Windham, CT Homes

• 

  Est $329,301 Not Listed For Sale

  • 6 Beds
  • 2,864 Sq Ft

  193 Brunswick Ave Unit 195, Moosup, CT 06354

  193 Brunswick Ave Unit 195, Moosup, CT 06354
• 

  

  

  /40

  $375,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,762 Sq Ft

  6 Oak St, Plainfield, CT 06374

  Tastefully updated 3-bedroom, 2.5-bath ranch in an established neighborhood offers comfort and convenience with an attached 1-car garage. The heart of the home features a beautifully renovated kitchen with updated cabinetry, large island, granite countertops, tiled backsplash, and stainless steel appliances. An open floor plan seamlessly connects the kitchen, dining area, and living room,

  Heather Sawyer William Pitt Sotheby's Int'l

  6 Oak St, Plainfield, CT 06374
• 

  $230,000 Sold Jul 31, 2025

  • 1,652 Sq Ft
  • $139/SF
  • 233 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1876

  19 High St, Moosup, CT 06354

  Welcome to your new home sweet home! This adorable 3-bedroom, 2-bathroom property is brimming with character and boasts a fantastic opportunity for those looking to make it their own. Nestled in the quiet corner, this charming abode just awaits your personal touch. Step into a cozy living space filled with natural light, and ample room. While the primary is tucked away on the main level, the

  Lexie Brunet Brunet and Company Real Estate

  19 High St, Moosup, CT 06354
• 

  Est $384,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,493 Sq Ft

  78 Smith Rd, Moosup, CT 06354

  78 Smith Rd, Moosup, CT 06354
• 

  

  

  /20

  $259,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  46 Sachem Dr Unit 46, Plainfield, CT 06374

  Beautifully updated, move-in ready end-unit condo in the Sachem Woods community of Plainfield. This spacious three-bedroom two bathroom townhouse has brand-new flooring throughout. The open-concept main level features a bright living and dining area and an updated kitchen with granite countertops and stainless steel appliances. A large private deck off of the kitchen overlooks the backyard space.

  Julia White Coldwell Banker Realty

  46 Sachem Dr Unit 46, Plainfield, CT 06374
• 

  $210,000 Sold Jul 30, 2025

  • 1,673 Sq Ft
  • $126/SF
  • 38 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  45 Main St Unit 401, Plainfield, CT 06374

  Discover a rare gem in Central Square Condos! This unique 2-bedroom, 2-full-bath condo offers over 1600 sqft of living space, featuring a 540 sq. ft. loft and full bath on the second floor, a distinctive layout rarely available on the market. The loft is flooded with natural light from expansive windows and showcases exposed beams, adding a touch of historic charm. The main living area boasts

  Daniel Deojay RE/MAX Bell Park Realty

  45 Main St Unit 401, Plainfield, CT 06374
• 

  Est $355,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,582 Sq Ft

  78 Cranska Rd, Moosup, CT 06354

  78 Cranska Rd, Moosup, CT 06354
• 

  

  /35

  $349,000

  • 4 Beds
  • 2 Baths
  • 1,506 Sq Ft

  2C N Pleasant St, Plainfield, CT 06374

  Do you need a lot of room? This 4 Bedroom 2 full baths home has a lot to offer. Close to shopping, restaurants, and I 395 for easy ride to work and coast line. Quick closing is possible. Owners have found a home and have an offer accepted. Come look and make an offer!

  Victoria Schroeder Kazantzis Real Estate, LLC

  2C N Pleasant St, Plainfield, CT 06374
• 

  $627,500 Sold Jul 29, 2025

  • 2,668 Sq Ft
  • $235/SF
  • 7 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2000

  407 Starkweather Rd, Plainfield, CT 06374

  Featured in 'In Her Garden' Magazine - Summer 2023 this truly enchanting country Cape, is a gardener's paradise nestled on 6 serene and private acres. Surrounded by rolling hills, meandering walking trails, and show-stopping gardens, this property offers peace, beauty, and craftsmanship at every turn. Meticulously maintained, the home features 3 bedrooms, 2 full bathrooms, as well as a

  Nathan Cholewa Kazantzis Real Estate, LLC

  407 Starkweather Rd, Plainfield, CT 06374
• 

  Est $352,823 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft

  8 Beechwood Blvd, Plainfield, CT 06374

  8 Beechwood Blvd, Plainfield, CT 06374
• 

  /2

  $289,900

  • 4 Beds
  • 2 Baths
  • 2,700 Sq Ft

  10 Black Hill Rd, Plainfield, CT 06374

  Great investor, property and price to sell quickly needs exterior work but inside apartments in good shape owner selling property in as is condition

  Pat Malek First Choice Realty

  10 Black Hill Rd, Plainfield, CT 06374
• 

  $385,000 Sold Jul 25, 2025

  • 2,685 Sq Ft
  • $143/SF
  • 55 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1954

  33 Jolley Rd, Danielson, CT 06239

  ***OFFER DEADLINE SATURDAY, JUNE 7TH AT 6PM*** Welcome home to this charming & deceivingly spacious Cape-style home nestled on quiet street just steps from walking trails to the Quinebaug River & easy access to I-395 & RT-6, offering exceptional convenience. OVER $80,000 of EXTENSIVE RECENT RENOVATIONS make this an incredible turnkey opportunity. NEW stone driveway & front walkway lead to covered

  Kiara Rusconi William Raveis Real Estate

  33 Jolley Rd, Danielson, CT 06239
• 

  Est $387,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft

  7 Charles St, Plainfield, CT 06374

  7 Charles St, Plainfield, CT 06374
• 

  

  /36

  $349,900

  • 6 Beds
  • 4 Baths
  • 2,245 Sq Ft

  42 Church St Unit 44, Plainfield, CT 06374

  Calling all owner occupants and investors! Well maintained, cash-flowing 2 family in Plainfield CT is ready for new owners. 3 bedrooms, 2 bathrooms per unit. One side is rented below market value at $1300 and the other side is available. Market value for both units is a total of $3600 monthly which surpasses the 1 percent rule. Plenty of parking and a 3 car garage. Roof (2010) Boiler (2021)

  Brooke Coughlin Lamacchia Realty

  42 Church St Unit 44, Plainfield, CT 06374
• 

  $221,000 Sold Jul 25, 2025

  • 1,807 Sq Ft
  • $122/SF
  • 85 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1987

  45 Main St Unit 409, Plainfield, CT 06374

  Loft style condo featuring exposed brick, original wood beams, and soaring ceilings. Sunlight pours in through many large windows, filling the space with natural light. The main level offers a kitchen, living room, bedroom, full bathroom, dining area, and in-unit laundry for added convenience. Upstairs, the open loft hosts a second bedroom and full bath. The dining room has a closet and french

  Ryan Smith Tier 1 Real Estate

  45 Main St Unit 409, Plainfield, CT 06374
• 

  Est $303,280 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  30 Jackson Rd, Plainfield, CT 06374

  30 Jackson Rd, Plainfield, CT 06374
• 

  

  /20

  $259,900

  • 4 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  46 Water St, Plainfield, CT 06374

  OVERSIZED 2 Car garage with plenty of room for STORAGE too! City SEWER with BRAND NEW cabinets and counters in appliance kitchen. Dining room, SPACIOUS bathroom w/ stand up shower, laundry area in mud room,LARGE living room and first floor bedroom w/ plenty of closet space. NEW FLOORING throughout. NEW CARPET on stairs leading to to 3 bedrooms (one is primary w/ 1/2 bath and closet). NEW CARPET

  Christine Johnson RE/MAX One

  46 Water St, Plainfield, CT 06374
• 

  $336,000 Sold Jul 25, 2025

  • 1,480 Sq Ft
  • $227/SF
  • 157 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1907

  28 Lafayette Ave, Moosup, CT 06354

  Nice corner level lot over 1/2 acre. Main floor bath has tub/shower, sink and toilet. Upstairs bath has shower, double sink and toilet.

  Ray Preece Signature Properties of NewEng

  28 Lafayette Ave, Moosup, CT 06354
• 

  Est $339,000 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  87 Tarbox Rd, Plainfield, CT 06374

  87 Tarbox Rd, Plainfield, CT 06374
• 

  

  /40

  $349,900

  • 4 Beds
  • 2 Baths
  • 1,594 Sq Ft

  331 Pond Hill Rd, Moosup, CT 06354

  Welcome home to this sunny ranch with year-round water views of Moosup Pond! The main level features an eat-in kitchen opening to a bright and generously sized living room. Built-ins flank the fireplace and a bay window frames the view. Down the hall are three comfortable bedrooms and a full bath. Need space for extended family or guests? The walkout lower level offers a true in-law/auxiliary

  Rob Perillo Robert A. Perillo Jr

  331 Pond Hill Rd, Moosup, CT 06354
• 

  $675,000 Sold Jul 23, 2025

  • 2,100 Sq Ft
  • $321/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  281 Moosup Pond Rd, Plainfield, CT 06354

  Discover your dream home in this beautiful new Colonial. Designed for modern living with an open layout that seamlessly integrates the dining, kitchen, and living areas. The inviting space is perfect for both relaxation and entertainment, featuring three spacious bedrooms and a versatile office/study that can easily transformed into a fourth bedroom. With 2.5 elegantly designed baths, every need

  Paige Collelo Taber Realty, LLC

  281 Moosup Pond Rd, Plainfield, CT 06354
• 

  Est $308,983 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  2 Charles St, Plainfield, CT 06374

  2 Charles St, Plainfield, CT 06374
• 

  

  /38

  $574,900

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  58 New Rd, Moosup, CT 06354

  Set on scenic acreage, this inviting single-level ranch offers a seamless blend of comfort and natural beauty. Relax on the wide front porch or entertain on the expansive back deck while enjoying visits from local wildlife. Inside, the thoughtfully designed open floor plan is warmed by a wood-burning fireplace and brightened by large windows overlooking the yard. The kitchen pairs charm with

  Heather Morrone Coldwell Banker Coastal Homes

  58 New Rd, Moosup, CT 06354
• 

  $199,900 Sold Jul 21, 2025

  • 1,264 Sq Ft
  • $158/SF
  • 10 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1977

  94 Canterbury Rd Unit D, Plainfield, CT 06374

  Tired of renting? Stylish & Spacious 2-Bed, 1-Bath Condo - Fully Updated & Move-In Ready! Welcome home to this beautifully updated 2-bedroom, 1-bath condo offering modern finishes and versatile living space. Enjoy the warmth and style of new vinyl wood flooring throughout and a fully renovated kitchen featuring sleek granite countertops, updated backsplash, and ample cabinetry. The large living

  Kerri Mullen CR Premier Properties

  94 Canterbury Rd Unit D, Plainfield, CT 06374
• 

  Est $332,000 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,562 Sq Ft

  233 Dow Rd, Plainfield, CT 06374

  233 Dow Rd, Plainfield, CT 06374
• 

  

  /24

  $335,000

  • 3 Beds
  • 1.5 Baths
  • 1,760 Sq Ft

  26 Perkins St, Plainfield, CT 06374

  Rare Sprawling colonial set on a corner lot with 5 Bedrooms 3 Baths with plenty of nooks and crannies for entertainment and comfort for the entire family. The first floor features large entry foyer with sitting room, sizeable primary bedroom with full bath, eat in kitchen, dining room, and an additional bedroom and full bath. The upper floor has 3 additional roomy bedrooms. Lots of storage space

  Victoria Lindsey Coldwell Banker Realty

  26 Perkins St, Plainfield, CT 06374
• 

  $315,000 Sold Jul 18, 2025

  • 1,050 Sq Ft
  • $300/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1989

  25 Lori Dr, Plainfield, CT 06374

  Lovely 3 bedroom Ranch in neighborhood setting. Living room with Hardwood floors and Picture Window for lots of natural light. Newer bathroom, siding, and windows! 3 Season room off the Large eat-in Kitchen! HUGE Level lot with 2 sheds - partially fenced! Close to Schools!

  Christine Johnson RE/MAX One

  25 Lori Dr, Plainfield, CT 06374
• 

  Est $408,429 Not Listed For Sale

  • 6 Beds
  • 3 Baths
  • 2,780 Sq Ft

  95 Charlotte Dr, Plainfield, CT 06374

  95 Charlotte Dr, Plainfield, CT 06374
• 

  

  /40

  $454,000

  • 6 Beds
  • 2.5 Baths
  • 2,673 Sq Ft

  1 6th St, Plainfield, CT 06374

  Beautifully Renovated 2-Family Home - Perfect for Investment or Extended Family Living! Welcome to this updated and well-maintained 2-family home, offering a fantastic opportunity for homeowners or investors alike. Each spacious unit features 3 bedrooms, thoughtfully renovated with stylish finishes and modern updates throughout. Enjoy the beauty of gleaming hardwood floors and the functionality

  Vivian Kozey CR Premier Properties

  1 6th St, Plainfield, CT 06374
• 

  $350,000 Sold Jul 18, 2025

  • 2,712 Sq Ft
  • $129/SF
  • 48 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1969

  738 Squaw Rock Rd, Moosup, CT 06354

  Nice size home. 3-4 bedrooms. Large living room, formal dining room, eat in kitchen. 3 bedrooms 2 full baths on the first floor Primary bedroom with a full bath. Lower level has a family room, another bedroom, office area and storage/furnace room. 2 car garage under. Some recent updates. Large private covered porch in the back.

  Mark Benard Brunet and Company Real Estate

  738 Squaw Rock Rd, Moosup, CT 06354
• 

  Est $555,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  430 Sterling Hill Rd, Moosup, CT 06354

  430 Sterling Hill Rd, Moosup, CT 06354
• 

  

  /7

  $450,000

  • Land
  • 3.20 Acres
  • $140,625 per Acre

  0 Putnam Rd Unit 24117166, Plainfield, CT 06332

  Discover the potential of this prime piece of land at 0 Putnam Rd, Plainfield! This spacious residential lot offers endless possibilities, whether you're envisioning your dream home or exploring its potential as a commercial property. With a strategic location near major roadways and local amenities, this lot provides the perfect balance of convenience and opportunity. Positioned in a growing

  Phil Davis eXp Realty

  0 Putnam Rd Unit 24117166, Plainfield, CT 06332
• 

  $185,000 Sold Jul 17, 2025

  • 848 Sq Ft
  • $218/SF
  • 28 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1977

  102 Canterbury Rd Unit F, Plainfield, CT 06374

  Tired of renting? Welcome to this well maintained Townhouse style 2 bedroom 1 bath end unit condo. First floor features spacious living room and eat in kitchen. Slider off of the kitchen leads to deck and beautiful outdoor space. 2 Large bedrooms on the second floor with spacious full bath. Full basement and also a shared common area in the basement where you will find coin operated washers and

  Nicole Garbutt RE/MAX Bell Park Realty

  102 Canterbury Rd Unit F, Plainfield, CT 06374
• 

  Est $603,000 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,873 Sq Ft

  287 Spaulding Rd, Plainfield, CT 06374

  287 Spaulding Rd, Plainfield, CT 06374
• 

  

  /9

  $750,000

  • Land
  • 4.00 Acres
  • $187,500 per Acre

  0 Wauregan Rd NE Unit 24117158, Plainfield, CT 06374

  Unlock the potential of over 17 acres of prime commercial land at 0 Wauregan Road, strategically located in the growing town of Plainfield. Previously divided into smaller parcels, this expansive lot is now available as one large tract, offering incredible versatility for your business or development vision. Positioned near I-395 with excellent accessibility, this property is ideal for a wide

  Phil Davis eXp Realty

  0 Wauregan Rd NE Unit 24117158, Plainfield, CT 06374
• 

  $325,000 Sold Jul 14, 2025

  • 1,040 Sq Ft
  • $312/SF
  • 5 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1978

  114 Lillibridge Rd, Plainfield, CT 06374

  Move-in ready! 2-bedroom, 1-bathroom ranch on a spacious .45-acre lot, offering 1040 sq. ft. of comfortable living space. Gleaming hardwood floors flow throughout, creating a warm and inviting atmosphere. The living room features a cozy fireplace and a large picture window, perfect for relaxing evenings. The dining room is ideal for holiday dinners or it can be converted back to a 3rd bedroom.

  Erin Anderson KW Legacy Partners

  114 Lillibridge Rd, Plainfield, CT 06374
• 

  Est $327,000 Not Listed For Sale

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

  13 Kinney Hill Rd, Plainfield, CT 06374

  13 Kinney Hill Rd, Plainfield, CT 06374
• 

  

  /39

  $699,000

  • 5 Beds
  • 4.5 Baths
  • 3,886 Sq Ft

  68 Roode Rd, Plainfield, CT 06374

  Discover this UNIQUE 5 Bedroom, 4-1/2 Bath Gambrel Colonial nestled on 1.49 acres. NEW SEPTIC TANK Installed 2025! This 3,886 Sq Ft home offers a spacious layout including 2 Primary Bedrooms sharing an Ensuite Bath with SAUNA and Whirlpool Tub. WHEELCHAIR ACCESSIBLE design featuring an ELEVATOR/LIFT (Dumbwaiter) to reach all floors and also a LIFT from driveway to deck for easy access into the

  Mary Ann Bohonowicz Berkshire Hathaway NE Prop.

  68 Roode Rd, Plainfield, CT 06374
• 

  $360,000 Sold Jul 11, 2025

  • 1,387 Sq Ft
  • $260/SF
  • 12 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  15 S Pine St, Plainfield, CT 06374

  Welcome to this spacious and inviting 4-bedroom, 2-bathroom home located in a highly desirable neighborhood. Enjoy year-round comfort with central air, natural gas heating, and the convenience of city sewer. The home features a bright sunroom-perfect for relaxing or entertaining-as well as a balcony off the upstairs bedroom for your morning coffee or evening unwind. A one-car garage offers

  Ashley Walker Brunet and Company Real Estate

  15 S Pine St, Plainfield, CT 06374
• 

  Est $233,566 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  101 Colonial Rd, Plainfield, CT 06374

  101 Colonial Rd, Plainfield, CT 06374

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