Refine Search
Map
Sort by
$1,200,000
3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24192820 MLS
Step back in time and discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. The Bushnell-Dickinson House is a Georgian colonial that retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil moldings, authentic hardware and classic 12-over-12 windows. It has been lovingly maintained for decades by a master craftsman and a devoted gardener, with a deep respect for historic properties. Granite steps lead to the entries and there is a brick patio overlooking the grounds. There is an adorable guest cottage which offers wonderful flexibility for visitors, or as an in-law suite or private studio. The beautiful barn/carriage house holds two cars plus a unique blacksmith workshop. The picturesque grounds feature several gardens for seasonal color, mature shade trees, and a fenced vegetable garden area with a charming hand-built garden shed with running water. With its strong history and distinctive architecture, the home is listed on the National Registry of Historic Places. Rarely does a home of this significance become available - offering the perfect balance of history, craftsmanship, natural beauty, and timeless New England charm in a coastal community. The location is also ideal, close to Main St attractions, shopping, restaurants, beaches, and the train station It is almost equal distance to Boston and New York.

170 Old Post Rd, Old Saybrook
$1,400,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194154 MLS
A Home Like No Other on the Connecticut River. Some homes are built others evolve into something extraordinary. An original agricultural silo has been thoughtfully transformed into one of the most distinctive waterfront homes. Rich in character makes it impossible to duplicate, this exceptional property blends history, creativity & breathtaking riverfront living. The original silo remains a remarkable historical centerpiece of the home, preserving the property's unique character & architectural story. The circular kitchen within the silo flows into a spectacular living & dining area where graceful curved walls create an inviting & unforgettable gathering space. A spiral staircase winds upward through the silo, leading to a cozy sitting room, a full bath, and a unique third-floor bedroom offering sweeping views of. Thoughtful additions have expanded the living space to include an additional kitchen, 2bedrooms, 2nd floor & the flexibility today's buyers appreciate. An oversized garage provides exceptional versatility, offering ample room for vehicles, storage, workshop or hobbies. Above the garage, a spacious finished studio. This is more than a waterfront home-it is a conversation piece, a distinctive architectural treasure, & a rare opportunity to own a property that simply cannot be replicated. For those seeking something beyond the ordinary, enjoy an unforgettable combination of character, river views, versatile living space & timeless New England charm.

1270 Saybrook Rd, Haddam
$325,000
2 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24192157 MLS
A unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separte town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

17 & Ave, Deep River
$675,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24193791 MLS
Located in the highly sought-after shoreline town of Old Saybrook, this charming Cape offers character, comfort, and exceptional curb appeal. Set on 1.14 beautiful acres in the desirable Otter Cove neighborhood, this well-maintained three-bedroom, two-bath home is ready for its next owners. The updated kitchen features heated tiled floors, while the main level offers a spacious bedroom with a cedar-lined closet, convenient first-floor laundry, a bright den/library with a bay window, a welcoming living room with a stone propane fireplace, and a separate dining room. Upstairs you'll find two generously sized bedrooms, each with cozy dormer sitting areas, plus a walk-in attic for additional storage. A full basement, detached two-car garage, two storage sheds and abundant space for hobbies, storage, or a workshop. Lovingly cared for over the years, this special property is ready for you to make it your own.

84 Ayers Point Rd, Old Saybrook
$375,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193978 MLS
Beautifully Updated Home with Lake Access! Welcome to this move-in-ready 3-bedroom, 1-full-bath home in one of Portland's desirable lake communities. Thoughtfully remodeled throughout, this charming home features an updated kitchen and bath, modern finishes, and a bright, inviting floor plan designed for comfortable everyday living. A newer roof and active solar panels provide added value and energy efficiency. Outside, you'll find a spacious backyard that's perfect for entertaining or relaxing, complete with a patio and plenty of room for gardening, play, or pets. The attached garage offers convenience and additional storage. Enjoy the benefits of lake access for swimming, kayaking, fishing, or simply taking in the peaceful surroundings. Combining modern updates, outdoor living, and an exceptional location, this home is ready for its next owners. Don't miss this opportunity to enjoy all that Portland has to offer!

11 Lake Rd, Portland
$225,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192834 MLS
Known as the historic Alice Manee House, this charming Colonial, built circa 1817 (town records list 1825), offers a unique opportunity in the heart of Moodus Village. Featuring 3 bedrooms, 1.5 baths, a wraparound porch, and a walk-up attic with excellent storage, this home offers character, history, and endless potential. Formerly home to a frame shop, the property offers flexibility for both residential and commercial use. The home is in need of cosmetic updates and TLC, being sold As Is. Conveniently located near shopping, dining, local amenities, state parks, and lakes.

17 Plains Rd, East Haddam
$850,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193089 MLS
An oasis of privacy, peace and elegance awaits you here at one of Deep River's most desirable locations. Spring and summer song birds serenade you from the refurbished deck nestled among mature trees covering 3.21 acres of gently sloping land. As you enter through colorful gardens professionally landscaped for minimal maintenance, you'll be greeted by rich Brazilian Cherry hardwood floors that organically flow from room to room. A spacious open concept will lead you to the hearth of this home, an impressive kitchen that will delight the most discriminating chef. Cherry cabinets, granite counters, center island, SS appliances and a layout that allows for prep, cooking and cleanup to occur simultaneously. Entertaining is a must as your guests greet one another in the storybook family room complete with woodburning fireplace and cathedral ceiling, opening to a 600 sq ft deck where you can enjoy coffee in the morning, wine in the evening, shared meals or the peace of communing with this natural habitat. 4 bedrooms and 2.5 baths include a primary suite with a spa-like jacuzzi bath, dual sinks, shower and a walk in closet sure to accommodate the fashionista in you. 3 additional bedrooms can also be used for office space, a playroom, exercise space or craft room. The hardwood floors gleam in the abundance of sunlight that enters through every corner of this home. And a full basement with meticulously maintained mechanics provides plenty of storage or is ready for your finishing

78 Meadow Woods Rd, Deep River
$299,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190773 MLS
Vacation at Home! Discover the charm of this storybook ranch offering peaceful river views and river access, creating the perfect setting for relaxation and outdoor adventures. Inside, vaulted ceilings provide an open airy fell, while a newer roof and gutters add peace of mind. Set on a beautiful property with endless possibilities, this home is ready for your personal touch. Whether you're looking for a year-round residence, weekend retreat, or investment opportunity, this one is brimming with potential.

69 River Rd, Clinton
$688,000
4 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24193869 MLS
Welcome home to this beautifully maintained 5-bedroom, 2.5-bath Colonial, ideally located in the heart of vibrant Middletown. Enjoy easy access to Middletown's many wonderful restaurants and downtown charm, with Middlesex Health, Wesleyan University, and the scenic CT River all just minutes away. Freshly painted throughout, this turn-key home is ready for you to move right in! The main level offers a wonderful flow for both everyday living and entertaining. The spacious eat-in kitchen features a center island and a sunlit breakfast nook with a skylight, creating the perfect spot to enjoy your morning coffee or casual meals. The kitchen opens seamlessly into the inviting great room, complete with a cozy fireplace and a built-in sound system, creating the ideal setting for gatherings, movie nights, or relaxing at home. A separate living room and formal dining room provide additional space for hosting family and friends. A standout feature of this home is the impressive 500-square-foot first-floor fifth bedroom, traditionally designed as a media room. Complete with surround sound and a projector, this exceptional space is perfect for movie nights and entertaining. Its generous size also makes it an ideal primary or guest bedroom, home office, playroom, or recreation room-offering incredible flexibility. Upstairs, you'll find four generously sized bedrooms and well-appointed bathrooms, providing plenty of room for family, guests, or additional workspace.

166 Mccormick Ln, Middletown
$879,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24193142 MLS
Welcome to a truly special country estate where luxury, privacy, and an exceptional equestrian lifestyle come together on more than 7 picturesque acres in beautiful Durham. Surrounded by mature trees and peaceful scenery, this remarkable property offers the perfect setting for horse enthusiasts, hobby farmers, or anyone seeking a private retreat. The home offers one-floor living and is filled with natural light, soaring vaulted ceilings, hardwood floors, and a striking two-sided fireplace that creates a warm, inviting atmosphere. The open floor concept is perfect for family time and entertaining. The spacious primary suite offers a walk-in closet, spa-inspired bath, and a unique hot tub room with a brick fireplace overlooking the property. The finished lower level includes a full in-law suite, providing outstanding flexibility for multigenerational living, guests, or extended family. The oversized 3-car, high-ceiling garage is a mechanic's dream. Outside, the impressive two-story barn is fully equipped with 240-amp service, a steel beam and hoist, floor drains, propane gas line, tack room, grain room, bedding storage, Nelson automatic water bowls, and a large sliding door for easy hay and equipment deliveries. Combining modern comforts, outstanding equestrian amenities, and timeless New England charm, this one-of-a-kind property is truly special, so schedule your own private tour today!

23 School House Ln, Durham
$625,000
4 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24192216 MLS
Nestled back from the road in a serene, private setting, this impeccably maintained and professionally landscaped 4-bedroom, 2 1/2-bath Colonial offers the perfect blend of comfort, elegance, and privacy. The sunken living room features a stunning stone fireplace with a majestic mantel, creating a warm focal point that can also be enjoyed from the kitchen and breakfast nook. The beautifully appointed kitchen boasts granite countertops, stainless steel appliances, a center island, and plenty of space for cooking and entertaining. The formal dining room and cozy den showcase beautiful hardwood flooring, adding warmth and character throughout the main level. The expansive primary suite is a true retreat, complete with a spa-like bath featuring a hydro tub, double-sink vanity, and separate shower. Just off the primary bedroom is a versatile bonus room with conveniently located laundry, ideal as a dressing room, sitting area, home office, or nursery. The private fourth bedroom, located on the third floor, makes an excellent guest suite, offering separation from the main living areas. Step outside to enjoy the Trex deck with a pergola, perfect for entertaining family and friends or simply relaxing while overlooking the fully fenced in backyard designed for both fun and tranquility. Conveniently located just minutes from shopping, dining, and everyday amenities, yet tucked away in its own peaceful oasis. Don't miss the opportunity to make it yours!

41 Harvest Wood Rd, Middlefield
$750,000
4 Beds ⋅ 5 Baths ⋅ COMING SOON Status ⋅ 24193789 MLS
Exceptional custom built home tucked away at the end of a private enclave of only four custom homes. This thoughtfully designed residence offers over an acre of privacy, oversized living spaces, handcrafted millwork, solid six-panel doors, hardwood floors, and insulated interior walls. Designed for both everyday living and elegant entertaining, the open floor plan is spacious, bright and cheerful; including a large kitchen with abundant cabinetry and counter space and an expansive island that naturally becomes the heart of the home. Two wall ovens make preparing meals for large gatherings a breeze. The kitchen flows into a dining nook with bay windows and a fireplaced family room with double-french doors opening to a 60' x 16' deck overlooking the spacious yard which is framed with trees in summer and provides expansive horizon views in the winter. Once the leaves fall, you can see all the way to the Portland Bridge and beyond! Enjoy the breathtaking sunrises/moonrises from this east-facing deck. Desirable feature is the presence of 2 private primary suites. Huge first floor primary suite w/12' tray ceiling includes a cozy fireplace, 2 double French doors to huge deck TWO WALK-IN CLOSETS!, plus two additional linen closets in a hall leading to the oversized spa bathroom complete with jacuzzi tub, walk-in shower, two extra-long sink vanities with mirrored cabinets, and a separate doored toilet room. The first floor also includes formal & living rooms for all your lifestyle &

29 Jackson Hill Rd, Middlefield
$389,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193272 MLS
Welcome to this 3 bedroom 1 and half bath ranch on a tree lined street in East Hampton Village Center. Remodeled kitchen with attached sunroom/deck overlooking .63-acre yard. One floor living with hardwood floors throughout. Combination of dining and living room with decorative columns and brick fireplace. 3 bedrooms share a full remodeled bath with tub. Half bathroom for your guests. Attached oversized 2 car garage, walk out basement, with potential to be finished, city sewer. Walk to town center, schools and playgrounds, restaurants all close by! All town residents have access to Lake Pocotopaug at Sears Park for kayaking, swimming, watersports.

27 Bevin Blvd, East Hampton
$585,000
4 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24193207 MLS
A rare opportunity awaits to become the second owner of this lovingly maintained ranch on desirable Schoolhouse Road. Thoughtfully designed for comfortable one-level living, this spacious 2,149-square-foot home offers four generously sized bedrooms, wide hallways, gleaming hardwood floors, and central air conditioning. Step inside to a welcoming living room featuring a classic wood-burning fireplace and oversized windows that fill the space with natural light while overlooking the beautifully landscaped front gardens. The eat-in kitchen is equipped with stainless steel appliances and flows seamlessly into the expansive dining room-an ideal layout for holiday gatherings, dinner parties, and everyday entertaining. One of the home's standout features is the 280-square-foot, four-season sunporch, offering beautiful views of the private backyard and providing the perfect space to relax year-round. It is important to note the this sq. footage is not included in the Tax Record totals for the home. Situated on a picturesque 1.1-acre lot, this property also includes a partially finished basement with plenty of room for storage as well as an attached two-car garage. The home is freshly painted throughout with newly refinished hardwood floors, offering a bright, move-in-ready interior while providing the perfect canvas to make it your own. Offering space, quality, and exceptional care in a sought-after setting, this is a home you'll be proud to call your own.

207 School House Rd, Old Saybrook
$395,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193733 MLS
Set back from the road on a combined 1.64 acres, this charming 3-bedroom, 1.5-bath Farmhouse-style Colonial offers character, versatility, and plenty of room to spread out. With hardwood floors throughout, the main level features a spacious living room with fireplace, formal dining room with built-in cabinetry, sunroom, kitchen, mudroom, and half bath. Upstairs are three bedrooms, a full bath, and access to a walk-up, floored attic offering excellent storage or future potential. Outside, the included adjacent parcel provides additional privacy and open space. An oversized detached barn-style garage offers two extended bays, additional workspace, and stairs leading to a second-floor loft-ideal for storage, hobbies, a workshop, or recreational equipment. Welcome home to this classic Durham property with unique details and flexible space both inside and out.

218 Maiden Ln, Durham
$1,250,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24187451 MLS
Modern farmhouse character, flexible living space, and beautiful ridgeline views come together in The Ridgeview, a thoughtfully designed, to-be-built home in the highly desirable Chatham Lake neighborhood. Set among established upscale homes on spacious lots, this elevated property offers a peaceful natural setting with scenic views and a wonderful sense of privacy and openness. The exterior combines timeless New England architecture with modern farmhouse details, including cedar style vinyl shingles, prominent gables, black-trimmed windows, metal roofing accents, and an inviting covered front porch. Inside, 3,528 square feet of thoughtfully planned living space emphasizes natural light, architectural detail, and an easy connection between the home's primary living areas. At the heart of the main level is an open concept kitchen, dining, and great room designed for everyday living and entertaining. The custom kitchen is planned with a generous center island, abundant cabinetry, and walk-in pantry, opening directly to a spacious great room with a fireplace, coffered ceiling, and oversized doors leading to the rear patio. The adjoining dining area makes its own architectural statement with a cathedral ceiling and exposed beam detailing. The private first-floor primary suite offers the convenience of single-level living, complemented by a spacious bathroom and walk-in closet. **See below for more details**

9 Silver Springs Dr, Haddam
$1,065,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192002 MLS
Privately set on over three picturesque acres in Deep River, just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their acclaimed restaurants, boutique shops, marinas, yacht clubs, the Connecticut River Museum, and the historic Griswold Inn. A comprehensive redesign of the home's exterior was completed by renowned architect Christopher Arelt, featuring all-new windows, structural insulated panels for enhanced energy efficiency, cedar shingle siding, copper gutters, Azek trim, a 4-zone heating system, an expansive Ipe deck and stairs, a bluestone patio, and a private outdoor shower. A brand-new well, drilled in May, and a whole-house generator powered by a 500-gallon underground propane tank provide year-round comfort and peace of mind. The home's showpiece is the spectacular four-season sunroom. This breathtaking space features a coffered beadboard ceiling, rich Brazilian cherry flooring, walls of windows, a wood-burning stove, custom built-in seating, and French doors opening onto the expansive Ipe deck, creating an extraordinary setting for year-round living and entertaining.

106 Meadow Woods Rd, Deep River
$549,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193304 MLS
Welcome to Sanfords Bridge Estates, a distinctive Hadlyme neighborhood centered around a picturesque covered bridge, private pond, walking trails, and approximately 15 acres of preserved open space. Set on a private 1.19-acre lot, this spacious 2,520-square-foot Colonial offers four bedrooms, three full baths, and a flexible floor plan designed for comfortable everyday living and entertaining. A large covered front porch opens to an inviting foyer and a front-to-back living room featuring hardwood floors, crown molding, recessed lighting, custom built-ins, and a raised-hearth fireplace. The updated eat-in kitchen offers granite countertops, stainless steel appliances, and convenient access to the generously sized formal dining room. A spacious first-floor bedroom with a vaulted ceiling and nearby full bath provides an excellent option for one-level living, guests, or a private home office. Upstairs are three additional bedrooms, two full baths, and an open office or study area. Outdoor living includes an oversized rear deck overlooking the peaceful wooded surroundings. Additional features include central air, a walkout basement offering excellent storage or future finishing potential, and a two-car garage. Enjoy a tranquil country setting while remaining convenient to East Haddam, Chester, the Connecticut River, local parks, hiking areas and the Chester-Hadlyme Ferry.

4 Sanfords Brg, East Haddam
$499,900
3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24192636 MLS
For more than 150 years, this magnificent Victorian has welcomed generations through its doors, and today it stands more beautiful than ever. Built in 1875, this timeless home celebrates the craftsmanship and character of a bygone era while offering the space, warmth, and flexibility for modern living. Gracefully set on 2.6 picturesque acres, it is more than a home-it's a legacy waiting for its next steward. From the welcoming wraparound porch to the original wood floors, intricate architectural details, soaring ceilings, and sun-filled living spaces, this exceptional home blends historic elegance with everyday comfort. Generously sized rooms provide flexibility for today's lifestyle, while the inviting sunroom with a wood stove is the perfect place to enjoy your morning coffee, unwind with a good book, or gather with family and friends throughout every season. Spacious bedrooms, including a peaceful primary retreat with a charming sitting area, provide comfort and privacy. Thoughtful modern improvements complement the home's timeless appeal. Owned solar panels significantly reduce electric costs, making year-round heating and air conditioning surprisingly efficient. It is a rare opportunity to enjoy the beauty and craftsmanship of an 1875 Victorian without sacrificing the comfort, efficiency, and convenience today's homeowners appreciate.

330 Candlewood Hill Rd, Haddam
$495,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192544 MLS
Discover the incredible potential of this custom-built Colonial, ready for your personal style and finishing touches. Designed with comfort and functionality in mind, the main level features a dedicated home office complete with extensive shelving and abundant storage, perfect for staying organized while working from home. Upstairs, you'll find three generously sized bedrooms and two full baths, including a beautifully glass tiled hall bath that adds beachy vibes. The spacious primary suite offers both a walk-in closet and an additional traditional closet, with ample room for a king-sized bed and your favorite furnishings. The bright, functional kitchen boasts an abundance of cabinetry, stainless steel appliances, and the convenience of a first-floor laundry room just steps away, between the kitchen and the powder room. The finished lower level provides valuable additional living space, ideal for a family room, recreation area, home gym, or hobby room, with direct access to the oversized two-car garage. With fresh paint and your personal decorating touches, this home can truly shine. Best of all, you're just a short walk from Chester's picturesque town center, where you'll enjoy charming shops, restaurants, galleries, and community events. Experience firsthand why Chester is consistently celebrated as one of Connecticut's most beloved small towns.

42 Straits Rd, Chester
$379,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192077 MLS
Opportunity is Knocking! Terrific 1700 Sq/Ft Embankment Ranch w/ 3Brs & 2Bths. Check out those Pics & our Virtual Reality Tour. New Roof. Open Floor Plan. Beautiful Vaulted Pine Ceilings. Floor to Ceiling Fireplace. Oil Hot Water Heat. Two Car Garage. Thermopane Windows. Front Porch. Great Rear Decking overlooking a Private & Fully Fenced Rear Yard. Welcome FHA & VA Buyers. We are always here to help!

75 Airline Rd, Clinton
$529,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189971 MLS
This beautifully maintained ranch home in East Haddam has been lovingly cared for by its original owners since 2002. Located on a quiet, rural road, the property features an open-concept floor plan with cathedral ceilings, granite countertops, and elegant exterior stonework. A versatile walk-up bonus room offers the perfect space for a home office, library, or playroom. The front porch, back deck, and sunroom provide excellent spaces to enjoy the scenic outdoors. In addition, this property is within walking distance to an 18.5 acre East Haddam Land Trust Preserve!

3 Beebe Rd, East Haddam
$550,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192604 MLS
Step into the perfect blend of timeless New England charm and modern convenience in this beautifully maintained circa-1869 Colonial, ideally located in the heart of East Hampton. Offering over 2,275 square feet of living space, this 4-bedroom, 2.5-bath home showcases the character of a bygone era while featuring numerous thoughtful updates throughout. The custom kitchen is equipped with stainless steel appliances, corian countertops, and ample cabinetry, creating a functional space for everyday living and entertaining. Wide-plank hardwood floors, updated bathrooms, and a flexible floor plan provide warmth and versatility. Major improvements include a high-efficiency natural gas boiler with on-demand hot water, updated electrical service, newer windows, and newer roof, providing peace of mind for years to come. Outside, enjoy a level yard with detached garage and off-street parking. Conveniently situated within a very short distance to the Air Line State Park Trail, local shops, restaurants, schools, the town beach, and all that East Hampton's vibrant village center has to offer. Rich in history, thoughtfully updated, and ideally located, this is a wonderful opportunity to own a home that truly offers the best of old-world character and modern comfort.

124 Main St, East Hampton
$775,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192511 MLS
A rare opportunity to own TWO single-family adjacent homes in the heart of East Hampton! Rich in history and thoughtfully updated, the main residence at 124 Main Street beautifully blends timeless architectural character with the comfort and convenience of modern living. Historic details, classic craftsmanship, and tasteful updates create a home that is both elegant and inviting. A first-floor bedroom and full bath provide the option for a desirable primary bedroom suite or flexible living arrangement to accommodate a variety of lifestyles. Situated toward the rear of the property, 126 Main Street is a second single-family residence offering exceptional versatility. While it could benefit from some updating, it presents endless possibilities as an in-law home, income-producing rental, private guest house, home office, studio, or space for entertaining family and friends. Whether you're looking for multi-generational living, rental income, or simply the flexibility of owning two homes on one parcel, this unique property offers endless potential in a desirable location close to East Hampton's charming downtown, Lake Pocotopaug, restaurants, shopping, and local amenities. A truly one-of-a-kind opportunity!

126 Main St, East Hampton
$574,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192282 MLS
Beautifully updated Cape Cod, ideally situated on two private acres near the Killingworth/Madison town line, offering the perfect blend of classic charm and modern updates. Recent improvements include vinyl siding, replacement windows and slider, a renovated kitchen, updated bathrooms, refinished hardwood floors, and a newly installed well neutralizing system. Recently painted throughout, the inviting main level features hardwood floors, a formal dining room, a spacious family room, and a bright breakfast area highlighted by a new pellet stove with a beautiful stone surround that can efficiently heat the entire home. The thoughtfully designed kitchen is complemented by a convenient pantry, while the laundry has been relocated to the second level for added convenience. Upstairs, you'll find four generously sized bedrooms, all on the same level. The spacious primary suite features hardwood flooring and a private bath, while the remaining bedrooms share an updated full bath. Step outside to your private backyard retreat, complete with a newer 20 x 20 Trex deck framed by a stunning stone wall, creating the perfect space for entertaining, dining, or simply relaxing in the peaceful wooded setting. Located just minutes from Madison's beaches, shopping, restaurants, and commuter routes, this move in ready home offers exceptional space, thoughtful updates, and comfortable everyday living.

245 Chestnut Hill Rd, Killingworth
$799,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190358 MLS
Welcome to your own private retreat! Nestled on nearly 2 acres, this exceptional property blends peaceful country living with incredible indoor/outdoor entertaining while offering flexible multi-generational living. Spend summers by the heated L-shaped saltwater pool, play cornhole on the expansive level lawn, relax in a hammock, or enjoy your fully fenced backyard oasis. Inside, the flexible floor plan offers first-floor living options with a home office featuring a large picture window and adjacent full bath, ideal for guests. The welcoming foyer is flanked by a formal dining room and living room with fireplace before leading to the eat-in kitchen and impressive family room with vaulted ceiling and dramatic two-story stone fireplace. French doors open to a bright sunroom with access to the upper-level hot tub and stairs leading to the pool patio. Upstairs, the spacious primary suite features a walk-in closet and private bath, along with three additional bedrooms, a full hall bath, and a loft-style sitting area overlooking the foyer and family room. The walk-out lower level includes a kitchenette and half bath, making it perfect for poolside entertaining, a rec room, home gym, or whatever best fits your lifestyle. Conveniently located between the Village Center and Cobalt Center, this home offers privacy, convenience, and resort-style living.

36 Charles Mary Dr, East Hampton
$3,950,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24192020 MLS
Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a deep-water dock! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's "Best Small Towns" where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.

323 River Rd, Deep River
$229,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24192281 MLS
Welcome to 21 Inverness Ln. Make this spacious 3 bedroom your new home. This home is nestled in the sought-after Highland Lake Community. The home features an open floor plan with generous sized rooms. Upon entering, you'll be met with an updated kitchen and a comfortable dining area. The adjacent family room features laminate flooring and sliders to a private fenced in patio complete with a pergola to shield you from the sun on scorching hot summer days. The upstairs features 3 spacious bedrooms, updated full bathroom, laundry nook and an area for den, office or media play. The 2-car garage also has an additional storage area off the back. You can enjoy single family home living without the extensive yard work. This home is waiting for your next summer party. Highest and best Sunday, 7/26 by 5:00 PM.

21 Inverness Ln, Middletown
$500,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191576 MLS
Location, Location, Location! Welcome to the sought-after 55+ community of Bartlett Hill! This move-in ready Berkshire style home offers 1,503 sq. ft. of comfortable living on a quiet cul-de-sac, backing to peaceful woods for exceptional privacy. An inviting front porch, beautifully landscaped gardens, and charming curb appeal welcome you home. Inside, the open floor plan is perfect for everyday living and entertaining. The first-floor primary suite features a walk-in closet and full bath with shower stall, providing the ease of one-level living. The kitchen flows into the dining area and cozy sunroom. The living room offers a direct-vent gas fireplace and convenient half bath. Hardwood floors enhance the entryway and kitchen.Enjoy your private rear deck overlooking the woods, perfect for relaxing and enjoying nature. Upstairs, you'll find a guest suite(perfect for live-in caregiver) with a full bath, generous closet space, and a versatile loft ideal for a home office, reading nook, or exercise area. The unfinished lower level provides abundant storage and future expansion potential, while the attached two-car garage adds convenience. Bartlett Hill offers beautifully maintained grounds, a welcoming atmosphere, clubs, social activities, pool exercise, scenic walking streets, strong association finances, and a low HOA fee. Conveniently located near golf, shopping, and dining, this home offers the perfect blend of privacy, low-maintenance living, and community. Schedule a tour

19 Plumrose Court Unit 19, Portland
$339,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24118912 MLS
Nestled among hundreds of acres of beautiful forest, this charming ranch offers a peaceful, private setting with endless potential. Featuring 3 bedrooms, 1 full bathroom, and a partially finished basement, this home is ready for its next chapter. Original hardwood floors lie beneath the carpet throughout, just waiting to be uncovered and restored to their natural beauty. Built, owned, and lovingly cared for by the Cannon family, this home has been filled with years of cherished memories. Being sold as is, it offers the perfect opportunity to make your own updates and bring your vision to life. Whether you're looking for a quiet retreat or a place to create lasting memories, this is a rare opportunity to own a home in a truly picturesque setting surrounded by nature.

190 Clark Hill Rd, East Hampton

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.