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331 Newcastle Ln, Winchester
$248,000
3 Beds ⋅ 2 Baths ⋅ 25503946 MLS
Welcome to this beautifully maintained 3-bedroom, 2-bathroom ranch-style home located in the lovely Oakmont Villas neighborhood just minutes from things like grocery, medical, popular restaurants and Ale8 one distributors. This one level home offers a split floorplan with a spacious living room with a cozy fireplace and cathedral ceiling that opens up to an eat-in kitchen ; perfect for entertaining and casual living. The primary ensuite is to the front of the home while the two rear bedrooms share a full bath with updated standup shower area. The laundry is conveniently located just off of the kitchen area. The fenced in backyard is small enough for easy care and offers a shed for extra storage. Imagine relaxing on the freshly redone front porch with your favorite beverage and enjoying a neighborhood known for its mature trees and friendly atmosphere. This home combines comfort and convenience with easy access to I-64 and Lexington. It is not going to last so call it home before the years ends!

331 Newcastle Ln, Winchester

125 Summerhill Way, Winchester
$247,500
3 Beds ⋅ 2 Baths ⋅ 25506492 MLS
Welcome home to this darling farmhouse-style gem on a quiet street in Winchester! You'll love the inviting covered front porch, spacious great room with vaulted ceiling, and convenient first-floor primary suite. The kitchen features stainless steel appliances, and the current owners have added fresh flooring and paint so it's truly move-in ready. Step out back to enjoy the screened porch and the brand new fully fenced yard — perfect for pets, play, or garden. There's also a 1-car garage plus a bonus carport that's great for an extra vehicle or your boat. Just minutes from downtown Winchester and a quick hop to the interstate, this home offers small-town charm with easy commuting. A great price and a great opportunity for first-time buyers!

125 Summerhill Way, Winchester

204 Moss Ct, Winchester
$246,000
3 Beds ⋅ 3 Baths ⋅ 25503169 MLS
This beautiful 3-bedroom, 2.5-bath home offers over 1,400 sq. ft. of living space and sits just steps from a quiet cul-de-sac — perfect for kids to play safely and enjoy the neighborhood. Inside, you'll find new LVP flooring in the entryway, kitchen, and downstairs bathrooms, along with a spacious bonus living area that's ideal for family gatherings or a cozy movie night. Major updates provide peace of mind, including a brand-new HVAC system (2023), a new roof (2025), and all-new siding (2025). The private backyard offers plenty of space to relax, entertain, or garden. With thoughtful updates, a functional layout, and a desirable location in Spring Ridge, this home checks all the boxes for comfort, value, and peace of mind.

204 Moss Ct, Winchester

216 Robyn Dr, Winchester
$245,000
3 Beds ⋅ 2 Baths ⋅ 26018026 MLS
Meticulously maintained 3-bedroom, 2-bath home on a full basement with wonderful curb appeal! Beautiful landscaping and a welcoming covered front porch invite you into this charming home. Inside, you'll find a warm and inviting main level featuring handsome hardwood flooring, a cozy fireplace, and a spacious living area. The adorable kitchen offers plenty of cabinet and counter space, making meal prep and entertaining a breeze. Down the hall are three comfortable bedrooms and a full bath. The finished basement provides an expansive second living area with a propane fireplace and a second full bath. This versatile space could easily serve as a fourth bedroom, home office, recreation room, or guest suite. You'll also appreciate the oversized one-car garage with driveway access, offering abundant room for parking, storage, or workshop space. Outside, enjoy the privacy of the fenced backyard complete with a garden area and a large storage building. The location is price with close proximity to both Winchester and Lexington! Please note: The HVAC system is currently not functioning, and the property is being sold "as is" but all inspections are welcomed. Seller requests a minimum of 24-hour response time on all offers.

216 Robyn Dr, Winchester

12 Pocahontas Trl, Winchester
$245,000
3 Beds ⋅ 2 Baths ⋅ 26012275 MLS
Here is your opportunity to purchase a new construction home built in an established neighborhood. Approaching the home you notice the large covered front porch with plenty of room for seating. When you walk in the home, you have white oak LVP flooring running throughout the living room, kitchen and dining area that are all open to one another. The kitchen has white Shaker style cabinets, granite countertops and stainless steel appliances. The dining area has a mahogany wood french door that leads to the rear wooden deck. In the backyard there is a large storage building and a wooden privacy fence down one side of the yard. Off of the kitchen is a laundry room with washer and dryer hookups and the gas tankless water heater is located here. In the hallway is the second full bathroom and two bedrooms across the front of the house. The primary bedroom with walk-in closet and primary bathroom are located along the rear of the house. All of the bedrooms have carpeted floors and ceiling fans installed. Call today and schedule your showing of this new home.

12 Pocahontas Trl, Winchester

426 Paisley Ct, Winchester
$244,000
3 Beds ⋅ 3 Baths ⋅ 26001596 MLS
Beautiful well designed townhouse built with quality and craftsmanship in mind situated on desirable cul-de-sac. Home offers 3 bedrooms, 2.5 baths with 2-car attached garage. You are greeted with gleaming hardwood flooring and crown molding. The thoughtfully designed kitchen with full complement of appliances overlooks dining area and vaulted great room that opens to a screened-in porch with peaceful views of the wooded backdrop - perfect for relaxing or entertaining. The first-floor primary suite offers convenience and comfort with his-and-hers closets, en-suite bath with soaking tub and walk-in shower. A 1/2 bath and laundry room complete the first floor. Upstairs, you'll find two additional bedrooms and a full bath. Additional highlights include a zoned HVAC system for energy efficiency, a spacious basement offering ample storage or future finishing potential, plus a one-car garage located in the basement. Located in a peaceful residential neighborhood just minutes from GRC High School, shopping and restaurants. This home combines quality construction, functionality, and a prime location in a serene setting.

426 Paisley Ct, Winchester

5977 Mount Sterling Rd, Winchester
$242,500
3 Beds ⋅ 2 Baths ⋅ 26016440 MLS
Welcome home to this charming 3 bedroom, 2 bath property situated on a beautiful 1.45 acre lot, offering the perfect blend of privacy and convenience. Freshly painted walls throughout, this move in ready home features stylish granite countertops and inviting living spaces. Step outside to enjoy the mature trees that provide shade and character, along with a nicely fenced backyard that's perfect for dogs, children, or outdoor entertaining. Gather around the firepit on cool evenings, and take advantage of the small storage shed. Conveniently located with easy access to Winchester, Lexington, Mt. Sterling, this property offers peaceful country living while keeping shopping , dining, and commuting within easy reach. The sellers are offering a one year home warranty from First American Home Warranty.

5977 Mount Sterling Rd, Winchester

3610 Stamper Dr, Winchester
$239,900
3 Beds ⋅ 2 Baths ⋅ 26006288 MLS
You will absolutely love this well cared for and wonderfully updated ranch! This home has been lovingly cared for, is beautiful inside and out, and is absolutely ready to move into! Enjoy a large Eat-In kitchen with new granite countertops ( ten year warranty), and a marvelous, deep sink, stainless steel appliances, lots of cabinet space and more! You will find all new paint throughout the house along with beautiful newer flooring, updated entry and storm doors, vinyl windows, newer HVAC, Ring Doorbell,and two newly remodeled full baths! These are comfortable, and easy to clean baths, and the Hall tub surround and Primary shower have Lifetime Warranties! You can relax after work in the large sun-lit living room, or escape to the enclosed back porch with A/C , or the covered back patio overlooking your fully privacy fenced backyard, complete with corner flower gardens and a french drain, and gates on both sides.To the left of the home is a large carport and a very spacious storage room/work shop. This home is a must see!

3610 Stamper Dr, Winchester

377 Crescent Ave, Winchester
$239,900
3 Beds ⋅ 2 Baths ⋅ 26013350 MLS
"Motivated sellers—bring your offers!" Step into this charming 3-bedroom, 2-bath home that's full of character and timeless appeal. From the beautiful hardwood floors to the inviting living spaces, this older home offers warmth and personality you simply don't find in newer construction. The spacious living room provides plenty of room to relax or entertain, while the separate dining room is perfect for family meals and special gatherings. The large kitchen offers abundant space for cooking, storage, and everyday living. Outside, you'll enjoy a fully fenced backyard that's ideal for children, pets, gardening, or outdoor entertaining. Sip your morning coffee on the welcoming covered front porch or unwind on the back deck overlooking the private yard. This home offers the perfect combination of classic charm, generous living space, and inviting outdoor areas. All this in a great location, just minutes from Lexington, the horse capital of the world, with beautiful Kentucky horse farms! And just 45 minutes from the famous Red River Gorge! This home is right in the center of it all, city life and the beautiful outdoors! Don't miss this wonderful opportunity to make this charming home your own!

377 Crescent Ave, Winchester

210 Shannon Ct, Winchester
$239,000
3 Beds ⋅ 2 Baths ⋅ 26018215 MLS
Welcome home to this beautifully updated all electric, one-story, 3-bedroom, 2-bathroom ranch home, perfectly situated on a quiet cul-de-sac in Winchester. NEW (2026) roof, HVAC, paint, kitchen cabinets, kitchen appliances, bathroom vanities, toilets, flooring and doors. Property qualifies for USDA (Rural Housing) loan, one of just a few areas in Clark county. With its charming blue exterior and modern finishes throughout, this 1164 sq ft home offers the perfect blend of style, comfort, and functionality. Step inside to discover a bright, open layout featuring contemporary updates and a fresh, inviting feel. The spacious living areas flow seamlessly into the updated kitchen, making it ideal for both everyday living and entertaining. Primary bedroom is en suite and other two bedrooms and additional bath offer comfortable living spaces with flexibility for family, guests, or a home office. Outside, enjoy the privacy of the back covered patio and low-traffic setting of the cul-de-sac, creating a peaceful place to call home. Whether you're looking for your first home, downsizing, or simply searching for move-in-ready convenience, this beautifully maintained property checks all the boxes. Don't miss your opportunity to own this modern, move-in-ready gem with eye-catching curb appeal!

210 Shannon Ct, Winchester

10 Chickadee Ln, Winchester
$235,000
3 Beds ⋅ 1 Baths ⋅ 26016217 MLS
Welcome to 10 Chickadee Lane, Winchester, KY—a beautifully updated 3-bedroom, 1-bath ranch offering the perfect combination of modern upgrades, timeless character, and an unbeatable location. If you're searching for a move-in ready home in Winchester, Kentucky, this one deserves a spot at the top of your list. Extensively renovated in 2020, this home provides peace of mind with major improvements already completed, including new windows, exterior doors, roof, gutters, updated lighting, kitchen cabinetry, countertops, upgraded appliances, remodeled bathroom, electrical panel, HVAC system, water heater, and beautifully refinished hardwood floors. Every update was thoughtfully completed to create a home that is both stylish and functional. Since the renovation, the property has continued to improve with the addition of an 8' x 12' storage shed, a privacy fence enclosing the entire backyard, and additional measures taken to help maintain a dry crawlspace, reflecting the pride of ownership and ongoing maintenance throughout. Inside, you'll appreciate the warmth of the refinished hardwood floors, an updated kitchen designed for everyday living, and a bright, comfortable layout that makes this home feel welcoming from the moment you walk in. Outside, the fully fenced backyard provides plenty of space for entertaining, gardening, pets, or simply relaxing in your own private outdoor retreat. Conveniently located in an established neighborhood, 10 Chickadee Lane offers quick access to shopping, dining, schools, parks, and everything Winchester has to offer, while also providing an easy commute to Lexington and surrounding Central Kentucky communities. Natural gas is available at the property; however, the gas line is currently capped and no active meter is installed. Don't miss this opportunity to own a thoughtfully updated ranch home where the major improvements have already been completed for you. Schedule your private showing today! Buyer to verify all aspects of the property, including schools, square footage, utilities, and any information important to the purchase.

10 Chickadee Ln, Winchester

108 Spruce Ct, Winchester
$233,000
4 Beds ⋅ 2 Baths ⋅ 26009399 MLS
Charming home located on a quiet cul-de-sac in Winchester. This 4-bedroom, 2-bath home offers great potential for homeowners and investors alike. Featuring a functional layout and spacious yard, this property is ready for your personal touch. The kitchen includes a stainless steel refrigerator, with an additional refrigerator located in the basement. Enjoy a bar area in the basement, perfect for entertaining or extra living space. A covered patio provides a great outdoor area for relaxing or hosting. The home also features a full 2-car garage with attic storage and a fenced backyard for added privacy. Washer and dryer are included. The roof was replaced in 2024, offering added value and peace of mind. Conveniently located near local shopping, dining, and schools. Home is being sold as-is; inspections are welcome for buyer knowledge only. Seller is offering a 1 year home warranty!

108 Spruce Ct, Winchester

19 Cherokee Ct, Winchester
$230,000
3 Beds ⋅ 1 Baths ⋅ 25507379 MLS
This charming 3 bedroom, 1 bath brick ranch offers comfort, convenience, and a functional layout in a peaceful setting at the end of a dead-end street. Step inside to a spacious living room that flows directly into the breakfast area and kitchen—perfect for everyday living or hosting friends and family. The home features a main-level utility room, eliminating stairs and providing easy access for laundry and household needs. The backyard is just steps away from the kitchen, creating a great space for outdoor dining, pets, or play. Whether you're a first-time buyer, downsizing, or simply looking for one-level living, this property delivers simplicity, privacy, and potential—all in a location close to town amenities.

19 Cherokee Ct, Winchester

209 Allan Pl, Winchester
$228,000
3 Beds ⋅ 2 Baths ⋅ 25503412 MLS
Charming 3 Bedroom Home with Vaulted Ceilings and Wooded Views Welcome to this inviting 3-bedroom, 2-bath home offering an open-concept layout filled with natural light and soaring vaulted ceilings. The spacious living area flows seamlessly into the kitchen and dining spaces—perfect for both everyday living and entertaining. Enjoy peace of mind with a brand-new HVAC system, Gutter guards and relax outdoors on the newly built deck, complete with a convenient ramp for easy access. The fenced area is ideal for a small dog, and the property backs to a beautiful wooded area with a picturesque stone wall, adding privacy and charm. Located in a quiet, established neighborhood, this home combines comfort, convenience, and a touch of nature—all in one perfect package.

209 Allan Pl, Winchester

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