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$550,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206345 MLS ⋅ Hammock Point BLDG.
Enjoy the best of Shoreline living at Hammock Point, a distinctive 55+ community nestled along the Patchogue River in Westbrook. This exceptional, sun-filled end unit offers a wonderful combination of easy living, privacy and coastal charm. Stroll to the community dock to launch your kayak or canoe, enjoy morning coffee in the waterfront gazebo, or simply watch the egrets, herons and osprey along the river's edge. A nearby marina and Bill's Seafood are within walking distance, and Westbrook Town Beach is less than a mile away. Inside, the spacious kitchen features granite countertops, generous cabinetry and a breakfast bar opening to the dining and living areas with hardwood floors and a cozy gas fireplace. Sliders lead to a private, fenced backyard, perfect for outdoor dining, gardening, and relaxing. The oversized main-level primary suite features a walk-in closet and spacious bath with double sinks. A powder room, laundry area and charming home-office nook complete the first floor. Upstairs offers a generous second bedroom, full bath and large walk-in closet-ideal for guests. An attached one-car garage, Generac whole-house generator completes the package. Kayak from the community dock, walk to the marina, spend the afternoon at the beach, enjoy dinner along the Shoreline, or simply relax in your own private backyard. At Hammock Point, there's nothing left to do but unpack, settle in and enjoy the shoreline lifestyle.

164 Hammock Rd N Unit 23, Westbrook
$450,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$895,000
9 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24203866 MLS
A rare investment opportunity in the Moodus section of East Haddam. Two apartment buildings on one .88 acre lot, well maintained with updated mechanicals. These buildings must be sold together, the lot cannot be subdivided. A 1900 5 unit Victorian (1 bd/1 bth units) and a 1860 2 family duplex with a 2 bedroom unit on each floor. Plenty of parking for tenants. Leases inplace for all units except one freshly updated 2 bd unit, ready for owner occupancy should you choose. Basements include new Oil tanks, new boilers, updated electrical, updated plumbing, coin laundry. Large level back yard. Close to Rt 9 & Rt 2 for easy commuting. Property is shown by appointment only.

23 Plains Rd, East Haddam
$289,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24200726 MLS
A Unique opportunity, 2 Homes on 1 Lot. Plus a barn/garage. First Home has 2 bedrooms and is 1,061 sqft. Second Home has one bedroom and is 350 sqft. Separate town water and sewer to each home. Ready for your updating! Electric 100 AMPS each.

1721 Winter Ave, Deep River
$2,749,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24196837 MLS
Wake up to spectacular waterfront views of the Connecticut shoreline from this beautifully designed 4,381 sq.ft, 4 bedroom, 4 bath residence, where luxury, comfort, and effortless coastal living come together. Designed for a low-maintenance waterfront lifestyle, the home features vinyl siding, Ipe and azek decking, automated storm shutters, reinforced seawall with steel bulkheads, and owned solar panels. Three spacious levels, connected by an elevator and grand staircase, showcase sun drenched natural light, sweeping water views, and seamless indoor-outdoor living. The gourmet kitchen features a large island, built-in appliances, wine chiller, and white cabinetry with glass accents, opening through a generous butler's pantry to the formal dining room, and to a sun-filled breakfast area and adjoining sunroom. The grand living room is anchored by a stone fireplace, with sliders opening to an expansive waterfront deck. A full bath and outdoor shower complete the main level. Upstairs, the luxurious primary suite offers a gas fireplace, private sunroom and deck, two walk-in closets, and a spa-inspired bath with jetted tub, oversized walk-in shower, heated towel bars, and radiant-heated floors. An additional bedroom with wraparound deck, full bath, a laundry room, and a versatile bonus space ideal for a fitness studio, recreation room, or lounge complete the second level. The third floor offers two additional bedrooms, a full bath, sunroom, and private deck.

167 Shore Rd, Clinton
$269,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24196275 MLS ⋅ Parker House BLDG.
Step into a piece of history with all the comforts of modern living! Located in a beautifully renovated factory building that was thoughtfully converted to condominiums in 1987, this distinctive residence is part of a property listed on the National Register of Historic Places. Rich in character and architectural charm with exposed beams, wood ceiling and brick walls, this meticulously maintained condo offers a unique lifestyle in one of the area's most desirable locations. Enjoy the convenience of being just a short walk to vibrant downtown Middletown, where you'll find exceptional restaurants, boutique shopping, entertainment, Wesleyan University, and Middlesex Hospital. Inside, you'll appreciate the many recent updates, including a beautifully remodeled kitchen, with stainless steel appliances that are only four years old. Gleaming hardwood floors in the living and dining room. Major mechanicals have already been taken care of, with the central air conditioning system, furnace, and water heater all replaced just two years ago, providing comfort and peace of mind for years to come. Whether you're looking for a primary residence or a weekend retreat, this one-of-a-kind home combines historic character, modern amenities, and an unbeatable walkable location. Don't miss your opportunity to own a truly special property.

234 S Main St Unit 203, Middletown
$339,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24195937 MLS
Beautiful Home walking distance to CT River. Fully renovated in 2025

7 Oakum Dock Rd, East Hampton
$479,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24195197 MLS
Welcome to your new home! A neutral kitchen with split face natural stone backsplash, Corian counters, cherry finish cabinets breakfast nook with wainscoting and decorative chair rail throughout for that customized look along with a great window layout that streams in natural light. The floor plan flows nicely as you make your way from dining room to the comfort of your living room with custom shadow boxing wall accents, ceiling fan, sliders looking out at the deck and best of all the gas log fireplace to take the chill off those early fall evenings. Your guests will enjoy the privacy of a first-floor bedroom tucked away with walk in closet and bathroom amenities across the hall. With two full bathrooms, you'll notice the first-floor bathroom is uniquely complimented with a colorful stained-glass window. Making your way upstairs, you'll appreciate the beauty of the Brazilian teak hardwood floors throughout bedrooms and hallway. The convenience of second floor laundry with tile floor makes laundry clean-up a breeze. Enter the spacious primary bedroom that overlooks your inground pool then make your way to the primary bathroom that is well appointed with jacuzzi tub, walk-in shower with newly installed glass enclosure and double vanity. Tiled throughout. The final bedroom on the second floor has ample space with walk-in closet and can easily double as a home office. Outdoor shed makes lawn maintenance equipment and tool storage easy.

149 Liberty St, Clinton
$2,400,000
8 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24195471 MLS
Three direct beachfront cottages located right on the sand of Long Island Sound in Clinton, Connecticut offer a rare turnkey coastal investment opportunity. The property included two well-appointed 2-bedroom cottages and one spacious 4-bedroom cottage. All fully furnished and recently updated for modern comfort. Each cottage provides unobstructed waterfront views, immediate beach access and the charm of classic shoreline living. With a strong and proven rental history, this unique package is ideal for investors or buyers seeking a move in ready. income producing beachfront retreat along the Connecticut shoreline.

127 Shore Rd, Clinton
$1,400,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194154 MLS
A Home Like No Other on the Connecticut River. Some homes are built others evolve into something extraordinary. An original agricultural silo has been thoughtfully transformed into one of the most distinctive waterfront homes. Rich in character makes it impossible to duplicate, this exceptional property blends history, creativity & breathtaking riverfront living. The original silo remains a remarkable historical centerpiece of the home, preserving the property's unique character & architectural story. The circular kitchen within the silo flows into a spectacular living & dining area where graceful curved walls create an inviting & unforgettable gathering space. A spiral staircase winds upward through the silo, leading to a cozy sitting room, a full bath, and a unique third-floor bedroom offering sweeping views of. Thoughtful additions have expanded the living space to include an additional kitchen, 2bedrooms, 2nd floor & the flexibility today's buyers appreciate. An oversized garage provides exceptional versatility, offering ample room for vehicles, storage, workshop or hobbies. Above the garage, a spacious finished studio. This is more than a waterfront home-it is a conversation piece, a distinctive architectural treasure, & a rare opportunity to own a property that simply cannot be replicated. For those seeking something beyond the ordinary, enjoy an unforgettable combination of character, river views, versatile living space & timeless New England charm.

1270 Saybrook Rd, Haddam
$1,065,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192002 MLS
Essex Village is a short walk to this one-of-a-kind home, privately set on over three picturesque acres. Just moments from the Essex town line, this extraordinary custom home is the result of an exceptional architectural transformation, blending timeless New England character with thoughtful, high-end design. Enjoy a peaceful, private setting while being just minutes from the charming village centers of Deep River and Essex, with their acclaimed restaurants, boutique shops, marinas, yacht clubs, the Connecticut River Museum, and the historic Griswold Inn. A comprehensive redesign of the home's exterior was completed by renowned architect Christopher Arelt, featuring all-new windows, structural insulated panels for enhanced energy efficiency, cedar shingle siding, copper gutters, Azek trim, a 4-zone heating system, an expansive Ipe deck and stairs, a bluestone patio, and a private outdoor shower. A brand-new well, drilled in May, and a whole-house generator powered by a 500-gallon underground propane tank provide year-round comfort and peace of mind. The home's showpiece is the spectacular four-season sunroom. This breathtaking space features a coffered beadboard ceiling, rich Brazilian cherry flooring, walls of windows, a wood-burning stove, custom built-in seating, and French doors opening onto the expansive Ipe deck, creating an extraordinary setting for year-round living and entertaining.

106 Meadow Woods Rd, Deep River
$995,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191006 MLS
The best of both worlds-enjoy the tranquility of a peaceful setting while being just a short stroll to the beach. Beautifully updated and impeccably maintained, this year-round home offers the perfect blend of coastal charm and modern comfort. A welcoming front porch invites you inside where you'll find beautifully renovated kitchen and baths as well as quality finishes throughout. You'll love the four-season sunroom, with French doors and a wall of windows offering marsh views and spectacular sunsets year-round. Some recent updates include a newly added one-car garage, windows, siding, roof, rear deck, electrical panel, A/C, and sprinkler system. A deck off the living room and sunroom provides the perfect place to relax, entertain, or simply enjoy the peaceful surroundings. The full walkout lower level offers flexibility with an additional bedroom, family room, full bath and separate laundry room. Easy access to Beamon's Creek where you can launch a kayak and explore South Cove. The Knollwood Beach Association includes a private beach, clubhouse, tennis/pickleball, basketball court, a playground and the charm of a golf cart-friendly community. Low-maintenance and truly move-in ready, this exceptional shoreline home offers a lifestyle that's hard to beat.

65 Knollwood Dr, Old Saybrook
$749,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24190498 MLS
Nestled in the heart of scenic Middlefield, this distinctive and beautifully maintained 4 bedroom 2.5 bathroom property offers a rare blend of classic New England character and modern flexibility. Inside on the first floor, an open-concept kitchen and dining area invite gathering and entertaining, seamlessly flowing into a sunroom-style flex space with room to grow-ideal for a home office, playroom, or reading nook. A separate living room, complete with a working fireplace, creates a cozy retreat for New England winters or days on the slopes of the nearby Powder Ridge Ski Resort. For the summer, step outside and you will find a stunning in-ground pool surrounded by a spacious brick patio, perfect for lounging and outdoor dining. An attached two-car garage adds everyday convenience and a second private driveway offers access to the rear of the property and the detached barn. The true gem is this fully renovated, detached barn-an inspired space with limitless potential. Featuring whitewashed wood walls and an airy farmhouse aesthetic, the barn offers a dramatic open-plan ground level and a second floor with three rooms and a bathroom. Off of the ground level, french doors lead to a private terrace shaded by mature grapevines, ideal for al fresco dining or sunset cocktails. Whether used as a luxurious art studio, at-home gym or work-from-home suite, this space delivers unmatched versatility with its own entrance and a beautiful walkway connection to the main home and pool.

88 Powder Hill Rd, Middlefield
$419,000
8 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24190092 MLS
Exceptional mixed-use investment opportunity convenient to downtown Middletown! This property features 2 commercial units and 3 residential units, offering a balanced blend of commercial and residential income that makes it an ideal addition to any investor's portfolio. Both commercial spaces are currently vacant, making this an excellent opportunity for someone who wants to open their own business on the ground floor while collecting steady rental income from the apartments upstairs. The commercial spaces enjoy excellent street frontage and high visibility along busy East Main Street, providing strong exposure for retail, office, or service-oriented businesses-with one of the commercial units already featuring a dedicated kitchen. The 3 residential units offer versatile 1, 2, and 3 bedroom layouts, each featuring 1 full bathroom. These units offer strong rental appeal in a highly desirable location. Situated within walking distance to restaurants, shopping, entertainment, public transportation, and local amenities, this property benefits from Middletown's vibrant atmosphere. Whether you're looking to expand your investment portfolio, generate multiple income streams, or establish your business while collecting residential rental income, this versatile property offers outstanding potential. Convenient access to Route 9, I-91, Wesleyan University, and surrounding communities. Make an appointment today to view this property!

71 E Main St, Middletown
$1,550,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24178395 MLS
Perched over the CT River on one of the largest lots on Main, the David Watrous House offers water views from each room. This 1850 architectural treasure offers over 4,000 square feet of living space, plus an additional 1,500+ square foot walkout lower level. A detached oversized 3-bay post-and-beam carriage house offers exceptional workshop/studio space, stained glass windows and crowned by a copper cupola with antique weathervane. A side porch entry leads to chef's kitchen with handcrafted Vermont solid cherry cabinetry, granite countertops, stainless appliances, a tin ceiling and dramatic 10-foot island. Formal dining with antique chandelier and fireplace make for elevated home entertaining. The dramatic riverfront great room with wall-to-wall windows, a river-facing 2nd kitchen, fireplace, and expansive deck captures ever-changing water views. A den, living room, office with cherry built-ins, 10+ foot ceilings and full bath offer flexibility on 1st flr. Upstairs, restored original chestnut floors lead to multiple living spaces, full laundry, a 3rd kitchen and a primary suite with gas fireplace with marble en suite. Recent upgrades include new windows, patio, driveway, refreshed landscaping, Buderus furnace, upgraded 400-amp electrical, restored chimneys, whole-house generator, and updated roofing. Stone pathways lead to private riverside seating areas for amazing sunsets. Rare chance to claim a home of notable architectural significance with recognized press coverage.

77 Main St, East Haddam
$795,000
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178835 MLS
Rare mixed-use investment opportunity located in the heart of desirable Deep River Village. Positioned directly on Main Street, this 5-unit asset offers a strong blend of residential and commercial income within one of the Connecticut shoreline region's most sought-after rental and retail markets. The property consists of 3 residential apartments and 2 commercial storefronts occupied by long-term local tenants, providing stable in-place cash flow with additional upside through lease-up and rent optimization. Deep River continues to experience strong demand driven by its walkable downtown, restaurant scene, boutique retail presence, and proximity to the Connecticut River and shoreline communities. The residential units offer continued rental growth potential in a market with historically limited housing inventory, while the commercial spaces benefit from Main Street visibility and an established small-business environment. The property presents a compelling opportunity for investors seeking a stabilized mixed-use asset with value-add characteristics in a highly desirable shoreline-adjacent location. Projected stabilized income supports significant upside from current operations through continued lease-up strategy and operational optimization. Additionally, recent zoning updates may allow for the addition of residential unit(s) on the 3rd floor, creating a unique future expansion opportunity.

163-165 Main St, Deep River
$3,650,000
27 Beds ⋅ 22 Baths ⋅ ACTIVE Status ⋅ 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
$126,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24159835 MLS
Why rent when you can own this beautifully renovated, turn-key home? Built in 2000 and recently refreshed from top to bottom, this light and bright manufactured home offers modern comforts and effortless style. Interior Highlights: Stunning New Kitchen: Featuring sleek new appliances, soft-close drawers, and durable new luxury vinyl flooring. Recent Upgrades: Enjoy a freshly painted interior throughout, a totally renovated bathroom, and cozy bedroom carpeting only two years old. Modern Convenience: Includes a one-year-old washer and dryer and a one year old heating system. Privacy & Light: Front windows feature a specialized treatment that allows natural sunlight to pour in while maintaining complete privacy from the street. There's even a Carefree shed for outside storage. Located close to town and the amenities of the charming town of Westbrook.With an acceptable offer, the seller will contribute 6 months of the monthly fees!

5 Cook Ter, Westbrook
$649,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24161242 MLS
GREAT PRICE ADJUSTMENT. LOCATION,LOCATION,LOCATION.RENOVATED RANCH STYLE HOME WITH THE LOFT. OVERSIZE DECK FACING THE BOULDER LAKE. PROPERTY WENT THROUGH RENOVATION IN 2023. OPEN CONCEPT OF LIVING .CORNER SLIDERS ARE GIVING PANORAMIC VIEW OF THE LAKE. RARE TO FIND SEPARATE SECOND HOME-MOBLE ON A PARCEL/TWO BEDROOM ,EATING KITHEN WITH BAY WINDOW/LAKE VIEW ,COULD PROVIDE ADDITIONAL LIVING SPACE,IN-LAW PROPERTY OR GREAT INCOME.PRESENTLY RENTED FOR $2000 PER MONTH.NEW SEPTIC SYSTEM IN PLACE, NEWER WELL SERVICES TWO HOUSES.

15 Baxter Rd, Clinton
$699,900
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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. Don't miss your chance to secure a highly adaptable property with endless possibilities!

226 W High St, East Hampton
$899,900
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24042363 MLS
Welcome to "The River Wood" a 3-bedroom custom home, nestled on a sprawling 4.81-acre parcel boasting an impressive 624 feet of riverfront along the scenic Menunketesuck River. This architectural gem is a seamless blend of luxurious living spaces, natural beauty, and tranquil surroundings. Upon entering, you'll be greeted by an inviting double door that leads into the heart of the home. The first floor features an open living concept from front to back, seamlessly connecting the living room, dining area and kitchen. There are hardwood floors throughout from the great room to the kitchen. Sliders off of the kitchen lead to an ample back deck. Designed to facilitate an open flow and adorned with large windows, this room allows abundant natural light to stream in while offering views of surrounding landscape from your private front porch. There is a first-floor bedroom option or office along with a full bath and a powder room. Aloft you will find the primary bedroom suite with full bath, walk in closet and private balcony. There is also another bedroom and full bath on this level as well as a laundry room. A full basement and 2 car attached garage round out this beautiful custom southern style Federal home. Located just minutes to town, beaches, shopping and I-95. We are to be built.

48a Ironworks Rd, Clinton

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