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5 Historic Northeast Homes from Lakefront Maine to Mystic

By Awais Manzoor

1 min read

Water, walkable villages, working landscapes, and destination corridors that shape daily life. Historic character runs through each, from a circa-1850 octagonal landmark in Mystic to a circa-1750 Hudson Valley stone house set beside a creek and waterfall, with beehive ovens and wide-plank floors echoing in between. Yet these homes are not museums, pairing period fabric with modern kitchens, systems, and flexible compounds built for hosting, hobbies, and even income.

Little Ossipee Lake | $1,599,000

2 Betty Ln, Waterboro, ME 04030
2 Betty Ln, Waterboro, ME 04030
Real Estate 2000
LISTING AGENT:
Real Estate 2000 ME/NH

Along the water’s edge on Little Ossipee Lake in Waterboro, this lakefront compound frames Maine living around sandy waterfrontage and easy, year-round recreation. The main house is arranged for everyday comfort with spacious bedrooms, generous living areas, and a large rear deck for sun-soaked afternoons and long lake views. Practical details are equally considered, from the two-car drive-under garage to a standby generator for uninterrupted seasons. A separate “pool house” broadens the footprint for entertaining, offering a first-floor recreation room, three-quarter bath, kitchenette, and a second level with a regulation pool table. Outside, a heated above-ground pool and its surrounding deck create a simple summer rhythm. For makers and car enthusiasts, the detached garage impresses with fourteen-foot ceilings, radiant floor heat, an automotive lift, and a half bath, plus an apartment above with a large bedroom, living area, and sun porch.

Price:
$1,599,000
Size:
3,025 sq ft
Contact:
Real Estate 2000 ME/NH, Real Estate 2000 ME/NH, 207.636.9996

8 West Mystic Avenue | $1,590,000

8 West Mystic Avenue, Mystic, CT 06355
8 West Mystic Avenue, Mystic, CT 06355
melindacarlisle
LISTING AGENT:
Melinda Carlisle

Along the waterfront in the heart of Mystic, the Albert G. Stark House offers a rare glimpse into mid-19th-century American architecture. Dating to circa 1850, this notable octagonal residence stands among the area’s few remaining eight-sided homes, a form once celebrated for enhanced light, air flow, and efficiency. Inside, beautiful large-plank hardwood floors underscore the home’s historic character, while generous dining and family rooms create easy settings for both entertaining and everyday living. A modern kitchen brings updated functionality that complements the period architecture without competing with its timeless appeal. Beyond the front door, the town’s rhythm is close at hand—just a short stroll to Mystic’s renowned shops, restaurants, and attractions, with sunset walks along the waterfront part of the daily routine.

Price:
$1,590,000
Size:
2,786 sq ft
Contact:
Melinda Carlisle, Compass, 860.460.8002

5 Old Manchester Road | $1,585,000

5 Old Manchester Road, Amherst, NH 03031
5 Old Manchester Road, Amherst, NH 03031
Marianna Vis Four Seasons Sothebys International Realty
LISTING AGENT:
Marianna Vis

Set on 4.98 picturesque acres in Amherst, Historic Green Trim Farm balances early character with thoughtful modern updates. Inside, wide plank floors, beehive ovens, and other period features bring a sense of history to everyday living. Recent improvements are extensive, including new Marvin windows, a refreshed kitchen and baths, and updated septic and all systems—supporting comfort without losing the home’s original spirit. An attached, partially finished barn extends the layout with flexible spaces for an office, gym, and recreation area, ideal for work, wellness, and downtime under one roof. Outdoors, the in-ground pool adds a true seasonal centerpiece, turning warm-weather days into an easy rhythm of swims, sun, and open-air gatherings across the property’s quiet grounds.

Price:
$1,585,000
Size:
4,106 sq ft
Contact:
Marianna Vis, Four Seasons Sotheby’s Int’l Realty, 603.860.8115

204 Ashokan Road | $1,545,000

204 Ashokan Road, Kingston, NY 12401
204 Ashokan Road, Kingston, NY 12401
houlihanlawrence
LISTING AGENT:
Listing agents: Anthony D’argenzio & Jessica Brasseur

Set on over 4 acres in the hamlet of Marbletown, the Delamater-Davis House is a tastefully restored circa 1750 stone residence with deep Hudson Valley roots. Built for the Delamater family—descendants of French Huguenots from Artois, France—the home later served as a tavern along the essential road linking Kingston to the Catskill Mountains. Inside, five fireplaces, original wide-plank floors, and hand-hewn beams reinforce its 18th-century character, while the kitchen features a working, restored beehive oven. Outdoors, the Stony Kill runs through the property and spills over a natural waterfall, giving the landscape a daily soundtrack of moving water. A comprehensive, historically sensitive restoration—rebuilt from the studs—lets this storied house live comfortably in the present.

Price:
$1,545,000
Size:
2,106 sq ft
Contact:
Anthony D’argenzio & Jessica Brasseur, Houlihan Lawrence Inc., 518.821.0826 , 850.714.3045

Beloved Local Landmark | $1,500,000

1955 Presidential Highway, Jefferson, NH 03583
1955 Presidential Highway, Jefferson, NH 03583
jodieboutwell
LISTING AGENT:
Jodie Boutwell

Commanding views of Mount Washington along busy Route 2 / Presidential Highway, the iconic Water Wheel Breakfast & Gift House in Jefferson offers a rare live-where-you-work lifestyle in the White Mountains. Long established as a breakfast restaurant and gift shop, it has welcomed locals and travelers for generations—built from the start to be more than a quick stop, and evolving into a true destination where memories are made and traditions begin. Days here unfold with hearty homemade breakfasts and generous portions, alongside shelves of New Hampshire-made gifts, homemade fudge, and the kind of genuine hospitality that keeps guests returning year after year. Perfectly positioned for visitors starting a Mount Washington hike, heading to nearby ski areas, exploring snowmobile trails, or simply soaking in the region’s scenic beauty, it’s a place designed around everyday connection and enduring ritual.

Price:
$1,500,000
Size:
4,776 sq ft
Contact:
Jodie Boutwell, BHHS Verani Realty, 603.369.1403