Woodstock, CT Homes for Sale

Welcome to the home where sunsets paint the sky, the water whispers just steps from your door, and every day feels like a getaway. Tucked into a peaceful bay with gentle boat-speed restrictions, this contemporary waterfront retreat isn't just a place to live- it's where memories are made and moments linger. Expansive windows flood the space with natural light and showcase unobstructed views that

Jennie Kesselman Berkshire Hathaway NE Prop.

View this home on April 27th- 12pm-2pm-This oversized colonial home with central air and gleaming hardwoods is move in ready. Are you wanting space and storage?, well this home will check both of those boxes. The massive 3 car garage offers an additional walk-up storage space, as well as an additional bay in the rear. If that wasn't enough you will find a 2 bay storage shed/garage on the side of

Conrad Allen RE/MAX Professional Associates

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

The Historic General Samuel McClellan Estate - A Timeless Luxury Retreat. Experience the perfect blend of historic grandeur and modern luxury at this extraordinary estate, meticulously restored with $1.3 million in improvements. This multi-residence compound offers exceptional living and investment potential. Three Distinctive Homes: The Main House - A former bed and breakfast featuring six

John Downs Berkshire Hathaway NE Prop.

Seller is willing to cosmetically customize for the buyer within reason. On the water and waterfall estate! This exceptional estate, nestled on serene waterfront land offers the perfect blend of timeless craftsmanship and modern luxury. From its historic charm to its state-of-the-art mechanics, this home offers a unique opportunity for those seeking both beauty and functionality. The main house

Anthony Chabot Chabot & Associates Real Estate

Welcome to this classic New England Colonial set on a serene 1.6-acre lot on a designated scenic road, steps from historic Woodstock Hill and the Woodstock Academy. Spanning 2,682 sq. ft., this charming property boasts four bedrooms and timeless elegance with thoughtful details throughout. The kitchen features wide-plank oak floors, a cozy dining area, and an open-concept layout, making it ideal

Kristen Kaskela Berkshire Hathaway NE Prop.

Bear Hill Estate: An Exemplar of Luxury and Equestrian Splendor in Woodstock, CT. Discover the pinnacle of luxury estate living at Bear Hill Estate, a bespoke 100.2-acre private retreat in the serene Quiet Corner of Woodstock, CT. Secluded behind a private gated driveway, this sophisticated sanctuary offers a harmonious blend of elegance and tranquility. Central to this unparalleled property is

Melissa Guerrero William Pitt Sotheby's Int'l

Welcome to this charming 2.7-acre property, where functionality meets potential. Perfectly suited for horse enthusiasts, this small yet mighty property provides endless possibilities-whether you're looking to house your own horses, run a boarding business, or provide training. The beautifully remodeled antique home exudes warmth and character, featuring a cozy living room with a wood stove, a

Kelly Ryan William Raveis Real Estate

Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates, a prestigious enclave of just eight finer homes nestled in one of Woodstock's most desirable settings. This 3,356 sq ft Colonial TO BE BUILT is thoughtfully designed for those seeking timeless sophistication, quality craftsmanship, and a connection to nature. With 18

Tina Lajoie William Raveis Real Estate

First time on the market in years! 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

Melanie Taylor Berkshire Hathaway NE Prop.

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

Very pretty lot on the corner of Center Rd and Route 197. This is a lot of record with slightly slopping area for the house site, well and septic. Bordered by stone walls. Owner has contracted surveyor and engineer to get it approved as a building lot.Assessor map and deed in ducuments under "other"

Art Kostapapas Weichert,REALTORS-Four Corners

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

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

Prominently located on prestigious Woodstock Hill, this 1850 Greek Revival Farmhouse sits on the easterly side of the road, enjoying morning sun rises from its two porches! A short walk to The Woodstock Academy, the Woodstock Hill Congregational Church, and The Inn at Woodstock Hill, and just 45 minutes to Harford, 30 minutes to Worcester and 1.15 to Boston you simply cannot ask for a better

Stephanie Gosselin CR Premier Properties

Welcome to your home away from home! This is your opportunity to own your very own campsite located in in the beautiful Meadowside of Woodstock community! Included is a 1995 33' Corsica Cobra 30BH trailer that has been well cared for. The trailer has a queen bed and a bunk room with two additional sleeping bunks, a full bath with a standup shower and an eat-in kitchen. There is an addition which

Keri Roy Kazantzis Real Estate, LLC

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

"Life is a Joy on Joy Road" Nestled in the heart of Woodstock, CT, this stunning 5.11-acre building lot offers the perfect balance of peaceful seclusion and easy access to modern conveniences. Surrounded by lush woodlands and gently rolling terrain, this property provides an idyllic setting for your dream home, offering privacy, natural beauty, and a connection to nature. Despite its serene

Elizabeth Scranton Kazantzis Real Estate, LLC

Wow!! Build your dream home or possibly subdivide this 26.5-acre parcel of farmland on a quiet country road in Woodstock. The boundary survey and a possible subdivision plan has been designed and ready for you to take to Town Hall for approval! The possibilities are endless for this property!

Donna DiGiulio Williams and Stuart Real Estate

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

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

Going Active on March 14th Nestled in the scenic countryside of North Woodstock, this stunning 4-bedroom, 2.5-bath Colonial offers the perfect blend of classic charm and modern comfort. Situated on a spacious 1.33 acre lot, this home boasts picturesque views, mature landscaping, and a peaceful setting. Step inside to discover a gracious foyer leading to an inviting living space filled with

Joel Espada Coldwell Banker Realty

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.

Appealing 19 acres on the corner of Green Rd & RT 169 has 1,510 feet of road frontage, the vast majority is dry and is subdividable. Road frontage points are flagged with surveyor's ribbon. Frontage on Green Rd goes around & has frontage on both sides of house #27. The westerly portion of the land goes up to a high, private, mostly level plateau. For minor subdivisions up to 3 lots, lot size must

Dennis Duga Northeast Realty

Appealing 19 acres on the corner of Green Rd & RT 169 has 1,510 feet of road frontage, the vast majority is dry and is subdividable. Road frontage points are flagged with surveyor's ribbon. Frontage on Green Rd goes around & has frontage on both sides of house #27. The westerly portion of the land goes up to a high, private, mostly level plateau. Minor subdivisions up to 3 lots, lot size must be

This is your chance to own over 30 Acres of land in gorgeous and desirable Woodstock CT!! Great rolling topography on this rear lot ready to build the home of your dreams. Not often does a lot like this come up!! Great commuter location to Hartford, Springfield, Providence and Worcester!! Please do not drive down access to the lot.

Jared Meehan RE/MAX Bell Park Realty

Discover the perfect canvas for the home you have been dreaming of on this .88-acre lot, nestled in an approved subdivision in Woodstock Valley. Lot 4 is set back from the road and is bordered by conservation land on the northern and eastern sides providing a private setting in a cul-de-sac community. This subdivision maintains architectural guidelines to preserve the aesthetic and value of the

Kristen Kaskela Berkshire Hathaway NE Prop.

Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample

Cary Marcoux RE/MAX Bell Park Realty

This beautiful laurel-rich hard and soft wood land has wide frontage on CT 198 and on town road Pole Bridge Road, making this an easily accessible home sites. Property is sold AS-IS, contingent on clear title. There is a special permit for a commercial Building. Septic plan and building design are at the Town Hall. Please note: there is not yet driveway access to this property.

Nicole Gleason CR Premier Properties

WOODSTOCK LAND - Discover your dream property on 8.68 acres of picturesque countryside in Woodstock. This land features endless possibilities, whether you're looking to build your custom home or create your private retreat. Nestled in a rural area with minimal traffic, this serene setting provides the perfect escape from the hustle and bustle of city life. Surrounded by natural beauty, the

Doug Taber Taber Realty, LLC

Beautiful hard to find- residential lot, country road in the town of Woodstock with amazing views. Great spot for gentlemen's farm. Check with town zoning for your inquiries of possibilities for this acreage. 9.5 ac flat open hay field...it's quite beautiful. Local farmer rents property currently for hay. Cute little pond abuts this property. This land is in PA 490 which is reflected in the taxes

Cynthia Sherman CR Premier Properties

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.