Homes for Sale near Henry Clay High School

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  /33

  $534,900

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,828 Sq Ft

  3504 Cheddington Ln, Lexington, KY 40502

  First time on the market and built by Mike Cravens! This well-loved home is conveniently located inside New Circle Road, just minutes from Chinoe Shopping Center, dining, and everyday conveniences. Featuring 3 bedrooms and 2 full baths, this home offers a functional and flexible layout. The main floor includes two bedrooms, a spacious kitchen with ample cabinet storage, and a light-filled sunroom

  

  Tisha Monte

  Bluegrass Properties Group

  3504 Cheddington Ln, Lexington, KY 40502
• 

  Explore Henry Clay High School

• 

  

  

  /58

  $195,000

  • 1 Bed
  • 1 Bath
  • 805 Sq Ft

  101 S Hanover Ave Unit 8D, Lexington, KY 40502

  One bedroom, one bath condo located at 101 South Hanover Avenue in downtown Lexington. The building offers secure weekday entry monitored by a doorman, two interior recreation areas for social use, and a rooftop patio with panoramic views of the Ashland Park area and the Lexington skyline. Inside the unit has the original parquet flooring that is extra thick for long life. There is a bonus

  

  David Humes

  Christies International Real Estate Bluegrass

  101 S Hanover Ave Unit 8D, Lexington, KY 40502
• 

  

  

  /46

  $749,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,335 Sq Ft

  111 Edgemoor Dr, Lexington, KY 40503

  Great opportunity! Location, Location, Location! Nestled in the highly desirable Edgemoor/Tahoma Terrace neighborhood, this exceptional two-story brick home offers timeless charm, outstanding curb appeal, and a lifestyle that is hard to find. Start your mornings with a cup of coffee on the inviting covered front porch before stepping inside to a spacious foyer that sets the tone for the warmth

  

  Brenda Rue

  Keller Williams Bluegrass Realty

  111 Edgemoor Dr, Lexington, KY 40503
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  /43

  $620,000

  • 3 Beds
  • 2.5 Baths
  • 2,018 Sq Ft

  229 Lincoln Ave, Lexington, KY 40502

  Charming, spacious, and set in one of Lexington's most walkable neighborhoods this Kenwick home checks all the boxes. Start your mornings with a stroll down to Kenwick Table, meet friends at Mirror Twin, or head over to National for dinner. This is a neighborhood where front porches are gathering places and neighbors genuinely know one another. Inside, the primary suite is conveniently located on

  

  Erica Sardar

  The Brokerage

  229 Lincoln Ave, Lexington, KY 40502
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  /10

  $128,000

  $14K PRICE DROP

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

  285 Osage Ct, Lexington, KY 40509

  New Price! This unit is priced to sell. Motivated sellers are ready tome a deal on this fantastic investment opportunity? This charming townhome is perfect for investors offering a great opportunity to step right into ownership with a steady income. Inside you'll love the beautiful wood flooring throughout the home, with tile in the bathrooms and kitchen. Enjoy a stylish walk-in shower, and step

  

  Ed Sarfo

  Commonwealth Real Estate Professionals

  285 Osage Ct, Lexington, KY 40509
• 

  

  /21

  $225,000

  New Construction

  • 1 Bed
  • 1 Bath
  • 852 Sq Ft

  423 E Second St, Lexington, KY 40508

  Built in 2024, welcome to 423 East Second Street! This modern home features an open-concept layout with stylish industrial-inspired finishes, offering a functional and inviting living space. Enjoy the added privacy and versatility of the fully fenced backyard, perfect for pets, outdoor entertaining, gardening, or simply relaxing. Whether you're looking for your own place in the heart of downtown

  Rebecca Worth Redfin

  423 E Second St, Lexington, KY 40508
• 

  

  /23

  $150,000

  • 2 Beds
  • 1 Bath
  • 911 Sq Ft

  175 Malabu Dr Unit 40, Lexington, KY 40503

  Move-in ready 2-bedroom, 1-bath condo on the lower level conveniently located inside New Circle Road! This updated unit features new flooring, fresh paint throughout, and recent HVAC improvements including new coils and blower for enhanced comfort and efficiency. The functional floor plan includes a washer/dryer combo unit for added convenience. Monthly HOA dues include all utilities, making for

  Isaac Manis Keller Williams Bluegrass Realty

  175 Malabu Dr Unit 40, Lexington, KY 40503
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  /37

  $435,000

  $64K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,928 Sq Ft

  3452 Freeland Ct, Lexington, KY 40502

  Welcome to this beautifully renovated modern home with a great location at the end of a court. The heart of the home is a massive 2-story, light-filled great room that integrates kitchen, dining room and family room.Tucked away from the main living area is a private study with a cozy fireplace for a perfect home office or private retreat.The large primary bedroom is on the main level with a

  Debra Fister United Real Estate Bluegrass

  3452 Freeland Ct, Lexington, KY 40502
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  /21

  $100,000

  • Land
  • 1.3 Acres
  • $76,923 per Acre

  2887 Richmond Rd, Lexington, KY 40509

  Available ground lease, or build-to-suit, this ±1.3-acre outlot offers a prime opportunity for retail or restaurant users with excellent frontage and visibility along Richmond Road (40,088 VPD). The site features a dedicated curb cut, access via two signalized intersections, and an exclusive pylon signage opportunity. Located in front of Lowe's and directly across from a newly developed retail

  Bryan Little Keller Williams Commonwealth

  2887 Richmond Rd, Lexington, KY 40509
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  /87

  $850,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,368 Sq Ft

  2044 Manor Dr, Lexington, KY 40502

  Come enjoy this incredible view!!! Welcome to 2044 Manor Drive, an exceptional lakeside estate on beautiful Lake Hickman, ideally located inside New Circle Road within the exclusive Lakeview Estates. Tucked quietly back in Kingfish Cove, this home is perfectly positioned to capture stunning lake views while offering incredible potential for the right buyer to create a custom lake retreat just

  Sha Fister Threshold Real Estate Services

  2044 Manor Dr, Lexington, KY 40502
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  /63

  $914,500

  $35K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,762 Sq Ft

  2049 Lakeside Dr, Lexington, KY 40502

  Absolute Auction Live On-Site Saturday, August 8th, 2026. Doors will Open at 9:00 am. Bidding will begin at 10:00 am. Selling to the Highest Bidder Regardless of Listing Price. Offers Prior to Auction Will NOT be Entertained. Please visit www.bluegrassauction.com for Complete Terms & Conditions, Bidder & Agent Registration Forms. Don't miss this Rare Opportunity to Own this Original R. B.

  Tanya McKee Bluegrass Auction, Appraisal & Realty, LLC

  2049 Lakeside Dr, Lexington, KY 40502
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  /33

  $259,900

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1127 Richmond Rd Unit 1, Lexington, KY 40502

  Young Professional? Graduate Student? Newly single or downsizing? This beautiful ground floor unit exudes yesteryear charm and a fantastic location, walkable to downtown, UK, Ashland, the Henry Clay Estate, Kenwick Table, Chevy Chase shopping and the very pedestrian friendly and picturesque Ashland and Kenwick neighborhoods. Solidly built in 1928, this beautiful structure will remain steady and

  Markus Cross McCallie Real Estate

  1127 Richmond Rd Unit 1, Lexington, KY 40502
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  /48

  $725,000

  Open Sat 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,727 Sq Ft

  236 Somersly Place, Lexington, KY 40515

  This is the one you've been waiting for! Welcome home to 236 Somersly Place, a stunning Jimmy Nash-built home where exceptional craftsmanship meets the space you've been looking for. Offering 5 bedrooms, 3.5 bathrooms, and a finished walkout basement, this home checks all the boxes. The heart of the home is the oversized kitchen, designed for everyday living and effortless entertaining with acres

  Shelley Paterson In House Real Estate

  236 Somersly Place, Lexington, KY 40515
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  /25

  $410,000

  • 3 Beds
  • 2.5 Baths
  • 1,923 Sq Ft

  257 Shoreside Dr, Lexington, KY 40515

  1 Year Home Warranty Included! Enjoy a peaceful water view from the comforts of your thoughtfully updated home in this conveniently located yet private retreat. This meticulously maintained, move-in ready home shows original owner care with numerous upgrades throughout. Relax at home while being just minutes away from major Central KY destinations. From the moment you walk in, you will see just

  Darrell Lewis DIY Flat Fee.com

  257 Shoreside Dr, Lexington, KY 40515
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  /38

  $250,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 1 Bath
  • 1,107 Sq Ft

  2029 Saint Teresa Dr, Lexington, KY 40502

  Welcome home to this well kept, charming brick ranch located in the Idle Hour subdivision. This 3 bed 1 bath home holds the keys to your next home. The backyard is an oasis ready for you to entertain your friends and family. The sun room is the perfect location to sip your coffee in the morning or read a book or just relax in.

  Thomas Robbins United Real Estate Louisville

  2029 Saint Teresa Dr, Lexington, KY 40502
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  /15

  $365,000

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft

  2833 Winter Garden, Lexington, KY 40517

  Recently installed solar panels generate 1100-1500kWh in summer months! Excess is stored as credit with KU! Additional renovations include updated kitchen, basement, master bathroom, lower floor bathroom, new flooring throughout and an expansive deck! This beautifully updated 4-bedroom, 3-bath home is move-in ready and packed with space for comfortable living and entertaining. On the first floor,

  Matthew Oden Keller Williams Bluegrass Realty

  2833 Winter Garden, Lexington, KY 40517
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  /30

  $475,000

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,928 Sq Ft

  437 Larkhill Cove, Lexington, KY 40509

  This beautifully maintained 4 bedroom, 2.5 bath residence in a cul-de-sac in the conveniently located Chillesburg neighborhood. The main floor offers a spacious entryway with brand new built-in bookcases and seating area leading into a large kitchen and living area with a wood burning fireplace, off which is a renovated half bath. Upstairs you'll find all four bedrooms, laundry room and a bonus

  Hunter Porter True Line Real Estate

  437 Larkhill Cove, Lexington, KY 40509
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  /3

  $1,136,007

  New Construction Open Sat 1PM - 5PM

  • 5 Beds
  • 4 Baths
  • 4,209 Sq Ft

  749 Shady Cove, Lexington, KY 40515

  (7/20/26-construction update: Drywall Complete,Trim Phase). Check Documents tab for progress photos. The Rochester offers a great first floor layout with a large family room opening to a spacious kitchen and breakfast area. Five bedrooms and four full baths are possible with this plan. The first floor includes a guest bedroom, full bath and coat closet, conveniently located off the entry hall, as

  Christy Rock Christies International Real Estate Bluegrass

  749 Shady Cove, Lexington, KY 40515
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  /39

  $992,605

  New Construction Open Sat 1PM - 5PM

  • 4 Beds
  • 3.5 Baths
  • 3,289 Sq Ft

  753 Shady Cove, Lexington, KY 40515

  Nestled in the sought-after Peninsula community of Southeast Lexington, this elegant waterfront home is designed for both luxury living and seamless entertaining. The Stockton plan by Ball Homes offers an exquisite blend of functionality and style, with impeccable details throughout the main floor. Start your day with a cup of coffee in the bright, sun-filled breakfast area or relax on the

  Katelyn Wilcox Christies International Real Estate Bluegrass

  753 Shady Cove, Lexington, KY 40515
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  /45

  $495,000

  • 3 Beds
  • 4 Baths
  • 3,383 Sq Ft

  393 Shoreside Dr, Lexington, KY 40515

  Step into this spacious and updated home that offers maximum flexibility! With over 3,300 square feet, this home features 3 bedrooms and an additional (non-compliant) 4th bedroom in the basement, along with 2 full bathrooms, 2 half bathrooms, and a 2 car garage with work bench. A first floor bonus room can serve as a home office, library, or playroom. The primary suite has a large bathroom and

  Chad Bowman The Brokerage

  393 Shoreside Dr, Lexington, KY 40515
• 

  

  /49

  $250,000

  $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,989 Sq Ft

  500 Laketower Dr Unit 51, Lexington, KY 40502

  Enjoy the Laketower luxurious living, well manicured common area, lake access, large pool and updated clubhouse located on the lake. There is a curtesy storage area for kayaks and canoes. Start fresh and make this large townhouse your own. Current owner enjoyed this home and location for 42 years! This large three bedroom, two and a half bath is ready for your ideas, updating and decorating!

  Katie Feola The Agency

  500 Laketower Dr Unit 51, Lexington, KY 40502
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  /92

  $1,755,000

  $75K PRICE DROP

  • 4 Beds
  • 3 Baths

  1830 Jacks Creek Pike, Lexington, KY 40515

  Location, location, location--centrally located with easy access to I-75, shopping, restaurants, and downtown. 15.1 ± acre mini farm featuring a 2.5-acre stocked pond, gunite pool, and a five-bent tobacco barn converted into a six-stall horse barn (with hot/cold water supply, heated office, and tack room). 3,607 sq ft home built in 1953 and fully remodeled in 2016 with all-new electrical,

  Amber Siegelman Bluegrass Sotheby's International Realty

  1830 Jacks Creek Pike, Lexington, KY 40515
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  /60

  $897,500

  $198K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,314 Sq Ft

  211 Chenault Rd, Lexington, KY 40502

  Discover the charm of 211 Chenault Road, nestled on the picturesque and highly desirable Chenault Road in Lexington, Kentucky—a street renowned for its serene, tree-lined beauty and prime location in the heart of the city. This stunning home has undergone a recent renovation by the current owner enlarging the primary suite on the first floor. Step inside to a spacious first-floor primary suite

  Ken Donworth Bluegrass Sotheby's International Realty

  211 Chenault Rd, Lexington, KY 40502
• 

  $571,950

  New Construction

  • 3 Beds
  • 3 Baths
  • 3,335 Sq Ft

  The Winslow Plan at The Peninsula, Lexington, KY 40515

  Ball Homes Builder

  208 Squires Cir Unit 36462156, Lexington, KY 40515
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  /45

  $379,900

  • 2 Beds
  • 2.5 Baths
  • 1,584 Sq Ft

  222 Midland Ave Unit 1105, Lexington, KY 40508

  Welcome to The Midlands, where style, convenience, and low-maintenance living come together in the heart of downtown Lexington. This beautifully maintained townhome offers a perfect blend of modern comfort and urban accessibility, with easy access to prime local restaurants, shops, parks, and entertainment. Inside, you'll find an open concept layout filled with natural light and high-end

  John Scott Durbin Bluegrass Sotheby's International Realty

  222 Midland Ave Unit 1105, Lexington, KY 40508
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  /25

  $335,000

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  2009 Dellwood Dr, Lexington, KY 40503

  Filled with charm and character, this inviting 3-bedroom, 1.5-bath home offers the flexibility of one-level living while providing additional space to fit a variety of lifestyles. The main level features comfortable living areas, a bedroom, and the home's essential amenities, making everyday living convenient. Upstairs, you'll find a spacious third bedroom complete with an abundance of closet

  Sarah May Mayca Property Solutions

  2009 Dellwood Dr, Lexington, KY 40503
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  /67

  $479,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,668 Sq Ft

  3416 Pinas Bay Dr, Lexington, KY 40502

  This cherished home is awaiting to be ushered into modern living with your touch! Situated in the sought out, well established Lans-Merik neighborhood, this ranch on a basement boasts a very spacious layout with endless opportunities. Along with the primary bedroom with ensuite bath, you will find 2 more bedrooms, a secondary full bathroom and ample living space with a living room, dining room,

  Brianna Jonkers Plum Tree Realty

  3416 Pinas Bay Dr, Lexington, KY 40502
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  /52

  $975,000

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

  1802 Carolyn Dr, Lexington, KY 40502

  This beautifully updated 4-plex is situated in the highly sought-after 40502 area, offering a prime investment opportunity or potential for individual ownership. Each unit features hardwood floors, modernized kitchens and bathrooms, stylish new lighting fixtures, and updated tile work throughout. Additional highlights include a shared basement with dedicated storage space, ample parking with a

  Hill Parker Turf Town Properties

  1802 Carolyn Dr, Lexington, KY 40502
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  /52

  $620,000

  • 3 Beds
  • 1.5 Baths
  • 1,724 Sq Ft

  855 Walnut Hill Rd, Lexington, KY 40515

  Nestled on a picturesque 1.03-acre lot along the highly desirable Walnut Hill Road, this charming 1961 home offers the perfect blend of timeless character and modern updates. Featuring 3 bedrooms, 1.5 baths, beautiful hardwood floors throughout, fresh interior paint, and brand-new kitchen appliances,Brand new HVAC unit installed on 2025, this home is move-in ready while maintaining its classic

  Amber Siegelman Bluegrass Sotheby's International Realty

  855 Walnut Hill Rd, Lexington, KY 40515
• 

  

  /17

  $397,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,826 Sq Ft

  148 Patchen Dr, Lexington, KY 40517

  The Kimberly plan by Houghton Homes is a 2 story thoughtfully designed with stately curb appeal and functional living. This 4 bedroom & 2.5 bath home features a large front porch spanning the front of the home. Upon entering the home, the 9'ceilings pull you into the open living area with lots of natural light from the surrounding windows. The adjoining eat-in kitchen is beautifully appointed

  Sarah Hancock RE/MAX Creative Realty

  148 Patchen Dr, Lexington, KY 40517
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  /36

  $380,000

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  350 E Short St Unit 211, Lexington, KY 40507

  Exceptional opportunity to secure a turn-key condo in a highly sought-after Lexington neighborhood.This 2 bedroom 2 bath condo offers modern architectural bones with it's 11ft metal deck ceilings, open layout, ample bedroom sizes, and beautiful, sweeping natural light through the floor to ceiling window that frames the unit. This condo is perfect for those seeking a sophisticated primary

  Sara Morken Bluegrass Sotheby's International Realty

  350 E Short St Unit 211, Lexington, KY 40507
• 

  $530,950

  New Construction

  • 5 Beds
  • 3 Baths
  • 3,364 Sq Ft

  The Canterbury Plan at The Peninsula, Lexington, KY 40515

  Ball Homes Builder

  208 Squires Cir Unit 36464301, Lexington, KY 40515
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  /91

  $1,799,000

  $51K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 6,200 Sq Ft

  5121 Jacks Creek Pike, Lexington, KY 40515

  Make your Bluegrass Dreams come true with this truly exquisite equestrian estate, just in time for Summer. The crown jewel of this lovely farm is a magnificent luxury home complete with a massive covered rear porch and first floor primary suite. This one checks all the boxes- including wainscoting in the dining room, custom ceiling, built-ins, and wood burning fireplace in the living room. The

  Thomas Harper Tom Harper and Associates

  5121 Jacks Creek Pike, Lexington, KY 40515
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  /19

  $1,690,000

  7600 Old Dry Branch Rd, Lexington, KY 40515

  Farms of this size and in this location are an incredibly rare offering. Held by the same family since 1946, these 142+ acres of varied terrain rest at the end of Old Dry Branch Road. An ideal Fayette County address affords convenience (15 minutes to Man o' War Blvd.) while maintaining remarkable privacy and seclusion. The terrain includes open pasture, dense woods, and deep valleys with streams

  Zach Davis Kirkpatrick & Company

  7600 Old Dry Branch Rd, Lexington, KY 40515
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  /33

  $575,000

  • 2 Beds
  • 2 Baths
  • 1,576 Sq Ft

  111 Woodland Ave Unit 211, Lexington, KY 40502

  The Woodlands is the most elegant and popular condominium development in Lexington. It is convenient to Downtown, University of KY, and Chevy Chase. This Second Floor corner unit has North East exposure for the morning sun and overlooks the lovely manicured gardens of the Woodlands on the North West side. The spacious floor plan features tall ceilings, hardwood parquet and plank flooring and many

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  111 Woodland Ave Unit 211, Lexington, KY 40502
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  /46

  $789,000

  $20K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 5,430 Sq Ft

  3814 Wentworth Place, Lexington, KY 40515

  DARE TO COMPARE! Listed UNDER $145 sq ft. Fantastic opportunity to own a 5430 sq ft Nick Phillips built LUXURY townhome in Ellerslie @ Delong with partial views of Lake Ellerslie. With two covered decks, NEWER ROOF (shingles-2024), FENCED in BACKYARD and a private patio backing up to GREENSPACE, you will find time for relaxation. The home has GRANITE countertops throughout and beautiful HARDWOOD

  Jeffrey Osman Four Seasons Realty

  3814 Wentworth Place, Lexington, KY 40515
• 

  

  /23

  $219,000

  $11K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 784 Sq Ft

  1100 Turkey Foot Rd Unit 3, Lexington, KY 40502

  Spacious 2 Bed, 1.5 Bath Townhome Near UK Campus - Freshly Updated! Looking for comfort, convenience, and a fresh new space? This beautifully updated 2-bedroom, 1.5-bath townhome is just minutes from the university, making it perfect for students, faculty, or anyone who wants to be close to it all. Step inside to find a freshly painted interior and brand-new flooring throughout, giving the home a

  S Ann Wesley Assurance Realty & Property Management

  1100 Turkey Foot Rd Unit 3, Lexington, KY 40502
• 

  $528,950

  New Construction

  • 5 Beds
  • 3 Baths
  • 3,110 Sq Ft

  The Lowery Plan at The Peninsula, Lexington, KY 40515

  Ball Homes Builder

  208 Squires Cir Unit 36498910, Lexington, KY 40515
• 

  

  /54

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,433 Sq Ft

  333 Lakeshore Dr, Lexington, KY 40502

  MOTIVATED SELLER BRING, US AN OFFER. A two story on a full basement with a NEW ROOF. Enjoy your own private salt water pool! Inside features 4 bedrooms, 3 full bathrooms and 1 half bath, hardwood floors throughout, multiple living areas, a formal dining room, and an updated kitchen with abundant storage, plus a separate breakfast room.. Expansive windows fill the home with natural light,

  Raya Rivera The Brokerage

  333 Lakeshore Dr, Lexington, KY 40502
• 

  

  /55

  $1,450,000

  $100K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,875 Sq Ft

  245 Holiday Rd, Lexington, KY 40502

  Beautifully maintained classic home in the highly desirable Fairway. Thoughtfully updated with exceptional quality, this home features gleaming hardwood floors, a new slate roof, irrigation system, and fresh paint throughout. Move right into your forever home with no improvements needed. Enjoy outdoor living on the wonderful private brick terrace, enclosed by a charming herringbone brick wall

  Randy Kemper Turf Town Properties

  245 Holiday Rd, Lexington, KY 40502

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