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7 Toms Rd, Old Saybrook
$1,200,000
2 Beds ⋅ 1 Baths ⋅ COMING SOON Status ⋅ 24216468 MLS
2 Plots sold together- 7 & 18 Toms Rd. Rare opportunity to own a slice of CT shoreline! Tucked away at the end of a private road, this charming seasonal waterfront cottage offers water on 2 sides, water views on 3, private beach, backyard dock & breathtaking sunsets. Cherished by the same family for generations, this special coastal retreat captures everything there is to love about beach living. Recently refreshed with new flooring, new granite counters, new hot water heater and electrical updates. The cottage features an inviting open floor plan, flexible sleeping accommodations with convenient convertible beds & a spectacular enclosed front porch where you can relax, entertain & take in the waterfront scenery. Spend your days swimming, kayaking, paddleboarding, or simply enjoying the sand & sea breeze. An outdoor shower makes rinsing off after a day at the beach a breeze. The property includes both front & back lots, offering a unique waterfront setting with room to enjoy the outdoors. Conveniently located near Harvey's Beach & all that Old Saybrook has to offer, this property presents an incredible opportunity for a personal summer getaway, a family retreat, or a seasonal rental investment. Currently winterized & ready for its next chapter, this is your chance to create lasting shoreline memories in a truly special location. Come experience the sunsets, salty air, and laid-back beach lifestyle.

7 Toms Rd, Old Saybrook

61 Bailey Rd, East Haddam
$215,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24215061 MLS
Welcome to Bashan Lake, widely regarded as one of Connecticut's cleanest lakes, and your own cottage getaway. This seasonal cottage is a rare chance to enjoy lake life without the lakefront price tag. Swim, kayak, fish, and relax on the beach, all with a deeded right to use the lakefront lot directly across the street. Inside, you'll find an open kitchen and living area, a primary bedroom with room for a king bed, and a den or second bedroom currently set up with two twin beds, Step outside to a covered porch and large deck with lake views, ideal for entertaining and cooking out. Parking in front fits four cars. Peace of mind comes with a new engineered septic system installed in 2019, a rare find in this area, and all rooms were freshly painted. All indoor furniture shown in the photos is included, along with the refrigerator, so you can just bring your bags and start enjoying the summer.

61 Bailey Rd, East Haddam

18-A Lake Shore Dr, Middlefield
$595,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24210670 MLS
Fall on Lake Beseck may just be its best-kept secret. Wake up to spectacular sunrises reflecting off the water, take in the changing colors from your private deck, and enjoy peaceful days kayaking, fishing or simply relaxing lakeside. This charming direct waterfront cottage offers the lake lifestyle buyers dream about, with private docks and a floating dock providing instant access to the water. Motorboats are welcome, so when warmer days return, boating and swimming are right outside your door. Inside, the open floor plan is filled with natural light and flows into a beautiful sunroom wrapped in windows, keeping the lake views front and center in every season. Step outside to the Trex deck, the perfect spot for morning coffee, evening cocktails and a front-row seat to some unforgettable sunrises. Thoughtfully maintained with central air and a new roof in 2024, this home is ready to enjoy from day one. Lake Beseck is managed by DEEP, and no flood insurance is required. Looking to create something more? There is potential to build up to 35 feet, subject to approvals. Just minutes from I-91 and close to Powder Ridge, Lyman Orchards and four golf courses, this is more than a summer escape. It's a place to enjoy every season and start making lake memories now.

18-A Lake Shore Dr, Middlefield

18 Brook Trl, East Hampton
$347,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209823 MLS
Lake lovers rejoice! With views of the lake, beach-access, possible dock access, this home is just waiting for your refurbishing touch. Drenched in the charm of yesteryear with 3 Bedrooms, 1 bath, and a wide-open floor plan - this home is perfect for anyone looking for a summer cabin getaway or anyone looking to get Hands-On your new water-side retreat. Morning coffee on the lakeview deck, chilly evenings by the fieldstone fireplace, and entertaining friends in the cozy. This East Hampton home is revamp ready, the only thing missing is your vision! Selling AS IS. This property extends across the road far enough to include a second lot with building potential. House with lot (Map ID 10A 79 3), Lot (Map ID 10A 78 29. Total taxes for both $7,777.22.

18 Brook Trl, East Hampton

89 Book Hill Rd, Essex
$479,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209577 MLS
Welcome to 89 Book Hill Road in the heart of Essex Village. This beautifully updated Cape offers a perfect blend of classic New England charm and modern comfort. Set on a private lot surrounded by mature trees, the home features a spacious and light-filled layout with hardwood floors, two fireplaces, and a flexible floor plan. The kitchen has been tastefully updated with modern finishes, flowing into a cozy dining area ideal for gatherings. Upstairs you'll find comfortable bedrooms with ample storage, while the finished lower level adds versatile space for a family room, home office, or gym. Enjoy the convenience of central air, a walk-out basement, and an attached two-car garage. The property also offers a large yard perfect for outdoor entertaining, gardening, or simply relaxing. Located just minutes from the shops, restaurants, and waterfront of Essex Village, this home provides easy access to Route 9, local marinas, and top-rated schools including Essex Elementary and Valley Regional High School. Whether you're seeking a full-time residence or a weekend retreat, 89 Book Hill Road is ready to welcome its next owner. One of the parties to the LLC has an active real estate license

89 Book Hill Rd, Essex

144 Shore Rd, Clinton
$899,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24206668 MLS
Experience the very best of Connecticut shoreline living! The stunning REMODELED interior has 4 BR 2-baths with beautiful water & marsh views and deeded beach access. This exceptional property offers the perfect blend of relaxed coastal living with incredible flexibility and right-of-way access to the beach. Every square inch of the interior has been thoughtfully renovated with today's lifestyle in mind. The bright, open floor plan creates an inviting flow for everyday living & effortless entertaining. The main level features a spacious family room, sitting area, dedicated work-from-home space, a fabulous new kitchen with loads of storage & breakfast bar. Laundry/mud room. A beautiful bedroom with a full bath & walk in closet ideal for guests or one-level living.Upstairs, the spacious primary suite offers a walk-in closet with French doors opening to a private heated sunroom & large deck where you can unwind while taking in the water views & coastal breeze. 2 additional bedrooms & a beautifully remodeled full bath.Outdoor living is equally impressive with a deck, outdoor shower, peaceful marsh views & steps to the sandy beach creating a picturesque natural backdrop. Charming red barn offers additional storage for your kayak, bikes, outdoor toys & more. Located near Duck Island, Clinton Harbor, marinas, shopping ,great restaurants & Long Island Sound, this beautifully re-imagined home is perfect as a year-round residence, weekend escape!

144 Shore Rd, Clinton

74 Pine Rd, East Haddam
$299,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24205225 MLS
Your Connecticut lake escape awaits! Welcome to 74 Pine Rd, a beautifully renovated 3-bedroom retreat in the desirable Moodus Lake Shores community on the Upper Moodus Reservoir. This move-in-ready home features a renovated kitchen and bathroom, new flooring, stainless-steel appliances, fresh paint, and ductless heating and air conditioning. The spacious primary bedroom offers a walk-in closet, while the bright, inviting interior is designed for easy lake living. Step outside to the large deck, perfect for morning coffee, outdoor dining, entertaining, or unwinding with peaceful water views. Beach rights and association boat-launch access make it easy to enjoy swimming, kayaking, boating, fishing, and days by the water. Enjoy seasonal occupancy from April 15 through October 31-the heart of Connecticut's lake season from spring weekends through summer and fall foliage. An ideal weekend getaway, summer home, or spring-through-fall retreat from NYC, Westchester, Fairfield County, Boston, or beyond. A turnkey Connecticut lake retreat under $300K-just bring your bags and start enjoying!

74 Pine Rd, East Haddam

52 Pond Meadow Rd, Essex
$430,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189285 MLS
Welcome home to your own private cottage style farm house in the heart of picturesque Ivoryton - where timeless New England charm meets modern comfort. This beautifully maintained home offers the perfect blend of character, quality, and opportunity, making it an ideal year-round residence, weekend retreat, or investment property. Situated in one of Connecticut's most sought-after shoreline communities, this enchanting home is just a short stroll to the vibrant Ivoryton Village, the renowned Ivoryton Playhouse, charming inns, boutique shops, and acclaimed local restaurants. Enjoy country living with Essex, marinas, beaches, and scenic coastal attractions just minutes away. Thoughtfully updated throughout, this home offers peace of mind with numerous capital improvements, including a new roof, a new driveway, an energy-efficient Mitsubishi split-duct heating and cooling system with programmable Eco thermostats, updated windows and insulation, updated electrical and plumbing, a newer well pressure tank, and an updated septic system. The oversized detached garage is a rare bonus, featuring a spacious loft, dedicated electrical service, and its own circuit breaker.

52 Pond Meadow Rd, Essex

15 E Shore Dr, East Haddam
$639,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185562 MLS
Lake Hayward Water Frontage! Your ultimate summer escape awaits in this captivating seasonal lakefront retreat, designed for ultimate relaxation, lake breezes, and endless outdoor fun. Inside, a massive eat-in kitchen and spacious Living Room frame stunning, uninterrupted water views, while the flexible floor plan features a convenient main-level primary suite and versatile Flex Room for additional living space, plus an inviting upstairs loft leading to two more sizable bedrooms. Step outside to your private lakeside deck and private beach frontage, complete with a generous side yard made perfectly for grilling, yard games, and entertaining. This is the summer haven you have been waiting for ~ schedule your tour today and claim your piece of lake living !

15 E Shore Dr, East Haddam

25 River Ave, Old Saybrook
$800,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183581 MLS
Welcome to the heart of Saybrook Manor! This beautifully maintained ranch-style home offers the perfect blend of shoreline charm and everyday convenience. Situated on a desirable corner lot, this one-level home features comfortable living spaces, thoughtful updates, and a relaxed coastal lifestyle. Enjoy easy access to the private Saybrook Manor beaches, Oyster River, nearby marinas, restaurants, shopping, and all that Old Saybrook has to offer. The inviting outdoor spaces include a spacious patio, firepit area, beautiful gardens, and plenty of room to entertain family and friends. A detached shed provides additional storage, while ample parking accommodates guests with ease. A special feature of this property is access to private beach parking, making your beach days effortless. Boaters will appreciate the opportunity for a boat slip, subject to availability-simply inquire for details. Spend your days strolling to the beach, enjoying nearby boating and fishing, or taking a golf cart ride through one of Old Saybrook's most beloved shoreline neighborhoods. Whether you're looking for a year-round residence, weekend retreat, or investment opportunity, this home offers the very best of Connecticut shoreline living. Relax, entertain, and enjoy the peaceful coastal surroundings while being just minutes from everything Old Saybrook has to offer. A rare opportunity to own in one of Old Saybrook's most sought-after beach communities.

25 River Ave, Old Saybrook

96 Chalker Beach Rd, Old Saybrook
$649,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24174666 MLS
Welcome to your seasonal sanctuary at Chalker Beach, where sun-soaked days and starry nights create lasting memories. Offered fully furnished and thoughtfully styled with relaxed coastal charm, this seasonal cottage is the perfect place to slow down, unwind, and enjoy easy shoreline living. Just a short walk or golf cart ride to the beach, the home is tucked into one of the shoreline's most loved beach communities where summer days are spent by the water, riding bikes through the neighborhood, and gathering with friends and family for community events and beach nights. The outdoor spaces are designed for relaxing and entertaining, featuring a spacious paver patio, beautifully manicured open lawn, outdoor shower, and a private firepit deck beside peaceful marsh grasses--the perfect setting for morning coffee, summer dinners, or evenings under the stars. Inside, cathedral ceilings, natural light, and custom wood paneling create a warm and welcoming atmosphere with a cozy beach-house feel throughout. Every space has been thoughtfully designed to make the home feel comfortable, inviting, and ready to enjoy from the moment you arrive. Located within the Chalker Beach Association with private beach access, clubhouses, playgrounds, basketball court, golf cart parades, and cherished summer traditions.

96 Chalker Beach Rd, Old Saybrook

52 Jobs Gate, Portland
$149,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24163884 MLS
WATERFRONT ! Enjoy This Cozy WATERFRONT Home located in Portland, CT. Grab your Coffee every morning and Walk down and Jump right in the Water! Don't miss enjoying this summer 2026 & the summers to come, Family Fun in this Home on Jobs Pond ! This Home has full views overlooking THE WATER! This Home offers a Living room with views overlooking the Water, open Kitchen & Dining area, Bedroom, newer Full bath. Walkout Basement for storage to a Large open deck for entertaining. Walk down to the water for swimming and boating, Private Dock, includes Paddleboat & row Boat. This is a Full Year Round House if a well is installed, the water is pumped from the pond. IMPROVEMENTS INCLUDE:Newer roof, Windows and decking down side of house to newer back Deck. Appliances include:Refrigerator, Propane Cooktop.

52 Jobs Gate, Portland

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