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$435,000
3 Beds 2 Baths 26024766 MLS 1,363 SqFt. ACTIVE Status
First time on the market in 26 years... The location doesn't get any better!! This charming ranch 3 bed/1.5 bath home features a large living room with an inviting fireplace with gas logs, formal dining room, eat in kitchen, separate laundry room and 1 car attached garage. This is an excellent opportunity, in one of Lexington's most desirable locations and school districts, for you to remodel/ renovate and make this the perfect home for you! It is on a dead end street with no thru traffic and located next to UK Campus Sports Field. This home offers a tremendous amount of potential to make it your own. Conveniently located near the University of Kentucky campus and Kroger Field plus easy access to shopping, dining, and all that Chevy Chase has to offer. A fantastic opportunity in a highly sought-after location! Selling "AS IS" with inspections welcome but Seller will not be doing any repairs.

672 Providence Rd, Lexington

$1,650,000
4 Beds 6 Baths 26024666 MLS 6,054 SqFt. ACTIVE Status
Tucked away on a quiet cul-de-sac in Lakeview Estates, this beautifully updated home offers over 6,000 square feet of living space on more than half an acre. The home features four bedrooms, six bathrooms, and a dramatic two-story family room anchored by a stone fireplace. The first-floor primary suite provides everyday privacy and convenience, while the finished walk-out lower level offers a bar, movie theater, fireplace, game space, and fitness area. Outdoors, you will find multiple living spaces, including a screened porch and an expansive five-car garage. Imagine hosting weekend gatherings on the screened porch, unwinding in your private lower-level theater, or taking advantage of the home's close proximity to Lexington's finest dining and local parks.

2051 Von List Ct, Lexington

$1,200,000
4 Beds 4 Baths 26024645 MLS 5,079 SqFt. ACTIVE Status
Offered for the first time in nearly 40 years, this one-owner residence is situated in Lexington's cherished McMeekin Place. The home's classical floor plan design offers formal living and dining rooms alongside a gracious central foyer. Rich woodworking & cabinetry is detailed in the den, complemented by a fireplace and wet bar. The welcoming kitchen (with walk-in pantry) opens to a breakfast room and sunroom overlooking the rear and side lawns. Upstairs, an elegant primary suite has a full bath en suite with a separate dressing room and walk-in closet. Three additional bedrooms enjoy extensive closet space and leafy views of the neighborhood. Lower level finished space, complete with an additional full bath and fireplace, is ideal for recreation or guests. A first-floor laundry room and rear-facing, two-car attached garage provide thoughtful utility. With a remarkably central location and desirable 40502 address, the home is convenient to the University of Kentucky, Chevy Chase, Ecton Park, and the Romany Road and Lansdowne commercial districts.

886 Mcmeekin Pl, Lexington

$1,100,000
4 Beds 4 Baths 26024493 MLS 3,213 SqFt. ACTIVE Status
Back on the market and offering a rare second chance to own one of Chevy Chase's standout homes! After purchasing this exceptional property, the current owners made the heartfelt decision to remain in their longtime home of 38 years—creating an unexpected opportunity for the buyer who missed it the first time. This beautifully renovated and expanded Chevy Chase residence blends timeless character with sophisticated modern living in one of Lexington's most sought-after locations. Enjoy the lifestyle buyers love about 40502—tree-lined streets, sidewalks, nearby parks, locally loved restaurants, and convenient access to downtown Lexington, the University of Kentucky, and the new Publix. Offering approximately 3,200 finished square feet, the home is filled with inviting spaces designed for both everyday living and effortless entertaining. Natural light highlights warm hardwood flooring, detailed millwork, and an open, flowing floor plan. The beautifully updated kitchen features Taj Mahal quartzite countertops and backsplash by CounterCulture, custom cabinetry, stainless-steel appliances, and a farmhouse sink, with an easy connection to the dining and living spaces. The main-level primary suite is a true retreat, with a custom Closets by Design walk-in closet and a spa-inspired bath featuring heated tile floors, dual vanities, a private water closet, and an oversized walk-in shower with multiple shower heads and body jets. A second main-level bedroom, currently used as a home office, showcases the original brick fireplace and a custom Murphy Door bookcase concealing the closet. Outdoor living is equally impressive. A vaulted screened porch with wood ceiling and stone fireplace overlooks the beautifully landscaped backyard, while the custom stone patio, fire pit and landscape lighting by Redmond's Landscaping create an exceptional setting for entertaining or relaxing outdoors. The finished basement provides additional flexible living space with custom built-ins and ceramic tile flooring. Additional improvements include custom blinds throughout by The Blinds Man, first-level interior paint completed in 2025, a driveway security gate by Overhead Door Company and basement waterproofing completed by Champion Waterproofing in 2021 with sump pump and transferable lifetime warranty. Rarely does a Chevy Chase home combine this level of architectural character, thoughtful renovation, modern functionality, and location. If you missed 403 Chinoe the first time, here's your chance.

403 Chinoe Rd, Lexington

$1,299,000
4 Beds 3 Baths 26024479 MLS 3,065 SqFt. ACTIVE Status
Welcome to 1820 Richmond Road, an exceptional 4 bedroom, 3 bath residence set on a beautiful half acre lot in one of Lexington's most desirable neighborhoods. Extensively remodeled from floor to ceiling, this home seamlessly combines timeless character with thoughtful modern updates. The brand new kitchen, beautifully renovated bathrooms, refinished hardwood floors, and custom crown molding are just a few of the details that set this home apart. Unique touches throughout, including integrated Bluetooth speakers, heated bathroom features, and thoughtful built ins, add an exceptional level of comfort and convenience. The partially finished basement provides an inviting entertainment room centered around a gas fireplace, while abundant storage throughout the basement and the walk up attic with finished flooring offer functionality rarely found in a home of this caliber. Outside, the composite deck and enclosed sunroom create an ideal setting for entertaining or enjoying the privacy of the expansive lot. A two car garage with an EV charging port adds modern convenience. From its timeless renovation to its exceptional location and abundant space, 1820 Richmond Road is a home that is as functional as it is impressive.

1820 Richmond Rd, Lexington

$445,000
6 Beds 2 Baths 26024385 MLS 2,160 SqFt. ACTIVE Status
Turnkey investment opportunity in the heart of Lexington's highly desirable Kenwick neighborhood in 40502! This fully occupied duplex offers immediate rental income with both units currently leased and tenants paying all utilities. The downstairs unit rents for $1,500/month with a lease through 2/28/2027, while the upstairs unit rents for $1,580/month with a lease through 1/31/2027—providing $3,080 in combined monthly rent and $36,960 in annual gross rental income. Located just minutes from the University of Kentucky, downtown Lexington, Chevy Chase, shopping, dining and entertainment, this property offers an outstanding location with strong long-term rental appeal. Whether you're looking to expand your portfolio or secure a multifamily property in one of Lexington's most sought-after areas, 270 Sherman Avenue deserves a serious look. Schedule your showing today!

270 Sherman Ave, Lexington

$2,900,000
4 Beds 6 Baths 26024231 MLS 5,705 SqFt. ACTIVE Status
Nestled on The Island within the city of Lexington, this exceptional home offers a rare combination of architectural beauty, privacy, and breathtaking water views. Floor-to-ceiling windows and an open-concept design allow the lake to take center stage throughout the home. The beautifully appointed kitchen features custom cabinetry, granite countertops, a farmhouse sink, Sub-Zero refrigerator and freezer, Viking range/oven and microwave, two dishwashers, and an ice maker. Just off the kitchen, the inviting sunroom provides the perfect place to relax and enjoy views of the surrounding grounds. The dining room adds even more warmth and character with its own fireplace. The impressive family room features soaring vaulted ceilings, a striking brick fireplace, and French doors opening to the expansive deck and patio areas. Recently enhanced with additional deck space, the outdoor living areas provide even more room for entertaining, dining, or simply enjoying the peaceful lakefront setting. A beautiful outdoor brick fireplace creates a cozy gathering space, while a hot tub, in-ground pool, walking paths, and stunning gardens complete this private outdoor retreat. The elegant first-floor primary suite features hardwood floors, another fireplace, and French doors leading directly to the patio. Upstairs, a spacious bedroom suite and loft with beautiful built-ins separate two additional bedrooms, providing both privacy and flexibility. The finished walkout basement offers additional living and entertaining space along with a private steam room. Fitness enthusiasts will appreciate the separate year-round workout room located in the back of three-car garage, providing a dedicated space for exercise in every season. Additional features include a Control4 Smart Home system and thoughtful architectural details throughout. A truly distinctive lakefront property offering resort-style living in the heart of Lexington.

2104 Island Pt, Lexington

$569,000
3 Beds 3 Baths 26024222 MLS 2,339 SqFt. ACTIVE Status
Classic Fairway charm meets thoughtful modern updates in this inviting 3-bedroom, 2.5-bath Cape Cod. Offering 2,297 square feet of finished living space, the home features a desirable main-level primary suite with a private bath and walk-in closet. The beautifully renovated kitchen includes quartz countertops, stainless steel appliances, a gas range, tile backsplash and breakfast bar. A masonry fireplace adds warmth and character to the living room. Upstairs, two spacious bedrooms share a convenient half bath, while the partially finished basement offers flexible space for a media room, home office, fitness area or recreation room. Outside, enjoy a fully fenced backyard, patio, detached two-car garage with additional storage and generous off-street parking. Conveniently located near downtown Lexington, UK, shopping, dining and the historic Henry Clay Estate

428 Henry Clay Blvd, Lexington

$495,000
2 Beds 2 Baths 26023993 MLS 1,290 SqFt. ACTIVE Status
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

$879,900
4 Beds 3 Baths 26023776 MLS 3,995 SqFt. ACTIVE Status
This beautifully renovated, turnkey home blends modern high end upgrades with exceptional functionality, close to local shops, dining, and schools. A complete top-to-bottom remodel brings a fresh look to the kitchen with new appliances, modern flooring, custom closets, updated bathrooms, and bright living areas. A fully enclosed, heated and cooled sunroom offers comfortable year-round space and extra sq ft. The property features a massive four-car garage perfect for extra vehicles, a workshop, or storage, alongside 4 bedrooms and 3 full bathrooms. Highlighting its versatile layout, the finished basement functions as a complete secondary suite with a spacious living room, bar, bedroom, and full bath—ideal for guests, entertaining, or multi-generational living. Listing Agent is a member of Wise Builders Group, LLC who is selling the property

309 Thistleton Cir, Lexington

$599,000
4 Beds 3 Baths 26023616 MLS 2,401 SqFt. ACTIVE Status
Great location, cul-de-sac living, and an impressive 2 story traditional brick house equals the perfect family retreat! Beautifully updated home including eat-in kitchen with granite, Frigidaire Gallery stainless appliances (including counter-depth refrigerator and exterior venting hood all from 2022-23). Cozy den with wood burning fireplace and built-ins that lead to extremely private back yard with large patio. Upstairs the large primary suite features walk-in closets, dual vanities and walk-in shower. 3 additional bedrooms upstairs and another updated full bath with dual sink vanity. Large 2-car garage with extra fridge, and spacious driveway with additional parking. Partial list of updates includes HVAC, designer lighting fixtures, appliances, countertops, brick paver front walk, new hot water heater, new vanity tops, new custom tile showers/tub, new hot water heater, and freshly painted inside and out! Seller is a licensed real estate agent in KY.

3405 Heritage Pl, Lexington

$1,240,000
4 Beds 3 Baths 26023548 MLS 3,471 SqFt. ACTIVE Status
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

$1,025,000
4 Beds 4 Baths 26023281 MLS 4,706 SqFt. ACTIVE Status
Set at the end of a quiet cul-de-sac on a beautifully wooded, nearly half-acre lot, this meticulously maintained and thoughtfully updated executive home in the sought-after Woods subdivision offers an exceptional blend of elegance, comfort, and privacy—all in one of Lexington's most convenient locations. From the moment you enter, the home reveals a level of design and craftsmanship that is both sophisticated and inviting. The stunning sitting room, beautifully decorated by Matt Carter, features custom built-ins and dramatic lacquered walls, creating a distinctive space for conversation and entertaining. Just beyond, the impressive two-story family room takes center stage with a stacked-stone fireplace, hardwood floors, and newly added built-in bookcases. The main level is designed for both everyday living and gracious entertaining. A private office offers flexibility and could easily serve as a first-floor bedroom if desired. The inviting eat-in kitchen features double doors opening to the back porch, seamlessly connecting indoor and outdoor living. A formal dining room, laundry room, and half bath complete the first floor. Upstairs, the spacious primary suite is a true retreat, featuring an updated bath and a newly renovated closet that is nothing short of spectacular. Three additional bedrooms and a full bath provide generous accommodations for family and guests. The walk-out lower level adds another dimension to this already impressive home, offering a family room, recreation room, full bath, and direct access to the expansive, private backyard. With multiple gathering spaces and room to relax, play, and entertain, this home effortlessly adapts to the way you live. Perfectly positioned inside New Circle Road, this exceptional property offers easy access to the University of Kentucky, downtown Lexington, premier shopping, restaurants, and all that the city has to offer. Beautifully updated. Exceptionally located. Unmistakably home.

2385 The Woods Ln, Lexington

$924,900
3 Beds 3 Baths 26023112 MLS 2,024 SqFt. ACTIVE Status
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 4,380 SqFt. ACTIVE Status
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

$905,000
4 Beds 3 Baths 26022794 MLS 2,216 SqFt. ACTIVE Status
A beautifully renovated Chevy Chase home with a private guest house--an exceptional opportunity rarely found in 40502 in the heart of the coveted Chevy Chase neighborhood. This home is within a short walk to the new Publix which is coming soon, Wheeler pharmacy, Suggins restaurant, churches, schools and the Euclid Avenue shopping district. Thoughtfully updated while preserving its timeless character, this move-in-ready home offers inviting living spaces filled with natural light, beautiful hardwood floors, an updated kitchen, replacement windows, and quality finishes throughout. The private detached guest house (ADU) has 479 sq ft and is a standout feature, complete with a bedroom, full bath, kitchenette, dining area, and living room. Whether you're accommodating extended family, hosting long-term guests, creating a private home office, or looking for flexible living space, this separate guest house offers endless possibilities. The finished basement provides additional living space ideal for a family room, media room, fitness area, playroom, or hobby space. Outside, the beautifully landscaped yard and patio create the perfect setting for entertaining or simply relaxing. Major improvements include replacement windows, custom window treatments, a B-Dry waterproofing system, and a radon mitigation system, providing comfort and peace of mind for the next owner. A copy of the floor plan is attached.

1221 Providence Ln, Lexington

$359,000
2 Beds 2 Baths 26022786 MLS 893 SqFt. ACTIVE Status
Price correction on this beautiful Kenwick home. In one of Lexington's most beloved and walkable communities, 101 year old home lives like new. Some original hardwood flooring has been lovingly restored, adding warmth and character you can't replicate with new construction. Meanwhile, the attic level of the home was thoughtfully opened up in the style of a loft. The loft is finished with the ability to provide flexible space. Downstairs, a newly sealed basement provides clean, dry storage and laundry. Outside, the garage/workshop opens the door to real possibility?personal office, a true garage/workshop setup, or an accessory dwelling unit for rental income.In a neighborhood where nearly half of homes are rentals, this flexible bonus space is a genuine differentiator, whether you're planning to live here or invest here. With major systems replaced, restored original character, and a workshop built for whatever you need next, 377 Preston Ave offers a rare combination in Kenwick: low-maintenance peace of mind with room to grow.

377 Preston Ave, Lexington

$226,700
2 Beds 2 Baths 26022273 MLS 1,157 SqFt. ACTIVE Status
Resort-Style Waterfront Living inside New Circle Road: Experience everyday vacation vibes in one of Lexington's most unique gated communities. This stunning 2-bedroom, 2-bathroom condo perfectly blends low-maintenance luxury with premier waterfront access. Inside, the open layout features elegant countertops and easy access to everyday fun. Step directly outside to your private patio, which leads straight to the sparkling pool and serene lake waters.The community amenities offer an unmatched resort lifestyle. Launch your kayak or canoe from the private community dock, spend sunny afternoons lounging by the pool, or gather with friends around the community fire pit. Located in a prime, highly accessible location inside New Circle Road, this property delivers security, convenience, and a permanent escape from the everyday routine. Schedule an appointment for your showing today.

2414 Lake Park Rd Unit 1104, Lexington

$1,149,000
5 Beds 5 Baths 26022118 MLS 4,315 SqFt. ACTIVE Status
Beautifully updated and designed for both comfortable living and effortless entertaining, this spacious 5-bedroom, 4.5-bath home is ideally located inside New Circle Road, just minutes from the University of Kentucky and downtown Lexington. The heart of the home is the renovated kitchen featuring premium Café appliances, abundant workspace, and seamless flow into the main living areas. A wet bar and impressive vaulted great room create the perfect setting for entertaining guests or hosting family gatherings. Offering exceptional flexibility, the home features two primary suites -- one conveniently located on the first floor and another on the second level. The walk-out basement provides additional living and recreation space, while the large deck overlooks a private, tree-lined backyard ideal for relaxing or outdoor entertaining. Curb appeal abounds with a circular driveway, newly poured driveway, and oversized 2-car garage offering ample parking and convenience. Combining space, updates, and an unbeatable location close to dining, shopping, parks, and UK, this home is truly a rare opportunity in the heart of Lexington.

2063 Manor Dr, Lexington

$550,000
3 Beds 2 Baths 26022002 MLS 2,773 SqFt. ACTIVE Status
ABSOLUTE AUCTION — SELLS TO THE HIGHEST BIDDER REGARDLESS OF PRICE! Offered at Live On-Site Absolute Auction with Simulcast Internet Bidding. Auction is on Thursday, September 24, 2026 at 6:30 PM (EST). Buyers premium will be added to the final bid price and non-refundable earnest money required. Property sells AS-IS, WHERE-IS with no contingencies and 45 day close from date of auction. Welcome home to this charming 3-bedroom home situated on a generous 0.58-acre lot. Offering a functional layout and incredible potential, this property is packed with standout features inside and out. The main level features a bright living room, fireplace, an eat-in kitchen complete with a separate pantry, and included appliances such as the stove and oven. Just off the living area, enjoy a fully enclosed sunroom equipped with its own dedicated A/C unit for comfortable year-round relaxation. Bath accommodations include a primary full bathroom alongside a convenient secondary bathroom. Hobbyists and car enthusiasts will love the attached 2-car garage, which features extra-tall ceilings with plenty of clearance to install a car lift and an extra long driveway for extra vehicles or RV/Trailer parking. Downstairs, the massive full unfinished basement provides endless expansion potential and houses the separate utility room, fireplace and washer and dryer hookups. The home is finished with practical carpet, tile, and linoleum flooring, and is kept comfortable year-round with efficient gas heat and an electric central A/C system updated in 2019. Fiber optic cable installed to the house. Enjoy the privacy and freedom of over half an acre—schedule your private tour today!

3025 Breckenwood Dr, Lexington

$873,000
4 Beds 5 Baths 26021349 MLS 4,220 SqFt. ACTIVE Status
Looking for a home filled with charm, character, and space? This beautiful property is one you won't want to miss! Set on a generous 0.49-acre lot, this home offers timeless details, beautiful hardwood floors, folding wood doors separating the formal living spaces, three brick fireplaces, and lovely flower gardens throughout the property. Enjoy the peaceful surroundings with Lake Hickman or Lake Fontaine within walking distance, offering a wonderful opportunity to take in the outdoors right in your own neighborhood. With four bedrooms, four full bathrooms, and a convenient half bath on the main level, there is plenty of room for family and guests. The home features two primary suites, including one conveniently located on the main level and another upstairs alongside the additional bedrooms. The renovated kitchen showcases beautiful maple cabinetry, a delightful view to enjoy while washing dishes, and the perfect space for a dedicated coffee bar. The formal living and dining rooms provide wonderful spaces for entertaining, while the inviting family room offers a little more privacy and leads to one of the home's most enjoyable features—the covered and screened-in porch, where you can relax while taking in beautiful views of the backyard. And there's even more space to enjoy! The basement provides additional room for recreation, hobbies, storage, or entertaining, with direct access to the backyard for added convenience. With its combination of character, thoughtful updates, generous living spaces, beautiful outdoor setting, and charming details, this is a home that truly deserves to be experienced in person. Come see all it has to offer!

2092 Bridgeport Dr, Lexington