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$459,000
6 Beds 2 Baths 26019619 MLS
Don't miss this versatile duplex located in one of Lexington's most desirable areas. Whether you're an investor looking to add a strong income-producing property to your portfolio or a buyer hoping to live in one unit while offsetting your mortgage by renting the other, this property offers outstanding flexibility and potential. Situated just minutes from the University of Kentucky, downtown Lexington, Chevy Chase, and local shopping and dining, this duplex is well-positioned for consistent rental demand. Each unit offers its own private living space, making it an attractive option for both tenants and owner-occupants. Whether you're looking to generate immediate rental income, build long-term equity, or take advantage of the benefits of owner-occupied investing, 270 Sherman Avenue is an opportunity you won't want to miss.

270 Sherman Ave, Lexington

$375,000
3 Beds 3 Baths 26019607 MLS
Welcome to 2013 Drummond Drive in Lexington's highly desirable Coventry neighborhood! This beautifully maintained 3-bedroom, 2.5-bath home offers approximately 1,900 square feet of thoughtfully designed living space with an inviting open layout perfect for both everyday living and entertaining. A dramatic two-story foyer welcomes you inside and leads to a spacious great room featuring a cozy fireplace and abundant natural light. The kitchen is sure to impress with stainless steel appliances, ample counter space, stylish cabinetry, and a seamless flow into the dining and living areas. Upstairs, you'll find a convenient laundry room, generously sized secondary bedrooms, and a spacious primary suite complete with a walk-in closet and private ensuite bath. Step outside and enjoy your own backyard retreat featuring a covered deck, additional sun deck, and a flat fenced yard surrounded by mature landscaping and greenery perfect for relaxing and entertaining. Conveniently situated near the Legacy Trail, Interstate access, shopping, dining, Kentucky Horse Park, and downtown Lexington, this home offers the perfect combination of comfort, convenience, and community. Don't miss your opportunity to make this move-in-ready home yours!

2013 Drummond Dr, Lexington

$2,450,000
26019604 MLS
1040-1050 Eastland Drive offers 17,247 SF for lease or is available as an ideal owner occupant/investment sale where a purchaser can occupy its business in the vacancy, while enjoying in place income. The property features 30,488 total SF demised into three high demand sizes for the market creating a diversified asset, has an excellent overall office to warehouse ratio of 13.65% office, concrete block construction ranging between 1970-1974, 1.41 acres zoned I-1, 6 docks, 4 drive-ins, 16' clear height, LED lighting, newer EPDM roofs (2016/2019) with assignable warranties, wet sprinkler system, and much more. 1040-1050 Eastland Drive runs between Loudon Avenue and New Circle Road in the Winchester Road/eastern corridor of Lexington, KY. The property is 0.8 miles from New Circle Road, 2.7 miles from I-75/I-64 and 8.5 miles from Bluegrass International Airport. With an MSA over 645,000, Lexington is the second largest market in the Commonwealth of Kentucky. Central Kentucky provides a strategic location for businesses through access to a highly educated labor force, low startup and operational costs, below average cost of living and its location at the I-75/I-64 intersection providing a 24 hour or less drive to approximately 70% of the United States population. Property Highlights: -High demand size for Lease (17,247 SF) -Great owner-occupant purchase with in place income -Excellent office:warehouse ratio with newly-renovated office space -6 docks/4 drive ins, 16' clear height -Small outside storage for each unit -Newer roofs

1040-1050 Eastland Dr, Lexington

$285,000
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

$227,000
3 Beds 1 Baths 26019573 MLS
Located in the highly desirable Garden Springs neighborhood, this 3-bedroom, 1-bath ranch offers a fantastic opportunity for buyers looking to create their personal vision. With 1,053 square feet of living space, this home features hardwood floors throughout much of the home, a spacious eat-in kitchen, convenient utility room, and a welcoming living room with a custom fireplace. Outside, you'll find a large backyard with patio offering plenty of room for gardening, entertaining, or playing. Whether you're a first-time buyer, investor, or simply in search of a classic ranch in this well-established neighborhood, this property is ideal for buyers looking to build equity and is convenient to so much; Kroger, Garden Springs and Gardenside shopping centers, restaurants, downtown and UK, parks, schools, and major roadways.

2184 Stephens Ln, Lexington

$179,000
2 Beds 2 Baths 26019564 MLS
Welcome home to this beautifully maintained townhouse offering the perfect blend of comfort, convenience, and low-maintenance living. Ideally situated just minutes from shopping, dining, and major interstate access, this move-in-ready home is perfect for homeowners and investors alike. Step inside to an inviting open-concept floor plan where a warm fireplace serves as the focal point of the spacious living area, creating an ideal setting for both everyday living and entertaining. The well-appointed kitchen comes complete with all new appliances and flows effortlessly into the main living space. Durable tile flooring extends throughout the first level, while a convenient half bath enhances functionality. Sliding glass doors open to a private front patio, providing a great space to enjoy your morning coffee or unwind at the end of the day. Upstairs, you'll find two generously sized bedrooms with ample closet space, a full bathroom, and a dedicated laundry and utility room. Two assigned parking spaces are located just steps from the front entrance, making daily living even more convenient. Combining an excellent location, functional layout, and move-in-ready condition, this is an exceptional opportunity you won't want to miss. Schedule your private showing today! Owner/Agent.

2900 Affirmed Ct Unit B, Lexington

$624,900
5 Beds 3 Baths 26019536 MLS
Welcome to this beautifully maintained 5-bedroom, 3-full-bath ranch with a finished walkout basement. Seller is offering $10,000 in concessions for accepted offer to be used towards updates or rate buy down. Ideally located in Lexington's sought-after Hamburg area. With quick access to I-75 and I-64, commuting to surrounding counties is a breeze while shopping, dining, parks, and entertainment are just minutes away. The inviting open-concept floor plan offers seamless flow between the living room, dining area, and kitchen, creating the perfect space for everyday living and entertaining. The main level features a spacious primary suite with a private full bath, two additional bedrooms, a second full bath, and a convenient laundry room. Downstairs, the fully finished walkout basement offers outstanding flexibility with a kitchenette area, large living space, two additional bedrooms, and a third full bath. Whether you're looking for multi-generational living, guest accommodations, a home office, or extra entertaining space, this level provides endless possibilities. Enjoy outdoor living from the upper deck overlooking the backyard or step out onto the covered concrete patio from the walkout basement. Combining over two levels of functional living space, a versatile layout, and an unbeatable Hamburg location, this home is ready to accommodate a variety of lifestyles. Schedule your private showing today!

2973 Constantine Ave, Lexington

$185,000
2 Beds 2 Baths 26019502 MLS
Low-maintenance living in an unbeatable location! Welcome to 726 Spring Meadows Drive in the desirable Harrods Park community. This well-maintained townhouse offers 2 bedrooms, 2 full baths, and approximately 1,000 square feet of comfortable living space with dedicated parking and a maintenance-free exterior for easy, worry-free ownership. Ideally located just off Harrodsburg Road, you'll enjoy quick access to New Circle Road, downtown Lexington, the University of Kentucky, Baptist Health, UK HealthCare, St. Joseph Hospital, shopping, restaurants, and entertainment. Whether you're a first-time homebuyer, downsizing, a UK employee, or a medical professional, you'll appreciate the convenience of this central location. For investors, this property has an impressive track record, serving as a successful rental for the past 10 years. Whether you're looking for a place to call home or a turnkey investment opportunity, this townhouse offers exceptional value, location, and convenience.

726 Spring Meadows Dr, Lexington

$349,900
3 Beds 3 Baths 26019500 MLS
Are you looking for a 3 bedroom ,2.5 bathrooms brick ranch home in the highly desirable Stone Creek subdivision/area? Welcome to 388 Cromwell Way! This awesome all brick 3 bedroom, 2.5 bathrooms ranch home features main level family/living room with gas log fireplace, updated eat in kitchen, down the hall you'll find 2 additional bedrooms, a full hall bath, and a primary suite complete with its own full bathroom. BRAND NEW CARPET UPSTAIRS! The finished walkout basement (thru garage) expands your living space with a second family room/den, half bathroom, utility room, and a very LARGE walk-in closet, great for storage! And, last but not least, 2 car garage ,deck, and a good size privacy fenced in yard for our 4 legged friends! Close to shopping, dining, parks, and schools. Don't miss the opportunity to make this move-in ready home your own, call today!

388 Cromwell Way, Lexington

$459,000
3 Beds 3 Baths 26019490 MLS
This cute little bungalow hides a surprise in the back - a whole separate house! TWO houses - a unique opportunity for multigenerational living, property sharing, guest quarters, or a working-from-home suite, located close to hospitals, university, and downtown. The original bungalow is a beautifully renovated (2021) two bed, two bath with 9' ceilings and hardwood. Sunlight fills the living room, opened to maximize the house's space, and features a gas fireplace and recessed lighting. Walking into the bedroom area, the primary suite is to the right, with a classically tiled bathroom, large walk-in shower and two closets. At the front of the house is the light-filled second bedroom. Adding to the ambiance is the Victorian-style tile, clawfoot tub, and pedestal sink of the hall bath. Bold classic green cabinets fill the eat-in kitchen, while white quartz countertops and large windows keep the space airy and neutral. The stainless gas range and double-door refrigerator stay with the house. Through the kitchen, one step down, is a large mudroom with laundry hookups, storage space, and a utility sink. Exiting the house from the mudroom, curved stone steps lead to the idyllic private patio, fitted between the two houses; just the right size for dinner entertaining and outdoor movie watching. The second house, an ADU, new in 2023, had no expense spared and boasts Hardiplank exterior, extra-large Marvin casement windows, craftsman awning details, and even a hot and cold outdoor faucet. Walking in, you're greeted with a dramatic vaulted great room with a beamed ceiling and loft overlook. A full petite kitchen, with stainless appliances, custom cabinets, and a movable island, makes this a full home. This space lives big! The current owner hosted a 22-person Friendsgiving here last year! A ladder leads to the loft, which can be a fun guest space or mini studio with lots of under-eave storage. In the back half of the ADU, there is a bedroom, a full shower bath with a stackable laundry area (this washer & dryer stay) and an additional room that could be used as a dressing space or storage. Behind the ADU is a dog run area and a large gambrel-roof shed with double doors. This home is truly treasured and has been the source of pride and pleasure for the owner for the last 5 years. Come and see this lovely in-town two-houses on one lot. ( Listing agents are related to Sellers.)

117 Penmoken Park, Lexington

$648,500
4 Beds 3 Baths 26019465 MLS
Backing to Jacobson Park, this well-maintained home offers a desirable combination of privacy, convenience, and functional living space. The spacious floor plan features generous living areas, comfortable bedrooms, and a layout designed for both everyday living and entertaining. Enjoy peaceful backyard views with direct access to the natural beauty of Jacobson Park, creating a unique setting to relax or spend time outdoors. A new roof installed in 2024 provides added peace of mind, and the whole-home generator offers dependable backup power year-round. Conveniently located near shopping, dining, Hamburg, Interstate 75, and downtown Lexington, this home combines thoughtful updates with an exceptional location backing to one of the area's most popular parks.

3716 N Park Ridge Ln, Lexington

$649,900
4 Beds 4 Baths 26019456 MLS
Beautifully remodeled and well maintained 4 bedroom (2 primary suites) 3.5 bathroom home on a half acre lot in one of Lexington's most desirable neighborhoods. With a most sensible, effortless layout, the home has a cozy, comfortable feel all on one level. One feels immediately at home. Cindy Blair Way offers both a formal living and dining room, with beautiful crown moldings throughout. The beautiful hardwood floors were redone in 2023, with LVP added in the Great Room and the office/4th bedroom. In addition, a wonderful eat-in kitchen with all new stainless steel appliances and quartz countertops were installed in 2023. The kitchen flows seamlessly into the family room with a gorgeous fireplace surrounded by wall high bookcases. This home is heated and cooled with 2 heat pumps, installed in 2023 and 2026, zoned for maximum comfort with a back up steam heating system powered by gas for extremely cold days in winter. The large front porch is welcoming to neighbors and friends in addition to a privacy fence enclosed brick patio perfect for entertaining and relaxation.

697 Cindy Blair Way, Lexington

$484,900
4 Beds 3 Baths 26019453 MLS
Move right into this beautifully updated 4-bedroom, 2.5-bath home offering 2,616 sq. ft. in the highly desirable Southpoint neighborhood. Thoughtfully maintained and loaded with recent improvements, this home features a newer roof, HVAC system, Andersen front windows, a stunning cedar screened porch, fresh interior paint, updated hardwood flooring and tile, a newer refrigerator and microwave, and a beautifully updated kitchen. The spacious main level is perfect for both everyday living and entertaining, offering a welcoming living room, formal dining area, eat-in kitchen, and a large family room. Upstairs, the oversized primary suite boasts vaulted ceilings, a generous walk-in closet, and plenty of room to unwind. Three additional bedrooms share a full bath, while the conveniently located second-floor laundry room provides ample storage space. Ideally situated within walking distance of Veterans Park and just minutes from The Summit at Fritz Farm, Fayette Mall, restaurants, and shopping, this exceptional home combines comfort, style, and an unbeatable location. Schedule your private showing today!

385 Whitfield Dr, Lexington

$1,000,000
4 Beds 5 Baths 26019445 MLS
ONLINE ONLY ABSOLUTE AUCTION!!! Online BIDDING ENDS Sunday, August 16, 2026 at 6:00PM. Terms & Conditions are as follows: As Is/Non-Contingent/10% earnest money deposit/30 day settlement/buyer's premium applies, see terms & conditions for details. Visit www.HalfhillAuctions.com for more information. Kristin Halfhill-Larimore, Principal Auctioneer, 859-333-1855. **Experience refined luxury with everyday livability in this exceptional custom-built estate spanning ±4,922 SF located in desirable Tuscany. From the moment you enter the dramatic two-story foyer, the craftsmanship and attention to detail are immediately evident. The main level offers an impressive blend of formal and casual living spaces, including a spacious dining room, beautifully appointed kitchen, and custom millwork throughout. The inviting living room features exposed cedar beams, a gas fireplace with remote, and a striking ceramic surround. Designed for both entertaining and everyday living, the chef's kitchen showcases floor-to-ceiling cabinetry, a full suite of KitchenAid appliances, a dedicated eat-in dining area, and an oversized pantry. The first-floor primary suite provides a private retreat with a spacious custom-organized walk-in closet, an expansive 10-foot double vanity with quartz countertops and makeup area, soaking tub, oversized shower, smart toilet, heated floors, and luxurious marble finishes throughout. Upstairs, three generously sized bedrooms are joined by two beautifully finished bathrooms featuring marble details and custom handrails. The fully finished, open-concept basement expands the living space with a second kitchenette, bonus room, guest bedroom, full bathroom, and abundant storage. Outdoor living is equally inviting, with a covered back porch complete with a gas fireplace—an ideal spot to relax and enjoy the changing seasons. This exceptional home combines thoughtful design, upscale finishes, and remarkable attention to detail in one of Tuscany's most desirable settings. Schedule your private showing today to experience it firsthand.

2624 Lucca Pl, Lexington

$325,000
4 Beds 2 Baths 26019446 MLS
Discover the perfect blend of classic charm and modern convenience in this beautifully updated 4-bedroom, 2-bathroom brick ranch. Situated in a highly desirable Lexington location, this home offers spacious living both inside and out, making it an absolute must-see. Step through the front door into a bright, inviting main level featuring an updated kitchen. Head downstairs to the full, finished walkout basement. This versatile lower level is perfect for a secondary family room, home office, recreational space, or a guest suite. Step out back to your private covered outdoor patio, the ideal spot for morning coffee, evening cookouts, or entertaining guests year-round. Car enthusiasts and hobbyists will fall in love with the oversized detached two-car garage, offering abundant space for vehicles, a workshop, and extra storage.

312 Purdue Pl, Lexington

$450,000
4 Beds 3 Baths 26019291 MLS
Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Willow Oak subdivision on Lexington's south side! Offering 2,290 square feet of well-designed living space, this home is tucked toward the back of the neighborhood, providing a quiet setting with minimal traffic. The first floor features two separate living areas, perfect for entertaining, working from home, or creating flexible living spaces. The open-concept kitchen flows seamlessly into the family room, creating the ideal gathering space. Upstairs, you'll find four spacious bedrooms and two full bathrooms, including a generous primary suite with plenty of room to unwind. Recent updates include new laminate flooring throughout the first floor, a new front door, and a new water heater. Step outside to enjoy the flat backyard and oversized rear patio, perfect for relaxing or hosting family and friends. Conveniently located near shopping, dining, parks, and everything Lexington's south side has to offer, this home is ready for its next owner. Schedule your private tour today!

805 Willow Oak Cir, Lexington

$350,000
2 Beds 2 Baths 26019437 MLS
Welcome to Unit 201 at The Lofts at Gratz Park, where location isn't just a feature, it's the entire advantage. This 2-bed/2-bath modern industrial loft sits in the heart of historic Gratz Park, a National Register neighborhood with restored 19th-century character and active walkable streets. From your front door, Rupp Arena is an 11-minute walk, the UK Campus is 16 minutes on foot, and virtually everything that defines Lexington's downtown life - dining, nightlife, culture, shopping, and the Opera House falls within a 5-15 minute walk. Historic Gratz Park itself is steps away, offering green space and walking paths. The unit features an open-concept living and kitchen that flows seamlessly with tall ceilings and striking exposed brick throughout. Modern industrial finishes, large windows that flood the space with natural light, two spacious bedrooms, and two full baths tie the home together. Dedicated basement storage space provides practical convenience, and an interior elevator, a rare downtown amenity, makes daily living effortless. This expertly renovated loft building contains only 8 units total, avoiding the apartment complex feel while offering professional amenities including secure entry, building security cameras, closed-circuit video entry system, and keyless access. A private entry foyer adds privacy and character. 1 parking spot included in HOA fees through a city agreement with LexPark, an exceptional value for downtown living. Perfect for UK visitors, extended stays, downtown professionals, students, or anyone seeking true walkable urban living without compromise. This is downtown done right with character, convenience, and community all within walking distance.

200 W Second St Unit 201, Lexington

$515,000
4 Beds 4 Baths 26018234 MLS
Located in beautiful Andover Hills Subdivision near I-75 and Hamburg, This magnificent traditional home boasts a large driveway at the end of a cul-de-sac. This home features hardwood & tile on the first floor, fresh paint, wood burning fireplace. Great home office or additional living space greets you as you enter into this well appointed home. Formal dining room is great for entertaining. Modern Kitchen includes: granite countertops, painted cabinetry & updated hardware. This kitchen has a modern feel. The rear deck with steps leading to rear fenced yard. This home features a ton of natural light, with a finished walkout basement that includes full bathroom and large recreation area. Second level has spacious bedrooms with nice closet space. Primary bedroom features an extended vanity with dressing/makeup area, tub and separate shower. 2 car oversized garage, with over 570s.f. of garage space! Well loved home with several updates including first floor HVAC system, water heater & roof. Enjoy the Andover walking trails and green space. Mature landscaping w/ a fenced rear yard. Don't miss this charming home ready for new owner

717 Maple Ridge Ln, Lexington

$305,000
3 Beds 3 Baths 26019378 MLS
It's all happening in Hamburg these days! Location of this home is a couple of minutes to an enormous amount of Restaurants, Shopping, Groceries (New Fresh Market) , New Baptist Health Care Hospital, Costco, Movie Theater and more. Easy and close to access to I-75 and I-64. If you enter through the front door, you'll be on the second level, where everyone will gather in the open floor plan. The kitchen is open to large living room and has a place for a dining table and a breakfast bar. The kitchen as granite countertops and stainless steel appliances and a pantry. Upstairs on the top floor, there are 2 primary en suites, the bigger primary has a walk in closet and shower glass doors. Down on the lower level is a large flex room which could be used for another living space (movies, office, etc.) or another bedroom. Also you'll find a half bath and a large unfinished laundry room that could be finished with adding a closet. This home has lots of storage! The lower level has a window and door leading out to the private, quaint patio. The patio leads into a detached 2 car garage, facing the rear. If you're looking for maintenance free living that includes amenities such as a pool, clubhouse, gym, recreational space and we think you'll enjoy the beautiful common grounds. Selling As Is.

2359 Aristocracy Cir, Lexington

$792,000
4 Beds 4 Baths 26019367 MLS
This desireable and charming 4 plex is located in the heart of Chevy Chase and is walkable to schools, shopping and many resturants, as well as the University of Kentucky. Each unit has a Living Room, Dining Room, Kitchen, Bedroom and full Bath. Plus a spacious front porch for each unit. The many updates include new Kitchen cabinets, dishwashers, lighting, new HVAC (2001), updates to electric (2001), new membrane roof (2009), and updates to the plumbing (2023). Each inviting unit features hardwood flooring and many large windows allowing great natural light. There is a full Basement with washer & dryer hook ups and a lockable storage unit for each unit. An added bonus is the one car covered parking space for each unit in the backyard. All units are currently rent for $1100 or $1150 per month. The charming character, convenient location and "move-in ready" condition make these units a very desireable choice. Zoned R-3. Being sold as is - inspections welcome.

1515 Fontaine Rd, Lexington

$810,000
4 Beds 4 Baths 26019369 MLS
185 Kentucky Avenue is wonderful investment opportunity! Located just across from Woodland Park, with beautiful treed views, and very convenient to Downtown Lexington, the University of Kentucky and the large employment center with three large hospitals and more! Each unit has a Living Room, Dining Room, Bedroom, walk in closet, and full Bath, plus an inviting covered front porch for watching the fun activities in the park. The stately brick building has been beautifully maintained with refinished hardwood floors, a new roof (2016), new HVAC systems (2001), new Kitchens, gas stoves, dishwashers, under counter lighting & refridgerators in each unit, (2003). The full Basement offer washer & dryer hook ups and lockable storage lockers for each unit! There is parking in back for each unit. All units are currently rented for $1100 or $1150 each. The charming character, convenient location and "ready to move in" condition make these units a very desirable choice. Plus for an added use and income potential, this building is zoned B-1. Shared driveway. Being Sold as is - Inspections Welcome.

185 Kentucky Ave, Lexington