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$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

$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

$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

$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

$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

$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

$1,499,000
4 Beds 3 Baths 26019454 MLS
A rare offering in the heart of Ashland Park, this distinguished Colonial Revival residence stands as a testament to the enduring elegance and architectural refinement that defined the style's popularity at the turn of the century. Among the earliest homes constructed on coveted South Ashland Avenue, it enjoys a commanding presence and a rich connection to one of Lexington's most treasured historic neighborhoods. A gracious front porch sets the tone, inviting leisurely afternoons spent greeting neighbors and enjoying the timeless charm of tree-lined South Ashland Avenue. Inside, soaring ceilings, exquisite millwork, and a wide center hall create a sense of grandeur rarely found in today's homes. A remarkable reverse staircase, illuminated by a skylight above, provides access to the second level from the rear of the residence while filling the home's interior with natural light. Throughout, distinctive crown moldings highlight the craftsmanship of a bygone era, while the kitchen's handsome coffered ceiling adds warmth and architectural interest. Designed for both elegant entertaining and comfortable daily living, the first floor features an exceptional collection of gathering spaces, including a formal living room, formal dining room, a richly appointed den, an inviting family room, a spacious kitchen, a bedroom, and a full bath. Each room flows gracefully into the next, creating an atmosphere that is both sophisticated and welcoming. The second level features a spacious primary suite with a cozy sitting area, providing a private retreat at day's end. Two additional bedrooms and a full bath enjoy lovely views of the beautifully landscaped rear grounds. Outdoors, the private backyard serves as a peaceful oasis, with mature landscaping and a deck perfect for al fresco dining and entertaining. The porte cochere provides covered parking and everyday convenience while complementing the home's historic character. Ideally located just steps from the boutiques, cafés, and restaurants of Chevy Chase, this exceptional residence offers the rare opportunity to own a piece of Ashland Park history while enjoying one of Lexington's most desirable and walkable neighborhoods.

262 S Ashland Ave, Lexington

$3,100,000
4 Beds 7 Baths 26019343 MLS
Nestled in the heart of Chevy Chase just off Tates Creek Road, this 4-bedroom, 6.5-bath home is a stunning study in classic elegance minutes from the University of Kentucky, Kroger Field, hospitals, dining, and entertainment. A masterful, complete renovation doubled the original square footage. Reclaimed wood floors sourced from a single Virginia barn run throughout. The eat-in kitchen showcases Imperial Danby countertops and Thermador appliances; an indoor-outdoor patio features a two-way fireplace. The main level adds a full and half bath plus laundry. Upstairs, the expansive primary suite offers two full baths and two walk-in closets, alongside two bedrooms, each with an en-suite bath. The finished lower level includes a home gym, playroom, en-suite bedroom, and ample storage. Outside: a gated drive with porte cochère and a two-car detached garage with finished space above full bath and kitchenette included.

1231 Eldemere Rd, Lexington

$715,000
4 Beds 3 Baths 26019338 MLS
Discover the perfect blend of historic charm, modern updates, and investment potential at 124 Old Lafayette Avenue. Located in Lexington's highly desirable 40502 area, this beautifully maintained home offers 2,134 square feet of inviting living space with 4 bedrooms and 3 full bathrooms. Inside, you'll find beautiful hardwood floors, abundant natural light, and timeless architectural character throughout. The updated kitchen and renovated bathrooms provide modern style and convenience while preserving the home's classic appeal. The spacious floor plan offers comfortable living with plenty of room to relax or entertain. Step outside to enjoy the large back patio, perfect for outdoor gatherings or quiet evenings, while the detached garage adds valuable storage and functionality. This property is also an exceptional turnkey investment opportunity, with tenants already in place through July 2027, providing immediate rental income from day one. Whether you're looking to expand your investment portfolio or secure a future personal residence while generating income in the meantime, this home offers incredible flexibility. Conveniently located just minutes from the University of Kentucky, downtown Lexington, parks, shopping, dining, and entertainment, this property combines location, character, and long-term value.

124 Old Lafayette Ave, Lexington

$199,900
3 Beds 1 Baths 26019298 MLS
**Location is everything! Welcome home to this adorable 3 bed, 1-bath ranch-style home inside New Circle Road! Boasting 1,000 square feet of efficiently designed living space, this home features easy-care laminate floors and a fully equipped updated kitchen with a dishwasher, range, and refrigerator. This home also offers a large private 3rd bedroom or additional family room!!! Step outside to a lovely porch and a spacious large wood-fenced backyard complete with a storage shed—perfect for pets, gardening, or extra storage. Central location near NO-LI District, Greyline Station, Warehouse District, and DOWNTOWN Lexington!! This move in ready property combines convenience and comfort!! Schedule your private showing before it's gone!!

1043 Marcellus Dr, Lexington

$785,000
4 Beds 3 Baths 26016618 MLS
Step into a piece of Lexington history where timeless architecture meets sophisticated modern living. Built in 1875 and inspired by the elegance of a mid-1700s Charleston, South Carolina residence, this remarkable 2,640-square-foot home is one of downtown's true architectural treasures. Completely renovated in 2017, every update was thoughtfully designed to preserve the home's irreplaceable character while seamlessly incorporating today's modern conveniences. Every room tells a story while providing the comfort and style today's buyers expect. To top it off LOCATION!!! Situated in one of downtown Lexington's most prestigious historic districts, you're just steps from everything that makes city living exceptional. Walk to Rupp Arena, acclaimed local restaurants, breweries, boutique shopping, coffee shops, entertainment, parks, and year-round events. Historic charm. Modern luxury. An unbeatable downtown lifestyle. Opportunities like this rarely come along.

472 W Second St, Lexington

$165,000
2 Beds 1 Baths 26018818 MLS
Completely renovated! New roof, water heater, kitchen, flooring, windows, and appliances! (July 2026). This move-in ready bungalow offers modern updates and a spacious yard in a convenient downtown Lexington location. Step onto the inviting covered front porch and into a bright, welcoming home. New windows fill the space with abundant natural light, while the kitchen showcases new cabinetry, beautiful quartz countertops, and all new stainless steel appliances. Cozy up by the inviting fireplace with a stylish tile surround. The large fenced backyard provides plenty of space for outdoor living, entertaining, and making it your own. Minutes away from The Commons and downtown Lexington dining and shopping. Enjoy the perfect blend of classic charm and modern comfort in this beautifully updated Lexington home. Seller is motivated!

436 Price Rd, Lexington

$589,000
2 Beds 2 Baths 26018002 MLS
Situated in one of Lexington's most beloved neighborhoods, this classic 2 bedroom, 2 bath Hollywood bungalow is ready for its next chapter. Great flex space upstairs that could be used as a 3rd bedroom. 9-foot ceilings and newly refinished walnut hardwood floors set a warm, inviting tone throughout. The show stopping kitchen and family room addition offers generous space for gathering, entertaining, and everyday living all bathed in natural light. Step outside to a large, lush yard perfect for relaxing or play, or unwind on the welcoming front porch that captures the true spirit of this storied street. Situated in the heart of "40502", this home enjoys a premier walkable location — just steps from shops, restaurants, and neighborhood schools. A rare opportunity to own a piece of Lexington's architectural charm in a neighborhood that truly has it all. Call today.

814 Melrose Ave, Lexington