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5 Enchanting Homes in Connecticut and Vermont and Maine Blending Heritage and Serenity

By edson alejandro

1 min read

Nestled across the rolling landscapes of New England, from Waterboro, ME to the heart of Vermont, these five properties embody the timeless allure of historical architecture—think antique farmhouses and stately Colonials. Spanning 1 to 41 acres, each offers a deep connection to nature with wooded lots, ponds, and gardens. Beyond their classic charm, they promise versatility, whether for commercial ventures, restored heritage living, or flexible family spaces. Priced between $650,000 and $727,000, these homes invite those yearning for rural tranquility and a piece of history to explore their unique stories.

Incredible Incredible | $727,000

1588234 1
221 Main Street, Waterboro, ME 04030
Untitled design 60
LISTING AGENT:
Jane Frankland

Set against the serene backdrop of a waterfront vista, this unique 1.02-acre estate along Route 202 & 5 in Waterboro offers a rare blend of rural charm and versatile potential. With 200 feet of road frontage, the property seamlessly accommodates either commercial endeavors or a tranquil residential lifestyle. Housed within an antique New Englander, the first floor currently serves as a beauty salon, while the second floor features a cozy three-bedroom, one-bath home. The mostly level lot provides ample parking and space for creative expansion, including room for a drive-thru window and dual entrances. Beyond its functional appeal, the location promises a peaceful escape, yet remains just 35 minutes from the Maine Mall, 30 minutes from Old Orchard Beach, and 1.5 hours from Boston. This estate invites a life of balance, blending natural beauty with endless possibilities.

Price:
$727,000
Size:
2,300 sq ft
Contact:
Jane Frankland, eXp Realty, 207.229.6261

956 Old Cheney Rd | $725,000

5049346 1
956 Old Cheney Rd, Windham, VT 05359
kimmeeker
LISTING AGENT:
Kim Meeker

Rising above the rolling hills of Vermont, this south-facing 1790 farmhouse on 41 acres offers a harmonious blend of historical charm and modern comfort. Painstakingly restored, the 2-bedroom, 2-bath home retains its original character with handmade doors, antique rose head nails securing the wood floors, and a fieldstone fireplace featuring a beehive oven for traditional baking. The kitchen delights with soapstone countertops, cherry cabinets, and a cozy breakfast nook warmed by a woodstove. A Rumford-style fireplace graces the primary bedroom, while the open-concept living and dining areas flow effortlessly around a classic New England “good morning” staircase. Outside, two serene ponds, vibrant perennial gardens, and stone walls frame breathtaking mountain views. With 150 maple sugaring taps, blueberry bushes, and quiet corners adorned by local millstone, this estate invites a life deeply connected to nature and history.

Price:
$725,000
Size:
2,144 sq ft
Contact:
Kim Meeker, Southern Vermont Realty Group, 919.622.1508

Beautiful & Gracious Colonial | $699,000

1622543 1
196 Eaton Ridge Drive, Holden, ME 04429
jenniferanderson
LISTING AGENT:
Jennifer Anderson

Tucked away on a tranquil 1-acre wooded lot, this gracious Colonial home exudes timeless charm and effortless comfort. Step inside to discover a spacious eat-in kitchen that seamlessly connects to a cozy family room, anchored by a welcoming fireplace—perfect for relaxed evenings. For more formal occasions, the dining and living rooms offer warmth and character, with a second fireplace adding an inviting touch to the latter. Summer evenings come alive on the delightful screened-in porch, where the serene sights and sounds of nature create a peaceful escape. The primary bedroom serves as a private sanctuary, complete with its own bath for ultimate relaxation. Above the garage, a versatile recreational room with a private bath provides an ideal space for guests, a home office, or a playful retreat. This home beautifully balances elegance and everyday living in a quiet, wooded haven.

Price:
$699,000
Size:
3,356 sq ft
Contact:
Jennifer Anderson, NextHome Experience, 207.299.6306

10 Crescent Park Rd | $698,500

24113339 1
10 Crescent Park Rd, Westport, CT 06880
johnhackett
LISTING AGENT:
John Hackett

Set against the serene backdrop of Westport’s waterfront, this beautifully renovated 4-bedroom, 2-bath home captures the essence of coastal living. Every detail shines, from the designer kitchen to the custom built-ins and soaring vaulted ceilings. Gleaming hardwood floors flow throughout, complementing the warmth of a cozy fireplace. Modern comforts abound with gas heating, central air, and new windows, while a fenced yard with an oversized shed offers space for outdoor enjoyment. Located on a private neighborhood road, it’s perfect for evening strolls or family bike rides. A short drive brings you to Compo Beach, Longshore Park, and Sherwood Island, as well as vibrant dining, shopping, and top-rated schools in the town center. Whether you’re starting anew or seeking a peaceful retreat, this home effortlessly blends style, convenience, and the allure of waterfront life.

Price:
$698,500
Size:
1,152 sq ft
Contact:
John Hackett, William Raveis Real Estate, 203.543.2697

Stunning Log Home | $650,000

5043434 1
689 Hard Scrabble Road, Sweden, ME 04008
bernadettedonohue
LISTING AGENT:
Bernadette Donohue

Set against the serene backdrop of Maine’s waterfront, this stunning log home offers a harmonious blend of rustic charm and modern elegance, ideal as a tranquil retreat or full-time residence. Located near Bridgton’s vibrant shops, scenic trails, golf courses, and skiing opportunities, it also falls within the esteemed Fryeburg Academy School District. Thoughtful renovations have preserved its original character while introducing contemporary conveniences. The cathedral-ceiling great room, anchored by a breathtaking floor-to-ceiling stone fireplace, flows seamlessly into a functional loft above. A designer kitchen, dining area, and studio space complement the first floor’s two bedrooms and 1.5 baths, while the second-floor primary suite serves as a private sanctuary. Outside, a screened porch and farmer’s porch overlook a sunlit yard with stonewall accents, framed by six acres of woodland and a gentle stream.

Price:
$650,000
Size:
2,428 sq ft
Contact:
Bernadette Donohue, Badger Peabody & Smith Real Estate, 207.542.9967