Homes for Sale near Henry Clay High School

• 

  

  

  /65

  $1,070,000

  • 4 Beds
  • 3 Baths
  • 3,046 Sq Ft

  425 Hart Rd, Lexington, KY 40502

  Quintessential Chevy Chase charm meets exquisite renovation in this one-of-a-kind home. A stone walkway and covered front porch set the tone for what awaits inside—an impeccable remodel by Back Construction where every finish exudes quality and care. The open foyer and great room welcome you with dazzling decor, hand-laid hardwood flooring, a stunning new stone fireplace flanked by custom

  Whitney Durham Bluegrass Sotheby's International Realty

  425 Hart Rd, Lexington, KY 40502
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  /5

  $399,900

  • 4 Beds
  • 2 Baths
  • 2,152 Sq Ft

  125-127 Greenbriar Rd, Lexington, KY 40503

  Duplex in highly desirable 40503 Glendover neighborhood! 2 beds and 1 bath on both sides. Basement with detached garage. Rental agreements are in place - $1,350 through Nov 2025 and $1,450 through Sept 2026. Contact listing agent for more details. Selling as-is, inspections welcome. 48 notice please.

  Natalee Mason The Real Estate Group

  125-127 Greenbriar Rd, Lexington, KY 40503
• 

  

  

  /23

  $324,999

  • 4 Beds
  • 4 Baths
  • 1,977 Sq Ft

  2772 Lockhurst Rd, Lexington, KY 40517

  Welcome to 2772 Lockhurst Rd in Lexington, KY 40517, a charming home that combines comfort, functionality, and potential. The residence features four bedrooms and multiple bathrooms, offering ample space for family and guests. Large windows bathe interior rooms in natural light, creating an inviting and warm atmosphere. The kitchen, while efficient, offers room for customization and modernization

  Dylan Coulter Tru Life Real Estate

  2772 Lockhurst Rd, Lexington, KY 40517
• 

  

  

  /25

  $479,900

  • 4 Beds
  • 2 Baths
  • 2,423 Sq Ft

  307 Richmond Ave, Lexington, KY 40502

  Beautifully renovated 4 bedroom 2 full bath home with lots of space. New flooring throughout, including new hardwood on the first floor. Three bedrooms upstairs and one on the main level. Kitchen has beautiful granite countertops and stainless steel appliances. Large flat backyard that is completely fenced. Large storage shed in back that could be used as a work shop. Don't miss out on this

  Andy Denton Pinnacle Real Estate Group

  307 Richmond Ave, Lexington, KY 40502
• 

  

  

  /23

  $250,000

  • 3 Beds
  • 1 Bath
  • 1,734 Sq Ft

  2104 Saint Teresa Dr, Lexington, KY 40502

  Welcome home to this updated ranch-style home featuring a partially finished basement, beautiful hardwood flooring, and a remodeled kitchen. Recent updates include a new roof, windows, interior doors and flooring, offering move-in-ready comfort. The basement provides a rec area and bonus room. Enjoy outdoor living in the partially fenced, private backyard with storage shed. A one year home

  Vanessa Vale Team - Vanessa Vale Womack LPT Realty

  2104 Saint Teresa Dr, Lexington, KY 40502
• 

  

  /15

  $189,000

  • 1 Bed
  • 1 Bath
  • 574 Sq Ft

  125 Forest Ave Unit 3003, Lexington, KY 40508

  Downtown living with neighborhood charm! Newly updated with fresh paint and carpet! This one of a kind condo is nestled right off Main Street in one of Lexington's premier neighborhoods, Bell Court! Walk to nearby coffee shops, restaurants, work, school or your favorite park because they are all right here! The space includes dishwasher, washing machine, tile floors and a big bathroom! The Clay

  J Corey Griffo RE/MAX Elite Lexington

  125 Forest Ave Unit 3003, Lexington, KY 40508
• 

  

  /30

  $269,000

  • 3 Beds
  • 2.5 Baths
  • 1,559 Sq Ft

  209 Old Todds Rd Unit 9106, Lexington, KY 40509

  Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhome conveniently located just minutes from shopping, dining, and UK's campus! Step inside to find a bright and open first floor featuring a spacious living area, a full kitchen perfect for entertaining, and a half bath for guests. The second floor offers two comfortable bedrooms with a full, shared bath — ideal for family,

  Andrea Coughtry Lifstyl Real Estate

  209 Old Todds Rd Unit 9106, Lexington, KY 40509
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  /50

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,657 Sq Ft

  3195 Yellowstone Pkwy, Lexington, KY 40517

  Great investment opportunity! This large, recently remodeled duplex is move-in ready and perfectly located. Each unit offers 2 spacious bedrooms and an open-concept layout with updated finishes throughout. Enjoy large, fenced backyards, perfect for outdoor living or pets. Don't miss this chance to add a well-maintained property to your portfolio in a great location!

  Carrie Stewart Bluegrass Properties Group

  3195 Yellowstone Pkwy, Lexington, KY 40517
• 

  

  /13

  $174,900

  • 2 Beds
  • 1 Bath
  • 1,044 Sq Ft

  540 El Paseo Place, Lexington, KY 40517

  Move in ready and fully updated, this charming Lexington townhome combines style, comfort and convenience! Enjoy peace of mind with brand new appliances, HVAC, flooring and more. The inviting open-concept upper level is perfect for entertaining or relaxing, while the lower level offers two spacious bedrooms and a beautifully refreshed bath. Ideally located near shopping, dining and every day

  Sarah Zabawa The Brokerage

  540 El Paseo Place, Lexington, KY 40517
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  /37

  $225,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  3336 Buckhorn Dr, Lexington, KY 40515

  Welcome to 3336 Buckhorn Drive—a classic brick ranch offering 1,200 sq ft of single-level living in an established Lexington neighborhood. This 3-bedroom, 1-bath home features a functional layout with easy-flow living spaces and timeless curb appeal. A one-car attached garage adds everyday convenience, while the ranch design provides accessibility and comfort. The property offers a manageable

  Bob Sophiea eXp Realty, LLC

  3336 Buckhorn Dr, Lexington, KY 40515
• 

  

  /19

  $142,500

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  284 Osage Ct, Lexington, KY 40509

  New Roof as of March 2025! This updated and freshly painted unit in the Woodhill area offers hardwood bamboo floors in the living areas and bedrooms with vinyl in both bathrooms. The kitchen features a smooth top range and side by side refrigerator. There is a small fenced backyard that opens to community green space with a playground and basketball court.

  Brian Raisler Mayca Property Solutions

  284 Osage Ct, Lexington, KY 40509
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  /52

  $1,100,000

  • 8 Beds
  • 4 Baths
  • 3,926 Sq Ft

  1802 Carolyn Dr, Lexington, KY 40502

  Updated 4-Plex in highly sought after 40502 area. The condo features hardwood floors, updated bathrooms and kitchens, wonderful new light fixtures and tile work, storage area in the basement, and lots of parking in the private lot and on a quite street. Seller may also consider selling individual units.

  Hill Parker Turf Town Properties

  1802 Carolyn Dr, Lexington, KY 40502
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  /59

  $469,000

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  4417 Turtle Creek Way, Lexington, KY 40509

  Fantastic opportunity in Chilesburg! Offering 4 bedrooms, 2.5 bathrooms, a first floor primary suite, screened in porch and an inground swimming pool. Step on to the front porch and enter in to the inviting two story foyer. To your right, you'll find a formal dining room that opens to the kitchen and breakfast area. The two story great room has a fireplace and built ins, and there is a laundry

  S Alexander Lennon Bluegrass Sotheby's International Realty

  4417 Turtle Creek Way, Lexington, KY 40509
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  /29

  $310,000

  • 4 Beds
  • 2 Baths
  • 2,020 Sq Ft

  546 Mount Tabor Rd, Lexington, KY 40517

  Step into this move-in ready 4-bedroom, 2-bathroom split-level home featuring updates throughout. Enjoy brand new laminate flooring, a new roof and gutters, and a bright, updated kitchen with brand new stainless steel appliances, sleek granite countertops, and plenty of cabinet space. The lower level offers a spacious living room complete with a beautiful fireplace. Both bathrooms have been

  JESSICA MORENO Hendricks Real Estate Team

  546 Mount Tabor Rd, Lexington, KY 40517
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  /24

  $309,900

  • 3 Beds
  • 2 Baths
  • 1,174 Sq Ft

  110 Hazel Ave, Lexington, KY 40502

  ****Seller willing to make concessions for Closing Costs**** Hot Kenwick Location! Renovated 3BR/2BA home in one of Lexington's most desirable neighborhoods. This move-in ready property offers a seamless flow from the welcoming front porch through the main living area to a private back patio—perfect for everyday living and entertaining. The updated eat-in kitchen features new appliances,

  Robert Ferrell Guide Realty, Inc.

  110 Hazel Ave, Lexington, KY 40502
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  /91

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 7,235 Sq Ft

  870 McMeekin Place, Lexington, KY 40502

  This elegant and impeccably maintained estate is nestled in Lexington's coveted McMeekin subdivision, where privacy meets sophistication. A circular drive and welcoming front porch—framed by enviable leaded-glass sidelights—set the tone for what lies within. Inside, a marble foyer and gleaming hardwood floors open to light-filled living and dining spaces. The oversized family room, complete with

  Whitney Durham Bluegrass Sotheby's International Realty

  870 McMeekin Place, Lexington, KY 40502
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  /6

  $125,000

  • Land
  • 1.38 Acres
  • $90,580 per Acre

  5540 Athens Boonesboro Rd, Lexington, KY 40509

  Ground lease. Location has unlimited potential with major current and future developments in this area. Close to I-75, EXIT-104 with lots of vehicular traffic. Close proximity to Lexington Soccer Stadium with many sports fans. Bring your imagination and achieve great success. Ground lease terms negotiable.

  Michael D'Souza Lifstyl Real Estate

  5540 Athens Boonesboro Rd, Lexington, KY 40509
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  /43

  $599,000

  • 2 Beds
  • 2.5 Baths
  • 2,724 Sq Ft

  104 Somersly Place, Lexington, KY 40515

  Just minutes from UK, downtown, hospitals, shopping, and interstate access, this beautifully maintained townhome offers the perfect blend of luxury and convenience. The open-concept layout features upgraded trim work, a gourmet eat-in kitchen with custom cabinetry, under-cabinet lighting, stainless appliances (including a gas range), and a spacious great room with soaring ceilings, skylights,

  Kitty Lane Bluegrass Sotheby's International Realty

  104 Somersly Place, Lexington, KY 40515
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  /83

  $849,900 Open Sat 1PM - 3PM

  • 4 Beds
  • 4.5 Baths
  • 4,327 Sq Ft

  3888 Tatton Park, Lexington, KY 40515

  OPEN HOUSE! Saturday (10/18) & Sunday(10/19) 1-3PM. Welcome to Ellerslie—where timeless elegance meets modern convenience. Meticulously cared for by its original owners, this remarkable residence offers the perfect blend of sophistication, comfort, and function. With a brand-new roof and a newly built deck, this home combines peace of mind with fresh spaces to enjoy inside and out. Featuring 4

  Melia Hord Keller Williams Bluegrass Realty

  3888 Tatton Park, Lexington, KY 40515
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  /26

  $329,999

  • 4 Beds
  • 1 Bath
  • 1,190 Sq Ft

  336 E Lowry Ln, Lexington, KY 40503

  Welcome home! This updated 4-bedroom gem offers not just a fresh coat of paint, also updated plumbing and electric! Updated stainless kitchen appliances, washer and dryer, a resurfaced tub, and clean air with a new MERV air filtration system, along with other updates, this house is move-in ready and waiting for you! Relax in the fenced backyard with raised gardening bed and enjoy the refreshed

  Amy VanWinkle Waizenhofer Real Estate

  336 E Lowry Ln, Lexington, KY 40503
• 

  

  /24

  $199,000

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft

  473 Plainview Rd, Lexington, KY 40517

  PRICED 31K BELOW APPRAISAL! Welcome to 473 Plainview Drive, nestled in the desirable Mt. Tabor Heights Subdivision and conveniently located near shopping, dining, schools, and parks! This charming and meticulously maintained home offers the perfect blend of comfort, function, and modern convenience. Inside, you'll find spacious living areas filled with natural light, original hardwood flooring,

  Vincent Riggs The Brokerage

  473 Plainview Rd, Lexington, KY 40517
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  /34

  $349,500

  • 3 Beds
  • 2.5 Baths
  • 1,986 Sq Ft

  284 Chippendale Cir, Lexington, KY 40517

  Welcome to Chippendale Circle, a hidden gem nestled in the heart of Lexington's Patchen neighborhood! Beautiful hardwood floors, classic dentil crown molding, and abundant natural light highlight the main level. The spacious living room features a cozy fireplace and overlooks the lovely brick patio, seamlessly extending your living space. The kitchen offers hardwood cabinetry with plenty of

  Christian Fielden Christies International Real Estate Bluegrass

  284 Chippendale Cir, Lexington, KY 40517
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  /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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  /32

  $232,000 Open Sun 2PM - 4PM

  • 2 Beds
  • 2 Baths
  • 961 Sq Ft

  632 Hidden Point Dr, Lexington, KY 40517

  looking for an upated 2 bed 2 bathroom home close to Hamburg, Richmond Rd and I 75. New furnace and air unit, stainless steel appliances, granite counter tops, new carpet in the bedrooms, ceramic tile in the rest of the house. Enjoy relaxing in the fenced in back yard withe mature trees.

  Paul Hope SimpliHOM

  632 Hidden Point Dr, Lexington, KY 40517
• 

  

  /28

  $525,000

  • 4 Beds
  • 4 Baths
  • 2,386 Sq Ft

  204-206 Preston Ave, Lexington, KY 40502

  Charming Duplex in Prime Location - Investment or Live-In Opportunity! Discover this beautifully maintained duplex offering identical units, both featuring 2 bedrooms and 1 full bath. Each side features gorgeous hardwood floors, a spacious living room with fireplace, formal dining room, kitchen with lots of cabinets and countertop space plus a 2-car detached garage. Each side has its own

  Cathy Cornett-Wilson Rector Hayden Realtors

  204-206 Preston Ave, Lexington, KY 40502
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  /77

  $1,550,000

  • 5 Beds
  • 3.5 Baths
  • 5,953 Sq Ft

  217 Doe Run Rd, Nicholasville, KY 40356

  Welcome to this exquisite luxury ranch in beautiful Vine Grove, located across from Talon Winery. Set on a 1 acre lot with a fully fenced backyard, featuring four-board fencing and backing to farmland, this stunning home offers 5953 SF of thoughtfully designed living space. The main level boasts an open-concept great room with custom built-in shelving, a spacious dining area, and a dream kitchen

  Jana Thore Kentucky Real Estate Group

  217 Doe Run Rd, Nicholasville, KY 40356
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  /67

  $825,000

  • 3 Beds
  • 3 Baths
  • 3,276 Sq Ft

  242 Henry Clay Blvd, Lexington, KY 40502

  Welcome to your dream home in the highly sought-after Fairway neighborhood! This beautifully designed 3-bedroom, 3-bathroom residence offers the perfect blend of style, comfort, and function. Enjoy an expansive open-concept living area that flows seamlessly into a light-filled sunroom—ideal for entertaining or unwinding in peace. The large kitchen is a chef's delight, with ample space for cooking

  The Prather Team - Michael Prather Keller Williams Bluegrass Realty

  242 Henry Clay Blvd, Lexington, KY 40502
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  /83

  $410,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2381 Randolph Ct, Lexington, KY 40503

  This stunning brick ranch home in South Lexington is a rare find! Recently updated, it features an open floor plan that seamlessly blends modern style with cozy comfort. Perfect for both relaxation and entertaining, the home includes an inviting inground pool, ideal for those warm summer days. With its blend of contemporary updates and classic charm, this home is sure to impress.

  Michelle Gunter Bluegrass Home Group

  2381 Randolph Ct, Lexington, KY 40503
• 

  

  /25

  $154,900

  • 2 Beds
  • 1 Bath
  • 1,009 Sq Ft

  175 Malabu Dr Unit 35, Lexington, KY 40503

  You'll find tons of storage in this 2 bedroom, 1 bathroom condo with ample closets in the hallways, a pantry off the kitchen, large closets in the bedroom, and a linen closet in the bathroom! This low maintenance condo has been updated with luxury vinyl plank flooring, new stainless steel gas range and microwave, new stackable washer and dryer, and modern fixtures. HOA fee includes gas, electric,

  Tatiana Rosa Lifstyl Real Estate

  175 Malabu Dr Unit 35, Lexington, KY 40503
• 

  

  /8

  $199,500

  • Land
  • 10 Acres
  • $19,950 per Acre

  5050 Dry Branch Rd, Lexington, KY 40515

  Secluded 10-Acre Wooded Lot - Southern Fayette County, KY Escape to nature with this stunning 10-acre parcel nestled in the heart of Southern Fayette County. Just 12 miles from Man-O-War Blvd, this private and secluded lot offers the perfect setting for your dream log cabin or weekend retreat. Property Highlights: *Beautifully wooded terrain teeming with deer and wildlife *City water access

  Darrell Tackett Dream Maker Realty, LLC

  5050 Dry Branch Rd, Lexington, KY 40515
• 

  

  /45

  $450,000

  • 5 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  1112 Pepperhill Cir, Lexington, KY 40502

  if you're searching for a home that fits the way you actually live day to day, where your routine feels simple, your spaces flow naturally, and everything just makes sense. Here at 1112 Pepperhill Circle, The sleek hardwood flooring ties each space together, while oversized windows let in all the natural light you could want. The kitchen gives you room to cook, gather, and enjoy, while the

  Amarri Persley Keller Williams Legacy Group

  1112 Pepperhill Cir, Lexington, KY 40502
• 

  

  /29

  $429,000

  • 4 Beds
  • 2.5 Baths
  • 2,454 Sq Ft

  533 Lanarkshire Place, Lexington, KY 40509

  Updated flooring and natural light welcome you to a highly desired Ashley in highly desired Chilesburg. New roof, flat, fenced yard, open concept layout with formal dining space, covered patio, fireplace- this one checks all the boxes. Get your offer in.

  Alexa Kelley Tru Life Real Estate

  533 Lanarkshire Place, Lexington, KY 40509
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  /36

  $229,000

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  429 Hedgewood Dr, Lexington, KY 40509

  This charming 3-bedroom, 1-bath home is a perfect blend of comfort and convenience. Featuring a spacious layout with ample natural light, this property is ideal for those seeking a cozy living space. The home boasts a detached 1-car garage for added storage and convenience. Enjoy outdoor gatherings or relaxation in the fully fenced-in yard, providing both privacy and security. With a new roof

  Silvia Torres Tru Life Real Estate

  429 Hedgewood Dr, Lexington, KY 40509
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  /46

  $699,999

  • 4 Beds
  • 2 Baths
  • 2,394 Sq Ft

  245 Henry Clay Blvd, Lexington, KY 40502

  This sensational 1930s 2.5-story home in the coveted Fairway subdivision blends timeless craftsmanship with modern comforts. Original hardwood floors, chair rail, bi-fold shutters, and detailed moldings recall its classic roots, while thoughtful updates enhance everyday living. A gracious covered front porch with fluted columns welcomes you into a spacious foyer, leading to an oversized dining

  Whitney Durham Bluegrass Sotheby's International Realty

  245 Henry Clay Blvd, Lexington, KY 40502
• 

  

  /33

  $374,900

  • 4 Beds
  • 2 Baths
  • 2,093 Sq Ft

  3081 Dale Hollow Dr, Lexington, KY 40515

  Charming 4-bedroom home in prime Lexington Location! Welcome to this beautifully updated 4-bedroom, 2 bathroom home nestled in one of Lexington's most desirable neighborhoods. With an open-concept living area and a cozy wood-burning fireplace, this home creates the perfect blend of comfort and style. Whether you're hosting guests or relaxing with family, the living room offers a warm and inviting

  Troy Trayner Real Broker LLC

  3081 Dale Hollow Dr, Lexington, KY 40515
• 

  

  /39

  $639,000

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  3521 Cheddington Ln, Lexington, KY 40502

  Welcome home to this charming 2 story residence, ideally situated on a quiet cul-de-sac inside New Circle Rd. This home offers an open floor plan perfect for entertaining, with beautiful hardwood floors throughout the main level. The updated Kitchen features granite countertops, a gas range, and soft-close custom cabinetry (remodeled 2018). Enjoy the vaulted ceiling and natural light in the

  Barbara Hamilton Rector Hayden Realtors

  3521 Cheddington Ln, Lexington, KY 40502
• 

  

  /32

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,155 Sq Ft

  269 Lincoln Ave, Lexington, KY 40502

  Charming 2 bedroom, 2 bath bungalow in the desirable Kenwick neighborhood. Full of character, this home features beautiful hardwood floors, a welcoming living room, spacious dining room, vintage kitchen and convenient laundry room. A gorgeous primary bath was added in 2023. The newer HVAC unit and updated windows ensure comfort and efficiency. The screened in front porch is perfect for

  Jana Thore Kentucky Real Estate Group

  269 Lincoln Ave, Lexington, KY 40502
• 

  

  /61

  $1,745,000

  • 6 Beds
  • 5.5 Baths
  • 6,613 Sq Ft

  1404 Meganwood Cir, Lexington, KY 40502

  Incredibly unique, custom-built (Ken Hiler) Mid-Century Modern/70s Contemporary home boasting 22' cathedral ceilings, incredible natural light, numerous lofts, 6 BR & 5.5 BA's on large tree-lined lot in ideal location. Brand new roof put on in 2025. Wood & stone exterior makes for a striking home w/ beams crafted from large, old, roughhewn timber taken from Kentucky barns. Three large, stone,

  Dan Elkinson Bluegrass Sotheby's International Realty

  1404 Meganwood Cir, Lexington, KY 40502
• 

  

  /19

  $219,000

  • 2 Beds
  • 2 Baths
  • 945 Sq Ft

  2596 Woodhill Dr, Lexington, KY 40509

  Charming & Affordable in Lexington! This well-priced two-bedroom, two-bath home is the perfect starter or downsizer, conveniently located with easy access to everything Lexington has to offer. The vaulted ceiling and cozy gas fireplace create an open and welcoming living space, while the kitchen offers abundant cabinet storage, all appliances included, and direct access to the deck—ideal for

  Chuck Beaman New Doors Real Estate

  2596 Woodhill Dr, Lexington, KY 40509
• 

  

  /31

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  857 Malabu Dr Unit 1202, Lexington, KY 40502

  Great Opportunity to own an adorable 2 bedroom, 2 full bathroom condominium. This lovely condo is clean, neutral, and ready to move into. Enjoy low maintenance living with convenience to New Circle, University of Kentucky, restaurants, downtown, shopping, and everything you need.

  Debra Humes HomeSelect Realty

  857 Malabu Dr Unit 1202, Lexington, KY 40502

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