Browse All East Hampton CT Between $400K - $500K 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

$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

$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

$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

$424,900

6 Beds ⋅ 5 Baths ⋅ 24204994 MLS

**INSTANT CASH FLOW OPPORTUNITY** Exceptional investment opportunity tucked away at the end of a long private driveway. 1 unit being rented in this 2-family property in a prime East Hampton location! This well-maintained multi-family building offers strong, consistent rental income with long-term, reliable tenant already in place. Left Unit, #61 features 3 bedrooms, 2.5 bathrooms, 660+sqft of living space in the lower level. The Right Unit, #63 has 3 bedrooms and 1.5 bathrooms 400+sqft of living space in the lower level. All units have separate utilities, in-unit laundry, kitchen with dining area, Living room & access to a lush backyard. Exterior yard has a poured foundation ready for outbuilding should you decide to add one. Additional highlights include separate tenant-paid utilities, ample off-street parking, newer roof '23, and a full lower level that houses the mechanicals while providing valuable storage space and additional space for your tenants. Whether you're an investor looking to expand your portfolio and build long-term wealth, or an owner-occupant seeking the opportunity to offset your mortgage with rental income, this property checks all the boxes. Conveniently located near major highways, shopping, restaurants, and local amenities, this is a rare opportunity to own a turnkey multi-family property. Don't miss your chance to secure a high-performing income-producing asset! NEAR East Hampton Lake Pocotopaug with Beach. Boat and water access. AGENT/OWNER

61-63 Clark Hill Rd, East Hampton

$499,900

3 Beds ⋅ 3 Baths ⋅ 24210834 MLS

Nestled in the heart of East Hampton's highly regarded Spice Hill community, 12 Tarragon Dr. offers an ideal blend of New England charm and versatile design. Single-owner and meticulously maintained, this 3-bedroom, 2.5-bath home greets you with warm hardwood floors, a light-filled neutral palette, and effortless flow throughout. The main level features an eat-in kitchen complete with a center island, granite countertops, stainless steel appliances, and a dedicated pantry. The layout connects seamlessly into expansive living and family spaces, a formal dining room, and a main-level half bath. Upstairs, the private primary suite is accompanied by 2 generous guest bedrooms and a full bathroom. Custom built-ins elevate one guest room into a flexible study or home office. The second-floor laundry is a standout feature that provides significant everyday convenience. Below, the expansive unfinished basement provides exceptional storage or future recreation space. The exterior is defined by a rare southwestern orientation, capturing optimal afternoon light and distant views of the forested South Glastonbury ridge lines framing the horizon. Enjoy these vistas from the low-maintenance oversized Trex deck, which overlooks a flat, private yard and storage shed. There are tall, mature plantings to create natural privacy and shape to the yard. Complete with a 2-car attached garage and just minutes from downtown East Hampton, this home combines scenic tranquility with everyday convenience

12 Tarragon Dr, 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

$439,900

4 Beds ⋅ 3 Baths ⋅ 24209533 MLS

Welcome to 19 Crestwood Drive, a well-loved 4-bedroom, 2.5-bath Raised Ranch home proudly offered by its original owners. Built in 1973 and offering 1,924 square feet of living space, the main floor offers an open concept layout with high ceilings and beautiful wood flooring. A gorgeous sunroom with skylights provides a wonderful space to relax and enjoy natural light, while the brick fireplace add warmth and character. The spacious primary bedroom features a private full bath with a jetted tub. The finished lower level provides valuable additional living space with a comfortable family room with a cozy fireplace. Step outside to enjoy a specious deck, garden area and a private backyard creating a wonderful setting for outdoor gatherings, entertaining or simply relaxing. Conveniently located with easy access to local schools, shopping, dining, and area amenities. A must see!

19 Crestwood Dr, East Hampton

$475,000

3 Beds ⋅ 2 Baths ⋅ 24208301 MLS ⋅ Laurel Ridge BLDG.

Enjoy the best of single-level living in this nearly 1,500 square feet free-standing condo offering the privacy of a detached home with the benefits of an active, 55+ community! Newly refinished hardwood floors flow throughout most of the home. The spacious living room features vaulted cathedral ceilings, recessed lighting and a gas fireplace. A gorgeous kitchen offers timeless wood cabinetry, solid-surface countertops, abundant workspace and peninsula seating. The dining area opens to an enclosed screened deck, with an exterior gas hookup ready for your grill. The primary suite features hardwood floors, recessed lighting, a distinctive bow-style window, walk-in closet and beautifully updated bath with modern finishes and back-lit mirror. Two additional generously sized bedrooms and a second updated full bath complete the living space. The attached 2-car garage leads to a convenient mudroom with laundry and access to a full basement offering tremendous finishing potential. This location is just steps from the community clubhouse too! HOA includes exterior yard and lawn care plus snow removal. Recently '"refreshed" and move-in ready, this turn-key home looks and feels like new and offers community when you want it, and your own space when you don't!

5 N Rdg Unit 5, East Hampton

$475,000

3 Beds ⋅ 2 Baths ⋅ 24206383 MLS

Situated on an impressive 4.04-acre lot surrounded by natural beauty, this 3-bedroom, 2-bathroom Cape offers character, and comfortable living. Step inside to a sun-filled living room featuring a cozy fireplace centerpiece. Adjacent is the dining room, which offers direct access to the kitchen for effortless entertaining. The eat-in kitchen boasts clean tile flooring, generous cabinetry storage, stainless steel appliances, and dedicated space for casual dining. Relaxation awaits in the expansive family room, highlighted by soaring cathedral ceilings with exposed beams, skylights, a ceiling fan, plush wall-to-wall carpeting, and sliding glass doors that lead directly to the back deck. Flexible bedroom arrangements include a main-floor bedroom featuring a ceiling fan and carpet. Upstairs, the spacious primary bedroom showcases vaulted ceilings, a ceiling fan, and soft carpeting, while the third bedroom also offers vaulted ceilings and wall-to-wall carpet. Outside, your private four-acre grounds provide endless outdoor space for gardening, home steading already set up, mature gardening, gatherings, and peaceful retreats. Located near Lake Pocotopaug, the Salmon River State Forest, and the Air Line State Park Trail, this home offers classic charm with easy access to local shops and dining. Schedule your private tour today!

82 Depot Hill Rd, East Hampton

$435,000

4 Baths ⋅ 24205780 MLS

27-29 East High Street offers a strong investment opportunity in the heart of East Hampton, combining established first-floor retail with professional office space above. The approximately 3,816-square-foot building features two street-level retail spaces totaling roughly 2,300 square feet, along with approximately 1,386 square feet of second-floor office space divided into multiple suites. The property already has established tenants in place, while current office vacancies provide an opportunity to increase income through additional leasing. The level .16-acre site includes paved parking for approximately 12 vehicles, two points of ingress and egress, city sewer, and excellent exposure along Route 66 (East High Street). Recent improvements include second-floor windows, vinyl siding on the front exterior, and paving in the parking area. With a mix of retail and professional office uses, existing income, and room to improve occupancy, this is a compelling opportunity for an investor looking to add a manageable commercial property to their portfolio.

27-29 E High St, East Hampton

$450,000

2 Beds ⋅ 2 Baths ⋅ 24205103 MLS ⋅ Island View Community BLDG.

Location, Location, Location! Just 200 steps from a private beach on Lake Pocotopaug, one of Connecticut's largest inland bodies of water. Enjoy boating, kayaking, swimming during the summer months but don't let the winter months keep you away-this year-round home features a wood stove and offers beautiful winter scenery, along with seasonal activities such as snowmobiling and ice skating when conditions permit. A must-see at this price! This charming lakeside condo offers beautiful lake views and access to a private sandy beach with picnic tables, a firepit, horseshoe court and gazebo-perfect for enjoying your morning coffee or watching the amazing sunsets. Low property taxes add to the appeal compared with similarly sized lakefront properties. Set within a private, self-managed community of just 19 homes, this 1,152-square-foot condo features two bedrooms, two baths and a generous awning-covered deck. The upper level is currently configured as one bedroom with a private bath and offers potential flexibility for an additional bedroom, office or playroom, subject to town approval. East Hampton's downtown shops, restaurants and other local amenities, as well as Routes 2 and 9, are conveniently nearby.

1 Day Point Rd Unit 19, East Hampton

$424,900

4 Beds ⋅ 3 Baths ⋅ 24197501 MLS

Completely remodeled from top to bottom and showing like brand-new construction, this beautifully refreshed home offers bright, inviting living spaces and a fantastic location in the Pocotopaug Lake community. The first floor features hardwood flooring and an open, comfortable layout with a spacious kitchen, dining area and sun-filled living room with access to the covered deck. Upstairs, generously sized bedrooms continue the home's fresh, move-in-ready feel. The heated 672 sq. ft. walkout lower level provides valuable additional living space along with storage and flexibility for a recreation room, home office, gym or more. Outside, a huge 24 x 32 detached two-car garage with workshop space and a loft is an exceptional bonus. Enjoy beach rights and the ability to walk to Pocotopaug Lake and the boat launch for swimming, kayaking, canoeing and fishing. Conveniently located close to shopping, businesses and Route 66, this is an opportunity to enjoy a beautifully remodeled home along with the lifestyle of a true lake community. New roof!

28 Tennyson Rd, East Hampton

$419,000

3 Beds ⋅ 2 Baths ⋅ 24197522 MLS

Welcome to this well-maintained raised ranch nestled on a peaceful cul-de-sac in one of East Hampton's most desirable neighborhoods. Situated on approximately one acre, this 3-bedroom, 2-bath home offers the perfect blend of privacy, comfort, and convenience, just minutes from Lake Pocotopaug, local parks, shopping, and restaurants. The main level features a bright and inviting living room with hardwood floors and a fireplace, a spacious eat-in kitchen, and comfortable bedrooms designed for everyday living. Step outside to a large deck overlooking the private backyard-ideal for entertaining, relaxing, or enjoying the peaceful surroundings. Home includes include a newer roof, along with a paved driveway and attached garage. The finished lower level provides additional flexible living space that can accommodate a variety of needs, such as a recreation room, home office, gym, hobby space, or guest area. Don't miss this opportunity to own a move-in-ready home in a quiet neighborhood with plenty of indoor and outdoor space to enjoy

54 Midwood Farm Rd, East Hampton

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Between $400K - $500K East Hampton Real Estate

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Browse All East Hampton CT Between $400K - $500K Properties for Sale

Between $400K - $500K East Hampton Real Estate

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