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5 Waterfront Retreats and Luxury Living Across New England

By Awais Manzoor

1 min read

Across New England, a quintet of listings illustrates how luxury living increasingly favors ease, durability, and a strong relationship to the water. From a to-be-built residence in an exclusive gated nine-home community in Bedford to a fully transformed Noank Village home with sweeping water views, these properties prioritize low-friction ownership without sacrificing setting. Big Sebago Lake brings sandy frontage in a protected cove, while Rattlesnake Island offers a peninsula-end retreat with 225 feet of waterfront and protected docking. One outlier adds a turnkey automotive operation with high-visibility exposure on US-202.

21 Grand Avenue | $1,699,000

21 Grand Avenue Lot 6, Bedford, NH 03110
21 Grand Avenue Lot 6, Bedford, NH 03110
mariannavis
LISTING AGENT:
Marianna Vis

Beyond a gated entrance in Bedford, Grand Avenue / Grand Residences offers a serene, natural setting within a nine-home community designed for relaxed, convenient year-round living. This to-be-built Craftsman-style residence centers on open-concept living with hardwood floors, luxury detailing, and generous allowances—paired with the rare advantage of selecting finishes now. The center-island kitchen features quartz surfaces, upscale cabinetry, and appliances, flowing to a dining room that overlooks a private wooded side and backyard. In the family room, a gas fireplace adds warmth and focus. A first-floor primary bedroom is paired with a luxury bath (see plan), while three additional bedrooms sit on the second level. Smartside siding, stone feature facades, and a two-car attached garage complete the low-maintenance approach, supported by public water/sewer, natural gas, high-speed internet, and 24/7 security with automated access.

Price:
$1,699,000
Size:
2,368 sq ft
Contact:
Marianna Vis, Four Seasons Sotheby’s Int’l Realty, 603-860-8115

1235 US202 | $1,675,000

1235 US-202, Winthrop, ME 04364
1235 US-202, Winthrop, ME 04364
johnblouin
LISTING AGENT:
John Blouin

Set on US-202 in Winthrop, this turnkey automotive business is designed for visibility, with daily exposure to 20,000+ cars passing by. The 6,384± sq ft facility is organized for end-to-end service and sales, combining auto repair, a dedicated paint booth and mixing system, an engine rebuilding/machine shop, and vehicle sales operations. A 60’x100’ shop is outfitted with three lifts, radiant heat, and a 960± sq ft mezzanine that adds flexible overhead space. Outside, two level acres provide display capacity for 75+ vehicles, complemented by additional office and storage buildings. With a backlog of work already in place and seller support offered, the setting is built for a steady day-to-day rhythm and room to keep operations moving.

Price:
$1,675,000
Size:
20,000 sq ft
Contact:
John Blouin, LAER Realty Partners, 207.446.7708

Exceptional Big Sebago Waterfront Retreat | $1,600,000

36 Whittemore Cove Road, Raymond, ME 04071
36 Whittemore Cove Road, Raymond, ME 04071
jackiegriffeth
LISTING AGENT:
Jackie Griffeth

Along the water’s edge on Big Sebago Lake, this beautifully updated Raymond retreat is set on 1.75 acres in a protected cove with 90 feet of sandy, gradual-entry frontage—easy days for swimming, boating, and lingering at the shoreline. A modular dock system with a jet ski lift keeps lake access effortless through the season. Inside, the 4-bedroom, 3.5-bath layout includes a flexible in-law suite well suited to guests or multigenerational living. The main living area centers on a stone gas fireplace and flows to a large deck overlooking the lake, an inviting backdrop for quiet mornings or evening gatherings. Recent upgrades include four newer Andersen sliding glass doors, custom plantation shutters on the main level, a whole-house Generac generator, and new gutters with a LeafFilter system. Across the street, a separate lot offers potential for a future garage, workshop, or storage, subject to local approvals.

Price:
$1,600,000
Size:
3,024 sq ft
Contact:
Jackie Griffeth, Krainin Real Estate, 207.318.8751

Island Living | $1,599,950

326 Rattlesnake Island, Alton Bay, NH 03810
326 Rattlesnake Island, Alton Bay, NH 03810
maxfieldreal
LISTING AGENT:
Jen Mccullough & Betty Anne Bickford

Along the water’s edge at the end of Rattlesnake Island’s peninsula, this ideally positioned property offers approximately 225 feet of waterfront and a sense of privacy that feels rare on the island. Docking on the south side of the point is thoughtfully sheltered from prevailing winds, with an easy in-and-out approach that simplifies days on the lake. Another standout here is the level lot—an uncommon find on Rattlesnake Island—making the setting feel effortless and accessible. Inside, an open-concept layout is paired with large windows throughout, keeping the lake ever-present and drawing the view deep into the home. From morning light on the water to quiet evenings at the point, the rhythm of island living comes naturally here.

Price:
$1,599,950
Size:
1,349 sq ft
Contact:
Jen Mccullough & Betty Anne Bickford, Maxfield Real Estate, 603.234.2721 , 603.651.7040

93 Pearl St | $1,599,000

93 Pearl St, Noank, CT 06340
93 Pearl St, Noank, CT 06340
katieoleary
LISTING AGENT:
Katie O’Leary

From its elevated setting in the heart of Noank Village, this fully renovated five-bedroom, three-bath home pairs coastal charm with crisp, modern updates—and water views that stretch across three states to Watch Hill and beyond. A thoughtful second-story addition creates a primary suite with vaulted ceilings, heated bathroom floors, dual closets including a walk-in, and a front-row vantage over the water. Inside, all-new Andersen windows and doors, new flooring, custom window treatments, updated lighting, and refined finishes bring continuity throughout. The renovated kitchen features leathered granite countertops, solid wood cabinetry, custom floating shelves, and new appliances. In the great room, a propane fireplace framed in leathered granite is complemented by an integrated Sonos sound system. Outdoor living is equally considered, with a composite porch and deck, bluestone patio, outdoor shower, cedar privacy fence, and extensive hardscaping for an easy, outdoor-forward rhythm.

Price:
$1,599,000
Size:
2,078 sq ft
Contact:
Katie O’Leary, Gay Tyler Gallagher Real Estate Co, 860-961-435