Windham County Properties for Sale

    39 found
    Purchase this approximate 14.
    0 A Providence
    Brooklyn, Connecticut
    Brooklyn
    Connecticut
    $5,400,000
    A rare and refined country estate offering privacy, luxury, and elegance on …
    282 & 260 Searles
    Pomfret
    Connecticut
    $2,950,000
    4 bed
    5 bath
    Exceptional opportunity to own a private country estate featuring a well maintained …
    46 Cemetery
    Canterbury
    Connecticut
    $1,200,000
    3 bed
    2 bath
    This established quarry offers a prime opportunity to acquire a profitable and …
    94 Hubbard Hill
    Killingly
    Connecticut
    $1,975,000
    216 acre tract of absolutely gorgeous woodland with some fields, small stream, …
    333 Breakneck Hill
    Killingly
    Connecticut
    $2,195,000
    Discover the possibilities on this exceptional 100 acre parcel on Quarry Road …
    259 Quarry
    Woodstock
    Connecticut
    $595,000
    Welcome home to this well maintained, one owner Cape offering 3 bedrooms, …
    21 Bailey Hill
    Killingly
    Connecticut
    $559,900
    3 bed
    2 bath
    Tucked away on a private 3.
    121 Kozey
    Eastford
    Connecticut
    $512,500
    3 bed
    2 bath
    Reimagined in the early 1900s and surrounded by natural beauty, this extraordinary …
    357 Wrights Crossing
    Pomfret
    Connecticut
    $2,100,000
    5 bed
    6 bath
    Discover the beauty and character of this stunning 43.
    North Canterbury
    Canterbury
    Connecticut
    $550,000
    Hidden Acres is a rare opportunity to own 70 secluded acres where …
    254 Beaver Hill
    Windham
    Connecticut
    $999,000
    3 bed
    2 bath
    Tucked away on 26. 6 peaceful acres right on the Massachusetts border, …
    1555 Riverside
    Thompson
    Connecticut
    $874,900
    4 bed
    4 bath
    Turnkey development opportunity !
    133 Sachem
    Plainfield
    Connecticut
    $1,800,000
    Enter the long tree lined paved driveway to a Pristine Colonial on …
    10 Heritage
    Putnam
    Connecticut
    $849,900
    3 bed
    3 bath
    Stunning new construction Colonial set on over 2 private acres in a …
    769 Brook
    Hampton
    Connecticut
    $699,900
    3 bed
    3 bath
    Beautiful new construction Colonial offering over 2, 500 sq ft of thoughtfully …
    771 Brook
    Hampton
    Connecticut
    $699,900
    3 bed
    3 bath
    Welcome to this stunning 2022 built Colonial set on 2.
    23 Senexet
    Woodstock
    Connecticut
    $689,900
    3 bed
    3 bath
    4 UNITS PLUS A 3 FAMILY ALL ON ONE PROPERTY, PLENTY OF …
    129 Woodstock
    Putnam
    Connecticut
    $849,900
    14 bed
    7 bath
    TO BE CONSTRUCTED Starting at 799, 900 Welcome to Eastwood Estates, where …
    36 Olde Meadow
    Woodstock
    Connecticut
    $799,900
    4 bed
    3 bath
    Here's your chance to own you personal private oasis !
    234 Pole Bridge
    Woodstock
    Connecticut
    $749,900
    4 bed
    2 bath
    Exceptional Currier and Ives type setting in peaceful Ashford CT.
    483 North
    Ashford
    Connecticut
    $599,900
    3 bed
    2 bath
    Beautifully maintained one owner Colonial built in 2020 and set on a …
    2 Legacy
    Sterling
    Connecticut
    $589,900
    3 bed
    3 bath
    Beautifully maintained and built to last, this spacious 4 bedroom, 3.
    1 Maple
    Thompson
    Connecticut
    $644,000
    4 bed
    4 bath
    Well maintained 3 bedroom, 1.
    203 Willimantic
    Chaplin
    Connecticut
    $595,000
    3 bed
    2 bath
    Development Opportunity !
    115 Groveland
    Putnam
    Connecticut
    $699,900
    4 bed
    4 bath
    To be built similar. Quality built and energy efficient, this 3 bedroom, …
    21 Westview
    Ashford
    Connecticut
    $524,900
    3 bed
    3 bath
    Strategically located just off I395 Exit 47.
    117 Providence
    Putnam
    Connecticut
    $1,350,000
    64 acres on Route 14, the largest parcel available in Willimantic with …
    253 Brick Top
    Windham
    Connecticut
    $799,900
    Perched above the shoreline of private Witches Woods Lake, this fully furnished …
    60 Indian Spring
    Woodstock
    Connecticut
    $699,000
    2 bed
    2 bath
    This stunning 1775 Colonial home, set on 153 picturesque acres in scenic …
    227 Pudding Hill
    Scotland
    Connecticut
    $1,150,000
    4 bed
    3 bath
    Set back on 1. 40 ACRES this 2026 Raised ranch is COMPLETED …
    99 Reilly
    Hampton
    Connecticut
    $500,000
    4 bed
    3 bath
    135 Mashentuck Rd. is included in sale.
    175 Mashentuck
    Killingly
    Connecticut
    $800,000
    City Water, Septic, and Gas Located across the street from Walmart Supercenter …
    405 Providence
    Brooklyn, Connecticut
    Brooklyn
    Connecticut
    $799,500
    41 lot approved sub division detached single family units.
    38-82 Ballouville
    Killingly
    Connecticut
    $750,000
    51 fully approved 55 housing units to be built in Phases III …
    61 Deerwood
    Killingly
    Connecticut
    $699,000
    Discover endless possibilities at this unique 24 acre property, formerly known as …
    54 Seckar
    Ashford
    Connecticut
    $875,000
    Welcome to Brooklyn's newest subdivision !
    Lot 8-5 Old Tatnic Hill
    Brooklyn, Connecticut
    Brooklyn
    Connecticut
    $599,000
    3 bed
    3 bath
    Year Round Lakefront Retreat on Desirable Alexander's Lake Built in 1997, this …
    138 South Shore
    Killingly
    Connecticut
    $590,000
    2 bed
    2 bath
    History lovers take notice !
    160 Halls Hill
    Killingly
    Connecticut
    $549,900
    3 bed
    2 bath
    39 found

    Our Offices

    Greenwich, CT

    Nest Seekers International at The J House Greenwich, 1114 E Putnam Ave, Riverside, CT 06878

    Eddie Feltes Shapiro

    Founder, CEO

    greenwich@nestseekers.com

    Phone (203) 204-9555

    Search results may include listings from the following third parties
    SmartMLS

    The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed.

    Information Copyright 2026, Smart MLS, LLC.