Refine Search
Sort by
$2,495,000
4 Beds 4 Baths 24180508 MLS
Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square feet, 4 bedrooms, and 4 bathrooms, the home was rebuilt from the ground up with next level quality and craftsmanship. Designed for both elegant entertaining and everyday enjoyment, the layout includes a formal dining room, spacious family room, custom mudroom, and a beautiful living room with propane fireplace overlooking Quasset Lake. The showpiece kitchen is truly one-of-a-kind, featuring handcrafted cabinetry by a New York artisan cabinet maker, thick quartzite countertops, premium built-in appliances, and a dramatic tray ceiling with custom white oak detailing. Luxury finishes continue throughout with veneer plaster walls, custom white oak vanities, a professionally designed primary closet, handmade laundry room cabinetry, and architectural flangeless LED lighting seamlessly integrated into the wood ceilings. Built with 2x6 construction, engineered floor systems, 2x12 roof rafters, red cedar siding and trim, central air, all-new heating and cooling systems, underground 400-amp service, and an automatic whole-house generator. Step outside and embrace the ultimate lake lifestyle.

158 W Quasset Rd, Woodstock

$584,900
4 Beds 3 Baths 24179305 MLS
In the heart of Thompson Hill, step into history with the Jeremiah Olney House owned by the famous banker Jeremiah Olney in 1860, with its significant Greek Revival and Italianate features. This stunning 4-bed, 3.5-bath colonial farmhouse sits on nearly an acre of picturesque land and has been completely renovated. Overflowing with character, this home blends classic charm with modern convenience, offering spacious living areas and timeless architectural details. The grand entryway welcomes you with a beautiful original staircase, setting the tone for the elegance found throughout. The main floor features two inviting sitting rooms with original fireplaces, a formal dining room, and an eat-in kitchen with stainless steel appliances and a walk-out to the private deck-perfect for entertaining. A main-floor bedroom and half bath provide convenience and flexibility. Upstairs, the second floor boasts three well-appointed bedrooms, two of which feature private ensuites, plus an additional parlor that offers cozy charm and versatility. The partially finished attic on the third floor presents the perfect space for a playroom, studio, or creative retreat. Outside, a spacious two-story barn with three bays and a workshop offers endless opportunities-ideal for hobbyists, storage, or even a small business venture. This one-of-a-kind historic home is waiting for its next chapter!

369 Thompson Rd, Thompson

$895,000
4 Beds 3 Baths 24178434 MLS
Experience exceptional waterfront living overlooking the beautiful 88-acre Kennerson Reservoir in scenic Eastford. This impressive 4-bedroom, 3-bath home offers breathtaking panoramic water views and the perfect blend of comfort, recreation, and tranquility. Enjoy kayaking, fishing, boating, swimming, and access to a shared beach, making every day feel like a getaway. The main level features approximately 2,690 sq ft of living space, complemented by an additional 2,486 sq ft of beautifully finished lower-level living with bonus rooms, a full gym with rubber flooring, a spacious laundry room, and a cedar sauna. Designed to capture the spectacular lake views, the spacious living room is filled with natural light, while the separate dining room is perfect for entertaining. The updated kitchen and beautifully renovated bathroom provide both style and functionality. Step outside to the oversized deck overlooking the water and enjoy beautifully landscaped gardens, a fenced yard, gazebo, and storage shed. Whether you're seeking a year-round waterfront home or a peaceful retreat, this exceptional property offers expansive living space, incredible views, and an unmatched lakeside lifestyle in one of Eastford's most picturesque settings.

82 Kennerson Reservoir Rd, Eastford

$2,950,000
4 Beds 5 Baths 24115278 MLS
A rare and refined country estate offering privacy, luxury, and elegance on over 53 acres in scenic Pomfret. This extraordinary 4,442 sq ft custom, Tennessee fieldstone home includes 4 bedrooms and 5 baths-including a private in-law apartment/second primary suite with its own entrance. An additional 16+ acre building lot provides development potential. Surrounded by forest and adjacent to 175 acres of open space, this home sits high with long eastern views into RI! A 1,000 ft paved driveway leads past over 500 ft of hand-laid stone walls to the stunning residence, framed by 10" cedar columns and solid mahogany double doors. The interior exudes craftsmanship with 8' solid wood doors, mahogany floors, 12" triple crown molding, and Marvin windows throughout. The grand great room boasts 20' ceilings and a massive fieldstone fireplace, while the private office stuns with a redwood ceiling, fireplace, and custom cherry built-ins. The chef's kitchen features Viking and Meile appliances, granite counters, cherry details, and opens to a sunny morning room and expansive veranda. The primary suite is a retreat with vaulted ceilings, a luxurious spa bath, radiant heated travertine floors, custom vanities, arched alcoves, and dual walk-ins. Additional highlights include a 3-car garage with Spanish cedar doors, Sonos sound system, generator, 139-head irrigation system, and walk-up basement ready to finish. This is a one-of-a-kind legacy property -stately, expansive, and exquisitely built.

282 & 260 Searles Rd, Pomfret

$1,450,000
4 Beds 6 Baths 24177811 MLS
Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Connecticut's Quiet Corner. A long private driveway with a charming cobblestone bridge leads to this exceptional property surrounded by stone walls, abundant wildlife, and a large pond frequented by blue herons. The main residence offers over 6,000SF above grade plus an extensively finished lower level designed for entertaining and everyday comfort. The kitchen features granite countertops, a large center island, and abundant cabinetry. The first-floor primary suite includes tray ceilings, a spa-like bath with double sinks, a 2-person jetted tub, and separate shower. The finished lower level offers a completely unique atmosphere with a custom speakeasy-style bar, theater room, full bath, dog washing station, laundry area, and private office suite with 2 rooms and an additional full bath. An attached in-law apartment has its own bedroom, full bath, kitchen & loft/office area, and newly added white oak flooring. 4 oversized garage bays, 2 of which offer unfinished loft space above. Outside, enjoy the fenced inground pool area with beautifully updated landscaping & a pool house complete with plumbing, granite counters, half bath, & outdoor shower. Fiber internet with mesh nodes provides seamless connectivity throughout the house. A rare Woodstock Valley retreat where privacy, nature, and luxury come together.

1374 Rte 171, Woodstock

$429,557
4 Beds 2 Baths 24176334 MLS
Step into a world of timeless beauty and refined New England charm in this extraordinary 1922 Antique Colonial Victorian, perfectly nestled in the heart of Putnam, Connecticut. Rich with character, elegance, and architectural detail, this remarkable residence beautifully blends historic sophistication with thoughtful modern updates. From the moment you enter, you are welcomed by an absolutely breathtaking grand staircase - a stunning focal point that instantly captures the home's elegance and unforgettable presence. Sunlight pours throughout the spacious interior, highlighting beautiful hardwood flooring, classic craftsmanship, and a warm, inviting atmosphere designed for both everyday living and elegant entertaining. The main level offers a graceful flowing layout featuring a spacious living room, an elegant formal dining room, and a generously sized kitchen ready to host holidays, celebrations, and memorable gatherings. Four spacious bedrooms provide comfort and versatility, while updated bathrooms offer the perfect balance of modern convenience and timeless style. One of the home's most exceptional and rare features is the expansive third floor, offering three additional heated rooms with brand-new carpeting. Whether envisioned as a luxurious primary suite retreat, home office space, guest quarters, creative studio, playroom, fitness area, or additional living space, the possibilities are truly endless. Outside, the property continues to impress with a fenced, level

55 Mechanics St, Putnam

$789,000
4 Beds 3 Baths 24175652 MLS
Set on 3.39 picturesque acres, this beautifully renovated property offers the perfect blend of luxury, function, and country charm-ideal for a mini farm, homestead, or private retreat. The heated and insulated 36x48 Morton barn features front and rear sliding barn doors, 2 horse stalls with potential for 6, 5 doggy doors, water, electric, skylights, and year-round water access-perfect for horses, kennels, or hobby farming. The property also includes a chicken coop, goat building, fenced garden with 12 raised beds, pond, two running streams, and a fire pit area. Inside, the home has been extensively updated with a stunning mahogany entry, Brazilian Walnut (IPE) flooring, vaulted ceilings, fireplace, and a beautifully designed chef's kitchen with soapstone counters, custom cabinetry, and Bosch stainless appliances including an induction stove. The first-floor primary suite offers vaulted ceilings, two walk-in closets, and a renovated bath with porcelain tile and granite vanity. A sunroom with marble floors and skylights opens to the back deck, while a spacious bonus room with private entrance offers ideal in-law, office, or gym potential. Additional features include dual heat with Central Wood Boiler and oil backup, Kubota whole-house generator, underground utilities, central vac, artesian well, cedar siding, and gated driveway. A truly exceptional property with endless possibilities.

287 S Bear Hill Rd, Chaplin

$375,000
4 Beds 1 Baths 24169249 MLS
Better than ever is what could be said about this pristine 1760 antique colonial home! With Muddy Brook winding through the property and conserved land located next door, what you see is what you get here: peace and serenity on 2.54 acres in desirable Woodstock, CT! With a new cedar roof, a rebuilt and sealed chimney and all new sills put in place years ago this classic will continue sitting proudly for years to come. Featuring 4 bedrooms and 3070 sf the possibilities here are endless.... but have I neglected to tell you, there is no central heat.... yup! And there never has been! Also, the only bath is located on the first floor. This home has only been used as a summer home for family to gather and create memories, now it is your turn to take this antique gem to the next level, are you game?

1210 Rte 169, Woodstock

$389,000
4 Beds 2 Baths 24174371 MLS
Welcome to this oversized raised ranch offering the perfect blend of space, comfort, and functionality! Set on over an acre of land, this 4-bedroom home features a thoughtfully designed layout with room for everyone. The spacious primary suite is a true retreat, complete with a massive walk-in closet and an impressive en suite bathroom featuring a double vanity. Not to mention a 3 season room that connects to the back deck for your morning coffee! The main living area offers a dedicated dining space ideal for gatherings and everyday living, while the wood stove adds warmth and charm throughout the cooler months. Additional highlights include a two-car garage, attached workshop perfect for hobbies or storage, and a separate shed for even more flexibility. Equipped with a generator for added peace of mind, this property combines convenience, practicality, and plenty of space both inside and out. With solid bones, generous square footage, and endless potential, this home is ready for its next owner to add their own personal touches. A rare opportunity to enjoy comfortable living in a beautiful setting!

217 Westford Hill Rd, Ashford

$659,900
4 Beds 3 Baths 24160228 MLS
"Buyer's loss, your gain." Modern Luxury meets timeless design on a Cul-De-Sac in Thompson, CT! 38 Madison Ave was custom-built home in 2020 and set on nearly 2 private acres, this masterpiece redefines move-in ready. Located in a subdivision with underground utilities, this home offers an impeccable blend of curb appeal and sophisticated design. The Exquisite Interior Design boosts the heart of the home a chef's dream kitchen, with a gorgeous quartz island, professional-grade stainless appliances, and a stunning marble-inlay herringbone backsplash. The open-concept layout flows effortlessly into a living area anchored by a dramatic floor-to-ceiling stone-textured accent wall w/electric fireplace. Escape to the expansive Primary Suite, a true sanctuary featuring: A freestanding soaking tub set against a custom mosaic niche and a double vanity with sleek matte black fixtures. A dedicated office alcove with vaulted ceilings and abundant natural light and 3 spacious closets to keep your things organized. Outdoor Living: A large composite deck overlooks a lush, private, and wooded backyard-perfect for quiet mornings or entertaining guests. Home has Central Air, high-efficiency forced air, and a spacious 2-car attached garage. Recently painted throughout! Additional Space: Ready to be finished basement offers the perfect footprint for added living, private home gym or a cozy media room. Schedule your tour today to see this GORGEOUS home! Mins to 395 and Center of Thompson

38 Madison Ave, Thompson

$624,000
4 Beds 4 Baths 24164619 MLS
Beautifully maintained and built to last, this spacious 4 bedroom, 3.5 bath home offers comfort, quality, and exceptional living space in a prime location near prestigious Thompson Hill. Situated on a manicured corner lot, the home features newer vinyl siding with a lifetime warranty, and 50-year shingles for peace of mind. Designed for easy living and entertaining, enjoy the oversized composite deck with electric awning, expansive paver patio, and a recently remodeled family room with custom built-ins and abundant natural light. The oversized two-car garage is wired for heat and connects to a convenient mudroom and laundry room. Inside, you'll find generous room sizes, oversized closets, and flexible living space throughout, including a partially finished lower level with fireplace, wet bar, and half bath. The oversized primary suite features a newly remodeled spa-like bath with soaking tub, walk-in shower, double sinks, and quartz counters. Additional highlights include five heating zones, two central air zones, and a whole-house propane generator for year-round comfort and reliability. Spacious, solidly built, and meticulously cared for - this is a home designed to stand the test of time.

1 Maple Ln, Thompson

$799,900
4 Beds 3 Baths 24165439 MLS
TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to build a custom home in one of the area's most desirable neighborhoods. Partner with an experienced local builder to create a home that reflects your lifestyle and vision. Choose from thoughtfully designed plans, including a stunning Country Colonial featuring 4 bedrooms and 2.5 baths, or explore alternative layouts, or bring your own ideas to life within the builder's program. Each home is crafted with attention to detail, blending timeless elegance with modern functionality; open living spaces, quality finishes, and design flexibility suited for today's living. Eastwood Estates is governed by covenants that preserve the integrity and value of the neighborhood, including a minimum home size of 2,900 square feet (which may include finished lower-level space). Enjoy the peaceful charm of Woodstock with nearby access to local farms, walking trails, and scenic roads, while still being within reach of everyday conveniences and commuting routes. A unique opportunity to build a home that is both refined and personal, guided every step of the way.

36 Olde Meadow Rd, Woodstock

$375,000
4 Beds 2 Baths 24160840 MLS
Delightfully COMPLETELY REMODELED 4/5 Bed, 2 Full bath with WATERVIEWS in almost every room. Enjoy the weather with gorgeous views of Moosup Pond. 2/3 beds on the first level with full bath. Large master suite on the second floor. This house has ALL NEW OF THE FOLLOWING... Roof, Windows, Siding, Flooring, Electrical System, Plumbing, Paint, Kitchen, Stainless Steel Appliances, 2 New Bathrooms, Lighting, HIGH EFFICIENCY HEATING SYSTEM, Plumbing, Well Tank, Well Pump & Doors. There's Been No Stone Left Unturned! There's even an additional 400 sq ft unfinished room that could easily be turned into a huge walk in closet or office space. Additional Site Clean up to be completed before closing. This is the one!

200 Pond Hill Rd, Plainfield

$219,000
4 Beds 1 Baths 24159602 MLS
Charming Antique Colonial - Prime Windham Location Step back in time and experience the warmth and character of this classic 1915 Antique Colonial, beautifully situated on a desirable corner lot in Windham. This inviting home offers four spacious bedrooms and one full bath, along with a generously sized living room perfect for relaxing or entertaining. The bright eat-in kitchen provides a welcoming space for gatherings and everyday living. Enjoy peaceful mornings or cozy seasonal evenings in the sun-filled three-season room, complete with stairs leading directly out to the backyard. The property is surrounded by a charming white picket fence, enhancing its timeless New England appeal. A standout feature is the impressive two-story garage with access from two streets, offering exceptional convenience, storage, or potential workshop space. The full walk-out lower level adds additional functionality and flexibility. Ideally located close to local colleges, this property presents an excellent opportunity for investors, owner-occupants, or those seeking rental potential. Enjoy nearby delicious eateries, unique shops, and easy commuting access to surrounding towns and major routes. This is a truly charming and classic New England home that must be seen to be fully appreciated.

129 Walnut St, Windham

$699,900
4 Beds 4 Baths 24150988 MLS Grandview Estates BLDG.
Development Opportunity! Fully approved condominium project on a private lot with views, offering a turnkey development package including land, two existing townhouses with garages, and approvals for eight additional units to be built, with fully engineered plans available by request. Town approvals are in place, underground utilities are on site, and initial infrastructure has been completed. Public water and sewer available, condominium documents recorded, and unit building plans are available. Existing units provide immediate value while allowing future expansion of the remaining approved units - ideal for developers seeking income with significant upside. This is an opportunity to own or develop a planned community in the northeast corner of Connecticut, with convenient proximity to both Rhode Island and Massachusetts.

115 Groveland Ave Unit 7 & 8, Putnam

$529,900
4 Beds 3 Baths 24130625 MLS The Preserve At Valley View BLDG.
BEAUTIFUL CUSTOM BUILT CONDOMINIUMS IN A SCENIC AREA OF DAYVILLE! CLOSE TO 395, RHODE ISLAND AND MASSACHUSETTS BORDERS!! TUCKED INTO A BEAUTIFULLY LANDSCAPED AREA OFF OF VALLEY RD IN DAYVILLE. WORK CLOSELY WITH BUILDER AND PICK OUT ALL OF YOUR CABINETS, COUNTERTOPS, FLOORING ETC. TO MAKE IT TRULY YOURS! THESE HIGH END CONDOMINIUMS HAVE BEEN GOING FAST! FIRST PHASE IS NEARLY COMPLETE WITH ALL UNITS SOLD OR CURRENTLY UNDER CONTRACT! EACH UNIT BOASTS 4 BEDROOMS, 3 BATHS AND AN EXTRA FLEX ROOM TO MAKE INTO WHATEVER YOUR IMAGINATION DREAMS OF. HOA IS A LOW $190.00 A MONTH WHICH INCLUDES TRASH REMOVAL, SNOW REMOVAL, GROUNDS MAINTENANCE AND PROPERTY MANAGER. COME SEE WHAT "THE PRESERVE AT VALLEY VIEW" HAS TO OFFER! WE WOULD LOVE TO MEET YOU! Photos are of our model. Design your own floor plan and interior choices. Work closely with the builder.

16 Valley View Dr, Killingly

$520,000
4 Beds 3 Baths 24125003 MLS
Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases its original door with full exterior shutters, a hallmark of Greek Revival style. The living room centers on a classic fireplace, and along the upstairs landing a wall of built-in bookshelves creates a welcoming library space. Three bedrooms are located on the second floor, with an additional first-floor room currently serving as a fourth bedroom. The primary includes a walk-in closet and bath with a clawfoot tub. The walk-up attic offers potential for an office, playroom, or studio. The kitchen features a custom layout paired with quality appliances (Sub-Zero fridge & Thor cooktop) and the warmth of a wood stove. Updates include new Trex decking and a newly finished three-season room off the dining room. Historic touches, such as unique wallcoverings and original details, remain intact, blending history, artistry, and the timeless charm of living in Woodstock, CT. Property to be sold in as-is condition.

101 Child Hill Rd, Woodstock

$439,000
4 Beds 2 Baths 24132242 MLS
Nestled in the peaceful, rural charm of Scotland, CT, this lovingly updated 9-room, 4-bedroom, 2-bathroom home delivers the perfect blend of comfort, character, and modern convenience. From the moment you arrive, you'll feel the embrace of home - and see endless opportunities for family life here. This home is ready for your life to unfold - from quiet weekday mornings to lively gatherings. Step inside to discover a brand-new kitchen designed with both functionality and elegance in mind-featuring modern cabinetry, sleek countertops, and stylish fixtures. Both full bathrooms have been fully renovated. Throughout the home, gleaming hardwood floors flow seamlessly from room to room, adding warmth and character to every space. Set on a serene property surrounded by the natural beauty of eastern Connecticut, this home offers the ideal mix of quiet country living and modern comfort-all within a short drive to nearby amenities, schools, and major routes. SOLD AS-IS.

7 Devotion Rd, Scotland

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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. Copyright 2026 SmartMLS, Inc.