Homes for Sale in 40508

• 

  

  

  /60

  $329,900

  • 4 Beds
  • 4 Baths
  • 2,084 Sq Ft

  275 E Fourth St, Lexington, KY 40508

  Fully remodeled and move-in ready! This spacious home features fresh paint, new flooring, granite countertops, and 4 full bathrooms, a rare find. With 3 bedrooms plus a bonus room, there's plenty of flexible space. Enjoy peace of mind with a new HVAC and water heater. The privacy fenced yard sits on a double lot, offering extra parking and outdoor space. A detached garage with workshop or storage

  Timothy Maxberry The Brokerage

  275 E Fourth St, Lexington, KY 40508
• 

  

  

  /22

  $229,000

  • 1 Bed
  • 1 Bath
  • 572 Sq Ft

  250 S Martin Luther King Blvd Unit 317, Lexington, KY 40508

  Live simply and centrally in this efficient 1-bedroom, 1-bath condo located in the well-maintained City Court Condominiums. Offering 572 sq ft of functional living space, this freshly remodeled unit is perfect for anyone seeking low-maintenance living with close access to Lexington's top attractions. Recent updates include brand-new quartz countertops, a fully remodeled bathroom, fresh paint

  Bob Sophiea eXp Realty, LLC

  250 S Martin Luther King Blvd Unit 317, Lexington, KY 40508
• 

  

  

  /55

  $648,900

  • 5 Beds
  • 3 Baths
  • 3,109 Sq Ft

  311 Madison Place, Lexington, KY 40508

  Beautiful 1895 Historic Home in Woodward Heights Historic District - 3 Separate Apartments - 3,109 Sq Ft - Currently an Active Airbnb. This beautifully maintained historic home is currently operating as a successful Airbnb with three separate apartments. The property offers the potential for conversion back to a single-family home, allowing for flexibility in how you choose to use the space. Each

  Angie Fields Lifstyl Real Estate

  311 Madison Place, Lexington, KY 40508
• 

  

  

  /34

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,090 Sq Ft

  650 N Martin Luther King Blvd, Lexington, KY 40508

  Fully renovated and thoughtfully designed, this downtown Lexington home offers the perfect blend of style, function, and location. The open-concept main level features a modern kitchen with quartz countertops, stainless steel appliances, and seamless flow into the living space—ideal for everyday living or entertaining. Two bedrooms, a full bath, and main-level laundry complete the first floor,

  Robert Dence Lifstyl Real Estate

  650 N Martin Luther King Blvd, Lexington, KY 40508
• 

  

  

  /20

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,021 Sq Ft

  422-424 E 2nd St, Lexington, KY 40508

  Opportunity Knocks! Whether you're looking for your first investment with a great live-in duplex option or you're a seasoned investor adding to a strong, low-vacancy portfolio, this property is a standout opportunity. Both units are studio-style layouts, offering simple, efficient living spaces that have great appeal. Inside, you'll find luxury vinyl plank flooring throughout. The location also

  Walker Sabourin The Local Agents

  422-424 E 2nd St, Lexington, KY 40508
• 

  

  /19

  $309,900

  • 4 Beds
  • 2 Baths
  • 1,613 Sq Ft

  799 Bennett Ave, Lexington, KY 40508

  Don't miss this centrally located duplex, an exceptional investment opportunity listed below appraised value just minutes from Rupp Arena and Keeneland. Each unit offers two bedrooms and one bathroom, with updated kitchens and bathrooms throughout. The first-floor unit is freshly painted and move-in ready, while the upstairs unit is currently occupied. With its turn key condition and prime

  Rusty Underwood Christies International Real Estate Bluegrass

  799 Bennett Ave, Lexington, KY 40508
• 

  

  /20

  $159,990

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  336 Ohio St, Lexington, KY 40508

  Located in the heart of downtown Lexington and all it has to offer, this well maintained and updated all brick ranch is ready to welcome you home! Gleaming oak hardwood floors (installed in 2018) greet you as you enter the spacious living room, which is highlighted by a decorative fireplace as its centerpiece. The dining room features floor to ceiling cabinets bookending the window and plenty of

  John Black The Brokerage

  336 Ohio St, Lexington, KY 40508
• 

  

  /18

  $269,900

  • 3 Beds
  • 1 Bath
  • 958 Sq Ft

  117 W Maxwell St, Lexington, KY 40508

  This property was remodeled to the studs back 25 yrs ago and was used as Joe Bologna's office since then. The rooms are open to each other now & doors would have to be added to make any of the rooms feel more like a bedroom. Due to the current B-1 zoning, the house can be used as an Airbnb (short term rental), or can be used by a business owner as a "live where you work" situation. Cannot be a

  Travis Emnett Top Ten Realty

  117 W Maxwell St, Lexington, KY 40508
• 

  

  /17

  $110,000

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  334 Oak St, Lexington, KY 40508

  Affordable, updated, and close to it all! 334 Oak St offers spacious rooms, updated flooring, fresh paint, and a new water heater. Enjoy a fully fenced yard plus a cozy covered front porch. Minutes from downtown, Newtown Rd, Georgetown Rd, and New Circle — this move-in-ready home is a fantastic find at this price point.

  Chaney Hughes Red 1 Realty

  334 Oak St, Lexington, KY 40508
• 

  

  /19

  $186,000

  • 3 Beds
  • 1.5 Baths
  • 920 Sq Ft

  430 Lindberg Dr, Lexington, KY 40508

  Discover this beautifully renovated 3-bedroom, 1.5-bath home offering modern style and comfort in a smart, efficient 920 sq ft layout. Updated from top to bottom, this home features new appliances, new HVAC, and stunning cosmetic selections throughout. Step into a bright living room, following a modern kitchen complete with soft-close cabinets and contemporary finishes. The primary bedroom on the

  Erika Beatty Plum Tree Realty

  430 Lindberg Dr, Lexington, KY 40508
• 

  

  /41

  $489,900

  • 3 Beds
  • 3.5 Baths
  • 1,886 Sq Ft

  516 Maryland Ave Unit 126, Lexington, KY 40508

  Easy living in the heart of downtown Lexington! This beautifully maintained 3-level townhome is located in the gated community of Townhouses at Jefferson Street, offering unmatched convenience with restaurants, distilleries, entertainment venues, and Rupp Arena all within walking distance. A gated front garden that leads to the entry level with a welcoming foyer, private ensuite bedroom perfect

  

  Robin Jones

  Keller Williams Legacy Group

  (859) 295-6308

  516 Maryland Ave Unit 126, Lexington, KY 40508
• 

  

  /6

  $580,000

  • Land
  • 0.42 Acre
  • $1,380,952 per Acre

  801 N Broadway, Lexington, KY 40508

  Offering a 0.42 acre site for sale on a highly visible corner in Lexington. With a flexible B-1 Zone (Neighborhood Business) the property lends itself to a number of potential users. Located on the corner of West Loudon Avenue and North Broadway the site boasts considerable a traffic count and multiple points of egress. The property is located adjacent to several retail stores and is only 1.5

  Adam Boardman Block + Lot Real Estate

  801 N Broadway, Lexington, KY 40508
• 

  

  /13

  $79,999

  • Land
  • 0.21 Acre
  • $380,948 per Acre

  123 Henton Rd, Lexington, KY 40508

  Discover an exceptional opportunity with this well-located lot just minutes from downtown and within walking distance to The Distillery District and Turner Commons. Enjoy the convenience of quick access to New Circle Road and I-75, making commuting and exploring the city effortless. Whether you're looking to build a home or develop an investment property, this versatile lot offers endless

  Ellie Hatton The Brokerage

  123 Henton Rd, Lexington, KY 40508
• 

  

  /23

  $205,000

  • 3 Beds
  • 1 Bath
  • 1,035 Sq Ft

  635 N Martin Luther King Blvd, Lexington, KY 40508

  New price! Back on the market due to no fault of the seller or home. This beautifully updated 3-bedroom, 1-bath home offers modern comfort at an incredible value. Renovated in 2022, the home features newer roof shingles, vinyl siding, drywall, paint, light fixtures, updated plumbing, and vinyl windows. Enjoy luxury vinyl flooring throughout the main areas, plus a fully renovated kitchen and bath.

  Chaney Hughes Red 1 Realty

  635 N Martin Luther King Blvd, Lexington, KY 40508
• 

  

  /49

  $474,900

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  369 E Main St Unit 402, Lexington, KY 40507

  Stunning Condo experiencing the best of Downtown Lexington in the highly desirable Field & Main building featuring 18 units with secure building entrance, reserved parking spaces, rooftop club space and space outdoor deck for relaxing or entertaining, located on the 5th floor with views of Thoroughbred Park this 2 bedroom 2 full bath condo offers the finest finishes and amenities including tall

  J. Richard Queen Turf Town Properties

  369 E Main St Unit 402, Lexington, KY 40507
• 

  

  /26

  $149,900

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft

  413 Chestnut St, Lexington, KY 40508

  A great opportunity for first-time buyers! This well-kept 2-bedroom home offers affordability, convenience, and important updates already done—roof, HVAC, and water heater are just 4 years old. Located minutes from downtown Lexington, this 892 sq ft home is move-in ready and can close before year-end.

  

  Christine Palm

  Haven Homes Group

  (859) 350-1783

  413 Chestnut St, Lexington, KY 40508
• 

  

  /36

  $199,000

  • 1 Bed
  • 1 Bath
  • 548 Sq Ft

  222 Bolivar St Unit 210, Lexington, KY 40508

  This rare one-bedroom loft offers the perfect blend of character and lifestyle with soaring ceilings, hardwood floors and an additional 200 additional sq ft for storage or flex space. The open-concept layout creates an airy, modern feel ideal for everyday living or a stylish urban retreat. Located adjacent to the University of Kentucky and within an easy walk to downtown Lexington, this spot puts

  Kristine Cassata Indigo & Co

  222 Bolivar St Unit 210, Lexington, KY 40508
• 

  

  /17

  $175,000

  • 4 Beds
  • 1 Bath
  • 1,302 Sq Ft

  923 Whitney Ave, Lexington, KY 40508

  Don't miss the opportunity to own this income producing, recent remodel! Four beds, beautiful new Kitchen, stainless appliances, all new vinyl flooring throughout, large backyard and off street parking! Conveniently located close to downtown Lexington!

  Karen A Smith Silks Realty Group

  923 Whitney Ave, Lexington, KY 40508
• 

  

  /35

  $420,000

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft

  276 E Fourth St, Lexington, KY 40508

  Don't miss this duplex in the heart of downtown! Lovingly restored in 2019 this duplex has old world charm mixed with modern amenities. The units both have great kitchens with updated cabinetry and appliances. The living areas are spacious and airy. Each units has two bedrooms and an updated bath and they each have a washer and dryer. During the past renovation plumbing, electric as well as the

  Lindsay Barsotti ERA Select Real Estate

  276 E Fourth St, Lexington, KY 40508
• 

  

  /25

  $124,900

  • 1 Bed
  • 1 Bath
  • 512 Sq Ft

  633 Ohio St, Lexington, KY 40508

  This compact home is conveniently located near downtown Lexington. Warm bamboo hardwood floors throughout the living room, bedroom, and kitchen. The kitchen has white shaker style cabinets, butcher block countertops, and includes a range, refrigerator, and over the range microwave. The bathroom is finished with ceramic tile including a walk in ceramic tile shower. There is even a washer/dryer

  Brian Raisler Mayca Property Solutions

  633 Ohio St, Lexington, KY 40508
• 

  

  /19

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,230 Sq Ft

  326 E Third St, Lexington, KY 40508

  This completely remodeled 3-bedroom, 2 bath charmer in historic downtown Lexington has all the modern updates you're looking for and a location you'll love. Enjoy your morning coffee on the covered back porch, or make the spacious backyard your next big project-garden, play space, or hangout spot, the possibilities are endless! Just steps from Martine's Bakery, the historic Lyric Theatre, and a

  Mica Guillaume Rector Hayden Realtors

  326 E Third St, Lexington, KY 40508
• 

  

  /54

  $349,000

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft

  222 Bolivar St Unit 202, Lexington, KY 40508

  HOLIDAY SEASON PRICE IMPROVEMENT — NOW OFFERED AT $349,000! This larger-than-average loft truly stands apart with its custom design and expanded square footage, offering a rare opportunity to own in one of Lexington's most sought-after urban locations. Just announced in December 2025, the Gatton Foundation made a historic $150 MILLION donation to the University of Kentucky, the largest in UK

  Casey Weesner Weesner Properties, Inc.

  222 Bolivar St Unit 202, Lexington, KY 40508
• 

  

  /76

  $799,000

  • 5 Beds
  • 3 Baths
  • 2,942 Sq Ft

  344 Madison Place, Lexington, KY 40508

  Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork

  Cynthia Trgo Diamond Real Estate Group, Inc

  344 Madison Place, Lexington, KY 40508
• 

  

  /3

  $235,000

  • 1 Bed
  • 1 Bath
  • 867 Sq Ft

  650 S Mill St Unit 421, Lexington, KY 40508

  The interior photos are a representation of the unit and may be of a similar unit in the building. This property is under a rental lease for $1575/month until August 1, 2026. All showings must be scheduled with plenty of notice. This spacious one bedroom features a bonus room, 15' ceilings, luxury finishes, large windows, and neutral paint! This centrally located property offers quick access to

  Debbie Adams Home Forward

  650 S Mill St Unit 421, Lexington, KY 40508
• 

  

  /18

  $159,900

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  423 Hawkins Ave, Lexington, KY 40508

  Well-maintained 3-bedroom, 1-bath home located in downtown Lexington. Excellent investment opportunity with a tenant already in place, generating $1,200/month in rental income. Features include durable vinyl flooring, open space layout and a single parking space on the side of the property. Conveniently located near shops, restaurants, and entertainment. Ideal for investors, first-time home

  Daniela Virguez National Real Estate

  423 Hawkins Ave, Lexington, KY 40508
• 

  

  /4

  $187,000

  • 3 Beds
  • 2 Baths
  • 1,162 Sq Ft

  433 E Fourth St, Lexington, KY 40508

  Charming and move-in ready, this 3-bedroom, 2-bath home at 433 E Fourth St offers modern updates with classic character in a convenient downtown Lexington location. Featuring a spacious layout, updated kitchen and baths, and a private backyard, this home is perfect for anyone looking to be close to campus, dining, and city amenities.

  David Espinosa Bluegrass Realty Pros, Inc

  433 E Fourth St, Lexington, KY 40508
• 

  

  /3

  $50,000

  • Land
  • 0.04 Acre
  • $1,250,000 per Acre

  568 Maryland Ave, Lexington, KY 40508

  Location, location, location!! Lot in walking distance to Jefferson St. Corridor, the new Gatton park, and many things downtown Lexington including Entertainment District, Rupp Arena and more. Near UK, Transylvania University, I-64/75, easy commute to airport and more. Such an opportunity to build your custom home as you like!

  Kathy Martin The Brokerage

  568 Maryland Ave, Lexington, KY 40508
• 

  

  /24

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,345 Sq Ft

  406 Delcamp Dr, Lexington, KY 40508

  Welcome to 406 Delcamp Drive, a beautifully updated 3-bedroom, 2-bath home that blends classic 1950's charm with modern style. Step inside to find an open-concept living space filled with natural light, hardwood floors throughout, and a stylish kitchen featuring stainless steel appliances, quartz countertops, and two-tone cabinetry. Two bedrooms and a full bathroom are conveniently located on the

  Sheridan Sims Keller Williams Commonwealth

  406 Delcamp Dr, Lexington, KY 40508
• 

  

  /40

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft

  750 Maple Ave, Lexington, KY 40508

  Wonderful updated downtown home on corner lot. Step up to the large and inviting covered front porch, complete with a porch swing. As you enter, you'll be greeted by an open main living area with high ceilings, connecting to a spacious kitchen with matching appliances and plenty of cabinet space. Down the hall, the primary bedroom boasts an ensuite attached full bath, and a spacious walk-in

  Brad Tun Turf Town Properties

  750 Maple Ave, Lexington, KY 40508
• 

  

  /45

  $980,000

  • 5 Beds
  • 3.5 Baths
  • 3,722 Sq Ft

  331 S Mill St, Lexington, KY 40508

  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

  Taylor Martin Keller Williams Bluegrass Realty

  331 S Mill St, Lexington, KY 40508
• 

  

  /14

  $125,000

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft

  184 Eastern Ave, Lexington, KY 40508

  Experience the perfect blend of comfort, functionality, and value in this thoughtfully designed 3-bedroom, 1-bath townhome, an ideal opportunity for first-time buyers, growing families, or savvy investors alike. Step inside to discover a bright and open floor plan that maximizes space and natural light, creating a warm and inviting atmosphere throughout. The spacious living area offers a

  Judy Murphy Denniston Realty

  184 Eastern Ave, Lexington, KY 40508
• 

  

  /22

  $299,000

  • 2 Beds
  • 2 Baths
  • 1,374 Sq Ft

  607 N Broadway, Lexington, KY 40508

  Step into one of Lexington's true hidden treasures, where historic charm meets modern comfort. Perfectly located just minutes from downtown and the interstate, this home offers unbeatable walkability to local favorites like West 6th Brewery, North Lime Coffee & Donuts, and the bustling Greyline Station. Inside, you'll find a stunning blend of craftsmanship and style. The home features granite

  Taylor Martin Keller Williams Bluegrass Realty

  607 N Broadway, Lexington, KY 40508
• 

  

  /20

  $144,900

  • 2 Beds
  • 1 Bath
  • 1,180 Sq Ft

  443 Ohio St, Lexington, KY 40508

  Step inside this enchanting 1900-built home and discover the timeless elegance of yesteryear blended with modern livability. Original hardwood floors, gracious 10-foot ceilings, and detailed trim molding create an inviting, authentic feel that's a rare find. The living room and kitchen area layout opens the space up. The eat-in kitchen offers cozy functionality, updated bathroom tile respects the

  Nicholas Ratliff Real Broker LLC

  443 Ohio St, Lexington, KY 40508
• 

  

  /40

  $235,000

  • 3 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  424 Greenwood Ave, Lexington, KY 40508

  Hidden gem in the heart of Lexington! Don't be fooled by the modest exterior, this home is full of beautiful surprises inside! Stylish laminate flooring flows throughout both the first and second floors, creating a modern look. The inviting living room features a striking black brick fireplace, adding warmth and character to the space. It seamlessly connects to the dining area and kitchen, where

  Ivan Timoshchuk Lifstyl Real Estate

  424 Greenwood Ave, Lexington, KY 40508
• 

  

  /50

  $309,000

  • 4 Beds
  • 2 Baths
  • 1,967 Sq Ft

  240 E Third St, Lexington, KY 40508

  Located in the heart of downtown Lexington, this duplex sits on a rare double lot and offers both income potential and flexibility. One side is currently occupied, providing immediate rental income, while the other side is vacant and ready for a new tenant or owner-occupant. With its prime location, large lot, and multi-unit setup, this property is perfect for investors, house-hackers, or anyone

  Maxine Reyburn RO&CO Real Estate

  240 E Third St, Lexington, KY 40508
• 

  

  /32

  $182,900

  • 2 Beds
  • 1 Bath
  • 1,276 Sq Ft

  301 Ash St, Lexington, KY 40508

  Welcome home to 301 Ash St. A charming and wheelchair-accessible 2-bedroom, 1-bath property in the heart of downtown Lexington! This home offers comfort, functionality, and thoughtful accessibility throughout. The open floor plan provides easy mobility, with wide doorways and durable tile flooring designed to support smooth movement for wheelchairs or mobility devices. The spacious kitchen flows

  Vicky Roark Roark Realty

  301 Ash St, Lexington, KY 40508
• 

  

  /42

  $439,500

  • 3 Beds
  • 2.5 Baths
  • 1,770 Sq Ft

  216 E Fifth St, Lexington, KY 40508

  Fall in love with this stunningly renovated 3-bedroom, 2.5-bath home in the heart of downtown Lexington! Originally built in 1900, this brick home was taken down to the studs and reimagined with a brand-new layout. This home now offers a private first floor primary suite, a full bath and two spacious bedrooms (or office space) upstairs, and more. Every inch has been thoughtfully designed with

  Jenny Perron EXP Realty, LLC

  216 E Fifth St, Lexington, KY 40508
• 

  

  /41

  $439,900

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  508 E Main St Unit 409, Lexington, KY 40508

  Full of charm and character, The Wellington Arms remains one of Main Street's most treasured landmarks. Designed in 1932 by Kentucky's first licensed architect as Lexington's premier luxury apartment building, it was thoughtfully converted to condominiums in the 2000s. This 2-bedroom, 2-bath, Penthouse condo blends preserved historic detail with modern updates, offering a truly unique downtown

  James Turek Bluegrass Sotheby's International Realty

  508 E Main St Unit 409, Lexington, KY 40508
• 

  

  /14

  $115,000

  • 3 Beds
  • 1.5 Baths
  • 1,072 Sq Ft

  858 Charles Ave, Lexington, KY 40508

  Open House Tues. Oct 14th from 5pm-6pm. Fantastic opportunity in Lexington! This 3-bedroom, 1.5-bath ranch is a versatile find—ideal for investors looking to add to their portfolio or for an owner-occupant ready to make it their own. The home offers a functional floor plan with plenty of potential, plus the added convenience of an extra half bath. Whether you're seeking steady rental income or a

  Tyler Smith Keller Williams Bluegrass Realty

  858 Charles Ave, Lexington, KY 40508
• 

  

  /12

  $110,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  862 Charles Ave, Lexington, KY 40508

  Open House Tues. Oct. 14th from 5pm-6pm. Looking for your next investment opportunity? This 2-bedroom, 1-bath ranch in Lexington is ready to deliver. Compact and manageable, it's a great fit for first-time investors wanting to break into the rental market or for experienced investors wanting to add a steady performer to their portfolio. This home offers excellent potential for consistent cash

  Tyler Smith Keller Williams Bluegrass Realty

  862 Charles Ave, Lexington, KY 40508

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