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2584 Cayman Hts, Lexington
$1,999,000
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

1517 Kelly Cir, Lexington
$279,900
3 Beds ⋅ 3 Baths ⋅ 26010559 MLS
Back On Market At NO Fault Of The Sellers! This All-Brick Ranch Home On A Finished Walkout Basement Sits On A Spacious .45 Acre Cul-de-Sac Lot With No Through Traffic On The South Side Of Lexington; Offering 3 Bedrooms, 2 1/2 Baths, An Oversized Kitchen And A Rear-Entry Garage. This Home Has Been Lovingly Owned By The Same Family For 31 Years And Is Now Ready For New Owners To Make It Their Own. The Home Features Both Main Level And Basement Laundry Options, With The Current Owners Temporarily Converting The 1/2 Bath Into A Main Floor Laundry Area For Added Convenience. The Front Porch Also Includes Handicap Accessibility. The Finished Walkout Basement Includes A Cozy Wood-Burning Fireplace With Insert And Blower, Creating The Perfect Space For Relaxing Or Entertaining Year-Round. With Generous Living Space And A Peaceful Setting, This Property Offers Comfort, Functionality And Room To Grow. Whether You Are A First-Time Homebuyer Looking For Space And Value OR An Investor Searching For A Solid Opportunity In A Desirable Location, This Property Offers Endless Potential.

1517 Kelly Cir, Lexington

4344 Steamboat Rd, Lexington
$764,900
5 Beds ⋅ 4 Baths ⋅ 26009482 MLS
Why wait to build when this nearly new home is move-in ready and priced below appraisal? Built in 2023, it offers more than 3,500 finished square feet, five bedrooms, a finished walkout basement and beautiful views of South Elkhorn Creek. With an abundance of natural light, the open concept layout creates an inviting flow between the living room, dining area, kitchen and outdoor space. The gourmet kitchen features a large gathering island, Taj Mahal countertops, stainless steel appliances, a gas range, pantry, classic subway tile backsplash and additional cabinetry for exceptional storage. A gas log fireplace anchors the living room, which opens to a spacious, partially covered deck overlooking the treeline and creek. A convenient mudroom and half bath complete the main level. Upstairs, you'll find four spacious bedrooms and an upgraded laundry area with added storage. The primary suite is a private retreat with its own covered deck, peaceful backyard and creek views, two amazing walk-in closets and a redesigned bath featuring a large, fully tiled walk-in shower and double vanity. The finished walkout basement adds even more living space with a second gathering area, another gas log fireplace, built-in shelving, wine refrigerator, fifth bedroom and direct access to the backyard. A newly added fence and retaining wall create additional usable outdoor space for relaxing and enjoying the natural setting. An attached two-car garage adds everyday convenience and storage, while the location offers easy access to dining, shopping and Blue Grass Airport. Less than a block away, Waverly Park features walking trails, tennis and basketball courts, and a playground. With nearly new construction, high-end finishes and peaceful creekside views, this is the one you've been waiting for!

4344 Steamboat Rd, Lexington

781 Shady Cv, Lexington
$920,986
3 Beds ⋅ 3 Baths ⋅ 26014037 MLS
Under Construction. Current progress photos can be made available upon request.. MECHANICALS AND PLUMBING COMPLETE. AWAITING INSULATION. Premier location with water views! The Winslow offers the convenience of main-level living with a luxurious primary suite, secondary bedroom, and spacious open-concept living areas, plus a finished walkout basement featuring a large rec room with wet bar, third bedroom, full bath, flex space, and generous unfinished storage. The well-appointed kitchen features a large island with countertop seating, quartz countertops, premium appliances, a walk-in pantry, and an adjoining dining area. The inviting family room showcases a dramatic floor-to-ceiling stone fireplace and opens to a covered Trex deck. The primary suite offers a trey ceiling, freestanding soaking tub, fully tiled shower, dual vanity, and a spacious walk-in closet. Additional highlights include 10' first-floor ceilings, luxury finishes throughout, and a charming covered front entry with timeless hip roof architecture. JOB#71PB

781 Shady Cv, Lexington

2009 Dellwood Dr, Lexington
$329,900
3 Beds ⋅ 2 Baths ⋅ 26014876 MLS
Filled with charm and character, this inviting 3-bedroom, 1.5-bath home offers the flexibility of one-level living while providing additional space to fit a variety of lifestyles. The main level features comfortable living areas, a bedroom, and the home's essential amenities, making everyday living convenient. Upstairs, you'll find a spacious third bedroom complete with an abundance of closet space, creating the perfect private retreat with exceptional storage. The lower level adds even more versatility with a newly carpeted bedroom and a fully refreshed half bath featuring all new fixtures, making it an ideal space for guests, a home office, or multi-generational living. A bonus room leading to the lower level offers additional flexibility for a playroom, hobby room, fitness area, or even a walk-in closet for the lower bedroom. Step outside to enjoy the fully fenced backyard, perfect for pets, entertaining, gardening, or relaxing in your own outdoor space, with two storage sheds for convenience. Blending timeless character with thoughtful updates and a flexible floor plan, this home is full of possibilities for its next owner. Don't miss your chance to make this charming property your own! Selling As-Is, inspections welcome.

2009 Dellwood Dr, Lexington

2400 English Station Dr, Lexington
$329,900
4 Beds ⋅ 3 Baths ⋅ 26013023 MLS
Perfectly positioned on a quiet street in the highly sought-after English Station neighborhood, this spacious 4-bedroom, 2.5-bath home offers the ideal combination of location, functionality, and everyday comfort. Conveniently located just off Harrodsburg Road on Lexington's desirable south side, you'll enjoy easy access to the area's newest amenities, including a brand-new grocery store, popular restaurants, shopping, and everyday conveniences—all less than half a mile away. Inside, the open and inviting floor plan is designed for the way people live today. The living room, dining area, and kitchen flow seamlessly together, creating an ideal space for entertaining or everyday living. Just inside the attached two-car garage, the laundry room also serves as a practical mudroom to help keep daily life organized. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite. One of the besrooms may serve as a large bonus room that can easily serve as a home office, media room, playroom, fitness area, or flexible living space to fit your needs. Step outside to enjoy the private, fully fenced backyard—perfect for outdoor dining, gardening, pets, play, or simply unwinding at the end of the day. Adding even more value, the driveway retaining wall was professionally removed and completely rebuilt in June 2026, providing added peace of mind for the next owner. English Station features sidewalks, attractive streetscapes, and exceptional convenience to shopping, dining, parks, and major commuter routes. The property is currently zoned for Beaumont Middle School and Paul Laurence Dunbar High School; buyers should independently verify school assignments. Don't miss this opportunity to own a spacious home in one of Lexington's most desirable locations. Schedule your private showing today.

2400 English Station Dr, Lexington

2724 Trailwood Ln, Lexington
$472,000
5 Beds ⋅ 3 Baths ⋅ 26015344 MLS
This well located, move in ready home has been extensively renovated. A first floor bedroom that offers flexible space as an office with built in cabinets now complements the first floor layout. The full bath opposite the first floor bedroom offers accessibility for single floor living. The kitchen features a massive island with eat in seating, new cabinets, ample storage, dry bar, quartz countertops, and tiled backsplash. The primary bedroom suite is massive (16'x22') with ample space and an ensuite bathroom with walk-in glassless shower with rainfall showerhead, wall showerhead, and handheld shower. Heated tile floor in the ensuite bathroom opens to large walk in closet with custom cabinets and a second washer/dryer combo upstairs. Fully fenced backyard with ground level deck, storage shed, and covered back patio. New LVP flooring throughout. Three additional good sized bedrooms upstairs as well as a bonus room currently used as a workout space, but could be a second family or kids play area. Shared bathroom upstairs has double vanity and separate shower/commode with door. Newly developed shopping area with restaurants within walking distance. New roof 2024. New water heater 2024 New HVAC 2023. Other HVAC unit replaced 2018. Owner/agent.

2724 Trailwood Ln, Lexington

361 S, Lexington
$479,500
1 Beds ⋅ 1 Baths ⋅ 26010609 MLS
Add your chapter to the story of this iconic c. 1805 log cabin, 220 years after its construction. Thought to be the oldest surviving log residence in Lexington still on its original site, this two-story, two-bay clapboard-wrapped home offers a blend of early Kentucky heritage and downtown convenience. In 1994, the Blue Grass Trust for Historic Preservation saved the structure from demolition, undertaking a careful restoration that preserved its integrity. Today, its rich character endures through hand-hewn logs, exposed beams, very old hardwoods, two brick fireplaces, and historic cabinetry including linen ''presses.'' An updated adjoining kitchen and bath retain traditional charm. Upstairs, a sunlit bedroom provides ample space for a sitting area beside the fireplace. French doors and limestone slab steps lead to the spacious rear greenspace - a coveted & rare feature for a downtown property. A stone pathway leads to a generous, private off-street parking area accessible from Mack's Alley. Recent enhancements include a remodeled bath, exterior painting, new heat pump, a new Bosch dishwasher, and a handcrafted storm door by Bourbon Millworks. The property's R-2 zoning adds further appeal and possibilities. Design review district.

361 S, Lexington

1911 Parkers Mill Rd, 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

3277 Polo Club Blvd, Lexington
$399,000
3 Beds ⋅ 3 Baths ⋅ 26014044 MLS
Welcome to the Coolest Corner in The Home Place! If you're looking for a home that stands out from the crowd, this is it! Perfectly positioned on a corner lot, this green house-yes, that green house-is the bold, charming, and refreshingly unique property you've been waiting for! Step inside to find a spacious, open-concept living and kitchen area that flows effortlessly into a cozy breakfast nook or flexible sitting space. There's also a formal dining room, perfect for hosting. Upstairs, you'll find three comfortable bedrooms, including the primary, and a conveniently located laundry room. Enjoy your morning coffee on the large front porch, and take advantage of the detached garage for extra storage or parking. Located just minutes from the interstate, the new hospitals, and all the shopping and dining at Hamburg Pavilion, this home is as convenient as it is cool. Don't settle for cookie-cutter. Schedule your showing today!

3277 Polo Club Blvd, Lexington

2044 Manor Dr, Lexington
$750,000
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

493 Madison Point Dr, Lexington
$468,900
3 Beds ⋅ 3 Baths ⋅ 26014729 MLS
Welcome to this beautifully designed 3-bedroom, 3-bath home that combines modern upgrades with flexible living spaces and an unbeatable location in Lexington. This unique layout features two primary suites, each with its own ensuite bath—ideal for multi-generational living, guests, or added privacy. A third bedroom and full bath provide additional comfort and versatility for family, office space, or hobbies. The heart of the home is the open-concept living area, enhanced by a built-in theater surround sound system that makes movie nights and entertaining truly immersive. The living space flows seamlessly into an upgraded kitchen featuring granite countertops, modern finishes, and ample prep space. A stylish wine bar area adds a touch of sophistication, perfect for hosting or relaxing evenings at home. Step outside to a shaded, private backyard, offering a peaceful retreat for outdoor dining, gardening, or simply unwinding in comfort. Conveniently located near major Lexington corridors, the home provides quick access to Tates Creek Road, Nicholasville Road, and Man o' War Boulevard, making commuting and travel across the city easy and efficient. You're also just minutes from premier shopping, dining, and entertainment at The Summit at Fritz Farm. Blending comfort, style, and convenience, this home offers a rare combination of thoughtful design and a highly desirable location.

493 Madison Point Dr, Lexington

1650 Sahalee Dr, Lexington
$1,695,000
5 Beds ⋅ 6 Baths ⋅ 26012889 MLS
Located in the highly desirable gated Sahalee community, known for its spacious 10-acre homesites and scenic setting, this extraordinary custom-built ranch offers over 8,580 square feet of exceptional living space, craftsmanship, and amenities. Thoughtfully designed with an inviting and functional floor plan, the residence features 5 bedrooms, 5 full baths, and 1 half bath throughout. An impressive entry foyer welcomes you into elegant living spaces including a formal dining room, living room with fireplace and custom built-ins, and a spacious family room with fireplace. The chef's kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, a large center island, walk-in pantry, abundant cabinetry, and adjoining drop zone and utility room. The luxurious primary suite serves as a private retreat with a spa-inspired bath and generous closet space. Three additional bedrooms and two full baths complete the main level. The upper level offers a versatile guest suite or bonus room with a full bath, while the finished walkout lower level provides exceptional recreational and entertainment space including a rec room, den, exercise room, sauna, theater room, bonus room, full bath, and second kitchen. The professionally landscaped grounds are equally impressive, highlighted by four-board fencing surrounding the property, expansive upper deck and lower patio, and breathtaking views of the resort-style backyard. Enjoy the heated in-ground pool with new automatic cover, spacious pool deck, and outdoor living areas designed for relaxation and entertaining. Additional features include an oversized 3-car attached garage on the main level plus a 1-car lower-level garage, geothermal HVAC and water heating systems, hardwood flooring, volume ceilings, extensive custom finishes, and a solar panel field installed by Synergy. This remarkable estate combines luxury, privacy, energy efficiency, and resort-style living in one of the area's most sought-after gated neighborhoods. A truly rare opportunity not to be missed.

1650 Sahalee Dr, Lexington

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