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40 Main St, Plainfield
$995,000
6 Beds ⋅ 5 Baths ⋅ 24194248 MLS
The Fenner-Matthewson Mansion-an extraordinary piece of Connecticut history. Built circa 1855 for prominent mill owner Arnold Fenner, this magnificent Italian Villa is a distinguished contributing property within the National Register-listed Central Village Historic District. Nearly 6,000 SF of timeless grandeur offers 12 rooms, 6 bedrooms and 4.5 baths, with soaring 12' ceilings and exquisite period detail throughout. A grand foyer and sweeping staircase make an unforgettable first impression, complemented by 2 additional staircases, original black walnut doors and millwork, red pine floors, mercury glass doorknobs and beautiful built-ins. An incredible 9 working fireplaces, many with distinctive Italian marble surrounds, grace the home-including fireplaces in the updated kitchen and primary suite. The kitchen blends historic character with modern function, featuring a Sub-Zero refrigerator, pantry and butler's pantry. The primary suite offers a private full bath with soaking tub and fireplace. Recent improvements include a new roof and new central air. Set on 2.65 acres with an inviting front porch, stone courtyard and charming stucco outbuilding. More than a home-this is architecture, history and legacy, awaiting its next steward.

40 Main St, Plainfield

20 Loyola Rd, Woodstock
$698,900
2 Beds ⋅ 3 Baths ⋅ 24193568 MLS
Enjoy Lake Living in Woodstock's Quiet Corner at Quasset Lake! Welcome to this beautifully landscaped 2-3 bedroom, 2.5-bath home in the desirable Quasset Lake community, where lake living and year-round recreation await. Located directly across the street from the association's private boat launch and deeded lake/beach access, you'll enjoy convenient access to swimming, boating, kayaking, and fishing just steps from your front door. Designed for both everyday living and entertaining, the open-concept main level features a gourmet kitchen with a center island, fixed breakfast bar, and seamless flow into the dining area and family room. A stunning floor-to-ceiling, double-sided fireplace creates a warm and inviting atmosphere, serving both the family room and the first-floor primary suite. The spacious primary bedroom includes a full en-suite bath and a private sauna and standup tanning booth, offering the perfect retreat after a day on the lake.

20 Loyola Rd, Woodstock

34 Marshall St, Putnam
$850,000
9 Beds ⋅ 7 Baths ⋅ 24191809 MLS
Turnkey multifamily investment opportunity in the heart of Putnam, CT. This 7-unit building offers immediate cash flow with a strong unit mix and meaningful recent capital improvements. The property comprises five (5) one-bedroom/one-bath units and two (2) two-bedroom/one-bath units across 5,402 square feet on a 6,500 SF lot. All units have been updated and the building has seen significant reinvestment, including a new roof (2024) and a new rear deck and staircase (2024). All utilities are separately metered, with tenants responsible for their own heat, hot water, and electric. Shared laundry in the basement provides an additional amenity without utility burden to ownership, and each tenant enjoys dedicated basement storage. Current 8.6% cap rate with room to improve.

34 Marshall St, Putnam

104 Hanover Rd, Canterbury
$694,900
3 Beds ⋅ 3 Baths ⋅ 24193001 MLS
Experience the perfect blend of timeless charm and upscale finishes in this nearly brand new* custom home. Best of all, there's still time to select some of the finishing touches and make this home uniquely yours. Designed with everyday living and entertaining in mind, this exceptional home offers 3 bedrooms, 2.5 baths, plus a versatile flex room ideal for a home office, fitness room, playroom, craft room, or guest space. At the heart of the home is a stunning chef's kitchen featuring quartz countertops, a pot filler, and a beautifully appointed beverage station complete with a beverage fridge. Open, inviting living spaces create the perfect atmosphere for gathering with family and friends. The luxurious primary suite is your private retreat, showcasing a spa-inspired custom bathroom and an oversized walk-in closet designed to impress. Outside, enjoy the peace and privacy of 2.27 picturesque acres surrounded by a tranquil country setting. The property also features a detached 3 car garage and an oversized detached 2 stall shed with an additional finished room and electricity; ideal for a workshop, studio, hobby space, home office, or other possibilities. Offering the beauty and efficiency of new construction without the wait, this exceptional home combines quality craftsmanship, modern luxury, and the serenity of country living! *With the exception of a small portion of the basement, garage, outbuilding, the well & the leach fields, everything has been newly co

104 Hanover Rd, Canterbury

187 Thompson Rd, Thompson
$574,900
3 Beds ⋅ 3 Baths ⋅ 24191390 MLS
Located in Thompson, CT, this 2,119 SF, 3-bedroom, 2.5-bath Raised Ranch offers the perfect blend of new construction, comfort, and convenience. Just about 20 minutes from Worcester and within commuting distance to Boston, Providence and Hartford, this home is an ideal opportunity for buyers looking for space, style, and accessibility. The main level features an open-concept living room, dining area, and kitchen with vaulted ceilings that create a bright, spacious feel. The kitchen will include beautiful granite countertops, with selections still available from the builder's options, allowing you to add your personal touch before completion. The home offers three bedrooms, including a primary suite with a full bath and walk-in closet. The on grade lower level provides a generously sized family room, separate laundry room, and half bath, offering flexible space for entertaining, working from home, or everyday living. Energy-efficient heat pumps provide heating and cooling for year-round comfort. Outside, enjoy a two-car garage and oversized deck, perfect for relaxing or entertaining. Construction is underway with anticipated delivery towards the end of the year. Photos are from a previous similar build with the same layout; final construction, finishes, and details may vary.

187 Thompson Rd, Thompson

12 Cemetery Rd Unit 2, Plainfield
$319,000
2 Beds ⋅ 2 Baths ⋅ 24191623 MLS ⋅ Sunset Hill Condominiums BLDG.
Welcome to these newly built, detached townhouse-style condominiums offering low-maintenance living with a low HOA. The main level features an open-concept living room with an electric fireplace and mantel, a dining area, and a beautiful kitchen with a farmers sink, quartz countertops. Also, offering a pantry closet, and half bath on main level. Step through the dining area to your private deck, the perfect place to relax and enjoy breathtaking sunsets at dusk. The walkout lower level offers a one-car garage with ample storage. Upstairs you'll find two spacious bedrooms, a full bath, stackable laundry area, and generous closet space. Beautiful landscaping and stunning modern farmhouse architecture complete these exceptional condos.

12 Cemetery Rd Unit 2, Plainfield

250 Killingly Rd, Pomfret
$685,000
5 Beds ⋅ 3 Baths ⋅ 24191051 MLS
SELLER IS OFFERING A $10,000 RATE BUY DOWN OR CREDIT TOWARDS BUYERS CLOSING COSTS!! Welcome to this beautifully renovated home in desirable Pomfret CT! Offering the perfect blend of modern updates, flexible living space, and country charm, this impressive property is ready for its next owners. Inside, you'll find five spacious bedrooms and three full bathrooms, providing plenty of room for family, guests, or multi-generational living. The massive dining and flex space, offers endless possibilities for entertaining, hosting holiday gatherings, creating a home office, playroom, or additional living area. A convenient mudroom helps keep everyday life organized, and a large storage room provides abundant space for seasonal items, hobbies, and more. Comfort and efficiency are top priorities with mini-split systems throughout the home and a cozy pellet stove that creates a warm and inviting atmosphere during New England winters. Car enthusiasts, hobbyists, and those in need of extra workspace will appreciate the detached three-car garage with ample room for vehicles, equipment, and storage. Whether you're looking for room to grow, space to entertain, or a property with exceptional flexibility and future possibilities, this turnkey Pomfret home delivers it all. Don't miss your opportunity to own this rare offering in one of Northeastern Connecticuts most desirable communities.

250 Killingly Rd, Pomfret

23 Mechanic St, Killingly
$450,000
5 Beds ⋅ 3 Baths ⋅ 24189873 MLS
This charming multi-family home located at 23 Mechanic St in Killingly, CT offers a perfect blend of historic charm and modern convenience. Built in 1900, this two-story property boasts a spacious finished area of 2,411 sq.ft. with three bathrooms. The lot size is 8,712 sq.ft., providing plenty of outdoor space for relaxation and entertaining. The home features a classic design with a welcoming atmosphere and is perfect for families or investors looking for a versatile property. With its central location and ample living space, this property is a fantastic opportunity for those seeking a charming and well-maintained home in a desirable neighborhood. There is 3 apartments rented...2 Bedrooms apartments and 1 bedroom at the basement...4.400.00 Monthly income from rent...Two bay garages and 1 room that can be turned to another small bay enough for a car.

23 Mechanic St, Killingly

1147 Plainfield Pike, Sterling
$425,000
5 Beds ⋅ 3 Baths ⋅ 24190726 MLS
WATERFRONT 3 Family ON ONECO POND! LIVE IN ONE UNIT AND COLLECT RENT FROM THE OTHER TWO UNITS or Rent out All Three Units! Take the side steps down to the big back yard with a large Firepit. Almost 1/2 acre lot is mostly in the back of the home abutting the water! Take in all the views of the Pond and Wildlife!! In the Summertime enjoy Kayaking, Canoeing, Fishing and possibly Swimming from your back yard!!! Or just sit and enjoy the Beautiful Views of the Pond from the deck. In the Winter enjoy Ice Skating or Ice Fishing. Home has 3 units. Two units have 2 Bedrooms and 1 Full Bath and 1 unit has 1 Bedroom and 1 Full Bath. Updates include Two Oil Furnaces for two units which are only about 6 years young, upstairs unit has electric heat, Shared drilled well, Newer shared septic, most Windows and some Flooring. One of the first-floor units has beautiful hardwood flooring and a stone Fireplace! All 3 Units are Rented at this time. Close to RI line! Only 30 minutes to Mass Line And approximately 30 minutes to casinos!

1147 Plainfield Pike, Sterling

564 Hubbard Rd, Killingly
$899,900
4 Beds ⋅ 2 Baths ⋅ 24189396 MLS
Four heated garage bays. Over 12 private acres. A brook with its own dam. This is a rare opportunity to own an updated home with an exceptional workshop and endless room to live, work, and play. The heated and air-conditioned garage features four bays, an office loft, air compressor, and dedicated paint bay. Whether you're restoring cars, operating a trade business, storing equipment, or simply need premium workspace, this setup is hard to find. The fully remodeled home offers 4 bedrooms, 2 full baths, and approximately 2,800 square feet. The great room features cathedral ceilings, exposed beams, a fireplace, and walls of glass overlooking the property. The kitchen includes a cozy sitting area with a wood stove, while the dining area is framed by a large picture window. A first-floor bedroom with patio access and a full bath offer flexibility for guests, multigenerational living, a home office, or convenient one-level living. Upstairs, the primary suite includes a soaking tub beneath its own window. Outside, open meadow leads to wooded trails, with a private brook and dam creating a truly unique setting. There's room for horses, hobby farming, gardens, or simply enjoying the privacy. Recent updates include a new roof, Buderus oil furnace, and fresh interior paint. Minutes from the Rhode Island line, this one-of-a-kind property offers privacy, land, and a workshop that's nearly impossible to replicate.

564 Hubbard Rd, Killingly

107 N Society Rd, Canterbury
$580,000
3 Beds ⋅ 3 Baths ⋅ 24188698 MLS
Spacious 3-bedroom, 2.5-bath home situated on 16.4 picturesque acres on a quiet country road in Canterbury. This property offers a wonderful mix of open fields and wooded land, making it ideal for horses, hobby farming, recreation, or simply enjoying privacy. The home features a dedicated office, cedar closet, attached 2-car garage, and numerous updates including newer windows, siding, doors, and roof. Enjoy outdoor living and entertaining on the large rear deck overlooking the peaceful surroundings. The 26' x 26' barn provides storage for approximately 800 bales of hay and offers excellent space for livestock, equipment, or workshop use. The acreage provides endless opportunities for gardening, trails, and outdoor activities. Potential exists to subdivide an additional building lot (subject to town approvals). Convenient country location with the perfect balance of rural charm and everyday functionality. A rare opportunity to own a versatile property with acreage in desirable Canterbury.

107 N Society Rd, Canterbury

15-23 Marshall St, Putnam
$2,769,000
24188122 MLS
Once in a lifetime opportunity to own a centrally located former school building with 3 floors and approximately 27,500 sq. ft. of office space, classrooms, kitchen, dining room, bathrooms and endless possibilities. Building has approximately 10 large & sunny classrooms per floor with bathrooms and offices as well. The property is sitting on a paved 2.26 AC parking lot, school yard with a detached garage/workshop/storage building with potential living quarters upstairs. Additionally, the rectory building with dorm rooms is two floors with basement space totaling over 11,000 sq. ft. Dorm space has 20+ apartments with varying bathroom set-ups as well and endless possibilities. Mechanically both buildings are in good shape with newer boilers/heating systems/roofs, electrical etc. along with a large generator system and city water/sewer.

15-23 Marshall St, Putnam

21 Furnace St, Killingly
$600,000
24187906 MLS
RETAIL BUILDING FOR SALE: This Famous Investment Property is Available Now, Located Directly in Downtown Danielson, CT. This Retail Property is in an Excellent Location - Directly in the Heart of Downtown Danielson with Extremely High Year Round Vehicle and Foot Traffic Count. This property was just extensively renovated inside and out. The First Floor Retail Unit in the Building Features a Large Reception Area along with Front and Side Entrances, a lofted seating area, a Maintenance Closet hidden behind a bookcase, Full Bathroom with Shower, and Easy Access to Plenty of Free Public Parking (70+ Spaces) Right Across the Street. This unit is currently occupied by Lou's Cigars, a successful cigar lounge on a NNN lease. The newly renovated Lower Level is home to Amy's Cakery, a bakery with indoor seating, an outdoor patio, tons of storage, and plenty of natural light. Newly updated HVAC provides Heating and Cooling Throughout the property. The Building Features a Unique Design and Beautiful Woodwork - One of the Most Famous and Popular Commercial Retail Buildings in all of Connecticut! Zoned Central Business District (CBD)

21 Furnace St, Killingly

272 Horse Hill Rd, Ashford
$549,000
4 Beds ⋅ 3 Baths ⋅ 24187009 MLS
New price with recent improvements! Nestled at the end of a long, winding driveway, this exquisite Colonial home offers timeless New England elegance on over three private, picturesque acres. Surrounded by classic stone walls, sprawling lawns, mature gardens, and inviting outdoor dining spaces, this exceptional property is a secluded retreat rich in historic details and charm. Inside, you'll find four spacious bedrooms with one on the main floor, two and one-half baths, wide-plank hardwood floors, and five fireplaces that create warmth and character in nearly every room. One-of-a-kind hand-painted wall murals and custom artisan details enhance this home's distinctive personality while honoring its antique Colonial aesthetic. Built in 1988 and expanded in 1995 it includes a full basement, abundant storage and modern systems. Every space reflects craftsmanship rarely found in today's market. Located in the historic town of Ashford in Northeast Connecticut's "Quiet Corner" this remarkable property offers the perfect balance of peaceful country living with convenient access to nearby amenities as well as the Connecticut shoreline, Massachusetts, and the beautiful Rhode Island beaches. A truly exceptional offering for those seeking privacy, authenticity, and refined New England living. New roof and new septic system have been installed in last few months. Roof was installed days ago with transferrable 30-year warranty. Entire septic system was replaced months ago.

272 Horse Hill Rd, Ashford

260 Summit St, Windham
$479,000
9 Beds ⋅ 4 Baths ⋅ 24185574 MLS
Opportunity awaits with this multi-family property in Willimantic. Featuring multiple residential units with a mix of layouts, this property offers flexibility for both investors and owner-occupants seeking rental income. Conveniently located near Eastern Connecticut State University, shopping, restaurants, parks, public transportation, and major commuter routes. Separate living spaces provide privacy for occupants while the property's central location adds to its long-term appeal. Whether you're looking to expand your investment portfolio or offset your housing costs with rental income, this property presents a versatile opportunity in a convenient location. One of the parties to the LLC has an active real estate license.

260 Summit St, Windham

95 Pole Bridge Rd, Woodstock
$1,275,000
4 Beds ⋅ 4 Baths ⋅ 24185273 MLS
Waterfront living at its most private and picturesque on beautiful Chamberlain Lake. Set on 200 feet of private lake frontage, this exceptional custom post-and-beam Cape offers a rare combination of craftsmanship, character, privacy and direct access to the water. Thoughtfully designed and built using timber milled from trees harvested on the property, the home has an unmistakable warmth and authenticity. A dramatic center brick chimney anchors the main living spaces, complemented by wide-board pine floors, exposed beams and abundant windows framing the surrounding landscape and lake. The spacious primary suite features a private balcony overlooking the water, two walk-in closets and a spa-like bath. Generously sized rooms and oversized step-in closets provide exceptional comfort and storage throughout. Step outside and enjoy the best of lake living with a private pathway leading to the water, ideal for swimming, fishing, kayaking and canoeing. Relax on the covered porch, gather around the fire pits, or enjoy the outdoor shower after a day on the lake. Beautifully landscaped grounds create a peaceful and private setting surrounded by mature trees and natural beauty.

95 Pole Bridge Rd, Woodstock

45 Whittemore St, Windham
$374,900
3 Beds ⋅ 2 Baths ⋅ 24184708 MLS
Welcome home to this lovingly maintained 3-bedroom, 2-bath Ranch set on nearly half an acre in Willimantic. A welcoming slate-tiled foyer leads into a spacious living room that flows seamlessly into the dining area, creating a bright and inviting space filled with natural light. The eat-in kitchen features warm wood cabinetry, granite countertops, and ample workspace for meal preparation. Step outside to the composite deck overlooking the fenced backyard, perfect for relaxing, entertaining, gardening, or play. The home offers a primary suite with a private bath and two additional bedrooms. Laundry is currently located in the third bedroom but can easily be relocated to the basement, where washer and dryer hookups already exist. The walkout lower level is unfinished and offers endless possibilities for future expansion, including additional living space, a home office, gym, or potential in-law setup. Additional features include a spacious two-car garage with storage, central air, a boiler and heat pumps for efficient heating and cooling. Move right in and make it your own!

45 Whittemore St, Windham

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