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$575,000
3 Beds ⋅ 2 Baths ⋅ 26013171 MLS
Well-maintained brick and vinyl mid-century home situated on an acre, located conveniently between Lexington and Winchester. This 3-bedroom, 2-bath home features hardwood and tile floors, an updated kitchen, replacement windows, a spacious family room addition, and a full basement offering additional storage and flexibility. Outside, you'll find a 2-car attached garage along with an impressive 40' x 48' detached metal building with electric, providing ample space for hobbies, equipment, vehicles, a workshop, or small business use. The nearly one-acre lot offers room to spread out while maintaining easy access to Lexington, Winchester, shopping, dining, and major commuter routes. Whether you're looking for a primary residence, a property with workshop space, or an investment opportunity, this property offers a unique combination of location, functionality, and versatility.

4861 Winchester Rd, 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
$746,999
4 Beds ⋅ 5 Baths ⋅ 26015857 MLS
PROPOSED SPEC BUILD - HOME IS UNDER CONSTRUCTION. From the moment you arrive, the Jackie French Country floorplan by James Monroe Homes on a walk-up basement lot. Located in the private, gated Harper Woods neighborhood. Step inside and you're immediately greeted by a spacious flex room off the foyer—one of the most adaptable features in the home. This space can serve as a formal dining room, private home office, playroom, or whatever fits your lifestyle. Just beyond, the home opens into a bright and connected main living area designed for everyday comfort and entertaining. The kitchen serves as the heart of the home, featuring a large center island, modern stainless steel appliances, and an open layout that flows seamlessly into the dining and family areas. Combined with the open living spaces, the Jackie delivers a perfect balance of function and comfort for modern families seeking new homes in Kentucky. Upstairs, the second floor is designed for both relaxation and flexibility. The spacious primary suite offers a peaceful retreat with a spa-inspired en-suite bath, a large walk-in closet, and a private layout that enhances comfort and privacy. Two additional bedrooms, a shared full bathroom, and a fourth bedroom with its own en-suite bath, and a dedicated laundry room complete the upper level, making daily routines easier and more efficient for the entire household. The Jackie is more than a home—it's a canvas for your lifestyle, designed to grow with you and adapt to every stage of life. This home has been thoughtfully designed with some of our most popular structural upgrades already included, featuring a 4' family room extension, gourmet kitchen layout, primary bath option #3 including a large tiled walk-in shower, addition of a fourth bedroom with en-suite bath, partially finished basement with an open design layout perfect to make it a Multimedia, Entertainment, or a Recreational Room, and an extended covered patio. Enjoy a true low-maintenance lifestyle! The HOA covers gated community access, lawn mowing, irrigation maintenance & water, lawn treatments, snow removal for streets, sidewalks & driveways, community and entrance landscaping, common area and tree maintenance, plus initial home landscaping and mulching. For a limited time, buyers who contract on or before September 7, 2026, will receive a $35,000 Design Center Credit to personalize your new James Monroe Home! Use your credit to select from a wide variety of designer finishes and interior selections available through the James Monroe Homes Design Center, allowing you to create a home that reflects your personal style. The Design Center Credit applies to eligible Design Center selections only and may NOT be used toward structural changes, custom option requests, appliance credits, or exchanged for cash or other incentives. Buyer will also have the opportunity to select and/or remove structural options offered by James Monroe Homes, subject to construction stage, builder approval, and applicable construction deadlines. Offer is valid with an accepted contract on or before September 7, 2026. Inquire for complete details and current construction status. Don't miss this rare opportunity to personalize your new home while it's still under construction. Inquire for current construction status, available structural options, and additional details. Every James Monroe Home includes Connected Living features such as a Ring doorbell and chime, WiFi garage door opener, two smart switches, data hub, and WiFi thermostat. All homes also come with the Build With Confidence Promise. Contact your New Homes Sales Consultant to begin your journey today!

3572 Harper Woods Ln, Lexington
$762,599
4 Beds ⋅ 5 Baths ⋅ 26015856 MLS
PROPOSED SPEC BUILD - HOME IS UNDER CONSTRUCTION. Step into the award-winning Abigail Cottage floor plan by James Monroe Homes on a walk-up basement lot. Located in the private, gated Harper Woods neighborhood. Designed with today's lifestyle in mind, this home offers the perfect blend of a flexible floor plan, energy efficiency, and modern comfort—everything you'd expect in your New Home. From the moment you arrive, the Abigail offers exceptional curb appeal. An open, flowing design allows you to personalize your home to match your style. Inside, a spacious flex room welcomes you—ideal for a home office, formal dining room, or multi-purpose space for the way you live today. The heart of the home is a beautifully designed open concept kitchen, featuring a large center island, stainless steel appliances, and seamless flow into the main living area—perfect for entertaining or everyday living. Step outside to enjoy your extended private covered patio , extending your living space outdoors—ideal for relaxing evenings or hosting guests. Upstairs, the Abigail continues to impress with a luxurious primary suite featuring double vanities, a spacious walk-in shower, and an oversized walk-in closet. While three additional bedrooms, full baths, and a dedicated laundry room add everyday convenience. Built with the quality and attention to detail, the Abigail also offers the benefits of energy-efficient construction, helping you save on utilities while enjoying a more comfortable home year-round. This home has been thoughtfully designed with some of our most popular structural upgrades already included, featuring a morning room, unfinished storage off of the primary bedroom, gourmet kitchen layout, addition of a fourth bedroom with an en-suite bath, primary bath option #2 including a walk-in shower and separate soaker tub, partially finished basement with open design layout perfect for a Multimedia, Entertainment, or a Recreational Room, and an extended covered patio. Enjoy a true low-maintenance lifestyle! The HOA covers gated community access, lawn mowing, irrigation maintenance & water, lawn treatments, snow removal for streets, sidewalks & driveways, community and entrance landscaping, common area and tree maintenance, plus initial home landscaping and mulching. For a limited time, buyers who contract on or before September 7, 2026, will receive a $35,000 Design Center Credit to personalize your new James Monroe Home! Use your credit to select from a wide variety of designer finishes and interior selections available through the James Monroe Homes Design Center, allowing you to create a home that reflects your personal style. The Design Center Credit applies to eligible Design Center selections only and may NOT be used toward structural changes, custom option requests, appliance credits, or exchanged for cash or other incentives. Offer is valid with an accepted contract on or before September 7, 2026. Inquire for complete details and current construction status. Buyer will also have the opportunity to select and/or remove structural options offered by James Monroe Homes, subject to construction stage, builder approval, and applicable construction deadlines. Don't miss this rare opportunity to personalize your new home while it's still under construction. Inquire for current construction status, available structural options, and additional details. Every James Monroe Home includes Connected Living features such as a Ring doorbell and chime, WiFi garage door opener, two smart switches, data hub, and WiFi thermostat. All homes also come with the Build With Confidence Promise. Contact your New Homes Sales Consultant to begin your journey today!

3576 Harper Woods Ln, 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
$293,000
3 Beds ⋅ 2 Baths ⋅ 26011087 MLS
Welcome to a home that proves good things truly do come in well-maintained packages. This freshly updated three-bedroom gem is ready to steal your heart — and possibly your weekends, because you'll never want to leave that generous backyard. Step inside and let the beautifully sanded and restained hardwood floors guide you through sun-filled living spaces adorned with fresh paint throughout. The living area features a charming wood-burning fireplace flanked by built-in shelving on both sides — perfect for displaying your book collection or pretending you have one. The kitchen comes equipped with sleek stainless steel appliances that make meal prep feel a little more inspired. Three bedrooms provide ample space for rest and relaxation, complemented by one full bathroom and a convenient half bath. Downstairs, you'll discover 325 square feet of finished basement space offering endless possibilities — whether you envision a home office, entertainment zone, or creative studio. The exterior is equally impressive, showcasing a durable brick veneer and vinyl siding combination that delivers timeless curb appeal with minimal upkeep. Out back, a privacy fence encloses the spacious yard, creating your own secluded retreat. The covered deck invites year-round outdoor enjoyment, rain or shine. Nestled in a wonderful neighborhood with nearby Kirklevington Park just a short stroll away, this nearly 1,700 square foot home blends comfort, character, and convenience beautifully. Schedule your private showing today and discover why this charming residence deserves to be your next chapter.

326 Wilson Downing 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
$2,520,000
7 Beds ⋅ 11 Baths ⋅ 25506924 MLS
Welcome to this stunning Colonial Revival home, perfectly situated on nearly 3 acres in the heart of Lexington, just a short distance from Keenland, a premier location for horse racing in Lexington, and the airport. This beautifully crafted residence boasts eight spacious bedrooms, each featuring an en-suite bath and generous walk-in closet, ensuring comfort and privacy for family and guests alike. With two elegant fireplaces, this home adds warmth and charm to every room. The heart of the home is the beautiful open-concept kitchen, exuding style and practicality for entertaining or everyday living. The layout includes a convenient elevator, providing easy access to the basement and first floor. The walk-out basement with an additional kitchen bar, perfect for gatherings or as a separate living space. The primary bedroom is a true retreat, featuring dual baths for added convenience. Additional highlights include a home office, cozy den, and a dedicated laundry room on each level, maximizing efficiency. You'll find ample storage throughout the house, making it truly ready to move in.This property is a rare gem, offering plenty of space, elegant design, and unmatched location. Don't miss your chance to make this splendid house your home! Owner/Agent

1911 Parkers Mill Rd, 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
$599,000
26016158 MLS
MOTIVATED SELLER! Commercial Mixed-Use Opportunity! Conveniently located near St. Joseph Hospital and Office Park on Harrodsburg Road, this mixed-use property offers a unique blend of professional functionality and charm. Originally a lovely older home, it features beautiful hardwood floors, character throughout, a welcoming reception area with waiting room, multiple private offices, a conference room, and flexible workspace to accommodate a variety of professional uses. The finished basement provides additional usable space, including lab/work areas and generous storage. Ideal for medical, professional, counseling, administrative, or other office-related businesses seeking a distinctive location with excellent accessibility. Property is being sold AS IS. Buyer to verify zoning and intended use. All offers will be considered.

1618 Harrodsburg Rd, Lexington
$595,000
4 Beds ⋅ 4 Baths ⋅ 26011407 MLS
This beautifully updated home offers the space, flexibility, and functionality of a three-level floor plan—and it has been extensively renovated since 2019. Thoughtfully redesigned with both comfort and style in mind, the home features a stunning renovated kitchen, luxurious primary bath, and a fully finished basement complete with a bedroom, full bathroom, living area, and kitchenette. The gorgeous kitchen is as functional as it is beautiful, flowing seamlessly into the formal dining room and bright sunroom/informal dining space. At the heart of the home, the inviting family room features cozy gas logs and an abundance of windows that fill the space with natural light. Upstairs, the spacious primary suite serves as a true retreat, highlighted by a spa-inspired, fully remodeled bathroom and dual walk-in closets offering exceptional storage. Two additional generously sized bedrooms, another full bath, and a conveniently located laundry room complete the upper level. Additional updates include rain gutters, AC units, water heater, fresh interior paint, and much more. This move-in ready home combines modern updates with timeless comfort in one exceptional package.

1336 Glenview 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