Share

5 Charming Residential Homes in Connecticut and Maine Blending Classic Style with Modern Updates

By edson alejandro

1 min read

Nestled in some of the most coveted corners of their respective neighborhoods, these five desirable homes for sale, priced between $669,000 and $769,000, offer a rare blend of charm and modern comfort. From the timeless elegance of a Colonial on Crescent Park Road to the serene lakeside retreat on Seven Tree Pond, each property—spanning locations like Main Street and Big Bear Hill Road—promises unique character. Whether it’s open-concept living or historic allure, these residences invite you to discover a perfect place to call home in vibrant, well-connected communities.

Welcome To This Beautifully Updated 2,700 Square Foot Colonial | $769,000

24093382 1
56 Big Bear Hill Road, New Milford, CT 06776
cathylapierre
LISTING AGENT:
Cathy Rossini Lapierre

Situated in a welcoming neighborhood, this beautifully updated 2,700-square-foot Colonial seamlessly marries timeless charm with contemporary elegance. Freshly painted from walls to ceilings, the home offers four bedrooms and 2.5 baths, presenting a move-in-ready haven with thoughtful updates at every turn. Step inside to discover soaring vaulted ceilings and an abundance of natural light that bathes the open floor plan, creating an inviting ambiance. Spacious living areas effortlessly accommodate both quiet relaxation and lively gatherings, while large windows blur the line between indoors and out. At the heart of the home, a modern kitchen shines with sleek countertops, updated cabinetry, and stainless steel appliances. Upstairs, the serene primary suite boasts an en-suite bath and generous closet space, complemented by three additional well-sized bedrooms. With stylishly renovated bathrooms, gleaming floors, and a layout designed for modern living, this residence offers comfort and sophistication in equal measure.

Price:
$769,000
Size:
2,713 sq ft
Contact:
Cathy Rossini Lapierre, LAZA Properties, 860.982.2975

10 Crescent Park Rd | $759,500

24100059 1
10 Crescent Park Rd, Westport, CT 06880
johnhackett
LISTING AGENT:
John Hackett

Positioned along the vibrant waterfront of the city, this renovated urban gem offers a seamless blend of style and convenience. Spanning four bedrooms and two full bathrooms, the home features an open, one-level living area with soaring vaulted ceilings, a cozy fireplace, and custom built-in shelving that adds character to every corner. The designer kitchen, complete with granite counters, flows effortlessly into the living space, while laundry hook-ups provide practicality. The primary bedroom serves as a private retreat with a full bath and walk-in closet. Newly finished hardwood floors extend throughout, leading to a fenced, landscaped yard with an oversized shed for added storage. Recent updates include new siding, windows, gas heating, and central air conditioning. Just minutes from Compo Beach, shopping, dining, and Metro North, this home perfectly balances urban access with waterfront tranquility.

Price:
$759,500
Size:
1,152 sq ft
Contact:
John Hackett, The John Hackett Team, William Raveis Real Estate, 203.543.2697

Tranquil Lakeside Living | $730,000

1623616 1
38 Cove Lane, Union, ME 04862
remaxjaretcohn 1
LISTING AGENT:
RE/MAX JARET & COHN

Set against the tranquil shores of Seven Tree Pond, this charming waterfront residence in the historic town of Union offers a serene escape just a short drive from the coastal gems of Camden and Rockland. With 75 feet of private shoreline in a quiet cove, the home invites you to savor Maine’s seasons from a delightful three-season enclosed porch. Picture yourself unwinding to the gentle breeze and the haunting call of loons, while breathtaking sunsets paint the water. The property also features a rare insulated gambrel garage, complete with space for two vehicles and a beautifully finished upstairs area ideal for a game room, craft space, or guest overflow. Outside, meticulously tended perennial gardens weave through the landscape, complemented by two inviting fire pits for cozy gatherings. Union’s local treasures, including The Common Market and Sterlingtown Bakehouse, are just moments away, enriching daily life.

Price:
$730,000
Size:
868 sq ft
Contact:
Alicia Richardson, RE/MAX Jaret & Cohn, Belfast: 207.338.4220 | Camden: 207.236.9626 | Rockland: 207.596.0352 | Waldoboro: 207.832.5219

Incredible Property | $727,000

1588385 1
221 Main Street, Waterboro, ME 04030
Untitled design 60
LISTING AGENT:
Jane Frankland

Set along the serene waterfront of Waterboro, this expansive 1.02-acre estate offers a rare blend of rural charm and versatile potential. With 200 feet of road frontage on Route 202 and 5, the property presents opportunities for commercial use, such as two businesses, or a residential haven with an in-home business. Housed within an antique New Englander, the current layout features a beauty salon on the first floor and a cozy three-bedroom, one-bath residence on the second. The mostly level lot provides ample parking and space for customization, whether you envision restoring the existing structure or crafting your dream property. Just 35 minutes from the Maine Mall, 30 minutes from Old Orchard Beach, and 1.5 hours from Boston, this location balances peaceful seclusion with easy access to vibrant destinations, offering a lifestyle of flexibility and connection.

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

128 Blake Road | $669,000

24097597 1
66 Beekman Place, Madison, CT 06443
Berkshire Hathaway HomeServices 6
LISTING AGENT:
Listing agents: Jack Thomas & David Brewster

Tucked away along the serene waterfront, this storybook Tudor cottage offers a rare blend of historic charm and modern comfort, just minutes from Yale and downtown New Haven. Once part of the storied Whitney Blake estate, this stone and stucco carriage house was transformed into a private residence in 1924. Recent updates by the current owners include a stunning new kitchen with exposed stone walls and custom cabinetry, alongside two beautifully renovated bathrooms. A winding stone path guides you through lush gardens to a home brimming with character—think hardwood floors, arched doorways, and a classic wood-burning fireplace. The spacious living room flows into a cozy reading nook, while the dining room charms with built-in details. Upstairs, three bedrooms await, including a primary suite with a versatile adjoining space. Outside, a private garden patio beckons for quiet mornings or intimate gatherings, all set against the tranquil beauty of waterfront living.

Price:
$669,000
Size:
2,270 sq ft
Contact:
Jack Thomas & David Brewster, Berkshire Hathaway HomeServices New England Properties, 917.620.0791 , 847.370.2739