Lexington Real Estate | Lexington Historical Properties for Sale

Nestled in the heart of Bell Court — one of Lexington's most beloved historic neighborhoods, listed on the National Register of Historic Places since 1980 — this charming 2 bedroom, 2 bathroom home puts you just steps from downtown's best restaurants and boutiques, while giving you a quiet, tree-lined retreat to come home to. Bell Court grew up around the historic 1846 Bell House and remains one of the city's most walkable, tight-knit historic enclaves, known for its Victorian and Queen Anne architecture and genuine neighborhood charm. Spanning roughly 2,030 square feet, this home is the full package: historic character paired with thoughtful, modern updates. A large, welcoming front porch with a classic gas light fixture sets the tone before you even step inside. Original hardwood floors and a stunning historic staircase with marble inlay carry that character throughout, while the updated kitchen and bathrooms bring everyday comfort with heated floors in both. Two large and bright bedrooms with hardwood flooring give you space and options on the first and second floor. First floor bath has gorgeous clawfoot tub and upstair has a fully tiled walk in grotto-style shower that is enormous. Out back, a private backyard offers a peaceful outdoor escape that's rare this close to downtown, and the basement, with its own exterior access, is a dry, functional storage space backed by a working sump pump. Off-street parking rounds out the convenience in this historic district. Charming, historic, and move-in ready — 505 Russell Avenue offers the best of beloved Bell Court living!

505 Russell Ave, Lexington

$109,900

2 Beds ⋅ 1 Baths ⋅ 26024993 MLS

Opportunity awaits in Lexingtons 40505! Offering just over 1,000 square feet of living space, this property is ready for someone with a vision to bring it back to life. Full of character with original hardwood flooring in portions of the home, a charming covered front porch, and a large backyard. In need of renovation, this property offers great potential for investors, renovators, or buyers looking for their next project. Conveniently located near downtown Lexington, shopping, dining, and Castlewood Park. Bring your ideas and unlock the potential! Property is being sold AS-IS.

455 Morgan Ave, Lexington

$314,900

3 Beds ⋅ 2 Baths ⋅ 26024973 MLS

Completely reimagined from the studs out, this charming 1947 Cape Cod blends timeless character with the comfort and convenience of a modern renovation. Extensive updates include electrical, plumbing, insulation, drywall, kitchen, baths, flooring and more—creating a truly move-in-ready home. Offering 3 bedrooms, 2 full baths and 1,323 square feet, the thoughtfully redesigned interior features a welcoming living room with statement fireplace, an arched opening into the beautifully updated kitchen, and a cohesive mix of modern finishes throughout. Black cabinetry, warm butcher-block countertops, subway tile, stainless appliances, brass accents and generous counter seating give the kitchen plenty of personality. Outside, enjoy refreshed curb appeal, updated landscaping, a backyard deck, private driveway, and detached garage. Conveniently located with easy access to downtown Lexington, shopping, dining, parks, and more. Beautifully renewed and thoughtfully finished, this home is ready for your next chapter. Come see all that makes it so special!

1661 Liberty 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 marble countertops 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

$255,000

3 Beds ⋅ 2 Baths ⋅ 26024871 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

$535,000

4 Beds ⋅ 2 Baths ⋅ 26024864 MLS

Take advantage of this seldom seen opportunity for an incredibly well-cared for and adorable home with a PRIME location in the highly sought out Arcadia Park neighborhood. Built in 1931, this four-bedroom and two-bathroom stone cottage style home is nestled neatly within walking distance to all of UK and sits on a fully unfinished basement while boasting 2,345 sqft of living space. The first floor features one bedroom, one full bathroom, formal living room, mudroom, formal dining room, great room (with a cozy family room and kitchen with a lot of potential), and (the sellers' favorite) sitting room adjacent to the formal living room. The second floor hosts the other three bedrooms and renovated full bathroom with dedicated mini split systems to ensure maximum comfort. Stepping out back, you will find a detached one-car garage (size wise) and a private tree-lined yard. This historic home has all the charm of a century old home without the hassles of living in a century old home as everything has been carefully renovated, restored, and maintained by the current and former owners of this great piece of Lexington history. Within the last few years, the exterior masonry has been tuckpointed, all wood trim has been stripped, sanded, and repainted, the electric panel has been upgraded, the roof has been replaced, and the interior has been completely repainted. Best of all, this home has potential upgrades in the kitchen and first floor bath for those that want to put their own stamp on the house or you could simply live with the historic charm of those spaces for years to come! This home has only changed hands two times according to the PVA, so be sure not to let it slip through yours!

609 Arcadia Park, 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 7,450 +/- 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

$600,000

4 Beds ⋅ 2 Baths ⋅ 26024686 MLS

Situated at the end of an idyllic street in the heart of downtown Lexington, this historic home, built in 1893, strikes the perfect balance between old house charm and newer construction updates— including updated plumbing, electrical, and a new roof in 2015. Soaring ceilings, seven fireplaces, original hardwood floors, beautiful trim work and masonry-- they just don't built them like this anymore. Spend mornings sipping coffee on the wraparound porch. Enjoy entertaining guests in the expansive living, sitting, and formal dining rooms. The stylish kitchen is the heart of the home, featuring plenty of cabinet storage, granite countertops, and stainless appliances including a refrigerator with built-in Keurig dispenser! A full bathroom, separate laundry room, and storage closet complete the main level. Upstairs, you'll find four large bedrooms, each with tall ceilings and decorative fireplaces, as well as a full bathroom with double vanities and tiled shower. The third floor unfinished attic space has limitless potential for a primary suite, massive bonus/flex space, or anything else you might have in mind! And the basement is where you'll find spray foamed walls for energy efficiency and an abundance of storage space. The back yard is fully privacy fenced with lots of room for pets or kiddos to play and run. And as incredible as this property is, the best part might be its location! You're just a stone's throw from the new Gatton Park, Rupp Arena, Manchester Music Hall and the Distillery District, and everything else the vibrant downtown area has to offer. This stately home is special and won't last long! Schedule your private tour today.

356 Madison Pl, Lexington

$320,000

3 Beds ⋅ 2 Baths ⋅ 26024520 MLS

Call your agent! This is your new Historical Home! Original heart pine floors, beautiful mantels and trim, and a stained-glass bathroom window showcase the craftsmanship and personality found throughout the home. Carefully preserved and updated by the previous and current owners, the home offers a wonderful blend of historic details and modern conveniences. The spacious 400+ sq. ft. second-floor primary suite features a full bath, mini-split heating and air, and a distinctive spiral staircase. The main level offers two additional bedrooms, including one with two armoires used as closets that convey with the property. Updates over the years include electrical and plumbing improvements and an updated kitchen featuring stainless steel appliances and a gas range. A stackable washer and dryer capability, neatly concealed within a custom cabinet. Step outside to an amazing backyard framed by beautiful mature trees, creating an inviting setting to relax and enjoy the outdoors. A custom-built 12x12 workshop/storage shed with electricity provides plenty of space for hobbies, projects, or additional storage. Conveniently located near Transylvania University, the Living Arts & Science Center, the Limestone corridor, and the restaurants, shops, entertainment, and attractions of Downtown Lexington. All furniture is negotiable. A wonderful opportunity to own a distinctive home filled with history, charm, and thoughtful updates in the heart of Lexington.

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

$569,000

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!

4481 Athens Boonesboro Rd, Lexington

$995,000

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 a new HVAC, 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

$825,000

3 Beds ⋅ 2 Baths ⋅ 26024085 MLS

Charming Arts & Crafts-style home ideally situated between the Bell Court and Mentelle Park neighborhoods, offering a wonderful blend of 1920s character and thoughtful updates. This move-in-ready 3-bedroom, 2-bath home retains many of the architectural details that make homes of this era so special, including beautiful hardwood flooring, original-style period door and window trim, generous room sizes and abundant historic charm. The main level features impressive 10-foot ceilings, a spacious living room, formal dining room, bedroom and full bath. The kitchen offers tile flooring, maple cabinetry that has been recently painted, a pantry and newer appliances, including a refrigerator approximately three years old and dishwasher approximately two years old. Dimmable recessed lighting has also been added for updated functionality. Upstairs, you'll find two additional bedrooms, a full bath and a versatile office/flex space. Major systems have been updated including 200-amp electrical service, copper plumbing and zoned HVAC, whole-house dehumidifier, HVAC systems, roof, while the full basement with high ceilings provides excellent storage and potential for additional usable space. Outside, enjoy a large yard with a welcoming front porch, rear deck and patio, offering plenty of space for outdoor living and entertaining. An oversized detached two-car garage adds even more storage and functionality. Filled with character, thoughtfully maintained and conveniently located near some of Lexington's most beloved neighborhoods, this is a special opportunity to own a classic home with the updates already underway. Being sold as-is, with inspections welcome.

724 Bullock Pl, Lexington

$1,000,000

4 Beds ⋅ 3 Baths ⋅ 26024057 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

$495,000

2 Beds ⋅ 2 Baths ⋅ 26023993 MLS

Classic Chevy Chase Brick Ranch With Timeless Character. Timeless brick ranch in the heart of Chevy Chase, ideally positioned at Romany and Hart Roads with a refined blend of classic character and everyday comfort. This thoughtfully appointed 2- bedroom, 1.5 bath residence offers a graceful floor plan, flexible living with a Murphy bed, and distinctive architectural details including a living room inglenook, built-in glass door hutch, classic telephone shelves, and beautifully placed windows. Designed for relaxed indoor-outdoor living, the home features a welcoming front porch, fenced backyard with rear patio, shaded deck off the glass sitting room, and a rear 2 car garage with electric door opener for added ease. Seller is licensed agent in state of Kentucky

101 Romany Rd, Lexington

$124,900

3 Beds ⋅ 1 Baths ⋅ 26023927 MLS

INVESTOR OPPORTUNITY in Downtown Lexington! Potential for a package sale of 3 properties (436 Ohio Street and 347 Ohio Street) for $350,000, offering excellent potential for renovation, rental income, resale, or long-term investment. Properties are being sold AS-IS and offer an opportunity for investors, renovators, or buyers looking to add value.

353 Ohio St, Lexington

$124,900

2 Beds ⋅ 1 Baths ⋅ 26023921 MLS

INVESTOR OPPORTUNITY in Downtown Lexington! Potential for a package sale of 3 properties (436 Ohio Street and 353 Ohio Street) for $350,000, offering excellent potential for renovation, rental income, resale, or long-term investment. Properties are being sold AS-IS and offer an opportunity for investors, renovators, or buyers looking to add value.

347 Ohio St, Lexington

$100,000

2 Beds ⋅ 1 Baths ⋅ 26023917 MLS

INVESTOR OPPORTUNITY in Downtown Lexington! Potential for a package sale of 3 properties (353 Ohio Street and 347 Ohio Street) for $350,000, offering excellent potential for renovation, rental income, resale, or long-term investment. Properties are being sold AS-IS and offer an opportunity for investors, renovators, or buyers looking to add value.

436 Ohio St, Lexington

$325,500

3 Beds ⋅ 1 Baths ⋅ 26023779 MLS

A beautifully updated century-old Craftsman home blending original character with thoughtfully renovated modern finishes. Original pine hardwood floors have been beautifully refinished throughout, complementing the distinctive Craftsman staircase and architectural character. The main level offers a convenient semi-open layout connecting the living room, dining area and renovated kitchen. The kitchen features custom white shaker cabinetry, granite countertops, open shelving, stainless steel appliances with gas range, a spacious peninsula with seating for three, an island with integrated double trash bins, and a walk-in pantry offering excellent additional storage. The living room features a custom faux-limewashed decorative fireplace that creates a striking focal point, along with a TV-ready setup with mounting anchors already installed. The completely renovated first-floor bath includes a deep tub/shower combination, new floor and shower tile, quartz-topped vanity, brushed-gold accents and a floor-to-ceiling storage niche. Washer and dryer are also included. Three bedrooms include one on the main level and two upstairs, providing flexibility for guests, home office or a variety of living arrangements. An upstairs hall alcove area provides additional bonus space and future potential. Outside, a large covered front porch welcomes you home, while the lush backyard offers a surprisingly private retreat with no residential property directly behind the home. The nearly fully fenced yard includes a patio ideal for grilling and entertaining, a dedicated fire-pit area, and a beautiful pink dogwood that creates a canopy of vibrant blossoms each spring. And if that's not enough, a detached two-car garage offers covered parking and excellent workshop potential, along with a 10' x 10' storage shed providing additional storage. Positioned at the Versailles Road end of Woodford Drive, the first home on the right when entering from Versailles Road, the property has only one residential property immediately adjoining it, with church property bordering the other side and rear. The location also provides quick access to Versailles Road and convenient access to downtown Lexington, Rupp Arena, the Manchester Street corridor and Blue Grass Airport. A wonderful opportunity to own a home that combines historic Craftsman character with modern updates, thoughtful functionality, abundant storage and inviting outdoor spaces.

102 Woodford Dr, Lexington

$349,900

4 Beds ⋅ 2 Baths ⋅ 26023770 MLS

OPEN HOUSE Tuesday Sept 1st, 5:00-7:00PM Wonderful opportunity to make your home work for you! This recently updated home is just minutes from Greyline Station, Rupp Arena, and all that Downtown Lexington has to offer. The main level has everything you need, including 2 bedrooms, 1 full bath, a separate utility room plus a beautifully renovated kitchen featuring stainless steel appliances, a gas range, quartz countertops and more. Upstairs, you'll find a separate living space with kitchenette and full bath, along with 2 additional bedrooms- a setup that could work wonderfully as an Airbnb, rental, guest suite, or additional private living space. And don't miss the large backyard- a shady, private oasis that's hard to find this close to downtown! A new roof and gutters were installed in 2026, per the seller. So many possibilities, so much potential, and a location that puts you close to it all. Don't miss this one!

223 E Loudon Ave, Lexington

$250,000

4 Beds ⋅ 2 Baths ⋅ 26023590 MLS

This spacious 4-bedroom, 2-bath ranch is a fantastic opportunity for investors, the property is Zoned for a multi-family, R2. Or first-time home buyers ready to make it their own. The functional layout offers two separate den areas, ceiling fans throughout, and a fully equipped kitchen with included appliances. Brand new air unit installed, updated electric panel, renovated three years ago. Outside, you'll find a large, partially fenced yard and a detached carport for added convenience and storage. The home shows typical wear from previous tenants but is priced to allow for cosmetic updates and instant equity potential. A solid value in a super convenient location. Don't miss it!

1177 Jones Trl, Lexington

$299,000

4 Beds ⋅ 2 Baths ⋅ 26023579 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!

1013 Darley Dr, Lexington

$1,240,000

4 Beds ⋅ 3 Baths ⋅ 26023548 MLS

211 McDowell Road is classic Ashland Park - an inviting 1920s Craftsman with the character and gracious proportions that make this neighborhood so special. Restored by Andover Construction prior to the current owners' purchase and gently lived in as a 2nd residence since, the home features the original staircase and beautiful hardwood floors, multiple fireplaces, generous living and dining spaces, four bedrooms and a third-floor bonus room. The covered front porch feels right at home on McDowell Road, while the newly redone Trex deck extends the living space to the fenced backyard, along with a detached two-car garage. Other recent improvements include a tankless water heater, sump pump, irrigation system and new back doors. All just minutes from Chevy Chase, downtown Lexington, and the University of Kentucky.

211 Mcdowell Rd, Lexington

$899,000

5 Beds ⋅ 4 Baths ⋅ 26023535 MLS

Step into a remarkable piece of Lexington's history with this exquisitely restored Federalist-style residence located in the Historic South Hill Neighborhood, part of the James Lemon Rowhouses, built in 1812 and proudly listed on the National Register of Historic Places. This home was originally owned by James Lemon, a native of Ireland, Revolutionary War veteran who was very entrepreneurial, he was a tailor, brick yard owner, and farmer who settled in Fayette County in the early 1800s. In 1825, Lemon hosted the famed Marquis de Lafayette in this very home during his celebrated visit to Lexington--forever tying this residence to the city's historic fabric. While deeply rooted in heritage, the home's recent transformation by Greystone Construction brings it gracefully into the modern era. The chef's kitchen features custom cabinetry, quartz countertops, top-of-the-line appliances, and premium finishes, blending the warmth of history with contemporary sophistication. Both bathrooms have been completely redesigned--the primary suite now includes a custom walk-in tile shower, luxurious soaking tub, designer vanities, and a private laundry room conveniently attached. The guest bath offers its own custom walk-in shower, high-end fixtures, and elegant detailing that echo the home's refined aesthetic. The primary ensuite serves as a luxurious retreat with a coffee and champagne bar, comfortable sitting area, and thoughtful modern touches, including an automated recessed television and motorized window shades--a seamless blend of indulgence and innovation. With two laundry areas and a well-designed layout, the home effortlessly balances historic charm with modern functionality. Enjoy Lexington's beautiful seasons from the covered porches on both the first and second levels, perfect for relaxing mornings or entertaining evenings. Located just steps from downtown's premier restaurants, shops, and cultural destinations, this extraordinary property represents the best of both worlds--a rare fusion of historical prestige and modern luxury in one of Lexington's most storied neighborhoods.

331 S Mill St, Lexington

$339,900

4 Beds ⋅ 3 Baths ⋅ 26023361 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

$924,900

3 Beds ⋅ 3 Baths ⋅ 26023112 MLS

Set in Lexington's beloved Fairway neighborhood, this charming stone home beautifully blends classic character with thoughtful updates and inviting spaces. A timeless tile roof and mature boxwoods frame the entry, creating an unforgettable first impression. Inside, the foyer opens to both the dining room and family room. You will love the 9 foot ceilings and original hardwood floors throughout the main level. The family room features an original fireplace and adjacent sitting area with built-ins, offering the flexibility to serve as a playroom, or home office. Generously sized, the dining room is ready for everything from weeknight dinners to big family gatherings. The kitchen features inset cabinetry with granite countertops, stainless steel appliances, and fantastic natural light with windows overlooking the private backyard. At the back entry, a dry bar with wine storage and a beverage refrigerator adds both function and style. Upstairs, the primary bedroom offers beautiful built-ins for both storage and display, along with a private en-suite bath. Two additional bedrooms share a hall bath with a combination tub/shower. Outside, the backyard features a large patio and mature trees—perfect for relaxed evenings and outdoor entertaining. The extended one-car garage offers a great deal of additional storage space for bikes and outdoor equipment. With its original details, abundant natural light, and coveted Fairway address, this special home offers the perfect combination of timeless Lexington charm and comfortable everyday living.

222 Kingsway Dr, Lexington

$306,289

3 Beds ⋅ 2 Baths ⋅ 26023043 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

$399,900

2 Beds ⋅ 3 Baths ⋅ 26022819 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. 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

$297,000

4 Beds ⋅ 4 Baths ⋅ 26022798 MLS

Completely reimagined from top to bottom, 443 Morgan Avenue offers the perfect blend of charm and modern convenience! This spacious 4-bedroom, 3.5-bath home boasts 2,054 sq. ft. of thoughtfully renovated living space. You'll love the gleaming new hardwood floors and open-concept layout that flows effortlessly from room to room. The brand new kitchen features butcher block countertops, stylish cabinetry, and new Frigidaire appliances including a smooth-top electric range and stackable washer/dryer (mud room w/sink). Major upgrades include a new HVAC system, new plumbing throughout, new 200-amp electric panel and new wiring throughout, new bathrooms, new outlets and fixtures, new vinyl siding, new drywall throughout and fresh interior paint, new tankless water heater, new energy-efficient windows and new insulation throughout including new spray foam insulation in crawlspace, ensuring comfort and efficiency. Step outside to enjoy both a welcoming front porch and a new covered back deck, ideal for relaxing or entertaining. This move-in-ready home is a rare gem in a convenient Lexington location!. Virtually everything is new in this home, all it needs now is a new homeowner! See Seller's Disclosure for a more detailed list of updates!

443 Morgan Ave, Lexington

$905,000

4 Beds ⋅ 3 Baths ⋅ 26022794 MLS

A beautifully renovated Chevy Chase home with a private guest house--an exceptional opportunity rarely found in 40502 in the heart of the coveted Chevy Chase neighborhood. This home is within a short walk to the new Publix which is coming soon, Wheeler pharmacy, Suggins restaurant, churches, schools and the Euclid Avenue shopping district. Thoughtfully updated while preserving its timeless character, this move-in-ready home offers inviting living spaces filled with natural light, beautiful hardwood floors, an updated kitchen, replacement windows, and quality finishes throughout. The private detached guest house (ADU) has 479 sq ft and is a standout feature, complete with a bedroom, full bath, kitchenette, dining area, and living room. Whether you're accommodating extended family, hosting long-term guests, creating a private home office, or looking for flexible living space, this separate guest house offers endless possibilities. The finished basement provides additional living space ideal for a family room, media room, fitness area, playroom, or hobby space. Outside, the beautifully landscaped yard and patio create the perfect setting for entertaining or simply relaxing. Major improvements include replacement windows, custom window treatments, a B-Dry waterproofing system, and a radon mitigation system, providing comfort and peace of mind for the next owner. A copy of the floor plan is attached.

1221 Providence Ln, Lexington

$359,000

2 Beds ⋅ 2 Baths ⋅ 26022786 MLS

Price correction on this beautiful Kenwick home. In one of Lexington's most beloved and walkable communities, 101 year old home lives like new. Some original hardwood flooring has been lovingly restored, adding warmth and character you can't replicate with new construction. Meanwhile, the attic level of the home was thoughtfully opened up in the style of a loft. The loft is finished with the ability to provide flexible space. Downstairs, a newly sealed basement provides clean, dry storage and laundry. Outside, the garage/workshop opens the door to real possibility?personal office, a true garage/workshop setup, or an accessory dwelling unit for rental income.In a neighborhood where nearly half of homes are rentals, this flexible bonus space is a genuine differentiator, whether you're planning to live here or invest here. With major systems replaced, restored original character, and a workshop built for whatever you need next, 377 Preston Ave offers a rare combination in Kenwick: low-maintenance peace of mind with room to grow.

377 Preston Ave, Lexington

$179,900

3 Beds ⋅ 1 Baths ⋅ 26022756 MLS

This 3-bedroom, 1-bath house offers a functional layout and plenty of potential for the buyer looking to build equity, make improvements, or add a property to their rental portfolio. The central location makes this property attractive for both owner occupancy and investment purposes.

457 Breckenridge St, Lexington

$349,900

3 Beds ⋅ 2 Baths ⋅ 26022483 MLS

Turnkey and move-in ready! This beautifully renovated and thoughtfully expanded 3-bedroom, 2-bath home offers 1,262 sq. ft. of finished living space with fresh, modern finishes throughout. Extensive updates include a new HVAC system, windows, plumbing, cabinetry, quartz countertops, laminate flooring, tile showers, and updated drywall and ceilings. The newly finished upper level adds valuable living space with an additional bedroom and full bath. From the moment you move in, the work has already been done, simply unpack and enjoy. The bright, refreshed interior offers a functional layout with stylish finishes throughout, while the encapsulated basement features water-management improvements for added peace of mind. Outside, you'll find a newly paved driveway with parking spaces. The fenced in backyard offers plenty of space for entertaining, pets, gardening, or relaxing at home. With three bedrooms, two full baths, a basement, fenced yard, and extensive improvements inside and out, this truly turnkey property offers the opportunity to move in and enjoy your new home from day one!

194 Rosemont, Lexington

$499,000

4 Beds ⋅ 3 Baths ⋅ 26022573 MLS

Super sharp Craftsman style 3 Br, 2 bath ranch in the desirable Bell CT area within walking distance to National Avenue, UK, downtown, restaurants, parks, shopping and more. A multi windowed sun porch welcomes you into the open great room and completely renovated kitchen, 3 large bedrooms and 2 full baths complete the 1st level. The 1320 sf unfinished basement is an excellent storage and flex space. There is a large 2 car detached garage with a spacious 1 BR, 1 bath apartment above. Great for rental, office or guests! Combined square footage of main house (1696sf) and apartment (576sf) is 2272 SF. Other features include new roof, side patio, large parking pad and ample fenced yard. Rare opportunity in a great and convenient location!

729 Hambrick Ave, Lexington

$410,000

2 Beds ⋅ 1 Baths ⋅ 26022232 MLS

Fantastic opportunity to renovate and make this charmer your own-right in the heart of Chevy Chase! Ranch 2 bedroom and one bath with extensive plants and foliage. Home is being sold "as is" . Great walkable location to UK, downtown and multiple restaurants.

166 Romany Rd, Lexington

$155,000

2 Beds ⋅ 1 Baths ⋅ 26022097 MLS

Welcome to 171 Arceme Avenue, a 2-bedroom, 1-bath home offering 1,048 sq. ft. of opportunity in Lexington's Castlewood neighborhood. Whether you're looking to add to your rental portfolio or take on your next investment project, this property offers plenty of potential. The home features a spacious kitchen with stainless steel appliances and washer/dryer hookups, along with a comfortable living area and a functional floor plan. Outside, the fully fenced backyard provides additional space and flexibility for future improvements.

171 Arceme Ave, Lexington

$750,000

3 Beds ⋅ 2 Baths ⋅ 25505525 MLS

Discover the peace you've been searching for on 17.6 acres of beautiful Kentucky countryside in Fayette County. This 3-bedroom, 2-bath home offers 2,125 sq ft of warm, comfortable living space with large rooms, great natural light, and scenic views from every window. The home is ready for you to make it your own and is intentionally priced below market value to allow room for your updates and improvements. If you've been dreaming of a horse property, this is ideal. The land is open, usable, and laid out perfectly for pastures, riding space, and future barns—horses welcome. Whether you want space for animals, gardening, weekend adventures, or simply room to relax, this rare Fayette County acreage offers unmatched privacy and endless possibility. Enjoy true country living with convenient access to both Lexington and Richmond—the best of both worlds and a property that doesn't come along often.

7897 Old Richmond Rd, Lexington

$475,000

4 Beds ⋅ 2 Baths ⋅ 26021347 MLS

Welcome to this Historic Pensacola Park home built in 1925 located in downtown Lexington! It has been over 33 years since this home was last on the market. This home features 4 bedrooms, 2 bathrooms, a complete separate living area upstairs with its own kitchen and bath as well as its own entrance from the back which would allow for separate living if wanted. Lots of potential for this home and all of the options that it has to offer!

1909 Nicholasville Rd, Lexington

$325,000

4 Beds ⋅ 2 Baths ⋅ 26021099 MLS

Welcome to this renovated home that is minutes from all the shopping, restaurants, bars/brewery's, Opera house, Rupp Arena, Transylvania University and Legends Field. It's also just a few miles to the Interstate. This charming home has 2 bedrooms and a bathroom on the main level, 2 bedrooms and a bathroom upstairs. There is also a full unfinished basement ready to be completed to your taste and there is an opportunity to make future equity by adding finished square footage. New kitchen cabinets and large kitchen island with granite countertops, stainless steel appliances. The laundry room is on the main level as well. New carpet and new bathrooms with tiled showers and floors. Everything on the main level and upstairs is new. New roof on house and garage and new water heater. New concrete driveway and sidewalk in the backyard that leads to a detached garage you'll appreciate all year. There will be a glass panel installed in the upstairs shower. Come and be a part of Lexington's exciting downtown! Selling As Is.

410 Morrison Ave, Lexington

$195,000

3 Beds ⋅ 1 Baths ⋅ 26020992 MLS

You're looking at a terrific investment opportunity in the heart of downtown Lexington with an established tenant and current lease in place, providing the potential for immediate rental income. The current owner has freshly remodeled the property, transforming the home both inside and out with new vinyl siding and numerous interior updates. The renovated kitchen features new cabinetry, stainless steel appliances, a stylish backsplash, and quartz countertops, while the modern bathroom includes a tiled walk-in shower, updated vanity, and contemporary finishes. A covered front porch and covered, raised wood deck at the rear of the home provide inviting outdoor spaces, while the backyard offers additional room to enjoy. Located less than half a mile from Transylvania University and just minutes from Rupp Arena, restaurants, shopping, events, and everything downtown Lexington has to offer.

317 Ross Ave, Lexington

$2,295,000

4 Beds ⋅ 5 Baths ⋅ 26020802 MLS

Rare opportunity to own a completely renovated home on Richmond Road. located on the corner of Richmond Rd. and Bassett Avenue directly across from the Henry Clay estate; this 1923 colonial home has been gutted down to the studs and meticulously renovated by Wooddale Partners. Every inch of the interior is brand new. Enter through the front door into a bright and inviting living room with full high window and fireplace looking into the formal dining room with a large triple window and full height window. The large family room is open to the kitchen that has custom handmade inlay cabinetry with built in fridge and dishwasher, 48? gas range, direct ventilation range hood, and large 48? workstation sink looking out onto the covered lanai that features a large gas fireplace, built in grill and fridge. The main level also features a breakfast nook, office, and mud/ laundry room. The primary bedroom has a large walk-in closet with custom built ins and island, sitting room, and beautifully designed bathroom. 3 guest bedrooms are all on suite with built in closets. The property sits on a 1/3 of an acre with a large yard, completely fenced in with room for an in ground pool. The detached 3 car garage is accessed off Bassett avenue with a driveway that fits 9 cars. Book your showing today to see all the fabulous hand selected finishes in person.

1501 Richmond Rd, Lexington

$490,000

2 Beds ⋅ 3 Baths ⋅ 26020455 MLS

This charming historical jewel is ready for it's next owner. It's not often you find over 2000 square feet in a house built in the 1910's but this one delivers with an open concept chefs kitchen dining combination that opens to a side patios for outdoor living. There is a large living space with a half bath for guests plus a foyer with character.... Speaking of character, this home has loads of it, exposed brick, decorative fireplaces and amazing lighting. Two spacious bedrooms both with private baths provide plenty of room for everyone to spread out. Finally, the backyard is oversized for the area with room for gardening or entertaining. Walk to all downtown has to offer or to Transylvania University- you don't want to miss making this one your own!

617 N Broadway, Lexington

$574,900

3 Beds ⋅ 3 Baths ⋅ 26019969 MLS

Welcome to 109 N. Ashland Avenue, a timeless Craftsman bungalow nestled in one of Lexington's most desirable and walkable neighborhoods. This charming 3-bedroom, 2.5-bath home perfectly blends classic character with modern comfort. Relax on the covered front porch before stepping inside to discover warm hardwood floors, traditional living areas, and an inviting floor plan designed for both everyday living and entertaining. Outside, the deep backyard offers plenty of space to enjoy, while the unbeatable location puts you just steps from local restaurants, coffee shops, parks, and everything that makes the Ashland Park/Bell Court area so special. Whether you're taking an evening stroll through the neighborhood or enjoying nearby Chevy Chase and downtown Lexington, you'll love the convenience and vibrant lifestyle this location provides. Don't miss this rare opportunity to own a classic Lexington bungalow in an exceptional location. This home is being offered AS-IS, inspection welcome. Please note the side alley includes an easement for this property. Two parking spaces in the middle of the back gate.

109 N Ashland Ave, Lexington

$389,900

4 Beds ⋅ 2 Baths ⋅ 26019903 MLS

Some homes simply have charm that you can't recreate. From the moment you arrive, this timeless Colonial home feels less like Central Kentucky and more like a quiet New England village. The crisp white clapboard exterior, black accents, brick walkways, and charming arched openings connecting the home, breezeway, and garage create an unforgettable first impression that only gets better. Inside, the home stays true to its character with wide-plank hardwood floors, arched built-ins framing the fireplace, and a sunny bay window that fills the living room with natural light. The custom kitchen beautifully balances old and new with stainless steel appliances, soft close white shaker cabinetry, granite countertops, a copper farmhouse sink, subway tile backsplash, and a swinging butler door leading into the formal dining room. The first floor primary bedroom offers generous space, dual closets, and large picture windows, while the nearby full bath adds a designer touch with its concrete-schmear walls. Upstairs, you'll find three additional bedrooms that share a beautifully renovated full bathroom with a tiled walk-in shower. The basement adds ample storage space with an adorable laundry nook complete with the original laundry sink with built in wash-board! Outside, the fully fenced backyard provides plenty of room to garden, play, or entertain. A large brick patio creates the perfect gathering space, while the attached garden bay provides convenient storage for pots, tools, and seasonal equipment. This is the kind of home that stays with you long after you've left. Come see why!

452 Parkway Dr, Lexington

$199,800

3 Beds ⋅ 1 Baths ⋅ 26019781 MLS

282 E Loudon Ave, Lexington

$275,000

3 Beds ⋅ 1 Baths ⋅ 26019579 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

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