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This spectacular waterfront home sits on 2.26 gorgeous acres and is located in the charming and undiscovered Middle Haddam Historic District. Nestled on the Connecticut River with 228 ft of river frontage, this home offers stunning water views and a tremendous amount of natural light. The beautiful grounds boast a lightly wooded and tranquil setting that include a heated gunite pool with extensive stone surround. The expansive blue stone patio lends itself nicely to al fresco dining. The front circular driveway exits on to a blue stone walkway and is not only aesthetically appealing, but also very convenient. Upon entering the home, you will be greeted by a beautiful two story foyer with hardwood floors and an elegant staircase. The home offers a traditional yet flexible floor plan including a back staircase. The first floor includes a formal fireplaced living room, fireplaced library, family room, formal dining room, large eat-in kitchen, laundry room and two half bathrooms. The second floor has hardwood floors in the hallway, five bedrooms, four full bathrooms and two offices. The primary suite has its own balcony overlooking the beautiful grounds, a very large walk-in closet and an impressively large bathroom with a jetted tub, floor to ceiling tiled shower and double vanities with marble countertops. The three car garage is equipped with an electric car charger and the home comes with an on demand generator. What a fabulous value for this CT River front home!

5 Beds ⋅ 6 Baths ⋅ 24128816 MLS

This spectacular waterfront home sits on 2.26 gorgeous acres and is located in the charming and undiscovered Middle Haddam Historic District. Nestled on the Connecticut River with 228 ft of river frontage, this home offers stunning water views and a tremendous amount of natural light. The beautiful grounds boast a lightly wooded and tranquil setting that include a heated gunite pool with extensive stone surround. The expansive blue stone patio lends itself nicely to al fresco dining. The front circular driveway exits on to a blue stone walkway and is not only aesthetically appealing, but also very convenient. Upon entering the home, you will be greeted by a beautiful two story foyer with hardwood floors and an elegant staircase. The home offers a traditional yet flexible floor plan including a back staircase. The first floor includes a formal fireplaced living room, fireplaced library, family room, formal dining room, large eat-in kitchen, laundry room and two half bathrooms. The second floor has hardwood floors in the hallway, five bedrooms, four full bathrooms and two offices. The primary suite has its own balcony overlooking the beautiful grounds, a very large walk-in closet and an impressively large bathroom with a jetted tub, floor to ceiling tiled shower and double vanities with marble countertops. The three car garage is equipped with an electric car charger and the home comes with an on demand generator. What a fabulous value for this CT River front home!

29 High Point Dr, East Hampton

$789,000

Welcome to the exclusive High Point community in Middle Haddam, where this timeless colonial charm meets the feel of a modern new home. Set back from road, and on the banks of CT River in the historic district, the home was completely renovated in 2006 w/large addition. Beautifully updated with over 3000 sq ft of living space, the home blends classic character w/ thoughtful craftsmanship and quality finishes throughout. Designed for both everyday living and entertaining, the home features 3-4 bedrooms, 2.1 bath and oversized 2 car garage. The main floor bedroom currently used as an office offers flexibility for remote work, den area. The formal dining room features a gas fireplace. Chef's kitchen opens to the living area with oversized island, newer appliances, and abundant space for entertaining. Living room features a wood burning fireplace, custom woodwork and crown moldings. Upstairs the primary bedroom offers a walk-in closet w/custom shelving. Gorgeous primary bath with double sinks, stand up shower and soaking tub. Two more bedrooms share a full bath with walk in shower. Outdoor living is just as inviting with two welcoming front porches, a rear deck & 2nd floor deck overlooking the backyard providing multiple spaces to relax. Residents of High Point enjoy private access to a secluded section of the CT River to kayak, swim and enjoy beautiful views. Some of the many recent updates including furnace, central air, hybrid HW heater, central vac, irrigation system in 2025.

3 Beds ⋅ 3 Baths ⋅ 24178270 MLS

Welcome to the exclusive High Point community in Middle Haddam, where this timeless colonial charm meets the feel of a modern new home. Set back from road, and on the banks of CT River in the historic district, the home was completely renovated in 2006 w/large addition. Beautifully updated with over 3000 sq ft of living space, the home blends classic character w/ thoughtful craftsmanship and quality finishes throughout. Designed for both everyday living and entertaining, the home features 3-4 bedrooms, 2.1 bath and oversized 2 car garage. The main floor bedroom currently used as an office offers flexibility for remote work, den area. The formal dining room features a gas fireplace. Chef's kitchen opens to the living area with oversized island, newer appliances, and abundant space for entertaining. Living room features a wood burning fireplace, custom woodwork and crown moldings. Upstairs the primary bedroom offers a walk-in closet w/custom shelving. Gorgeous primary bath with double sinks, stand up shower and soaking tub. Two more bedrooms share a full bath with walk in shower. Outdoor living is just as inviting with two welcoming front porches, a rear deck & 2nd floor deck overlooking the backyard providing multiple spaces to relax. Residents of High Point enjoy private access to a secluded section of the CT River to kayak, swim and enjoy beautiful views. Some of the many recent updates including furnace, central air, hybrid HW heater, central vac, irrigation system in 2025.

55 Middle Haddam Rd, East Hampton

$575,000

Nestled in the charming village of Middle Haddam, this 3 Bedroom / 3.5 Bathroom Ranch style dwelling offers 2,505 sqft of living space and a serene retreat with modern upgrades that blend comfort, efficiency, and outdoor enjoyment. This beautifully maintained property features, fully paid off newly installed solar panels, providing sustainable energy and long-term savings. A freshly paved driveway welcomes you home to a residence enhanced with thoughtful improvements throughout. Inside, you'll find a new tankless water heater for on-demand hot water and a 225-gallon top-feed oil tank, ensuring reliable heating. The home has been upgraded with new insulation, boosting energy efficiency and year-round comfort. For added peace of mind, a portable generator hookup is ready to keep essentials running during any rare outages. Step outside to enjoy the revitalized pool area, complete with a new pool cover, liner, and a state-of-the-art salt/sand filter system-perfect for relaxing or entertaining in the warmer months. This property combines rural charm with smart updates that make this property perfect for your new Home. There is active audio and video inside and outside the home.

3 Beds ⋅ 4 Baths ⋅ 24136148 MLS

Nestled in the charming village of Middle Haddam, this 3 Bedroom / 3.5 Bathroom Ranch style dwelling offers 2,505 sqft of living space and a serene retreat with modern upgrades that blend comfort, efficiency, and outdoor enjoyment. This beautifully maintained property features, fully paid off newly installed solar panels, providing sustainable energy and long-term savings. A freshly paved driveway welcomes you home to a residence enhanced with thoughtful improvements throughout. Inside, you'll find a new tankless water heater for on-demand hot water and a 225-gallon top-feed oil tank, ensuring reliable heating. The home has been upgraded with new insulation, boosting energy efficiency and year-round comfort. For added peace of mind, a portable generator hookup is ready to keep essentials running during any rare outages. Step outside to enjoy the revitalized pool area, complete with a new pool cover, liner, and a state-of-the-art salt/sand filter system-perfect for relaxing or entertaining in the warmer months. This property combines rural charm with smart updates that make this property perfect for your new Home. There is active audio and video inside and outside the home.

20 Keighley Pond Rd, East Hampton

$499,900

ANOTHER REFINED LIVING NEW CONSTRUCTION HOME! A very rare opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought after lake community near Great Hill Pond. THE NEW OWNER CAN BE IN BY SPRING (90 DAYS *Weather permitting)!! PRICED TO SELL!

3 Beds ⋅ 3 Baths ⋅ 24156074 MLS

ANOTHER REFINED LIVING NEW CONSTRUCTION HOME! A very rare opportunity that offers 1,604 SF, attached 1 car garage, 3 large bedrooms, primary bedroom with it's own full bath and his & hers closets, 2 & 1/2 baths total, eat-in kitchen, dining room & main level laundry room. Large full basement. Well sought after lake community near Great Hill Pond. THE NEW OWNER CAN BE IN BY SPRING (90 DAYS *Weather permitting)!! PRICED TO SELL!

91 Gadpouch Rd, East Hampton

$480,000

Step back in time with this stately 1829 Federal-style residence, known as the Charles L. Smith House, located in the historic village of Middle Haddam. Constructed of solid, load-bearing brick with granite foundation, this architecturally significant home offers timeless beauty and enduring craftsmanship. Set on a beautifully landscaped lot framed by original stone walls, this antique treasure features over 4 bedrooms and 5/1 bathrooms, with exciting opportunities for further customization. While the property card lists the home as a 3 bedroom, 3/1 bath, a walk through reveals its expansive footprint of 3,626 square feet, including two brick ells and an 11'x30' sun porch added during the 19th and 20th centuries with heated floors! The layout offers incredible potential for a rec room, home business, B&B, studio, workshop, or guest quarters, complete with a separate entrance, access to the rear staircase, and a full bathroom. An impressive, stone retaining wall anchors the front of the property with stone staircases and original wrought iron handrails that lead to the formal front entrance and stone patio, creating a striking and elegant first impression. *CONTINUED*

3 Beds ⋅ 4 Baths ⋅ 24131366 MLS

Step back in time with this stately 1829 Federal-style residence, known as the Charles L. Smith House, located in the historic village of Middle Haddam. Constructed of solid, load-bearing brick with granite foundation, this architecturally significant home offers timeless beauty and enduring craftsmanship. Set on a beautifully landscaped lot framed by original stone walls, this antique treasure features over 4 bedrooms and 5/1 bathrooms, with exciting opportunities for further customization. While the property card lists the home as a 3 bedroom, 3/1 bath, a walk through reveals its expansive footprint of 3,626 square feet, including two brick ells and an 11'x30' sun porch added during the 19th and 20th centuries with heated floors! The layout offers incredible potential for a rec room, home business, B&B, studio, workshop, or guest quarters, complete with a separate entrance, access to the rear staircase, and a full bathroom. An impressive, stone retaining wall anchors the front of the property with stone staircases and original wrought iron handrails that lead to the formal front entrance and stone patio, creating a striking and elegant first impression. *CONTINUED*

9 Long Hill Rd, East Hampton

$456,000

Welcome to your private New England retreat in the heart of Middle Haddam. Nestled along a scenic country road and just moments from the 1,000 acres of trails, river views, and natural beauty of Hurd State Park, this impeccably maintained 3-bedroom, 2.5-bath Colonial offers the perfect blend of peaceful surroundings and modern comfort. Pride of ownership shines throughout this move-in ready home, featuring a brand-new roof installed last year, new central air conditioning, and a new well pump. The spacious eat-in kitchen boasts granite countertops, stainless steel appliances, abundant pantry storage, and flows seamlessly into the impressive family room with soaring cathedral ceilings, a wood-burning fireplace with insert, and abundant natural light. The French door leads to an elevated deck overlooking the private backyard. The main level also offers a formal dining room, additional living room, convenient half bath, and beautiful hardwood flooring. Upstairs, you'll find three generously sized bedrooms, stylish luxury vinyl plank flooring, and recently renovated bathrooms. A partially finished walkout lower level provides flexibility for future living space, recreation, or a home office. Enjoy your morning coffee from the welcoming front porch or unwind on one of two rear decks surrounded by nature. Rarely does a home combine this level of care, recent updates, and idyllic location.

3 Beds ⋅ 3 Baths ⋅ 24181920 MLS

Welcome to your private New England retreat in the heart of Middle Haddam. Nestled along a scenic country road and just moments from the 1,000 acres of trails, river views, and natural beauty of Hurd State Park, this impeccably maintained 3-bedroom, 2.5-bath Colonial offers the perfect blend of peaceful surroundings and modern comfort. Pride of ownership shines throughout this move-in ready home, featuring a brand-new roof installed last year, new central air conditioning, and a new well pump. The spacious eat-in kitchen boasts granite countertops, stainless steel appliances, abundant pantry storage, and flows seamlessly into the impressive family room with soaring cathedral ceilings, a wood-burning fireplace with insert, and abundant natural light. The French door leads to an elevated deck overlooking the private backyard. The main level also offers a formal dining room, additional living room, convenient half bath, and beautiful hardwood flooring. Upstairs, you'll find three generously sized bedrooms, stylish luxury vinyl plank flooring, and recently renovated bathrooms. A partially finished walkout lower level provides flexibility for future living space, recreation, or a home office. Enjoy your morning coffee from the welcoming front porch or unwind on one of two rear decks surrounded by nature. Rarely does a home combine this level of care, recent updates, and idyllic location.

217 Middle Haddam Rd, East Hampton

$429,000

Tucked in the heart of historic Middle Haddam, this 2/3 bedroom, 1.1 bath home captures a relaxed country feel with its warm character and thoughtful updates. Offering roughly 1,500+ square feet of living space, it's completely unique - not your cookie-cutter home. The remodeled kitchen is the true centerpiece, featuring a large island that invites conversation and makes entertaining easy. Natural light fills the spacious living areas, creating an inviting atmosphere for everyday living or gathering with friends. Every room has its own sense of charm and personality, showcasing the attention to detail and pride of ownership throughout. Just moments from Hurd Park and the Connecticut River, and surrounded by the quiet beauty of the countryside, this Middle Haddam home offers a peaceful lifestyle with a touch of modern ease.

2 Beds ⋅ 2 Baths ⋅ 24137180 MLS

Tucked in the heart of historic Middle Haddam, this 2/3 bedroom, 1.1 bath home captures a relaxed country feel with its warm character and thoughtful updates. Offering roughly 1,500+ square feet of living space, it's completely unique - not your cookie-cutter home. The remodeled kitchen is the true centerpiece, featuring a large island that invites conversation and makes entertaining easy. Natural light fills the spacious living areas, creating an inviting atmosphere for everyday living or gathering with friends. Every room has its own sense of charm and personality, showcasing the attention to detail and pride of ownership throughout. Just moments from Hurd Park and the Connecticut River, and surrounded by the quiet beauty of the countryside, this Middle Haddam home offers a peaceful lifestyle with a touch of modern ease.

145 Middle Haddam Rd, East Hampton

$405,000

Welcome to this charming, vintage 2-3 bedroom cape in historic Middle Haddam! Sitting on a 0.44 acre lot, this home features hardwood floors, crown moldings, a front-to-back living room, dining room, kitchen with screened in porch on one side, and a spacious composite deck off the other side, office with built-in shelving, and remodeled full bath all on the first floor! Upstairs there are 2 bedrooms and a half-bath. The walk-out lower level is where you'll find the laundry, utilities, Buderus boiler and hot water tank, plus partially finished/potential space/storage area, and a multi-purpose greenhouse/sunroom! Recent improvement include the roof and garage roof which are brand new in 2026, new stone driveway and exterior paint. 1-car detached garage with work bench. Large side yard. There is so much to love about this sweet property!

2 Beds ⋅ 2 Baths ⋅ 24196200 MLS

Welcome to this charming, vintage 2-3 bedroom cape in historic Middle Haddam! Sitting on a 0.44 acre lot, this home features hardwood floors, crown moldings, a front-to-back living room, dining room, kitchen with screened in porch on one side, and a spacious composite deck off the other side, office with built-in shelving, and remodeled full bath all on the first floor! Upstairs there are 2 bedrooms and a half-bath. The walk-out lower level is where you'll find the laundry, utilities, Buderus boiler and hot water tank, plus partially finished/potential space/storage area, and a multi-purpose greenhouse/sunroom! Recent improvement include the roof and garage roof which are brand new in 2026, new stone driveway and exterior paint. 1-car detached garage with work bench. Large side yard. There is so much to love about this sweet property!

6 Keighley Pond Rd, East Hampton

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