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1511 Country Club Rd, Middletown
$410,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216990 MLS
Welcome to 1511 Country Club Road, a remarkably versatile property offering 4-bedroom functionality situated on an expansive 1.25-acre parcel on a peaceful, non-through street. A charming entry introduces the main Cape, which features two comfortable bedrooms, a full bath, and an upper loft ready to serve as a home office, recreation room, or potential third bedroom. Seamlessly connected yet private, the dedicated in-law/secondary living quarters boast their own bedroom and an additional loft space currently utilized as a primary suite-ideal for multi-generational living, extended guests, or a dedicated private wing. Peace of mind comes built-in with a brand-new septic system. Outside, the sprawling acre-and-a-quarter grounds provide mature greenery, a fenced-in play/pet area, and boundless room for entertaining, gardening, or outdoor expansion. A rare combination of privacy, acreage, and adaptable living space.

1511 Country Club Rd, Middletown

360 Chauncey Rd, Middletown
$345,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216264 MLS
Do you love downtown Middletown, but want to live in a quieter area? 360 Chauncey Road is the answer you're looking for! Enjoy what Middletown has to offer while being tucked away in a quiet area. This property offers 3-4 bedrooms, two full bathrooms, hardwood floors, harvey windows and a yard to enjoy. Throughout the home you'll find pockets of character that make it unique; the wood paneling on the ceilings, the bathroom trim, or the covered porch paired with a charming blue door. The eat-in kitchen has plenty of counter and cabinet space, all your needed appliances, and access to the brand new deck. The main floor bedroom is accompanied with a full bath and another potential bedroom, study, rec room, or dining room. Upstairs are the two spacious bedrooms with another full bath and crawl space storage. In the basement you'll find a ton of storage and future expandable space. Enjoy dedicated laundry space & shelving with access to outside. Outside, the back deck overlooks the level yard with plenty of tree cover for the Summer months and offering beautiful views in the Fall. Come check out 360 Chauncey Road and then head downtown to enjoy some of the incredible restaurants and shops Middletown has to offer, or hit the nearby hiking trails at Millers Pond or Crystal Lake! Updates include Brand new 2026 deck, 2021 plastic septic tank, 2022 well pump, 2026 well tank & water softener, 2019 roof, and AO Smith 2021 water heater. Take advantage of this well maintained home!

360 Chauncey Rd, Middletown

368 Bow Ln, Middletown
$399,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24217601 MLS
Antique 2-Bedroom Cape with Country Charm, 15+ Acres of Land and Endless Potential! Looking for a home with character, charm, over 15 acres of land, and the opportunity to make it your own? This quaint antique 2-bedroom Cape is nestled in a peaceful country setting, with beautiful views from the front porch and backyard that truly make this property special! This antique home received a new roof in the Spring, but it needs your vision and creativity to make the space your own while exploring its potential. The first floor includes an eat-in- kitchen, a laundry room, a full bathroom, and a bonus room. Upstairs, you'll find two bedrooms and a storage area. The bonus on the main level that could serve as a 1st floor bedroom, office or a library, or simply be considered flex space? Enjoy a peaceful country setting while remaining conveniently close to Route 9, Middlesex Health, Middlesex Community College, Wesleyan University, shopping, and the restaurants and amenities of downtown Middletown. If you're looking for an antique home with character and the opportunity to add your personal touch, this could be the one for you!

368 Bow Ln, Middletown

70 Old Mail Trl, Westbrook
$1,195,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217364 MLS
Experience the charm of coastal living in this beautifully renovated, year-round home with deeded beach access! Built in 2009 and thoughtfully updated, this delightful 4-bedroom, 2-full-bath home offers an exceptional seaside retreat with breathtaking views of the expansive sandy beach directly across the street, complete with beach rights.Inside, bright and inviting living spaces complement a gorgeous new kitchen featuring quartz countertops, a beautifully renovated first-floor full bath, and convenient first-floor laundry. Additional recent improvements include a new heating system, central air conditioning, fresh interior paint, and a new outdoor shower, providing all the comforts of modern living in a relaxed coastal setting. Spend your mornings strolling along the sandy shoreline, afternoons enjoying the water, and evenings unwinding on the spacious deck overlooking the peaceful marsh. Sheltered by Duck Island and the breakwater, the surrounding waters offer endless opportunities for paddleboarding, kayaking, boating, jet skiing, and sailing. Nearby marinas, boat mooring opportunities, bike rides for ice cream, and spectacular coastal sunsets capture the simple pleasures of a quintessential New England beach community.The property also features a garage with generous storage space and additional laundry facilities, perfect for accommodating beach gear, bicycles, and boating essentials. This special property offers the perfect combination of modern amenities and charm!

70 Old Mail Trl, Westbrook

3 Rachel Ln, Essex
$559,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209993 MLS
Prominently set on a desirable corner lot in historic Ivoryton, this custom three bedroom ranch is designed for the way we live today. From the moment you step onto the inviting front porch overlooking park-like grounds you will feel right at home. Move-in ready and offering desirable one floor living, the spacious open floor plan of this unique home features gleaming hardwood floors has been freshly painted throughout the main level. Truly a Chef's delight and the heart of the home is the well-appointed kitchen, featuring rich wood cabinetry, granite countertops, and a center island...perfect for enjoying your morning coffee. The light-filled dining area is ideal for everyday meals or those special occasions and a spacious living room with sliders opens directly to your private backyard retreat. The primary bedroom features a lovely updated bathroom and two well-appointed bedrooms with a shared bath are perfect for guests. The lower level bonus rooms adds an additional 638 sq. ft.and offers endless possibilities such as an in-home office, craft-room, media space or work-out area. A separate laundry area and easy access to the mechanicals will give buyers peace of mind. Ideal for entertaining, there is a casual outdoor dining area and a charming fire pit for gathering with friends and family. A handy garden shed is perfect for all of your storage needs. Whether you are looking for a full time residence or an ideal weekend retreat enjoy all historic Ivoryton has to offer.

3 Rachel Ln, Essex

173-R Foot Hills Rd, Durham
$699,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24208228 MLS
Tucked away among the trees on 10.05 acres of peaceful, private land, 173-R Foot Hills in Durham offers a rare opportunity to enjoy the beauty of nature without sacrificing the comforts of home. From the moment you arrive, the charming Cape Cod-style exterior, welcoming front porch, and surrounding woodland create a setting that feels like your own personal retreat. Step inside and you'll find a home filled with warmth, character, and wonderful natural light. Hardwood flooring flows through the main living areas, while the spacious kitchen serves as the heart of the home, offering an abundance of cabinetry, generous counter space, and a large center island that naturally brings everyone together. The kitchen opens into an inviting living area where a fireplace adds a cozy touch, making it an ideal place to gather during the cooler months. French doors lead directly to the back deck, creating a seamless connection between indoor and outdoor living. Whether you're entertaining guests or simply enjoying a quiet evening, the wooded surroundings provide a beautiful backdrop throughout the seasons. Central air conditioning adds comfort during the warmer months. With 4 bedrooms, the primary on the main level, and 3.5 bathrooms, the home offers plenty of flexibility for a variety of living arrangements. A standout feature is the potential in-law suite, complete with its own kitchen, full bathroom, providing additional possibilities for extended living or guests.

173-R Foot Hills Rd, Durham

511 Rte 81, Killingworth
$699,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217578 MLS
Have you ever wanted to own your own Connecticut farm that dates back to the 1850s? For the very first time in over 170 years, this beautiful property is being offered to the market. Passed down through generations, this remarkable 35+ acre property has been in the same family since the mid-1800s. A true piece of New England history waiting to be brought back to life. Picture yourself stepping into scenes that feel lifted from an old New England painting: the weathered cranberry bog tucked along the edge of the property, the wide-open hay fields swaying in the afternoon sun, and the timeless act of stacking bales in the barn. This is a place where the past lingers in every detail, and the next chapter is ready to be written. With over 700 feet of frontage on Route 81 and the rear acreage backing up to preserved state land, the possibilities here are endless. Imagine restoring this historic farm to its working roots, cultivating crops or raising animals on its fertile ground, or take advantage of its prime location and acreage for a thoughtful development opportunity. Whether you're drawn to its history, its landscape, or its future potential, this property is more than just land, it's a once-in-a-lifetime chance to own a legacy.

511 Rte 81, Killingworth

206 W Elm St, Deep River
$358,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24217309 MLS
Brimming with quintessential New England charm, this cozy yet surprisingly versatile Cape Cod offers a unique blend of character, privacy, and natural beauty. Conveniently located near downtown Deep River, neighboring shoreline communities, and local beaches, the property also offers nearby access to state forest trails leading toward Pine Ledge. Originally built in 1950 and relocated to its current setting during the construction of Route 9 in the 1960s, this distinctive home has a history as interesting as its surroundings. Nestled along a lightly wooded hillside on approximately three-quarters of an acre, the home features two bedrooms, a full bathroom with radiant floor heating, a kitchen, dining area, inviting living room with a wood-burning fireplace, and an additional half bath. A bonus space on the main level showcases sweeping views of Pratt Read Reservoir and the surrounding woodlands, offering a peaceful place to enjoy the beauty of New England's changing seasons. The outdoor spaces are equally distinctive, with a secure poultry enclosure, fish pond, play structure, and open lawn area. An upper-level driveway provides access to a secluded picnic area and a second storage shed. Ample parking is available at the main level, while a separate private driveway below the home leads to an enclosed single-car garage, workspace, storage and interior staircase to the main floor of the home.

206 W Elm St, Deep River

9 Magnolia Pl, Middletown
$285,000
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24217261 MLS
Welcome to 9 Magnolia Place, a charming and well-maintained Middletown home offering an impressive list of thoughtful updates inside and out. Tucked along a quiet dead end, this 4-bedroom home combines character, comfort and many of the major improvements buyers appreciate. Recent updates include new kitchen cabinetry, new quartz countertops, sink and faucet, a metal range hood, and fresh interior paint throughout nearly every room, both hallways and the upper staircase. Approximately a year and a half ago, the first 10 feet of the exterior sewer line were replaced, another valuable improvement to the property. Additional improvements over the years include newer vinyl siding with insulation, energy-efficient double-pane replacement windows, a designer front entry door and surrounding structure, added attic/crawl-space and ceiling insulation, and an updated large shower/bath with generous built-in shelving. The home is equipped with an oil-fired Crown heating system, an above-ground oil tank, a newer A.O. Smith water heater and solar panels. The roof features high-performance asphalt shingles, reported by the seller to carry a 50-year rating and designed for winds up to 130 mph, along with updated gutters. Outside, enjoy a partially fenced backyard, storage shed and a wonderful covered rear deck overlooking the yard-a comfortable spot for morning coffee, outdoor dining or simply relaxing. A full unfinished basement with hatchway access provides additional storage

9 Magnolia Pl, Middletown

14 Cinnamon Rdg, Old Saybrook
$625,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24217273 MLS
Photos uploaded!! Available to be shown 10/31 --- NEW LISTING in beautiful Cinnamon Ridge! This OH-SO charming cape set on a picturesque, very private 1+/- acre lot has undergone several wonderful transformations with fresh paint, newer windows, Buderus boiler, newer water heater, newer floors and carpets, along with stunning kitchen and baths with gorgeous cabinetry, granite countertops, stainless steel appliances including a beverage/wine refrigerator. The entry foyer is bright with full-lite front door and skylights, coat closet and new half bath; the front to back family room has a fireplace for cozy fall-time fires and french door to large 40x14 deck; both the dining room (also with french door to deck) and the living room have beautiful hardwood floors. On the second floor is the Primary bedroom complete with it's new personal bath; two additional bedrooms plus the main bath also newly remodeled. Beautiful drive along Cinnamon Ridge with trees laden with fall leaves ... Don't miss this once-in-while opportunity to be in one of Old Saybrook's prime locations - off country roads yet close to all that Old Saybrook has to offer -- town parks, beaches, quaint Main Street, The Kate theater, restaurants, shopping, train station etc.

14 Cinnamon Rdg, Old Saybrook

55 Berkeley Rd, Middletown
$370,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216927 MLS
Welcome to 55 Berkeley Road, a charming New England Cape nestled on a quiet, low-traffic street in Middletown. Offering 3 bedrooms, 1.5 baths, and approximately 1,386 square feet of living space, this inviting home blends classic character with modern updates and a versatile floor plan. The living room features a cozy fireplace, while the formal dining room provides an ideal setting for everyday meals and entertaining. The beautifully updated kitchen boasts quartz countertops, a farmhouse sink, and a subway tile backsplash, combining style and functionality. A main-level bedroom offers added convenience and flexibility, while the partially finished lower level features a spacious family room with a second fireplace that is perfect for recreation, entertaining, or relaxing. Outside, the .32-acre lot provides plenty of room for gardening, outdoor gatherings, and recreation. A detached one-car garage and ample off-street parking add to the home's appeal. Additional highlights include public water and sewer and a convenient location just minutes from Wesleyan University, downtown Middletown's vibrant shops and restaurants, and Route 9. With its timeless Cape Cod charm, thoughtful updates, and desirable location, 55 Berkeley Road is ready to welcome you home!

55 Berkeley Rd, Middletown

11 Kitteridge Hill Rd, Old Saybrook
$679,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216599 MLS
Discover the charm and comfort of this beautifully maintained Cape, ideally situated on a quiet cul-de-sac off School House Road in one of Old Saybrook's desirable locations. Offering over 2,700 square feet of finished living space, this inviting home is just across from The Preserve trail access and moments from Clark Park, making it easy to enjoy nature, recreation, and the outdoors. Inside, gleaming hardwood floors, a spacious living room with a wood-burning fireplace, and a formal dining room create a warm, welcoming atmosphere. The updated kitchen features rich cherry cabinetry and granite countertops and opens to a cozy family room with a Garrison wood stove. Sliders lead to a cedar-paneled three-season room overlooking the private backyard, deck, and patio-perfect for entertaining or relaxing outdoors. Upstairs, the spacious primary suite features an en-suite bath with a custom shower and tons of storage, along with two additional bedrooms and a full bath. The finished lower level offers flexible space for a home office, gym, media room, or additional living area. Thoughtful updates include Andersen replacement windows, newer garage doors, enhanced attic insulation, and ice dam heating cables. Blending classic New England charm, versatile living spaces, and an exceptional location near trails and recreation, this move-in-ready home is a wonderful place to enjoy the best of Old Saybrook living.

11 Kitteridge Hill Rd, Old Saybrook

6 Gilbert Hill Rd, Chester
$525,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24215476 MLS
Welcome home to this meticulously maintained Cape Cod-style residence, nestled on a tranquil cul-de-sac just steps from vibrant Chester Village. Cherished by the same owner for over 34 years, this home radiates pride of ownership, classic charm and everyday functionality. The main level features gleaming hardwood floors and a beautifully updated kitchen; complete with granite countertops, newer stainless steel appliances, a breakfast bar, and French doors providing access to the deck and private backyard. The seamless flow leads into a light-filled living room anchored by a cozy pellet stove, a formal dining room, and a generous laundry/pantry room with custom built-ins. A main-floor bedroom and full bath offer flexible options for guests, main-level living, or a dedicated home office. Upstairs, find two spacious bedrooms, including a primary suite with its own private bath. The second bedroom boasts a walk-in closet plus a separate oversized dressing/flex room. The lower level features a second pellet stove, offering endless potential for additional living space. Step outside to enjoy your backyard oasis featuring a custom-built, oversized fireplace ~ the ideal setting to unwind and entertain. Schedule your private showing today to experience the perfect blend of comfort, character; and village convenience! Please note: Professional Photos to follow.

6 Gilbert Hill Rd, Chester

106 S Front St, Middletown
$319,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24215963 MLS
WELCOME HOME to 106 S. Front Street, Middletown! Conveniently located near town with easy access to Route 9, this inviting 3-bedroom, 2-bath home offers comfortable living, charming details, and move-in-ready appeal. Inside, beautiful hardwood floors and fresh paint create a bright, welcoming atmosphere. The cozy living room fireplace adds warmth and character, while the relaxing sun porch provides the perfect spot for morning coffee, quiet reading, or unwinding at the end of the day. Outside, the lovely backyard offers plenty of room to gather, entertain, and enjoy the crisp autumn air-with space to create your own fire pit area... With its comfortable layout, inviting outdoor space, and convenient location, this home is ready for its next chapter-and it may not be available for long. Convenient Location, close to shopping, downtown with wonderful restaurants and Route 9 and the hospital easy commute. Don't miss the opportunity to make 106 S. Front Street yours! Schedule your private viewing and start imagining life in your new home today!

106 S Front St, Middletown

2 Pinewood Trl, Deep River
$685,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24212188 MLS
Discover this dramatic modern Cape-style living in this beautifully appointed 3-bedroom, 3-bath home nestled in the scenic Connecticut River Valley. Set on a peaceful dead-end street, with your own private pond, this exceptional property blends contemporary design, inviting spaces, and picturesque natural surroundings. Hardwood floors and a soaring cathedral ceiling create an impressive, open first-floor living area centered around a cozy fireplace. The modern kitchen features stainless steel appliances and flows seamlessly into the main living and entertaining spaces. A desirable first-floor primary suite offers comfort and convenience, while two additional bedrooms on the upper floor provide flexible accommodations for family, guests, or a home office. The fully finished lower level expands your living space with an above-grade walkout, creating the perfect setting for recreation, relaxation, or entertaining. Step outside to enjoy professionally landscaped grounds and the inviting outdoor firepit-ideal for gathering with friends or unwinding under the stars. A two-car garage adds everyday convenience and storage. Enjoy the serenity of a beautiful natural setting and experience the best of Historic Connecticut River Valley!

2 Pinewood Trl, Deep River

42 Laurel Wood Dr, Deep River
$849,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24209952 MLS
Welcome to The Grand Gathering at Laurel Wood, where every occasion becomes a special occasion! Beautifully situated on 1.17 landscaped acres at the end of a peaceful Deep River cul-de-sac. This impressive Cape Cod has a huge two story detached three-car garage its incredible and has extra parking on the side for large vehicles / vessels / trailers etc. This home was made for entertaining and has plenty of abundant paved parking for guest. The spectacular great room steals the show with its soaring ceiling, enormous windows, hardwood floors, and generous gathering space. The inviting family room has a handsome brick wall fireplace, another great space. The well-appointed kitchen features abundant cabinetry, stainless steel appliances and eat in area. The formal dining room has french doors to the deck. The main level primary suite is all part of this unique floor plan. Upstairs is a wonderful two bedroom Jack and Jill. To much to list. The basement is huge too. Step outside through through french doors from the great room to the expansive composite deck which offers multiple seating and dining areas, a relaxing hot tub and a walkway to the swimming pool. A super quiet whole-house Kohler generator and a Trane central air-conditioning system are both top notch and provide added comfort and peace of mind. Beautiful lawns, mature trees, and attractive landscaping create a wonderful setting for outdoor enjoyment at The Grand Gathering at Laurel Wood. Explore Deep River today.

42 Laurel Wood Dr, Deep River

41 Trolley Rd, Westbrook
$275,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24214471 MLS
Tucked along Trolley Road in downtown Westbrook, CT, this year-round cottage offers shoreline living with walk-to-town convenience and access to the town beach. Just steps from Christie's, Julie's Cup of Joe, The Turtle Cafe, shops, restaurants, and the Westbrook train station, you can enjoy coffee, dining, and outings close to home. South of Route 1 and within walking distance of Westbrook's sandy beaches, the location puts the best of this coastal town within easy reach. The home needs love and is ready for a new owner's vision, updates, and care. Set on a generous, level lot, this property offers an opportunity to refresh the existing single-family cottage or explore new construction, subject to applicable approvals. A small section of wetlands at the very back creates a natural buffer, with the majority of the land open and usable. A great-size lot in downtown Westbrook is a standout asset, offering space to envision gardens, outdoor entertaining, and a private shoreline retreat. Whether you are looking for a year-round home, coastal getaway, or your next renovation project, this property combines beach access, downtown convenience, and room to imagine what's next. Bring your ideas, see potential, and discover how much this walkable Westbrook location has to offer. A chance to create something special in a setting you'll love.

41 Trolley Rd, Westbrook

12 Brookview Ln, Middletown
$499,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24214047 MLS
Welcome to 12 Brookview Lane, located in Middletown's desirable Westfield neighborhood! This beautifully maintained 3 bedroom, 2.5 bathroom home offers a wonderful combination of space, style, and functionality. Step inside to discover inviting, spacious living areas accented by beautiful hardwood floors. The stylishly updated kitchen features an open layout that flows effortlessly into the surrounding living space, creating an ideal setting for both everyday living and entertaining. A generously sized bonus room offers endless possibilities, whether you envision a home office, playroom, media room, or additional gathering space. The partially finished basement provides even more flexible living space to suit your needs. With its thoughtful layout, tasteful updates, and versatile spaces, this home offers comfort and convenience in a fantastic Middletown location. Come see all that 12 Brookview Lane has to offer!

12 Brookview Ln, Middletown

41 Alger Rd, East Haddam
$515,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212675 MLS
FIRST TIME ON THE MARKET! After years with its original owner, this 4-bedroom, 2-full-bath East Haddam home is ready for its next chapter, and there's more here than meets the eye! Set on 2+ level acres accented by classic New England stone walls, the home features an oversized living room with hardwood floors, fireplace and direct deck access, plus a first-floor bedroom for added flexibility. Beautiful hardwood six-panel doors, central vacuum and laundry hookups on both the first and lower levels add convenience. And that's only the beginning! Discover an oversized 2-car garage with ready-to-finish space above. Imagine additional living space, an in-law setup or apartment, subject to town approvals. The basement offers even more room for recreation, hobbies and a home workshop. Outside, enjoy space to explore ATV or dirt-bike trails, expansive gardens or future pool possibilities. Convenient access to the East Haddam Swing Bridge, Goodspeed Opera House, Route 82, Route 9 and Connecticut River Valley destinations. One owner. First time offered. Come explore the possibilities!

41 Alger Rd, East Haddam

18 Lakewood Rd, East Hampton
$429,900
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

131 Killingworth Rd, Haddam
$549,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24210528 MLS
Waterfront home on Higganum Reservoir. Excellent condition. Open & Bright floor plan. Sliders to large deck overlooking the water. One floor living with addional Bedroom, full bath and loft/home office on the second floor. 2 car oversized garage with loft above. Few other recent upgrades include: High effiiciency furnace and AC unit. New Pellet Stove. Newer Oil Tank and Hot Water Heater. Newer kitchen flooring, carpeting and newer appliances. Reservoir is great for paddle sports, canoes, and boats with small electric motors. No gas engines. This property has been beautifully transformed with thoughtfully designed landscaping through out, complemented by a constructed stone wall. A tranquil getaway near town, schools and commuting routes.

131 Killingworth Rd, Haddam

65 Highland Ave, Middletown
$399,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24209628 MLS
Welcome to this beautifully remodeled Brick Cape set on a level .41-acre lot with brick-wall-lined driveways, this 1,543-square-foot home offers 3 bedrooms and 2 full baths, including a first-floor primary bedroom-perfect for those looking for one-level living now or in the future. Both baths have been remodeled, the interior has been freshly painted, and there are sparkling hardwood floors throughout much of the home. The brand-new kitchen features beautiful quartz countertops, new cabinetry, stainless steel appliances, and a spacious dining area that's perfect for everyday meals or gathering with family and friends. The living room offers a cozy fireplace, while the finished basement family room provides even more space to relax, entertain, or create a room that fits your lifestyle. Outside, the 3-car garage, with brand-new overhead doors and openers offers plenty of room for vehicles, storage, hobbies, or whatever you may need. Additional updates include mostly all new windows, brand-new central air, newer roof, with brand-new gutters and leaders, many of the important updates have already been taken care of. Whether you're buying your first home, looking for more room to grow, or dreaming of a home that can comfortably carry you into your next chapter, 65 Highland Ave is a special place with so much to appreciate.

65 Highland Ave, Middletown

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

1 Briarcliffe Trl, Old Saybrook
$485,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208270 MLS
This warm and inviting Cape offers the perfect blend of comfort, space, and convenience in a highly desirable Old Saybrook location. Just one mile from Main Street's charming shops, restaurants, and local attractions, this home features an open-concept main level highlighted by vaulted ceilings in the living room that seamlessly flows into the kitchen and dining area, creating an ideal space for everyday living and entertaining. Beautiful hardwood floors extend throughout the main living areas, while two first-floor bedrooms provide flexible living options. Upstairs, you'll find two additional bedrooms offering plenty of room for family, guests, or a home office. The partially finished basement adds valuable bonus space for recreation, fitness, or storage. Energy-conscious buyers will appreciate the solar panels, helping to offset utility costs. Conveniently located with easy access to Routes 9 and I-95, this home is perfect for commuters while still enjoying all the coastal charm and amenities that make Old Saybrook such a special place to call home.

1 Briarcliffe Trl, Old Saybrook

79 Chestnut Hill Rd, Killingworth
$749,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24207798 MLS
Tucked away on 4.5 beautiful acres in Killingworth, 79 Chestnut Hill Road offers exceptional privacy, peaceful pond views, and a welcoming sense of home from the moment you arrive. This distinctive 3-bedroom, 3-bath antique residence is filled with warmth and character, thoughtfully updated to provide the comfort and convenience of modern living. Extensive improvements completed between 2008 and 2026 include fresh interior paint, beautifully refinished natural hardwood floors, and a new elevated bluestone patio. Additional updates include the roof, windows, exterior paint, gutters, and water heater, along with updated electrical and plumbing, three-zone heating, central air, and a whole-house automatic generator. The kitchen and bathrooms have also been tastefully updated while preserving the home's timeless charm. Outside, mature trees, protected rear privacy, and an expansive, usable lawn create a serene backdrop with plenty of room to garden, entertain, explore, or simply enjoy the changing seasons. Whether spending a quiet morning at home, an afternoon outdoors, or an evening gathered with family and friends, this property offers a lifestyle that feels comfortable, private, and timeless. Offering generous land, historic character, substantial modern infrastructure, and convenient access to the shoreline and surrounding towns, 79 Chestnut Hill Road is a truly special property best experienced in person.

79 Chestnut Hill Rd, Killingworth

142 Crystal Lake Rd, Middletown
$369,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24207901 MLS
LAKESIDE LIVING ON CRYSTAL LAKE! Welcome to 142 Crystal Lake Road, where everyday living feels like a getaway. Set on picturesque Crystal Lake, this charming 2-bedroom, 1-bath home offers the rare opportunity to enjoy waterside living from your own backyard. Step inside and you'll find 1,188 square feet of comfortable living space with a warm, inviting feel. The home features an updated kitchen, updated bathroom, and an updated primary bedroom, along with important mechanical updates including the boiler and water heater. A stone fireplace/pellet stove creates a cozy focal point for relaxing on cooler evenings. Outside, the private deck is the perfect place to enjoy morning coffee, dinner overlooking the water, or quiet evenings taking in the changing seasons. With direct lake frontage, you'll have the opportunity to enjoy kayaking, fishing, and the peaceful beauty of Crystal Lake right at home. A detached one-car garage provides additional convenience and storage, while the approximately half-acre lot offers a wonderful balance of privacy and waterfront enjoyment.

142 Crystal Lake Rd, Middletown

155 Bear Swamp Rd, East Hampton
$1,000,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24207148 MLS
Well-established horse boarding facility offered for the first time! This exceptional equestrian property offers an impressive 39 stalls across three barns, providing an excellent opportunity for an established boarding operation, breeding facility or private equestrian estate. The main barn features 16 stalls, two tack rooms, a grooming stall, wash stall, and small ofice area. The second floor is completely open, offering abundant hay storage and the flexibility to create a viewing room, additional workspace, or other equestrian-related use. The barn is conveniently attached to the 120' x 70' indoor riding arena. There is also a quarentine stall just outside of this barn. The second barn offers 13 stalls, a tack room, feed room/utility storage room and dedicated stallion turnout. The owner's barn, located closer to the residence, provides an additional 9 stalls. with hay loft. Outdoor amenities include a spacious 160' x 85' sand riding ring, new fencing, and freshly established grass throughout the pastures and turnout areas. An additional pasture bordering the pond offers further potential and could also be fenced for expanded turnout. A rare opportunity to acquire a well-established equestrian facility with substantial infrastructure, multiple barns, indoor and outdoor riding arenas, extensive turnout, and room for future possibilities.

155 Bear Swamp Rd, East Hampton

7 Freya Ln, East Hampton
$619,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24207265 MLS
Lake Overlook Estates - an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available in Phase I. One floor living at its best. This beautiful Cape with first floor primary offers it all. First floor offers laundry room, mudroom, open great room concept with open balcony from above. Second floor offers 2 additional bedrooms and full bath. Options for finishing above the garage for additional space. Some additional standard features include granite counters, onsite finished hardwood floors throughout first floor except bathrooms, gas fireplace, deck and many cabinet options. The list goes on! Public sewer, public water. All situated on a beautiful level homesite with seasonal views of Lake Pocotopaug. Foundation is in, still time to make modifications. Estimated completion is end of April 2027. No association. Sewer/water connection fee $4500. Floor plan coming soon.

7 Freya Ln, East Hampton

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