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20 Stoney Brook Dr, Winchester
$660,000
5 Beds ⋅ 5 Baths ⋅ 26004633 MLS
Welcome to 20 Stoney Brook Drive. Step into luxury with this meticulously maintained executive home where no expense has been spared and every detail has been thoughtfully curated. Offering 5 bedrooms and 4.5 baths, a walk-out basement, this stunning residence features a grand two-story foyer that sets the tone for the elegance found throughout. Entering the home on the right, you will find a bedroom with coffered ceilings and a private ensuite—currently serving as a home office—alongside, on the left, a formal living room and dining room perfect for entertaining. The chef's kitchen is truly the heart of the home, showcasing a JennAir gas range, expansive granite island, double ovens, abundant cabinetry, and generous space for a large breakfast table. Just off the kitchen, step into your own elevated outdoor living space that feels like a serene treehouse, complete with a covered pergola ideal for relaxing or hosting guests. The inviting family room features custom built-ins, soaring vaulted ceilings, and a cozy gas fireplace, creating a warm yet refined gathering space. Upstairs, you'll find double doors leading to a luxurious owner's suite you may never want to leave. This private haven includes hardwood floors, a spacious layout, double tray ceilings, crown molding, a sitting room with a gas fireplace, and a spa-like bath featuring heated floors, a soaking tub, a walk-in shower, and separate his-and-her closets with built-ins. Three additional bedrooms, two of which share, and a full bath, along with a large laundry room, complete the upper level. The walkout basement is designed for both entertainment and functionality, offers living room wired surround sound, a built-in wet bar with wine fridge, a large game room, area, additional room that is being used as workout room, full bath, and ample storage. This could also make a wonderful in-law suite. Additional features include a central vacuum system for added convenience and easy maintenance, plantation shutters throughout, crown molding, fenced in yard, beautiful landscaping, and more. From top to bottom, this exceptional home blends sophistication, comfort, and thoughtful design—ready to welcome its next owners. If you've been waiting for that one home that has it all, one you can move right into and not do a thing, well, here is your chance. Call today to schedule your showing.

20 Stoney Brook Dr, Winchester

418 David Ln, Winchester
$629,000
6 Beds ⋅ 5 Baths ⋅ 25014801 MLS
This impeccable house is a Buyer's Delight. Located in the most desirable residential neighborhood, Stoney Brook. Discover a serene retreat in this beautifully appointed home, offering spacious interiors and breathtaking outdoor spaces. Step into the front door and discover the soaring ceilings with beautifully appointed crown molding. The flowing space from the dining room to the great room to the custom kitchen featuring a double oven and cooktop, microwave, and dishwasher. The utility room is convenient to the kitchen and the garage. The private first floor primary bedroom features a completely renovated bathroom and massive closet/storage space. On the second level you will find second primary suite, 2 more bedrooms and a separate bath. The lower level of the house features a recreation room, 2 bedrooms, a full bath and an office and a storage area for you outdoor equipment. The patio and deck, overlooking a beautifully manicured lot provide lots of space for entertaining family and friends. So much more to see so make an appointment today to see this house that may be your next home.

418 David Ln, Winchester

180 Casa Landa Way, Winchester
$584,900
4 Beds ⋅ 4 Baths ⋅ 25017032 MLS
This stately yet inviting residence in the highly desirable Stoney Brook subdivision offers the perfect blend of elegance and comfort. Thoughtfully designed for everyday living and entertaining, the home features generously sized rooms throughout. The main level includes formal living and dining spaces, a convenient half bath, and a beautifully appointed kitchen with granite countertops, stainless steel appliances, an island, two pantries, and a casual dining area that flows into the family room featuring a masonry gas-log fireplace. Upstairs, the expansive primary suite includes a sitting area, a spa-like bath, and an oversized walk-in closet. Two additional bedrooms, a full guest bath, and a laundry room complete the second floor. The finished basement provides exceptional flexibility with a large recreation room, full bath, guest bedroom, and direct access to the backyard. Outdoor living is equally impressive: enjoy the partially covered deck, 16x36 in-ground pool with maintenance-free vinyl privacy fence, lush flower gardens, open lawn space with a swing set, & a cozy fire pit area. This home offers location, lifestyle and luxury in one perfect package!

180 Casa Landa Way, Winchester

445 Lynnway Dr, Winchester
$545,000
4 Beds ⋅ 4 Baths ⋅ 25502127 MLS
For only the second time ever, this remarkable Colonial home is being offered for sale in the coveted Stoney Brook subdivision. From the moment you step into the welcoming entry hall, gleaming hardwood floors and timeless details set the stage for a home filled with warmth, tradition, and charm. The main level is designed for both everyday comfort and memorable gatherings. A gracious primary suite with a large walk-in closet provides the perfect retreat, while the formal living room—complete with a grand piano—and elegant dining room invite you to host in style. The heart of the home is the family room, where a cozy gas log fireplace frames sweeping views of the covered porch and picturesque backyard. In the kitchen, rich cherry cabinetry and an inviting eat-in space promise countless shared meals and memories. Upstairs, three spacious bedrooms offer comfort for family and guests—one with its own private bath, and the other two sharing a full bath. Access the unfinished attic space with 895 SF of endless potential to create another bedroom, bonus room and more. This space is also accessible from a back stairway that leads to the hallway from the garage entrance. The finished basement extends the home's living potential with two recreation areas anchored by a classic wood-burning fireplace. An unfinished storage room with roughed-in plumbing awaits your vision for an additional bathroom, making this space as practical as it is full of opportunity. With 4 bedrooms, 3.5 baths, and a two-car garage with extra storage, this home is more than just a place to live—it's a chance to own a unique home to create a lifetime of cherished moments.

445 Lynnway Dr, Winchester

415 David Ln, Winchester
$470,000
4 Beds ⋅ 3 Baths ⋅ 25003821 MLS
Location, location, location!! This house, 415 David Lane, is located in the most sought after neighborhood, Stoneybrook. It is approximately 20 minutes from the Hamburg area of Lexington and minutes from the I-75 corridor. Enter the house from the welcoming front porch to a entryway and notice immediately the gleaming hardwood floors and the stairway leading to the second floor. The primary suite is on the second floor with a fabulous bathroom and a large closet. On the second floor there are 3 more bedrooms and a bonus room that could be another bedroom. On the first floor if you continue through the entry you will find the large kitchen that features a breakfast bar and an area for a kitchen table. In the family room you will find a fireplace for those cozy fall evenings. The sellers enjoy the screened 21X21 porch that overlooks a fabulous array of Kentucky Bluegrass. The 3 car garage has lots of room for extra storage. Speaking of storage there are lots of closets throughout the house. There is utility room on the first floor with a great access to the second floor from the rear stairway. Lots more for you to see.

415 David Ln, Winchester

2 Stoney Brook Dr, Winchester
$431,000
3 Beds ⋅ 4 Baths ⋅ 26008275 MLS
Welcome to this spacious brick ranch with a finished walkout basement, perfectly positioned on a corner lot in the desirable Stoney Brook neighborhood. Sitting on nearly half an acre, this home brings the space and flexibility buyers are looking for with multiple living areas including a family room, living room, and formal dining room. The main level offers a primary en suite, an additional full bath, and a convenient half bath. The eat-in kitchen features granite countertops, a large breakfast bar with ample seating, maple cabinetry, and stainless appliances, all flowing into a warm and inviting layout with two wood-burning fireplaces. You will also find main level laundry and access to a screened, covered deck with a ceiling fan and adjacent grilling space that is ready for relaxing evenings or entertaining.The finished walkout basement expands your options with a large entertainment area, full bath, and an oversized non-conforming fourth bedroom ideal for guests, office space, or flex use. A wet bar creates an inviting place to gather. The oversized 2.5-car garage with RaceDeck flooring offers excellent space for vehicles, storage, or hobbies. Located in a sought-after area with a neighborhood park just a short distance away, this home delivers space, function, and location all in one.

2 Stoney Brook Dr, Winchester

204 Delaplain Rd, Winchester
$410,000
3 Beds ⋅ 2 Baths ⋅ 26002697 MLS
Unique opportunity to own a ranch with partly finished basement in a well established neighborhood! Stoneybrook subdivision is very convenient to schools, shopping, and dining. Ranch has been updated (including roof and windows) and in very good condition with lots of space. Three bedrooms, two baths, large spacious kitchen, extensive bar, huge pantry, laundry, dining, and great room are on the primary level. Additionally, the basement level includes a large family room with fireplace and a recreation room. There is plenty of unfinished basement space for storage, projects and workbench/cabinets. Walkup basement stairs to the back lawn which features a concrete patio off the primary living area. Also there is a metal outbuilding for even more storage. Excellent opportunity to make this your next home!

204 Delaplain Rd, Winchester

215 Delaplain Rd, Winchester
$400,000
3 Beds ⋅ 2 Baths ⋅ 26016762 MLS
215 Delaplain Road is the kind of home where pride of ownership is easy to see. Inside, you'll find 3.25-inch hand-scraped hardwood flooring throughout, travertine tile in both bathrooms, updated vanities, newer light fixtures, and a beautifully tiled walk-in shower with a custom glass door in the primary bath. The kitchen offers added cabinetry/wet bar space, a newer refrigerator, and a gas line already in place if you'd like to convert the stove to gas. One of the best features of the home is the custom 4-seasons sunroom, complete with Eze-Breeze four-track windows, ceramic tile flooring, recessed lighting, a tray ceiling, a ceiling fan, and a cabana door overlooking the backyard. The lot is a true highlight, with outdoor lighting, low-maintenance landscape rock, a concrete walkway, and a shop/outbuilding that stays with the property. Major system ages include the roof, replaced in 2018, and the HVAC, installed in 2017. Additional updates include replacement windows throughout, a custom front door, a double garage door with an opener and keypad entry, gas logs, and updated laundry room cabinetry with pull-out shelving. Thoughtfully cared for and improved over the years, this home offers comfortable everyday living with spaces you'll enjoy in every season.

215 Delaplain Rd, Winchester

601 Gilbert Ct, Winchester
$399,900
3 Beds ⋅ 3 Baths ⋅ 26004646 MLS
Welcome to 601 Gilbert Court in Winchester, KY. Tucked away in a quiet cul de sac in a desirable neighborhood, this spacious 3 bedroom, 3 full bathroom home offers room to spread out with a large open concept living room and kitchen that is perfect for gathering, entertaining, or simply enjoying everyday life. The oversized living space flows effortlessly into the kitchen and dining area, creating a bright and inviting layout. Each bedroom offers generous space, including a massive primary suite with room for a sitting area and a huge walk in closet. You'll also appreciate the oversized attached two car garage and abundant storage throughout the home. Located just minutes from the newest talk of the town, the upcoming Publix development, this home combines convenience, comfort, and future growth potential. If you're looking for space, functionality, and a great location. This is one you won't want to miss!

601 Gilbert Ct, Winchester

18 Casa Landa Way, Winchester
$395,000
3 Beds ⋅ 2 Baths ⋅ 26011118 MLS
Welcome to Winchester living at its finest! Nestled on a spacious .68-acre lot in the desirable Stoney Brook area, this well-maintained brick ranch offers 3 bedrooms, 2 full baths, and approximately 1,883 square feet of comfortable living space. Inside, you'll find a functional floor plan featuring a cozy fireplace, generous living areas, and abundant natural light throughout. The attached garage, off-street parking, and patio provide both convenience and great outdoor entertaining space. Enjoy the peaceful setting while still being just minutes from the Winchester Bypass, shopping, dining, and an easy drive to Lexington. A wonderful opportunity to own a solid home with charm, space, and an unbeatable location!

18 Casa Landa Way, Winchester

406 Lynnway Dr, Winchester
$385,000
4 Beds ⋅ 2 Baths ⋅ 26021961 MLS
Welcome to this inviting brick ranch in the desirable Stoney Brook neighborhood! Step inside through the foyer, where you'll find a formal dining room and a beautifully updated formal living room featuring fresh paint and wainscoting. The kitchen opens to the cozy living room/den with a masonry fireplace, making it a great space to relax or gather with friends and family. Just off the living area is a climate-controlled sunroom filled with windows and natural light, with direct access to the backyard and semi-permanent fencing. Down the hall are three bedrooms and a full guest bath that has been refreshed with new paint, beadboard and chair rail, plus a spacious primary bedroom with its own private bath. With a mix of hardwood, tile, carpet and vinyl flooring throughout and an attached two-car garage, this home has plenty of space, charm and potential to make it your own!

406 Lynnway Dr, Winchester

145 Shanahan Ln, Winchester
$345,000
4 Beds ⋅ 3 Baths ⋅ 25506693 MLS
This 4-bedroom, 3-bath ranch on a basement offers over 2,500 sq ft of living space with modern updates, a welcoming layout and a safe neighborhood to live in. The large living room with cathedral ceilings flows into a well-appointed kitchen featuring ample counter space and newer appliances. New LVP flooring runs throughout the main level, while new patio doors open to a large deck; perfect for entertaining or relaxing evenings. You will enjoy a nice primary bedroom and bath on the main level, with 2 additional, good sized bedrooms or office space. Downstairs, the partially finished walkout basement adds 960 finished sq ft with flexible living space, a full bath, and easy access to the backyard. Situated in a quiet, safe neighborhood with sidewalks ideal for kids, walking, or biking, and conveniently close to local schools, this home blends comfort and convenience in one.

145 Shanahan Ln, Winchester

3549 Lansdowne Dr, Lexington
$325,000
3 Beds ⋅ 2 Baths ⋅ 26013430 MLS
Welcome home to this beautifully maintained 3-bedroom, 2-bath residence offering the perfect blend of comfort, functionality, and style. The inviting floor plan features a spacious living area filled with natural light, creating a warm and welcoming atmosphere for both everyday living and entertaining. The well-appointed kitchen provides ample cabinet and quartz countertops, making meal preparation a breeze, while the adjacent dining area offers an ideal setting for family dinners and gatherings. The primary suite serves as a private retreat with an and generous closet space. Two additional bedrooms provide flexibility for family, guests, or a home office. Step outside and discover a backyard designed for enjoyment, featuring a cozy fire pit area that's perfect for gathering with friends and family, roasting marshmallows, or relaxing under the stars year-round. The outdoor space offers plenty of room for entertaining, gardening, pets, or play. Additional highlights include ample storage, spacious bonus room and convenient access to local shopping, dining, schools, and parks. Whether you're a first-time homebuyer, growing family, or looking to downsize, this move-in-ready home offers everything you need to enjoy comfortable indoor and outdoor living. Don't miss the opportunity to make it yours. Agent owner

3549 Lansdowne Dr, Lexington

3525 Rocky Hill Ter, Lexington
$287,000
3 Beds ⋅ 2 Baths ⋅ 26009265 MLS
More photos to come! Open house May 3rd - 2-4PM Beautifully remodeled and completely move-in ready, this all-brick ranch offers the perfect blend of style, comfort, and convenience. Ideally located just minutes from Fayette Mall and The Summit at Fritz Farm, you'll love having some of Lexington's best shopping and dining right at your fingertips. Inside, this 3-bedroom, 1.5-bath home features fresh paint throughout and beautiful new LVP floors that bring warmth and character to the space. The remodeled kitchen stands out with upgraded cabinetry, granite countertops, LVP flooring, and stainless steel appliances--designed to be both functional and visually appealing. Major updates include a new HVAC system and a newer roof, offering peace of mind for years to come. A one-car garage adds everyday convenience, while the outdoor space is just as impressive. Step out to a covered patio overlooking a large, flat, fully fenced backyard--perfect for entertaining, pets, or relaxing evenings at home. A true turnkey home in a prime location--don't miss this one.

3525 Rocky Hill Ter, Lexington

333 Stoneybrook Dr, Lexington
$281,000
4 Beds ⋅ 2 Baths ⋅ 26006847 MLS
They say good things come in threes—and at 333 Stoneybrook, that couldn't feel more true. Nestled within an established neighborhood, this spacious split-level home offers a versatile layout, comfortable flow, and one feature you don't come across every day—an oversized backyard that truly stands out. Offering endless potential for outdoor living, entertaining, or creating your own private retreat, this rare find adds both immediate enjoyment and long-term value, made even more appealing with the flexibility of no HOA restrictions. With four bedrooms and two full baths, the home accommodates a variety of living arrangements, whether you need space for guests, a home office, or simply room to spread out. The main level welcomes you with a generously sized living room that opens seamlessly into the dining area, creating a natural gathering space that feels both connected and functional for everyday living. The split-level design provides separation where it matters while maintaining an easy, livable flow throughout. Downstairs, a finished bonus space currently set up as a dedicated movie room with projector offers the perfect setting for cozy nights in, game days, or hosting friends and family. This flexible lower level *extra* can easily adapt to fit your needs, whether as a media room, playroom, workout space, or home office. The walk-out basement enhances both convenience and usability, with direct access to the backyard through the utility and mudroom—ideal for managing daily comings and goings, pets, or outdoor activities without tracking through the main living spaces. This home is ready for its next owner to move in and make it their own. Seller is offering a $2,500 credit with an acceptable offer, providing the opportunity to refinish the existing hardwood floors and tailor them to your personal style. *Note that this listing contains some photos that have been virtually staged*

333 Stoneybrook Dr, Lexington

3428 Greenlawn Dr, Lexington
$278,000
3 Beds ⋅ 2 Baths ⋅ 26013127 MLS
Charming and updated 1960s ranch-style home offering the perfect blend of classic character and modern upgrades! This 3-bedroom, 1.5-bath home features a spacious layout with a full finished basement—ideal for additional living space, a home office, or entertainment area. Enjoy the outdoors in the large backyard that backs directly up to a park, providing added privacy and a peaceful setting. The home also includes a convenient one-car garage and eye-catching gemstone lighting paired with brilliant light panels that enhance both curb appeal and interior ambiance. Major updates bring peace of mind, including a new roof, gutters, soffits, and AC unit—all completed in 2023. Windows were replaced in 2010, adding to the home's efficiency and comfort. Located in a highly desirable area, this home is within walking distance to Lansdowne Elementary, Southern Middle School, and Kirklevington Park—making it ideal for convenience and community living. Don't miss this move-in ready home in a fantastic location!

3428 Greenlawn Dr, Lexington

374 Gawaine Dr, Lexington
$270,000
3 Beds ⋅ 1 Baths ⋅ 26011144 MLS
Amazing REMODELED brick ranch in Stoneybrook! Beautiful new Kitchen & bath, New paint & flooring throughout, BIG fenced backyard w/large deck & attached shed, nicely landscaped and MOVE IN READY! Your gorgeous new kitchen has brand new stainless appliances, a new laundry Washtower set, new counters, sink, faucet, fixtures and a large pantry closet! The bright full bath has NEW toilet, 48 in vanity, tub, mirror, & fixtures, and has a linen closet in it as well. Add to the list, NEW roof, NEW water heater, NEW interior doors, NEW front door, Refinished deck, newer windows, New paint inside & out-all on ONE LEVEL! Come enjoy summer in this 'like-new' home ready for barbeques, a big garden or just playing with the dogs & kids outside. Close to Man O War, New Circle, Fayette Mall, Tates Creek Center, The Summit, and the Landsdowne shops & restaurants. AGENT/OWNER

374 Gawaine Dr, Lexington

412 Jade Cir, Lexington
$246,500
3 Beds ⋅ 2 Baths ⋅ 26013690 MLS
Welcome home to 412 Jade Circle in Lexington! Nestled in a quiet cul-de-sac, this charming 3 bedroom, 2 full bathroom home offers comfort and convenience. Step inside to find beautiful hardwood floors and an abundance of natural light that fills the home, creating a warm and inviting atmosphere throughout. Outside, you'll love the exceptionally large, flat, fenced backyard—perfect for entertaining, pets, gardening, or simply relaxing in your own private outdoor space. Conveniently located near both the Tates Creek and Nicholasville Road corridors, you'll enjoy quick access to shopping, dining, parks, schools, and everyday amenities while still enjoying the peace and privacy of a tucked-away neighborhood setting. Don't miss your opportunity to make this wonderful home your own—schedule your private showing today!

412 Jade Cir, Lexington

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