and downtown Lexington is just steps from your front door. Make this your opportunity to own a piece of historic charm with all the modern upgrades—schedule your tour today!

120 Rand Ave, Lexington

$649,000

3 Beds ⋅ 2 Baths ⋅ 26025906 MLS

A 3-bedroom, 2-bath home in Lexington's Fairway neighborhood, just off Richmond Road. Built in 1948, with 2,119 square feet on a 0.2-acre lot and a big, flat backyard. The big-ticket updates are done: newer windows, a kitchen with granite countertops and stainless steel appliances, and updated bathrooms. The main floor has a bedroom next to a full bath, so it works as a guest room, a home office, or a main-level bedroom. Upstairs are two more bedrooms and a second full bath. The partially finished basement adds bonus space and plenty of storage. Looking for a Fairway home where you can add your own finishes without starting from scratch? This is it! Bring your ideas. The hard part's handled.

335 Queensway Dr, Lexington

$99,900

2 Beds ⋅ 1 Baths ⋅ 26025850 MLS

Great price for Investment Opportunity to with immediate cash flow. Home has newer Furnace and Water Heater. Nice sized fenced yard and off street parking. Home needs a little TLC for rental or do remodel and get instant return.

372 Roosevelt Blvd, Lexington

$295,000

3 Beds ⋅ 3 Baths ⋅ 26025833 MLS

Welcome to this charming Craftsman style home in Lexington's vibrant North Limestone corridor. Offering 3 bedrooms, 2.5 bathrooms, and 2,075 square feet of character-filled living space, this property perfectly blends classic architectural appeal with ideal proximity to downtown amenities. Inside you'll find generous room sizes and an inviting floor plan designed for comfortable living and entertaining. The main level flows between living and dining spaces, complemented by a practical kitchen layout, a convenient half bath, two well-proportioned bedrooms, and a full bathroom. Upstairs, the spacious bedroom features a private en-suite bath and a bonus room that could be used as a home office, entertainment room or home gym. Outside, enjoy a private backyard setting complete with a firepit, plenty of off-street parking, and a detached 2-car garage providing valuable storage space or potential for a workshop. Located just minutes from Greyline Station, local eateries, craft breweries, and all downtown Lexington has to offer, this location delivers the ultimate urban convenience and local culture. Schedule your private tour today!

109 Fairlawn Ave, Lexington

$149,900

2 Beds ⋅ 1 Baths ⋅ 26025555 MLS

Back on the market with valuable improvements and now offered at an updated price! This two-bedroom, one-bath home features hardwood floors, newer windows, a convenient laundry and utility area, and a spacious kitchen with room for dining. Recent updates include a brand-new heating and air-conditioning system backed by a transferable 10-year warranty, plus a brand-new refrigerator and electric stove with a one-year manufacturer warranty. Outside, enjoy a privacy-fenced backyard, deck, and storage shed. Located just north of downtown Lexington, the home offers convenient access to Transylvania University, Greyline Station, and the locally owned restaurants, shops, and entertainment found throughout the North Limestone area. With several big-ticket improvements already completed and room to add your own personal touches, 151 Rand Avenue offers a great opportunity for a homeowner or investor.

151 Rand Ave, Lexington

$147,000

3 Beds ⋅ 1 Baths ⋅ 26025132 MLS

Great investment opportunity! This 3-bedroom, 1-bath ranch-style home offers plenty of potential for an investor, rental property, or buyer looking for a project. The home features a convenient single-level layout and a welcoming front exterior. The property is being sold as-is, providing an opportunity to renovate, update, and add value.

612 N, Lexington

$169,000

2 Beds ⋅ 1 Baths ⋅ 26025234 MLS

Freshly remodeled and in the heart of Lexington! 271 E Fourth St offers 2 bedrooms, 1 bathroom, and a great downtown location close to schools, shopping, dining, entertainment, and all the amenities Lexington has to offer. This home is a great option for a first time homebuyer, someone looking to downsize, or an investor looking for rental income or a property to add to their portfolio. Inside, nearly everything has been updated and refreshed. You'll find new paint and flooring throughout, a beautifully renovated kitchen with new cabinets, countertops, and backsplash, plus the cutest updated bathroom with a new vanity and shower. New appliances are coming soon! With a fresh new look and a location that's hard to beat, this one is ready for its next owner. Schedule your tour before it's gone!

271 E Fourth St, Lexington

$1,450,000

3 Beds ⋅ 4 Baths ⋅ 26025028 MLS

Stunning, impeccably renovated residence in a premier location surrounded by picturesque horse farms and conveniently located just minutes from Downtown Lexington. Thoughtfully renovated with no expense spared by Greystone Builds, this extraordinary property offers an unparalleled combination of sophisticated design, exceptional craftsmanship, and resort-style amenities rarely found in one home. From the moment of arrival, the exceptional curb appeal makes a lasting impression with a welcoming covered front porch featuring custom stonework by McAlister. The beautifully appointed interior showcases exquisite hardwood flooring, custom plantation shutters, designer lighting, and an exceptional attention to detail throughout. The inviting living room features a fireplace framed by custom built-ins, while two spacious guest bedroom suites each offer beautifully appointed private bathrooms. The luxurious primary bedroom suite provides a serene retreat with a spectacular spa-inspired custom bathroom. The impressive family room showcases a vaulted, beamed ceiling and fireplace and opens seamlessly to the state-of-the-art Chef's Kitchen, complete with exceptional finishes and a generous walk-in pantry. A stylish half bath, dedicated laundry room with separate pet station, Dutch door and custom dog wash, plus a convenient rear hallway drop zone provide exceptional functionality. The oversized attached two-car garage completes the main level. Outdoor living is equally impressive, featuring a covered rear porch overlooking fabulous views, beautifully landscaped and fully fenced grounds, and a stunning in-ground fiberglass heated pool with automatic cover—creating an ideal setting for both intimate relaxation and sophisticated entertaining. Additional amenities include an unfinished basement/cellar and expansive attic space offering excellent potential for future living or storage needs. A truly remarkable, one-of-a-kind property that combines refined luxury, thoughtful design, and an extraordinary setting. An exceptional Lexington offering that must be seen to be fully appreciated.

2611 Old Lemons Mill Rd, Lexington

$299,000

3 Beds ⋅ 1 Baths ⋅ 26024941 MLS

Easy living in this charming, larger-than-expected ranch in Lexington's favorite neighborhood- Kenwick. An inviting covered front porch leads inside to another unexpected delight; a vaulted living room that gives this 1930s-era home a fresh, contemporary feel. The updated chef's kitchen with gas range, Shaker-style cabinets and plenty of counter space opens to a spacious family room/dining room combination with built-ins. A nicely sized, sunny laundry room with washer and dryer adds convenience and could double as a pantry or extra storage. The updated full bath features subway tile and a soaking tub. Three bedrooms include one with a dreamy walk-in closet and custom shelving. The large, private, fully fenced backyard with plenty of room to expand the garden, use the fire pit as the fall approaches or host a barbecue. Don't miss this total package; a charming Kenwick home with great living spaces, thoughtful updates and a gorgeous lot!

378 Preston Ave, Lexington

$3,950,000

5 Beds ⋅ 6 Baths ⋅ 26024813 MLS

One of the most noteworthy properties in Central Kentucky, surrounded by the world-renowned Mill Ridge Farm. This distinguished former Governor's mansion, featured in Architectural Digest, offers a 7,950 +/- square-foot main residence, guest house, formal gardens, swimming pool and pool house, tennis court, and horse barn. A truly exceptional property offering a unique blend of timeless elegance and comfort.

2601 Old Cave Hill Ln, Lexington

$279,900

2 Beds ⋅ 2 Baths ⋅ 26024695 MLS

Charming downtown cottage blending classic character with modern ease—and built for income potential. This 2-bedroom home offers a comfortable, flexible layout with the ability to convert part of the space into a 3rd bedroom. A detached 2-car garage adds even more value, featuring a fully finished upstairs efficiency apartment with its own separate entrance—ideal as a rental, guest suite, or in-law setup.

430 E Fourth St, Lexington

$285,000

3 Beds ⋅ 2 Baths ⋅ 26024520 MLS

Restore, renovate, or reimagine: this 1908 home just blocks from downtown Lexington is a rare chance to own a piece of the city's history. The historic details are still intact original heart pine floors, ornate mantels, and a dramatic spiral staircase to a 400+ sq. ft. second-floor primary suite with a full bath and its own mini-split. Two more bedrooms are on the main level, one with built-in armoire closets that convey. The kitchen has stainless appliances and a gas range, with a stackable washer/dryer in a custom cabinet. Outside, mature trees shade a spacious backyard with a 12x12 electrically wired workshop/shed. The home needs some work, and it's priced with that in mind, making it ideal for a renovator, investor, or buyer ready to build sweat equity. The location is minutes from Transylvania University, the Limestone corridor, the Living Arts & Science Center, and downtown dining and shops. Sold as-is. Bring your vision.

238 E Fourth St, Lexington

$1,100,000

4 Beds ⋅ 4 Baths ⋅ 26024493 MLS

Back on the market and offering a rare second chance to own one of Chevy Chase's standout homes! After purchasing this exceptional property, the current owners made the heartfelt decision to remain in their longtime home of 38 years—creating an unexpected opportunity for the buyer who missed it the first time. This beautifully renovated and expanded Chevy Chase residence blends timeless character with sophisticated modern living in one of Lexington's most sought-after locations. Enjoy the lifestyle buyers love about 40502—tree-lined streets, sidewalks, nearby parks, locally loved restaurants, and convenient access to downtown Lexington, the University of Kentucky, and the new Publix. Offering approximately 3,200 finished square feet, the home is filled with inviting spaces designed for both everyday living and effortless entertaining. Natural light highlights warm hardwood flooring, detailed millwork, and an open, flowing floor plan. The beautifully updated kitchen features Taj Mahal quartzite countertops and backsplash by CounterCulture, custom cabinetry, stainless-steel appliances, and a farmhouse sink, with an easy connection to the dining and living spaces. The main-level primary suite is a true retreat, with a custom Closets by Design walk-in closet and a spa-inspired bath featuring heated tile floors, dual vanities, a private water closet, and an oversized walk-in shower with multiple shower heads and body jets. A second main-level bedroom, currently used as a home office, showcases the original brick fireplace and a custom Murphy Door bookcase concealing the closet. Outdoor living is equally impressive. A vaulted screened porch with wood ceiling and stone fireplace overlooks the beautifully landscaped backyard, while the custom stone patio, fire pit and landscape lighting by Redmond's Landscaping create an exceptional setting for entertaining or relaxing outdoors. The finished basement provides additional flexible living space with custom built-ins and ceramic tile flooring. Additional improvements include custom blinds throughout by The Blinds Man, first-level interior paint completed in 2025, a driveway security gate by Overhead Door Company and basement waterproofing completed by Champion Waterproofing in 2021 with sump pump and transferable lifetime warranty. Rarely does a Chevy Chase home combine this level of architectural character, thoughtful renovation, modern functionality, and location. If you missed 403 Chinoe the first time, here's your chance.

403 Chinoe Rd, Lexington

$144,900

2 Beds ⋅ 1 Baths ⋅ 26024226 MLS

This property is a diamond in the rough, prime location in the heart of downtown, this property offers immense potential for the savvy investor or developer. The building needs a complete overhaul, but with the right vision, it could be transformed into a beautiful downtown Lexington home. Located in a high-demand area, surrounded by ongoing developments, restaurants, and businesses, this property is poised to benefit from future growth. PROPERTY WILL NOT MEET CONVENTIONAL, FHA, OR VA FINANCING REQUIREMENTS. Purchaser to verify sq footage. Inspections are welcome but NO repairs will be made. The water and electric are not on. Seller makes no warranties or representations regarding the condition or functionality of the property, its systems, appliances, or any items remaining in the home. Property is being sold As-Is. Please allow the Seller a minimum of 24 hours to review and respond to an offer.

478 Willy St, Lexington

$559,995

3 Beds ⋅ 3 Baths ⋅ 26024222 MLS

Classic Fairway charm meets thoughtful modern updates in this inviting 3-bedroom, 2.5-bath Cape Cod. Offering 2,297 square feet of finished living space, the home features a desirable main-level primary suite with a private bath and walk-in closet. The beautifully renovated kitchen includes quartz countertops, stainless steel appliances, a gas range, tile backsplash and breakfast bar. A masonry fireplace adds warmth and character to the living room. Upstairs, two spacious bedrooms share a convenient half bath, while the partially finished basement offers flexible space for a media room, home office, fitness area or recreation room. Outside, enjoy a fully fenced backyard, patio, detached two-car garage with additional storage and generous off-street parking. Conveniently located near downtown Lexington, UK, shopping, dining and the historic Henry Clay Estate

428 Henry Clay Blvd, Lexington

$450,000

5 Beds ⋅ 3 Baths ⋅ 26024179 MLS

RARE FIND!! Tucked among mature trees on a beautiful 1-acre lot, 4481 Athens Boonesboro Road offers the perfect blend of space, privacy, and convenience in a peaceful Lexington setting. This spacious 5-bedroom, 3-bath home offers plenty of room to spread out and make your own. Step inside to a huge family room with a cozy fireplace, perfect for relaxing evenings and gathering with family and friends. The large primary suite features its own private bath, while the spacious kitchen offers a generous walk-in pantry with plenty of storage. One of the home's highlights is the bright all-weather sunroom—a wonderful spot to enjoy your morning coffee, curl up with a good book, or simply take in the peaceful surroundings year-round. A covered front porch and covered side patio provide even more inviting spaces to relax and enjoy the outdoors. The unfinished basement offers an abundance of storage and additional possibilities. Outside, you'll find an impressive detached 4-car garage, storage shed, and a separate 1-bedroom guest house offering endless possibilities for overnight guests, extended family, a private home office, or potential rental income. Enjoy the peaceful feel of country living while still being conveniently located near I-75, shopping, dining, and everyday amenities. With so much space, versatility, and charm, this unique property is truly a rare Lexington find! Some of the interior photos have been virtually staged to show an opinion of what the house could look like.

4481 Athens Boonesboro Rd, Lexington

$970,000

3 Beds ⋅ 3 Baths ⋅ 26023695 MLS

Historic character meets sophisticated downtown living! Originally built in 1880, this beautifully renovated residence offers over 3,200 square feet of distinctive living space in the heart of Lexington. Inside, original architectural details blend seamlessly with thoughtful modern updates, including hardwood floors, exposed brick and multiple fireplaces. Recent improvements include 2 new HVAC's, roof and solar panels, adding modern efficiency to this historic home. The kitchen features quartz countertops and striking AGA appliances and opens to a spacious living area with a wood-burning fireplace and double doors leading to a private enclosed brick courtyard. Upstairs, the primary suite is a retreat of its own with generous closet space, exposed brick and a beautifully appointed bath featuring a freestanding soaking tub, double vanity and oversized tiled shower. A second bedroom with an ensuite bath and conveniently located laundry complete the second level. The third floor adds an exceptional flexible space ideal for a home office, den, guest retreat or additional entertaining area, complete with a wet bar and access to a rooftop deck showcasing views of the Lexington skyline. Two off-street parking spaces—a rare downtown find—add everyday convenience. Just blocks from Gratz Park, Transylvania University, downtown dining, entertainment, Rupp Arena and Lexington's central business district, this is a truly special opportunity to own a piece of Lexington history without sacrificing modern comfort. *The 3rd bedroom is set up more like a loft space but could fit a small bed.

128 E Third St, Lexington

$849,500

5 Beds ⋅ 5 Baths ⋅ 26024121 MLS

Presenting the Pugh Price Manor at 2205 Kenwood Dr.—a beautiful and historic Georgian manor home close to Hamburg that is over 200 years old! Steeped in character and history, this exceptional property showcases early American craftsmanship and is listed on the Historic Registry, offering a rare combination of timeless elegance, spacious living, and modern convenience. Featuring five bedrooms and five baths, the home offers plenty of room to spread out and entertain. Soaring ceilings, beautiful hardwood floors, thick 18-inch walls, and large, spacious rooms highlight the remarkable craftsmanship and character found throughout. The third floor provides flexible space that could serve as an in-law suite, guest quarters, or a teenager's dream retreat. Multiple peaceful outdoor spaces are perfect for relaxing, reading, watching the birds, or gathering with family and friends. The stunning indoor pool offers year-round enjoyment with easy maintenance, while the spacious layout provides wonderful opportunities for entertaining. Thoughtfully maintained and ready for its next owner, the Pugh Price Manor is a wonderful opportunity to own a distinctive piece of Lexington history. Priced well below appraised value, this home offers the perfect opportunity for new owners to add their own special touches. Conveniently located just 5 minutes from the interstate and Hamburg shopping, approximately 13 minutes to downtown Lexington, 15 minutes to Fayette Mall, and 20 minutes to the airport, this exceptional property offers the charm of yesterday with the convenience of today. A truly special home and a must-see!

2205 Kenwood Dr, Lexington

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