583

Windham, CT Homes

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  • 285 E Quasset Rd, Woodstock, CT 06281
    285 E Quasset Rd, Woodstock, CT 06281
    285 E Quasset Rd, Woodstock, CT 06281
    /18

    $450,000

    • 4 Beds
    • 1 Bath
    • 1,144 Sq Ft

    285 E Quasset Rd, Woodstock, CT 06281

    Discover the charm of lakeside living on peaceful Quasset Lake in Woodstock, CT. This cozy 4-bedroom, 1-bathroom cottage offers the perfect blend of comfort and country serenity. Set on a 0.84-acre lot with apx. 150 feet of private shoreline, it's an ideal retreat for boating, fishing, or simply enjoying peaceful waterfront views. The finished walk-out lower level extends the living space, making

    Jason Saphire www.HomeZu.com

    285 E Quasset Rd, Woodstock, CT 06281
  • 37 Underwood Rd, Woodstock, CT 06281

    $400,000 Sold Aug 15, 2025

    • 2,080 Sq Ft
    • $192/SF
    • 3 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1985

    37 Underwood Rd, Woodstock, CT 06281

    Discover the charm and comfort of this beautiful 3 bedroom, one-bathroom home which was completely renovated in 2019! The renovation included a new furnace, hot water heater, electrical panel w/ generator hookup, roof and appliances! The remodel provides you a beautifully updated home with a cozy ambiance perfect in size for a small family or anyone downsizing. You will love the covered

    Belinda Culp Berkshire Hathaway NE Prop.

    37 Underwood Rd, Woodstock, CT 06281
  • 76 Mill Brook Ln, Woodstock, CT 06281
    76 Mill Brook Ln, Woodstock, CT 06281
    76 Mill Brook Ln, 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
  • 324 Connecticut 169, Woodstock, CT 06281

    $430,000 Sold Jul 28, 2025

    • 1,919 Sq Ft
    • $224/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1830

    324 Connecticut 169, Woodstock, CT 06281

    Charming Antique Cape in Desirable South Woodstock Step into timeless charm with this beautifully updated 1,919 sq ft antique Cape nestled in the heart of sought-after South Woodstock. This 3-bedroom - 1 on the first floor, 2 full bath home offers a perfect blend of historic character and modern convenience. Inside, you'll find two cozy fireplaces with wood stove inserts, a thoughtfully remodeled

    Diane White CR Premier Properties

    324 Connecticut 169, Woodstock, CT 06281
  • 39 Grey Fox Landing, Woodstock, CT 06281
    39 Grey Fox Landing, Woodstock, CT 06281
    39 Grey Fox Landing, Woodstock, CT 06281
    /40

    $659,999

    • 3 Beds
    • 3.5 Baths
    • 3,078 Sq Ft

    39 Grey Fox Landing, Woodstock, CT 06281

    This meticulously cared-for Colonial is nestled in a desirable neighborhood and offers the perfect blend of comfort and versatility. The spacious room above the garage has been beautifully finished, making it ideal for an in-law suite, guest space, or bonus room. The kitchen features granite countertops, stainless steel appliances(all approximately 5 years old), and flows seamlessly into the main

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    39 Grey Fox Landing, Woodstock, CT 06281
  • 41 Senexet Village Rd, 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
  • 78 Peake Brook Rd, Woodstock, CT 06281
    78 Peake Brook Rd, Woodstock, CT 06281
    78 Peake Brook Rd, Woodstock, CT 06281
    /37

    $310,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft

    78 Peake Brook Rd, Woodstock, CT 06281

    Discover this move in ready 1,340 sq ft ranch in the charming South Woodstock area. This home offers a warm and inviting atmosphere with three bedrooms and two full bathrooms. The dining room provides perfect space for family gatherings and entertaining guests. Built in 1959, the property boasts a very large workshop attached to the house-ideal for hobbies, projects, or additional storage.

    Charolotte Cook CR Premier Properties

    78 Peake Brook Rd, Woodstock, CT 06281
  • 6 Fairways Cir Unit 6, Woodstock, CT 06281

    $333,333 Sold May 23, 2025

    • 1,530 Sq Ft
    • $218/SF
    • 7 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1993

    6 Fairways Cir Unit 6, Woodstock, CT 06281

    Welcome to this beautiful 2 Bedroom/2.5 Bathrooms Townhouse with Central Air & Attached Garage located in the highly sought-after "Fairways at Woodstock" perfectly situated overlooking the picturesque Harrisville Golf Course. This serene & scenic setting offers a true New England feel, ideal for peaceful living. You will enjoy entertaining your friends & family in this spacious Living Room

    Anna Laurie Coldwell Banker Realty

    6 Fairways Cir Unit 6, Woodstock, CT 06281
  • 326 Route 169, Wood Stock, CT 06281
    326 Route 169, Wood Stock, CT 06281
    326 Route 169, Wood Stock, CT 06281
    /38

    $200,000 Pending

    • 3,008 Sq Ft

    326 Route 169, Wood Stock, CT 06281

    INVESTORS TAKE NOTICE! All the work on the outside of this building has been done! New roof, new windows, front deck has been shored up, siding has been redone and painted, porch has been redone and a handicap ramp has been put in. Inside needs complete work. No plumbing or furnace, no bathrooms, empty canvas for you to come in and make this building a home. Think of this bldg as a condo, since

    Diane White CR Premier Properties

    326 Route 169, Wood Stock, CT 06281
  • 75 Tripp Rd, Woodstock, CT 06281

    $325,000 Sold May 09, 2025

    • 1,549 Sq Ft
    • $210/SF
    • 52 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    75 Tripp Rd, Woodstock, CT 06281

    Nestled on a serene 1.3-acre property in the charming town of Woodstock, CT, this raised ranch provides a unique blend of natural beauty and convenience. The tranquil setting features a meandering stream, providing a soothing background melody to your daily life. Centrally located, this home is just a short drive from downtown Putnam, where you can enjoy shopping, dining, and entertainment. Golf

    Matthew Noren RE/MAX Bell Park Realty

    75 Tripp Rd, Woodstock, CT 06281
  • 182 Baxter Rd, Woodstock, CT 06281
    182 Baxter Rd, Woodstock, CT 06281
    182 Baxter Rd, Woodstock, CT 06281
    /15

    $74,900 Pending

    • Land
    • 0.40 Acre
    • $187,250 per Acre

    182 Baxter Rd, Woodstock, CT 06281

    Build Your Dream Lake Retreat on Quassett Lake! This isn't just a lot-it's an opportunity to live in one of Woodstock's most desirable private lake communities! Nestled on a quiet dead-end street, this property offers rare, direct views of Quassett Lake and a serene setting where peace and privacy are guaranteed. With a gentle pitch atop the road, this lot gives you front-row lake views that

    Jennie Kesselman Berkshire Hathaway NE Prop.

    182 Baxter Rd, Woodstock, CT 06281
  • 94 Tripp Rd, Woodstock, CT 06281

    $371,500 Sold Apr 24, 2025

    • 1,092 Sq Ft
    • $340/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1953

    94 Tripp Rd, Woodstock, CT 06281

    Nestled in a quiet and peaceful setting, this fully modernized 3-bedroom, 1-bathroom home offers both style and functionality. Sitting on over half an acre, this property provides ample space to enjoy the outdoors while offering breathtaking views of the Harrisville Golf Course. Inside, you'll find a beautifully updated interior with a bright and open layout, perfect for comfortable living. The

    Ashley Walker Brunet and Company Real Estate

    94 Tripp Rd, Woodstock, CT 06281
  • 223 Route 169, Woodstock, CT 06281
    223 Route 169, Woodstock, CT 06281
    223 Route 169, Woodstock, CT 06281
    /29

    $650,000 Under Contract

    • 6 Beds
    • 4 Baths
    • 3,240 Sq Ft

    223 Route 169, Woodstock, CT 06281

    A rare investment opportunity located in beautiful Woodstock, CT! This 4 unit property is a blank slate to set your own rents, procure your own tenants, or owner occupy. These completely remodeled units feature stunning floors, tiled bathrooms, granite counters, and all have appliances. 2 bed/ 1 bed set up. Coin op laundry available. Close to Woodstock Academy and the Hyde School. Sits on a

    Amy Brunet Brunet and Company Real Estate

    223 Route 169, Woodstock, CT 06281
  • 5 Fairways Cir, Woodstock, CT 06281

    $300,000 Sold Mar 14, 2025

    • 1,136 Sq Ft
    • $264/SF
    • 4 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1993

    5 Fairways Cir, Woodstock, CT 06281

    Welcome to Fairways at Woodstock one of Woodstock's best kept secrets! This well maintained unit has an updated kitchen, open living/dining area with new LVP flooring, a wood stove insert for those cold New England nights and sliders to the patio overlooking the 6th fairway at Harrisville Golf Course. A convenient half bath finishes out the main level. The second floor has two bedrooms, two full

    Colleen Rybacki Brunet and Company Real Estate

    5 Fairways Cir, Woodstock, CT 06281
  • 198 Peake Brook Rd, Woodstock, CT 06281

    $402,500 Sold Mar 11, 2025

    • 1,656 Sq Ft
    • $243/SF
    • 11 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    198 Peake Brook Rd, Woodstock, CT 06281

    Nestled in a charming town that has both tranquility and convenience, this home is a rare find. With easy access to local shops, schools, and recreational facilities, it's the perfect blend of peaceful living and urban convenience. The property features beautifully landscaped gardens and many fruit trees. A stunning pool awaits in the backyard, ideal for relaxing or entertaining with a large deck

    Chelsea Greene CR Premier Properties

    198 Peake Brook Rd, Woodstock, CT 06281
  • 48 Millbrook Ln, Woodstock, CT 06281

    $1,059,000 Sold Mar 01, 2025

    • 4,313 Sq Ft
    • $246/SF
    • 228 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2003

    48 Millbrook Ln, Woodstock, CT 06281

    Welcome to this elegant estate located in desirable Woodstock, CT. The hilltop home is perfectly situated on the 5.78-acre lot, providing serene privacy. You will immediately be impressed by the quality craftsmanship, unparalleled construction materials, and design. Brazilian Cherry flooring with inlaid borders, exotic slate flooring, granite countertops, and exquisite crown molding are just a

    John Downs Berkshire Hathaway NE Prop.

    48 Millbrook Ln, Woodstock, CT 06281
  • 4 Loyola Road Extension, Woodstock, CT 06281

    $572,500 Sold Jan 10, 2025

    • 930 Sq Ft
    • $616/SF
    • 98 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1950

    4 Loyola Road Extension, Woodstock, CT 06281

    Enjoy lake-house living directly on Quasset Lake located in the Quiet Corner of Connecticut. This 1 bedroom; 1 full bath home includes a gourmet kitchen equipped with a center counter island, large living room and dining area The home includes a large cabana like deck with movable weather sides for enjoying outside pleasures during rain or shine. Off the deck step right onto a private boat launch

    Michael Deyorio CR Premier Properties

    4 Loyola Road Extension, Woodstock, CT 06281
  • 167 Stone Bridge Rd, Woodstock, CT 06281

    $475,000 Sold Dec 18, 2024

    • 2,641 Sq Ft
    • $180/SF
    • 35 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1987

    167 Stone Bridge Rd, Woodstock, CT 06281

    Privately set amongst nature, low maintenance yard, easy driving distance to amenities, fenced backyard with deck...sound interesting so far? Then let's go inside....20 foot dining area easily accommodating your sizeable gatherings, modern kitchen with granite countertops, wide board pine floors, formal living room with fireplace, first floor bedroom, 3 full baths, heated mudroom, 2 car garage.

    Rachael Johnston Johnston & Associates Real Estate, LLC

    167 Stone Bridge Rd, Woodstock, CT 06281
    • 31 Sprucedale Rd, Woodstock, CT 06281
      31 Sprucedale Rd, Woodstock, CT 06281
      31 Sprucedale Rd, Woodstock, CT 06281
      /32

      Est $343,918 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,134 Sq Ft

      31 Sprucedale Rd, Woodstock, CT 06281

      31 Sprucedale Rd, Woodstock, CT 06281
  • 159 Peake Brook Rd, Woodstock, CT 06281

    $279,999 Sold Dec 10, 2024

    • 950 Sq Ft
    • $295/SF
    • 12 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1987

    159 Peake Brook Rd, Woodstock, CT 06281

    Nestled on a peaceful 1.38-acre lot in the heart of Woodstock, this adorable 2-bedroom home offers the perfect blend of country charm and modern updates. As you step inside, you'll find a cozy living space with plenty of natural light, a functional kitchen with some recent updates, and two comfortable bedrooms. Outside, the property is a nature lover's dream! Enjoy your morning coffee while

    Marco Epifani The Hive Real Estate LLC

    159 Peake Brook Rd, Woodstock, CT 06281
  • 232B W Quasset Rd, Woodstock, CT 06281

    $1,000,000 Sold Nov 15, 2024

    • 2,852 Sq Ft
    • $351/SF
    • 42 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2017

    232B W Quasset Rd, Woodstock, CT 06281

    Retreat to this exceptional waterfront home located on Quasset Lake in Woodstock, CT, built in 2017 with unparalleled natural wood craftsmanship. The location is secluded, tranquil, and private. Situated on a 3.2-acre lot featuring 240 feet of shoreline frontage! The residence boasts 2,852 sq ft of elegant living space. The great room/dining area has soaring ceilings, wrought iron fixtures, wood

    John Downs Berkshire Hathaway NE Prop.

    232B W Quasset Rd, Woodstock, CT 06281
  • 46 Senexet Rd Unit 6, Putnam, CT 06260

    $365,000 Sold Oct 25, 2024

    • 1,731 Sq Ft
    • $211/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2006

    46 Senexet Rd Unit 6, Putnam, CT 06260

    The Beeches Condominium is a small community, with only 6 units, for 55 + residents. Enjoy this well maintained 3 bedroom, 2 bath condo. Open floor plan features dining room and living room with hardwood floors, door from dining room to enclosed porch where you can enjoy your morning coffee or evening meal surrounded by nature. Bedroom or home office and full bath on living level, plus a

    Janifer Zacharski Diversified Real Estate, LLC

    46 Senexet Rd Unit 6, Putnam, CT 06260
  • 47 Senexet Village Rd, Woodstock, CT 06281

    $677,000 Sold Oct 02, 2024

    • 2,227 Sq Ft
    • $304/SF
    • 4 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2005

    47 Senexet Village Rd, Woodstock, CT 06281

    Nestled in one of Woodstock's most coveted neighborhoods, this exquisite custom-built colonial boasts an exceptional open floor plan. Immaculately maintained, this home offers a wealth of desirable features including irrigation, crown moldings, dining room/office with French doors, and a spacious walk-in pantry. Additional highlights include walk-in closets, a tiled shower in the primary bedroom,

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    47 Senexet Village Rd, Woodstock, CT 06281
  • 186 Peake Brook Rd, Woodstock, CT 06281

    $345,000 Sold Sep 30, 2024

    • 1,482 Sq Ft
    • $233/SF
    • 3 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1935

    186 Peake Brook Rd, Woodstock, CT 06281

    This property is worth a look! Currently used as a two bedroom, however it was originally built as a three bedroom ranch. Two nice additions have transformed the floor plan with a nice mudroom and half bath with laundry, and a sunroom with vaulted ceiling that looks out to the private back yard. Sitting on half an acre in South Woodstock, this house has been well maintained, and is crisp and

    Lynn Converse RE/MAX Bell Park Realty

    186 Peake Brook Rd, Woodstock, CT 06281
  • 7 Woodstock Hills Dr, Woodstock, CT 06281

    $260,000 Sold Sep 25, 2024

    • 1,248 Sq Ft
    • $208/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    7 Woodstock Hills Dr, Woodstock, CT 06281

    Hidden off Underwood Road in Woodstock, you will find Woodstock Hills Condo Association, a community of 14 units. #7 is a rare find with 3 bedrooms and 2 and half baths. The primary bedroom is on the first floor, with a walk in closet, and it's own full bathroom. The galley kitchen opens to the living area, large enough for a dining room table, and plenty of living room furniture. A new propane

    Lynn Converse RE/MAX Bell Park Realty

    7 Woodstock Hills Dr, Woodstock, CT 06281

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