East Hampton Homes under $500,000

Welcome to East Hampton, Connecticut – a hidden gem nestled in the heart of Middlesex County! This picturesque town is known for its charming small-town atmosphere, rich history, and a vibrant community that welcomes newcomers with open arms. Surrounded by stunning natural beauty, East Hampton boasts serene lakes, lush parks, and scenic trails, making it a haven for outdoor enthusiasts and families alike.

One of the most appealing aspects of East Hampton is its diverse real estate market, particularly for those seeking homes under $500,000. Whether you’re a first-time homebuyer, looking to downsize, or searching for a cozy getaway, East Hampton offers a variety of options that cater to different lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses with contemporary finishes, you’ll find properties that perfectly suit your needs without breaking the bank.

In addition to its affordable housing, East Hampton is known for its excellent schools, making it an ideal location for families. The town's close-knit community hosts numerous events throughout the year, fostering a sense of belonging and camaraderie among residents. With easy access to major highways, you can enjoy the tranquility of small-town living while still being just a short drive away from the bustling cities of Hartford and New Haven.

Discover the charm of East Hampton, where your dream home awaits at an affordable price. Embrace the opportunity to create lasting memories in a town that truly feels like home!

Newest East Hampton Homes under $500,000

$289,900

2 Beds ⋅ 1 Baths ⋅ 24220493 MLS

Charming and full of character, this adorable ranch-style home with a cozy bungalow feel is just steps from beautiful Lake Pocotopaug! From the moment you arrive, you'll appreciate the beautifully landscaped grounds, colorful gardens, and inviting curb appeal. Inside, you'll find warm hardwood floors, an expansive kitchen offering plenty of space for cooking and gathering, and a comfortable, welcoming layout. Enjoy outdoor living on the private deck, creating the perfect setting for relaxing or entertaining. A storage shed provides additional convenience, while a generator offers added peace of mind. Even better, all major mechanical systems have been updated within the last five years! See the attached feature sheet for the extensive list of improvements. Whether you're looking to downsize, purchase your first home, or simply enjoy the charm of lakeside living, this delightful property offers the perfect combination of character, comfort, and thoughtful updates.

30 West St, East Hampton

$389,900

3 Beds ⋅ 2 Baths ⋅ 24219609 MLS

A truly special piece of New England history! Welcome to the William Barton House, a charming historic home built in 1765 in the heart of East Hampton. Beautifully updated while thoughtfully preserving its original character, antique details, and timeless charm, this unique home offers 3 bedrooms and 1.5 baths. A convenient mudroom welcomes you inside, leading to a spacious kitchen with a large pantry and maple butcher block counters. Original wood flooring can be found throughout much of the home, adding to its authentic appeal. The generously sized primary bedroom features three closets, along with a bonus room just off the bedroom, perfect for a home office or nursery. Updated bathrooms add modern convenience, while the pellet stove and wood-burning stove in the dining room create a cozy atmosphere during the colder months. The home also features a functioning oil furnace, although the current owner has comfortably heated the home throughout the season using the wood stove saving a ton on utilities.Additional improvements include recently updated electrical with 200-amp service and a generator hookup. Double pane around the original windows offer added energy efficiency while maintaining the home's historic aesthetic. Outside,enjoy the IPE wood deck overlooking 1.28 acres of level, usable land in a peaceful, private, wooded setting, or unwind on the welcoming front porch swing. Rich in history and full of character, this iconic East Hampton property is truly one of a kind!

25 Barton Hill Rd, East Hampton

$349,900

3 Beds ⋅ 2 Baths ⋅ 24220017 MLS

Welcome to 58 Tartia Road a well built Cape home in the country on a generous corner lot. The owner has taken much pride in this expanded home with unique craftsmanship. Very bright and sunny family room, center beam, ceiling fan, wood floor, its own propane heat source and entrance. First floor primary bed room with double closets designed for comfortable one-level living, covered ramp off the back of the home and entrance to sunroom. Kitchen is connected to the formal living room, abundant sunshine from the bay window, fuel saving fireplace and solid wood floors. Quaint Upstairs bedrooms with access to full bath & laundry room. Basement is a blank canvas for new owners with separate workshop area, laundry hookup, garage & storage. Back yard with shed, mature plantings, relaxing patio to watch nature in all its glory. Close to major roads, shopping, dinning, walking trails & lake.

58 Tartia Rd, East Hampton

$475,000

3 Beds ⋅ 3 Baths ⋅ 24218602 MLS

TRANQUIL COUNTRY LIVING MEETS EVERYDAY COMFORT!!!!!! Welcome home to this private and inviting single-family retreat nestled in the scenic Haddam Neck area of East Hampton. Offering the ideal blend of peaceful, nature-filled surroundings and comfortable everyday living. The home interior features approximately 1,512 sq ft of well-designed living space with a total of 7 rooms which includes 3 comfortable bedrooms and 2.5 baths. Kitchen to include a breakfast nook with bar area all with granite counter tops. Newer kitchen appliances. Family room with fireplace and walk-out to the deck. First floor laundry located in Half Bath. Home features a Bosch Heat Pump system, as well as a Heat pump hot water heater. Leased Solar panels at $130 per month can cover all your electrical needs. Whether you are sitting on the front porch or back deck, the grounds are set on a private 2.17 acre lot. The property offers endless potential for outdoor entertaining, gardening, recreation, or simply enjoying nature at its finest. Call today to schedule your private showing and make this your new forever home.

62 Haddam Neck Rd, East Hampton

$479,000

3 Beds ⋅ 2 Baths ⋅ 24216539 MLS

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

$419,000

3 Beds ⋅ 2 Baths ⋅ 24216241 MLS

Reduced price! 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 w/ 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 flr laundry. 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, w/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

$489,900

3 Beds ⋅ 3 Baths ⋅ 24214372 MLS

Welcome to this well-maintained three-bedroom ranch, situated on a beautiful 1.68-acre lot in East Hampton! Built in 2003, this home offers 1,582 square feet of main-level living space with 3 bedrooms and 2.5 baths. The inviting living area features a cozy fireplace, while central air conditioning provides year-round comfort. The spacious finished lower level offers over 1,000 additional square feet of versatile living space, complete with a second fireplace and bathroom-perfect for a family room, recreation area, home office, or entertaining. Step outside and enjoy the expansive yard, offering plenty of room for outdoor gatherings, gardening, or simply relaxing in your own private setting. With generous living space both inside and out, this property offers endless possibilities to make it your own. Convenient one-level living with the added bonus of a beautifully spacious lower level.

55 Depot Hill Rd, East Hampton

$329,900

3 Beds ⋅ 2 Baths ⋅ 24214125 MLS

Cute as a button! Welcome home to 6 East Hayes Road-a turnkey, fully refreshed 3-bedroom, 2-full-bath ranch offering effortless single-level living and stylish modern updates throughout. Step inside to a bright interior featuring fresh paint throughout, new flooring, updated fixtures, windows and pristine finishes. The heart of the home is the beautifully renovated gally style kitchen, outfitted with sleek quartz countertops, a contemporary tile backsplash, modern cabinet hardware, and brand-new stainless steel appliances. Directly adjacent to the kitchen, the comfortable family room showcases new flooring that bring warmth and classic character to the living space. Down the hall, you will find plush new carpeting extending into all three comfortable bedrooms. The primary suite features a fully remodeled private bathroom complete with a brand-new vanity, custom tile, and modern fixtures. Additional living and storage possibilities await in the expansive walk-out basement, ready for a workshop, fitness area, or recreation space. Step out onto the newly painted multi level rear deck, ideal for outdoor dining, entertaining, or simply enjoying the peaceful, expansive wooded yard. Completely move-in ready with every detail attended to, this home delivers comfort, style, and everyday ease. Schedule your showing today! Agent related.

6 E Hayes Rd, 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

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East Hampton Homes under $500,000

Newest East Hampton Homes under $500,000

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