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4 Stowe St, Middlefield
$439,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24213598 MLS
4 Stowe Street is a 3-bedroom, 2.1 bath raised ranch on a generous 0.78-acre lot in desirable Middlefield. The bright main level offers a fireplaced living room open to the dining area and an eat-in kitchen with abundant cabinetry, a peninsula, and a slider to the back deck. Three bedrooms and one full and one half baths complete the main floor. The finished lower level adds about 504 sq ft of extra space with a second brick fireplace, a full bath, and laundry. Central air, a newer boiler, a water softener, and an under-house garage. Clean, empty, and ready for its next owner. Regional School District 13. Minutes from Lyman Orchards, Powder Ridge, golf, and Routes 66/147/9! This is a beautiful home!

4 Stowe St, Middlefield

18-A Lake Shore Dr, Middlefield
$595,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24210670 MLS
Fall on Lake Beseck may just be its best-kept secret. Wake up to spectacular sunrises reflecting off the water, take in the changing colors from your private deck, and enjoy peaceful days kayaking, fishing or simply relaxing lakeside. This charming direct waterfront cottage offers the lake lifestyle buyers dream about, with private docks and a floating dock providing instant access to the water. Motorboats are welcome, so when warmer days return, boating and swimming are right outside your door. Inside, the open floor plan is filled with natural light and flows into a beautiful sunroom wrapped in windows, keeping the lake views front and center in every season. Step outside to the Trex deck, the perfect spot for morning coffee, evening cocktails and a front-row seat to some unforgettable sunrises. Thoughtfully maintained with central air and a new roof in 2024, this home is ready to enjoy from day one. Lake Beseck is managed by DEEP, and no flood insurance is required. Looking to create something more? There is potential to build up to 35 feet, subject to approvals. Just minutes from I-91 and close to Powder Ridge, Lyman Orchards and four golf courses, this is more than a summer escape. It's a place to enjoy every season and start making lake memories now.

18-A Lake Shore Dr, Middlefield

19 High St, Middlefield
$699,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24196454 MLS
Older than America, the historic Chilson Bailey House offers a rare opportunity to own a true circa 1750 center-chimney Colonial while enjoying the comfort of a thoughtfully designed 2008 addition. Offering four bedrooms in total, two bedrooms are located within the original 1750 portion of the home, which is not currently livable and requires renovation. This gives the next owner the opportunity to restore an authentic piece of Connecticut history at their own pace while enjoying comfortable living from day one. Everyday living takes place in the 2,963-square-foot addition, featuring a spacious country kitchen with an oversized island, a soaring great room with a floor-to-ceiling stone fireplace, wide-plank pine floors, a first-floor primary suite, and an expansive second-floor loft ideal for a home office, family room, or creative space. Outside, an impressive barn and detached garage offer exceptional space for car collectors, hobbyists, contractors, woodworking enthusiasts, or anyone needing room for projects, equipment, or recreational vehicles. Significant improvements have already been completed, including the addition, detached garage, septic system, 200-amp electrical service, leased solar, and new windows in the original home. For the buyer who sees possibility where others see a project, this is a chance to live comfortably today while bringing the historic heart of an extraordinary Connecticut property back to life.

19 High St, Middlefield

88 Powder Hill Rd, Middlefield
$749,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190498 MLS
Nestled in the heart of scenic Middlefield, this distinctive and beautifully maintained 4 bedroom 2.5 bathroom property offers a rare blend of classic New England character and modern flexibility. Inside on the first floor, an open-concept kitchen and dining area invite gathering and entertaining, seamlessly flowing into a sunroom-style flex space with room to grow-ideal for a home office, playroom, or reading nook. A separate living room, complete with a working fireplace, creates a cozy retreat for New England winters or days on the slopes of the nearby Powder Ridge Ski Resort. For the summer, step outside and you will find a stunning in-ground pool surrounded by a spacious brick patio, perfect for lounging and outdoor dining. An attached two-car garage adds everyday convenience and a second private driveway offers access to the rear of the property and the detached barn. The true gem is this fully renovated, detached barn-an inspired space with limitless potential. Featuring whitewashed wood walls and an airy farmhouse aesthetic, the barn offers a dramatic open-plan ground level and a second floor with three rooms and a bathroom. Off of the ground level, french doors lead to a private terrace shaded by mature grapevines, ideal for al fresco dining or sunset cocktails. Whether used as a luxurious art studio, at-home gym or work-from-home suite, this space delivers unmatched versatility with its own entrance and a beautiful walkway connection to the main home and pool.

88 Powder Hill Rd, Middlefield

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