Browse All East Hampton CT Historical Properties for Sale

50 Smith Street, East Hampton, CT - A Rare Opportunity to Own a Timeless Classic! You've probably driven by this stately brick ranch and admired its timeless beauty, impeccable appearance, and picturesque setting. Now, for the very first time, this remarkable home can be yours! Proudly built in 1957 with an emphasis on quality craftsmanship and enduring construction, this exceptionally well-maintained home offers over 2,100 square feet of spacious, comfortable living. Generously sized rooms, an inviting open floor plan, and an unmistakable sense of pride of ownership make this property truly special. Perfectly positioned on a pristine, level lot, the location is every bit as impressive as the home itself. Nestled between the beauty of the Airline Trail, scenic Cranberry Bog, and the recreational fields at Memorial School, you'll enjoy an extraordinary combination of natural beauty, outdoor recreation, and small-town charm right outside your door. They simply don't build homes like this anymore! Solid, substantial, beautifully maintained, and filled with character, 50 Smith Street represents a rare opportunity to own a truly special piece of East Hampton. Admired for decades. Available for the first time. Now it's your turn to call it home!

50 Smith St, East Hampton

$339,900

2 Beds ⋅ 1 Baths ⋅ 24216841 MLS

Welcome to 7 Oakum Dock Road in East Hampton, Connecticut! This beautifully renovated and fully remodeled two-bedroom, one-bathroom home offers modern updates, comfortable living spaces, and scenic views. Thoughtfully refreshed from top to bottom, this home is a fantastic opportunity for buyers looking for a move-in-ready property with charm and style. Enjoy the updated interior, inviting atmosphere, and beautiful views that make this home stand out. Whether you're searching for your next home or a great investment opportunity, this property is worth a look. Don't miss your chance to own this renovated gem in East Hampton! Schedule your showing today.

7 Oakum Dock Rd, East Hampton

$409,000

2 Beds ⋅ 2 Baths ⋅ 24216686 MLS

Set on a sunny 0.96-acre corner lot, this single-story ranch offers two bedrooms, 1.5 baths, and a third bedroom converted into a convenient main-level laundry room. The living room features a fireplace and abundant afternoon light. A spacious entry room and partially finished basement provide flexible space for a home office, mudroom, hobby area, recreation room, or storage. Outdoor features include a concrete patio, backyard workshop with a manual garage door, horseshoe shaped driveway, and two-car garage. Located within short distance of Memorial School and its playgrounds, the property also offers nearby access to the Airline Trail. This home is being sold as is

30 Smith St, East Hampton

$389,000

3 Beds ⋅ 1 Baths ⋅ 24216371 MLS

Welcome to 32 Wildwood Lane! Situated on a spacious .76-acre lot near the end of a quiet cul-de-sac, this well-maintained 3-bedroom raised ranch offers a wonderful combination of indoor and outdoor living space. Recent improvements include a brand-new roof installed in October 2026 with a transferable warranty, beautifully refinished hardwood floors throughout the main level, and brand-new carpeting in the finished lower level. The main floor features a bright and inviting living room with a propane fireplace, a dining area overlooking the backyard, a functional kitchen, three bedrooms, and a recently updated full bathroom. Downstairs, the finished lower level provides additional flexible living space, complete with a half bath, laundry area, and access to the attached garage. Outside, enjoy the expansive yard with plenty of room for outdoor activities, gardening, or entertaining. A rear deck offers a great place to relax and enjoy the peaceful surroundings, while a detached storage shed provides additional space for tools and equipment. Conveniently located in an established neighborhood, this property offers a generous lot, numerous recent updates, and plenty of room to make it your own. Come see all that 32 Wildwood Lane has to offer!

32 Wildwood Ln, East Hampton

$439,900

3 Beds ⋅ 2 Baths ⋅ 24216241 MLS

Enjoy the lake lifestyle at Beautiful Lake Pocotopaug! With over 1500 sq ft of living space on a .40-acre lot, this 3-bedroom, two full bathroom ranch style homes offers one floor living and a spacious layout w/attached 2 car garage. The eat in kitchen features new tile floors, built in shelves and a custom electric stove/hood with plenty of space to entertain. Enjoy your large living area w/access to a private patio in the backyard. The main bathroom has been remodeled w/ dual granite vanity, tile floor and tub. The primary bedroom features cedar closets attached full bath with walk in shower. Well maintained by the original owner, the home has hardwood floors in all rooms, newer windows/doors, garage door, 200-amp electrical panel, 50-year roof and central air! 1st floor laundry room. Just moments from Lake Pocotopaug, residents have the option to join the Hales Point Beach Assoc., providing access to private beach to enjoy boating, swimming, kayaking for days by the lake. Membership is optional, subject to annual dues, with additional fees for boat slip subject to availability. This home presents an exceptional opportunity to embrace the ease of single-level living in a picturesque lake community Discover the perfect blend of comfort, tranquility, and lakeside charm in this well-maintained ranch. Ideally situated on a peaceful cul-de-sac in one of East Hampton's desirable lakeside neighborhoods. Come bring your vision and make this house your forever home!

24 Raymond Rd, East Hampton

$239,900

3 Beds ⋅ 2 Baths ⋅ 24215131 MLS

Attention Investors, Contractors & Rehab Enthusiasts! Opportunity to bring new life to this property situated on over 2 acres. The home requires repairs and updating but offers potential for those willing to take on a renovation project. Convenient location with generous acreage provides an opportunity to improve and add value. Bring your vision and explore the possibilities! Property is being sold as-is.

East Hampton

$319,900

2 Beds ⋅ 1 Baths ⋅ 24213437 MLS

Great opportunity in East Hampton! This home has the potential to be the perfect starter home or a great option for those looking to downsize. The single-level layout offers convenient living, while the finished lower level family room provides additional space and future possibilities. Beautiful hardwood floors highlight the living room and bedrooms, while a cozy fireplace adds warmth and character. Bring your ideas and make this home your own while building equity and creating a space that fits your needs. A wonderful opportunity for buyers looking for potential and value!

37 Colchester Ave, East Hampton

$269,900

2 Beds ⋅ 1 Baths ⋅ 24212343 MLS

Great opportunity to own a charming ranch in a convenient location just steps from East Hampton Village Center! This 2-bedroom, 1-bath home offers a comfortable open floor plan with easy one-level living. Enjoy being within walking distance to local coffee shops, bakeries, shopping, dining, and all that the village has to offer. A wonderful opportunity for a first-time buyer, down sizing or anyone looking to enjoy East Hampton living.

10 Walnut Ave, East Hampton

$429,900

5 Beds ⋅ 3 Baths ⋅ 24212088 MLS

Classic Cape charm meets everyday convenience in this inviting five-bedroom, two-bath home offering over 1,582 square feet of living space. The bright kitchen features warm wood cabinetry, generous counter space, stainless steel appliances, and a gas range, creating a welcoming place to prepare your favorite meals. Five bedrooms provide flexibility for guest accommodations, a home office, or hobbies, while charming sloped ceilings and a skylight add character upstairs. Main-level washer and dryer make daily routines easier. Outside, the spacious deck and patio offer wonderful settings for morning coffee, summer barbecues, and relaxing evenings. The lovely, level backyard is framed by picket fencing and mature trees, with plenty of room for gardening, outdoor games, and entertaining. A welcoming home with room to spread out and outdoor spaces to enjoy throughout the seasons! Solar panels to reduce your power bill as well

18 Lakewood Rd, East Hampton

$189,000

2 Beds ⋅ 1 Baths ⋅ 24211391 MLS

Tucked away on a peaceful rear lot, 126 Main Street offers a unique opportunity to create something special in an incredibly convenient East Hampton location. Set back from the road, the property enjoys a tranquil, private setting while remaining just moments from the shops, restaurants, and charm of downtown Main Street. The home benefits from newer energy-efficient windows and an updated heating system, providing a solid start for its next chapter. The interior is ready for a comprehensive renovation, presenting an excellent opportunity for a buyer, investor, or contractor to reimagine the space and bring their own vision to life. For those seeking a project with potential, the combination of privacy, location, and existing improvements makes this property well worth consideration. Enjoy the serenity of a tucked-away rear lot without sacrificing convenient access to the heart of East Hampton. Bring your ideas and transform this property into the home you've envisioned.

126 Main St, East Hampton

$1,250,000

4 Baths ⋅ 24210492 MLS

This 1.42-acre lot contains a 4-unit apartment building and adjoins a parcel known as 249 W. High St., East Hampton (MLS number 24210465) and must be sold in conjunction with 249 W. High St. The two parcels combined would be 2.5 acres and would have significant frontage on two major roads. This redevelopment opportunity has been approved for new gas station and convenience store.

2 Sinco Pl, East Hampton

$2,600,000

2 Baths ⋅ 24210465 MLS

Property is comprised of 8100 square foot building, housing a busy liquor store, two residential apartments and additional space for lease. This additional space can be used as a convenience store to go with approved plans for gas station pumps and canopy. This 1.09-acre parcel is located at a signalized intersection of two heavily traveled roads and can be purchased in conjunction with an adjoining 1.42-acre lot (MLS 24210492) for an even larger redevelopment project. The seller owns the liquor store located on the premises and that profitable business is included in the sale.

249 W High St, East Hampton

$347,000

3 Beds ⋅ 2 Baths ⋅ 24209823 MLS

Lake lovers rejoice! With views of the lake, beach-access, possible dock access, this home is just waiting for your refurbishing touch. Drenched in the charm of yesteryear with 3 Bedrooms, 1 bath, and a wide-open floor plan - this home is perfect for anyone looking for a summer cabin getaway or anyone looking to get Hands-On your new water-side retreat. Morning coffee on the lakeview deck, chilly evenings by the fieldstone fireplace, and entertaining friends in the cozy. This East Hampton home is revamp ready, the only thing missing is your vision! Selling AS IS. This property extends across the road far enough to include a second lot with building potential. House with lot (Map ID 10A 79 3), Lot (Map ID 10A 78 29. Total taxes for both $7,777.22.

18 Brook Trl, East Hampton

$429,900

3 Beds ⋅ 2 Baths ⋅ 24210181 MLS

Bring the animals, plant the gardens and start living the country lifestyle! Set on 3.8 acres of mostly open, usable land, this unique property is ready for its next chapter as a hobby farm, homestead or simply a wonderful place to spread out and enjoy country living. Show goats have been raised here for years, cows once occupied the lower level of the large barn, and vegetable gardens have flourished on the property. Several areas are already fenced and ready for animals. The property offers an impressive collection of outbuildings, including a large multi-story barn with a lower-level livestock area, an additional barn, storage barn and a smaller building located right in the animal field-providing plenty of options for animals, equipment, feed, workshops and storage. One of the property's most fun and versatile features is the separate summer kitchen building. Complete with a full kitchen, dishwasher, full bath and propane heat, it has hosted many memorable grandchildren's sleepovers. Imagine the possibilities-a man cave, she shed, hobby room, guest retreat, entertaining space or your own private getaway! The main house is just as welcoming, with a large country kitchen that flows into an oversized dining room made for big family dinners and holiday gatherings. The spacious living room features a wood stove that adds warmth and charm on chilly New England nights, while a newer, efficient oil boiler provides the home's primary heat. Solar paid off!

110 W High St, East Hampton

$529,900

3 Beds ⋅ 2 Baths ⋅ 24207807 MLS

Nicely updated 3 bed/2 full bath spacious ranch situated just over a mile from Pocotopaug Lake! This home has been well taken care of over the years and had recent updates such as an updated kitchen, and baths, as well as a new roof and new windows. This home features hardwood floors throughout, a large 1.87 acre lot with plenty of backyard, a primary bedroom bath to go along with spacious bedrooms, and a 2 car garage. Other recent updates include a new garage door and opener, 200 amp electrical, boiler from 2013, and a new sump pump. Come and see this one today before it's gone!

10 Staeth Rd, East Hampton

$239,900

3 Beds ⋅ 2 Baths ⋅ 24203491 MLS

Bring your vision to this charming home just a short walk from the lake! Offering a fantastic opportunity for investors, renovators, or handy homeowners, this property has great potential and is ready for someone to make it their own. The detached 2-car garage offers plenty of room for parking, storage, or a workshop. A durable metal roof adds peace of mind. Conveniently located within walking distance to the lake and all it has to offer. This home needs TLC, but with some updating and creativity, it could truly shine. Being sold as-is.

4 Ellis Rd, East Hampton

$579,900

3 Beds ⋅ 2 Baths ⋅ 24198150 MLS

Welcome to lake living at its best in the desirable Brookhaven Lake Association! Beautifully remodeled and ideally situated directly across from the association boat dock with a private launch and beach, this charming 3-bedroom, 2-full-bath home offers the perfect blend of modern comfort and relaxed waterfront living. Set on a beautiful, level lot with water views, the home features a bright, open floor plan, granite countertops, new stainless-steel appliances, and mini-split systems throughout for efficient year-round comfort. Extensive updates include new windows, new roof, and a spacious Trex deck perfect for relaxing or entertaining while enjoying the peaceful lake setting. An oversized shed provides excellent storage for all your outdoor and recreational gear. Enjoy all that East Hampton lake life has to offer, along with complimentary access to Sears Park, featuring tennis, pickleball, basketball, a beautiful beach, and playground. A wonderful opportunity to enjoy a turnkey home in a sought-after lake community close to East Hampton's restaurants, shops, schools and amenities!

16 Hawthorne Rd, East Hampton

$650,000

4 Beds ⋅ 2 Baths ⋅ 24176099 MLS

Completely transformed from the frame up, this beautifully rebuilt New England Colonial blends historic character with modern updates throughout. Situated on approximately 0.56 acres, this move-in ready 4-bedroom, 3 full bathroom home offers 2,046 square feet of thoughtfully redesigned living space. Step inside to an open and inviting layout featuring recessed lighting, updated flooring, spacious living areas, and central air for year-round comfort. The redesigned kitchen showcases modern cabinetry, updated finishes, brand-new appliances, and generous prep space that flows seamlessly into the main living areas. Designed with entertaining in mind, the dining area features a custom built-in beverage station with beverage refrigerator, additional cabinetry, and serving space. The living area is highlighted by a newly built electric fireplace creating a warm focal point, while renovated bathrooms throughout the home feature custom tile work and stylish finishes. The primary bedroom suite offers a spa-inspired bath with dual vanities, a freestanding soaking tub, and separate walk-in shower. Major improvements include a new roof, new septic system, well updates, updated electrical panel, central air installation, brand-new kitchen, new bathrooms, and extensive interior renovations. The unfinished basement provides additional storage, while the attic offers future expansion potential.

57 Middle Haddam Rd, East Hampton

$3,650,000

27 Beds ⋅ 22 Baths ⋅ 24173970 MLS

The Village at 82 Main is - a pristine 22-unit asset located in the true heart of one of Connecticut's most charming small towns! Positioned directly on Main Street in East Hampton, this beautifully renovated property offers 17 apartments and 5 storefronts, creating a stable, diversified income stream within an exceptional lake-community setting. The property has become a recognizable destination woven into the fabric of the community, home to local favorites like ECO Coffee House, Tiny Paws Dog Grooming, 9 Lives Barber Shop, and Executive RE. Each apartment features beautifully updated interiors with modern finishes throughout, including stylish kitchens with granite countertops, stainless steel appliances, upgraded flooring, and open living spaces that continue to attract strong tenant demand. Extensive property-wide improvements and meticulous ownership have created a true turnkey investment opportunity with exceptional pride of ownership throughout. The commercial storefronts benefit from excellent visibility and steady foot traffic surrounded by popular local restaurants, boutiques, cafes, and recreational amenities. Residents enjoy immediate access to Lake Pocotopaug and the Air Line State Park Trail, while ownership benefits from tenant-paid electric, owner-paid gas heat, ample off-street parking w/ EV chargers, and ancillary laundry income. 82 Main Street represents a rare opportunity to acquire one of the area's premier mixed-use investment properties!

82 Main St, East Hampton

$1,395,000

4 Beds ⋅ 4 Baths ⋅ 24171409 MLS

*Timeless Elegance on the Connecticut River - A Rare Waterfront Offering* Welcome to an extraordinary waterfront estate where historic charm meets refined modern living. Thoughtfully renovated, this property includes the beautifully restored main residence & an additional approved parcel with detached garage - Total .94 Acres. The home features a sophisticated open floor plan designed for both everyday living & entertaining. The chef's kitchen offers soaring ceilings, granite surfaces, stainless steel appliances, & stunning river views. Four full bathrooms are impeccably finished, including a serene primary suite with private bath, walk-in closet & direct access to an upper-level deck overlooking the water. The fully reimagined lower level includes a bar, wine cellar & a spacious one-bedroom in-law apartment with two private entrances and full-size windows, offering flexibility for guests or extended living. Expertly reconstructed with poured concrete and advanced waterproofing, the foundation has been thoughtfully enhanced to ensure a dry, comfortable, and enduring lower-level living environment. A finished third-floor loft with heat and AC provides additional space for an office, studio, or retreat. *Set along the Connecticut River, this exceptional offering presents a rare chance to own a true legacy waterfront estate-where luxury, privacy & an elevated lifestyle converge. Secure your private showing today and experience the beauty, craftsmanship, & setting for yourself.*

30 Knowles Rd, East Hampton

$1,600,000

4 Baths ⋅ 24158481 MLS

This impressive 10,000 sq ft commercial property features two wellmaintained buildings positioned along a highly visible, hightraffic corridor, offering both immediate income and strong future potential. The first building is fully leased with an active contract, providing reliable cash flow, while the second building offers approximately 2,500 sq ft of space ready for a fresh buildout-ideal for retail, office, medical, or servicebased use. With excellent visibility, strong daily traffic counts, easy access, and ample parking, this property delivers a rare combination of stability, flexibility, and longterm opportunity for investors or ownerusers looking to expand their footprint in a prime location.

13 N Main St, East Hampton

$578,000

2 Baths ⋅ 24148541 MLS

Located at 8 West High Street (Route 66), East Hampton, CT, this 1.06 acre property features a 2,300 SF, three-story professional office building rich in original 1885 architecture and historic charm. High ceilings, period details, and character you simply cannot recreate today. The building is fully turnkey for office use, making it ideal for an established professional user looking to expand or relocate. The current occupants are relocating-not closing and will continue servicing their clients during the transition. A large unfinished attic provides clear upside for additional usable square footage, whether for expanded office, creative workspace, or storage. Beyond its current office configuration, the property offers long-term flexibility. There is opportunity to renovate and reposition, and the building may be suitable for conversion to a single-family or duplex residence, subject to zoning approvals. This creates optionality for investors or owner-users looking to unlock additional value.

8 W High St, East Hampton

$699,900

6 Beds ⋅ 4 Baths ⋅ 24142757 MLS

Discover a rare and exceptional opportunity with this unique property featuring two homes on one lot-a spacious 1,726 sq ft single-family residence paired with a separate three-unit multi-family on a beautiful 2.32 Acre lot with stone walls! 4 car detached garage! Perfect for owner-occupants, investors, multigenerational living, or anyone seeking added income potential, this versatile setup offers incredible value and flexibility. With its unique configuration, and rare combination of single-family comfort and multi-family income, this property is a standout opportunity that doesn't come along often. Updates have been started in the Ranch. Don't miss your chance to secure a highly adaptable property with endless possibilities!

226 W High St, East Hampton

$540,000

5 Beds ⋅ 2 Baths ⋅ 24139679 MLS

HISTORIC NEW ENGLAND CHARM- TWO HOURS FROM MANHATTAN AND BOSTON. A historic home with a waterfall, saltwater pool, mature gardens and brook, nestled among old-growth oak and maple. Tucked into the Connecticut River Valley, this beautifully restored 18th-century house offers an authentic country retreat within easy reach of both cities. Listed on the National Register of Historic Places and set on almost an acre, the home combines original character with thoughtful modern updates, including a remotely operated irrigation system. Five bedrooms provide plenty of room for family and friends, while single-level living adds ease and flexibility. Enjoy morning coffee by the brook, lazy summer afternoons beside the pool, autumn evenings by the fire and holidays gathered together in the country.

58 Middle Haddam Rd, East Hampton

$349,000

3 Beds ⋅ 2 Baths ⋅ 24130181 MLS

They don't build them like this anymore. This 1920 Craftsman bungalow offers timeless charm with the solid construction and character only found in historic homes. Featuring 3 bedrooms and 1,628 sq. ft. of living space, this classic residence showcases many original details, including rich millwork trim, hardwood floors, built-in cabinetry, and period craftsmanship that has been lovingly preserved. Set on a flat lot, the property provides a welcoming outdoor setting for gardening, entertaining, or simply relaxing. As a rare bonus, the heated 750 sq. ft. garage/workshop with soaring ceilings offers endless possibilities for the gearhead, craftsman, or hobbyist seeking the perfect creative space. A home with history, charm, and versatile space

8 Aldens Xing, East Hampton

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East Hampton Historical Real Estate

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Browse All East Hampton CT Historical Properties for Sale

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