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$800,000
3 Beds 5 Baths 26013475 MLS
Rare opportunity to own a piece of downtown Lexington history at 579 W Short Street. Ideally located in the heart of the city, this unique property places you within walking distance of Lexington's finest restaurants, shopping, entertainment, parks, and local attractions, offering the true downtown living experience. This three-story historic home is ready for its next chapter. The property has been extensively prepared for renovation, with much of the heavy lifting already completed, including updated electrical and plumbing systems, as well as excavation of the basement to create taller ceilings and expanded usable space. With the home gutted and ready for finishing, buyers have the unique opportunity to design and customize the interior to their own vision while preserving the character and charm of a historic downtown residence. Adding to the property's appeal is a detached two-car garage with a one-bedroom apartment above, offering excellent potential for rental income, guest quarters, a home office, or mother-in-law suite. With valuable yard space, off-street parking, income-producing possibilities, and an unbeatable downtown location, this is a rare chance to create a one-of-a-kind residence or investment property in one of Lexington's most sought-after areas. Bring your vision and transform this historic gem into something truly extraordinary.

579 W Short St, Lexington

$1,650,000
26014906 MLS
160 Prosperous Place is a two story medical office building with a full basement, consisting of approximately 6,840 square feet plus additional basement area. The building was completely renovated in 2021 and converted to its current medical office use, making it ideal for an owner/user or an investor seeking a modern, turnkey healthcare facility. The first floor features a reception and waiting area, two private offices, a nurses 'station/lab, seven exam rooms, and two procedure/xray rooms. The second floor offers multiple private offices, a conference room, a break room, and additional shell space suitable for future expansion or for buildout to generate additional rental income. The full basement is configured as partially finished office space with additional storage and is accessible via an overhead door, providing excellent flexibility for records, equipment, or ancillary services. Additional property features include a backup generator and sinks in four of the exam rooms.

160 Prosperous Pl, Lexington

$2,300,000
5 Beds 5 Baths 26005155 MLS
Located in the prestigious Reserve at Greenbrier, this exceptional custom-built Jimmy Nash home blends luxury craftsmanship with thoughtful design and modern efficiency. Offering 5 spacious bedrooms—all with walk-in closets and bathrooms---this home provides both comfort and functionality at every turn. The main level showcases stunning wood floors, a dramatic Great Room with 10-foot coffered ceilings, and a private office complete with custom built-in bookcases. The first-floor primary suite is a true retreat, featuring a spa-like bath with separate vanities, a soaking tub, walk-in shower, and an incredible custom closet with built-in cabinetry and vanity. The chef's kitchen is equally impressive, highlighted by quartz countertops, a large island, gas range, microwave drawer, and an enormous walk-in pantry designed for maximum organization. Designed for everyday ease, the home includes a spacious drop zone with built-in storage, a first-floor laundry room, and seamless flow throughout. Upstairs, you'll find a versatile loft area along with additional flex space connected to Bedroom 4, ideal for a study, playroom, or lounging. The finished walk-out basement offers a complete in-law quarters setup with a family room, kitchenette, and laundry connections—perfect for multi-generational living or extended guests. Outdoor living is elevated with two-story screened decks overlooking a fenced yard that backs to serene greenspace. Additional highlights include geothermal heating and cooling, a heated and cooled garage with custom cabinetry, premium flooring, electric car charger, and dedicated golf cart parking. The home is also equipped with a Generac generator and radon mitigation system for added peace of mind. This is a rare opportunity to own a meticulously maintained, energy-efficient luxury home in one of the area's most desirable neighborhoods. ***Photos are virtually staged***

2584 Cayman Hts, Lexington

$295,000
3 Beds 3 Baths 26014043 MLS
Move-in ready and packed with high-end upgrades, this beautifully updated 3-bedroom, 2.5-bath townhouse offers 1,525 square feet of stylish living space on a desirable corner lot with no HOA. With an oversized one-car garage, rear parking, and two additional front parking spaces, convenience is built right in. Priced at under $200 per square foot, this home delivers exceptional value with quality improvements throughout. Nearly every major component of the home has been updated, including a new roof, siding, gutters, Pella windows throughout, sliding door, water heater, front storm door, back deck(Trex decking), and steps with a new railing system. The outdoor living space has been further enhanced with new composite decking and sleek black aluminum railings, creating the perfect low-maintenance area for relaxing or entertaining. Inside, you'll find a stunning kitchen featuring custom cabinetry, quartzite countertops, and stainless steel appliances. Luxury LVP flooring flows throughout the home, complemented by designer light fixtures, updated vanities and toilets, beautifully tiled bathrooms, and a whole-house water filtration system. Also a large attic floored for extra storage space. Every detail has been thoughtfully selected to provide a modern, comfortable, and low-maintenance lifestyle. Conveniently located near shopping, dining, parks, and everything Lexington has to offer, this home is ideal for first-time buyers, those looking to downsize, or investors seeking a turnkey opportunity. Homes with this level of renovation and value are hard to find—schedule your showing today.

3597 Laredo Dr, Lexington

$345,000
3 Beds 2 Baths 26013035 MLS
Welcome home to this beautifully updated 3-bedroom, 1 full bath, 1 half bath residence offering approximately 1,863 square feet of comfortable living space in a desirable Lexington neighborhood. Designed with families in mind, this home features fresh paint and updated flooring throughout, creating a warm and inviting atmosphere from the moment you step inside. The fully finished basement provides valuable additional living space, including two versatile bonus rooms that can be used as a home office, playroom, workout space, guest area, or hobby room. Major updates, including the HVAC system, roof, and windows, offer peace of mind and added efficiency for years to come. Outside, you'll enjoy being part of a well-established neighborhood known for its welcoming feel and access to a highly regarded school district. Conveniently located just minutes from Shillito Park, Fayette Mall, and The Summit at Fritz Farm, you'll have easy access to shopping, dining, recreation, and entertainment while still enjoying the comfort of a quiet residential setting. Don't miss this opportunity to own a move-in-ready home with space to grow in one of Lexington's most convenient locations!

423 Plymouth Dr, Lexington

$924,900
5 Beds 4 Baths 26012140 MLS
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

$897,500
4 Beds 3 Baths 26005168 MLS
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

$779,000
4 Beds 4 Baths 26009037 MLS
Walk to Palomar Centre dining, unwind in your own private outdoor retreat, and enjoy low-traffic cul-de-sac living in one of Lexington's most convenient locations. This move-in ready 4-bedroom home offers the perfect blend of modern updates, functional space, and lifestyle-driven design. Inside, you'll find an open-concept layout with a beautifully appointed kitchen featuring stainless steel appliances, gas range, paintable thin brick backsplash, and seamless flow into the main living and dining areas—ideal for both everyday living and entertaining. Upstairs, the spacious primary suite includes dual walk-in closets and a well-appointed ensuite bath, while additional bedrooms and a flexible loft space provide room for work, play, or guests. The finished walkout basement adds even more versatility with a large living area, kitchenette, and full bath—perfect for hosting, hobbies, or extended stays. Where this home truly shines is outdoors.Thoughtfully designed over the years, the backyard features multiple living spaces including a deck, lower-level patio, and a custom under-deck retreat with pavers and stone—creating a private, layered outdoor experience. A dedicated firepit area and raised garden beds complete this inviting setting, ideal for relaxing evenings or entertaining year-round. Located between Harrods Hill and Palomar Hills and zoned for Rosa Parks, Beaumont, and Dunbar, this home offers a rare combination of privacy and convenience—just minutes from Keeneland Race Course and Blue Grass Airport, as well as shopping, dining, and everyday essentials.

2156 Palomar Trace Dr, Lexington

$775,000
5 Beds 4 Baths 26012988 MLS
This is the one you've been waiting for! Welcome home to this stunning 5-bedroom, 3.5-bath residence conveniently nestled in the desirable Still Meadows neighborhood. Offering exceptional curb appeal, mature landscaping, freshly painted interiors, and recently refinished hardwood floors, this Jimmy Nash-built home is truly move-in ready. Step into the light-filled foyer and discover a thoughtfully designed floor plan. The chef's kitchen features a large island, abundant cabinetry, excellent storage, and a built-in hutch, all opening seamlessly to the spacious great room with a vaulted ceiling and fireplace. Enjoy outdoor living on the relaxing screened-in porch overlooking the fenced backyard or unwind on the covered front porch. The first-floor primary suite offers a luxurious retreat with granite countertops, a tiled shower, and a large walk-in closet. Upstairs, you'll find three additional bedrooms and a full bath. The finished basement provides even more living space with a family room, a bedroom, a flex room (which could be used as a 6th bedroom, office, or home gym), a full bath, and ample storage. Your move in ready dream home is waiting for you, don't miss out on this incredible opportunity.

3689 Horsemint Trl, Lexington

$534,900
3 Beds 2 Baths 26008969 MLS
First time on the market and built by Mike Cravens! This well-loved home is conveniently located inside New Circle Road, just minutes from Chinoe Shopping Center, dining, and everyday conveniences. Featuring 3 bedrooms and 2 full baths, this home offers a functional and flexible layout. The main floor includes two bedrooms, a spacious kitchen with ample cabinet storage, and a light-filled sunroom perfect for relaxing year-round and a large family room with a fireplace. Upstairs, you'll find the primary bedroom retreat with a large adjoining bathroom. The full basement provides abundant unfinished space ideal for storage, a workshop, hobby area, or future expansion. Side-entry garage adds convenience and curb appeal. A rare opportunity in a prime location.

3504 Cheddington Ln, Lexington

$419,900
4 Beds 2 Baths 26014674 MLS
Location! This 4-bedroom 2 bath home with a 1 car basement garage sitting on a 1-acre lot has an abundance of country charm with city convenience. A short drive to shops, restaurants, medical facilities in the Hamburg area of Lexington. Enjoy relaxing on the large covered front porch. This updated home offers timeless hardwood floors that have recently been refinished. The dining area offers direct access to the huge deck overlooking the private fenced in backyard perfect for family fun and a generous area to plant a garden. The huge backyard has so much potential with space to build a large, detached garage to possibly installing a pool. The home has been well maintained with newer mechanicals and offers a great layout. The partial finished basement offers an additional large flex room that would be great as a guest bedroom or large exercise room. There are 2 other flex rooms in the basement for added space and an additional bathroom. From a ton of extra storage to office space there is so much potential in the partially finished basement area. Don't miss out on this charming home.

5666 Winchester Rd, Lexington

$850,000
4 Beds 3 Baths 26007329 MLS
Come enjoy this incredible view!!! Welcome to 2044 Manor Drive, an exceptional lakeside estate on beautiful Lake Hickman, ideally located inside New Circle Road within the exclusive Lakeview Estates. Tucked quietly back in Kingfish Cove, this home is perfectly positioned to capture stunning lake views while offering incredible potential for the right buyer to create a custom lake retreat just minutes from downtown...This well-laid-out ranch home features lake views from all rear-facing windows, a sunken family room, and a massive primary suite complete with a large bath, walk-in closet, and dedicated sitting/dressing area. The layout is ideal to simply update or fully renovate to your liking. The home also offers the potential for 5 bedrooms with the unique layout of the basement. A former darkroom is ready to become a new kitchenette, and the basement is a great candidate for renovation given it is a walkout with direct access to the large backyard and of course the lake...Step outside the great room onto the rear wraparound porch, which leads to a screened patio and a spacious elevated outdoor entertaining area overlooking the lake. Looking for a little more privacy? Retreat to your private lakeside patio, where your boat can stay fully charged and ready thanks to electrical service at the dock. The lake is clean, well-managed, police controlled and fully stocked. Electric motors only, making it ideal for peaceful evening cruises, paddleboarding, kayaking, and fishing...This home is ready to be updated and renovated to your taste, with strong upside potential given the rarity of waterfront properties in Lexington...Seller has never occupied the home. Seller welcomes inspections; however, the property is being sold AS IS. Structural repairs may be needed...Opportunities like this with location, views, and potential are extremely rare. Don't miss your chance to create your dream lake home. Schedule your private showing today!

2044 Manor Dr, Lexington

$324,999
4 Beds 4 Baths 25503567 MLS
Welcome to 2772 Lockhurst Rd in Lexington, KY 40517, a charming home that combines comfort, functionality, and potential. The residence features four bedrooms and multiple bathrooms, offering ample space for family and guests. Large windows bathe interior rooms in natural light, creating an inviting and warm atmosphere. The kitchen, while efficient, offers room for customization and modernization to suit your tastes. A lower level or basement space provides abundant storage or a blank canvas for future finishing. Outdoors, you'll find a yard framed by mature trees and landscaping, ideal for relaxing or entertaining. Located in the desirable 40517 area, the home offers easy access to local shops, schools, parks, and major roadways. This property is well-maintained and ready to call home, allowing you to move in and make it your own. Contact me today to schedule your private showing and discover everything this wonderful home has to offer.

2772 Lockhurst Rd, Lexington

$2,950,000
5 Beds 7 Baths 26008276 MLS
A Rare Opportunity on Ashwood Drive Opportunities to reside on this specific street are infrequent, with only a handful of homes changing hands over the last two decades. Built in 2004, this brick veneer estate offers the scale and infrastructure required for modern living while maintaining a classic aesthetic. The interior is defined by volume and thoughtful design, featuring tall ceilings, hardwood flooring, and an entrance foyer that leads to formal and informal gathering spaces. The kitchen is equipped for high-capacity cooking with double ovens, a gas range, wine refrigerator and a vented exhaust fan. The layout is uniquely tailored for privacy, with all five bedrooms featuring private en-suite baths and walk-in closets. The primary suite, located on the first floor, includes a sitting area and a fireplace. A second large bedroom with an en-suite is also conveniently positioned on the main level. For those requiring flexible living arrangements, the property includes a separate guest house/apartment located over the 3-car side-entry garage. This space is ideal for multi-generational living or a secluded home office. The home's infrastructure is designed for reliability and comfort, featuring a full home generator, 130-gallon recirculating water heaters, and UV Air Purifiers. Additional amenities include a central vacuum, a full finished basement with a recreation area, and a centralized security system. Outdoor living is centered around a brick-paved rear patio and a covered porch, overlooking a professionally landscaped yard with mature trees and a fenced barkyard..

1633 Ashwood Rd, Lexington

$365,000
4 Beds 2 Baths 26008261 MLS
Move-in ready and full of updates, this 4-bedroom, 2-bath home offers a functional layout and great living space both inside and out. Luxury vinyl plank flooring runs throughout, providing durability and a clean, modern feel. The main level features an open-concept design with a spacious living room, dining area, and updated kitchen complete with stainless steel appliances—perfect for everyday living and entertaining. Just off the kitchen, a bright 4-season sunroom offers additional living space year-round and overlooks the backyard. Upstairs, you'll find three comfortable bedrooms and a full bath. The lower level adds even more flexibility with a cozy family room featuring a gas fireplace, a fourth bedroom, and an additional full bathroom—ideal for guests, a home office, or multi-generational living. Step outside from the sunroom onto a large deck that's perfect for relaxing or hosting gatherings, all overlooking a spacious backyard with a storage shed for added convenience. Located close to Richmond Road, Hamburg, Tates Creek Road, and the mall, with easy access to Nicholasville and Richmond, this home offers both comfort and convenience in a prime location

259 S Eagle Creek Dr, Lexington