Windham County CT Homes for Sale with Parking

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  /4

  $465,000

  • 4 Beds
  • 4 Baths
  • 5,176 Sq Ft

  50 High St, Moosup, CT 06354

  This expansive Cape Cod-style home is a hidden gem, situated on 2.72 acres with a wraparound driveway complemented by an additional parking area. The two-car garage is located beneath the house, and the home features spacious rooms with ample storage throughout. The dining room boasts a beautiful fieldstone fireplace, while the bar area is carpeted wall-to-wall. The kitchen offers abundant

  Liz Lavallee Dawn Taylor Real Estate

  50 High St, Moosup, CT 06354
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• 

  

  

  /24

  $475,000

  • 5 Beds
  • 3.5 Baths
  • 5,400 Sq Ft

  41 Millbridge Rd, Eastford, CT 06242

  Nestled in the tranquil corner of Eastford, CT, this expansive 5-bedroom, 3.5-bathroom ranch offers a serene escape on a generous 8.7-acre lot. With a two-car attached garage and a sprawling wrap-around porch, this home invites you to enjoy the peaceful outdoors and picturesque surroundings. As you step inside, you're greeted by soaring cathedral ceilings and an open floor plan that seamlessly

  Melissa Guerrero William Pitt Sotheby's Int'l

  41 Millbridge Rd, Eastford, CT 06242
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  /27

  $525,000

  • 3 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  35 Snake Meadow Rd, Danielson, CT 06239

  Lorna Belanger HomeSmart Professionals

  35 Snake Meadow Rd, Danielson, CT 06239
• 

  

  

  /22

  $135,000

  • 1 Bed
  • 1 Bath
  • 624 Sq Ft

  209 Whetstone Mills Unit 209, Dayville, CT 06241

  Charming 1-Bedroom Condo in Serene Setting - Priced to Sell! Don't miss this cozy and inviting 1-bedroom, 1-bath condo offering 656 SF of easy, comfortable living. Located in a well-maintained complex tucked away in a peaceful, private setting, this unit features large windows that fill the space with natural light, creating a warm and welcoming atmosphere. Enjoy the tranquility of the

  Jamie Meadows William Raveis Real Estate

  209 Whetstone Mills Unit 209, Dayville, CT 06241
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  /32

  $329,900 Open Mon 4:30PM - 6PM

  • 6 Beds
  • 2 Baths
  • 2,392 Sq Ft

  12 Saint James Row, Danielson, CT 06239

  Unlock the potential of this spacious, well-maintained townhome style two-family property, perfect for both investors and owner-occupants located at 12 Saint James Row! Each unit boasts nearly 1,200 sq. ft. of living space, featuring 3 bedrooms and 1 bath. Both tenants are month to month. Recent upgrades include painted exterior aluminum siding, replacement windows, along with updates to both

  Benjamin Carbone Lamacchia Realty

  12 Saint James Row, Danielson, CT 06239
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  /40

  $279,000

  • 4 Beds
  • 2 Baths
  • 2,673 Sq Ft

  98 Windham St, Willimantic, CT 06226

  Step into timeless elegance at 98 Windham Street, a circa 1893 Victorian gem set on a rare double lot stretching from Windham St to Tingley St. Brimming with historic character, this home showcases beautifully preserved woodwork, rich hardwood floors, breathtaking stained glass windows, and period fixtures that echo its storied past. This home is in process of being lovingly renovated and

  Sue Esposito Home Selling Team

  98 Windham St, Willimantic, CT 06226
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  /39

  $459,900 Open Sat 12AM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,750 Sq Ft

  213 Pomfret St, Putnam, CT 06260

  This 3,000+ sq ft home in Putnam has been completely transformed from a former mixed-use property into a spacious, fully residential home. Originally built as a ranch in 1950, a major addition in 2007 expanded the upper level and converted the lower level-formerly a storefront-into a large family room, a bedroom, and a full bath, making it ideal for an in-law suite or guest space. A second

  maribeth marzeotti Lamacchia Realty

  213 Pomfret St, Putnam, CT 06260
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  /36

  $294,900 Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  64 Moon Rd, Ashford, CT 06278

  Welcome to 64 Moon Road, Ashford, CT - A Charming country retreat nestled on a generous 3.80-acre lot, this 3-bedroom, 1-bath prefab home offers the perfect blend of privacy, comfort, and outdoor enjoyment. Whether you're starting out or looking for a peaceful getaway, this cozy home delivers affordable country living at its finest. Step inside to a bright and sunny living room, where natural

  Jessica Boswell LPT Realty

  64 Moon Rd, Ashford, CT 06278
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  /14

  $79,900

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  10 Terrace Dr, Plainfield, CT 06374

  Charming Mobile For Sale in Plainfield, Ct Welcome to your new home at 10 Terrace, Plainfield! This cozy 2-bedroom, 1-bathroom mobile home is perfect for those seeking comfort and convenience. Detached 1-car garage with storage shed in the rear, covered front porch, all located on a beautiful corner lot. No age restrictions required. Ready for you to come see it.

  Ilya Whittemore First Choice Realty

  10 Terrace Dr, Plainfield, CT 06374
• 

  

  /19

  $239,500

  • 4 Beds
  • 1 Bath
  • 1,078 Sq Ft

  129 Walnut St, Willimantic, CT 06226

  Charming antique 1915 home in down town Willimantic on a beautiful corner lot showcasing its 20th century craftsmanship. The authentic wooden white picket fence is a beautiful addition to all of the craftsmanship . A two story carriage house style garage detached from the home offering an abundance of space and access onto two roads. Conveniently just walking distance from Eastern CT State

  Lisa Therecka Therecka & Associates LLC

  129 Walnut St, Willimantic, CT 06226
• 

  

  /40

  $989,900

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft

  641 5 Mile River Rd, Putnam, CT 06260

  A truly rare and magical offering - live immersed in nature on a private, ~13-acre brook-fed pond, complete with cascading waterfall, serene wetlands, forested trails and wildflower meadows. This one of a kind sanctuary has been lovingly restored and planted to support thriving bird and wildlife habitats, including ospreys, herons, eagles, warblers and swallows. Take a sunset canoe ride, swim in

  Jared Meehan RE/MAX Bell Park Realty

  641 5 Mile River Rd, Putnam, CT 06260
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  /40

  $449,900 Open Thu 5PM - 6:30PM

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  31 Pond Factory Rd, Woodstock, CT 06281

  Nestled in the beautiful and desirable town of Woodstock, CT-just minutes from the Massachusetts border-this charming 1,600+ sq ft home offers the perfect blend of comfort, convenience, and location. Set on a private 2-acre lot on a non-through road within walking distance to the town beach, this 3-bedroom, 1.1-bath home is filled with thoughtful features. The main level boasts an open and

  Jared Meehan RE/MAX Bell Park Realty

  31 Pond Factory Rd, Woodstock, CT 06281
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  /40

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,158 Sq Ft

  187 Tuckie Rd, North Windham, CT 06256

  Welcome to 187 Tuckie Rd! A meticulously maintained 3 bedroom 2 bath cape set on a beautifully private 1 acre lot surrounded by mature trees. As you enter you will love the open layout perfect for entertaining and everyday life! The kitchen features stainless appliances and island with seating which opens to the dining area and den with a brick fireplace. The first floor bedroom is spacious,

  Lauren Iraeta KW Legacy Partners

  187 Tuckie Rd, North Windham, CT 06256
• 

  

  /20

  $224,900

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  61 Perry St Unit 101, Putnam, CT 06260

  End unit Townhouse style condo looking for new owners. Located conveniently at the beginning of the association, this 2-bedroom 1.5 Bath condo features a large, updated, eating space kitchen along with a living room/dining combo and a 1/2 bathroom on the first floor. The laundry is also conventionally located on the main level and ready for a stackable system. The rear slider leads to a private

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  61 Perry St Unit 101, Putnam, CT 06260
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  /35

  $399,999

  • 5 Beds
  • 3 Baths
  • 2,100 Sq Ft

  22 Philmar Dr, Plainfield, CT 06374

  Need space for a growing family or in-home business? This remodeled 5-bedroom, 3-bath ranch-style home offers it all! Situated on a large, level .73-acre lot in a peaceful cul-de-sac, this property features a accessible ramp and along with one of three bathrooms. The rear facing open family room has cathedral ceiling,huge windows and skylights with access to a large deck .Combined with the

  Vito Uva Scalzo Real Estate

  22 Philmar Dr, Plainfield, CT 06374
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  /40

  $1,100,000

  • 5 Beds
  • 4 Baths
  • 5,079 Sq Ft

  76 Mill Brook Ln, Woodstock, CT 06281

  Tucked away on 6.5 private acres in the prestigious MillBrook Estates, this 5,000+ sq ft custom home offers an exceptional blend of elegance, functionality, and luxury. A long paved drive leads to this stately residence, featuring 5 bedrooms, multiple living areas, and rich architectural details throughout. The grand foyer with a hydraulic chandelier sets the tone for the craftsmanship found

  Katie Totten William Raveis Real Estate

  76 Mill Brook Ln, Woodstock, CT 06281
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  /34

  $625,000

  • 3 Beds
  • 3.5 Baths
  • 3,230 Sq Ft

  293 Coomer Hill Rd, Dayville, CT 06241

  Welcome to this custom built cape style home in a highly sought after location! Sitting on over 7+ plus acres of privacy! Located just minutes over the RI line, private yet close to all local amenities! ONE level living at it's FINEST! 3 bedrooms and 3 full bathrooms. NEW propane boiler(2025) NEW hot water heater (2025) NEW well tank (2025) Dramatically tall ceilings with a stunning bricked

  Skyla Gagnon RE/MAX Bell Park Realty

  293 Coomer Hill Rd, Dayville, CT 06241
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  /38

  $449,900

  • 3 Beds
  • 2 Baths
  • 1,359 Sq Ft

  422 Zaicek Rd, Ashford, CT 06278

  Come see this one-of-a-kind, cozy contemporary ranch offering exceptional privacy and peaceful country living. Situated on over 12 acres and comprised of two separate parcels, this custom-built home is tucked away a few hundred yards off Zaicek Road, yet is only a 15-minute drive to the UConn campus. As you step inside, you're welcomed by an open-concept space that combines the living room,

  Thomas Walsh Century 21 AllPoints Realty

  422 Zaicek Rd, Ashford, CT 06278
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  /29

  $390,000

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft

  17 Stanley Dr, Moosup, CT 06354

  Welcome to Stanley Drive! This impeccably maintained raised ranch is truly move-in ready and packed with features that make it a perfect home. Step inside to an inviting open concept living room, dining area, and kitchen. An ideal layout for entertaining or relaxing. Sliders off the dining area with two-level Procell deck equipped with an automatic awning, offering the perfect spot to enjoy your

  Lyn Lacharite Brunet and Company Real Estate

  17 Stanley Dr, Moosup, CT 06354
• 

  

  /21

  $308,800

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft

  118 Ashford Rd Unit 6, Eastford, CT 06242

  Welcome to easy, one-level living in this beautifully maintained and freshly painted home! Nestled in a serene community surrounded by nature. Step into a bright, open layout with cathedral ceilings, a spacious living room, and a granite kitchen featuring stainless steel appliances, ample cabinetry, and a breakfast bar. The primary suite includes a full bath with granite vanity and tub, while an

  Brittany Kimlingen First Choice Realty

  118 Ashford Rd Unit 6, Eastford, CT 06242
• 

  

  /39

  $739,000

  • 4 Beds
  • 2 Baths
  • 2,443 Sq Ft

  393 N Canterbury Rd, Canterbury, CT 06331

  Built in 1750 and celebrating its 275th anniversary, this distinguished Colonial farmhouse remains a pristine exemplar of early New England architecture. Set on 8.5 acres, the estate features a secluded pond, a gently winding brook, and two traditional barns-all original to its historic rural setting. This graceful home offers 4 bedrooms, 2 full bathrooms, and approximately 2,443 sf of living

  Adam Gumula Kazantzis Real Estate, LLC

  393 N Canterbury Rd, Canterbury, CT 06331
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  /40

  $550,000

  • 3 Beds
  • 3 Baths
  • 2,814 Sq Ft

  271 Snake Meadow Hill Rd, Sterling, CT 06377

  Looking for a custom built home that's set on a peaceful setting? Welcome to this one owner owned home! Located JUST MINUTES OVER the RI line! This private country oasis awaits. This home has it all, including additional & separate living space above the attached 2 car garage. Step food inside this gorgeous home entering through the large mudroom right off the garage which is perfect for New

  Skyla Gagnon RE/MAX Bell Park Realty

  271 Snake Meadow Hill Rd, Sterling, CT 06377
• 

  

  /29

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  366 Sabin St, Putnam, CT 06260

  Great opportunity to own this comfortable three bedroom raised ranch, situated close to everything but not on the main road. Main level boasts all hardwood floors, open living room and dining room and large screened in porch off the inviting kitchen. Plenty of room for a fire pit and grill to enjoy this extra space. Basement partially finished with 20x14 wall to wall carpeted room and

  Amy Vinal Pine Knoll Real Estate

  366 Sabin St, Putnam, CT 06260
• 

  

  /20

  $199,900

  • 2 Beds
  • 1 Bath
  • 1,090 Sq Ft

  3 Brook Front Ln, Pomfret Center, CT 06259

  Rare Opportunity to Own a Condominium in Pomfret Under 200K. The Unit is One of Only 10 Units in a Private Complex. Comfortably Remodeled. 2 Bedrooms, 1 Full Bath. Outdoor Patio Off the Back Bedroom Through French Doors. New Granite Counter Tops, Beautiful Exotic Wood Floors Throughout. Freshly Painted. First Floor with Laundry on Main Level. Private Gym Available at an Additional Fee. Unassigned

  Maria Gandy-Winslow New England Homes & Fine Properties, LLC

  3 Brook Front Ln, Pomfret Center, CT 06259
• 

  

  /40

  $399,900

  • 3 Beds
  • 2 Baths
  • 2,591 Sq Ft

  141 Old Town Rd, Ashford, CT 06278

  GORGEOUS AND READY FOR SUMMER FUN! The sparkling water of the 16x32 inground pool is calling you! This fabulous Cape features an updated kitchen with grey cabinets, gas stove, stainless steel appliances, QUARTZ counters and tile backsplash! The dining area is open to the living room with vaulted ceiling, fireplace and refinished hardwood floors. With a 1st floor bedroom and full bath, this home

  Tracy Wagner Rockoff Realty

  141 Old Town Rd, Ashford, CT 06278
• 

  

  /40

  $519,900

  • 2 Beds
  • 2 Baths
  • 2,246 Sq Ft

  32 Mockingbird Dr, Danielson, CT 06239

  Welcome to 32 Mockingbird Drive - A Stunning Home in the Sought-After Briarwood Falls 55+ Community! Located on a desirable corner lot, this beautifully maintained single-level home offers comfort, convenience, and an ideal layout for easy living. Featuring 2 spacious bedrooms and 2 full bathrooms, including a primary suite with a walk-in closet and private bath with walk-in shower, this home

  Cary Marcoux RE/MAX Bell Park Realty

  32 Mockingbird Dr, Danielson, CT 06239
• 

  

  /39

  $495,000

  • 2 Beds
  • 2 Baths
  • 1,613 Sq Ft

  4 Skylark Ln Unit 4, Killingly, CT 06239

  Welcome to Briarwood Falls, a desirable 55+ community offering the ease of single-family living with all the benefits of a condo lifestyle. This well-maintained 2-bedroom, 2-bath ranch features an open floor plan with vaulted ceilings, a spacious applianced kitchen with breakfast bar, and a walk-in pantry. The generously sized primary suite offers comfort and convenience with a private bathroom,

  Cary Marcoux RE/MAX Bell Park Realty

  4 Skylark Ln Unit 4, Killingly, CT 06239
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  /24

  $135,000

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  40 Ference Rd, Ashford, CT 06278

  Discover the charm and simplicity of country living at 40 Ference Rd in Ashford, CT. This well-maintained manufactured home is perfectly situated on a generous 1.58-acre cleared lot-no leased land, association rent, or lot rent to worry about. Whether you're looking to downsize, embrace a minimalist lifestyle, or create a peaceful weekend retreat, this property offers endless possibilities.

  Kostas Travisano Sailpoint Property Group

  40 Ference Rd, Ashford, CT 06278
• 

  

  /33

  $399,990

  • 4 Beds
  • 4 Baths
  • 2,288 Sq Ft

  190 Main St, Moosup, CT 06354

  Whether you're a seasoned investor or looking to make your first real estate purchase, 190 Main St, Moosup, CT is a smart and strategic opportunity you don't want to miss. This 4-family property is located in the heart of Plainfield, offering solid rental income with plenty of room to add value and boost returns. With an affordable price point, this property presents the perfect chance to

  Jonathan Santos William Raveis Real Estate

  190 Main St, Moosup, CT 06354
• 

  

  /36

  $429,000

  • 4 Beds
  • 2 Baths
  • 2,014 Sq Ft

  117 Woodside St, Putnam, CT 06260

  Beautiful 4-bedroom, 2-bath Colonial offering 2,270 square feet of comfortable living space. The open-concept main level features exposed beam ceilings and an updated kitchen with brand new granite countertops and a convenient breakfast bar. Both bathrooms have been tastefully updated, and the home includes newer windows throughout. Enjoy a large fenced-in backyard, perfect for relaxing or

  Jaclyn Smith Coldwell Banker Realty

  117 Woodside St, Putnam, CT 06260
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  /47

  $349,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  100 Breault St, Putnam, CT 06260

  Welcome to 100 Breault Street- a beautifully maintained 3-bedroom, 1-bath Ranch located in a quite neighborhood just minutes from downtown Putnam. This home features 1,152 sq ft of living space and has seen many recent mechanical upgrades in the last five years. A fantastic opportunity for anyone seeking one-level living with updates already in place. This home offers an enclosed porch, a

  Coral Lane Real Broker, LLC

  100 Breault St, Putnam, CT 06260
• 

  

  /13

  $300,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,316 Sq Ft

  29 Cheney Rd, Pomfret Center, CT 06259

  Tucked away in the desirable town of Pomfret, CT, this charming single-family home offers the perfect blend of privacy, space, and convenience. Set on a generously sized yard, the property is surrounded by natural beauty, offering a peaceful, secluded atmosphere while still being close to local amenities. A spacious back deck provides an ideal spot for outdoor relaxation or entertaining. The home

  Kyle Seyboth Century 21 Limitless

  29 Cheney Rd, Pomfret Center, CT 06259
• 

  

  /36

  $425,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  367 Pine Hill Rd, Sterling, CT 06377

  Charming Ranch House in Tranquil Sterling, CT, welcome to your dream home in a small-town atmosphere! Nestled on a stunning 1.46-acre lot in the picturesque town of Sterling, Connecticut, this beautifully updated ranch house presents an exceptional blend of comfort and modern elegance. Two-bedroom, one-bathroom, updated flooring, newer appliances, perfectly designed for relaxation and nature

  Allen Gammons BHHS Commonwealth/Robert Paul

  367 Pine Hill Rd, Sterling, CT 06377
• 

  

  /39

  $2,995,000

  • 5 Beds
  • 4.5 Baths
  • 5,977 Sq Ft

  66 Bebbington Rd, Ashford, CT 06278

  PROMINENT 55-ACRE EQUESTRIAN FACILITY w/PRIMARY 6,000SF RESIDENCE w/2 APARTMENTS! Nestled amid a peaceful countryside, this exceptional horse property presents a rare opportunity to acquire a versatile estate that seamlessly combines elegant residential living w/impressive equestrian facilities. A turnkey sanctuary for those seeking solitude, sophistication, & functionality. A private gated entry

  Kiara Rusconi William Raveis Real Estate

  66 Bebbington Rd, Ashford, CT 06278
• 

  

  /40

  $279,900

  • 7 Beds
  • 2 Baths
  • 2,422 Sq Ft

  110 Franklin St, Danielson, CT 06239

  Charming 2-family home in Killingly, CT, offering strong investment potential or multi-generational living! The first unit features 4 spacious bedrooms and 1 full bath, while the second unit offers 3 bedrooms and 1 full bath-perfect for rental income or extended family. This property is brimming with potential and awaits your personal touch and TLC to truly shine. Located in an incredibly

  Kyle Seyboth Century 21 Limitless

  110 Franklin St, Danielson, CT 06239
• 

  

  /38

  $439,000

  • 2 Beds
  • 1.5 Baths
  • 1,048 Sq Ft

  361 Westminster Rd, Canterbury, CT 06331

  Step into history with modern comfort at 361 Westminster Road in Canterbury, CT. Originally built in 1800, this beautifully restored 2-bedroom, 1.5-bath home blends classic New England character with thoughtful updates throughout. Featuring brand-new flooring, fresh paint, a new roof, and ductless air conditioning units, this home is completely move-in ready. The updated kitchen showcases butcher

  Adam Gumula Kazantzis Real Estate, LLC

  361 Westminster Rd, Canterbury, CT 06331
• 

  

  /18

  $274,900

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  20 Greystone St, Willimantic, CT 06226

  Fully renovated 3 bedroom, 1 1/2 Bathrooms on a level lot. Updated plumbing, electrical, insulation, furnace, water heater, roof, appliances, kitchen, all new windows and framed in basement ready for completion to add additional bedrooms or space. All public utilities. Dont miss your chance to see this move in ready home !

  Frank Fonteyn Prestige Realty Group

  20 Greystone St, Willimantic, CT 06226
• 

  

  /6

  $242,000

  • 2 Beds
  • 1 Bath
  • 928 Sq Ft

  Unlisted Address

  House, garage and 3 additional lots being sold as 1-sale. House is in very poor condition and not livable as it sits. Total acres are 19.46. Do not access the house without permission! Driveway turn around is available, do not proceed to last house's driveway!

  Roberta Cardinal RbRE, LLC

  Unlisted Address
• 

  

  /39

  $349,999

  • 5 Beds
  • 2.5 Baths
  • 1,952 Sq Ft

  240 Walnut St, Willimantic, CT 06226

  Hill Section of Willimantic, this beautifully well maintained Victorian Home at top of the hill offers rest and relaxing in quiet classic neighborhood. Many original features including pocket doors, moldings and stained glass window. Hardwood and tile throughout. 5 bedrooms, 2.5 baths, finished attic and finished basement with kitchenette and bath for in-law unit for potential rental income. 2

  Kathy Dubay I.M.A. Realty LLC

  240 Walnut St, Willimantic, CT 06226
• 

  

  /31

  $1,250,000

  • 3 Beds
  • 2.5 Baths
  • 3,983 Sq Ft

  584 Prospect St, Woodstock, CT 06281

  For those who belong to the land. Over 100 acres of private, usable terrain at the CT/MA line, Bear Hill Estate is a fully realized lifestyle retreat for the discerning equestrian or outdoor enthusiast, with effortless access to I-395, I-84, and the Mass Pike. At its heart sits a 3 bed, 2.5 bath custom log home-crafted from white pine logs hand-felled in Nova Scotia, where the bespoke cabinetry

  Jennie Kesselman Berkshire Hathaway NE Prop.

  584 Prospect St, Woodstock, CT 06281

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