Homes for Sale near Henry Clay High School

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  /47

  $729,000

  • 5 Beds
  • 3 Baths
  • 2,922 Sq Ft

  343 Curtin Dr, Lexington, KY 40503

  Tucked away on a quiet street in one of South Lexington's most desirable established neighborhoods, this beautifully renovated home offers the rare combination of timeless character, exceptionally large rooms, and truly move-in-ready living. From the moment you enter, you'll notice the abundant natural light, gleaming hardwood floors, designer finishes, and thoughtfully redesigned open floor

  Missy Renfro RE/MAX Creative Realty

  343 Curtin Dr, Lexington, KY 40503
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• 

  $530,950

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,066 Sq Ft

  The Albany Plan at The Peninsula, Lexington, KY 40515

  Ball Homes Builder

  208 Squires Cir Unit 36452789, Lexington, KY 40515
• 

  $452,950

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,029 Sq Ft

  The Kingsley Plan at The Peninsula, Lexington, KY 40515

  Ball Homes Builder

  208 Squires Cir Unit 36479046, Lexington, KY 40515
• 

  

  

  /44

  $544,900

  $30K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,436 Sq Ft

  4668 Larkhill Ln, Lexington, KY 40509

  PRICED BELOW APPRAISAL! Welcome to 4668 Larkhill Lane in the Chilesburg, this home blends comfort, space, and everyday luxury. This beautifully designed five-bedroom, three-full-bath residence offers a highly elusive first-floor bedroom, perfect for guests or multi-generational living. The heart of the home features an open-concept layout with a spacious kitchen centered around a large island,

  Vincent Riggs The Brokerage

  4668 Larkhill Ln, Lexington, KY 40509
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  /99

  $1,046,800

  • 4 Beds
  • 4.5 Baths
  • 4,235 Sq Ft

  1327 Strawberry Ln, Lexington, KY 40502

  Welcome to Strawberry Lane—a home that has been cherished and is ready to welcome its next chapter. If you've been searching for the perfect place to create your forever home, this is your opportunity to bring your vision to life while enjoying an exceptional floor plan, timeless character, and an unbeatable location. Offering approximately 4,500 finished square feet, this spacious home features

  Laura Hayden Rector Hayden Realtors

  1327 Strawberry Ln, Lexington, KY 40502
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  /136

  $2,795,000

  • 5 Beds
  • 7 Baths
  • 5,746 Sq Ft

  601 Delong Rd, Lexington, KY 40515

  A rare masterpiece of country elegance and modern luxury, this spectacular 10-acre estate offers unparalleled privacy just moments from the city. Designed for both grand-scale entertaining and serene daily living, the property features a resort-style custom pool, a tranquil zen garden with a koi pond, a custom playhouse, and a pristine pond complete with a newly installed fountain and a dedicated

  Ken Donworth Bluegrass Sotheby's International Realty

  601 Delong Rd, Lexington, KY 40515
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  /48

  $679,000

  $20K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,118 Sq Ft

  677 Mount Vernon Dr, Lexington, KY 40502

  For more photos or to schedule a tour, visit website below. Welcome to 677 Mount Vernon Drive, a fully renovated 4BR ranch in the highly desired Hollywood neighborhood, blending classic charm with modern livability. Nestled on a quiet dead-end street with no through-traffic, this exceptional property backs directly to University of Kentucky campus. It offers an unbeatable, walkable lifestyle just

  Nick Rabin Homeshake.com

  677 Mount Vernon Dr, Lexington, KY 40502
• 

  

  /36

  $685,000

  • 4 Beds
  • 2 Baths
  • 2,870 Sq Ft

  1928 Fontaine Rd Unit 1930, Lexington, KY 40502

  This spacious duplex is located in the desirable Lakeview area and is convenient to parks, schools, dining, shopping, Chevy Chase & downtown Lexington. Each unit is all on one level and features a large Living Room with a decorative fireplace and open to the Dining Room. The Kitchen offers white cabinetry, newer stainless refrigerator and dishwasher (in main level unit). Also, there are 2 nice

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  1928 Fontaine Rd Unit 1930, Lexington, KY 40502
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  /39

  $479,000

  • 4 Beds
  • 4 Baths
  • 2,926 Sq Ft

  2347 Heather Way, Lexington, KY 40503

  Beautiful Stone Ranch located inside New Circle Road and a short walk to restaurants, Trader Joe's, gyms, and more. Boasting charm, a finished basement and one-level living in one of Lexington's most sought-after locations. With 4 bedrooms, 2 full baths, and 2 half baths this home offers flexible options for buyers. Step inside to warm hardwood floors, generous natural light, and a floor plan

  Ryan Hilliard The Brokerage

  2347 Heather Way, Lexington, KY 40503
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  /28

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,545 Sq Ft

  310 Hanover Ct, Lexington, KY 40502

  Nestled in the heart of one of Lexington's most vibrant and sought-after neighborhoods, 310 Hanover Court offers a rare opportunity to buy into Kenwick and customize a property from the ground up. Currently functioning as a large single-family residence, this property was previously a duplex and retains a highly adaptable footprint that can easily be converted back to its original multi-unit

  Jake Wiseman Bluegrass Sotheby's International Realty

  310 Hanover Ct, Lexington, KY 40502
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  /83

  $810,000

  $105K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,222 Sq Ft

  137 Sycamore Rd, Lexington, KY 40502

  Excellent investment opportunity. Stately brick 4-Plex on large corner lot directly across from Ashland, The Henry Clay Estate. Four 1 bedroom, 1 bath units offer central A/C, hardwood floors, basement with laundry and storage. Covered off street parking. Many updates include, New roof and gutters 2024, three new HVAC systems 2024, 2025. Desirable location convenient to Chevy Chase, UK, Downtown,

  Steven Wathen Turf Town Properties

  137 Sycamore Rd, Lexington, KY 40502
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  /73

  $1,365,000

  $130K PRICE DROP

  • 3 Beds
  • 5 Baths
  • 4,276 Sq Ft

  221 Holiday Rd, Lexington, KY 40502

  Welcome to 221 Holiday Road, a beautifully renovated home in the popular Fairway subdivision, perfect for entertaining! This thoughtfully designed residence features an open floor plan that seamlessly connects the living room and dining room, showcasing hardwood floors, built-in cabinetry, and updated lighting. The redesigned, eat-in kitchen offers lovely cabinetry, with newer appliances, and

  Becky Reinhold Bluegrass Sotheby's International Realty

  221 Holiday Rd, Lexington, KY 40502
• 

  

  /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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  /16

  $295,900

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

  1167 Turkey Foot Rd Unit 5, Lexington, KY 40502

  Welcome to this beautifully renovated 2-bedroom, 2-bath ground-floor condo in the highly sought-after 40502 corridor of Lexington. Rarely available as one of the larger layouts in Turkey Foot Place, this move-in-ready unit offers true single-level living with no stairs or elevators and a covered carport just steps from your front door. Every inch of this home has been professionally redesigned

  Anthony de Movellan Berkshire Hathaway de Movellan

  1167 Turkey Foot Rd Unit 5, Lexington, KY 40502
• 

  /2

  $395,000

  $10K PRICE INCREASE

  • Land
  • 10.04 Acres
  • $39,343 per Acre

  4001 Talon Way Unit 7, Lexington, KY 40515

  E Renae Dillingham Prime Realty Group, LLC

  4001 Talon Way Unit 7, Lexington, KY 40515
• 

  $471,950

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,606 Sq Ft

  The Dogwood Plan at The Peninsula, Lexington, KY 40515

  Ball Homes Builder

  208 Squires Cir Unit 36462465, Lexington, KY 40515
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  /44

  $924,900

  $100K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,779 Sq Ft

  310 Cassidy Ave, Lexington, KY 40502

  Huge price reduction and now being offered fully furnished minus personal items. Unique home available in the most popular area of Lexington. People truly desire this location due to its proximity to everything in Lexington. Walk to Christ the King, under construction Publix, UK Football Stadium, Chevy Chase shops and much more. Hardwood floors throughout the first level with a lovely

  Michael Martin The Brokerage

  310 Cassidy Ave, Lexington, KY 40502
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  /25

  $275,000

  • 3 Beds
  • 1.5 Baths
  • 1,138 Sq Ft

  3289 Beaver Creek Dr, Lexington, KY 40515

  Don't miss this 3 bedroom, 1.5 bath ranch in a convenient Lexington location just minutes from downtown, great restaurants, shopping, and the interstate for an easy commute. The main level offers a practical layout, while the full walkout basement is approximately 80% finished, providing great additional living space for a family room, home office, workout area, or hobbies. The home could use

  Michelle Blackburn RE/MAX Creative, Winchester

  3289 Beaver Creek Dr, Lexington, KY 40515
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  /35

  $215,000

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  857 Malabu Dr Unit 4002, Lexington, KY 40502

  Move-in ready! This beautifully updated condo at 857 Malabu Drive Unit 4002 offers 2 bedrooms plus a bonus room with full closet and 2 full bathrooms in a desirable Lexington location. Enjoy brand new luxury vinyl flooring throughout, freshly painted, and new appliances (microwave is not new). Washer and dryer included. The open-concept, living and kitchen area are perfect for everyday living and

  Elizabeth Herrington Bluegrass Sotheby's International Realty

  857 Malabu Dr Unit 4002, Lexington, KY 40502
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  /61

  $1,600,000

  • 5 Beds
  • 4.5 Baths
  • 4,559 Sq Ft

  558 Central Ave, Lexington, KY 40502

  Discover exceptional craftsmanship and thoughtful design throughout this stunning townhome. The welcoming main level features a gracious entry, a dining room complete with a fireplace and custom built-ins, and a private home office with its own full bathroom. The chef-inspired kitchen showcases designer finishes, exposed wood beams and a spacious island, flowing seamlessly through a butler's

  Whitney Pannell Team Pannell Real Estate

  558 Central Ave, Lexington, KY 40502
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  /35

  $275,000

  • 1 Bed
  • 1 Bath
  • 801 Sq Ft

  350 E Short St Unit 307, Lexington, KY 40507

  Welcome to elevated downtown living at Main & Rose! Unit 307 offers the perfect blend of convenience, style, and lifestyle in one of Lexington's most desirable locations. This beautifully appointed 1 bedroom, 1 bathroom residence features stunning city views, modern finishes, and an unbeatable location just steps from Lexington's best dining, entertainment, shopping, and nightlife. Enjoy

  Robert Bratton Bluegrass Sotheby's International Realty

  350 E Short St Unit 307, Lexington, KY 40507
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  /68

  $899,000

  $26K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,526 Sq Ft

  6722 Athens Boonesboro Rd, Lexington, KY 40509

  Stunning, classic & charming c.1800 farmhouse sits on nearly 11 acres. This beautiful 4 bedrm/3.5 bath home was renovated in the past few years and is ready for its new owners. Newer electrical, plumbing,roof, hvac, windows...you name it! Super sized eat in gourmet kitchen built for entertaining/parties or, a quiet evening with your family & friends. Breath taking beauty throughout the house

  Karen Deprey Lifstyl Real Estate

  6722 Athens Boonesboro Rd, Lexington, KY 40509
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  /18

  $792,000

  • 4 Beds
  • 4 Baths
  • 3,654 Sq Ft

  1515 Fontaine Rd, Lexington, KY 40502

  This desireable and charming 4 plex is located in the heart of Chevy Chase and is walkable to schools, shopping and many resturants, as well as the University of Kentucky. Each unit has a Living Room, Dining Room, Kitchen, Bedroom and full Bath. Plus a spacious front porch for each unit. The many updates include new Kitchen cabinets, dishwashers, lighting, new HVAC (2001), updates to electric

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  1515 Fontaine Rd, Lexington, KY 40502
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  /60

  $525,000

  $54K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,272 Sq Ft

  729 Hambrick Ave, Lexington, KY 40508

  Super sharp Craftsman style 3 Br, 2 bath ranch in the desirable Bell CT area within walking distance to National Avenue, UK, downtown, restaurants, parks, shopping and more. A multi windowed sun porch welcomes you into the open great room and completely renovated kitchen, 3 large bedrooms and 2 full baths complete the 1st level. The 1320 sf unfinished basement is an excellent storage and flex

  Michael McNeill Bluegrass Sotheby's International Realty

  729 Hambrick Ave, Lexington, KY 40508
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  /27

  $360,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,845 Sq Ft

  4404 Walnut Creek Dr, Lexington, KY 40509

  Welcome to this beautifully maintained 3-bedroom, 2-bath ranch offering the perfect blend of comfort, functionality, and location. Designed with everyday living in mind, the open-concept floor plan features a spacious living room anchored by a cozy wood-burning fireplace that flows seamlessly into the kitchen—creating an ideal space for gathering and entertaining. Just off the kitchen, step

  Sheridan Sims Keller Williams Commonwealth

  4404 Walnut Creek Dr, Lexington, KY 40509
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  /55

  $725,000

  • 3 Beds
  • 3 Baths
  • 2,244 Sq Ft

  304 Ridgeway Rd, Lexington, KY 40502

  Rare opportunity to own a beautifully updated triplex in Lexington's highly sought-after Chevy Chase neighborhood. 304-306 Ridgeway Drive features three 1BR/1BA units and is being sold partially furnished. Ideally located just steps from the University of Kentucky, downtown Lexington, UK HealthCare, restaurants, shopping, and entertainment. With thoughtful updates and an unbeatable location, this

  Robert Bratton Bluegrass Sotheby's International Realty

  304 Ridgeway Rd, Lexington, KY 40502
• 

  $488,950

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,723 Sq Ft

  The Talbot Plan at The Peninsula, Lexington, KY 40515

  Ball Homes Builder

  208 Squires Cir Unit 36471386, Lexington, KY 40515
• 

  

  /34

  $749,000

  New Construction $140K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,500 Sq Ft

  243 Preston Ave, Lexington, KY 40502

  Proposed construction- a beautiful Craftsmen home in the Heart of Kenwick. Now is a rare opportunity to pick your finishes, your design, your colors, you name it. This home will have all the hallmarks of a modern, custom home. Including - first floor primary with large walk-in closet, marble floors and walls in the shower with smart shower system, double vanity, and a soaking tub. 10' ceilings

  Thomas Harper Tom Harper and Associates

  243 Preston Ave, Lexington, KY 40502
• 

  

  /23

  $249,000

  $16K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,190 Sq Ft

  2457 Butternut Hill Ct, Lexington, KY 40509

  This cape cod is on a cut-de-sac with 4 bedrooms and 2 full bathrooms. The main level offers a living room with hardwood floors and eat in kitchen with stove and refrigerator. One car detached garage and spacious yard. New flooring going in.

  Roni Porter RE/MAX Creative Realty

  2457 Butternut Hill Ct, Lexington, KY 40509
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  /42

  $529,000

  $21K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,779 Sq Ft

  3304 Bellefonte Dr, Lexington, KY 40502

  LOCATION Location Location. RARE...One Owner house. Quality building materials, construction practices, large lots and rolling and curved streets with mature landscaping make tranquil neighborhoods like this so desirable. The house is waiting for your personal touches. You'll find...4 Bedrooms. 3 Full Bathrooms. Large Kitchen . Beautiful HARDWOOD Floors. Crown Molding. 2 Masonry FIREPLACES, one

  Ned Werling United Real Estate Bluegrass

  3304 Bellefonte Dr, Lexington, KY 40502
• 

  

  /3

  $592,556

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,764 Sq Ft

  748 Shady Cove, Lexington, KY 40515

  7/26/2026 Slab is in. The Barnett on a CORNER LOT offers a family-friendly first floor layout with a large family room with a fireplace that has a hearth, stacked stone to ceiling and a barnwood mantel which opens to a spacious kitchen with under cabinet lighting, all stainless appliances, a breakfast area with island and walk-in pantry. A mudroom has a drop zone there is a separate utility room

  Dicksie Ward Christies International Real Estate Bluegrass

  748 Shady Cove, Lexington, KY 40515
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  /27

  $770,000

  • 2 Beds
  • 2 Baths
  • 1,683 Sq Ft

  111 Woodland Ave Unit 302, Lexington, KY 40502

  You will love this pristine condo situated in Lexington's established and elegant highrise, The Woodlands. This condo has gorgeous hand laid hardwood flooring, a chic updated kitchen and table/bar dining area, spacious living room with two oversized windows with a beautiful view and loads of natural daylight. There are two gracious bedrooms and 2 fully updated bathrooms dipped in white marble.

  Whitney Durham Bluegrass Sotheby's International Realty

  111 Woodland Ave Unit 302, Lexington, KY 40502
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  /65

  $999,900

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,210 Sq Ft

  413 Weston Park, Lexington, KY 40515

  Some homes are built to blend in. 413 Weston Park was built to be remembered. Affectionately named "The Castle House" by the builder, this one of a kind residence earns its nickname from the striking architectural turret that gives the home a timeless, storybook presence unlike anything else in the neighborhood. It is a home that people remember long after they've driven away. From the moment the

  Jeremy Perryman SimpliHOM

  413 Weston Park, Lexington, KY 40515
• 

  

  /15

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,305 Sq Ft

  101 S Hanover Ave Unit 2M, Lexington, KY 40502

  Just a stone's throw from downtown, Hanover Towers is understandably in high demand. It rests within lovely historic Ashland Park, at the corner of Hanover and East Main. Within a short walk are Woodland Park, Henry Clay and Chevy Chase. Hop a bike and its 5 minutes to Rupp, the farmer's market, Gatton Park or the distillery district. Or stay right at home and catch spectacular views of downtown

  Sondra Clark Taylor Real Estate, LLC

  101 S Hanover Ave Unit 2M, Lexington, KY 40502
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  /90

  $1,499,000

  • 5 Beds
  • 4.5 Baths
  • 4,891 Sq Ft

  269 Cassidy Ave, Lexington, KY 40502

  Truly one of a kind, this remarkable home seamlessly blends the timeless character of a historic stone cottage with the comfort and functionality of a thoughtfully renovated ranch home. Envisioned by its creative owners, the home offers 4,891 square feet of beautifully designed and exceptionally livable space, where historic charm and modern updates come together in a truly special setting. The

  Suzanne Elliott Berkshire Hathaway de Movellan Properties

  269 Cassidy Ave, Lexington, KY 40502
• 

  

  /14

  $239,900

  • 2 Beds
  • 1 Bath
  • 992 Sq Ft

  3317 Fox Trace Rd, Lexington, KY 40515

  This recently renovated home offers 2 bedrooms, each with a walk-in closet, and has been thoughtfully updated throughout. Features include a spacious living room, a stylish kitchen and bathroom with granite countertops, laminate flooring, fenced backyard, with area for small flower or vegetable garden. A concrete driveway adds convenience and curb appeal, making this move-in-ready home an

  Donald Rogers House 2 Home Realty

  3317 Fox Trace Rd, Lexington, KY 40515
• 

  

  /20

  $150,000

  • 2 Beds
  • 1 Bath
  • 939 Sq Ft

  175 Malabu Dr Unit 63, Lexington, KY 40503

  Conveniently located inside New Circle Road, this lower-level condo offers 2 bedrooms and 1 full bath in the Malabu Terrace community. The monthly HOA fee includes water, sewer, gas and electric, making for simple, low-maintenance living with fewer monthly expenses to manage. Enjoy easy access to Trader Joe's, Nicholasville Road shopping and dining, the University of Kentucky, downtown Lexington

  Rob Bradley Turf Town Properties

  175 Malabu Dr Unit 63, Lexington, KY 40503
• 

  /2

  $404,900

  New Construction

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

  136 Patchen Dr, Lexington, KY 40517

  The HaleyII plan by KSW Homes is a spacious 2 story plan with an stunning 2 story entry, 1/2 bathroom and open living, kitchen and dining space. Luxury Vinyl Plank flooring is through out first level. 42" white cabinetry with crown molding, soft close doors and drawers, stainless steel range, dishwasher, range hood and built in micowave. Quart Countertops with undermount sink and kitchen island

  Maggie Taylor RE/MAX Creative Realty

  136 Patchen Dr, Lexington, KY 40517
• 

  /2

  $500,000

  $10K PRICE INCREASE

  • Land
  • 10.44 Acres
  • $47,893 per Acre

  4021 Talon Way Unit 13, Lexington, KY 40515

  E Renae Dillingham Prime Realty Group, LLC

  4021 Talon Way Unit 13, Lexington, KY 40515
• 

  

  /26

  $615,000

  • 3 Beds
  • 2.5 Baths
  • 1,915 Sq Ft

  109 N Ashland Ave, Lexington, KY 40502

  Welcome to 109 N. Ashland Avenue, a timeless Craftsman bungalow nestled in one of Lexington's most desirable and walkable neighborhoods. This charming 3-bedroom, 2.5-bath home perfectly blends classic character with modern comfort. Relax on the covered front porch before stepping inside to discover warm hardwood floors, traditional living areas, and an inviting floor plan designed for both

  Jessica Johnson Pinnacle Real Estate Group

  109 N Ashland Ave, Lexington, KY 40502

Showing Results 41 - 80, Page 2 of 6