Homes for Sale in 40508

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  /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
• 

  

  

  /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
• 

  

  

  /40

  $479,500

  • 1 Bed
  • 1 Bath
  • 1,141 Sq Ft

  361 S Upper St Unit 363, Lexington, KY 40508

  Add your chapter to the story of this iconic c. 1805 log cabin, 220 years after its construction. Thought to be the oldest surviving log residence in Lexington still on its original site, this two-story, two-bay clapboard-wrapped home offers a blend of early Kentucky heritage and downtown convenience. In 1994, the Blue Grass Trust for Historic Preservation saved the structure from demolition,

  James Turek Bluegrass Sotheby's International Realty

  361 S Upper St Unit 363, 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
• 

  

  

  /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
• 

  

  /4

  $510,000

  • 4 Beds
  • 2 Baths
  • 3,680 Sq Ft

  212 Old Georgetown St, Lexington, KY 40508

  Fully renovated and full of charm, this 4-bedroom, 2-bath home at 212 Old Georgetown St offers an impressive 3,680 sq ft of stylish living space in the heart of Lexington. With fresh updates throughout, spacious rooms, and a versatile layout, this home blends modern comfort with historic character—just minutes from downtown and UK's campus.

  David Espinosa Bluegrass Realty Pros, Inc

  212 Old Georgetown St, 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
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  /2

  $129,900

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  635 Breckenridge St, Lexington, KY 40508

  Investment Opportunity. This one story home has 3 bedrooms and 2 baths. It has nice size backyard and is close to Downtown, Winchester Rd, etc. The property will need a complete renovation.

  Jay Atkins Atkins Real Estate

  635 Breckenridge St, 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
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  /33

  $269,900

  • 3 Beds
  • 1 Bath
  • 980 Sq Ft

  317 Ross Ave, Lexington, KY 40508

  Welcome to 317 Ross Ave — a beautifully renovated home just minutes from the heart of downtown Lexington! This move-in ready property has been completely updated from top to bottom, offering modern finishes and thoughtful upgrades throughout. Step inside to discover a brand-new kitchen featuring stylish cabinetry, sleek countertops, and updated appliances. The bathroom has also been completely

  Jenny Perron EXP Realty, LLC

  317 Ross Ave, 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
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  /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
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  /4

  $685,000

  • 5 Beds
  • 5.5 Baths
  • 2,529 Sq Ft

  616 Bellaire Ave, Lexington, KY 40508

  Investor special! This 5-unit multi-family property at 616 Ballaire Ave offers a great opportunity in a high-demand rental area near downtown and UK. The building includes one 2 bed/1 bath unit, three 1 bed/1 bath units, and one studio. With strong income potential and a central location, this property is a solid addition to any rental portfolio.

  David Espinosa Bluegrass Realty Pros, Inc

  616 Bellaire Ave, 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
• 

  

  /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
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  /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
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  /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
• 

  

  /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
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  /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
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  /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
• 

  

  /5

  $195,000

  • 2 Beds
  • 1 Bath
  • 992 Sq Ft

  248 E Fifth St, Lexington, KY 40508

  Charming 2-Bedroom Rental in the Heart of Lexington!Welcome to 248 East 5th Street—a cozy and well-maintained 2-bedroom, 1-bathroom home currently used as a rental in a walkable, up-and-coming area near downtown Lexington. This property features a functional floor plan with a bright living space, spacious kitchen, and comfortable bedrooms. The home also includes a covered front porch,

  David Espinosa Bluegrass Realty Pros, Inc

  248 E Fifth St, Lexington, KY 40508
• 

  /2

  $249,000 New Construction

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  453 Speigle St, Lexington, KY 40508

  *Proposed construction*. Unique opportunity to own a new construction home under 300k ideally located to downtown and the Distillery District. This modern home will feature an open concept, designer kitchen with granite tops and a full suite of appliances, LVP floors, and LED light fixtures. Imagine not having to do maintenance for years to come with this brand new home. Estimated completion in

  Thomas Harper Tom Harper and Associates

  453 Speigle St, Lexington, KY 40508
• 

  

  /12

  $1,120,000

  • 5 Beds
  • 5 Baths
  • 2,772 Sq Ft

  150 Deweese St, Lexington, KY 40507

  Downtown Lexington income property producing over $103,000 in 2024 and projected to exceed $111,000 in 2025! Built in 2016, this 5-unit multifamily offers modern construction, low maintenance, and strong rental demand in one of Lexington's most desirable areas. Each unit features a 1-bed/1-bath layout with full kitchen and bath — ideal for long-term tenants or short-term rental flexibility. With

  Bob Sophiea eXp Realty, LLC

  150 Deweese St, Lexington, KY 40507
• 

  

  /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
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  /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
• 

  

  /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. This stunning property offers the potential for an Airbnb or conversion back to a single-family home, allowing for flexibility in how you choose to use the space. Each apartment features its own private entrance, kitchen, full bathroom living area and a common laundry room for long-term

  Angie Fields Lifstyl Real Estate

  311 Madison Place, 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
• 

  

  /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
• 

  

  /21

  $124,900

  • 3 Beds
  • 1 Bath
  • 1,146 Sq Ft

  712 Florence Ave, Lexington, KY 40508

  NEW Roof August 2025! Newer HVAC and gas water heater. This 3 bedroom house has a covered front porch entry, a good sized kitchen, off-street parking, and a storage building in the back yard. Located inside new circle, with easy access to Georgetown RD, Newtown Pike, and downtown. Property being sold as is. Investor Alert! Property could make a great investment with potential for buy and hold or

  Brian Raisler Mayca Property Solutions

  712 Florence Ave, 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
• 

  

  /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
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  /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
• 

  

  /12

  $125,000

  • 2 Beds
  • 1 Bath
  • 804 Sq Ft

  447 Greenwood Ave, Lexington, KY 40508

  Rented for $1,100 until end of 2025. Requires 24-48 Hours to show Charming 2-Bedroom Investment Opportunity with Great Potential! This well-maintained 2-bedroom, 1-bath home is the perfect addition to your investment portfolio or a great starter home! Featuring classic hardwood floors, a dedicated laundry room, and central HVAC for year-round comfort, this property combines charm and

  Casey Weesner Weesner Properties, Inc.

  447 Greenwood Ave, Lexington, KY 40508
• 

  

  /9

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  150 York St, Lexington, KY 40508

  Duplex Investment Opportunity Near Downtown Lexington!Welcome to 148-150 York Street—a well-maintained duplex offering two 1-bedroom, 1-bathroom units in a prime location just minutes from downtown Lexington and the University of Kentucky. Each unit features a comfortable layout with separate entrances, making it ideal for tenants seeking privacy and convenience. With a strong rental

  David Espinosa Bluegrass Realty Pros, Inc

  150 York 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
• 

  

  /30

  $249,500

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  714 Florida St, Lexington, KY 40508

  Discover 714 Florida Street, Lexington KY 40508—a fully remodeled home just minutes from downtown and UK campus. Featuring new flooring, fresh paint, updated lighting, and modern finishes throughout, this move-in-ready home blends style and comfort. The brand-new kitchen offers stainless steel appliances and sleek cabinetry, while renovated bathrooms provide a fresh, contemporary feel. With

  Avery Brown Team Pannell Real Estate

  714 Florida St, 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
• 

  

  /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
• 

  

  /28

  $479,000

  • 3 Beds
  • 1 Bath
  • 1,696 Sq Ft

  317 S Mill St, Lexington, KY 40508

  Own a piece of Lexington History-The Adam Rankin House Circa 1784. Rare opportunity to own what is believed to be Lexington's oldest houses. Rich in character and history this house offers timeless charm paired with modern conveniences. Inside a wide central hall separates a spacious kitchen with a fireplace on one side and a large living room with a fireplace on the other.Upstairs you will find

  Jane Pappas Keller Williams Bluegrass Realty

  317 S Mill St, 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

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