Refine Search
Map
Sort by
$1,550,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24178395 MLS
Perched over the CT River on one of the largest lots on Main, the David Watrous House offers water views from each room. This 1850 architectural treasure offers over 4,000 square feet of living space, plus an additional 1,500+ square foot walkout lower level. A detached oversized 3-bay post-and-beam carriage house offers exceptional workshop/studio space, stained glass windows and crowned by a copper cupola with antique weathervane. A side porch entry leads to chef's kitchen with handcrafted Vermont solid cherry cabinetry, granite countertops, stainless appliances, a tin ceiling and dramatic 10-foot island. Formal dining with antique chandelier and fireplace make for elevated home entertaining. The dramatic riverfront great room with wall-to-wall windows, a river-facing 2nd kitchen, fireplace, and expansive deck captures ever-changing water views. A den, living room, office with cherry built-ins, 10+ foot ceilings and full bath offer flexibility on 1st flr. Upstairs, restored original chestnut floors lead to multiple living spaces, full laundry, a 3rd kitchen and a primary suite with gas fireplace with marble en suite. Recent upgrades include new windows, patio, driveway, refreshed landscaping, Buderus furnace, upgraded 400-amp electrical, restored chimneys, whole-house generator, and updated roofing. Stone pathways lead to private riverside seating areas for amazing sunsets. Rare chance to claim a home of notable architectural significance with recognized press coverage.

77 Main St, East Haddam
$1,595,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24177268 MLS
Charming 1712 antique salt box home, ideally located just a few minutes from center of town and offering easy access to RT 25 and I-84, This 25 acre working hobby farm is a piece of Newtown history. Only two families have ever owned this property. The land was originally deeded to the Wheelers, one of the first families to settle in Newtown. The current owners (The Sedors) purchased the farm in 1910 and are 5th generation farm owners. The main home captures the charm of yester year along with some modern conveniences. The original oak floors, the hand hewn beams, and four fireplaces with a Dutch oven remain like a time capsule to the era. There are two updated bathrooms and an updated kitchen with cathedral ceiling. Additional improvements include high efficiency heating system and new insulation in the attic in 2015. Main level bedroom and washer dryer with walk in closet with lots of storage. Large stone patio with hot tub overlooks the amazing property filled with stone walkways, stone walls and vintage flower beads. This beautiful 25 acre property includes a two story - 3 bay antique barn, a newer three bay tin barn, a shed, chicken coop, outhouse, cottage, cabin, 5 garages and three wells. You get a park like feel when you walk the land. Do not miss your once in a lifetime opportunity to own this beautiful property in the heart of Newtown.

81 & 63 Currituck Rd, Newtown
$775,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24138386 MLS
The Orton-Martin Homestead. One of Woodbury's oldest homes has been updated for today's lifestyle. History surrounds you with wide board flooring, library built-ins, two fireplaces and 1850 barn. This four -bedroom home offers spacious rooms, three finished levels and hidden delights. Enjoy picnics under the mature trees on your own fenced-in level yard. Sidewalks take you everywhere on Main St where you can enjoy the Library, antique and retail shops, schools, churches, great restaurants and coffee shops. Parks and the Senior Center are all nearby. Only 90 minutes to NYC. Named by Reader's Digest as one of CT most charming towns. Come call Woodbury home!

28 School St, Woodbury
$1,350,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24171849 MLS
Tucked behind mature trees and framed by classic stone walls, this remarkable Stonington property feels more like a private country estate than a traditional residence. Set on nearly three beautifully maintained acres, the grounds unfold with expansive lawns, established gardens, and peaceful outdoor spaces that create an immediate sense of calm and privacy. The setting tells a story of timeless New England charm and understated elegance. Inside the home is filled with natural light and thoughtfully designed living spaces. French doors open to an expansive bluestone patio designed for outdoor entertaining, quiet evenings under the stars, and effortless indoor outdoor living. The kitchen was designed for gathering, offering generous workspace, quality appliances, and views across the surrounding landscape. Throughout the home, historic architectural elements are balanced with tasteful modern updates, creating spaces that feel warm, refined, and inviting. Originally part of the historic Stone House estate, the residence carries a unique sense of heritage while offering the ease of contemporary living. The primary suite serves as a peaceful retreat with spa like finishes and carefully integrated original stone details. Every room feels connected to the beauty outside, whether overlooking the lawn, mature trees, or the property's idyllic natural surroundings. Located minutes from Mystic, fine dining, marinas, and the shoreline. 2 hours to NYC and Boston

1335 Pequot Trl, Stonington
$895,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24172742 MLS
Welcome to Bacon Pond House. A seamless blend of 19th-century soul and 21st-century luxury. Situated on over 3 acres, this antique Colonial has been thoughtfully revived to honor its heritage while offering every modern convenience. The interior, lovingly brought back to life, features wide-plank flooring and exposed hand-hewn beams that anchor the home's historic character. The rooms are designed for both intimacy and entertaining. A cozy sitting room and a dedicated office/library-complete with a classic fireplace-offer quiet retreats. For larger gatherings, the front-to-back living room, with windows on three sides, is bathed in natural light. At the heart of the home is the remodeled kitchen, which opens to the dining room centered around the original refurbished center core fireplace. Upstairs, four bedrooms await. The primary bedroom offers a new ensuite bath detailed with custom tile. The three additional bedrooms share a fully renovated bathroom with a soaking tub/shower combo. Thoughtfully curated, professionally designed interior furniture and fixtures are available upon request. The property has benefited from extensive renovations that include new bathrooms and kitchen, floor refinishing, a new well, upgraded septic, and more; a substantial list is available upon request.

253 Bacon Pond Rd, Woodbury
$2,950,000
7 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24171893 MLS
Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare blend of colonial charm and equestrian excellence. Spanning 27.3+ bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence/Inn, three enchanting cottages, and the potential to include the region's premier full-service equestrian facility. The main residence, a testament to time-honored craftsmanship, features 7 bedrooms and 7.5 baths, each room telling a story of centuries past. The main house/inn's dignified presence is complemented by a dining room, entrance parlor, library, den, period greenhouse, and a well-appointed kitchen that cater to both intimate family gatherings and grand celebrations. For the serious equestrian, the estate offers multiple barns and paddocks. Training is a year-round luxury thanks to the 6,000 sqft heated indoor arena, which includes an owner's apartment and viewing area - and a professional grade outdoor ring. Enjoy all the area attractions including Tanglewood, the Mount, MASS MoCa and breathtaking hiking trails.

802 State Rd, Richmond
$585,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24164662 MLS
Circa 1803 "Todt Farm," is a historically significant center hall Colonial set on 1.06 picturesque acres overlooking and adjacent to Fenn Pond. This 11-room home offers 2,691 sq ft with 4 bedrooms and 3.1 baths. Rich with authentic vintage details including wide board floors, 7 fireplaces, horizontal board paneling, built-ins, and classic 12-over-12 windows and front and rear stairwells. The charming sunroom opens to a stone patio, ideal for enjoying the serene setting of mature trees, gardens, stone walls and rolling and level lawns. The property is surrounded by Middlebury Land Trust land, including the preserved Brookdale farm across the street. Additional features include an attached 2-bay garage and a 20kW Generac generator.Pool is being sold "as-is." Middlebury offers an extensive variety of outdoor enjoyment such as the Middlebury Rec Area, Quassy Amusement Park, Lake Quassapaug, the 4.5 paved Greenway walking trail, Meadowview Park and the John Largay Preserve. Come take a look!

66 Artillery Rd, Middlebury
$1,495,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24067675 MLS
Rarely available. 1880 antique gem on 10 acres, with a first level primary bedroom and bath, situated on one of Bridgewater's most prestigious and quiet roads, offering a private setting. This residence masterfully blends historic character with an airy, open floor plan where the kitchen flows seamlessly into a spacious great room and a formal living room anchored by a classic fireplace. The interior living space consists of a main floor primary bedroom and bath, second level with 2 bedrooms and shared bath and a third level bedroom with it's own bath. The spaces transition beautifully to a 24 x 18 screened porch with slate flooring, opening onto a bluestone terrace. Perfect for entertaining, the terrace overlooks the pool and captures western exposures. The property is further enhanced by a two-story barn, providing ample space for storage or workshop. This is a unique opportunity to own a quintessential New England retreat in a premier location.

197 Skyline Ridge Rd, Bridgewater
$985,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24159885 MLS
Own a Piece of Roxbury History! One of Roxbury's three oldest homes, this site has been cherished by seven generations of the Squire family. The existing antique home, while requiring reconstruction, has the potential to be reimagined as a charming guest house, preserving a tangible link to the past. Set on 12.7-acres this property and boasts breathtaking eastern views and the unique opportunity to create a stunning estate on land steeped in local heritage. A partially intact stone foundation (approximately 1500 sq ft) provides a solid base for this endeavor. Imagine building your dream home atop the hill, capitalizing on the panoramic vistas. A beautifully renovated barn, listed as historic landmark, adds further character and value. The property abuts Land Trust for hiking, ensuring privacy and natural beauty. Infrastructure is in place with a completed A-2 survey, installed driveway, and approved septic plans (3-bedroom for the antique home and 8-bedroom for a main residence). Electrical conduit is also installed to the proposed homesite. This land has subdivision potential and is ready for you to create a legacy of your own. **Note: Home is uninhabitable at this time. A full rebuild and renovation is required.

179 South St, Roxbury
$349,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24147691 MLS
Meant to be lived in and loved, this 4-bedroom home built in 1775, has been a gathering place for generations and still offers the space and functionality to comfortably accommodate the next. Classic country charm, generous room sizes, meaningful upgrades, makes this a special opportunity to own a piece of history. Recent key updates providing comfort and peace of mind include triple-pane windows, a Buderus boiler with four heating zones, central air, and a French drain system in the basement. And there's more when you discover the impressive by the 24' x 36' three-bay, metal-sided garage-a true standout for car enthusiasts, hobbyists, or anyone needing exceptional storage and workspace. The garage is fully insulated and includes two overhead doors, a rear sliding door, 220-volt service, and an 18' x 16' loft with steel stairs. Whether you're looking for a workshop, hobby space, additional storage, or room for vehicles and equipment, this versatile building offers plenty of possibilities. Set on 1.32 acres of usable land, with an adjacent street perfect for walking and biking, as well as plenty of room to garden, play, and enjoy the outdoors. Come explore this unique property and discover how well it could fit your lifestyle!

392 Boston Neck Rd, Suffield
$3,200,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24069608 MLS
Black Dog Farm, owned by artist Elaine Voghelle, an exceptional estate offering a refined storybook ambiance. The fully restored 1803 Antique Eyebrow Colonial Farmhouse is set on 4.6 acres of prime land along the Appalachian Trail. Renovations throughout the home are executed to the highest standard. The property includes several substantial outbuildings, including a three-level cottage, a two-car detached garage, a sauna and spa room, Tabacco Barn & an expansive horse barn with fully operational paddocks complete with water and electricity. The artist's extraordinary vision brings the estate to life, creating a museum-quality residence that embodies elegance and sophistication. Rare materials and uncompromising attention to detail are evident throughout, including white oak hardwood floors sourced from MOMA, custom handmade mahogany windows fitted with imported wavy German glass, and advanced argon gas insulation. The chef's kitchen is thoughtfully designed with gnarled brass pulls, leathered limestone marble countertops, and a handmade, hand-painted tile backsplash. The retreat was constructed using Pennsylvania Lichen Stone, with stone walls and pillars carefully built to replicate the craftsmanship of centuries past. Bronze metal seamed-heated roofs, snow guards, and cupolas crown each structure, providing both durability and architectural distinction. The grounds are beautifully landscaped with rows of English dwarf boxwoods.

6 Hoyt Rd, Sherman
$5,000,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24148794 MLS
Originally built in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of Ct's most charming destinations. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue & 5-room bed & breakfast. It shares the grounds with Dragonfly Equestrian Center, stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment , hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP)! Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. A small home serves as a full-time Airbnb or could house live-in help. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.

1189 Pequot Trl, Stonington
$699,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24139265 MLS
This authentic antique home is ideally located on one of Bethlehem's most desirable country roads, surrounded by other elegant historic properties. Meticulously maintained, it showcases true period charm with spacious rooms, high ceilings, original wide-board floors throughout, and a grand central chimney serving three fireplaces. The main level is perfect for both daily living and entertaining, featuring a large eat-in kitchen, a cozy wood-paneled study with built-in bookcases and fireplace, an inviting living room with fireplace, and a gracious formal dining room-all generously proportioned for comfortable gatherings. Upstairs you'll find three well-sized bedrooms, a full bathroom, a large walk-in attic over the kitchen that's already framed and ready to become a luxurious primary suite, plus a separate walk-up attic with plenty of headroom for additional finished space. The beautifully landscaped grounds include a sweeping level lawn, a fully approved extra building lot with its own private driveway, and a handsome post-and-beam barn offering ample room for vehicles, workshop space, and storage. Move right in and enjoy this classic beauty as-is, or take advantage of the rare opportunity to expand, add a guest house, or create a family compound.

114 Carmel Hill Rd N, Bethlehem
$1,075,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24134097 MLS
Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilford's Historic Green, shops, restaurants, beaches and shoreline attractions.

51 Pearl St, Guilford
$6,695,000
7 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24129942 MLS
A rare opportunity to own one of Litchfield County's most exceptional legacy estates. Reverie Farm encompasses more than 101 acres across four separate parcels, offering extraordinary privacy, sweeping views, and endless possibilities as a country retreat or full-time family compound. The meticulously restored and updated 1799 stone and shingle residence, which features 7 bedrooms, 5 full and 2 half baths, intimate entertaining spaces, multiple fireplaces, and a 1-bedroom in-law apartment with both interior and private exterior access, is rich in historic character. Additional accommodations include a separate 3-bedroom, 2 bath guest house with its own driveway, and a separate 2-bedroom staff/guest apartment. Estate amenities include a heated gunite pool in a private garden space, tennis court, the renowned studio of Abstract Expressionist Cleve Gray and, across the driveway, his wife author Francine du Plessix's writing studio which has been transformed into a dance studio/entertaining space with a double height ceiling. Additional outbuildings offer exceptional flexibility for use as gathering spaces, remote workspaces, athletic facilities, studios, workshops, storage (wine, automobiles, and other collectibles), and other uses subject to local approvals. The open fields, woodland trails, ancient fruit trees, established gardens and stone walls create an extraordinary private setting with agricultural and equestrian potential.

102 Melius Rd, Warren
$675,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24127885 MLS
Toad Hall Offered for the first time in over forty-five years, Toad Hall is an utterly delightful 18th Century gem set on 11.6 acres in the heart of Cornwall Bridge, one of the most coveted areas in Litchfield County. This enchanting property features two barns, including a spacious main barn that has served as the studio of a renowned local artist. With its soaring space and rustic charm, it offers endless potential. Graceful stone walls meander through the property, surrounding the house and outbuildings, and weaving through the mature, thoughtfully landscaped gardens. The home itself is a true historic treasure, brimming with hand-hewn beams, original wood floors and classic moldings throughout. The entry foyer leads to a cozy living room on one side and a formal dining room currently used as a library with wood burning stove on the other. Upstairs you'll find four charming bedrooms and a full bath. The primary bedroom has sweeping views of the surrounding forest and mountains. The eat-in-kitchen opens to a delightful three season porch while a second porch at the back of the home overlooks a picturesque oasis. Extremely private, the property is bordered by large parcels of land providing unmatched tranquility and seclusion. Located in an area known for its natural beauty, farm to table dining, antiquing and shopping.

143 Whitcomb Hill Rd, Cornwall

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.