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$325,000
2 Beds 1 Baths 26005178 MLS
In the heart of Chevy Chase is the most charming condo in a beautiful 4 plex building. On the first floor, this unit features tall ceilings, hardwood floors, white walls, white woodwork and many large windows offering great natural light. The building was renovated mid 2023 and turned into 4, 2 Bedroom, 1 Bath condos. At that time the new white Kitchen with stainless appliances and abundant cabinetry was installed. The hardwood floors were refinished and a white Bathroom was installed. The Heat Pump was installed for each unit. The inviting Living Room has a programmable electric fireplace with heater and entire unit has new vinyl windows with shades that adjust from top and bottom. There are 2 Bedrooms that each attach to the Bathroom. The laundry includes a stackable washer & dryer and is adjacent to the Kitchen. The unfinished Basement features a lockable storage unit for each unit. The HOA fee covers exterior maintenance & insurance. There is a large parking area in back with one reserved space per unit. About 5,000 dollars worth of furniture will stay with the property.

1400 Fontaine Rd Unit 1, Lexington

$2,795,000
5 Beds 7 Baths 26013465 MLS
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 well pump to maintain perfect water levels. The expansive outdoor oasis is further elevated by updated custom pergolas, a brand-new fire pit, and a convenient outdoor shower. Inside, impeccable craftsmanship defines the 5-bedroom, 5-full, and 2-half-bath residence. The gourmet chef's kitchen is a culinary dream, boasting top-of-the-line appliances, endless workspace, and a massive walk-in pantry. The luxurious primary suite serves as a private sanctuary with panoramic nature views, bespoke custom closets, and a spa-like bath with a deep soaking tub. A collector's dream, the massive 8-door garage accommodates up to 15 vehicles and features a private home office above. Mechanically flawless, the estate includes freshly painted perimeter fencing and a reconnected full-property irrigation system with a new pond pump. The previous owner performed many high-end upgrades, including 3 geothermal HVAC units with UV light filters, a water pressure booster pump, enhanced foundation drainage, and full-house blown-in foam insulation for maximum energy efficiency.

601 Delong Rd, Lexington

$1,136,007
5 Beds 4 Baths 26006467 MLS
(7/20/26-construction update: Drywall Complete,Trim Phase). Check Documents tab for progress photos. The Rochester offers a great first floor layout with a large family room opening to a spacious kitchen and breakfast area. Five bedrooms and four full baths are possible with this plan. The first floor includes a guest bedroom, full bath and coat closet, conveniently located off the entry hall, as well as a formal dining room. A u-shaped central stairway adds elegance to the plan. A mudroom with optional drop zone and walk-in pantry connects the garage to the kitchen. Upstairs are the primary suite, three bedrooms, a large loft, and utility room with folding counter. The luxurious primary bedroom suite is a spacious retreat, with a sitting area and a very large, divided walk-in closet. The primary bath features separate vanities, a fully tiled shower, and freestanding tub. An optional covered deck off the primary bedroom has been added to extend outdoor living space. Exterior details include a covered front porch, shake siding accents, and a multi-layer hip and gable roof design. Job# 78PB

749 Shady Cv, Lexington

$325,000
5 Beds 3 Baths 26009703 MLS
This 2,844 sq ft home offers a layout you simply don't find in most Lexington properties — and a one-of-a-kind ownership structure to match. Positioned as the only single-family home within its townhouse HOA, it delivers the maintenance benefits of association living with the privacy and footprint of a detached residence. Inside, the flexible floor plan lives large across two finished levels. The main floor features a living room, formal dining room, dedicated laundry room, mudroom, a full bathroom, and a first-floor bedroom — ideal for guests, a home office, or single-level living needs. Upstairs, you'll find four additional bedrooms and two more full bathrooms, including a private en-suite with its own separate entrance to the lower level. That independent-access bedroom opens the door to multigenerational living, long-term guest accommodations, or a private retreat. A 1,422 sq ft unfinished basement (accessed via exterior entry) offers significant expansion potential — finish it out for additional living space, a workshop, storage, or future income-generating square footage. With five bedrooms, three full baths, multiple living zones, and a layout suited to a wide range of occupancy arrangements, this property appeals equally to investors, multigenerational families, and buyers seeking a residence with strong group residential, transitional, or supportive housing potential. Properties offering this combination of size, layout flexibility, and HOA-maintained convenience rarely come available in 40509

3135 Sewanee Ln, Lexington

$525,000
4 Beds 3 Baths 26007423 MLS
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 space. There is a large 2 car detached garage with a spacious 1 BR, 1 bath apartment above. Great for rental, office or guests! Combined square footage of main house (1696sf) and apartment (576sf) is 2272 SF. Other features include new roof, side patio, large parking pad and ample fenced yard. Rare opportunity in a great and convenient location!

729 Hambrick Ave, Lexington

$360,000
4 Beds 2 Baths 26012554 MLS
Welcome home to this beautifully updated 4-bedroom, 2-bath Cape Cod nestled in one of Lexington's very desirable and convenient locations! Situated on a rare lot of nearly 3/4 of an acre—significantly larger than most homes in the neighborhood—this property offers the perfect blend of character, modern updates, and outdoor living. Step inside and immediately appreciate the warmth of the real hardwood flooring, abundant natural light, and spacious room sizes throughout. The thoughtfully updated kitchen features granite countertops, subway tile backsplash, updated cabinetry, and newer appliances, creating a stylish and functional space for everyday living and entertaining. Recent improvements provide peace of mind for years to come, including a new roof and professionally sealed attic (2021), professionally anchored and reinforced foundation wall with a transferrable warranty, French drain and sump pump installation, updated bathrooms, refinished hardwood flooring on both levels, updated lighting, and the removal of the chimney with the addition of gas logs for enhanced safety and comfort. The flexible floor plan offers four generously sized bedrooms, two full baths, abundant storage throughout, and the convenience of laundry accommodations on either the lower level or upstairs. A partial unfinished basement provides even more storage space, or even more potential for an additional finished space if needed. Outside, you'll find a fully fenced backyard retreat with a secluded feel, mature landscaping, a spacious deck, and a patio area perfect for entertaining, relaxing, or enjoying quiet evenings outdoors. Location truly sets this home apart. Enjoy easy access to shopping, dining, and entertainment with Target, The Summit at Fritz Farm, and Fayette Mall just minutes away. Outdoor enthusiasts and pet owners will love being near Shillito Park and Kirklevington Park, while nearby schools add to the home's everyday convenience. Finding a well-maintained 4-bedroom, 2-bath home with this level of updates, storage, lot size, and location is increasingly rare in this area. Selling as-is with time of sale contingent on Seller finding next permanent place of residence which is actively being searched for. Don't miss your opportunity to make this exceptional Lexington property your next home!

222 Wilson Downing Rd, Lexington

$2,500,000
4 Beds 4 Baths 26010644 MLS
Nestled in the heart of historic Ashland Park, this 1925 residence stands as a rare example of timeless architecture paired with thoughtful modern refinement. A grand 12-foot-wide Palladian entry, framed by marble walls and sandstone columns, sets the tone the moment you arrive. The front terrace offers a gracious outdoor gathering space, with fan-lighted French doors that open directly into the dining room—an inviting flow that speaks to the home's original purpose: elegant entertaining. Inside, the scale is unmistakably classic. The 28-foot living room is anchored by an impressive Italian marble fireplace, a true statement piece imported from Italy, and tall windows that fill the room with natural light. A Palladian door leads seamlessly into the solarium, where a cast- iron working wall fountain adds charm and character few homes can claim. The remodeled and enlarged kitchen blends today's function with timeless style, offering custom cabinetry with glass-front doors, generous workspace, and an adjoining butler's pantry—ideal for hosting, staging, and everyday ease. The second level features four comfortable bedrooms and three baths, including access to a lovely screened sun porch that feels pulled from another era. The third floor provides excellent flex space—perfect for a home office, studio, or a teenager's retreat. Outside, the 2-car garage includes a finished room with a full bath, making it an excellent option for an office, art studio, or guest suite. A home of this quality, preserved and elevated over a century, rarely becomes available. It delivers heritage, craftsmanship, and livability in one of Lexington's most treasured neighborhoods. Ideally located minutes from downtown Lexington, Chevy Chase shopping, restaurants, and the University of KY.

1014 Richmond Rd, Lexington

$925,000
3 Beds 3 Baths 26015346 MLS
Like-new and never occupied, this Ball Homes Winslow ranch in The Peninsula offers easy main-level living with thoughtful upgrades and peaceful lake views. Fully completed and move-in ready, this 3-bedroom, 3 full bath home features 2 bedrooms and 2 baths on the main level, plus a finished walk-out basement that functions like a private suite. The open layout is filled with natural light, highlighted by 9-10 ft ceilings and great indoor-outdoor flow. Enjoy the 16'8" x 12' covered deck or the expanded lower patio—ideal for relaxing or entertaining. The kitchen stands out with Homecrest soft-close cabinetry, quartz countertops, farmhouse sink, under-cabinet lighting, and Café stainless appliances including double wall ovens, gas cooktop, chimney hood, French-door refrigerator, and microwave drawer. The primary suite offers a freestanding soaking tub, fully tiled shower, and quartz-topped vanities, with consistent finishes throughout all bathrooms. The walk-out basement adds flexibility with a rec room, wet bar with beverage fridge, third bedroom, full bath, and second fireplace—perfect for guests or extended stays. LVP flooring runs throughout, with tile in baths and laundry. All upgrades are complete—skip the build time and move right in. Schedule your showing today.

604 Sunny Landing Trl, Lexington

$415,000
3 Beds 3 Baths 26014267 MLS
Located in the desirable Masterson Station neighborhood of Lexington, this home has been extensively updated inside and out. Exterior improvements include a freshly pressure-washed and painted exterior, new gutters, a refurbished deck with new decking and railings, freshly painted entrance posts and garage door, updated exterior lighting, and professional landscaping that enhances curb appeal. Inside, the entire home has been freshly painted, including walls and ceilings. The kitchen features new cabinetry, updated fixtures, new appliances, and beautiful Taj Mahal quartz countertops. Additional upgrades include new flooring, carpet, door hardware, ceiling fans, and granite surrounds at the fireplace. The bathrooms have been renovated with new vanities, matching Taj Mahal quartz countertops, updated mirrors, and a remodeled primary bath featuring a new soaking tub and tiled shower. Major mechanical improvements include the replacement of two HVAC units and all smoke detectors, providing added comfort, efficiency, and peace of mind.

925 Winding Oak Trl, Lexington

$339,900
3 Beds 2 Baths 25507294 MLS
Located inside New Circle Road with quick access to downtown Lexington, this classic brick home offers space, character, and endless potential. Featuring 3 bedrooms, 2 full baths, and large rooms throughout, this home provides the charm of an older build with the functionality today's buyers need. The property includes a detached 2-car garage with a built-in workshop, plus an unfinished apartment above—perfect for future rental income, a guest suite, studio, or private office. A nice-sized yard offers room to relax, garden, or entertain, and the central location puts you minutes from restaurants, parks, UK campus, and everything Lexington has to offer. A rare opportunity to own a spacious, character-filled home with bonus space and unbeatable convenience! Estate Sale, property being sold as-is.

1613 Versailles Rd, Lexington

$750,000
3 Beds 3 Baths 25501400 MLS
Welcome to your dream home in the highly sought-after Fairway neighborhood! This beautifully designed 3-bedroom, 3-bathroom residence offers the perfect blend of style, comfort, and function. Enjoy an expansive open-concept living area that flows seamlessly into a light-filled sunroom—ideal for entertaining or unwinding in peace. The large kitchen is a chef's delight, with ample space for cooking and gathering. Each bedroom offers generous space, while all three full bathrooms are thoughtfully updated. Whether you're hosting friends or enjoying a quiet evening, this home delivers the perfect setting in one of the area's best locations. More photos coming, including a beautiful primary en-suite full bathroom. Remodeled full bathroom upstairs including two bedrooms. Also a library on the first floor of the living room.

242 Henry Clay Blvd, Lexington

$269,900
3 Beds 2 Baths 26013686 MLS
Motivated Sellers! Discover the perfect blend of timeless charm and future potential in this solid, all-brick 3-bedroom, 2-full-bathroom ranch. Welcoming you with wonderful curb appeal and mature front landscaping, this home is designed for comfortable, step-free main-floor living. The inviting layout features three generously sized bedrooms and two full bathrooms, offering plenty of space for everyone. Downstairs, the expansive full basement presents a massive blank canvas. Whether you need abundant storage space, want to build a home gym, or dream of finishing it for a recreation room, this lower level is ready to bring your vision to life. Property Highlights: Timeless Brick Exterior: Enjoy the durability, low maintenance, and classic look of an all-brick home. Classic Ranch Layout: The ultimate convenience of step-free, main-floor living. 3 Bedrooms / 2 Full Baths: Perfectly proportioned for comfort and everyday functionality. Full Basement: Incredible storage capacity with endless potential for future expansion. Don't miss out on this fantastic opportunity—schedule your private tour today!

1820 Barksdale Dr, Lexington

$699,000
3 Beds 3 Baths 26009629 MLS
Location, location — and then some. 2775 Paris Pike has been masterfully reimagined from top to bottom, blending timeless character with the ease and confidence of a brand-new home. Every room has been touched: all-new custom windows and doors throughout, all-new plumbing, a new heat pump (2023), new roof and maintenance-free shaker siding (2025), all-new insulation, and a brand-new septic system. The heart of this home is a stunning kitchen featuring custom cabinetry, new countertops and flooring, a center island, and new KitchenAid appliances — anchored by a custom pantry with a coffee/wine counter, floor-to-ceiling storage cabinets, and a drawer microwave. An original window was replaced with a door opening to a private side patio nestled beneath the magnolias — perfect for al fresco entertaining. The family room impresses with a custom coffered ceiling and beautifully restored original glass pocket doors. First-floor conveniences include a newly added laundry room with custom cabinetry and pull-out organization, a tile-wall half bath, and a main-floor primary suite with custom glass shower, two new vanities with mirrored storage, and a bench with storage below. Upstairs, find two generous bedrooms — one with a custom closet, barn doors, and access to a private patio — plus a serene study/nursery with a custom wood ceiling, a fully remodeled bath with marble flooring and glass shower panel, and new storage cabinetry throughout. The exterior shines just as brightly: modernized columns, a fully replaced front and side porch with widened stairs, and fresh paint inside and out, and $2,500 landscape allowance will be given to buyer! This is the one you've been waiting for.

2775 Paris Pike, Lexington

$749,000
3 Beds 3 Baths 26013142 MLS
Great opportunity! Location, Location, Location! Nestled in the highly desirable Edgemoor/Tahoma Terrace neighborhood, this exceptional two-story brick home offers timeless charm, outstanding curb appeal, and a lifestyle that is hard to find. Start your mornings with a cup of coffee on the inviting covered front porch before stepping inside to a spacious foyer that sets the tone for the warmth and character found throughout the home. The main level features a welcoming living room, dining room, kitchen, bedroom, and full bath, providing both comfort and flexibility for everyday living. Upstairs, you'll find an exceptionally spacious primary suite featuring a large soaking tub, oversized walk-in shower, heated floors, and a heated towel rack—creating a true retreat. An additional bedroom, full bath and a large upstairs laundry room add convenience and functionality. Situated on approximately 2/3 of an acre, this property offers an abundance of outdoor living space. Enjoy relaxing evenings on the covered back patio overlooking a fence backyard surrounded by beautifully mature trees and landscaping. This creating a peaceful and private setting perfect for entertaining, gardening, or simply enjoying nature. Additional features include an attached carport, a second two-car carport, and two storage buildings. The large storage building offers a workshop, shelving, and ample storage space. The expansive backyard provides plenty of room for recreation, including the potential for a pickleball court. What truly sets this home apart is its unique layout, offering three spacious bedrooms, 3 full bathrooms. Conveniently located near the University of Kentucky, UK HealthCare, Baptist Health, Kroger Field, Downtown Lexington, The Arboretum, Southland Drive, and an abundance of shopping, dining, and entertainment, this home combines classic character with an unbeatable location. Schedule your private showing today!

111 Edgemoor Dr, Lexington

$685,000
4 Beds 2 Baths 26014251 MLS
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 Bedrooms and a full Bathroom. Both units offer hardwood floors, and the main level has fresh paint. Both units have the same floor plan and each has a great screened back porch overlooking a large treed backyard perfect for picnics and relaxing. The nice 2 car garage is an added special feature and equally valuable is a full basement with 2 sets of washer/dryers hook ups and plenty of space for storage. Weather you are looking for an owner- occupied opportunity, investment property or multi-generational living, this duplex presents a wonderful opportunity. Being sold "as is".

1928-1930 Fontaine Rd, Lexington

$509,000
3 Beds 3 Baths 26005663 MLS
This home has been lovingly renovated to bring modern convenience to its next owner while preserving the charm of yester-year. It features 3 bedrooms, 2.5 baths, large kitchen and adjacent flex room with matching floor to ceiling cabinetry that could serve as a mud room, pantry, or drop zone. Additionally, the living room and dining room are open and airy with the refinished original hardwood floors. All new wiring, lighting, plumbing, HVAC, water heater, roof, gutters, insulated windows, tile floors in bathrooms and kitchen, new bathrooms, new kitchen and appliances, paint and more all ready to welcome you. Close to downtown, Jefferson Street corridor, NOLI, shopping, restaurants, arts, entertainment and more. A downtown gem waiting for you to see.

615 Bellaire Ave, Lexington

$510,000
4 Beds 3 Baths 26014517 MLS
Soaring ceilings, timeless finishes, and room to grow all come together in this Blackford home with a full unfinished basement already framed for future expansion. Situated in one of Lexington's desirable east side neighborhoods, this two-story home offers a thoughtful layout with spaces designed for both everyday living and entertaining. The main level features hardwood flooring throughout much of the home, a dedicated office, and a dramatic two-story living room highlighted by a stunning stone fireplace that creates a beautiful focal point while also serving the kitchen on the opposite side. The first-floor primary suite offers a relaxing retreat with a whirlpool tub and walk-in closet. Upstairs, you'll find three bedrooms with brand-new carpet throughout, providing fresh, move-in-ready comfort. Step outside to the covered deck, where the peaceful setting creates an oasis-like atmosphere and a covered patio below, offering multiple outdoor spaces to relax or gather with family and friends. Downstairs, the unfinished walkout basement presents incredible possibilities. Already framed for a large living area, full bath, and two additional bedrooms, the groundwork has been laid for future expansion. Conveniently located near Hamburg, I-75, shopping, dining, and everyday amenities, this home offers the rare combination of architectural character, outdoor living, and unfinished potential that is increasingly difficult to find.

3349 Hibernia Pass, Lexington

$1,174,000
4 Beds 3 Baths 26010371 MLS
Where classic Chevy Chase charm and sophisticated elegance meet! Welcome to 325 Cassidy Avenue in the heart of Lexington. Nestled in a longstanding favorite neighborhood, this prime location offers unparalleled convenience within New Circle Rd, moments from downtown Lexington, the University of Kentucky, Arboretum and many local favorite restaurant & shopping destinations. Elegantly appointed with timeless finishes, this home had a renovation completed in 2024 with stunning details and thoughtful functionality. 4 Bedrooms and 3 full baths, gourmet kitchen, covered porch with copper roof, new 2 car garage with automatic gate, new concrete driveway and unfinished basement. Every inch of this home reflects meticulous planning and design. As if designed for the pages of Architectural Digest, this beautiful home must be seen to truly appreciate the thoughtful design. Come discover the exceptional details and soothing, neutral color palette. The breathtaking chef's kitchen with Viking gas range and Fisher &Paykel appliances including an integrated refrigerator and custom stainless-steel hood. This kitchen is an extraordinary space that comes together with a symphony of granite and marble countertops and backsplash, custom inset cabinets with fluted glass panels and solid brass hardware and stunning limestone flooring. Take note of the custom millwork, along with stained "select" red oak throughout, along with gorgeous tile in the 3 full baths. The living room provides a fully functional woodburing fireplace (rebuilt by Barnhill) that flows into the open dining area providing for entertaining needs or the ease of everyday living. With 3 additional bedrooms with custom closets, this floorplan provides ample living space and unlimited flexibility ideal for hobbies, fitness, or creative pursuits. The primary suite is a retreat with walk-in closet adorned with leather tile flooring and spa-like bathroom featuring large double bowl vanity, heated tile floors, full tile surround glass shower and a generous bank of cabinetry. The skylights added during this renovation provide lovely natural light. Relaxing under the covered porch with copper standing seem roof, TimberTech decking, and patio created with compacted granite, with privacy wood fence framed by lush landscaping served by automatic irrigation create a private sanctuary. The laundry room is appointed with additional cabinetry, folding area & GE Washer and dryer that conveys. No details were overlooked in this home - copper gutters and downspouts, new roof, windows, zoned HVAC, complete electrical plan, luxurious light fixtures, gas tankless water heater and plumbing systems - all while keeping with careful restoration of historic features. This truly exceptional home reflects smart design, luxury, and astonishing details throughout. A must-see for the most discerning buyer!

325 Cassidy Ave, Lexington

$595,000
5 Beds 3 Baths 26011929 MLS
Discover the perfect blend of scale, comfort, and potential in the heart of Lexington's 40509. This expansive property is designed for those who need room to grow and love to entertain. Boasting 5 generous bedrooms and a versatile second-floor loft, this home offers a layout that adapts to your lifestyle. Rest easy knowing the home is powered by an upgraded HVAC system and a second water heater, ensuring peak efficiency and endless hot water for a full household. Whether you need a dedicated home office, a playroom, or a quiet reading nook, the massive floor plan provides a sense of openness rarely found at this price point. Step through the breakfast room and into your own private oasis. The new, two-level Trex deck is a true showstopper. Enjoy your morning coffee or evening meals bug-free in the screened-in top portion, or head to the lower level for sun-drenched gatherings and summer BBQs. The massive unfinished walk-out basement is a blank canvas awaiting your vision. With a full bathroom rough-in already in place, it is primed for a guest suite, a home theater, or the ultimate man-cave; instantly adding equity and square footage to your investment.

1108 Kavenaugh Ln, Lexington

$920,451
3 Beds 3 Baths 26014037 MLS
MECHANICALS AND PLUMBING COMPLETE. AWAITING INSULATION. Premier location with water views! The Winslow offers the convenience of main-level living with a luxurious primary suite, secondary bedroom, and spacious open-concept living areas, plus a finished walkout basement featuring a large rec room with wet bar, third bedroom, full bath, flex space, and generous unfinished storage. The well-appointed kitchen features a large island with countertop seating, quartz countertops, premium appliances, a walk-in pantry, and an adjoining dining area. The inviting family room showcases a dramatic floor-to-ceiling stone fireplace and opens to a covered Trex deck. The primary suite offers a trey ceiling, freestanding soaking tub, fully tiled shower, dual vanity, and a spacious walk-in closet. Additional highlights include 10' first-floor ceilings, luxury finishes throughout, and a charming covered front entry with timeless hip roof architecture. JOB#71PB

781 Shady Cv, Lexington

$349,900
2 Beds 2 Baths 26009502 MLS
Seller is selling 1/2 of this Duplex in the popular Fairway neighborhood. So much character in this 2 bedroom 1 1/2 bath home with hardwood flooring throughout and substantial crown molding. First floor includes an eat in kitchen, family room , and ½ bath. 2nd floor you will find 2 bedrooms and the full bathroom. There is a permanent staircase accessed from the larger bedroom that leads to a wonderful finished attic / bonus room. The unfinished basement has washer / dryer hookups with adequate space for storage. Out the back kitchen door is a covered brick patio, one car garage ( 25 ft. Deep) and nice sized yard. Close proximity to downtown, shopping, restaurants and the University of KY. Wonderful opportunity to purchase in a well established area of Lexington!

1903 Carolyn Dr, Lexington

$814,900
5 Beds 4 Baths 26014203 MLS
There is something special about this neighborhood. Tree-lined streets, rear-entry garages tucked discreetly along alleys, inviting entries, and thoughtfully designed streetscapes create a sense of character and curb appeal rarely found in Lexington. Nestled in this peaceful setting, 1885 Goodpaster Way is a custom-built all-brick home by Jimmy Nash that beautifully blends timeless design with exceptional craftsmanship. Offering 5 bedrooms, 3.5 baths, and an unfinished basement ready for future expansion or abundant storage, this home was designed with both everyday living and entertaining in mind. The dramatic great room features a cathedral ceiling accented by exposed wood beams and flows seamlessly into the well-appointed kitchen with natural wood cabinetry, granite countertops, and updated appliances. A formal dining room showcases elegant crown molding and detailed millwork found throughout the home. The flexible floor plan includes primary suites on both the first and second floors, each featuring spacious walk-in closets and luxurious baths with granite finishes, soaking tubs, and tiled showers. Upstairs, four generously sized bedrooms, two full baths, a study nook, and beautiful farmland views provide space for family, guests, work, and play. Recent updates include a new roof (2024), new furnace, updated appliances, new shower door, whole-home surge protector, and a backup generator tied to the kitchen and upstairs office. Additional features include a Control4 smart home system, security system, landscape lighting, radon mitigation system, and granite countertops in all baths. Quality construction, thoughtful updates, and a neighborhood setting that is truly one of Lexington's most distinctive make this an exceptional place to call home.

1885 Goodpaster Way, Lexington

$399,900
2 Beds 2 Baths 25503764 MLS
Rare opportunity to own a two-story penthouse in a prime downtown location - just steps from Rupp Arena, Transylvania University, Gratz Park, the Opera House, and a variety of local dining and entertainment options. This open-concept loft features exposed brick, hardwood floors, and a striking spiral staircase. Large windows flood the space with natural light. The first-floor bedroom includes a spacious bathroom and walk-in closet, while the second-floor suite offers a private bath and additional space for a sitting area or office. Additional highlights include in-unit laundry, basement storage, keyless entry, and a new AC system for the second level. The beautifully restored building also features a private entry foyer and elevator access. Don't miss your chance to own a truly one-of-a-kind unit and a piece of downtown Lexington's history.

200 W Second St Unit 300, Lexington

$799,000
5 Beds 3 Baths 26008570 MLS
Historic Charm Meets Modern Living in the Heart of Downtown Lexington! Welcome to the Hall Pettit Headley House—a rare opportunity to own a piece of Lexington history in one of the city's most sought-after locations. Situated directly across from the iconic Botherum property, this beautifully maintained home blends rich character with thoughtful updates throughout. From the intricate millwork in the formal dining room to the private wraparound porch and spacious deck, every detail invites relaxation and entertaining. The lush backyard offers a serene escape and hot tub, while inside, you'll find a chef-friendly kitchen with gas range and breakfast bar, two soaking tubs, two walk-in showers, and multiple fireplaces adding warmth and elegance to the living spaces. Enjoy city views and starry nights from the third-floor retreat, complete with skylights and a walk-in closet that also makes a great fifth bedroom. An unbeatable location within walking distance to the Central Bank Arena, local dining, and entertainment this home is truly a downtown gem. Charge your vehicle with the electric charger. Currently used as an airbnb!

344 Madison Pl, Lexington

$539,000
3 Beds 2 Baths 26012879 MLS
Price Reduction! Looking for a first floor Master? Make this large ranch with 1st floor master bedroom your next home! Located in the desirable Stonewall Estates, this home boasts a large yard, large basement, private back patio, LARGE basement, gorgeous hardwood floors in the bedrooms, large corner lot, updated baths, 1 year old HVAC, TWO fireplaces, large formal dining room, replacement windows. Sit for a spell on the adorable back patio, enjoying the peace of mind you have with the Generac generator! Not to be forgotten is the great, central location- close to everything without being TOO close or noisy. Back yard has a chain link fence, providing ample room for children or pets to have fun. Home is being sold as-is but inspections are welcome.

3101 Trinity Rd, Lexington

$228,500
2 Beds 2 Baths 26012761 MLS
Duplex near campus! Recent updates: Brand New Roof; New soffit & fascia boards; 2 New HVAC units (1 per side) with 10 year warranties. Utilities are metered separately. Large Basement houses mechanicals & extra storage. Each unit features 1 Bedroom & 1 bath, Hardwood Floors, with 704 sq ft. per side. Backyard enjoys new Fire-pit! Shared driveway with 2 parking spots in back. The 876 side has washer & dryer hookup. Located close to the Distillery District, Rupp Arena, & Lextran bus stop! LexTran offers free city transit for UK students/faculty - bus stop is just .02 miles away to quickly get to UK!. Walk to Gatton park - just .7 miles; Red Mile is just 1.3 miles. Zoned B-4: Could be residential, small business, or an Airbnb. Buyer to verify square footage. Selling as-is; inspections welcome. MUST have appointment to show; limited showings due to tenants. Can be purchased as a package with mls #26014773, home @ 874 Angliana Avenue.

876-878 Angliana Ave, Lexington