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155 Bear Swamp Rd, East Hampton

Enjoy refreshments on the deck and a boat ride to boot while taking in beautiful views of the community's private beach, docks, gazebo and Lake Pocotopaug! Located within an intimate, self-managed lakefront community of just 19 seasonal and year-round homes, this spacious two-bedroom, two-bath condominium offers 1,152 square feet of comfortable living space and a generous awning-covered deck. With only a limited number of year-round residences, this shared community setting offers a distinctive alternative to the expense and responsibility often associated with owning a traditional standalone waterfront home. Whether you're searching for a year-round residence or a weekend retreat, this special property invites you to enjoy swimming, boating and relaxing by the lake-even taking your boat to a nearby lakeside restaurant-all while remaining conveniently close to East Hampton's shops, restaurants and other amenities. The spacious upper level is currently configured as one bedroom with a private bath and offers flexibility for a possible additional bedroom, office or playroom, subject to town and association approvals.

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

Enjoy refreshments on the deck and a boat ride to boot while taking in beautiful views of the community's private beach, docks, gazebo and Lake Pocotopaug! Located within an intimate, self-managed lakefront community of just 19 seasonal and year-round homes, this spacious two-bedroom, two-bath condominium offers 1,152 square feet of comfortable living space and a generous awning-covered deck. With only a limited number of year-round residences, this shared community setting offers a distinctive alternative to the expense and responsibility often associated with owning a traditional standalone waterfront home. Whether you're searching for a year-round residence or a weekend retreat, this special property invites you to enjoy swimming, boating and relaxing by the lake-even taking your boat to a nearby lakeside restaurant-all while remaining conveniently close to East Hampton's shops, restaurants and other amenities. The spacious upper level is currently configured as one bedroom with a private bath and offers flexibility for a possible additional bedroom, office or playroom, subject to town and association approvals.

1 Day Point Rd Unit 19, East Hampton

$219,000

As easy as a lake getaway gets. No major planning, no furnishing a second home and no complicated upkeep-just bring your bathing suit, stock the refrigerator and start making memories on Lake Pocotopaug! Been dreaming about an affordable place to escape, unplug and spend your days by the water, this charming seasonal cottage may be exactly what you've been waiting for. Located in the lakefront Island View Community, this fully furnished 1-bedroom, 1-bath cottage is ready for you to simply arrive and start enjoying lake life.

1 Beds ⋅ 1 Baths ⋅ 24205065 MLS ⋅ Island View Community BLDG.

As easy as a lake getaway gets. No major planning, no furnishing a second home and no complicated upkeep-just bring your bathing suit, stock the refrigerator and start making memories on Lake Pocotopaug! Been dreaming about an affordable place to escape, unplug and spend your days by the water, this charming seasonal cottage may be exactly what you've been waiting for. Located in the lakefront Island View Community, this fully furnished 1-bedroom, 1-bath cottage is ready for you to simply arrive and start enjoying lake life.

1 Day Point Rd Unit 6, East Hampton

$1,299,900

Discover the magic of year-round waterfront living at this beautifully maintained home on Spellman's Point. The 3,072sq.ft. plus a 995sq.ft. walkout basement, 4-bedrooms, 4-bathroom sanctuary offers water views from nearly every room. Step inside to an open floor plan where the family room's cozy fireplace and custom built-ins invite you to unwind, & gleaming hardwood floors lead you to a chef's kitchen outfitted with stainless steel appliances and a generous center island. The main level primary suite opens directly onto a deck, where breathtaking lake views greet you each morning. A sunroom on the main floor offers a tranquil spot to relax & soak in the serenity. Upstairs, two spacious bedrooms feature their own bathroom, with a computer nook and a den perfect for quiet evenings. The lower level expands your options with a separate family room, full bath, ample storage, and a second laundry room. Step outside and let the property's charm unfold: multiple levels of composite decking set the stage for sunrise coffees, lively gatherings, or peaceful sunset watching. The landscaped yard gently slopes to the lake, granting you private access for boating, swimming, kayaking, fishing, or simply savoring the calm. Outdoor amenities include a private shower, patio, fire pit, professional landscaping, irrigation system, and abundant waterfront access. The detached two-car garage features finished living space above, ideal for guests, a home office, studio, or extra living quarters.

3 Beds ⋅ 5 Baths ⋅ 24203292 MLS

Discover the magic of year-round waterfront living at this beautifully maintained home on Spellman's Point. The 3,072sq.ft. plus a 995sq.ft. walkout basement, 4-bedrooms, 4-bathroom sanctuary offers water views from nearly every room. Step inside to an open floor plan where the family room's cozy fireplace and custom built-ins invite you to unwind, & gleaming hardwood floors lead you to a chef's kitchen outfitted with stainless steel appliances and a generous center island. The main level primary suite opens directly onto a deck, where breathtaking lake views greet you each morning. A sunroom on the main floor offers a tranquil spot to relax & soak in the serenity. Upstairs, two spacious bedrooms feature their own bathroom, with a computer nook and a den perfect for quiet evenings. The lower level expands your options with a separate family room, full bath, ample storage, and a second laundry room. Step outside and let the property's charm unfold: multiple levels of composite decking set the stage for sunrise coffees, lively gatherings, or peaceful sunset watching. The landscaped yard gently slopes to the lake, granting you private access for boating, swimming, kayaking, fishing, or simply savoring the calm. Outdoor amenities include a private shower, patio, fire pit, professional landscaping, irrigation system, and abundant waterfront access. The detached two-car garage features finished living space above, ideal for guests, a home office, studio, or extra living quarters.

68 Spellman Point Rd, East Hampton

$630,000

Sunlight dances off the water as you sip your morning coffee on the large deck, ducks idly paddle past your oversized 75-foot waterfront lot as you bask in the privacy of your new Lake Home. This wonderful waterfront home is ready for you to move in. One bedroom, but the flexible floor plan can easily be converted to more! With a large loft over a welcoming fireplace-adorned family room, this house will let your creativity run wild as you update and make the house your own dream home. With a newer kitchen, huge mudroom, two car garage, and over garage office/workshop/apartment, this Lake Pocotopaug charmer is just waiting for you. The only question is - Do you take your coffee with sugar and cream?

2 Beds ⋅ 1 Baths ⋅ 24193185 MLS

Sunlight dances off the water as you sip your morning coffee on the large deck, ducks idly paddle past your oversized 75-foot waterfront lot as you bask in the privacy of your new Lake Home. This wonderful waterfront home is ready for you to move in. One bedroom, but the flexible floor plan can easily be converted to more! With a large loft over a welcoming fireplace-adorned family room, this house will let your creativity run wild as you update and make the house your own dream home. With a newer kitchen, huge mudroom, two car garage, and over garage office/workshop/apartment, this Lake Pocotopaug charmer is just waiting for you. The only question is - Do you take your coffee with sugar and cream?

63 Bay Rd, East Hampton

$249,900

Enjoy Life at the Lake! Move right into this adorable year-round 2-bedroom, 1-bath ranch just a short walk to Lake Pocotopaug! The bright, open floor plan features a comfortable living room/dining room combination that lives larger than its footprint. Step out to the large deck overlooking the back yard, complete with a handy storage shed - the perfect spot to unwind after a day at the shore. Recent updates mean true peace of mind: newer roof (2024), a new well pump and plumbing, a new water heater (2026), and new carpet throughout (2026) are already done for you. Enjoy everything lake living offers. Conveniently located for quick access to Hartford, Middletown, or the shoreline!

2 Beds ⋅ 1 Baths ⋅ 24181020 MLS

Enjoy Life at the Lake! Move right into this adorable year-round 2-bedroom, 1-bath ranch just a short walk to Lake Pocotopaug! The bright, open floor plan features a comfortable living room/dining room combination that lives larger than its footprint. Step out to the large deck overlooking the back yard, complete with a handy storage shed - the perfect spot to unwind after a day at the shore. Recent updates mean true peace of mind: newer roof (2024), a new well pump and plumbing, a new water heater (2026), and new carpet throughout (2026) are already done for you. Enjoy everything lake living offers. Conveniently located for quick access to Hartford, Middletown, or the shoreline!

1 West Blvd, East Hampton

$1,395,000

*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.*

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

$540,000

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.

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