Windham County, CT Homes

• 

  

  

  /5

  $225,000

  • Land
  • 3.86 Acres
  • $58,290 per Acre

  00 Mashamoquet Rd, Pomfret, CT 06259

  Approved, shovel ready Commercial Building Site. Engineering initial plans to accommodate a 5000SF building. Part of a 15.9 acre 3 Lot approved subdivision. This is Lot #3.02 It has 3.86 acres. Boarders the popular Airline State Park Trail in Back. It is directly on US Route 44. Just after the Commercial Property owned by Centerville Bank. Zoned Village Commercial. Ideal for Retail Centers &

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 579-6685

  00 Mashamoquet Rd, Pomfret, CT 06259
• 

  

  

  /6

  $1,400

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  148 Walnut St Unit 1, Windham, CT 06226

  Large 2bedroom. Covered back Porch. Tenant pays utilities. No laundry on site.

  148 Walnut St Unit 1, Windham, CT 06226
• 

  $45,000

  Sold Jun 23, 2025

  206 Boston Post Rd, Windham, CT 06256

  • Land
  • 17,859 Sq Ft
  • $109,756 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 12 Days On Market

  Last Listing Agent Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  206 Boston Post Rd, Windham, CT 06256
• 

  Est $901,630

  Not Listed For Sale

  145 Laurel Hill Dr, Woodstock Valley, CT 06282

  • 3 Beds
  • 2.5 Baths
  • 2,614 Sq Ft
  • Built 2011

  145 Laurel Hill Dr, Woodstock Valley, CT 06282

  Last Sold Summary

  • 2 Days On Market
• 

  

  

  /30

  $199,900

  Pending

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  235 S Windham Rd, Willimantic, CT 06226

  Bring your vision for this charming 2-bedroom, 1 bath Ranch in South Windham, set on an expansive 6.2-acre lot with plenty of room to enjoy privacy and outdoor space. Built in 1948 and offering 950+ sq ft of comfortable one-level living, this home features vinyl siding, a classic gable roof with asphalt shingles, and a simple, functional layout that is easy to maintain. A full unfinished basement

  

  Anthony D'Amore

  eXp Realty

  (860) 530-6511

  235 S Windham Rd, Willimantic, CT 06226
• 

  

  /23

  $2,600

  Total Monthly Price

  • 4 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  69 Lynwood Dr, Willimantic, CT 06226

  This property at 69 lynwood drive is located within a few minutes walk to ECSU and a 15 minute drive to UCONN Campus. It features 4 bedrooms and 1 bathroom within a total living space of 1,100 square feet. The living room offers ample space for relaxation and entertainment, while the bathroom includes a tub/shower combination. Each bedroom provides sufficient room for furniture and personal

  69 Lynwood Dr, Willimantic, CT 06226
• 

  $150,000

  Sold Jan 14, 2026

  Unlisted Address

  • 3 Beds
  • 1 Bath
  • 1,614 Sq Ft
  • Built 1835

  Last Sold Summary

  • 25% Below List Price
  • $93/SF
  • 10 Days On Market

  Current Estimated Value $167,806

  Last Listing Agent Jeanne Crum Home Selling Team

  Unlisted Address
• 

  Est $574,944

  Not Listed For Sale

  17 Mantup Rd, Putnam, CT 06260

  • 3 Beds
  • 2.5 Baths
  • 1,845 Sq Ft
  • Built 2018

  17 Mantup Rd, Putnam, CT 06260

  Last Sold Summary

  • 10 Days On Market
• 

  

  /39

  $435,000

  $14K PRICE DROP Under Contract

  • 4 Beds
  • 2 Baths
  • 2,760 Sq Ft

  102 Krapf Rd, Ashford, CT 06278

  Welcome to 102 Krapf Road in Ashford, CT. This custom post-and-beam residence features 250-year-old beams, cathedral ceilings, and skylights. It is located on over three acres of land and includes an above-ground pool, hot tub, gazebo, and a brick grill for outdoor entertaining. This property is conveniently located near I-84, Route 44, and a reasonable drive from the UConn Storrs campus. Some of

  

  Sharon Watson Stokland

  List N Show LLC

  (860) 792-3716

  102 Krapf Rd, Ashford, CT 06278
• 

  

  /4

  $1,800

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 750 Sq Ft
  • Condo for Rent

  128 Birch St Unit 2 floor, Windham, CT 06226

  Recently renovated 3 bedroom apartment. . Tenant pays utilities

  128 Birch St Unit 2 floor, Windham, CT 06226
• 

  $137,500

  Sold Jul 09, 2025

  1100 Plainfield Pike, Sterling, CT 06377

  • 3 Beds
  • 1 Bath
  • 1,920 Sq Ft
  • Built 1750

  Last Sold Summary

  • 31% Below List Price
  • $72/SF
  • 7 Days On Market

  Current Estimated Value $375,981

  Last Listing Agent Paul Stone Kazantzis Real Estate, LLC

  1100 Plainfield Pike, Sterling, CT 06377
• 

  Est $396,230

  Not Listed For Sale

  39-43 Main St, Plainfield, CT 06374

  • 5 Beds
  • 3 Baths
  • 2,864 Sq Ft
  • Built 1910

  39-43 Main St, Plainfield, CT 06374

  Last Sold Summary

  • 11 Days On Market
• 

  

  /40

  $319,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,510 Sq Ft

  58 Viens St, Putnam, CT 06260

  Welcome to 58 Viens Street in Putnam, offering a fantastic opportunity to build equity and make it your own. This home features a flexible layout with two generously sized bedrooms upstairs and a first-floor primary bedroom, providing convenient living options for a variety of needs. Inside, you'll find hardwood floors throughout much of the home and a kitchen layout that includes a center island

  

  Kostas Travisano

  Sailpoint Property Group

  (860) 792-3907

  58 Viens St, Putnam, CT 06260
• 

  

  /13

  $5,400

  Total Monthly Price

  • 6 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • House for Rent

  147 Spring St, Willimantic, CT 06226

  STUDENTS ARE WELCOME!!!! - Perfect For A Group Of 6

  147 Spring St, Willimantic, CT 06226
• 

  $385,000

  Sold Oct 02, 2025

  24 Blumenthal Dr, Dayville, CT 06241

  • 3 Beds
  • 1.5 Baths
  • 1,248 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Below List Price
  • $308/SF
  • 8 Days On Market

  Current Estimated Value $388,317

  Last Listing Agent Kara Mazzola First Choice Realty

  24 Blumenthal Dr, Dayville, CT 06241
• 

  Est $558,834

  Not Listed For Sale

  298 Cranberry Bog Rd, Danielson, CT 06239

  • 3 Beds
  • 2.5 Baths
  • 1,690 Sq Ft
  • Built 2022

  298 Cranberry Bog Rd, Danielson, CT 06239

  Last Sold Summary

  • 5 Days On Market
• 

  

  /40

  $529,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,693 Sq Ft

  74 Taft Pond Rd, Pomfret Center, CT 06259

  Beautiful, peaceful setting in the heart of Pomfret's countryside. This charming Cape offers convenient one-level living with potential to expand into the second floor for additional space. The warm and inviting living room features hardwood floors, a wood stove, and a mini-split system for efficient heating and cooling, with sliders leading to an enclosed heated 4 season porch filled with

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 838-4635

  74 Taft Pond Rd, Pomfret Center, CT 06259
• 

  

  /7

  $2,000

  Total Monthly Price

  • 4 Beds
  • 1.5 Baths
  • 1,300 Sq Ft
  • Condo for Rent

  185 Jackson St Unit 2, Windham, CT 06226

  Newly renovated. Large 4bedroom. High efficiency gas heating. Laundry on-site. Tenant pays utilities.

  185 Jackson St Unit 2, Windham, CT 06226
• 

  $154,000

  Sold Jul 18, 2025

  1 Circle Dr, North Windham, CT 06256

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $107/SF
  • 252 Days On Market

  Last Listing Agent Ryan Smithwick eRealty Advisors, Inc.

  1 Circle Dr, North Windham, CT 06256
• 

  Est $4,221,239

  Not Listed For Sale

  520 Bailey Hill Rd, Dayville, CT 06241

  • Built 2013

  520 Bailey Hill Rd, Dayville, CT 06241

  Last Sold Summary

  • 3,558 Days On Market
• 

  

  /39

  $330,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 960 Sq Ft

  894 Route 169, Woodstock, CT 06281

  best/final offers by Monday 5/25 @ 6:00. Located along scenic Route 169 in beautiful Woodstock, this charming country ranch offers the perfect blend of character and comfort on a picturesque 1-acre lot. Inside, you'll find warm wide board soft pine floors, charming built-ins, and an inviting layout filled with rustic New England charm. The home features 2 bedrooms, the primary is large enough for

  

  Valerie MacNeil

  Kazantzis Real Estate, LLC

  (860) 329-8088

  894 Route 169, Woodstock, CT 06281
• 

  

  /6

  $1,800

  Total Monthly Price

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  249 Church St Unit 3, Windham, CT 06226

  Newly renovated apartment very close to ECSU 3 bedroom off street parking

  249 Church St Unit 3, Windham, CT 06226
• 

  $400,000

  Sold Sep 24, 2025

  614 Hartford Rd, Brooklyn, CT 06234

  • 3 Beds
  • 2 Baths
  • 1,131 Sq Ft
  • Built 1929

  Last Sold Summary

  • $354/SF
  • 26 Days On Market

  Current Estimated Value $399,069

  Last Listing Agent Gina Wentworth Lebanon Green Real Estate

  614 Hartford Rd, Brooklyn, CT 06234
• 

  Est $319,903

  Not Listed For Sale

  34 Schoonman Ave, Danielson, CT 06239

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1999

  34 Schoonman Ave, Danielson, CT 06239

  Last Sold Summary

  • 7 Days On Market
• 

  

  /40

  $550,000

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  30 Grant Hill Rd, Brooklyn, CT 06234

  Custom passive solar Contemporary set on 5+ private acres surrounded by natural beauty and peaceful scenery. A 5-year-young sunroom with tile flooring offers flexible space for relaxing, gardening, or enjoying year-round views of the landscape. Step outside to the spacious deck, ideal for outdoor dining or quiet mornings overlooking the tranquil setting. The inviting living room features a newer

  

  Mary Collins

  Berkshire Hathaway NE Prop.

  (860) 962-7365

  30 Grant Hill Rd, Brooklyn, CT 06234
• 

  

  /16

  $1,800 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,134 Sq Ft
  • Townhouse for Rent

  5 Front St, Brooklyn, CT 06234

  Located on a quiet, tree-lined street, this bright apartment features 1.5 baths, an in-unit washer/dryer, central air, and a dishwasher. Enjoy a spacious storage closet, included high-speed internet, and convenient off-street parking. First and Security, minimum one year lease. Each tenant of the age of 18 must complete a rental application.

  Kevin Brignole Spaulding Realty Group, LLC

  5 Front St, Brooklyn, CT 06234
• 

  $400,000

  Sold May 28, 2026

  110 South St, Brooklyn, CT 06234

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft
  • Built 1960

  Last Sold Summary

  • $350/SF
  • 6 Days On Market

  Current Estimated Value $366,872

  Last Listing Agent Mark Benard Brunet and Company Real Estate

  110 South St, Brooklyn, CT 06234
• 

  Est $338,657

  Not Listed For Sale

  85-87 Community Ave, Plainfield, CT 06374

  • 6 Beds
  • 2 Baths
  • 2,673 Sq Ft
  • Built 1916

  85-87 Community Ave, Plainfield, CT 06374

  Last Sold Summary

  • 50 Days On Market
• 

  

  /38

  $419,900

  Pending

  • 7 Beds
  • 3 Baths
  • 2,688 Sq Ft

  16-20 Lake St, Moosup, CT 06354

  This well-maintained three-family home offers a strong opportunity for both investors and owner-occupants alike. Situated in a quiet setting with convenient access to local amenities, major routes, and just a short drive to Moosup Pond, the location provides both comfort and accessibility. Each unit is generously sized, featuring a three-bedroom, one-bath layout on the first floor and two

  

  Nathan Cholewa

  Kazantzis Real Estate, LLC

  (860) 507-4945

  16-20 Lake St, Moosup, CT 06354
• 

  

  /15

  $2,250

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • Condo for Rent

  175 School St Unit 1, Putnam, CT 06260

  Finding a 4 bedroom apartment for rent in Putnam, CT can be difficult, especially if you need enough space, updated features, and a property that is properly managed. Unit 1 at 175 School St helps make that search easier.This 4-bedroom, 2-bathroom apartment offers more room for larger households, shared living, or anyone needing extra space for work or storage. The unit is updated and

  175 School St Unit 1, Putnam, CT 06260
• 

  $225,000

  Sold Nov 11, 2025

  366 Ash St Unit 2, Willimantic, CT 06226

  • 2 Beds
  • 1.5 Baths
  • 1,210 Sq Ft
  • Built 1988

  Last Sold Summary

  • $186/SF
  • 57 Days On Market

  Current Estimated Value $221,031

  Last Listing Agent Deb Chabot RE/MAX One

  366 Ash St Unit 2, Willimantic, CT 06226
• 

  Est $459,231

  Not Listed For Sale

  51 Tayler Trail, Woodstock Valley, CT 06282

  • 3 Beds
  • 2.5 Baths
  • 1,950 Sq Ft
  • Built 2016

  51 Tayler Trail, Woodstock Valley, CT 06282

  Last Sold Summary

  • 4 Days On Market
• 

  

  /25

  $250,000

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

  264 South St, Willimantic, CT 06226

  This charming 3 bed, 2 bath ranch offers a perfect blend of comfort and convenience. Home features newer siding, newer windows, updated electrical and updated plumbing. Energy conscious buyers will appreciate the solar panels, helping to offset the utility costs and improve efficiency. Outside, the beautifully landscaped property offers many perennial flowers and plantings. The backyard has 2

  

  Christine Costa

  Kazantzis Real Estate, LLC

  (860) 329-4021

  264 South St, Willimantic, CT 06226
• 

  

  /6

  $1,600 Per Month

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft
  • House for Rent

  204 Main St, Sterling, CT 06377

  This is a Small 2 bed on the upper level of a Cape Cod! 2 good size bedrooms, and Kitchen/Living room combo w/ open shelving for dishes! Close to RI & about 15 min. from I-395.

  Lori Berry The Neighborhood Realty Group

  204 Main St, Sterling, CT 06377
• 

  $470,000

  Sold Mar 23, 2026

  97 Bass Rd, Windham, CT 06280

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft
  • Built 1991

  Last Sold Summary

  • 5% Above List Price
  • $191/SF
  • 39 Days On Market

  Current Estimated Value $463,792

  Last Listing Agent Lindsey Niarhakos RE/MAX One

  97 Bass Rd, Windham, CT 06280
• 

  Est $338,001

  Not Listed For Sale

  131 Lovers Ln, Windham, CT 06280

  131 Lovers Ln, Windham, CT 06280

  Last Sold Summary

  • 281 Days On Market
• 

  

  /40

  $440,000

  Open Sun 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 1,728 Sq Ft

  608 English Neighborhood Rd, Woodstock, CT 06281

  Welcome to this spacious Colonial set on a peaceful 1.21-acre lot in the heart of Woodstock's scenic countryside. Offering 4 bedrooms, 3 bathrooms, and over 1,700 square feet of living space, this home is move in ready with all new interior paint. Built in 1987, the property features generous living areas, a primary en-suite, an attached garage, fireplace, and the charm of rural New England

  

  Corey Turer

  Real Broker CT, LLC

  (860) 467-8621

  608 English Neighborhood Rd, Woodstock, CT 06281
• 

  

  /6

  $1,450

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Condo for Rent

  49 Brook St Unit 3, Windham, CT 06226

  49 Brook St Unit 3, Windham, CT 06226
• 

  $524,000

  Sold Oct 20, 2025

  36 Dunleavy Dr, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 2,036 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Below List Price
  • $257/SF
  • 62 Days On Market

  Current Estimated Value $523,435

  Last Listing Agent Diane White Berkshire Hathaway NE Prop.

  36 Dunleavy Dr, Woodstock, CT 06281
• 

  Not Listed For Sale

  221 Mansfield Rd, Ashford, CT 06278

  221 Mansfield Rd, Ashford, CT 06278

  Last Sold Summary

  • 11 Days On Market

Showing Results 81 - 120, Page 3 of 18