Browse All Ashland NH Historical Properties for Sale

Discover a truly unique New England property at the gateway to Squam Lake. This charming 3-bedroom home offers a warm, classic layout with a private office, spacious kitchen, and inviting living and dining spaces designed for comfortable living and easy entertaining. Adding exceptional versatility and income potential, the property includes a proven, five-star rental unit and a beautifully restored, fully insulated 1877 historic barn that has hosted more than 100 events. Perfect for gatherings, creative pursuits, a home-based business, or simply enjoying as an extraordinary bonus space, the barn offers possibilities rarely found in town. Set on half an acre, the property is within easy walking distance of local shops, restaurants, schools, parks, and community amenities, with quick access to I-93 and the Lakes Region and White Mountains. Whether you're seeking a primary residence with income potential, a multigenerational setup, or a distinctive live/work retreat, this special property offers character, flexibility, and endless possibilities in the heart of New Hampshire.

84 Main St, Ashland

$390,000

3 Beds ⋅ 2 Baths ⋅ 5109941 MLS

Welcome to 65 Riverside Drive, a conveniently located 3-bedroom home in the heart of Ashland. Just minutes from the town center and I-93, this property offers an ideal combination of accessibility and everyday convenience. Whether commuting, enjoying local amenities, or exploring the Lakes Region, you'll appreciate the easy access this location provides. Recent improvements include a brand-new heating system installed in 2025, while public water and public sewer add to the home's convenience and peace of mind. PLENTY of storage here, with ample unfinished space on the second floor, perfect for storage or expansion. The property also features three outbuildings, two of which are equipped with electricity. The largest offers an ideal space for a hobbyist's workshop. With three bedrooms, two baths, and a desirable location close to town, minutes from the town beach located at Little Squam Lake, and major routes, this home is a great opportunity for a primary residence, second home, or investment property. Don't miss your chance to make 65 Riverside Drive your next home! OPEN HOUSE Sat, Oct 10 1:30-3pm!

65 Riverside Dr, Ashland

$235,000

2 Beds ⋅ 1 Baths ⋅ 5108623 MLS

Located in the heart of Ashland is this commercially zoned, three-bedroom Ranch. Terrific location, that’s close to downtown, restaurants, shops, banks, gas stations, and I-93. An easy commute to Plymouth, Lincoln-Woodstock, the Lake Region, and points beyond. Perfect for a home-based business or bring your ideas to start the next chapter of your life. A good-sized lot with 144’ of road frontage. Showings begin at the open houses scheduled for Saturday, September 12 from 12 noon to 2pm and and Sunday, September 13 from 3-5. The tenants’ lease runs through April 30, 2027, and the property will be conveyed with the tenants in place.

6 West St, Ashland

$440,000

5104534 MLS

BACK ON THE MARKET BUYERS’ CHANGE OF PLANS IS YOUR OPPORTUNITY! Sellers have dropped the price by $10,000.00, making this an excellent opportunity for buyers looking for a 2 family! Perfect for first time home buyers to purchase and have income coming in to help with mortgage. This distinctive two-family property offers flexibility, income potential, and plenty of possibilities. Each unit features an updated, fully applianced kitchen and a full laundry room with washer and dryer. The electrical system has been upgraded to 200-amp service, along with other improvements. Adding even more potential, the barn offers the possibility of creating a third rental unit above, subject to town approval and permitting. For an owner-occupant, live in one unit and rent the other to help offset your mortgage. First-time buyers may have the opportunity to use rental income toward qualifying for a higher mortgage, subject to lender guidelines. Investors will appreciate the potential for multiple income streams. With its flexible layout, updated systems, two existing units, and potential for additional rental space, this property is a must-see for homeowners and investors alike!

47 Highland St, Ashland

$440,000

5 Beds ⋅ 2 Baths ⋅ 5104533 MLS

A $10,000.00 price drop and ready for a new buyers dream home or income producing property. A change in buyers’ plans creates a fantastic opportunity for the next buyer. The possibilities are what make this property stand out! Currently configured as a two-family, this property offers the opportunity to generate rental income while building equity or create a spacious single-family home with an in-law apartment or multigenerational living arrangement. Both units feature updated, fully equipped kitchens and their own full laundry rooms with washers and dryers. The electrical system has been upgraded to 200-amp service, along with additional improvements. And there’s even more potential! The attached barn offers the possibility of creating a third rental unit above, subject to town approval, permitting, and applicable requirements. Imagine the possibilities for additional income, extended family, guests, or future expansion. For an owner-occupant, live in one unit and rent the other to help offset your monthly housing costs. First-time buyers may also be able to use qualifying rental income toward mortgage qualification, subject to lender and loan-program guidelines. Investors will appreciate the existing two-unit configuration and the potential to increase income over time. Flexible. Versatile. Full of opportunity. Whether you're looking for an owner-occupied investment, a multigenerational home, or an income-producing property, this one deserves a closer look. With a $10,000 seller credit and multiple possibilities, don't let this second chance pass you by!

47 Highland St, Ashland

$1,495,000

4 Beds ⋅ 2 Baths ⋅ 5102628 MLS

Nestled along the shores of beautiful Little Squam Lake, this quintessential seasonal waterfront cottage has been cherished by the same family for more than 80 years. Originally built in 1915, the property captures the timeless charm and character of a classic New Hampshire summer retreat. The cottage features an expansive open living and dining area with a brick fireplace, creating the perfect gathering place for family and friends. A staircase with a natural birch handrail leads to the second floor, where you'll find four bedrooms and a 3/4 bath, adding to the home's vintage appeal. The spacious kitchen provides ample room for preparing summer meals and entertaining. Double doors from the living area open onto a lakeside deck. Expansive windows frame picturesque views down the length of the lake, offering breathtaking sunrises and an ever-changing waterfront panorama. A separate seasonal sleeping cottage provides additional accommodations for guests while preserving everyone's privacy. Modern conveniences, including town water and town sewer, complement the property's historic character. Ideally located just minutes from local restaurants, shopping, marinas, hiking trails, and many of the Lakes Region's most popular attractions, this unique offering combines the tranquility of lakeside living with the convenience of nearby amenities. Whether you're continuing a family tradition or creating new memories, this classic lake cottage offers a rare opportunity to own a piece of waterfront history on one of New Hampshire's most sought-after lakes.

51 Leavitt Hill Rd, Ashland

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Ashland Historical Real Estate

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Browse All Ashland NH Historical Properties for Sale

Ashland Historical Real Estate

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