Winchester Homes under $350,000

Welcome to Winchester, New Hampshire – a hidden gem nestled in the heart of Cheshire County! This charming town is a delightful blend of small-town warmth, rich history, and natural beauty. With its picturesque landscapes, friendly community, and a plethora of outdoor activities, Winchester offers an idyllic setting for anyone looking to call it home.

One of the most appealing aspects of Winchester is its affordability. For those seeking a cozy abode without breaking the bank, you’ll be pleased to discover a range of homes available for under $350,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, Winchester provides a variety of options to suit your needs. From quaint cottages to spacious family homes, the real estate market here is diverse and inviting.

Beyond the homes, Winchester boasts a vibrant community spirit. Enjoy leisurely strolls along the scenic Ashuelot River, take part in local events, or explore the charming downtown area filled with unique shops and eateries. With its rich historical background, including landmarks dating back to the 18th century, there’s always something new to discover.

Education is also a priority in Winchester, with access to quality schools and resources for families. Plus, the town’s location offers convenient access to nearby cities while maintaining the tranquility of rural living.

In Winchester, you’ll find not just a house, but a place to create lasting memories. Come explore the possibilities and see why so many are choosing to call this lovely town home!

Newest Winchester Homes under $350,000

$349,900

4 Beds ⋅ 2 Baths ⋅ 5112930 MLS

When you look for a good family home, I hope you're lucky enough to find one like this! Same owners for the past 35yrs, mountains of updates and improvements, and investment! From the plumbing, heating system, 200A electrical, hot water, appliances, siding and so much more! (see the disclosures) The icing on the cake is the 24x36' garage with two full stories! You'll walk into a large sunroom, then step into a big family kitchen, with doorways to the office and living room. A full ADA bath on the first floor has a large step in shower, whirlpool tub and laundry! Beautiful floors throughout, replacement windows and tall ceilings will make you feel right at home. The garage is absolutely amazing, has dedicated electrical service, GOBS of storage or hobby space! (Garage was $75k) This is an affordable family home in a quiet setting that you can move into with confidence and pride.

44 Gunn Mountain Rd, Winchester

$299,000

3 Beds ⋅ 2 Baths ⋅ 5112014 MLS

Welcome to a charming 1885 historic home nestled on a private 0.77 acre lot in Ashuelot (Winchester), NH. Tucked back from the road, this character rich residence seamlessly combines classic New England architecture with practical modern updates. Inside, you will find beautiful hardwood floors and an abundance of custom built ins and clever storage solutions throughout. The kitchen features sleek stainless steel appliances, opening gracefully into inviting living spaces bathed in natural light. Upstairs, the home offers three comfortable bedrooms, perfect for family, guests, or a dedicated home office setup. Major mechanical upgrades provide complete peace of mind, including a newer furnace, water heater, and oil tank, alongside a full home generator that ensures uninterrupted power year-round. An attached one car garage adds convenience and extra storage. Outdoors, the expansive front and back yards create a quiet haven for leisure, outdoor dining, or cultivating your dream garden. Nature enthusiasts will love being just minutes away from local rail trails and the vast Pisgah State Park for year-round outdoor recreation. Enjoy the tranquility of a spacious, private setting while remaining close to nearby routes and amenities. This charming property is ready to welcome you home!

4 Elderberry Ln, Winchester

$269,900

1 Beds ⋅ 1 Baths ⋅ 5111797 MLS

Located just off the beaten path yet close to amenities and major routes sits this one level home waiting for you. Open concept kitchen and living room, ample sized bedroom and 2 additional rooms in the lower level that could be used for whatever you wish; office, spare bedroom, home gym, anything! Fully functional kitchen, fully applianced and plenty of storage; including multiple lazy susans in the cabinets for convenience. Forced hot air heat as well as a wood stove for a secondary heat source. 1.71 acres, private area and ready for immediate occupancy!! Don't miss this one!

1 Oak Cir, Winchester

$310,000

3 Beds ⋅ 1 Baths ⋅ 5107206 MLS

Price Reduction, Motivated Seller. Welcome to this beautifully renovated single-family home featuring 3 bedrooms and thoughtful new updates throughout. This move-in-ready property offers a comfortable and inviting layout, making it an excellent choice for a first-time homebuyer or anyone looking for a great starter home. With its fresh updates and welcoming atmosphere, this home is ready for its next owner to make it their own. Situated across the road from the Ashuelot River come take a look for yourself.

73 Ashuelot Main St, Winchester

$120,000

3 Beds ⋅ 1 Baths ⋅ 5094108 MLS

Calling all renovators, dreamers, and HGTV enthusiasts! If you've been looking for a project with great bones and an even better location, 190 Ashuelot Street might be the one. Nestled on 1.4 acres and directly abutting the Ashuelot Rail Trail, this 3-bedroom, 1 bath home is ready for its next chapter. Inside you'll find a large country kitchen, plenty of space to reimagine, and loads of potential. Outside, mature flowering and fruit trees add charm to the yard, while the detached 2-car garage provides room for vehicles, toys, or your next workshop project. Love the outdoors? Step right onto the Rail Trail for walking, biking, snowmobiling, and year-round adventure. Bring your vision, your toolbox, and a little elbow grease—this diamond in the rough is waiting to shine again! Property is being sold as-is. Cash Buyers Only.

190 Ashuelot St, Winchester

$290,000

5077669 MLS

INVESTORS WANTED. This property is just a few minutes away from downtown Winchester. 4 units are occupied. Tenants pay on time and would like to stay. Some have been here for many years. Property needs some repairs. The mostly open 3 acre parcel offers the tenants plenty of space for outdoor activities. Showings are limited due to tenants works schedules. Property is being sold without further repairs. *This will need a CASH BUYER*. Please allow 48 hr notice. Weekend showings only.

292 Richmond Rd, Winchester

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