3 beds
2.5 baths
1,604 sqft
136 Sturbridge Lane, Winchester, KY 40391
kentucky land and home
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3 beds
2.5 baths
1,604 sqft
136 Sturbridge Lane, Winchester, KY 40391
kentucky land and home
Good things absolutely do come in affordable packages! This well maintained 3 bed 2.5 bath home in the heart of Winchester has a beautiful back yard with a deck and built-in porch swing. It is privacy fenced and ready for you to enjoy, but not at the expense of access to town! With shopping & coffee right around the corner, and access to the highway not far off, this home would be great for someone who already loves Winchester, or a commuter from Lexington who is looking for more bang for their buck. This home is competitively priced per square foot and boasts a young roof, fault free systems, and easy to manage layout. Enjoy your peace and quiet, or bring the kids and dogs- this set up is turnkey for everyone!

3 beds
2 baths
1,904 sqft
528 Estes Drive, Winchester, KY 40391
freedom realty & property management
This home is complete with an Aurora above ground pool for all the summer fun. The 3 beds 2 bath brick ranch home is located conveniently to shopping, dining, parks, pool and more. Large open family room and kitchen with wood bamboo flooring. The kitchen has a large granite counter top island with newer stainless appliances and a gas range. There is an oversized storage/tool shed, and a partially fenced back yard. The HVAC, water heater and Window World windows are about 5 years old. Don't miss this one level home complete with an American Flag and Pole. Seller is offering buyers up to $2500 flooring credit at closing with an acceptable offer, pls include in any written offer.

3 beds
1.5 baths
1,161 sqft
17 Holiday Road, Winchester, KY 40391
freedom realty & property management
This classic brick ranch house is move-in ready and waiting for you to call it home! Take a step inside the front door to appreciate the gleaming laminate wood floors in the open concept living space. Around the corner, the beautiful kitchen cabinets and updated, stainless, kitchen appliances are ready for family meals and social gatherings around the dining table. In the full bath, you'll find a lovely tiled, walk-in shower with a rain shower head and new tile floors. Out the back door, you'll find an excellent outdoor living area on the back deck with space to grill out or relax on a quiet spring evening. With the oversized, detached 2 car garage, you can enjoy extra storage space as well as a hobby workspace. The exterior brick façade, plus the newer roof, appliances, HVAC system, water heater and light fixtures make this home virtually maintenance free. Schedule your private showing today!

3 beds
2 baths
1,210 sqft
122 Spruce Court, Winchester, KY 40391
homefirst real estate
Don't miss this move-in ready brick ranch home offering the perfect blend of comfort, style and convenience. Whether you're relaxing indoors or enjoying the outdoor space, this home is ready for its next owner to move right in and start making memories. Conveniently located near shopping, dining, schools, and major roadways, this updated ranch is a must-see. Don't miss your opportunity to own this charming, turnkey home!

3 beds
2.5 baths
2,235 sqft
19 Fontaine Boulevard, Winchester, KY 40391
coldwell banker mcmahan
Charming story and a half home nestled in a well established neighborhood, featuring beautiful hardwood floors and an updated kichen with modern finishes and ample cabinet space. Relax and entertain with ease on the screened back deck overlooking the large fenced backyard and enjoy the added bonus of a charming gazebo, perect for outdoor gathers or peaceful evenings. This well maintaned home offers a warm and inviting atmosphere, blending timeless chcaracter with thougful updates. Move in ready and full of appeal this is one you won't want to miss?

2 beds
2.5 baths
2,361 sqft
455 Davis Lane, Winchester, KY 40391
dream maker realty, llc
Hunter's Paradise! This beautiful 85 acre farm is nestled in the heart of Clark County. Wildlife is abundant as you travel throughout the property. The home is very spacious with a full mother in law suite. Entertain friends at the full bar, while enjoying the wood burning stove. A functioning greenhouse expands the possibilities for year round gardening. If you are looking for little piece of Heaven in the country this is your place. Only minutes from the Mountain Parkway, downtown Winchester, and Mount Sterling. Restaurants, shopping, golf courses, and several amenities are also just a short drive away.

3 beds
1 bath
1,273 sqft
119 Tower Lane, Winchester, KY 40391
wever realty llc
A rare and refined retreat set on five unrestricted acres in Winchester. Privately positioned and surrounded by natural beauty, this renovated berm-style residence offers the perfect balance of seclusion and sophistication. Inside, you'll find thoughtfully curated updates including fresh designer paint, updated flooring, and a bright, inviting interior that feels both modern and timeless. The kitchen has been tastefully refreshed with contemporary appliances and stylish finishes, offering a functional and comfortable space for everyday living. Featuring three well-appointed bedrooms and an updated bath, the home delivers comfort with understated elegance. Energy-efficient berm construction enhances year-round efficiency and quiet living. Outdoors is where this property truly shines. Five unrestricted acres create endless potential for recreation, gardening, animals, or simply enjoying unmatched privacy and open space. A covered carport adds convenience, while the setting provides the peaceful lifestyle buyers are seeking. A distinctive acreage property that combines modern updates, privacy, and opportunity—all just minutes from town. Schedule your showing today before this opportunity is gone.

3 beds
2.5 baths
1,904 sqft
335 Newcastle Lane, Winchester, KY 40391
freedom realty & property management
Welcome to this well-maintained home located in a quiet, established neighborhood with convenient access to everything Winchester has to offer. The first floor features an open and inviting layout, creating a comfortable space for everyday living and entertaining alike. Upstairs, you'll find a traditional three-bedroom floor plan with generously sized bedrooms, including a spacious primary suite. Recent updates include a brand-new roof, along with manufactured hardwood flooring installed in the living area, foyer, and primary bedroom. Conveniently located near the Winchester Bypass, this home offers quick access to shopping, dining, and everyday amenities, while also providing easy access to I-64, I-75, Lexington, and the Mountain Parkway for commuters and travelers. Offering a desirable combination of space, updates, and location, this home is ready for its next owner to enjoy. Schedule your private showing today!

3 beds
2 baths
1,444 sqft
8 Monroe Avenue, Winchester, KY 40391
freedom realty & property management
If you love to entertain and are looking for a cozy home that is move in ready, you don't want to let the one pass you by! Includes 3 bedrooms and two full baths this home has it all. Equipped with a primary bedroom suite with spacious bathroom and walk in closet. This home has beautiful hardwood floors in kitchen living and dining areas. In the gallery kitchen you will find granite countertops, new stainless steel dishwasher,refrigerator and stove. Great curb appeal, covered back porch, with privacy fencing, two storage sheds, large driveway, lots of updates throughout and more.

3 beds
2 baths
1,284 sqft
312 Buffalo Trace, Winchester, KY 40391
the agency
Welcome home to this inviting 3 Bedroom 2 bath home situated on a spacious 0.41 Acre lot. This home offers the perfect blend of comfort and functionality that offers a well designed layout with ample living space. Step into the spacious living room where beautiful Hardwood floors add warmth, character,and timeless appeal. Perfect for relaxing with family or entertaining guests. The Master bedroom is also on the main floor complete with a spacious Bathroom. The heart of the home is the beautifully appointed kitchen featuring oak cabinets that provide both timeless charm and abundant storage. Equipped with All newer appliances, this kitchen offers the perfect combination of style and functionality. Adjacent to the kitchen the well appointed dining room creates an inviting space for family meals. Upstairs you will find two generously sized bedrooms that offer space for relaxation and storage. Serving the upper level is the huge bathroom featuring ample room to accommodate those busy mornings with ease. Step out on the brand-new back deck that creates an ideal space for taking in the beautiful views of the trees that line the back of the property. With Plenty of yard space this property Is perfect for enjoying family get together's or simply having the space for the kids to play. Combining classic charm, and a beautiful 0.41 Acre setting, this move-in-ready home is ready for its next owners!! Schedule your showing today and discover all it has to offer!

4 beds
1.5 baths
2,170 sqft
214 S Burns Avenue, Winchester, KY 40391
exp realty llc
Step into the timeless charm of this beautifully maintained historic home featuring 4 bedrooms, 1.5 baths, a formal dining room, living room, laundry room, and charming library with built-in bookshelves and pocket doors. Original heart pine floors, soaring ceilings, a winding staircase, and five decorative fireplaces showcase the home's historic craftsmanship, while updates provide modern comfort. Recent improvements include a new HVAC system, new sewer lines, plumbing updates, interior paint, refinished flooring, bathroom tile updates, and granite countertops. This home is move-in ready with major updates completed. Enjoy relaxing on the wraparound front porch or entertaining in the fenced backyard. The property offers a private driveway and street parking too. Conveniently located near Main Street Winchester and a quick commute to Lexington. Very close to shopping, parks, and amenities. If you've been searching for a home with timeless charm and room to grow, this one is a must-see!

3 beds
1.5 baths
1,680 sqft
65 Fitch Avenue, Winchester, KY 40391
ensor real estate, llc
Lovely older home, located witin waking distance to collage park whice offers Pickle Ball, Pool, Tennis, play gound and Walking Trail, also walking distance to Historic Downtown Winchester, with a little love house brings large rooms and a nostlogic atmosphire, take a look, view today, this a a great price for 3 bedrooms, 1 1/2 baths, nice back yard, with parking, call today! Selling "AS IS", inspections welcome, the are no utilties on at the present, Estate Please make sure all doors are locked when you leave, buyer to verifye size of home & Lot

4 beds
2.5 baths
3,296 sqft
105 Monet Boulevard, Winchester, KY 40391
exp realty, llc
Welcome to 105 Monet Blvd., located in one of Winchester's most desirable neighborhoods! This beautifully updated home offers the perfect combination of space, style, and future potential. Featuring 4 spacious bedrooms, a dedicated home office, formal dining room, family room, and an eat-in kitchen, this home was designed for both comfortable living and entertaining. The newly remodeled kitchen is the centerpiece of the home and is complemented by brand-new KitchenAid appliances, including a refrigerator, microwave, and dishwasher. Additional updates include fresh paint throughout the entire home and brand-new carpet throughout the upstairs, making this property truly move-in ready. Looking for room to expand? The walk-out basement is already studded and ready to be finished, offering endless possibilities for additional living space, a home theater, gym, recreation room, or guest suite. Situated in one of Winchester's most sought-after subdivisions, this home offers the space you need today with the opportunity to grow tomorrow. Don't miss your chance to make 105 Monet Blvd. your next home!

3 beds
2.5 baths
1,945 sqft
309 Gallahadion Court, Winchester, KY 40391
re/max creative, winchester
Built in 2024 and upgraded throughout, this beautiful 3-bedroom, 2.5-bath home offers modern style, functional living space, and a prime location just moments from Winchester Country Club. The open-concept main level features a spacious living room, kitchen, and dining area designed for both everyday living and entertaining, complete with granite countertops in the kitchen and baths, a deep farmhouse sink, pantry, and stainless appliances. Upstairs, you'll find a generous primary suite with a private bath and walk-in closet, along with two additional bedrooms and a full guest bath. Luxury vinyl plank flooring runs throughout the home, while accent wallpaper in multiple rooms adds warmth, personality, and a custom feel. Recent owner upgrades include a privacy fence, landscape lighting and new shrubs, upgraded stair treads, a concrete sidewalk, and additional attic flooring with a folding attic ladder for convenient storage. The home's attractive exterior combines clean modern lines with shake-style architectural accents, creating great curb appeal. Enjoy living near Winchester Country Club, with convenient golf cart access and nearby golf course views, without being directly on the course. Additional features include a 2-car attached garage, crawlspace foundation, and no HOA. With modern construction, quality finishes, and numerous owner-added improvements, this move-in ready home is ready for its next owners to enjoy.

4 beds
4.5 baths
3,350 sqft
1200 Craig Crossing, Winchester, KY 40391
the agency
Discover elevated living on 2.5 acres! This 3,350 sqft custom masterpiece boasts 4 bedrooms, 4.5 bathrooms with an open 2,670 sqft main level. Featuring custom solid oak cabinetry not only in kitchen, but master closets, pantry and utility areas. Custom Showers and tile in each bathroom throughout the home. Gas and electric fireplaces located in great room as well as primary first floor bedroom. Head upstairs to the spacious 680sqft recreation room with its own full bathroom and attic storage access. Step outside to your large, spacious covered patio, personal inground pool with spa and sunken inground fire pit for endless entertaining. 3-Car garage offers ample storage. The 2670sqft Walk-out basement is a blank canvas with endless opportunities. Basement can be finished by builder at buyer's discretion. Some additional selections may be available. LUXURY, SPACE and PRIVACY just minutes from town.

3 beds
1 bath
1,324 sqft
119 Sunset Heights, Winchester, KY 40391
ensor real estate, llc
Come Home to Sunset!!!! Brick Ranch home, with 2 driveways, 3 bedrooms, 1 bathroom, Open Living Room, Dining Room and Kitchen Area, Spacious Laundry Room, Covered back patio for outdoor living! Beautiful Hardwood floors, updated bathroom and kitchen, exceptional location, building out back for he shed or she shed or storage, move in and enjoy the sunset!

2 beds
1 bath
1,454 sqft
2 Western Avenue, Winchester, KY 40391
woods realty group
Don't miss this wonderful home offering convenience, comfort, and value!! Ideally situated near shopping, dining, schools, churches and everyday amenities. This property is perfect for first-time buyers or downsizers. The backyard provides ample space for entertaining is completely fenced in for children and pets. Home also provides room to grow. The attic space has plenty of room to add another bedroom and full bath if desired. If you're looking for a place to call home this one is loaded with charm and busting with potential!! Schedule your showing today!!

4 beds
1 bath
1,609 sqft
120 Windsor Drive, Winchester, KY 40391
keller williams commonwealth
Nestled in a well-established neighborhood filled with charm and character, this inviting all-brick home offers the warmth and comfort you've been looking for. Featuring 4 bedrooms and 1 bath, the thoughtfully designed layout includes a primary bedroom and second bedroom on the main floor, with two additional bedrooms upstairs, providing flexibility for family, guests, or a home office. Beautiful hardwood floors add timeless character throughout much of the home, while the kitchen is equipped with stainless steel appliances and plenty of space for preparing meals and gathering with loved ones. The solar panels help keep utility costs low, making this home as efficient as it is welcoming. Outside, you'll find a wonderful fenced backyard that feels like a private retreat, complete with a chicken coop, storage shed, and plenty of room for gardening, pets, play, or relaxing evenings outdoors. A 1-car garage provides additional storage and convenience. With its classic all-brick construction, cozy atmosphere, mature surroundings, and practical updates, this home offers a perfect blend of comfort, character, and everyday living in one of Winchester's quaint established neighborhoods.

3 beds
2 baths
2,280 sqft
108 Bella Shae Way, Winchester, KY 40391
re/max elite lexington
Nearly new French country ranch that has been gently lived in. This classy home has magnificent curb appeal. When you walk through the front door you are welcomed by a tasteful foyer area. Stroll into the wide-open space of the great room with a towering, coffered ceiling and tons of natural light. The gas fireplace adds a nice focal point to the living space. The kitchen space is equipped with all stainless appliances including a gas range for cooking those delicious meals. The large kitchen overlooking the great room offers the convenience of an eat in bar area, delightful dining space, a huge hidden pantry and a unique kitchen niche to make it your own unique space for a possible coffee bar. This home is all about convenience and privacy with the split bedroom concept. Lots of space in the primary bedroom for your king size bed plus a nice sitting area. You will love the huge primary bath with stylish custom tile and the adjoining generous sized closet for the fashionista. In edition there are two guest bedrooms with a full bathroom. There is an additional flex room that makes a great office space or a 4th bedroom. The large laundry area and drop zone is an added convenient feature to the home. From enjoying your morning coffee, evening relaxation or outdoor gatherings the large covered back patio is the place to be with the outdoor fireplace. You will love the large 2-car oversized garage. This home has so much to offer! Convenient to local shopping, restaurants, I64, 17 miles to Man o' War Blvd Lexington and 28 miles to Bluegrass Airport. Schedule your tour today to check out this beautiful home. Now is your chance to own this nearly new home.

3 beds
1 bath
1,050 sqft
30 Virginia Avenue, Winchester, KY 40391
weichert realtors - abg properties
Welcome to a well maintained 3 bedroom 1 full bath home that has been lovingly cared for by only two owners since 1962. Recent updates include new flooring and completed repairs, makiing this property ready for a new owner, while preserving its timeless character. Beautiful hardwood floors add warmth and charm throughout the home. Enjoy relaxing or entertaining on the comfortable spacious patio perfectly sized for gatherings. The brick fireplace with gas logs, located in the living room, adds a cozy ambience on cool evenings. One of the property's standout features is its prime location backing directly to Legacy Grove Park complete with a private gate providing conveninent park access. This unique setting offers addttiional outdoor space, scenic views and a peaceful atmosphere right in your own backyard. . This is a wonderful opportunity to call a well cared for property with an abundance of charm your very own.

3 beds
1.5 baths
1,533 sqft
377 Crescent Avenue, Winchester, KY 40391
joyce marcum realty
Don't miss out on this beautiful two-story, 3 BR, 1.5 BA home in a great neighborhood in the heart of Winchester! Great-sized living room with real hardwood floors, complete with a tiled fireplace with mantel (seller has never used). Spacious Kitchen with a tiled backsplash, white cabinets, and stainless-steel appliances! Large Dining Room that will accommodate nearly any size table. Half bath with laundry on the first floor. Upstairs, the primary bedroom is very spacious, with large closets. The other two bedrooms are very spacious as well, with fresh paint and hardwood floors! Large full bathroom comes complete with a clawfoot tub. Outside features include a wrap-around front porch (with newly installed decking). Large deck on the back, perfect for entertaining. A fenced-in backyard makes for an ideal play area for children or those fur babies! Comes complete with a storage building. If you're looking for something outside the typical "cookie-cutter homes," this one is it! This home has so much character and charm! Must see to truly appreciate! This is priced to sell, so it won't last long. Call me today to set up a time to check this one out!

3 beds
2.5 baths
2,266 sqft
107 Gibson Way, Winchester, KY 40391
stewart & co realty llc
A beautiful designed spacious house that offers 3 bedrooms, 3 full bathrooms, and 2266 sq ft og thoughtfully designed living space. Step inside to discover an open-concept layout perfect for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the main living areas, creating a warm and inviting atmosphere. Generously sized bedrooms provide comfort and privacy, while the flexible floor plan offers space to fit your lifestyle. Located in a growing Winchester community, you'll enjoy the small-town living with convenient access to shopping, dining, schools, and major roadways. Don't miss your opportunity to own this beautiful home. The home features custom made window blinds as a plus. There is a preschool and two elementary schools within walking distance! Quiet neighborhood.

4 beds
4 baths
4,173 sqft
600 Boone Avenue, Winchester, KY 40391
the agency
Step into the timeless elegance of this stunning Southern antebellum-style home, where classic charm meets modern luxury. Boasting four spacious bedrooms and five beautifully appointed bathrooms, this grand residence offers an unparalleled level of sophistication and comfort. A breathtaking foyer and entryway welcome you with a sweeping staircase, and exquisite architectural details, setting the tone for the elegance that flows throughout the home. The formal living room exudes Southern charm, featuring intricate moldings, and large windows that bathe the space in natural light. The formal dining room is perfect for hosting memorable gatherings, with ample space for entertaining in style. Designed for both beauty and function, this home seamlessly blends historic inspiration with modern amenities, creating a warm and inviting atmosphere. Whether you're enjoying a quiet evening on the spacious screened in porch or hosting lavish celebrations, this extraordinary estate is a true embodiment of Southern grace and hospitality.

2 beds
1 bath
876 sqft
122 Callaway Street Se Callaway Street, Winchester, KY 40391
dream maker realty, llc
Investment Opportunity or Perfect Starter Home This charming 2-bedroom, 1-bath property is full of potential! With a strong rental history and an excellent lease track record, it's ideal for investors or first-time buyers. The home requires only light maintenance, and the seller is even willing to fund minor repairs. Don't miss your chance to own a property with great value and endless possibilities! Property is AS IS! Bring me a offer.