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3853 Real Quiet Ln, Lexington
$1,199,000
5 Beds ⋅ 5 Baths ⋅ 26026890 MLS
Welcome to Walnut Grove Estates! Homes in this prestigious neighborhood do not come available very often. This is your chance to make this amazing location your home. This thoughtfully designed Jimmy Nash home features 5 bedrooms, 4.5 bathrooms with tons of upgrades and a functional and beautiful layout that checks all the boxes. First floor primary with a spa like bathroom? Check! Three car garage with epoxy floors and mini split HVAC? Also check! Finished basement complete with pool table, guest suite and two additional bonus rooms with plenty of room for activities? Check and check! Now let's discuss the lot for a moment! This property is located on a corner lot and has exceptional landscaping with a fenced yard, fire pit, view of the water and no neighbors behind you just a lovely community green space! Walnut Grove is located close to Hamburg but feels private and enjoys its close proximity to the Greenbrier Country Club.

3853 Real Quiet Ln, Lexington

440 Longview Dr, Lexington
$500,000
4 Beds ⋅ 2 Baths ⋅ 26026660 MLS
Fall in love with this completely remodeled Cape Cod in the heart of Southland! The location is hard to beat, with coffee shops, restaurants, Good Foods Co-op, and Critchfield Meats all within walking distance. At home, a quarter acre fenced backyard gives you plenty of space to relax, entertain, or enjoy the outdoors. Fresh paint, hardwood floors, and plantation blinds give the main floor a polished feel, while a gas log fireplace adds warmth to the living room. The updated kitchen features quartz countertops and stainless steel appliances. Two bedrooms and a full bath complete the first floor. Upstairs, the expansive primary suite offers a walk in closet and a beautiful bath with a tiled shower, soaking tub, and double bowl vanity. The finished basement adds a den, spacious laundry room, and fourth bedroom without a closet. With newer mechanicals and beautiful updates throughout, you won't need to do a thing. Just walk in and fall in love!

440 Longview Dr, Lexington

231 Southport Dr, Lexington
$390,000
3 Beds ⋅ 2 Baths ⋅ 26026646 MLS
Welcome to 231 Southport Drive, a newly renovated 1950s ranch home on a generous lot tucked away near Southland Drive and Lafayette. New exterior paint helps the curb appeal pop from the moment you arrive. Inside, the main level shines with newly refinished hardwood floors, new paint and a decorative fireplace anchors the living room. The brand-new kitchen is the heart of the home, with quartz countertops, crisp white cabinetry and a stainless steel appliance package. The home offers 3 bedrooms and 2 full baths, both with new tilework. A newly added full bath creates a true owner's suite, a rare find in homes of this era. The big-ticket items are already done, including an updated roof, water heater and newer HVAC system. The newly finished basement provides an additional living space and large laundry space. Out back, enjoy the refinished covered deck with fans overlooking the spacious yard that's begging for a pool. Local favorites on Southland Drive are just minutes away like Winchell's, Good Foods Co-op, PieTana, Donut Days and more. Southland's Farmers Market is open on Sundays. Close to UK, Keeneland and Lexington's vibrant downtown. Classic character meets move-in-ready updates in one of Lexington's most established neighborhoods, so don't miss this one. Schedule your private showing today.

231 Southport Dr, Lexington

1885 Gayle Dr, Lexington
$349,900
4 Beds ⋅ 3 Baths ⋅ 26026516 MLS
This beautifully maintained brick home makes an impression from the moment you step inside. The inviting formal living room welcomes you with gorgeous hardwood floors, abundant natural light, and timeless charm. The bright, updated kitchen is a standout with quartz countertops, abundant cabinetry, and easy access to the formal dining room through charming french pocket doors. Hardwood flooring continues to all four bedrooms, which are sizable with great closet space. Each bathroom has been tastefully renovated, including a tile shower in the guest bath and a beautiful primary ensuite. The finished basement adds even more living space with a cozy family room with fireplace, a convenient half bath, and a charming sunroom with backyard access. An attached two car garage provides great storage. Outside, the HUGE backyard is anchored by mature trees and multiple outdoor spaces - including a large composite deck, stone patio, firepit area, and storage shed. Whether you're hosting friends, enjoying your morning coffee, or simply relaxing in the privacy of your own yard, this home offers the space and setting to enjoy it all. The current owners have made many upgrades including a newer roof and utility systems, replacement windows, new driveway, buried downspouts and more. Tucked away on a low traffic street, this pristine home with a rare combination of character, condition, and updates is ready to welcome its next owner! Priced below September 2026 appraisal. Schedule your showing today.

1885 Gayle Dr, Lexington

2079 Von List Way, Lexington
$899,900
5 Beds ⋅ 3 Baths ⋅ 26026331 MLS
Ideally located and thoughtfully updated brick ranch in sought-after Lakeview (40502), set on a large, beautifully landscaped and treed lot with a walkout basement. This home has had significant recent investment, including a new deck completed in 2025 (over $65,000), new windows (over $40,000), a new HVAC system in 2025, spray foam insulation in the attic, and new carpet in 2023. Inside, you'll find travertine tile, granite counters, updated cabinetry, a kitchen island, crown moldings, fresh paint, and LED lighting throughout. Additional updates include new garage doors and an inviting courtyard. This is a very pleasant home filled with great natural light and an easy, social flow for everyday living and entertaining. Enjoy walking to Henry Clay and beautiful Lakeview Park, with its walking trails and playground.

2079 Von List Way, Lexington

1629 Parkers Mill Rd, Lexington
$675,000
3 Beds ⋅ 2 Baths ⋅ 26026042 MLS
1629 Parkers Mill offers the very best of the Bluegrass! This lovely brick ranch combines timeless charm and a peaceful rural feel with an incredibly convenient location just minutes from Downtown Lexington, Bluegrass Airport, Keeneland, Beaumont, and a wonderful variety of shopping and dining. This home is a showplace with multiple entertaining areas, beautiful gardens, and private retreats. Spend mornings on the covered back deck overlooking the trees and gorgeous foliage. Spend afternoons gardening or pursuing hobbies in the workspace areas. In the evenings, you could be cooking in the open-area kitchen and hosting a beautiful dinner in the spacious dining room. This traditional-style ranch features three bedrooms, two full bathrooms, lovely hardwood floors and a spacious basement- but it offers so much more than the floor plan suggests. With its inviting spaces, abundant character, and beautiful outdoor surroundings, 1629 Parkers Mill Rd. is a special place to call home. Schedule your private tour today and discover your dream home in the very heart of the Bluegrass!

1629 Parkers Mill Rd, Lexington

1606 Glover Ave, Lexington
$299,000
3 Beds ⋅ 2 Baths ⋅ 26026022 MLS
OPEN HOUSE, Sunday, November 8th, 2:00-4:00! This house must be seen in person to appreciate all the space and character! The location of this charming property offers convenient access to downtown, shopping, hospitals, UK, the distillery district, and Keeneland. The surrounding area combines established older homes with lots of new construction and more being built. It is a charming mix of properties in a peaceful desirable setting. With it's mid century character, generous living space, huge deck, 1 car garage, plenty of off-street parking, private yard, versatile basement, workshop and abundant storage, this home offers a wonderful combination of charm and functionality, This 3 bedroom, two full baths lovely home features gleaming original hardwood floors in both of the main floor bedrooms, the hallway, entry room and spacious living room which also features a cozy wood burning fireplace insert, fresh paint, custom shutters and distinctive rounded doorways. A separate dining room offers built in storage cabinets. Hallway leads to full bath and two nice size bedrooms all freshly painted and both with ceiling fans. The well planned kitchen includes a gas range, beautiful updated sink and faucets, stainless steel refrigerator with ice/water, abundance of cabinetry, nice counterspace, and additional shelving for plenty of storage! Step outside from the kitchen onto an amazing oversized covered deck complete with ceiling fans, lighting, steps to the lawn, and a hanging swing. An ideal place for relaxing or entertaining. The large private yard provides plenty of room to enjoy the outdoors and a storage shed offers convenient space for lawn equipment and more. Off the living room, you will find a trifold door, you will find an amazing bedroom suite! The stairs up and the entire upstairs has nice thick carpet so you don't hear too much pitter pattering of little feet. The landing has plenty of shelving and could be a small office or storage space for your teen's books, shoes, Lego Puzzles, anything! Enter the doors on either side of the room to see floored, spacious, dry and well lit storage!! Through the far door upstairs is tucked away bedroom number 3, and teen's dream come true with a huge closet and it's very own bathroom with a standup shower! The Basement: The kitchen also provides access to the downstairs to an enormous mostly finished walk-out basement featuring a covered outdoor gathering space with yet more storage!! The heated and cooled basement was used for years as an upholstery shop and offers tremendous versatility. A large table and a large bookcase can remain with the property if desired or can be dismantled. This basement would be a great sports watching/party/play room complete with a wet bar and refrigerator! Maytag washer and dryer stay also! The basement also includes a small workshop, making it an excellent space for hobbies or projects, Come see it before it's gone!!

1606 Glover Ave, Lexington

1618 Harrodsburg Rd, Lexington
$500,000
26025883 MLS
AUCTION — SELLS TO THE HIGHEST BIDDER WITH SELLER CONFIRMATION! Offered at Live On-Site Auction with Simulcast Internet Bidding. Auction is on Monday, October 12, 2026 @ 12:00 PM (EST). Property sells AS-IS, WHERE-IS with no contingencies. Buyers premium will be added to the final bid price and non-refundable earnest money required. Auction will be held at The Campbell House Inn located at 1375 S Broadway, Lexington KY 40504.This prime commercial mixed-use property seamlessly pairs timeless charm with professional functionality, conveniently located near St. Joseph Hospital and the Harrodsburg Road Office Park. Originally a classic home, the building retains its character throughout, highlighted by beautiful hardwood floors and a warm, inviting atmosphere. The main level is designed for effortless business operations, featuring a welcoming reception area with a dedicated waiting room, multiple private offices, a formal conference room, and versatile workspaces adaptable to various organizational needs. Additional functional area is found in the finished basement, which provides dedicated lab or work zones alongside extensive storage space. Situated in a high-visibility corridor with easy access for clients and staff, this unique property offers an exceptional setup for medical practices, counseling clinics, corporate offices, or professional service firms.

1618 Harrodsburg Rd, Lexington

220 Barberry Ln, Lexington
$439,500
5 Beds ⋅ 2 Baths ⋅ 26025412 MLS
Welcome to 220 Barberry Lane — a charming and nostalgic home nestled in one of Lexington's most beloved Historic District neighborhoods. Full of timeless character and thoughtful updates, this home beautifully blends original details with modern comfort. Inside, you'll find newly refinished hardwood floors, fresh paint, and an abundance of natural light that fills the home with warmth and charm. The main floor bathroom showcases treasured original features including the classic tile, tub, and sink — preserving the home's historic appeal in all the right ways. The original solid wood arched front door creates an unforgettable first impression and adds to the home's distinctive character. The spacious and private backyard offers beautiful landscaping beds and plenty of room to relax, garden, or entertain, and the detached 2-car garage adds valuable convenience and storage. Practical updates provide peace of mind, including a newer dishwasher, newer sump pumps, and a heating system replaced in 2026.This home truly checks all the boxes — character, updates, location, and lifestyle. Ideally situated just minutes from downtown Lexington, hospitals, the University of Kentucky, The Arboretum, and with fabulous proximity to Kroger Field for UK home football games, this is a rare opportunity to enjoy historic charm in an unbeatable location. Buyer to verify all aspects of the property important to their purchasing decision, including but not limited to square footage, lot size, schools, taxes, and any other material information. Windows in the lower-level bedrooms are not egress windows but are typical for homes built during this era.

220 Barberry Ln, Lexington

1249 Kastle Rd, Lexington
$715,000
3 Beds ⋅ 2 Baths ⋅ 26025830 MLS
An impressive neighborhood with a house to match—welcome to Montclair! This all-brick Cape Cod beauty perfectly blends timeless Lexington character with elevated, thoughtful renovations. Gleaming parquet hardwood floors flow through light-filled living spaces, including a spacious family room with fireplace and dining area with built-ins. The sunny white kitchen shines with granite countertops, statement tile backsplash, farmhouse sink, Viking gas range and abundant cabinetry. Two bedrooms and a full bath complete the first floor, while upstairs, the renovated primary suite steals the show with a spa-inspired bath and enviable custom walk-in closet. Outside, enjoy an expansive deck overlooking the mature landscaped yard. Full unfinished walk-up basement, Generac generator conveys, one-car garage, and a fabulous location near UK, Kroger Field, Chevy Chase and Downtown Lexington!

1249 Kastle Rd, Lexington

625 St Anthony Dr, Lexington
$309,900
3 Beds ⋅ 2 Baths ⋅ 26025767 MLS
Completely Renovated 3-Bedroom Home with Incredible Garage & Basement Space. Beautifully renovated 3-bedroom, 2-bathroom home with a basement, offering modern finishes, thoughtful updates, and an abundance of additional space. The completely renovated eat in kitchen features brand-new cabinets, newly added island, quartz countertops, and stainless-steel appliances, creating a stylish and functional space perfect for everyday living and entertaining. The home boasts a brand-new primary bathroom addition featuring a luxurious marble walk-in shower and double vanities. The second full bathroom has also been completely renovated with new tile, vanity, lighting, and fixtures. Every room has been refreshed with all-new luxury vinyl flooring, fresh paint, and new light fixtures, giving the entire home a beautiful, cohesive, move-in-ready feel. The partially finished basement offers endless possibilities and could easily become a second den, entertainment space, game room, home gym, or private hangout area. One of the property's standout features is the oversized, extremely deep, vaulted-ceiling 2-car garage (but could hold 4 cars with depth of available space). Complete with pull-down steps leading to a floored attic, the garage provides exceptional room for vehicles, a workshop, hobbies, and additional storage. Enjoy your morning coffee or relax on the covered front porch, complete with new railing and overlooking the newly landscaped yard. This home has been extensively renovated from top to bottom and offers the perfect combination of modern updates, flexible living space, and incredible storage and garage potential. A must-see for anyone looking for a truly move-in-ready home!

625 St Anthony Dr, Lexington

2415 Heather Way, Lexington
$419,900
4 Beds ⋅ 2 Baths ⋅ 26025754 MLS
Space, style, and an outdoor retreat—this central Lexington home is beautifully updated offering 4-bedroom, 2-bath and a 1 car garage! Lots of space with 1,752 square feet, 2 family rooms, and an inviting open floor plan that creates an easy flow for everyday living and entertaining. At the heart of the home is a completely remodeled kitchen featuring granite countertops, upgraded cabinetry, updated appliances and recessed lighting for kitchen and family room. Three of the four bedrooms also include new custom closet systems for enhanced storage and organization. Relax outside under a covered back patio overlooking the spacious, tree-lined backyard, raised garden beds, then gather around the new concrete patio with firepit for relaxing evenings under the stars. Additional updates include new replacement windows throughout for great energy savings, upstairs bath renovation with privacy window, shower panels, and fixtures. Conveniently located near shopping, dining, downtown, and the University of Kentucky. This move-in-ready home offers comfort, convenience, and room to enjoy—inside and out!

2415 Heather Way, Lexington

3233 Royal Troon Rd, Lexington
$399,000
4 Beds ⋅ 4 Baths ⋅ 26024816 MLS
Step outside your backyard and onto the walking and biking trail, making morning runs, evening walks, and weekend bike rides part of everyday life. A one-owner property, this home has been cared for by the same owner since it was built. Located in a convenient Lexington location near a new hospital and with easy access to the highway, 3233 Royal Troon Road combines an incredibly functional layout with a lifestyle that is hard to replicate. Inside, the spacious layout provides plenty of room to gather, entertain, and spread out, with a sound system in the living room adding to the experience. The laundry room is conveniently located on the second floor, keeping everyday routines close to the bedrooms. The fourth bedroom does not have a closet, as the original closet space was converted into a dedicated laundry area. The finished basement offers even more flexibility with additional living space, a private bedroom, a full bathroom, and its own sound system, creating an ideal setup for a teenager, overnight guests, multigenerational living, a home office, or recreation space. Out back, wiring is already in place for a future hot tub, while direct access to the trail gives you the freedom to walk, jog, or bike right from your own backyard. With flexible living spaces, convenient access to healthcare and major roadways, and a location designed for an active lifestyle, this home offers features that are difficult to recreate. Schedule your private showing today.

3233 Royal Troon Rd, Lexington

2430 Seine Rd, Lexington
$265,000
3 Beds ⋅ 2 Baths ⋅ 26025031 MLS
Welcome home to this spacious 3-bedroom, 2-full-bath home in Lexington's established Holiday Hills neighborhood! Offering approximately 1,594 finished square feet and situated on a generous .29-acre lot, this home provides plenty of room both inside and out. The functional layout includes comfortable living spaces and a partially finished basement, with brand new carpet, offering additional flexibility for a family room, recreation space, home office, or future finished living area. Enjoy the convenience of being inside New Circle Road with easy access to Versailles Road, shopping, dining, and much of Lexington. With its combination of space, lot size, and location, this home offers an excellent opportunity to make it your own. Schedule your private showing today!

2430 Seine Rd, Lexington

3613 Polo Club Blvd, Lexington
$586,500
4 Beds ⋅ 4 Baths ⋅ 26024484 MLS
Welcome to 3613 Polo Club Boulevard! This warm and cozy 4 bedroom, 4 bath home offers over 4,000 square feet of finished living space, a first floor primary bedroom and TWO kitchens! The first-floor primary suite adds convenience, while the full finished walkup basement provides an incredible amount of additional living space. The basement is a standout feature, complete with its own full kitchen and pantry, family room, recreation space, bonus room and lots of storage! Whether you envision space for entertaining, extended stays with guests, a home office, playroom, workout room or hobby space, there is plenty of room to make it your own. Many of the big-ticket updates have already been taken care of, including a new roof and gutters in 2025, both HVAC systems less than three years old and a newer water heater. Outside, the concrete patio has been redone and extended, and a sidewalk was added along the side of the home. The spacious two-car garage provides plenty of parking and storage. Location is another highlight! Just minutes from Hamburg, Costco, Target, shopping, dining and major highways, everyday conveniences are approximately five minutes away. Spacious yet cozy, with flexible living areas, a finished walkup basement and major updates already completed, 3613 Polo Club Boulevard has so much to offer. Come see it for yourself!

3613 Polo Club Blvd, Lexington

1928 Mint Julep Ln, Lexington
$389,999
4 Beds ⋅ 3 Baths ⋅ 26024857 MLS
Welcome to this spacious split-foyer home in the Plantation neighborhood! The sellers have an assumable mortgage with an interest rate of 3.5% for this beautiful home. The home has easy access to schools, shopping, dining, Keeneland, Blue Grass Airport, and more. This lovingly maintained four-bedroom, two-and-a-half-bath home has been thoughtfully updated throughout. Recent improvements include a new HVAC system, Nest Smart Thermostat, new carpet in the lower-level bedroom, updated light fixtures, and luxury COREtec vinyl flooring throughout most of the home. The updated kitchen features a new double oven, refrigerator, butcher block countertops, quartz drop-in sink, pull-down faucet, and stylish backsplash. The home features insulated windows and a newly installed wireless interconnected fire, heat, and carbon monoxide detection system, providing added comfort and peace of mind. With abundant indoor and outdoor living space, this home is ideal for both everyday living and entertaining. The main living room features a cozy wood-burning stove, while the downstairs den offers a wood-burning fireplace. Perfect for cooler weather and cozy gatherings. Outside, the covered deck overlooks a large, fenced backyard. Two new concrete patios provide plenty of room for grilling, outdoor dining, and lounging. A gardener's dream, the yard also includes several flower beds ready for seasonal color, fresh plantings, or your favorite blooms. Whether you're hosting cookouts, enjoying evenings by the fire, tending the garden, or simply taking advantage of the home's generous indoor and outdoor living areas, this property offers year-round enjoyment. The oversized two-car garage includes heating and air conditioning and provides generous space for parking, storage, hobbies, or workshop activities, making it a highly functional extension of the home. This home is ready to welcome its new owners!

1928 Mint Julep Ln, Lexington

3385 Fraserdale Dr, Lexington
$399,900
4 Beds ⋅ 3 Baths ⋅ 26024404 MLS
Tucked away on a quiet street in one of Lexington's most desirable zip codes, this all brick ranch on a basement offers the perfect blend of comfortable living and thoughtful updates. An abundance of windows brings in beautiful natural light throughout, making the home feel bright, open, and inviting. The spacious living room flows seamlessly into the updated eat-in kitchen, which features granite countertops, a stylish backsplash, and stainless steel appliances. All three bedrooms on the main level are sizable, and the large guest bathroom includes a convenient laundry closet with washer and dryer. A private ensuite bathroom adds comfort and convenience to the primary bedroom. Every bathroom in this home has been updated with high end finishes - a rare find for this area. The large basement offers amazing additional living space, a fourth bedroom, and another beautifully updated bathroom with a huge tile shower. The oversized two car garage offers great storage space. A newer deck and flat, private backyard round out this inviting home, providing plenty of space to relax and entertain. A phenomenal location near the city's best parks, the Summit at Fritz Farm, Southland, and more! Schedule your showing today!

3385 Fraserdale Dr, Lexington

4481 Athens Boonesboro Rd, 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! Some of the interior photos have been virtually staged to show an opinion of what the house could look like.

4481 Athens Boonesboro Rd, Lexington

710 Dunes Cir, Lexington
$276,500
4 Beds ⋅ 2 Baths ⋅ 26024013 MLS
"A rare combination of space, privacy, and convenience awaits in this beautifully maintained brick ranch." Don't miss this spacious brick ranch with a finished basement, tucked away in a quiet cul-de-sac and backing up to a beautiful horse farm! This well-maintained home has been lovingly cared for by the same family since it was built and offers plenty of room to spread out. Featuring four bedrooms, two family rooms, a dining room, one full bath, and one half bath, plus the additional space of a finished basement. Enjoy the convenience of being just minutes from the interstate while still enjoying a peaceful, private setting. If space, location, and a beautiful backdrop are on your wish list, this home is a must-see! All information believed to be accurate. Buyer to confirm.

710 Dunes Cir, Lexington

331 S Mill St, 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

222 Kingsway Dr, Lexington
$899,900
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

3442 Chestnut Hill Ln, Lexington
$600,000
4 Beds ⋅ 5 Baths ⋅ 26022324 MLS
Two kitchens. Three levels. So many possibilities! Discover room to spread out at 3442 Chestnut Hill Lane in Lexington! With 4 bedrooms, 4½ baths, and approximately 3,676 finished square feet, this classic brick home offers space for everyday living and entertaining. A finished walkout basement with a second kitchen and full bath adds flexibility, while the cozy fireplace makes fall evenings feel like home. Offered at $600,000. Call me to schedule your private tour! Welcome to 3442 Chestnut Hill Lane, a classic brick two-story in Lexington's desirable Andover area. This spacious home offers four bedrooms, four and-a-half baths, two kitchens and approximately 3,676 finished square feet across three levels. The finished walkout basement features a second kitchen and full bath, creating flexible space for guests, extended family or entertaining. With inviting formal and casual living areas, a fireplace and a convenient location near Hamburg's shopping, dining, healthcare and interstate access, this home offers exceptional space, versatility and value. FOR HOA INFORMATION GO TO: https://andover.org/documents/?utm_source=chatgpt.com 1YEAR HOME WARRANTY CONVEYS AT CLOSING

3442 Chestnut Hill Ln, Lexington

801 Chinoe Rd, Lexington
$1,050,000
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

4132 John Alden Ln, Lexington
$724,900
6 Beds ⋅ 4 Baths ⋅ 26022865 MLS
Located in the beautiful Colony neighborhood, this stately 6-bedroom, 3.5-bath home offers exceptional space and charm on a large beautifully landscaped lot. The updated kitchen features granite countertops, a tiled backsplash, ample cabinetry, and a spacious island perfect for gathering and entertaining. The main level includes a generous living room with a cozy fireplace and custom built-ins, a formal dining room, laundry room, and a versatile flex space ideal for a home office or sitting area. Upstairs, the expansive primary suite offers a private retreat with a large walk-in closet and ensuite bath. Four additional bedrooms and two full bathrooms provide plenty of room for family and guests. The finished basement bonus room adds even more flexible living space, while abundant storage throughout the home keeps everything organized. Outside, enjoy mature trees, established landscaping, and plenty of outdoor space for relaxing or entertaining. Ideally located in side New Circle Road just minutes from Keeneland, Bluegrass Airport, and Cardinal Run Park, this home combines timeless appeal with an unbeatable location.

4132 John Alden Ln, Lexington

194 Rosemont, Lexington
$340,000
3 Beds ⋅ 2 Baths ⋅ 26022483 MLS
Turnkey and move-in ready! This beautifully renovated and thoughtfully expanded 3-bedroom, 2-bath home offers 1,262 sq. ft. of finished living space with fresh, modern finishes throughout. Extensive updates include a new HVAC system, windows, plumbing, cabinetry, quartz countertops, laminate flooring, tile showers, and updated drywall and ceilings. The newly finished upper level adds valuable living space with an additional bedroom and full bath. From the moment you move in, the work has already been done, simply unpack and enjoy. The bright, refreshed interior offers a functional layout with stylish finishes throughout, while the encapsulated basement features water-management improvements for added peace of mind. Outside, you'll find a newly paved driveway with parking spaces. The fenced in backyard offers plenty of space for entertaining, pets, gardening, or relaxing at home. With three bedrooms, two full baths, a basement, fenced yard, and extensive improvements inside and out, this truly turnkey property offers the opportunity to move in and enjoy your new home from day one!

194 Rosemont, Lexington

1748 Brook Park Dr, Lexington
$329,900
3 Beds ⋅ 3 Baths ⋅ 26022539 MLS
PRICED AT APPRAISAL! Squire Oak! What a hidden gem! 2-story situated on a tree-lined court with a huge yard with wild flowers and more backing to a farm. This 3-bedroom features 2.5 baths on a full, partially finished basement. The first floor has nice dining area, a front-to-back large living space with doors that open to the wonderful backyard with patio seating area and double trellises. You will feel as though you are visiting the arboretum. Large kitchen with seating area and built-ins, also a walkout to the backyard. The basement area has a family room with built-ins, a recreation area, and a utility storage room. Also includes a 1-car garage. Updates to the home, bathrooms updated 5 years ago, and windows replaced 8 years ago.

1748 Brook Park Dr, Lexington

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