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5 Lakefront and Historic Connecticut Homes with Timeless Charm

By Awais Manzoor

1 min read

Daily life shaped by water, woodland, and thoughtful design. From Putnam Lake’s deeded beach rights to lakefront settings on Rogers Lake and Oxoboxo Lake, recreation reads as routine—boating, swimming, and quiet mornings by the shore. Even away from the lakes, a long forest drive and the sound of Clarks Brook set a restorative tone. Updated systems and a meticulous c.1865 post-and-beam barn conversion underscore comfort without sacrificing character.

19 Calverton Drive | $409,000

19 Calverton Drive, New Fairfield, CT 06812
19 Calverton Drive, New Fairfield, CT 06812
robertleonard
LISTING AGENT:
Robert Leonard

Steps from the shoreline of Putnam Lake, this charming three-bedroom Ranch pairs everyday ease with the rhythms of lake living, including deeded beach rights just a short walk away. Inside, soaring 10-foot ceilings create an airy feel, anchored by a beautiful stone fireplace. Updated flooring and stainless steel appliances bring a clean, current look, while spacious bedrooms and an updated bath support comfortable routines. Newer windows and a newer roof add peace of mind, letting you focus on the simple pleasures—morning walks to the water and easy afternoons close to home. Conveniently located near New Fairfield’s new schools, town center, shopping, and dining, the setting balances a relaxed lake lifestyle with daily practicality. Sold as-is, it offers a straightforward path to enjoying life by the lake.

Price:
$409,000
Size:
1,259 sq ft
Contact:
Robert Leonard, William Raveis, 914.505.4416
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107 Bamforth Drive | Contact for pricing

107 Bamforth Drive, Vernon, CT 06066
107 Bamforth Drive, Vernon, CT 06066
jaredverrillo
LISTING AGENT:
Jared Verrillo

Down a long driveway and through a forested approach, this 1993-built retreat unfolds with a view of the babbling Clarks Brook and 1.84 acres of privacy. A deck and park-like yard set the tone for unhurried mornings—especially if bird watching is part of your daily rhythm. Inside, a large front-to-back primary bedroom suite offers two walk-in closets, its own heat zone, a full bath with double vanity, and a door to the balcony. The second bedroom also opens to the balcony for quiet moments facing the woods. A spacious kitchen with plentiful cabinetry connects easily to the dining area and an airy sunroom. Recent updates include fresh interior paint, new carpet and lighting, plus a 2024 roof, 2018 furnace, and 2023 well pump. An oversized garage, unfinished basement, and workshop area round out the possibilities.

Price: Contact for pricing

Size:
1,272 sq ft
Contact:
Jared Verrillo, Seabury Hill Realtors, 203.687.9612

76 Grassy Hill Rd | Contact for pricing

76 Grassy Hill Rd, Old Lyme, CT 06371
76 Grassy Hill Rd, Old Lyme, CT 06371
heatherfenn
LISTING AGENT:
Heather Fenn

Along the water’s edge on desirable Rogers Lake in historic Old Lyme, this beautifully remodeled three-bedroom, two-bathroom residence pairs New England charm with a thoroughly modern rebuild. Renovated down to the studs in 2016, updates include a new roof, siding, windows, doors, electrical, plumbing, and HVAC—plus a Goodman GMC central air unit and a 500-gallon propane heating system. A new oversized 26×26 garage connects via a 16×12 breezeway to a 25×18 bonus room designed around panoramic lake views, equally suited to entertaining or working from home. Inside, crown molding lends classic polish, while the open-concept kitchen features granite countertops and stainless steel appliances. French doors open to a bright sunroom, and the first-floor primary suite adds a Jacuzzi tub and tile shower. Outside, a private dock, stone patio and walkway, awning, and outdoor shower with Trex flooring extend life onto the lake.

Price: Contact for pricing

Size:
2,113 sq ft
Contact:
Heather Fenn, Sunset Creek Realty, 203.892.9925

53 Lake Dr | Contact for pricing

53 Lake Dr, Montville, CT 06370
53 Lake Dr, Montville, CT 06370
heatherfenn
LISTING AGENT:
Heather Fenn

Along the water’s edge on Oxoboxo Lake, this rebuilt-in-2023 lakefront retreat is designed for life outdoors and comfort inside. A private dock invites morning swims in crystal-clear water and easy days of boating, jet skiing, paddleboarding, and fishing—then, when temperatures drop, skating brings the lake to life in a different way. Indoors, an open, stylish kitchen features soft-close cabinetry and beautiful countertops, while a main-floor primary suite and convenient main-level laundry keep everyday routines simple. An energy-efficient split system handles heating and cooling with ease. For gathering, an expansive upper deck frames sweeping lake views, and a lighted stone patio below sets the scene for long evenings with friends. With a loft and a private lower-level suite, there’s room to host weekend getaways or extended stays.

Price: Contact for pricing

Size:
1,263 sq ft
Contact:
Heather Fenn, Sunset Creek Realty, 203.892.9925

29 Town Street | Contact for pricing

29 Town Street, East Haddam, CT 06423
29 Town Street, East Haddam, CT 06423
heatherfenn
LISTING AGENT:
Heather Fenn

Set on five-plus private acres in East Haddam, this c.1865 post-and-beam barn has been meticulously crafted into a home by master Housewright H.P. “Skip” Broom. Inside, the main barn is organized for one-floor living, anchored by a dramatic open great room with original barn beams throughout, a soaring wooden ceiling, wide-plank floors, walls of windows, and a natural fieldstone fireplace. Public spaces flow easily from the great room to the dining room, kitchen, library, and entry, while a separate bedroom wing includes a large primary suite with full bath and walk-in closet, two additional bedrooms sharing a full bathroom, and a dedicated laundry area. Outdoors, a stone patio and wooden deck overlook the acreage, bordered by a 20-acre nature preserve. Geothermal and SIP roofing bring high-performance efficiency to this richly preserved retreat.

Price: Contact for pricing

Size:
2,160 sq ft
Contact:
Heather Fenn, Sunset Creek Realty, 203.892.9925