Refine Search
Sort by
$1,450,000
3 Beds 4 Baths 26025028 MLS
Stunning, impeccably renovated residence in a premier location surrounded by picturesque horse farms and conveniently located just minutes from Downtown Lexington. Thoughtfully renovated with no expense spared by Greystone Builds, this extraordinary property offers an unparalleled combination of sophisticated design, exceptional craftsmanship, and resort-style amenities rarely found in one home. From the moment of arrival, the exceptional curb appeal makes a lasting impression with a welcoming covered front porch featuring custom stonework by McAlister. The beautifully appointed interior showcases exquisite hardwood flooring, custom plantation shutters, designer lighting, and an exceptional attention to detail throughout. The inviting living room features a fireplace framed by custom built-ins, while two spacious guest bedroom suites each offer beautifully appointed private bathrooms. The luxurious primary bedroom suite provides a serene retreat with a spectacular spa-inspired custom bathroom. The impressive family room showcases a vaulted, beamed ceiling and fireplace and opens seamlessly to the state-of-the-art Chef's Kitchen, complete with exceptional finishes and a generous walk-in pantry. A stylish half bath, dedicated laundry room with separate pet station, Dutch door and custom dog wash, plus a convenient rear hallway drop zone provide exceptional functionality. The oversized attached two-car garage completes the main level. Outdoor living is equally impressive, featuring a covered rear porch overlooking fabulous views, beautifully landscaped and fully fenced grounds, and a stunning in-ground fiberglass heated pool with automatic cover—creating an ideal setting for both intimate relaxation and sophisticated entertaining. Additional amenities include an unfinished basement/cellar and expansive attic space offering excellent potential for future living or storage needs. A truly remarkable, one-of-a-kind property that combines refined luxury, thoughtful design, and an extraordinary setting. An exceptional Lexington offering that must be seen to be fully appreciated.

2611 Old Lemons Mill Rd, Lexington

$325,000
3 Beds 2 Baths 26025013 MLS
Welcome home to this beautifully updated 3-bedroom, 2-bath brick ranch located in the highly sought-after Idle Hour Subdivision and within walking distance of Idle Hour Park! Offering a partially finished walk-out basement and a great combination of classic character and modern updates, this home is ready for its next owner. The main level features beautifully refinished hardwood floors, tile flooring in the wet areas, fresh paint, and updated can lighting. The kitchen is complete with granite countertops, subway tile backsplash, stainless steel appliances, and a gas cooktop. Just off the kitchen is an additional office/flex space featuring new tile flooring perfect for a home office, hobby room, or additional everyday living space. Three bedrooms and a full bathroom complete the main level. The partially finished walk-out basement adds even more versatility with a spacious den, second full bathroom, utility/laundry area, new carpet, and updated laminate flooring. A newer sump pump is another recent improvement to the basement. Additional updates include a newly replaced sewer line and new front storm door, adding to the numerous improvements throughout the home. Located in the desirable Idle Hour Subdivision, this home combines an established neighborhood setting with the updates, space, and versatility today's buyers are looking for. Conveniently situated near shopping, dining, schools, and everything Lexington has to offer, this is one you won't want to miss. Schedule your private showing today!

2068 Saint Teresa Dr, Lexington

$759,900
3 Beds 2 Baths 26024971 MLS
A rare opportunity to own a lovingly cared for home with 10 acres of beautiful Kentucky land, all while remaining conveniently located in Lexington! This well-maintained ranch on a basement home has been cherished by its original owner since it was built, and it truly shows the pride of ownership throughout. Offering the ease of one-level living with a full basement, this property provides plenty of space, flexibility, and room to make it your own. The 10 acres setting offers the privacy, peace, and freedom.Yet you're still within reach of shopping, dining, entertainment, and everyday conveniences. Whether you're looking for a private retreat, room for hobbies and outdoor activities, or simply want more land and breathing room, this property offers an incredible opportunity. One owner. Ten acres. A home that has been truly loved. Now it's ready for its next chapter. Come experience the space, privacy, and possibilities that make this property so special!

6000 Winchester Rd, Lexington

$535,000
4 Beds 2 Baths 26024864 MLS
Take advantage of this seldom seen opportunity for an incredibly well-cared for and adorable home with a PRIME location in the highly sought out Arcadia Park neighborhood. Built in 1931, this four-bedroom and two-bathroom stone cottage style home is nestled neatly within walking distance to all of UK and sits on a fully unfinished basement while boasting 2,345 sqft of living space. The first floor features one bedroom, one full bathroom, formal living room, mudroom, formal dining room, great room (with a cozy family room and kitchen with a lot of potential), and (the sellers' favorite) sitting room adjacent to the formal living room. The second floor hosts the other three bedrooms and renovated full bathroom with dedicated mini split systems to ensure maximum comfort. Stepping out back, you will find a detached one-car garage (size wise) and a private tree-lined yard. This historic home has all the charm of a century old home without the hassles of living in a century old home as everything has been carefully renovated, restored, and maintained by the current and former owners of this great piece of Lexington history. Within the last few years, the exterior masonry has been tuckpointed, all wood trim has been stripped, sanded, and repainted, the electric panel has been upgraded, the roof has been replaced, and the interior has been completely repainted. Best of all, this home has potential upgrades in the kitchen and first floor bath for those that want to put their own stamp on the house or you could simply live with the historic charm of those spaces for years to come! This home has only changed hands two times according to the PVA, so be sure not to let it slip through yours!

609 Arcadia Park, Lexington

$264,500
3 Beds 1 Baths 26024606 MLS
Zoned B-4! Updated, Craftsman-style Brick RANCH - close to UK campus. Gorgeous, NEW Kitchen w/42-inch tall white cabinetry, Quartz Countertops, custom backsplash, Stainless Steel Appliances, & pantry. Remodeled full bath enjoys NEW tub/shower w/tile surround, LVP flooring, vanity, fixtures, & toilet. Add'l 2026 Updates: Refinished HARDWOOD floors & Brand New Central Air & Heat w/10 year warranty! New Water Heater; PVC drain lines; ALL pex & copper supply lines - NO Galvanized! Upscale light fixtures; New Front Door & Back Deck; Fresh Paint thru-out; Smooth Ceilings; Mostly new windows. Enjoy entertaining in the "Barrel Stave" dining room, opening to living room with Fireplace. Architecturally unique, covered front porch is perfect for relaxing Fall evenings. Or, host a party on the New, covered back deck...then go make S'mores on the cozy fire-pit. Huge Basement with New epoxy coated floor, laundry, & tons of storage. For extra storage...permanent stairs provide an easy walk up to the floored attic - which could be finished into a bonus room or 4th bedroom!!! Driveway with off-street parking. Great location with quick access to bus route; close to downtown, Distillery District, Gatton Park, & Rupp Arena! Realize Airbnb potential - no city approval needed - with B-4 Zoning, which includes small businesses. May be purchased as a package with mls #26012761 duplex @ 876-878 Angliana; and mls #26014773 @ 874 Angliana.

870 Angliana Ave, Lexington

$645,000
4 Beds 3 Baths 26023884 MLS
Welcome to 2608 Lyter Court, ideally situated on a quiet, tree-lined cul-de-sac in the highly sought-after Firebrook community. This well-maintained, one-owner residence offers timeless appeal, excellent curb appeal, and an opportunity to personalize the home to suit your vision. The classic two-story exterior features an oversized two-car garage and a welcoming presence from the street. The property sits on a lush, level lot with a beautifully maintained lawn, providing an ideal setting for outdoor enjoyment, entertaining, and family activities. Inside, the pride of ownership is immediately apparent. Lovingly maintained by its original owners for more than three decades, this home has been exceptionally cared for and offers a solid foundation for its next chapter. The thoughtfully preserved interior provides the opportunity to move in comfortably while planning future updates at your own pace. The unfinished basement offers valuable additional space and an opportunity to create a customized area to meet your needs—whether that be a recreation room, home office, gym, guest space, or additional living area. Buyers may also choose to make updates and improvements throughout the home over time, creating a residence that reflects their personal style and preferences. Located on Lyter Court, a private cul-de-sac with just 13 residences, this property offers a peaceful setting while remaining conveniently connected to everything Lexington has to offer. Residents enjoy easy access to New Circle Road, Harrodsburg Road, Blue Grass Airport, Keeneland, downtown Lexington, shopping, dining, entertainment, and more. Firebrook is one of Lexington's established and desirable neighborhoods, offering an array of community amenities including scenic walking trails, a clubhouse, swimming pool, tennis courts, pickleball courts, and beautifully maintained common areas. Whether you're looking for a well-cared-for home you can enjoy immediately or an opportunity to add your own updates and finishes over time, 2608 Lyter Court offers exceptional potential in a desirable Lexington location. Come experience the peaceful setting, generous lot, and enduring appeal of this Firebrook property.

2608 Lyter Ct, Lexington

$450,000
5 Beds 3 Baths 26024179 MLS
RARE FIND!! Tucked among mature trees on a beautiful 1-acre lot, 4481 Athens Boonesboro Road offers the perfect blend of space, privacy, and convenience in a peaceful Lexington setting. This spacious 5-bedroom, 3-bath home offers plenty of room to spread out and make your own. Step inside to a huge family room with a cozy fireplace, perfect for relaxing evenings and gathering with family and friends. The large primary suite features its own private bath, while the spacious kitchen offers a generous walk-in pantry with plenty of storage. One of the home's highlights is the bright all-weather sunroom—a wonderful spot to enjoy your morning coffee, curl up with a good book, or simply take in the peaceful surroundings year-round. A covered front porch and covered side patio provide even more inviting spaces to relax and enjoy the outdoors. The unfinished basement offers an abundance of storage and additional possibilities. Outside, you'll find an impressive detached 4-car garage, storage shed, and a separate 1-bedroom guest house offering endless possibilities for overnight guests, extended family, a private home office, or potential rental income. Enjoy the peaceful feel of country living while still being conveniently located near I-75, shopping, dining, and everyday amenities. With so much space, versatility, and charm, this unique property is truly a rare Lexington find!

4481 Athens Boonesboro Rd, Lexington

$800,000
4 Beds 3 Baths 26024169 MLS
Welcome home to this beautifully maintained all-brick ranch in Beaumont! Offering the ease of one-level living with the bonus of an expansive unfinished basement, this home features four bedrooms and three full baths on the main level. Pristine hardwood floors through main areas, while the generously sized bedrooms provide abundant closet space and storage. The large first-floor laundry room adds even more convenience with additional storage. Downstairs, the unfinished basement is filled with potential, complete with windows and plumbing for a future bath—ready to become whatever extra space you need! Ideally located with easy access to shopping, the YMCA, trails, the library, Bluegrass Airport, and the University of Kentucky, this is a wonderful opportunity to enjoy space and convenience.

1245 Birmingham Ln, Lexington

$849,500
5 Beds 5 Baths 26024121 MLS
Presenting the Pugh Price Manor at 2205 Kenwood Dr.—a beautiful and historic Georgian manor home close to Hamburg that is over 200 years old! Steeped in character and history, this exceptional property showcases early American craftsmanship and is listed on the Historic Registry, offering a rare combination of timeless elegance, spacious living, and modern convenience. Featuring five bedrooms and five baths, the home offers plenty of room to spread out and entertain. Soaring ceilings, beautiful hardwood floors, thick 18-inch walls, and large, spacious rooms highlight the remarkable craftsmanship and character found throughout. The third floor provides flexible space that could serve as an in-law suite, guest quarters, or a teenager's dream retreat. Multiple peaceful outdoor spaces are perfect for relaxing, reading, watching the birds, or gathering with family and friends. The stunning indoor pool offers year-round enjoyment with easy maintenance, while the spacious layout provides wonderful opportunities for entertaining. Thoughtfully maintained and ready for its next owner, the Pugh Price Manor is a wonderful opportunity to own a distinctive piece of Lexington history. Priced well below appraised value, this home offers the perfect opportunity for new owners to add their own special touches. Conveniently located just 5 minutes from the interstate and Hamburg shopping, approximately 13 minutes to downtown Lexington, 15 minutes to Fayette Mall, and 20 minutes to the airport, this exceptional property offers the charm of yesterday with the convenience of today. A truly special home and a must-see!

2205 Kenwood Dr, Lexington

$406,000
4 Beds 3 Baths 26024086 MLS
Welcome to this beautiful 4-bedroom home in the desirable Masterson Station area! The main floor offers a formal living room, dining room, kitchen, and cozy den. Upstairs you'll find four spacious bedrooms including the primary suite and a conveniently located laundry room. The basement includes an approximately 200 sq. ft. finished room, perfect for an office, gym, or playroom, plus about 796 sq. ft. of unfinished space ready to make your own. Enjoy a covered back patio and an oversized garage with plenty of extra storage. Conveniently located near Masterson Station Park, shopping, restaurants, Leestown Road, New Circle Road, downtown Lexington, I-75, and the Kentucky Horse Park. With plenty of space inside and out and a great location, this home is ready for its next owner. Schedule your showing today and come see everything it has to offer!

408 Meadow Valley Rd, Lexington

$825,000
3 Beds 2 Baths 26024085 MLS
Charming Arts & Crafts-style home ideally situated between the Bell Court and Mentelle Park neighborhoods, offering a wonderful blend of 1920s character and thoughtful updates. This move-in-ready 3-bedroom, 2-bath home retains many of the architectural details that make homes of this era so special, including beautiful hardwood flooring, original-style period door and window trim, generous room sizes and abundant historic charm. The main level features impressive 10-foot ceilings, a spacious living room, formal dining room, bedroom and full bath. The kitchen offers tile flooring, maple cabinetry that has been recently painted, a pantry and newer appliances, including a refrigerator approximately three years old and dishwasher approximately two years old. Dimmable recessed lighting has also been added for updated functionality. Upstairs, you'll find two additional bedrooms, a full bath and a versatile office/flex space. Major systems have been updated including 200-amp electrical service, copper plumbing and zoned HVAC, whole-house dehumidifier, HVAC systems, roof, while the full basement with high ceilings provides excellent storage and potential for additional usable space. Outside, enjoy a large yard with a welcoming front porch, rear deck and patio, offering plenty of space for outdoor living and entertaining. An oversized detached two-car garage adds even more storage and functionality. Filled with character, thoughtfully maintained and conveniently located near some of Lexington's most beloved neighborhoods, this is a special opportunity to own a classic home with the updates already underway. Being sold as-is, with inspections welcome.

724 Bullock Pl, Lexington

$395,000
3 Beds 2 Baths 26024077 MLS
Beautifully Updated 3-Bedroom Home with Solar & Modern Updates! Step inside this inviting 3-bedroom, 1.5-bathroom home where timeless charm meets modern convenience! Beautifully refinished hardwood floors flow throughout the home, adding warmth and character to every room. The updated kitchen shines with brand-new cabinets and appliances, creating a stylish and functional space for cooking and entertaining. A convenient first-floor utility room adds everyday functionality and ease. The full unfinished basement offers abundant storage and endless potential for a workshop, hobby area, or future finished living space. Enjoy the added benefit of solar panels for energy-conscious living. Outside, the 1-car detached garage features a new garage door and motor. With its thoughtful updates, classic hardwood floors, solar panels, and flexible spaces, this home is ready to impress—come see all it has to offer! Co-owner is a licensed real estate agent in the state of KY. Some photos have AI generated enhancements to show furniture placement ideas.

154 Wabash Dr, Lexington

$1,000,000
4 Beds 3 Baths 26024057 MLS
Bell Court BEAUTY just minutes from thriving downtown Lexington tucked away in one of the city's most iconic historic neighborhoods. This post-Victorian era home is filled with the charm and original architectural details of the early 1900s, thoughtfully paired with modern updates that make the home as livable as it is beautiful. Leaded glass windows, wide moldings, tall ceilings, gorgeous original hardwood floors, pocket doors and unique fireplaces are just a few of the historic details preserved and still in place. Spacious light filled living, dining and family rooms and a timeless front parlor. The updated chef's kitchen is complete with a cozy corner window seat—the perfect spot to watch the action or sneak in a nap. Just off the kitchen, a screened porch offers another favorite place to relax and enjoy the outdoors (without the bugs!) and private backyard views. Upstairs, the sunroom overlooking the tree-canopied streets of Bell Court makes the most perfect home office or reading room. Three spacious bedrooms include a primary suite with a bonus room and access to the second-floor porch, plus a walk-in closet and beautifully updated bath with both a soaking tub and tiled shower. The finished third floor could serve as a large bedroom with its huge walk-in closet or another common living space with endless possibilities. Outside, the dreamy front porch is exactly what you want in a historic neighborhood like Bell Court with its annual Front Porch Festival. The private backyard feels like its own little oasis, with a patio, mature landscaping, plenty of room to relax or entertain and a detached 2-car garage. Historic charm, modern comfort in one of Lexington's most beloved neighborhoods a short stroll to the shopping and dining of Chevy Chase AND downtown to catch a movie at the Kentucky Theater, the Saturday farmers market and a UK basketball game at Rupp Arena.

230 E Bell Ct, Lexington

$495,000
2 Beds 2 Baths 26023993 MLS
Classic Chevy Chase Brick Ranch With Timeless Character. Timeless brick ranch in the heart of Chevy Chase, ideally positioned at Romany and Hart Roads with a refined blend of classic character and everyday comfort. This thoughtfully appointed 2- bedroom, 1.5 bath residence offers a graceful floor plan, flexible living with a Murphy bed, and distinctive architectural details including a living room inglenook, built-in glass door hutch, classic telephone shelves, and beautifully placed windows. Designed for relaxed indoor-outdoor living, the home features a welcoming front porch, fenced backyard with rear patio, shaded deck off the glass sitting room, and a rear 2 car garage with electric door opener for added ease. Seller is licensed agent in state of Kentucky

101 Romany Rd, Lexington

$1,240,000
4 Beds 3 Baths 26023548 MLS
211 McDowell Road is classic Ashland Park - an inviting 1920s Craftsman with the character and gracious proportions that make this neighborhood so special. Restored by Andover Construction prior to the current owners' purchase and gently lived in as a 2nd residence since, the home features the original staircase and beautiful hardwood floors, multiple fireplaces, generous living and dining spaces, four bedrooms and a third-floor bonus room. The covered front porch feels right at home on McDowell Road, while the newly redone Trex deck extends the living space to the fenced backyard, along with a detached two-car garage. Other recent improvements include a tankless water heater, sump pump, irrigation system and new back doors. All just minutes from Chevy Chase, downtown Lexington, and the University of Kentucky.

211 Mcdowell Rd, Lexington

$899,000
5 Beds 4 Baths 26023535 MLS
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 was a tailor, brick yard owner, and farmer who settled in Fayette County in the early 1800s. In 1825, Lemon hosted the famed Marquis de Lafayette in this very home during his celebrated visit to Lexington--forever tying this residence to the city's historic fabric. While deeply rooted in heritage, the home's recent transformation by Greystone Construction brings it gracefully into the modern era. The chef's kitchen features custom cabinetry, quartz countertops, top-of-the-line appliances, and premium finishes, blending the warmth of history with contemporary sophistication. Both bathrooms have been completely redesigned--the primary suite now includes a custom walk-in tile shower, luxurious soaking tub, designer vanities, and a private laundry room conveniently attached. The guest bath offers its own custom walk-in shower, high-end fixtures, and elegant detailing that echo the home's refined aesthetic. The primary ensuite serves as a luxurious retreat with a coffee and champagne bar, comfortable sitting area, and thoughtful modern touches, including an automated recessed television and motorized window shades--a seamless blend of indulgence and innovation. With two laundry areas and a well-designed layout, the home effortlessly balances historic charm with modern functionality. Enjoy Lexington's beautiful seasons from the covered porches on both the first and second levels, perfect for relaxing mornings or entertaining evenings. Located just steps from downtown's premier restaurants, shops, and cultural destinations, this extraordinary property represents the best of both worlds--a rare fusion of historical prestige and modern luxury in one of Lexington's most storied neighborhoods.

331 S Mill St, Lexington

$339,900
4 Beds 3 Baths 26023361 MLS
Don't skip on downtown living! Renovated with attention to detail this home not only stands out but is also ready to be called home. As you enter, the large open living room immediately catches your attention and flows seamlessly into the open kitchen. The living area features a fireplace, creating the perfect space to relax and entertain. The kitchen offers a large center island, soft-close cabinetry, granite countertops, tile backsplash, and all-new appliances, giving you the feel of brand-new construction. The primary bedroom is conveniently located on the first floor and features a walk-in closet and private bathroom with a tile-surround tub/shower, new vanity, and large backlit mirror. Also on the first floor, you'll find a guest half bath for added convenience and a laundry room. Upstairs, three additional bedrooms share a full bathroom featuring a walk-in tile-surround shower, new vanity, and updated finishes. The basement has been cleaned up as well and provides excellent storage, easy access to utilities, or the potential for additional flex space. Outside, the front and rear porches offer both functionality and curb appeal, creating great spaces to enjoy the outdoors. If you've been looking for the convenience and character of downtown living with move in ready finishes, this may be the one for you! Call today to schedule your showing!

238 Rand Ave, Lexington

$425,000
2 Beds 2 Baths 26023284 MLS
Welcome to Suite 101 at The Lofts at Gratz Park, a rare opportunity to enjoy true loft-style living in one of downtown Lexington's most desirable historic districts. Set within an intimate community of just eight residences, this beautifully renovated first-floor condo offers 1,160 square feet, two bedrooms and two full bathrooms, all just steps from the charm of Gratz Park and the best of downtown Lexington. Originally the building's model unit, Suite 101 blends historic character with stylish, contemporary finishes. Soaring 10-foot ceilings, exposed joists and ductwork, beautiful exposed brick, refinished hardwood floors and abundant natural light create the industrial-modern aesthetic that makes this home so distinctive. The completely renovated kitchen opens to the main living space and features stainless steel appliances, updated cabinetry and leathered granite countertops and backsplash. One of the home's most unique features is the automated glass and stainless-steel garage door separating the living area from the second bedroom/flex space. Open it to create an expansive loft-style living, office or entertaining space, or close it to define the second bedroom or guest space. Both full bathrooms have also been beautifully renovated with tiled showers and floors, upgraded vanities with granite countertops, updated fixtures and even Bluetooth speaker-equipped bathroom fans. Additional features include a ventless fireplace, custom closets, updated lighting and ceiling fans, an in-unit washer and dryer, newer water heater, closed-circuit video entry, keyless building access and private basement storage. One designated parking space included. Outside your door, enjoy one of Lexington's most walkable downtown locations, with restaurants, boutiques, arts, entertainment, the Lexington Opera House, Rupp Arena and beautiful Gratz Park all nearby. Historic character, modern design and an exceptional downtown lifestyle come together in this truly one-of-a-kind residence.

200 W 2nd St Unit 101, Lexington

$725,000
5 Beds 4 Baths 26023197 MLS
Located in Lexington's coveted Island subdivision, this spacious home offers an exceptional lifestyle being near to water, a generous .40-acre lot, and an abundance of potential. The inviting floor plan features a huge great room with a gorgeous stone fireplace and plenty of room for family and friends to gather. The kitchen offers a large island and extensive cabinetry, complemented by separate living and dining spaces and a spacious utility room. The main-level primary suite features an updated bath and enough space for both a bedroom and sitting area. A charming screened porch, accessed from the primary bedroom, provides a wonderful spot for morning coffee or quiet relaxation. Two additional bedrooms and a full bath complete the first floor. Upstairs, discover a fantastic bonus area with two additional bedrooms, a common living space, and a full bath—ideal for guests, older children, a home office, or flexible living arrangements. Outside, the oversized patio and expansive backyard provide plenty of space for play, entertaining, gardening, or simply enjoying the outdoors. This home has been a special place with the best of memories made, and now it is ready for someone to bring its next chapter to life. With its sought-after Island location, spacious layout, and .40-acre lot, this is an exciting opportunity to create something truly special.

2153 Island Dr, Lexington

$924,900
3 Beds 3 Baths 26023112 MLS
Set in Lexington's beloved Fairway neighborhood, this charming stone home beautifully blends classic character with thoughtful updates and inviting spaces. A timeless tile roof and mature boxwoods frame the entry, creating an unforgettable first impression. Inside, the foyer opens to both the dining room and family room. You will love the 9 foot ceilings and original hardwood floors throughout the main level. The family room features an original fireplace and adjacent sitting area with built-ins, offering the flexibility to serve as a playroom, or home office. Generously sized, the dining room is ready for everything from weeknight dinners to big family gatherings. The kitchen features inset cabinetry with granite countertops, stainless steel appliances, and fantastic natural light with windows overlooking the private backyard. At the back entry, a dry bar with wine storage and a beverage refrigerator adds both function and style. Upstairs, the primary bedroom offers beautiful built-ins for both storage and display, along with a private en-suite bath. Two additional bedrooms share a hall bath with a combination tub/shower. Outside, the backyard features a large patio and mature trees—perfect for relaxed evenings and outdoor entertaining. The extended one-car garage offers a great deal of additional storage space for bikes and outdoor equipment. With its original details, abundant natural light, and coveted Fairway address, this special home offers the perfect combination of timeless Lexington charm and comfortable everyday living.

222 Kingsway Dr, Lexington

$1,150,000
5 Beds 3 Baths 26022416 MLS
Built by renowned homebuilder C.W. Warner and featured in House Beautiful Magazine, this one owner Williamsburg Colonial offers a rare opportunity to own an exceptional piece of Lexington history. Five bedrooms, 3 full bathrooms, and more than 7,000 square feet of potential. The classic floorplan features unexpected architectural details including four staircases, three fireplaces, sunken living spaces and tastefully vintage finishes. The spacious entryway with dual closets is flanked by a formal living room with fireplace and a large formal dining room. The huge eat-in kitchen features wood beams, dual pantries, double ovens and an oversized range hood. The first floor continues with a utility room, full bathroom, and bedroom, plus a midcentury modern-inspired sunken den providing convenient access to both the basement and the second floor. A charming sunroom with floor-to-ceiling windows sits just off the kitchen and provides great flow to the backyard. Upstairs, the primary suite offers endless potential with its bathroom and closet space. All three guest bedrooms are sizable, and the vintage guest bath with custom vanity is sure to impress. A 500 sq ft walk-in attic space is ready to finish for an easy value add. The huge basement offers even more storage and value opportunity. The half acre lot is flat and anchored by mature trees providing optimal privacy. A brick patio adds to the character, and the massive 3 car garage is a standout feature, offering an abundance of space for cars, storage, hobbies, and everything in between. All of this and more, located in the heart of one of the city's most coveted neighborhoods. Meticulously maintained by the same family since 1971, this truly unique property is ready for your personal touch. Schedule your showing today!

801 Chinoe Rd, Lexington

$1,530,000
4 Beds 6 Baths 26022514 MLS
We invite you to discover 1337 Cooper Drive, a distinctive Lexington residence where the character of an established home meets the space, comfort, and functionality created through thoughtful additions by previous owners. Situated on a quiet street on an expansive 0.641 +/- acre lot, this exceptional property offers approximately 5,292 sq ft of finished living space, 4 bedrooms, 5.5 baths, remarkable outdoor spaces and an enviable location convenient to some of Lexington's most beloved destinations. The home's setting is truly special. A significant investment has transformed the backyard into a private, park-like retreat, highlighted by extensive landscaping, designed by Terrain Landscaping and custom plantings by Wilson Landscaping Supply in June 2025. The beautifully designed grounds provide a peaceful backdrop for morning coffee, outdoor entertaining, gardening or simply enjoying the privacy of this unusually generous in-town lot. A wrap around porch further connects the home to is beautiful surroundings. The sitting area within the primary en-suite opens directly onto the porch, creating a wonderful indoor-outdoor retreat overlooking the private backyard. The spacious primary en-suite is designed for both comfort and privacy, featuring a dedicated sitting area, walk-in closet, soaking tub and separate shower. A separate laundry room (both washer and dryer convey with property) and home office add convenience and flexibility for today's lifestyle. Throughout the home, generous living spaces reflect its history and evolution. Originally constructed in 1954, the residence has been expanded over the years by previous owners, resulting in a floor plan that provides exceptional room for working from home, hosting guests, and comfortable everyday living. A separate living space complete with bedroom, sitting area, beverage bar and full bath is located over the garage, on the opposite end of the primary en-suite. The walk-out basement adds even more versatility, with approximately 735 sq ft of finished living space, including a full bath and fireplace with gas logs (New March 2026) and an additional 1,765 sq ft of unfinished space offering tremendous potential for storage, recreation, a workshop, home gym, or future customized living areas. Outside Trex fencing (New July 2025) with a double gate enhances the privacy and functionality of the backyard. A 26 KW Generac whole house generator (New 2024) provides additional peace of mind. The property also includes a substantial 676 sq ft, forward facing garage. The home is offered with a full appliance package, including a refrigerator purchased August 2026, and washer and dryer (New April 2026). And then there is the location. From Cooper Drive, enjoy the charm and convenience of an established Lexington neighborhood where you can walk to Romany Road and Wheeler's Pharmacy, a longtime gathering place, for a meal, beverage or visit with friends. Prefer two wheels? Bike to Henry Clay's Ashland Estate, Ecton Park, or the University of Kentucky, placing campus and the energy of central Lexington within easy reach while returning home to the privacy and tranquility of your own park-like setting. 1337 Cooper Drive is more than a spacious home - it offers a distinctly Lexington lifestyle: an established neighborhood, an extraordinary private lot, beautifully landscaped outdoor spaces, abundant room to live and entertain, and convenient access to the places that make this area so special.

1337 Cooper Dr, Lexington

$339,500
3 Beds 3 Baths 26022764 MLS
ONLINE ONLY ABSOLUTE AUCTION!!! Online BIDDING ENDS Wednesday, September 23, 2026 at 12:00PM. Terms & Conditions are as follows: As Is/Non-Contingent/10% earnest money deposit/30 day settlement/buyer's premium applies, see terms & conditions for details. Visit www.HalfhillAuctions.com for more information. Kristin Halfhill-Larimore, Principal Auctioneer, 859-333-1855. A Timeless Lexington Charmer Full of Heart & Original Character! Step inside this truly special home and you'll feel the warmth of a place that has been lovingly lived in and cared for for generations. A wonderful example of a home that has retained its original charm, this property is almost like stepping into a time capsule—with vintage details and character you simply can't recreate. The huge front porch immediately sets the tone, offering the perfect spot for morning coffee, visiting with neighbors, or relaxing at the end of the day. Inside, you'll find a home filled with personality, including an adorable original pink bathroom that is sure to make you smile. The kitchen is especially inviting, with large windows that bring in beautiful natural light and look out toward the expansive backyard. Outside, the possibilities continue with a huge backyard, complete with a covered porch that's ideal for gatherings, gardening, or simply enjoying the seasons. The long wrap-around driveway provides plenty of parking and adds to the property's welcoming, tucked-away feel. And the location is hard to beat—inside New Circle Road in the Twin Oaks area, with convenient access to everything Lexington has to offer. This is more than just a house; it's a home with a story. Whether you're looking to make new family memories in a home with room to grow or you're someone who appreciates the charm, quirks, and craftsmanship of an earlier era, this one is truly worth seeing. Come make the next chapter of its story your own!

609 Portland Dr, Lexington