Oakham MA Real Estate & Homes for Sale

Welcome to your dream home! This exquisite new construction modern farmhouse seamlessly combines contemporary design with amazing features. Nestled on a generous 5.5-acre lot in the highly sought-after town of Woodstock, this property boasts unparalleled privacy and tranquility. Boasting 3,450 square feet of thoughtfully designed living space, this home provides ample room for both everyday living and entertaining. With 4 bedrooms and 3 full bathrooms, there's plenty of space. The open floor plan enhances the sense of space and light. The home opens into a bright and airy living area featuring large windows that invite natural light and stunning views of the surrounding landscape. The primary suite is a private retreat, featuring a spacious bedroom, a walk-in closet, and a spa-like en-suite bathroom. Three additional bedrooms boast generous space and comfort. All of these elements are perfectly blended with modern amenities to create a warm, inviting atmosphere. Embrace sustainable living with energy-efficient features throughout the home. From an Energy Recovery Vent system installed for continuous filtered fresh air indoors, to the insulated concrete form build, this property is designed to be both eco-friendly and cost. Enjoy the beauty of your private 5.5-acre lot from the deck and charming front porch.

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 a 2,400 sq ft custom log cabin, where opulent tumbled marble flooring and awe-inspiring cathedral ceilings define the grand great room. The gourmet kitchen, a culinary dream, boasts top-of-the-line stainless steel appliances, catering to the most discerning chef. The estate's main level is graced with two lavish bedrooms and a well-appointed office space, streamlined with laundry facilities for modern convenience. Ascend the impressive spiral staircase to a versatile loft area, an ideal space for a third bedroom or a personalized living area. Equestrian enthusiasts will be drawn to the sophisticated 1,600 sq ft horse barn, meticulously designed with five horse stalls, a heated tack room with private lockers, a feed room, and a wash stall. The cabin's integrated one-car garage serves as a practical workshop and storage for farm essentials, while the detached two-car garage, equipped with a wood stove and propane backup system, ensures year-round comfort.

Nestled on a beautiful corner lot, abutting the Quinebaug River, this meticulously maintained 2-bedroom, 1-bath ranch home is a peaceful retreat. Situated on 0.55 acres, the property features a great outdoor space that stretches to the river's edge, providing the perfect setting for outdoor enjoyment, relaxation, and entertaining. Inside, the home boasts a bright and welcoming living space with an open layout, large windows that flood the rooms with natural light, and hardwood floors. The kitchen provides ample storage and counter space, ideal for cooking and entertaining. Both bedrooms are generously sized and share a full bath. The property's true potential is in the attached 2-car garage, which features the possibility of converting the upper level into a small studio apartment - perfect for guests, or even a home office, or a man-cave! Whether you're looking for a peaceful place to go home to or a property with the potential for future expansion, this charming ranch is a must-see. The combination of the beautiful surroundings and an opportunity to customize the space makes this an incredible find. Don't miss the chance to make it yours!

1890"s colonial on a quiet road in Woodstock. Updated bathrooms and kitchen. New carpet in living room and hardwood floors have been refinished. New gas furnace and baseboard radiators. New roof and electrical panel.Waiting for your finishing touches.

NEW HUD HOME CASE#061-431361 Country setting on over 1 acre. If you need garages, this is your place!! There are two detached garages and a two car garage under the house. Plenty of sq. footage to reconfigure and make it your own space. Visit HUDhomestore for more information.

Welcome to your dream home located on Prospect St, one of the most sought-after locations in Woodstock. This beautiful property boasts a completely remodeled interior, featuring a perfect one-floor living layout that is both elegant and spacious. You will love the fully owned solar power system providing free green energy for your lifestyle. In addition to the 2,970 sq ft of quality living space, the home offers the unique design of 2,000 additional sq ft of bonus rooms & huge workshop areas. Enjoy stunning, hillside views in your private backyard! The interior highlights of the home are abundant: An expansive primary suite with walk-in closet and luxurious primary bath, For guests a private 2 bedroom wing with full bath and walk-in closets, the chef's kitchen with granite counters, tall breakfast bar, and all the cabinet and pantry storage you will need. The gracious dining and living room areas provide natural lighting with multiple triple windows. Relax in the cozy den/office with an exquisite fireplace surrounded by exceptional built-in bookcase. Mechanicals include central air and an on-demand generator for convenience and security. The 2-car attached garage and potential 3-car under garage offer space for all your vehicles & equipment. The workshop and bonus rooms with half baths, provide flexible use potential for your home business, hobby, or possible future in-law conversion. The assets of this property are exceptional. Please visit today!

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 2006 Breckenridge Camper Model 814RDN and Custom built Cabin 10x30 attached located in the back of the campground. Enjoy the peace and serenity of nature. The custom cabin adds a LARGE living room, roof over the whole camper and 2 porches. There are hardwood floors, an abundance of light with a wall of windows and vaulted ceilings built from a Master Craftsman! The camper is 10x30 made up of 4 beds, 1 queen, 2 bunks and a table top that folds down into a fourth bed. The full bathroom is spacious with a stand up shower, toilet and full vanity. The kitchen is a full size refrigerator, propane stove/oven, microwave and kitchen sink. There is another sitting area located near the kitchen. This site has a beautiful custom patio, fire pit and 2 porches. The campground has a pool, a pond with fish for catch and release and so much more! Don't miss out on your chance to own your very own campsite!

Looking for a completely remodeled retreat on Little Pond? This is it! This home was taken down to the studs and rebuilt in 2020. New roof, windows, heating system, water heater, holding tank, floors, kitchen/bath, deck, and one car garage. Plus, exterior repainted 2024. Move right in! Gray bamboo floors throughout. Soft close kitchen cabinets, and granite counters. Vaulted ceilings help make it open and airy. Massive bathroom with washer/dryer. Primary bedroom with generously sized walk in. Enclosed porch adds an additional 120 sf of seasonal living space and has water views. Cute loft area for hanging out. 24x12 ft garage. Composite deck/patio area with hot tub surrounded by perennial flowers. This property consists of multiple lots which gives you plenty of room to expand or potentially build a separate accessory dwelling. See information in attachments. An hour and a half to Boston, only 20 mins to Worcester, and 45 minutes to Providence.

Charming! That is the perfect word to describe this lovely cape. Beautiful hard wood floors! Large living room with cozy fire place. Screened in porch to sit with your coffee and enjoy the picturesque views! Updated bathrooms, newer appliances. Every inch, painted and made ready for the next owner. New Septic, New shingles, New well, Newer vinyl siding and replacement windows, generator hookup. Attached garage and easy access to main road and commute to I84 Nothing to do but move in!

Be the first owner of this 3 bedroom 2.5 bath townhouse! This home features a spacious 1,600 sq. ft. with a nice open floor plan with hard wood floors, perfect for both relaxing and entertaining. You will love the high end kitchen which is fully applianced with granite countertops and large center island which seamlessly flows into the dining and living areas which open to a private deck with rural views. The master suite has two closets and a private bathroom featuring double sinks and an oversized shower. Additional features include hardwood floors, oak staircase, central air, first floor laundry, full walkout, basement and garage.

Be the first owner of this 3 bedroom 2.5 bath townhouse! This home features a spacious 1,600 sq. ft. with a nice open floor plan with hard wood floors, perfect for both relaxing and entertaining. You will love the high end kitchen which is fully applianced with granite countertops and large center island which seamlessly flows into the dining and living areas which open to a private deck with rural views. The master suite has two closets and a private bathroom featuring double sinks and an oversized shower. Additional features include hardwood floors, oak staircase, central air, first floor laundry, full walkout, basement and garage.

Be the first owner of this 3 bedroom 2.5 bath townhouse! This home features a spacious 1,600 sq. ft. with a nice open floor plan with hard wood floors, perfect for both relaxing and entertaining. You will love the high end kitchen which is fully applianced with granite countertops and large center island which seamlessly flows into the dining and living areas which open to a private deck with rural views. The master suite has two closets and a private bathroom featuring double sinks and an oversized shower. Additional features include hardwood floors, oak staircase, central air, first floor laundry, full walkout, basement and garage.

Affordable single-family home in move-in condition with low annual real estate taxes! This charming colonial built in 2005 features a very appealing layout. The main level includes a very large, bright eat-in kitchen with both a window over the sink and a door leading to the back yard. The main level also boasts a sizable living room, a half bath, and an entrance foyer. The laundry is conveniently located on the main level in its own space with bi-fold doors for when not in use. The second floor includes two spacious bedrooms with a full bath centrally located. There is plentiful closet space both in the bedrooms and other areas throughout the home. The quaint yard is an easily upkept private oasis, filled with perennial flowers and bushes, including a deck for sitting back and relaxing. This home also has a full unfinished basement with French drains and a moisture barrier to keep things dry. This lovely home is subject to probate approval. The low price is reflective of this home being located with a shared driveway and having two permanent parking places.

Owner occupant or investor fixer opportunity, CASH OR CONVENTIONAL REHAB LOAN ONLY, spacious 2,400 sq ft home presently classified as a 2-family, last used as a 6 bedroom single family with 2 kitchens, one on each floor (front entry stairway is not partitioned off), ideal in-law situation, also commercial zoned means one can use solely for office/retail/commercial or allows for an in-home business such as hair salon, antiques, crafts, tattoo parlor, insurance etc. 3-4 parking spaces plus extra wide shoulder for street parking, located 200' from intersection of routes 131 and 197.Newer roof, modern windows, siding, heating, hot water, wood floors, good bones, NEEDS sheet rock, paint, kitchen/bath & electric panel upgrade. Ceiling/Wall stains or damage obviously resulted before the newer roof. Property shares a common wall just at the left corner with #149 next door to the left. Easy commute to Worcester or Boston. Buyers and Buyer Broker to do due diligence

This charming 3-bedroom, 1-bathroom ranch-style home offers 1,345 square feet of well-maintained living space, nestled on a manageable .27-acre lot with a fenced-in backyard for added privacy. The spacious living room features a beautiful wood burning fireplace, creating a cozy atmosphere for relaxation. The roomy eat-in kitchen boasts an abundance of cabinet space and built-in features, perfect for both cooking and storage. Each bedroom is bright and generously sized, with ample closet space. Enjoy the comfort of a sunroom, central air, and a central vacuum system. Additional highlights include beautiful wood flooring throughout- along with carpeting and tile, an under-house 1-car garage, a charming gazebo in the backyard, a privacy fence, and a cozy sitting room with a wood stove, making this home a perfect & cozy retreat. Boiler was replaced in fall of 2021. Updated electrical panel.

Introducing a Must-See Gem: Newly Upgraded Luxury Living at Its Finest!! Step into this exquisite home and discover a sanctuary of elegance and comfort. From the moment you cross the threshold, the attention to detail is nothing short of breathtaking. The chef's kitchen is a masterpiece in itself, featuring custom quarter-sawn oak cabinetry, intricate artistic tile work, and an oversized walk-in pantry-a perfect hub for family gatherings and culinary creativity. Every bathroom has been thoughtfully renovated to provide a spa-like retreat, blending modern elegance with timeless charm. The light-filled bedrooms offer a bright, inviting atmosphere, complete with ample closet space to meet all your storage needs. The spacious finished basement is a versatile haven, featuring an oversized family room ideal for cozy movie nights or as a productive home workspace. Location is everything, and this property excels with its prime access: 40 minutes to Hartford, CT, and Springfield, MA 45 minutes to Bradley International Airport 1.5 hours to Logan International Airport. This home isn't just a residence; it's a lifestyle. Whether you're entertaining guests, working remotely, or simply enjoying quiet moments, this property redefines luxury living. Don't miss this opportunity to make it yours-schedule your private tour today!

Introducing an exceptional opportunity to customize your dream home in the picturesque town of Woodstock! This TO BE BUILT property lets you choose from two stunning design choices, allowing you to personalize your home with your preferred style, colors and upgrades before construction begins. Choose from a seamless one-floor living design or opt for a raised ranch with a finished basement space, perfect for added leisure or entertaining. The thoughtfully designed three-bedroom ranch features an open-concept layout on a single level, complete with a full basement for storage. The primary suite is strategically positioned away from the guest bedrooms, ensuring privacy and comfort for all occupants. High end finishes, including quartz countertops and engineered hardwood floors, are planned to provide a modern and stylish aesthetic that is highly desirable today. Nestled in the charming Bungee Lake District, you will enjoy the quaint small-town atmosphere along with private lake and beach rights. This prime location is an easy commute to Worcester, Providence, and Hartford, making it ideal for those seeking tranquility without sacrificing accessibility. Embrace the opportunity to create a home that truly reflects your personal style and enjoy the serene lifestyle of Woodstock, CT!

The original owners used a great deal of care and attention both inside and out to build a charming, comfortable country home, using timber and stone from the property. Enjoyable indoor & outdoor spaces were created, with scenic views of a brook and spring fed pond, pastures throughout the property, and a number of different species of trees, which also offer beautiful bird sanctuaries. A cathedral ceiling and beautiful wood and stonework throughout the house and property offer a touch of class. This property has a private setting, yet also has easy access to interstate travel and major cities. Main level living features 2 bedrooms and 2 full baths, a 'hidey hole' for quiet moments, wood burning fireplace, and double access to the rear deck. The lower level is super functional with a full bath, another bedroom and office space, and options for an "in-law" set up. The family room space, with a stone fireplace, has access to the patio that overlooks the pond. The garage boasts great space with a workshop area and 2nd floor storage. There is also a barn on the property. Make a request for a private viewing of this seldom viewed Woodstock property.

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 room for vehicle storage. The hangar is self-sufficient with its own septic, well, electrical, and heating systems, providing convenience and flexibility as well as a finished lounge area to gather and relax. This property is a rare find, offering a blend of luxury, functionality, and the ultimate in private aviation convenience! Whether you're an avid pilot, car enthusiast, or simply seeking a tranquil retreat, this home promises an unparalleled lifestyle. This residence boasts privacy and scenic New England beauty with stunning views. The contemporary design, built in 1987, features 3 bedrooms and 4 bathrooms, open living space with soaring ceilings, two story fireplace, and a beautiful open center oak staircase. The home's large windows and open layout invite the natural surroundings inside, creating a harmonious living environment. The finished walkout lower level offers beautiful views of the pond and the plush grounds. So many exciting possibilities!

Welcome to this serene Woodstock home! This beautifully maintained home is truly one of a kind. This home features 3 bedrooms, 2 full bathrooms, formal dining room, large kitchen, den/library space, and nicely sized living room with a stone fireplace! LARGE 3 story barn boasting over 1,488 SQ FT!!! This barn/garage is truly remarkable!! Whole house and barn has been freshly repainted in this darling blue. Sitting on almost 2 acres of true beauty! New septic leach field, new well pump, updated electrical & plumbing! Walkout basement. Generator hookup. Pride of ownership here. A must see!

Stunning Waterfront Home nestled on a double lot along the shores of Lake Bunggee, this spacious 3-bedroom, 2-bath retreat provides the perfect blend of charm and modern living. The original home, built in 1958, boasts 2 cozy bedrooms, an inviting living room, and a dining area, while a spectacular 2019 addition adds a contemporary feel. The addition features a bright, open-concept kitchen and living area with vaulted ceilings, perfect for gathering with family and friends, along with a comfortable bedroom for added privacy. Step outside onto the expansive deck and take in breathtaking sunset views over the lake. With two kitchens and flexible living spaces, this home is ideal for in-law accommodations or multi-generational living. Enjoy all the fun of Lake Bunggee with your own private dock on this fully recreational lake-perfect for boating, swimming, and fishing. This is lakeside living at its finest!

Come and see this welcoming cape! Beautiful hardwood floors invite you to relax in the large living room and family room combination complete with a fireplace to keep you cozy. A vaulted ceiling adds so much personality to these already spacious rooms. The L shaped lay out moves to a dining are followed by a kitchen with plenty of room to work in! First floor Primary bedroom, with great hard wood floors, and a full bath. Upstairs, the loft that gives plenty of room for lounging with a small balcony to boot! Large bedroom, small den and full bath complete the upstairs. Large deck off the back of the house gives plenty area to enjoy your almost 2 acres! Plenty of room for you pets and a two car garage! Whole house generator, makes living in the country easy. Don't forget the recently installed solar panels to ease your electric bill. This house has it all!

Welcome to Woodstock Meadows located in the beautiful scenic town of Woodstock! Nestled into a hill, you will find a beautiful condo community that is conveniently located just beyond Roseland Park and the Woodstock Golf Course. This end unit is move in ready and waiting for its new owner(s). Step into this well cared for condo with a spacious bedroom, full bath, kitchen and flex area on the main level. In the lower level, you will find more finished rooms for spacious living! In warm weather, enjoy the privacy on your back deck while overlooking the immaculate cared for yard. Enjoy the ease of condo living where you can lock your doors and leave your worries behind. Come see for yourself what this condo has to offer, You won't be disappointed!

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 for both daily life and entertaining. The formal dining room, with its wainscoting and crown molding, adds sophistication to every gathering. Unwind in the family room, featuring exposed beams, a fireplace, and built-in bookcases, or relax in the front living room with its own fireplace and elegant crown molding. A cozy back office with exposed beams offers privacy and character. The primary bedroom suite includes a newly renovated bathroom with double sinks and an adjacent versatile room, ideal as a walk-in closet, nursery, or small office. Hardwood flooring spans the entire second floor, adding to the home's inviting ambiance. Outside, enjoy a 20' x 40' gunite inground pool, freshly painted exterior, 2 year old roof, and a recently repaved driveway. Completing the property are a detached two-car carriage shed garage and a small barn, perfect for storage or hobbyists. Discover New England charm, privacy, and convenience in this one-of-a-kind Woodstock home.

Nestled in the quiet corner of Connecticut, this magnificent sun-drenched Lakefront Home is directly on private Witches Woods Lake, a 70-acre body of water. The Lake allows boating, swimming, and kayaking, to name a few fun activities. You can also take a slightly less than a 2 1/2 mile stroll around the Lake. The summer enjoyment of this Home is endless, with stunning views of sunrises and sunsets. The beautiful partially furnished, turn-key Cape has been completely renovated that includes on the upper level a brand-new secondary heating/cooling system: 2 Bedrooms, 1 full Bath, oversized Living room w Hardwood floors that opens to a tiled mud room on the right. The left entrance is connected to a 1 car garage, and an expansive heated tiled breezeway. The open concept Kitchen has custom designed white cabinets, contrasting grey/silver granite counter tops w island, SS appliances, and all modern lighting. The Kitchen leads to the sun-filled all season porch w water views from all windows, that opens to a sizable deck, facing the beautiful views of the Lake. The lower level, equipped separately with a brand-new heating/cooling system, has a spacious open area 2nd Living room with a closet, which has potential for a conversion of a 3rd bedroom. Also located on the lower level: A full bathroom with laundry, a utility room, and storage room.