Windham, CT Homes in ZIP Code 06281

• 

  $450,000 Sold Jun 30, 2025

  • 2,328 Sq Ft
  • $193/SF
  • 51 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  75 County Rd, Eastford, CT 06242

  Welcome home to this beautifully maintained 3-bedroom, 2.5-bath Farm House, Colonial, built in 2004, offering 1,664 square feet of living space with a bonus 664 square feet of finished basement. Nestled on a large, level lot, this home features a fenced-in backyard, a spacious deck, and a classic covered farmers porch. Inside, you'll love the open-concept layout featuring hardwood floors, a

  Lauren Heidelberger Berkshire Hathaway NE Prop.

  75 County Rd, Eastford, CT 06242
• 

  Est $350,630 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,118 Sq Ft

  94 Little Pond Rd, Woodstock, CT 06281

  94 Little Pond Rd, Woodstock, CT 06281
• 

  

  

  /40

  $799,000 Pending

  • 3 Beds
  • 4 Baths
  • 2,323 Sq Ft

  223 Barlow Cemetery Rd, Woodstock, CT 06281

  Discover modern luxury living in this stunning 2011-built Colonial. Perfectly situated on a picturesque waterfront lot with privately owned pond frontage, this thoughtfully designed home offers a lifestyle of elegance and comfort. The home offers 3 bedrooms, two full baths, and two half baths. You will love the classic oak flooring, crown molding, and light-filled living spaces. The finished

  John Downs Berkshire Hathaway NE Prop.

  223 Barlow Cemetery Rd, Woodstock, CT 06281
• 

  $500,000 Sold Jun 27, 2025

  • 1,697 Sq Ft
  • $295/SF
  • 35 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1977

  55 Indian Spring Rd, Woodstock, CT 06281

  Don't miss this opportunity to secure your own lake property for the summer of 2025! Long ago 3 lots were combined to create this oversized 0.90 acre property across from Witches Woods Lake located in Woodstock Valley of northeast CT. A spectacular property for someone looking to have both lake access and enough outdoor space for gardening, pets, entertaining & backyard games. The other unique

  Lindsey L. Niarhakos RE/MAX One

  55 Indian Spring Rd, Woodstock, CT 06281
• 

  Est $703,027 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,124 Sq Ft

  50 Lake View Dr, Woodstock, CT 06281

  50 Lake View Dr, Woodstock, CT 06281
• 

  

  /40

  $998,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,797 Sq Ft

  40 Shields Rd, Woodstock, CT 06281

  Welcome to 40 Shields Road, an exquisite reproduction nestled in the heart of desirable Woodstock, Connecticut. This stunning property seamlessly blends timeless craftsmanship with modern efficiency, offering perfect one-floor living. The home features wide pine floors throughout, custom hand-crafted built-ins, and a beautiful cherry and soapstone Brunarhans kitchen with high-end appliances.

  John Downs Berkshire Hathaway NE Prop.

  40 Shields Rd, Woodstock, CT 06281
• 

  $400,000 Sold Jun 20, 2025

  • 1,452 Sq Ft
  • $275/SF
  • 2 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1981

  53 Andrews Rd, Woodstock, CT 06281

  Set on nearly 3 peaceful acres in Woodstock, this 4-bedroom Cape offers a flexible layout with three bedrooms on the main level, including the primary, plus a spacious loft-style 4th bedroom upstairs. The home features many recent updates: Pergo flooring in the kitchen and full bath (2022), new dishwasher (2025), water heater (2022), furnace (2019), and a repointed chimney (2021) with liner

  Kristen Kaskela Berkshire Hathaway NE Prop.

  53 Andrews Rd, Woodstock, CT 06281
• 

  Est $417,689 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  32 Beech St, Woodstock, CT 06281

  32 Beech St, Woodstock, CT 06281
• 

  

  /36

  $638,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,880 Sq Ft

  18 Jeans Ct, Woodstock, CT 06281

  Fox Run Estates is a cul-de-sac neighborhood established in 2005. There are restrictive covenants, but no HOA fee. Jeans Court is a town maintained road. This Colonial, The Elmwood, is 2880sqft of living space. The main level has hardwood flooring throughout (except the bathroom). Open kitchen has an island that will seat 4, granite counters, and sliders to the newly expanded deck. The kitchen

  Lynn Converse RE/MAX Bell Park Realty

  18 Jeans Ct, Woodstock, CT 06281
• 

  $28,500 Sold Jun 17, 2025

  • 920 Sq Ft
  • $31/SF
  • 49 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1990

  25 Connecticut 197, Woodstock, CT 06281

  Located in the sought-after Meadowside community, this spacious lot offers the perfect seasonal escape. The property features a newer 12x27 loft-style structure with ample room to accommodate multiple beds, same sized spacious living room area, plus a covered 12x28 area ideal for relaxing or entertaining. Also included is a well-maintained 10x26 1981 camper offering a king-size sleeping area,

  Melanie Taylor Berkshire Hathaway NE Prop.

  25 Connecticut 197, Woodstock, CT 06281
• 

  Est $443,401 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,482 Sq Ft

  23 Walnut Rd, Woodstock, CT 06281

  23 Walnut Rd, Woodstock, CT 06281
• 

  

  /7

  $699,999 Pending

  • 4 Beds
  • 3 Baths
  • 3,168 Sq Ft

  1991 Connecticut 198, Woodstock, CT 06281

  Are you tired of high energy bills and a drafty home? Welcome to this rare opportunity to live in a modern farmhouse built with ICF (Insulated concrete forms). This simple, open-concept farmhouse is situated on 3.41 acres and features a fully finished walk-out basement with 9-foot ceilings. We've maximized your investment by offering the most conditioned space possible, whether for a large family

  Steven Koleno Beycome of Connecticut

  1991 Connecticut 198, Woodstock, CT 06281
• 

  $530,000 Sold Jun 13, 2025

  • 1,826 Sq Ft
  • $290/SF
  • 33 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1840

  577 Route 197, Woodstock, CT 06281

  Welcome to this lovingly maintained 1840s farmhouse. Enjoy the large living room with skylights and plenty of windows to bring in the natural light, as well as a wood burning stove to keep you cozy on cold winter nights. Master bedroom and large ensuite can be found on the first floor, along with a cozy bright kitchen, dining room and office/den. Make your way upstairs to an updated bathroom and

  Jacqueline Kapusta Navick Properties LLC

  577 Route 197, Woodstock, CT 06281
• 

  Est $455,038 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  35 Valley View Rd, Woodstock Valley, CT 06282

  35 Valley View Rd, Woodstock Valley, CT 06282
• 

  

  /40

  $475,000

  • 2 Beds
  • 1.5 Baths
  • 1,734 Sq Ft

  62 Crooked Trail, Woodstock, CT 06281

  Stunning Renovation in Sought-After Lake Community! Located in the highly desirable Witches Woods Lake District with gorgeous lake views, this fully renovated and move-in-ready home offers beach access and exceptional upgrades throughout. The newly designed kitchen is the heart of the home, featuring stone tile flooring, all new stainless appliances, a gas stove, and a massive island with quartz

  Lorena Childress HomeSmart Professionals Real Estate

  62 Crooked Trail, Woodstock, CT 06281
• 

  $330,000 Sold Jun 12, 2025

  • 1,300 Sq Ft
  • $254/SF
  • 39 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  27 Meehan Rd, Woodstock, CT 06281

  Situated on 3 scenic acres, this classic ranch-style home offers timeless charm and abundant potential. Being sold as-is, this property presents an excellent opportunity for buyers looking to invest in a solid home with room for customization.The residence features original hardwood floors throughout, while a cozy fireplace creates a welcoming gathering space during cooler months. A spacious

  Jamie Meadows William Raveis Real Estate

  27 Meehan Rd, Woodstock, CT 06281
• 

  Est $389,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,516 Sq Ft

  30 Windswept Dr, Woodstock, CT 06281

  30 Windswept Dr, Woodstock, CT 06281
• 

  

  /15

  $299,999

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  566 Route 197, Woodstock, CT 06281

  Welcome to this charming home! This recently renovated home is move in ready! Sitting on a small, but usable, 0.2 acre fenced-in lot, this 3 bedroom, 1.5 bathroom home is ready for immediate occupancy. The home is approximately 1,400 sq. ft. with spacious rooms & bedrooms. On the first floor, you'll find kitchen has been tastefully updated with updated cabinets, countertops, backsplash &

  Skyla Gagnon RE/MAX Bell Park Realty

  566 Route 197, Woodstock, CT 06281
• 

  $49,900 Sold Jun 12, 2025

  • Land
  • 3.60 Acres
  • $13,861 per Acre

  • 305 Days On Market

  XOXO Connecticut 169, Woodstock, CT 06281

  Approved oversized 3.6 acre subdivision lot features privacy & room to roam! For space & protection, this land boasts 396' of road frontage (36' longer than the length of a football field including both end zones)! Horses & ATVs OK. Road frontage boundaries are flagged with ribbons, bordering homes 1310 RT 169, the neighbor to the south, at the corner of stonewall, which further runs west as this

  Dennis Duga Northeast Realty

  XOXO Connecticut 169, Woodstock, CT 06281
• 

  Est $429,679 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,522 Sq Ft

  107 Barber Rd, Woodstock, CT 06281

  107 Barber Rd, Woodstock, CT 06281
• 

  

  /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
• 

  $445,000 Sold Jun 10, 2025

  • 1,708 Sq Ft
  • $261/SF
  • 92 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  1015 Route 198, Woodstock, CT 06281

  Spring is coming and this charming cape is ready to be your new home. Meticulously done with so many new features. Large living room with fireplace, or woodstove and gleaming hardwood floors through out! Screened in porch just waiting for you to enjoy your morning coffee. Updated bathrooms, kitchen, newer appliances...every inch has been painted and made ready for its new owner. New Septic,

  Amy Vinal Pine Knoll Real Estate

  1015 Route 198, Woodstock, CT 06281
• 

  Est $387,973 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,310 Sq Ft

  31 Rawson Rd, Woodstock, CT 06281

  31 Rawson Rd, Woodstock, CT 06281
• 

  

  /34

  $525,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,362 Sq Ft

  359 Barlow Cemetery Rd, Woodstock, CT 06281

  Welcome to 359 Barlow Cemetery Rd - a truly one-of-a-kind property set on 3.2 scenic acres that lead to the peaceful waters of Bungee Brook. This spacious home offers a versatile layout, featuring a large primary bedroom suite, two additional bedrooms, and a generous supplemental room on the upper level-perfect for a home office, gym, or guest space. The fully finished basement is an

  Adam Gumula Kazantzis Real Estate, LLC

  359 Barlow Cemetery Rd, Woodstock, CT 06281
• 

  $280,000 Sold Jun 09, 2025

  • 1,098 Sq Ft
  • $255/SF
  • 48 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1985

  26 Woodstock Meadows, Woodstock, CT 06281

  Welcome home. This Woodstock condo is ready to go. New kitchen, updated bathrooms all new interior doors....fresh and clean. Fireplace in the living room, hardwood floors on the first floor. 2 bedrooms and 1.5 bathrooms. Full basement. Private back deck and a 1 car detached garage. Come relax and enjoy.

  Mark Benard Brunet and Company Real Estate

  26 Woodstock Meadows, Woodstock, CT 06281
• 

  Est $461,302 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,866 Sq Ft

  16 Old Sawmill Rd, Woodstock, CT 06281

  16 Old Sawmill Rd, Woodstock, CT 06281
• 

  

  /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
• 

  $305,000 Sold Jun 04, 2025

  • 2,086 Sq Ft
  • $146/SF
  • 153 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2003

  1796 Route 197 Unit A, Woodstock, CT 06281

  Back on market & price reduced below appraised value! Most affordable living in Woodstock, CT! The unit is in fantastic condition and at less than $150 a sf, offers more value than an any detached home. Discover the perfect blend of comfort and nature in this 3 bed/2.5 bath half duplex home. Featuring gleaming hardwood floors throughout the first floor, a cozy wood burning fireplace, & large

  Valerie MacNeil Kazantzis Real Estate, LLC

  1796 Route 197 Unit A, Woodstock, CT 06281
• 

  Est $329,642 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,018 Sq Ft

  46 Senexet Rd Unit 2, Putnam, CT 06260

  46 Senexet Rd Unit 2, Putnam, CT 06260
• 

  

  /39

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 2,340 Sq Ft

  1669 Route 169, Woodstock, CT 06281

  Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

  Ryan De Lello William Pitt Sotheby's Internatiomal Realty

  1669 Route 169, Woodstock, CT 06281
• 

  $615,000 Sold Jun 02, 2025

  • 2,092 Sq Ft
  • $294/SF
  • 7 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  41 Senexet Village Rd, Woodstock, CT 06281

  Meticulously maintained and move-in ready, this charming ranch-style home is nestled in a highly desirable neighborhood offering both comfort and convenience. The property features an attached garage for everyday ease, as well as a spacious detached garage complete with a separate workshop-perfect for hobbies, storage, or additional workspace. Inside, you'll find a warm and inviting layout ideal

  Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

  41 Senexet Village Rd, Woodstock, CT 06281
• 

  Est $412,664 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,682 Sq Ft

  23 Woodland Dr, Woodstock, CT 06281

  23 Woodland Dr, Woodstock, CT 06281
• 

  

  /13

  $210,000

  • 1 Bed
  • 1 Bath
  • 780 Sq Ft

  1 Cornfield Point, Woodstock, CT 06281

  Welcome to the coveted living of Cornfield point. Few condos are available in this lovely complex located close to Roseland Park and the golf course. This spacious unit has large living room with vaulted ceilings and sliders that open to a patio and lovely back yard. Small Kitchen and dining area. One big bedroom and full bath. Dry basement could easily be finished for a family area. Needs

  Amy Vinal Pine Knoll Real Estate

  1 Cornfield Point, Woodstock, CT 06281
• 

  $670,000 Sold May 30, 2025

  • 2,970 Sq Ft
  • $226/SF
  • 33 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1990

  234 Route 197, Woodstock, CT 06281

  Set on a peaceful and private nearly 3-acre lot, this custom-built home is absolutely stunning-with a truly remarkable story. Thoughtfully designed and built by Richard "Butch" Johnson-five-time Olympian and member of the U.S. archery teams that brought home gold-this property is a testament to high-end craftsmanship and care. Beautiful hardwood floors and cathedral ceilings flow throughout,

  Trisha White Rosehaven Real Estate, LLC

  234 Route 197, Woodstock, CT 06281
• 

  Est $1,024,993 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,590 Sq Ft

  39 Town Farm Rd, Woodstock, CT 06281

  39 Town Farm Rd, Woodstock, CT 06281
• 

  

  /30

  $64,900

  • 2 Beds
  • 1 Bath
  • 450 Sq Ft

  91 Meadowside Rd, Woodstock, CT 06281

  Welcome to Beautiful Meadowside of Woodstock Campground, your home away from home! This is a rare opportunity to own your very own campsite along with the 1991 Mallard 38' x 140" x 12' Model with a Custom built sunroom attached located in the back of the campground. Enjoy the peace and serenity of nature. The camper is made up of 2 full/queen beds, the full bathroom is spacious with a tub, toilet

  Kerri Mullen CR Premier Properties

  91 Meadowside Rd, Woodstock, CT 06281
• 

  $88,000 Sold May 29, 2025

  • Land
  • 2.37 Acres
  • $37,131 per Acre

  • 56 Days On Market

  00 Child Rd, Woodstock, CT 06281

  Build your dream house on this beautiful, treed lot, sloped to Chamberlin Pond. Direct, waterfront access to pond, which is a non-motorized body of water. Some light grading work required to create a level building lot overlooking a natural and remote lake.

  Gary Pruitt Century 21 Classic Homes

  00 Child Rd, Woodstock, CT 06281
• 

  Est $437,671 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,617 Sq Ft

  109 Tripp Rd, Woodstock, CT 06281

  109 Tripp Rd, Woodstock, CT 06281
• 

  

  /37

  $559,000

  • 4 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  101 Child Hill Rd, Woodstock, CT 06281

  Welcome to this beautiful & idyllic colonial, sitting off of Woodstock Hill! The views are outstanding! This home is known as the " White House" by the locals and in walking distance to the Academy!Drive up the long paved driveway and walk up the stairs to an expansive NEW TREX decking overlooking the countryside. Step inside the remodeled kitchen where you have an inset window seat, with higher

  Skyla Gagnon RE/MAX Bell Park Realty

  101 Child Hill Rd, Woodstock, CT 06281
• 

  $650,000 Sold May 27, 2025

  • 2,952 Sq Ft
  • $220/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1996

  26 Center Rd, Woodstock, CT 06281

  Oversized Colonial home with recent central air installation, freshly painted and gleaming hardwood floors is move in ready. This home offers all hobbyists the best space and storage. There is 3 car massive garage with an additional walk-up attic storage space as well as an additional garage bay for all the yard equipment. The home offers plenty of privacy with it's 3.5 acre wooded lot. The

  Conrad Allen RE/MAX Professional Associates

  26 Center Rd, Woodstock, CT 06281

Showing Results 41 - 80, Page 2 of 18