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3516 Castlegate Wynd, Lexington
$965,000
5 Beds ⋅ 5 Baths ⋅ 26013781 MLS ⋅ 5,121 SqFt. ⋅ CLOSED Status
Elegance, beautifully appointed space, and waterfront views come together in this rare opportunity in Castlegate. A grand entry welcomes you into a highly livable first floor with tall ceilings, generous gathering spaces, and a private home office. At the heart of the home in the kitchen, a wall of windows frames breathtaking views of the water and fills the home with natural light. The kitchen features exposed brick accents and opens to a warm, inviting family room with a fireplace and wet bar. Formal living and dining rooms flow seamlessly together, creating the perfect setting for entertaining. The second floor primary suite with a cozy fireplace, spa-like bathroom and walk in closets. Two additional generous sized bedrooms complete the second floor. The third floor offers a renovated full bath with two large flex spaces ideal for bedrooms, a media room, gym, playroom, or additional office space. The finished walkout basement provides even more room to spread out with a family room and brick hearth fireplace, bedroom, and full bath. A dreamy sunroom opens to the brick patio, creating a seamless connection to the outdoors. Outside, the private brick patio overlooks the water and offers a peaceful setting for morning coffee, evening gatherings, or simply enjoying the view. Exceptional indoor and outdoor living in one of Lexington's most desirable waterfront locations close to the hospitals, University of Kentucky, Chevy Chase and downtown Lexington.

3516 Castlegate Wynd, Lexington
406 Andover Dr, Lexington
$960,000
4 Beds ⋅ 5 Baths ⋅ 26010785 MLS ⋅ 3,248 SqFt. ⋅ CLOSED Status
Welcome to this beautifully renovated and thoughtfully expanded home in the heart of Chevy Chase, one of Lexington's most sought-after neighborhoods. Blending timeless charm with modern luxury, this home has been extensively updated to offer exceptional living space and flexibility. The newly added second floor features a stunning primary suite with a spa-inspired bath, an additional bedroom and full bath, plus a generous flex space perfect for a home office, media room, playroom, or guest retreat. The luxurious primary bath offers a large walk-in shower complete with a full shower system including a rain showerhead and handheld sprayer. The renovated main level showcases an expanded kitchen with quartz countertops, tile backsplash, Thor gas range, and stainless steel appliances designed for both everyday living and entertaining. With 4 bedrooms, including two primary suites—one on the main level and one upstairs—along with 4 full baths and 1 half bath, this home offers a rare combination of comfort and versatility. Additional highlights include two laundry areas, a spacious basement flex area, abundant unfinished storage space, attached garage, and beautifully landscaped outdoor living with a rear patio and mature magnolia tree. Ideally located near the University of Kentucky, The Arboretum, and many beloved local dining and shopping destinations, this home delivers the very best of Chevy Chase living. 24 hour kick out

406 Andover Dr, Lexington
1964 Shadybrook Ln, Lexington
$950,000
3 Beds ⋅ 2 Baths ⋅ 26015742 MLS ⋅ 2,499 SqFt. ⋅ CLOSED Status
Wow! A 1.978 treed lot in 40502!! This charming Mid Century Modern home features one level living with lots of windows, natural light and amazing views out of every window! The Living Room and Family Room have tall ceilings and a see-through fireplace with sliding doors opening to a large patio overlooking the beautifully maintained yard. The home has been well maintained and updates include some replacement windows which are Pella and entire roof shingle replacement in 2009. This property is not part of Lakeside HOA so there is no HOA fee. The home features an open floor plan, 3 Bedrooms, 2 full Baths and attached 2 car garage. This is a fabulous opportunity to be able to get his beautiful, large lot inside New Circle Road and just minutes to Downtown, University of Kentucky and Chevy Chase.

1964 Shadybrook Ln, Lexington
649 Lakeshore Dr, Lexington
$950,000
5 Beds ⋅ 4 Baths ⋅ 25013515 MLS ⋅ 5,400 SqFt. ⋅ CLOSED Status
A rare opportunity to own a well maintained and updated Ranch style home in a private neighborhood-The Island. This charming home sits on an expansive corner lot and is ideal for families, people that love to entertain, and/or empty nesters. The spacious foyer opens up into a chef's kitchen with vaulted ceilings, newer appliances, and an eat-in kitchen perfect for gathering or simply cozying up by the gas fireplace. The large living area opens up to a gated patio with an outdoor TV and a perfect area to enjoy the peaceful surroundings. The large primary bedroom has a walk-in his and her closet and a newly redone master bathroom offering heated tile flooring, a tiled shower, and a stackable washer/dryer combo. There are 3 more bedrooms one of which has an en suite full bathroom.. The lower level is a perfect area for entertaining or for guests to enjoy their own private area. The large screen/projector combo make the living area an ideal place to watch a movie or the BIG game! The back room can be used as an office or bedroom or both! The large kitchen area and half bath complete the space making it both functional and livable. A must see!! Schedule your private showing today.

649 Lakeshore Dr, Lexington
2049 Lakeside Dr, Lexington
$946,000
5 Beds ⋅ 5 Baths ⋅ 26015186 MLS ⋅ 4,762 SqFt. ⋅ CLOSED Status
Absolute Auction Live On-Site Saturday, August 8th, 2026. Doors will Open at 9:00 am. Bidding will begin at 10:00 am. Selling to the Highest Bidder Regardless of Listing Price. Offers Prior to Auction Will NOT be Entertained. Please visit www.bluegrassauction.com for Complete Terms & Conditions, Bidder & Agent Registration Forms. Don't miss this Rare Opportunity to Own this Original R. B. Isenhour Mid-Century Modern Lake Side Home. Nestled back in the Trees with Amazing Views of the Lake from Nearly Every Room. Featuring Vast Open Rooms, 5 Spacious Bedrooms with Hard Wood Under Carpet in 3 Bedrooms, 4.5 Baths, Lakeside Lanai with Wet Bar & Half Bath. This home also boasts a Generac Natural Gas Back Up Generator System. Original Blueprints, Landscape Prints, & More will be Provided to the Winning Bidder at Closing. This is an Absolute Must See Home!!!! Book Your Showing Today. Chuck McKee Auctioneer.

2049 Lakeside Dr, Lexington
3421 Nantucket Dr, Lexington
$928,267
4 Beds ⋅ 4 Baths ⋅ 26018893 MLS ⋅ 3,768 SqFt. ⋅ CLOSED Status
Welcome to 3421 Nantucket Drive, a masterfully renovated ranch on a fully finished walkout basement, perfectly positioned in the heart of Lansdowne, one of Lexington's most distinguished and enduring neighborhoods. Renowned for its mature tree lined streets, timeless architecture, and exceptional central location, Lansdowne offers a lifestyle that few communities can replicate. Just minutes from the University of Kentucky, UK Albert B. Chandler Hospital, Baptist Health Lexington, Saint Joseph Hospital, Lexington Clinic, The Summit at Fritz Farm, downtown Lexington, and premier dining, shopping, and parks, this address is ideal for anyone seeking effortless access to the very best of the Bluegrass. From the moment you enter, an extraordinary sense of openness welcomes you home. The thoughtfully reimagined floor plan creates seamless transitions between every living space, allowing natural light to flow throughout while delivering an atmosphere that is equally suited for elegant entertaining and comfortable everyday living. Every detail has been curated with intention, resulting in a home that feels sophisticated without sacrificing warmth. At the heart of the residence lies a stunning chef inspired kitchen that was designed to bring people together. Whether preparing an intimate dinner, hosting holiday celebrations, or enjoying a quiet morning coffee, this remarkable space keeps everyone connected. Beautiful hardwood flooring extends throughout the main level, providing timeless elegance and reflecting the exceptional craftsmanship found throughout the home. The primary suite offers a private sanctuary that rivals those found in luxury boutique hotels. The spacious bedroom accommodates virtually any design vision while creating a peaceful retreat at the end of each day. The spa inspired ensuite bathroom has been finished with impeccable attention to detail, offering a level of refinement that transforms everyday routines into moments of relaxation. Every bathroom throughout the home has been renovated to the same uncompromising standard, creating a cohesive sense of luxury from room to room. The fully finished basement expands the home's versatility with an inviting secondary living area designed for entertaining on any scale. Whether hosting family gatherings, accommodating extended guests, or creating the ultimate recreation space, the possibilities are endless. A beautifully appointed kitchenette further elevates the lower level, making it as functional as it is impressive. Luxury is not simply defined by beautiful finishes. It is defined by how a home enhances your everyday life. At 3421 Nantucket Drive, exceptional design, effortless functionality, and one of Lexington's most coveted locations come together to create a truly remarkable offering. With immediate access to the city's premier healthcare institutions, the University of Kentucky, world class equine culture, and Lexington's finest amenities, this home presents an extraordinary opportunity to enjoy the very best the city has to offer. Homes of this caliber in Lansdowne seldom become available. Experience the elegance, craftsmanship, and unmatched convenience of 3421 Nantucket Drive before someone else calls it home.

3421 Nantucket Dr, Lexington
1893 Blairmore Rd, Lexington
$915,000
5 Beds ⋅ 3 Baths ⋅ 26019166 MLS ⋅ 3,321 SqFt. ⋅ CLOSED Status
Welcome home to this stunning two-story residence that truly has everything you've been looking for. Set on a large lot in the desirable 40502 area, this home features an open and airy floor plan, five spacious bedrooms, and the added convenience of dual staircases. The gorgeous kitchen and dining room combination is perfect for entertaining, while the renovated bathrooms offer a fresh, updated feel. Hardwood floors run throughout, and a second-floor laundry room adds everyday ease to this already remarkable home.

1893 Blairmore Rd, Lexington
111 Woodland Ave Unit 806, 807, Lexington
$910,000
2 Beds ⋅ 4 Baths ⋅ 26005239 MLS ⋅ 2,343 SqFt. ⋅ CLOSED Status
Residences on the 8th floor of The Woodlands almost never reach the open market, and this is the first time this one has been available in over 21 years. From the moment you step off the elevator, it's clear this level offers something truly special. Residents are welcomed by a dramatic two-story foyer with a grand staircase, creating an architectural presence not found on the floors below. Inside the residence, soaring 10-foot ceilings enhance the sense of space and natural light, while expansive windows frame sweeping views of downtown Lexington and the University of Kentucky. From the primary bedroom, the skyline becomes your daily backdrop, and on special evenings, the home offers an incredible place to watch fireworks across the city. This spacious residence features 2 bedrooms, 3 full bathrooms, and 1 half bathroom, thoughtfully designed for both comfortable living and elegant entertaining. The primary suite is truly distinctive, offering two full bathrooms and generous closet space — a rare level of privacy and functionality in condominium living. A formal dining room with a wet bar overlooks downtown Lexington, while the living room captures panoramic views in two directions, framing both the city skyline and the University of Kentucky campus. The home also features two separate entrances, including a formal entry and a private service entrance, adding both elegance and everyday convenience. Throughout the residence, marble, tile, hardwood, and carpeted flooring create a refined and layered interior, enhanced by recessed lighting throughout. Just one set of steps from your front door is the building's view deck, one of the most desirable vantage points in the community. The unit also includes two private storage closets located directly across from the residence on the same level, along with two secured garage parking spaces, each with additional storage conveniently located beside them. Residents of The Woodlands enjoy a full suite of amenities including a pool, hot tub, fitness equipment, and recreational gathering spaces, along with secure entry and garage parking. When dining out sounds appealing but driving doesn't, simply head downstairs to the highly regarded Sun Lee Restaurant located right in the building. Positioned within walking distance of everything downtown Lexington has to offer, this home combines location, views, and architectural distinction in a way that is not easy to find — and even harder to acquire.

111 Woodland Ave Unit 806, 807, Lexington
100-102 S Hanover Ave, Lexington
$900,000
12 Beds ⋅ 6 Baths ⋅ 25501231 MLS ⋅ 8,400 SqFt. ⋅ CLOSED Status
Step back in time with this Ashland Park charmer. Built in 1929, this six-unit apartment building was said to have been one of the first steel structure apartments built in Fayette County. The adjacent duplex was designed to be on top of this building as the fourth and fifth levels. Each apartment offers hardwood floors, high ceilings, unique built-ins, living room, dining room, kitchen, 2 bedrooms, and a full bath. There is a shared laundry and individual storage areas in the lower level. The Seller is providing a $200,000 KY Heritage Council historic tax credit that can be passed along to the Purchaser. It can be used as early as June 2026 with a 3-year deadline ending July 2029. The adjacent duplex is also available. Located steps away from Chevy Chase shopping and restaurants, downtown Lexington, the University of KY, and Ashland, the Henry Clay Estate!

100-102 S Hanover Ave, Lexington
310 Cassidy Ave, Lexington
$895,000
5 Beds ⋅ 4 Baths ⋅ 26012140 MLS ⋅ 2,779 SqFt. ⋅ CLOSED Status
Huge price reduction and now being offered fully furnished minus personal items. Unique home available in the most popular area of Lexington. People truly desire this location due to its proximity to everything in Lexington. Walk to Christ the King, under construction Publix, UK Football Stadium, Chevy Chase shops and much more. Hardwood floors throughout the first level with a lovely sitting/bedroom on the back. Gorgeous kitchen with upgraded appliances and cabinets. Bourbon room is ready for the new owners vision. Upstairs you find 3 bedroom with one being the primary. Double vanity and soaking tub. Stairs lead to the 5th bedroom with ample space. The basement is just the right size for privacy and seclusion. Large laundry room and unfinished space for storage. Outside you find a beautiful deck and side porch. Oversize 2 car garage was built just a few years ago. Location is key in real estate and this one checks all the boxes.

310 Cassidy Ave, Lexington
828 Cahaba Rd, Lexington
$890,000
4 Beds ⋅ 3 Baths ⋅ 26007835 MLS ⋅ 3,598 SqFt. ⋅ CLOSED Status
Charming two-story brick home desirable in Lansdowne — extensively renovated with high-end finishes and thoughtful design. This stately residence features an open floor plan: walls and doorways reconfigured for flow, an open gourmet kitchen with soft-close custom cabinetry, built-in open shelving, leather-finish granite countertops, subway tile backsplash, and a large island with seating and pendant lighting. Kitchen appliances include a dual-fuel 5-burner range with electric convection oven, Bosch dishwasher (internal, 3rd rack), and LG stainless refrigerator. An appliance station with triple plugs on separate breakers adds convenience. Main level includes a updated powder room, a family room with fireplace and built-ins, plus a sunroom overlooking a large yard. New Marvin windows throughout the home, roof replaced in 2020, tastefully updated primary bath and guest baths, an EV charger in the garage make this coveted home a standout being move-in-ready combining classic curb appeal with modern luxury and functionality.

828 Cahaba Rd, Lexington
640 Teakwood Dr, Lexington
$889,000
4 Beds ⋅ 3 Baths ⋅ 26007457 MLS ⋅ 2,522 SqFt. ⋅ CLOSED Status
One floor living at its finest! This well cared for ranch home sits in a prime location within walking distance of Ecton Park, Romany Road, top-rated schools, and shops and restaurants. Inside, you'll find neutral decor, large rooms and a gorgeous renovated kitchen that flows into the family room, ideal for both relaxing and entertaining. Rich hardwood floors , and the private master suite is a true retreat, complete with an ensuite bath featuring a double vanity and a beautifully tiled walk in shower. Step outside to a spacious, private backyard on an oversized lot — perfect for hosting get togethers or simply unwinding. This one checks every box. Schedule your showing today!

640 Teakwood Dr, Lexington
293 S Ashland Ave, Lexington
$885,000
4 Beds ⋅ 3 Baths ⋅ 26012811 MLS ⋅ 3,059 SqFt. ⋅ CLOSED Status
Shaded by a canopy of towering, mature trees, this circa-1905 Victorian farmhouse sits gracefully on the corner of one of Lexington's most coveted streets. The wraparound porch and unique architecture welcome you with turn-of-the-century charm, all while located mere steps away from dozens of modern conveniences...Woodland Park, Chevy Chase shops, delicious restaurants, excellent schools and so much more. This thoughtfully designed floor plan balances historic character with comfortable livability. The first floor features a grand 2-story foyer, cozy family room, formal living room, spacious dining room - perfect for large gatherings, a stylish kitchen, full bathroom, and private laundry w/ secondary staircase to second floor. Upstairs, the second level offers a spacious primary bed+bath w/ a private home office or walk-in closet, 3 additional bedrooms and a fully remodeled hallway bath. Outside you'll find lush landscaping, a white picket fence and large trees creating a private and picturesque retreat. Enjoy evenings entertaining family and friends on the secluded rear patio after an easy stroll home from dinner or a day at the park. Storage is abundant here with an unfinished basement and huge second floor loft over the 2 car detached garage. The current owner's meticulous updates throughout have restored and preserved the home's original character - see attached list. Don't miss the original hardwood floors, hidden pocket doors, intricate millwork, SIX fireplaces and authentic charm that simply cannot be replicated.

293 S Ashland Ave, Lexington
1802 Carolyn Dr, Lexington
$875,000
8 Beds ⋅ 4 Baths ⋅ 26006453 MLS ⋅ 3,926 SqFt. ⋅ CLOSED Status
This beautifully updated 4-plex is situated in the highly sought-after 40502 area, offering a prime investment opportunity or potential for individual ownership. Each unit features hardwood floors, modernized kitchens and bathrooms, stylish new lighting fixtures, and updated tile work throughout. Additional highlights include a shared basement with dedicated storage space, ample parking with a private lot, and additional street parking on a quiet, low-traffic street. The seller may also consider selling units individually, providing flexibility for investors or owner-occupants alike.

1802 Carolyn Dr, Lexington
211 Chenault Rd, Lexington
$875,000
4 Beds ⋅ 3 Baths ⋅ 26005168 MLS ⋅ 3,314 SqFt. ⋅ CLOSED Status
Discover the charm of 211 Chenault Road, nestled on the picturesque and highly desirable Chenault Road in Lexington, Kentucky—a street renowned for its serene, tree-lined beauty and prime location in the heart of the city. This stunning home has undergone a recent renovation by the current owner enlarging the primary suite on the first floor. Step inside to a spacious first-floor primary suite that's truly massive and beautifully appointed, featuring a gorgeous fireplace, spectacular spa-like bathroom designed for ultimate relaxation and luxury. The front of the home offers a lovely nursery or dedicated office space, perfect for remote work or quiet reflection. Flow seamlessly into the updated galley kitchen, which opens to a cozy family room with adjoining eating area and extends to a versatile porch. Upstairs, you'll find two generous bedrooms sharing a full bath, with an adjoining bonus area off one bedroom that's perfect as a kids' playroom or extra storage. The finished basement provides additional flexible living space, making it an excellent retreat for teenagers, entertaining guests, or casual hangouts. With its fresh renovations and unbeatable location on Chenault Road in Lexington, this home is a rare gem that's ready to welcome its next owners!

211 Chenault Rd, Lexington
1600 Fincastle Rd, Lexington
$863,000
3 Beds ⋅ 4 Baths ⋅ 26012475 MLS ⋅ 2,498 SqFt. ⋅ CLOSED Status
Comp only

1600 Fincastle Rd, Lexington
897 Turkey Foot Rd, Lexington
$857,500
5 Beds ⋅ 4 Baths ⋅ 26012085 MLS ⋅ 4,347 SqFt. ⋅ CLOSED Status
Open House Sunday, May 31st from 1-3PM! An incredible opportunity to own a 40502 RANCH in one of Lexington's most sought after neighborhoods! Original owner/seller & first time EVER to hit the market. This Shadeland East gem has a walk-out finished basement, 2 driveways (front & side), 2 decks (side & rear), a covered front porch, first floor primary, 1,000+ sq. ft. garage, and much more! Enjoy being just steps from Ecton Park and minutes from Chevy Chase dining, shopping, and entertainment while also being located less than a mile from Kroger Field and The Arboretum. With its unbeatable location, functional layout & incredible potential, you won't want to miss this opportunity to customize this one into your dream home! AS-IS inspections welcome.

897 Turkey Foot Rd, Lexington
742 Kirkland Dr, Lexington
$850,000
5 Beds ⋅ 3 Baths ⋅ 26012583 MLS ⋅ 3,042 SqFt. ⋅ CLOSED Status
Welcome to this beautifully updated, move-in-ready ranch home located in the highly desirable Lansdowne subdivision of Southeast Lexington! Offering the perfect blend of classic mid-century charm and extensive modern upgrades, this home is a rare find inside New Circle Road. From the moment you arrive, you will appreciate the excellent curb appeal highlighted by a spacious wrap-around driveway with a rear-entry two-car garage. Step inside to discover a thoughtfully designed layout featuring a total of five bedrooms and three full bathrooms. The expansive main level boasts four comfortable bedrooms, including a primary suite equipped with two separate closets. Downstairs, the finished walk-out basement adds incredible flexibility with a fifth bedroom, a cozy wood-burning fireplace, and ample living space—ideal for a recreation room, home gym, or guest suite. The heart of the home is the gorgeous, fully renovated kitchen (completed in 2019), showcasing sleek countertops, a large center island, a subway tile backsplash, and a premium stainless steel farmhouse sink. The kitchen seamlessly flows into an open family room complete with a painted brick hearth and fireplace, making it the perfect hub for daily living and entertaining .No detail has been spared in maintaining and modernizing this property. Major capital improvements provide ultimate peace of mind for years to come: 2019: Full kitchen remodel, two upstairs bathrooms beautifully redone (including the stunning custom tile shower, all-new rich hardwood floors, and new garage doors. 2021: Replaced the main water line to the street and installed new gutters.2022: Brand new HVAC system and a completely new dimensional style roof. 2025: All-new insulated windows throughout the home. Situated on a generous 0.39-acre lot, the outdoor spaces include a rear patio, and a covered porch—perfect for pets, play, or relaxing evenings. Residents will also enjoy the convenience of living just moments away from neighborhood parks, tennis courts, and pools. To top it all off, this home is zoned for the highly rated Fayette County schools. Don't miss your opportunity to own a meticulously updated home in one of Lexington's most established and convenient locations!

742 Kirkland Dr, Lexington
2004 Shadybrook Ln, Lexington
$849,900
5 Beds ⋅ 3 Baths ⋅ 26012410 MLS ⋅ 3,474 SqFt. ⋅ CLOSED Status
Meticulously maintained with numerous updates and improvements. This 5 bedroom, 3 full bath home on an unfinished basement will not disappoint. Home has been updated from the top to the bottom with attention to detail at every corner. Other features include a oversized 2 car detached garage with over 34ft depth on one side as well as an additional driveway to the side of home for overflow parking. See attachment for improvements.

2004 Shadybrook Ln, Lexington
222 Clay Ave, Lexington
$846,750
3 Beds ⋅ 3 Baths ⋅ 26016999 MLS ⋅ 2,057 SqFt. ⋅ CLOSED Status
Completely restored 1910 Craftsman style home with lovely front porch overlooking Woodland Park, one of the oldest parks in Lexington, in the Aylesford Historic District. This story-and-a-half home was taken down to the studs and thoughtfully rebuilt with modern systems and classic detail: updated electrical service, plumbing, HVAC, insulation and roof. The main level offers a spacious designer primary suite with an ensuite bath and walk-in closet. The chef's kitchen features custom cabinetry, quartz countertops, stainless appliances and a gas range. The welcoming second floor features a sitting area along with two well appointed bedrooms with custom closets that share a bath. Enjoy park-facing views and expansive oak trees and immediate access to paths and green space. Easy quick access to campus, downtown, grocery, coffee shops, ice cream, farm-to-table restaurants, neighborhood pubs and more.

222 Clay Ave, Lexington
1376 Fontaine Rd, Lexington
$814,402
4 Beds ⋅ 3 Baths ⋅ 26021535 MLS ⋅ 2,336 SqFt. ⋅ CLOSED Status
Classic Ashland Park charm meets exceptional indoor-outdoor living at this beautifully maintained Fontaine Road residence. Rich in character and thoughtfully updated, this timeless brick home offers the perfect balance of historic architecture, modern comfort, and one of the most inviting backyards you'll find in-town. Sunlight fills the spacious living and dining rooms, highlighting hardwood floors, oversized windows, a classic fireplace, and beautifully preserved architectural details. The updated kitchen offers abundant custom cabinetry, generous prep space, and flows seamlessly into an expansive family room with custom built-ins and walls of glass overlooking the backyard. Step outside and discover what truly sets this home apart. A stunning covered porch creates the ultimate outdoor living room--perfect for entertaining, relaxing, or enjoying Lexington's beautiful seasons. Beyond, you'll find thoughtfully designed gardens, raised planting beds, mature shade trees, brick pathways, and multiple outdoor gathering spaces that make the backyard feel like a private retreat. The oversized detached two-car garage offers exceptional flexibility with abundant storage, workshop space, and room for hobbies or creative pursuits. Updated baths, spacious bedrooms, and meticulous care throughout complete this remarkable property. Perfectly situated in the heart of Ashland Park/Chevy Chase, just moments from the University of Kentucky, downtown Lexington, parks, restaurants, walkable to Chevy Chase shop's / restaurants, and walkable to Cassidy Elementary ,Morton Middle, and The Henry Clay Estate!! This is a rare opportunity to own one of Lexington's most cherished neighborhood homes--where timeless character, exceptional outdoor living, and an unbeatable location come together beautifully.

1376 Fontaine Rd, Lexington
489 Hart Rd, Lexington
$810,000
3 Beds ⋅ 3 Baths ⋅ 26009540 MLS ⋅ 2,043 SqFt. ⋅ CLOSED Status
Fully updated and move-in ready, this classic Chevy Chase home has been thoughtfully upgraded inside and out. When you arrive, you are welcomed by the front porch and the lush professionally landscaped front yard. As you enter the home, you are greeted by an open living and kitchen area with hardwood floors, anchored by a brand new 5-burner gas range, new countertops, tile backsplash, stainless appliances, and island seating with room for everyone. A dining area sits nearby for easy entertaining. A bar or coffee station is an unexpected bonus. Tucked near the back entry, the stylish half bath features a new chrome vanity and designer wallpaper — a fun, functional space right where you need it. The first-floor primary suite offers a peaceful retreat with a walk-in closet and en-suite bath. Upstairs you'll find generously sized bedrooms with great natural light and an updated full bathroom complete with a custom vanity, soaking tub, and glass-enclosed shower. The finished basement provides flexible bonus space perfect for a rec room, home gym, or play area, along with a finished laundry room and a clean, dedicated storage area. Out back, enjoy a private gated yard with a patio, deck, and 1-car garage — ideal for relaxing or hosting. Conveniently located near Romany Road, Chevy Chase Plaza, and more. This one truly has it all.

489 Hart Rd, Lexington
335 Andover Dr, Lexington
$805,000
4 Beds ⋅ 4 Baths ⋅ 26005938 MLS ⋅ 3,506 SqFt. ⋅ CLOSED Status
Location, Location, Location! Rarely does a sprawling ranch with a walk-up basement hit the market right in the heart of Chevy Chase on a 1/3 acre lot. This home has been in the same family since the 1960s, and has been lovingly maintained. The ranch layout was ahead of its time and features a split bedroom design with the primary suite on the right side of the home with ensuite bath and walk in closet. The kitchen, dining room, living room, and family room open to one another and overlook the oversized private back yard. Towards the left of the home, the junior primary also offers and ensuite bath and the two additional bedrooms share a third full bath. The partially finished basement offers plenty of space for entertaining or to create a kid's play space. The fenced back yard features a covered patio and oversized two car garage. This home is perfect for someone looking to come in and customize their dream space. Chevy Chase Plaza, Cassidy Elementary, Morton Middle, Christ the King, Ecton Park, and all the shopping and restaurants on Romany Rd are within walking distance. Now priced below recent appraisal!

335 Andover Dr, Lexington
828 Melrose Ave, Lexington
$800,000
3 Beds ⋅ 4 Baths ⋅ 26003599 MLS ⋅ 1,908 SqFt. ⋅ CLOSED Status
Located in the desirable Hollywood neighborhood of Lexington, this charming and thoughtfully updated home offers a wonderful blend of classic character, functional space, and elegant improvements that elevate everyday living. With 3 bedrooms, 3 full bathrooms, and 1 half bath spread across 1,908 square feet, the layout is both unique and incredibly versatile, perfect for a variety of living needs. One of the standout features is the rare availability of two bathrooms on the main level, including a beautifully remodeled en-suite bath featuring a tiled walk-in shower, making the main floor ideal for guests, multi-generational living, or anyone seeking flexible bedroom options. The home's interior has been partially repainted, giving it a refreshed, welcoming feel while still preserving the warmth and charm that make this property special. The eat-in kitchen serves as a true gathering space, offering granite countertops, abundant cabinetry, a large walk-in pantry, and a Wolff gas range that will delight home cooks and entertainers alike. Just off the kitchen, the sunroom provides a bright and relaxing space to enjoy morning coffee or unwind at the end of the day, with sliding glass doors that seamlessly connect indoor and outdoor living. Step outside to the covered patio, an exceptional addition completed by Atchison Construction, designed for year-round enjoyment. This outdoor living area features a wood-burning fireplace along with a built-in grill and outdoor kitchen setup, creating the perfect backdrop for entertaining friends, hosting family gatherings, or simply enjoying quiet evenings at home. Few properties offer such a thoughtfully designed outdoor space that feels like a true extension of the home. Upstairs, the spacious primary suite provides a private retreat, complete with a walk-in closet and a generously sized primary bathroom featuring a double-bowl vanity and a large tiled walk-in shower. Additional highlights throughout the home include a first-floor utility room and the added peace of mind provided by a Generac home generator. From its inviting interior spaces to its exceptional outdoor living area and its sought-after location, this home offers a rare opportunity to enjoy a well-cared-for property with charm, thoughtful improvements, and a layout that truly works for modern living.

828 Melrose Ave, Lexington
137 Sycamore Rd, Lexington
$800,000
4 Beds ⋅ 4 Baths ⋅ 26009965 MLS ⋅ 3,222 SqFt. ⋅ CLOSED Status
Excellent investment opportunity. Stately brick 4-Plex on large corner lot directly across from Ashland, The Henry Clay Estate. Four 1 bedroom, 1 bath units offer central A/C, hardwood floors, basement with laundry and storage. Covered off street parking. Many updates include, New roof and gutters 2024, three new HVAC systems 2024, 2025. Desirable location convenient to Chevy Chase, UK, Downtown, local shops, restaurants and more. Tenants will need 24 to 48 hours for notice,

137 Sycamore Rd, Lexington
821 Cahaba Rd, Lexington
$780,000
5 Beds ⋅ 4 Baths ⋅ 26017260 MLS ⋅ 3,713 SqFt. ⋅ CLOSED Status
Nestled in the heart of Lexington's storied Lansdowne neighborhood is this all-brick 5-bedroom, 4-full bath home. This stately home offers a rare blend of timeless elegance and sprawling space that perfectly balances classic charm with modern peace of mind. The main levels offer expansive living spaces while the impressive walk-up basement provides incredible flexibility and endless opportunities. Outside your private oasis awaits. Relax on the stunning screened in porch and enjoy gorgeous views of the beautifully manicured backyard. Parking and storage are a breeze with a 2 car garage and attached carport. Best of all a newly installed Generac whole house generator guarantees you will never be left in the dark and an irrigation system will ensure a luscious lawn even in the hottest summer months. This isn't just a house; it's a lifetime of memories waiting to be made in one of Lexington's most cherished communities. Selling AS-IS, inspections welcome.

821 Cahaba Rd, Lexington
1144 Providence Ln, Lexington
$780,000
5 Beds ⋅ 4 Baths ⋅ 25501128 MLS ⋅ 2,861 SqFt. ⋅ CLOSED Status
Welcome to this classic 5-bedroom, 4-bath brick home nestled in the heart of Chevy Chase. Built in 1948 and completely renovated in 2014, this home offers 2,861 sf ft of finished living space on a 6,500 sq ft lot. Inside, you'll find hardwood floors, a spacious layout, and a cozy gas fireplace that adds warmth and character. The kitchen features quartz countertops, tile backsplash and GE Cafe appliances, including a duel fuel range. Enjoy the fenced in backyard with a covered patio and a detached one car garage (15 x19) with a second floor for storage or studio space (15 x14). Convenient location in one of Lexington's most desirable neighborhoods. Walk to nearby shops, restaurants, parks, and top-rated schools. Don't miss your chance to own a piece of Chevy Chase charm. Owner/Agent.

1144 Providence Ln, Lexington
122 S Hanover Ave, Lexington
$775,000
4 Beds ⋅ 4 Baths ⋅ 26010528 MLS ⋅ 3,740 SqFt. ⋅ CLOSED Status
Ashland Park stately brick 4-Plex investment or potential for individual ownership or make this a single family home! Convenient to Downtown, Chevy Chase, UK, Henry Clay Estate, Kenwick Table, local shops, restaurants and more.Each unit has hardwood floors, individual central heat/air, spacious closets, outside decks/porches, 3 garage spaces and driveway for at least 2 additional cars.First floor units1 & 2 have living room, bedroom and kitchen, front entrance and rear exits and front porch access.Second floor unit 3 has living room, formal dining room, large kitchen, bath, bedroom and access to the large deck off the rear, front entrance and rear exit. Second floor unit 4 has living room, kitchen and bath and the 3rd floor large bedroom and office area with deck off the rear. Property has 3 car garage, full shared basement with storage and laundry (Coin operated could be installed) Roof and garage doors are 5yrs old, 1 HVAC unit replaced 2025, rebuilt front porch roof 2026, exterior painted 2026. Property is in Historic H-1 overlay requiring approval for exterior changes.24-48 hr notice. All tenants would like to continue. Units 1 ($1000),2 ($1150),4 ($1300) are month to month. Unit 3 lease ends Sept 1, 2026.Rental amounts of units 3 and 4 are under typical market rent. Listing agent is owner.

122 S Hanover Ave, Lexington
924 Chinoe Rd, Lexington
$750,000
5 Beds ⋅ 4 Baths ⋅ 26016859 MLS ⋅ 3,484 SqFt. ⋅ CLOSED Status
Offered to the market after 54 years of ownership, this sought after 40502 ranch has been lovingly maintained and was the personal home of Lexington builder Cecil Dykes! Boasting five bedrooms, four bathrooms, two garages with space for three cars and nearly 3,500 finished sqft! As you pull in to the circular drive, you will immediately appreciate the curb appeal this home exudes and the lovely landscaping. Through the front door, you are welcomed in to the spacious foyer with brick floors and coat closet. The sunken living room with fireplace offers an abundance of light through its large windows, with the formal dining room behind and kitchen and den beyond. The recently updated kitchen boasts new appliances, a half bath, breakfast area and den with fireplace. On the other side of the home, you will find the rear primary bedroom with en suite bath, three additional bedrooms and a full hall bath. The lower level features a large recreation room with fireplace, built-ins and patio access, a spacious laundry room, cedar closet, wood paneled bedroom, storage room, half bath and 1 car basement garage with workshop. The backyard with patio is very private and partially fenced. There is a full unfinished attic with permanent staircase for additional storage. Too many updates to mention, a special opportunity!

924 Chinoe Rd, Lexington
111 Woodland Ave Unit 302, Lexington
$750,000
2 Beds ⋅ 2 Baths ⋅ 26005980 MLS ⋅ 1,683 SqFt. ⋅ CLOSED Status
You will love this pristine condo situated in Lexington's established and elegant highrise, The Woodlands. This condo has gorgeous hand laid hardwood flooring, a chic updated kitchen and table/bar dining area, spacious living room with two oversized windows with a beautiful view and loads of natural daylight. There are two gracious bedrooms and 2 fully updated bathrooms dipped in white marble. More features include automatic blinds, washer/dryer with laundry sink and abundant closet space. You will also enjoy The Woodlands many features including 24/7 security, garage parking, in-ground pool and patio, exercise room, first floor guest suite, large common areas to entertain and a top floor patio to watch the sun set. Turn-key and timeless!

111 Woodland Ave Unit 302, Lexington

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