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100 Dudley Ave Unit H43, Old Saybrook
$570,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24125908 MLS ⋅ Sheltered Cove BLDG.
Beautiful Condominium offered in Sheltered Cove. Set within the serene, meticulously maintained grounds of Sheltered Cove, this charming two-story condominium offers a rare chance to enjoy North Cove and the Connecticut River. Expansive lawns, picturesque views and tranquil surroundings create a setting that feels both private and welcoming. Residents enjoy a newly remodeled swimming pool, clubhouse, and ample guest parking. Located on the southern end of the association, along the estuary, this lovingly kept home features a kitchen that opens seamlessly to the dining area and a warm, light living room with a wood-burning fireplace framed by custom-built-in cabinets. A large glass slider with a custom wood valance opens to a private patio and garden overlooking lush landscaping, home to perennials, ornamental grasses and the resident osprey pair, Romeo and Juliet. Upstairs, two bedrooms provide generous closets. The primary suite includes a full bath and sweeping seasonal views. Near the guest bath, a full laundry and double-door closet offer storage, while another closet has been transformed into a home office work station. A one-car garage adds storage and convenience. Sheltered Cove offers lush grounds, mature trees, and easy access to beaches, marinas, and Old Saybrook's vibrant downtown-with shops, dining, and the Kate Hepburn Cultural Arts Center-all just a short distance away. This unit is priced to sell "as is".

100 Dudley Ave Unit H43, Old Saybrook
365 Winthrop Rd, Deep River
$568,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24189405 MLS
Welcome to 365 Winthrop Road in Deep River, where historic charm meets thoughtful updates. This beautifully maintained 3-bedroom, 2-bathroom home offers timeless character alongside the conveniences of modern living. The spacious main level features a large kitchen, formal dining room, inviting living room, cozy den, and a stunning great room with French doors leading to the backyard, perfect for entertaining or everyday living. Upstairs, you'll find a convenient laundry room, two bedrooms and a generous primary suite filled with natural light, featuring cathedral ceilings, exposed post-and-beam construction, ample closet space, and an en suite bathroom. Step outside to enjoy a picturesque setting with beautiful stonework, mature gardens, and a charming gazebo. A storage shed and a separate workshop with electricity and heating/cooling provide endless possibilities for hobbies, projects, or additional workspace. Recent improvements include hot water heater (December 2025) a new roof and well pump (April 2026). Don't miss this unique opportunity to own a home that seamlessly blends historic character and exceptional outdoor living in Deep River.

365 Winthrop Rd, Deep River
220 Randolph Rd, Middletown
$565,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24200663 MLS
Welcome to 220 Randolph Rd - This spacious 4-bedroom, 2.5-bath Colonial offers the rare opportunity to enjoy 2.53 acres of privacy in the heart of Middletown. The first floor features a welcoming living room with a propane fireplace, an open-concept eat-in kitchen, and a convenient primary suite complete with a walk-in closet and a large en-suite bathroom featuring both a shower and jetted tub. A half bath and easily accessible laundry area complete the main level. Upstairs, you'll find three additional bedrooms, a full bathroom with double sinks, and a versatile bonus loft space at the top of the stairs-perfect for a play area, reading nook, home office, or whatever suits your needs. The second-level flooring is ready for your personal touch, offering the opportunity to make the space truly your own. The spacious, stand-up attic offers abundant storage and the opportunity to be transformed into a bonus room or additional living space. The basement provides even more room to grow, with ample space and the potential to be finished to suit your needs. Outside, the property truly shines. Set far back from the road and surrounded by both woods and farmland, the expansive backyard creates a private retreat where you can enjoy summer barbecues and gatherings.

220 Randolph Rd, Middletown
369 Saybrook Rd, Haddam
$565,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24194369 MLS
One of a kind, period home of historical significance in the heart of Higganum. Formerly a general store, this home exudes charm and whimsy. Lovingly restored by a family and then maintained by a notable antique dealer, this home has been in the same family for two generations. The interior remains period correct with useful and necessary updates like newer windows, kitchen and baths. The original stone fireplace is large and impressive. The living room wraps around it with ease. Unique to this home is a large dining room which can seat 6 or more. Laundry, full bath and one bedroom can all be found on the first floor. The second floor has a versatile landing currently used as an office, full bath and two additional bedrooms, including a large primary overlooking the private backyard. The lower level includes a finished large living room, walk out patio, work room and another fireplace. A post and beam barn (newer than the house) is magnificent with three bays, a work room and full second floor as well as running water and electricity! Follow the cobblestone driveway and then keep going into the woods to find a swimmable spring-fed pond and summer sleeping cabin! This house must be toured to be understood and to understand the opportunity here is to fall in love with all it has to offer.

369 Saybrook Rd, Haddam
3 Docs Hill Rd, Westbrook
$565,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24190053 MLS
Just the second owner of this lovingly maintained custom-built home set on a private, wooded lot with plenty of outdoor space to enjoy. Notable updates include refinished hardwood floors, an opened staircase, kitchen with newer refrigerator and dishwasher, and three beautifully renovated bathrooms. The primary suite features a walk-in closet and private bath, while the walkout lower level offers flexible space for a home office, recreation room, or hobbies. Additional improvements include upgraded exterior drainage, a radon mitigation system, cleared trees and yard, a newly paved lower driveway, and an upper driveway turnaround. Conveniently located just minutes from Westbrook's beaches, marinas, restaurants, shopping, with easy access to both I-95 and Route 9.

3 Docs Hill Rd, Westbrook
26 Tuscany Hills Dr Unit 26, Middletown
$565,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24188433 MLS ⋅ Tuscany Hills Condominium BLDG.
Welcome to 26 Tuscany Hills Drive, a beautifully maintained single-family ranch home loaded with charm and upgrades in this pet-friendly, 55+ active adult community! Rich hardwood floors grace the main living areas, while plush carpeting in both bedrooms adds warmth and comfort, creating an inviting atmosphere you'll love coming home to. The spacious living room features a cozy propane fireplace and opens seamlessly to the dining area and eat-in kitchen, creating an ideal space for everyday living and entertaining. The kitchen is well-appointed with beautiful cabinetry, granite countertops, and abundant workspace for cooking and baking. Just beyond, you'll find the convenient laundry area and access to the attached two-car garage. Situated on a desirable corner lot, the delightful sunroom with vaulted ceilings opens through sliders to a newly stained deck overlooking a private backyard bordered by mature pine trees. The primary suite features a stunning tray ceiling, generous walk-in closet, and an en-suite bath with a step-in shower. The second bedroom is adjacent to a full bath, making it ideal for guests or a home office. A full unfinished basement provides exceptional storage and endless possibilities for future expansion. Tuscany Hills offers an active lifestyle with two community gazebos, holiday celebrations, book clubs, card games, and a variety of social events. Don't miss this wonderful opportunity to enjoy easy, low-maintenance living in a welcoming community!

26 Tuscany Hills Dr Unit 26, Middletown
17 Grandview Ter, Essex
$565,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24173122 MLS
Discover the charm of village living in one of Connecticut's most picturesque shoreline communities. Nestled on a quiet residential street moments from the heart of historic Essex Village, 17 Grandview Terrace offers the rare opportunity to enjoy boutique shopping, waterfront restaurants, marinas, parks, and the Connecticut River-all just a short stroll from your front door. This beautifully maintained home blends timeless New England character with thoughtful updates and comfortable everyday living. Rich hardwood floors extend throughout the home, while the inviting living room is centered around a classic wood-burning fireplace, creating a warm and welcoming atmosphere in every season. The enclosed sunroom provides a light-filled retreat-perfect for enjoying your morning coffee, reading a favorite book, or simply relaxing while overlooking the peaceful backyard. Recent improvements include a new roof (2025) and a heating system approximately 10 years old, offering added peace of mind. An attached garage and a full unfinished basement provide exceptional storage. Outside, the low-maintenance yard lets you spend more time enjoying everything Essex has to offer and less time on upkeep. Located in a quiet neighborhood with a nearby dog park, this property offers a wonderful balance of privacy, convenience, and community and is a rare opportunity to own a home that combines charm, comfort, and an exceptional location in one of Connecticut's most desirable shoreline villages.

17 Grandview Ter, Essex
6 Beechwood Cir, Cromwell
$565,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24180094 MLS
Outstanding Ranch on a cul de sac !!! This 3 Bedroom ranch offers open lay out. Living Room Dining Room and Eat in Kitchen are open and ready for entertaining. Fireplaced Living Room with Hardwood Flooring Dining Room area with Hardwood Flooring. Outstanding Eat in Kitchen With Granite and stainless steel appliances. Main Level Family Room with Fireplace and Hardwood Flooring. 3 Bedrooms with Hardwood Flooring. Lower level has large Den with Hardwood Flooring and a Fireplace. Office are is currently used as guest Bedroom. Lower level has a full Bath! Large Deck with a gazebo. and almost an acre of land! Town records show 1Full Bath there 2 full baths.

6 Beechwood Cir, Cromwell
76-1 River St W, Old Saybrook
$565,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24164630 MLS
76-1 River Street West! This is an incredible opportunity, less than a quarter mile to Old Saybrook Main Street and Amtrak train station. A cozy kitchen, dining and living open to an expansive great room with vaulted, beamed ceiling. There is a generous first-floor bedroom and an adjacent full bath. Upstairs find two larger bedrooms and a second full bath. The basement has an elevated ceiling, ideal for future bonus space, with laundry and mechanicals as well as an easy to access 2-car garage. Originally built as an electric home, it was converted to oil heat. Two oil tanks afford bulk purchases. A wall-mounted AC unit keeps the main level cool. Window units are used on the second floor. An expansive deck runs the length of the home overlooking the tidal marsh and its incredible diversity of birds and wildlife. Flood insurance is $1057 annually and the home sits well elevated above the marsh. The home will benefit from new exterior siding, trim and updated flooring. Completely wonderful, immaculate interior with stunning potential for the next homeowner. Sidewalks run from the end of River Street to Saybrook Point and beyond. A uniquely quiet location just a stone's throw from the train station making this an idyllic weekend retreat or just right year-round home.

76-1 River St W, Old Saybrook
73 Lake Rd, Portland
$565,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24141971 MLS
A Tranquil New England Retreat w Panoramic Lake & Mountain Views. Nestled on a nearly 1 acre lot. This beautifully remodeled Cape offers a rare blend of rustic charm & modern comfort. Originally built in 1925, rebuilt from the studs in 2008 w premium grade materials, 2,916 sqft of thoughtfully designed living space. It isn't just a house it's a lifestyle. A sanctuary for those seeking peaceful lake views, custom craftsmanship, & outdoor living without sacrificing modern conveniences. The interior features a seamless open floor plan adorned w 4" white oak flooring throughout, creating a warm, inviting flow from room to room. The formal dining area, cozy breakfast nook, & galley kitchen are thoughtfully arranged for both everyday living & entertaining. 2 sets of sliders open onto the deck, offering effortless indoor/outdoor flow. Step outside to a 5014 deck & a stone fire pit that becomes a magical gathering place. A Vermont Castings wood stove anchors the living area w rustic warmth & 5 zone Buderus heating system ensures efficient comfort throughout. The home features custom wood trim, handpainted ceramic sinks in the bathrooms, and distinctive Emtek glass door knobs. The 2nd fl includes a laundry room, generous attic storage & a very functional full basement perfect as a workshop, or storage space. A central vacuum system adds to the convenience. The property includes 2 storage sheds ideal for gardening tools, toys, or creative use.

73 Lake Rd, Portland
52 Tarragon Dr, East Hampton
$565,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24163079 MLS
WHERE MODERN ELEGANCE MEETS EFFORTLESS LIVING. This impeccably curated 4 bedroom, 2.5 bath Colonial delivers a true turnkey experience, where every finish has been thoughtfully elevated to blend timeless design with modern sophistication. At the heart of the home, a fully reimagined chef's kitchen stuns with granite countertops, stainless steel appliances, a center island, and pantry-seamlessly designed for both elevated entertaining and everyday living. The main level is defined by 9' ceilings, fresh designer paint, and a sun-filled living room anchored by a classic wood-burning fireplace. Upstairs, the primary suite offers a private retreat with a beautifully renovated, spa-inspired bath and walk-in closet. All three bedrooms have been completely redesigned with brand-new flooring and refined finishes, while a full bath and second-floor laundry add everyday convenience. The finished lower level expands your lifestyle with almost 700 sq ft of flexible space perfect for a media room, home office, fitness studio, or potential 4th bedroom. Outdoors, enjoy a seamless extension of living with a Trex deck overlooking a fully fenced yard, a newly designed walkway, expansive patio, and firepit-crafted for both entertaining and quiet evenings under the stars. Additional highlights include central air, generator hookup, and solar panels for modern efficiency. A rare offering of true turnkey luxury simply move in and enjoy. Private showings available.

52 Tarragon Dr, East Hampton
579 Rte 148, Killingworth
$565,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24158453 MLS
Charming One-Level Living with Endless Expansion Potential on 2.4 Private Acres! Discover the perfect blend of comfort and opportunity in this meticulously maintained 3-bedroom, 2-bathroom Cape Cod/Ranch-style home. Set on a sprawling and private 2.4-acre lightly wooded lot, this property offers a serene retreat with modern conveniences.The main level features hardwood floors throughout the open-concept living spaces, including a bright living room, formal dining room, and a functional kitchen. Transition seamlessly from the dining area into a stunning sunroom-a bright, window-filled sanctuary perfect for morning coffee or relaxing while overlooking your private backyard. The main floor also hosts all three bedrooms, including a primary suite with a full bath, and a convenient first-floor laundry/mudroom located just off the attached 2-car garage.Looking for more space? This home offers incredible versatility:Expansion Potential: The unfinished second floor is a blank canvas, ready for your personal touch to create additional living space, an office, or a primary suite. Finished Lower Level: The expansive walk-out basement is fully finished, featuring a massive family room complete with a wet bar, sink, and bar fridge-ideal for entertaining.Outdoor Living: Step out from the lower level or the sunroom deck to enjoy a spacious, sloping backyard surrounded by nature. A well maintained home ready for its next chapter!

579 Rte 148, Killingworth
175 Ferry Rd Unit 3, Old Saybrook
$565,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24128273 MLS ⋅ Eden Harbour BLDG.
You will never need to move again! Eden Harbour, an elegant and vibrant 55+ Condominium Community is just across the street from the Connecticut River and marinas. This amazing one level unit has an open floor plan, hardwoods throughout and is fully accessible. Enter through a gorgeous foyer which leads to a beautiful Living Room and Dining Area featuring stately columns, gas fireplace, and sliders to a private deck. The charming eat-in kitchen has granite counters, island with seating and stainless appliances. The primary suite includes a walk-in closet and private bath with roll-in shower and marble topped vanity. A second generous bedroom/office or den is located next to a full bath. The main level laundry, and attached 2-car garage with ramp add total convenience. The full basement provides excellent storage. This home is extremely well-maintained and move-in ready! It is minutes from beaches, marinas, shops, restaurants, train service to NYC/Boston, and more. Public transportation stops at the complex and gives you access to Shoreline towns. Located approximately 2 hours from Boston and New York You will love living the Good Life in the wonderful, Historic Town of Old Saybrook, Connecticut!

175 Ferry Rd Unit 3, Old Saybrook
36 Maiden Ln, Durham
$565,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24111064 MLS
Welcome to Wild Acres-where the past whispers, and the future is yours to write. Just a block from Durham's Main Street, this nearly 10-acre property once thrived as a dairy farm and now stands ready for its next chapter. Open fields stretch wide beneath the sky, heirloom gardens bloom with possibility, and quiet corners invite peace and reflection. Whether your dream includes horses in the pasture, fresh vegetables from your own soil, or evenings spent under a canopy of stars, this land offers the space-and soul-to make it happen. There's room to grow a business, start a family legacy, or simply live with more freedom and purpose. And with the possibility to subdivide, the potential here expands even further-create a compound, invest in future development, or share the land with those you love. The 1745 farmhouse holds the warmth of generations, with wide-plank floors, antique charm, and stories etched into every board. It needs vision, care, and a little elbow grease-but for someone with heart and imagination, it's a rare opportunity to restore something truly special. A later kitchen addition, mudroom, and patio add livable space that opens to nature's beauty. With multiple outbuildings, a three-car garage, and three-bay lean-to, the infrastructure is here-you just bring the dream. If you've been searching for a place where history, land, and lifestyle meet... Wild Acres is calling. Don't just buy a property. Build a life.

36 Maiden Ln, Durham
20 Airline Rd, Clinton
$564,000
4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24184269 MLS
Looking for a little more space, privacy, and room to spread out? Welcome to 20 Airline Road. This well-maintained 4-bedroom, 4-full-bath home offers a flexible layout with plenty of space for today's lifestyle. The main level features an inviting flow between the living spaces and kitchen, making everyday living and entertaining feel easy. A first-floor office provides the perfect spot for working from home, while the spacious primary suite has its own full bath and large walk-in closet. The back family room features a fireplace with a stunning stone backsplash. Laundry is conveniently located on the main floor. Upstairs, you'll find the other 2 bedrooms and a large bonus room that offers even more flexibility, ideal for a playroom, media room, hobby space, or whatever fits your needs. Need more room? The finished lower level adds valuable living space and can easily be used as a second family room, gym, or additional gathering space. Step outside and enjoy your own private backyard retreat featuring a beautiful patio with an outdoor kitchen, countertops, and built-in grill; the perfect setup for summer evenings, weekend gatherings, and relaxing at home. Located on a peaceful interior lot while still being close to Clinton's shops, restaurants, beaches, and commuter routes, 20 Airline Road offers the space you've been looking for in a location that's easy to love.

20 Airline Rd, Clinton
64 River Ln, Deep River
$563,500
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24168612 MLS
Timeless charm meets waterfront lifestyle in this classic Colonial, ideally set along the Connecticut River. Enjoy ever-changing water views and the simple pleasure of front-porch living-watch the river activity drift by and catch glimpses of the Essex Steam Train as it passes in the distance. Inside, the main level features a full eat-in kitchen plus a comfortable living room and dining room-an easy flow for everyday living and entertaining. Upstairs, you'll find three bedrooms and a half bath, offering a practical layout with plenty of potential to personalize over time. A standout of this property is the detached studio/barn with electric-ideal for a home office, workshop, gym, or art studio-along with a detached garage for additional storage and convenience. And for those who appreciate true New England nostalgia, there's even a working outhouse for a touch of "old school" character. Unique deeded rights provide the opportunity for a footpath and small dock on Nature Conservancy property along the river-perfect for enjoying the shoreline setting. The sale also includes an adjoining 0.96-acre lot with river views. Purchasers are encouraged to complete diligence regarding the adjoining lot and any permits that may be required for a dock. Property is being sold AS IS. Highest and Best by Friday 5/1 at noon.

64 River Ln, Deep River
7 Nicholas Ct, East Hampton
$562,500
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24165881 MLS
Stunning 4-bedrm Colonial nestled in the sought-after Royal Oaks neighborhood. This meticulously maintained home boasts 2,302 square feet of comfortable living space. Built in 2006, this property features an open flr plan that combines functionality w/modern aesthetics, perfect for both everyday living & entertaining. Plus large primary bdrm w/ensuite full bathroom & Finished LL Flex Room. Situated at end of a serene cul-de-sac, this home is just mins from gorgeous Lake Pocotopaug & Airline Hiking Trail. These & multiple other State Parks offer endless opportunities for outdoor adventures, hiking, & relaxation in nature. Inside, natural light floods the great room, highlighted by impressive walls of windows that create an inviting light-filled atmosphere. The brick patio & private backyard provide an ideal space for summer barbecues or quiet evenings under the stars. Recent upgrades include a New Roof (2025), New Furnace (2022), & New AC/two-stage heat pump (2022), ensuring comfort & energy efficiency year-round. Tastefully updated w/new hardwood flooring, fresh interior paint, and modern finishes, this home is move-in ready. You can rest assured knowing that numerous improvements have been made throughout the property, enhancing both value & aesthetic appeal. Built for today's lifestyle & perfectly located for those who appreciate both nature and a vibrant community. This beautiful home perfectly blends comfort, style, & location. Highest & Best offers by Sun 4/19-1 pm.

7 Nicholas Ct, East Hampton
22 Bch Park Rd, Clinton
$561,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24164060 MLS
Welcome home to Beach Park Road just minutes from the shoreline. This property offers a functional layout with comfortable living space, an updated kitchen, and plenty natural light throughout. This well-maintained home provides peace of mind, while the yard offers space to relax, garden, or entertain. The oversized detached garage also offers workshop space, storage, and other possibilities. Convenient access to beaches, marinas, restaurants, and I-95 for an easy commute provide a solid option for anyone looking to enjoy the greater CT shoreline area.

22 Bch Park Rd, Clinton
3 Rachel Ln, Essex
$560,000
3 Beds ⋅ 2 Baths ⋅ CLOSED 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
15 Payne Blvd, Portland
$560,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24205785 MLS
Set on a beautifully landscaped .57-acre lot, 15 Payne Boulevard is a distinctive 3-bedroom Colonial offering possible 4th-bedroom flexibility and finished space across four levels. Hardwood floors lead through the main level, where a wood-burning fireplace anchors the living room and the formal dining room, eat-in kitchen, renovated half bath, first-floor laundry, and private office create a layout that works as beautifully as it lives. Upstairs, three spacious bedrooms and two full baths provide comfortable separation, while the finished walk-up third floor offers an exceptional setting for a potential fourth bedroom, studio, playroom, or second office. The finished walkout lower level adds another dimension with a generous recreation room, gym, and space for guests or hobbies. Outside, the deck overlooks a private backyard with established gardens, a basketball court, greenhouse, and versatile three-part shed. The rare heated three-car garage features tall ceilings, exceptional workspace, and additional storage beneath the third bay. A new central-air system and air handler serving the upper level add modern comfort. Near local farm stands, Arrigoni Winery, the Connecticut River, Brownstone Adventure Park, Portland's town center, and Middletown-this is where space, character, and possibility come together.

15 Payne Blvd, Portland
46 Farview Ave, Old Saybrook
$560,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24196117 MLS
Location, location, location. Enjoy shoreline lifestyle in one of Old Saybrook's in demand neighborhoods. Level corner lot. Solid home ready for you to make it your own. Eight total room, three bedrooms, two full baths one updated. Fireplace in the Living room. Sunroom, one car attached garage. Full unfinished basement. Incredible opportunity to create the home of your dreams. Enjoy coastal living in Old Saybrook, around the corner from Kavanaugh Park, Trask Road area with tennis, splash pad, playground, ball field, basketball, picnic area. Short walk to beaches, Main Street, Schools Library and The Kate theatre. Close to train station for easy commute.

46 Farview Ave, Old Saybrook
63 Bay Rd, East Hampton
$560,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24193185 MLS
Sunlight dances off the water as you sip your morning coffee on the large deck, ducks idly paddle past your oversized 75-foot waterfront lot as you bask in the privacy of your new Lake Home. This wonderful waterfront home is ready for you to move in. One bedroom, but the flexible floor plan can easily be converted to more! With a large loft over a welcoming fireplace-adorned family room, this house will let your creativity run wild as you update and make the house your own dream home. With a newer kitchen, huge mudroom, two car garage, and over garage office/workshop/apartment, this Lake Pocotopaug charmer is just waiting for you. The only question is - Do you take your coffee with sugar and cream?

63 Bay Rd, East Hampton
40 Chatham Fields Rd, East Hampton
$560,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24178019 MLS
*** OFFER DEADLINE: WEDNESDAY 6/3 AT 2PM *** Welcome home to this beautiful 4-bedroom Colonial offering the perfect blend of classic charm and modern comfort. Featuring spacious rooms throughout, this home boasts an updated kitchen with stylish finishes, generous living spaces, and plenty of room to grow. Enjoy additional flexibility with a large unfinished basement ready for storage, hobbies, or future expansion. Step outside to your own private backyard retreat complete with a pool, patio, and relaxing 3-season porch - perfect for entertaining or unwinding at the end of the day. A 2-car garage and private yard complete this incredible property. Schedule your showing today!

40 Chatham Fields Rd, East Hampton
121 Bartholomew Rd, Middletown
$560,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24171969 MLS
Amazing home! This beautiful abode sits on a 1.23 acre Currier & Ives setting. One will be impressed with the gorgeous landscaping, gardens and wooded, private setting. The oversized deck and fenced-in yard is the icing on the cake. The architectural detailing on the exterior offers brick facade, gables and sloped roof lines that sets the stage for the amazing interior of this home. One will walk into an oversized, grand 2-story entry with open staircase, front vaulted office/flex room, oversized center dining room - all of this leads into an amazing vaulted great room with fireplace and large, completely remodeled, stunning kitchen. The multiple windows is just perfect for this setting, letting the outside in with picturesque views. The upstairs will impress with a large sitting area loft overlooking the great room and entry. The primary suite offers an en suite for the ultimate in relaxation and pampering. For energy efficiency, one will enjoy the paid off solar system and EV charging station in garage. Many updates including new state-of-the-art kitchen, newer roof, newer hot water heater. This property is truly amazing - do not miss out! Minutes away from downtown Middletown offering an array of restaurants from fine dining to pizza, Main Street shopping and CT River boardwalk. A short drive to some of CT's most beautiful shoreline towns and beaches. Easy access to highways for great commuting.

121 Bartholomew Rd, Middletown
204 Lake Shore Dr, East Haddam
$560,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24169702 MLS
Enjoy lakefront living in this meticulously maintained summer cottage, cherished for over 30 years and boasting 160 feet of direct, unobstructed frontage on Lake Hayward. This 1288 square foot summer retreat is designed for effortless entertaining, featuring an oversized kitchen, a spacious living room, and a sprawling sunroom that captures dynamic water views. Modern comforts like central air and dual propane fireplaces ensure the perfect atmosphere regardless of the weather. The property is uniquely situated on three lots, offering an expansive yard for gardening and play, along with the luxury of a detached two-car garage. Outside, life centers around the water, whether you are relaxing on the patio or launching your favorite watercraft. As a member of the Lake Hayward Association, you gain access to four beaches, tennis and pickleball courts, and a vibrant pavilion hosting family events during the summer months. Do not delay, experience the serenity of lakefront living today.

204 Lake Shore Dr, East Haddam
138 Airline Rd, Clinton
$560,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24165777 MLS
Spacious 4-bedroom, 2.1-bath Colonial ideally located in a highly desirable shoreline setting. This well-maintained home features beautiful hardwood floors throughout and a flexible floor plan to suit today's lifestyle. The living room flows into a dining room currently used as a playroom. The updated kitchen offers granite countertops, tile backsplash, breakfast bar, and opens to a generous family room with fireplace and additional dining space. A renovated half bath completes the main level. Step outside to a screened-in porch and new composite deck overlooking a private yard with fire pit and seating area-perfect for relaxing or entertaining. Upstairs, you'll find four bedrooms, including a primary suite with its own updated full bath, along with an additional updated full bathroom.Additional highlights include a two-car garage, fully redone septic system, updated well system, and seller believes roof, windows, and central air were replaced around 2018. Conveniently located just minutes from Chamard Vineyard and Hesser lake, I-95, and Clinton Crossing, with easy access to town, beaches, marinas, and shoreline dining. Enjoy the best of coastal living with comfort, space, and convenience.

138 Airline Rd, Clinton
15 Haywardville Rd, East Haddam
$560,000
5 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24156302 MLS
The quintessential gambrel colonial home, presenting timeless New England character - warm siding, welcoming proportions, and a setting that feels comfortably familiar. Inside, you'll discover a thoughtfully updated, spacious residence designed for everyday living and effortless gathering. The kitchen stands as the centerpiece, where carefully selected finishes blend enduring style with practical performance. Timeless white subway tile provides a clean, reflective backdrop that amplifies light while offering durable, easy-care surfaces suited to everyday cooking. Silestone quartz countertops deliver non-porous resilience and elegant continuity, combining stain resistance with long-term beauty that maintains its appearance through years of use. A butcher block-topped center island introduces warmth and tactile contrast, creating an inviting prep and gathering surface that naturally encourages conversation, casual dining, and shared moments. Open shelving adds to both appeal and convenience I think you'll love the European-designed hood, which serves as both an architectural statement and a functional asset, delivering effective ventilation while visually elevating the cooking zone into a design focal point. Expansive windows and thoughtful orientation invite abundant natural light, enhancing mood, reducing daytime lighting needs, and reinforcing the kitchen's role as an uplifting daily living environment rather than simply a workspace.

15 Haywardville Rd, East Haddam
167 Ingham Hill Rd, Old Saybrook
$560,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24156496 MLS
Privacy, acreage, and beach-town access converge in this 1.09-acre Ingham Hill property in Old Saybrook. Built in 1984 by Bob Day and offered for the first time by the original owner, this Colonial delivers rare space along the Connecticut Shoreline just minutes from beaches, marinas, and downtown amenities. With under 1,400 square feet, two full baths, and an attached garage, the flexible layout includes a first-floor bedroom and full bath for convenient one-level living, guest accommodations, or home office use. The living room features a fireplace and sliders to the backyard, creating seamless indoor-outdoor access to the level yard. AA-1 zoning and generous lot size provide versatility for outdoor living, gardening, recreation, or future expansion. Approximately 1.5 miles to Harvey's Beach and Old Saybrook Town Beach, and about 2 miles to Saybrook Point marinas and waterfront dining. Close to The Kate (Katharine Hepburn Cultural Arts Center), Liv's Oyster Bar, Walt's Food Market, and Mystic Market West. Easy access to Old Saybrook Amtrak Station and Shore Line East commuter rail service to New Haven, New London, and NYC. A rare opportunity to enjoy Connecticut shoreline living with land, privacy, and direct access to beaches, boating, dining, and rail.

167 Ingham Hill Rd, Old Saybrook
70 Jack English Dr, Middletown
$560,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24153229 MLS
Welcome home to 70 Jack English Drive! This lovely 3-bedroom 2.5 bath Colonial checks off all the boxes today's sophisticated homeowner is looking for. Situated on a cul-de-sac, this beautiful home sits on a private lot and sets the tone for all the wonderful surprises' this home has in store for you! An open floor plan that filters in tons of natural light, this home is always bright and cheery. Hardwood floors throughout and a neutral design palette that appeals to today's design sense sets the stage for this knock-out house! Better then new, this home has tons of upgrades from the custom kitchen tile back splash, high-end kitchen appliances, quartz counter tops, high-end kitchen cabinetry, architectural designed fireplace mantel and so much more! Just wait till you see the second floor! this master bedroom suite is "too die for"! From the vaulted ceilings, custom designed closet doors, transom windows, hardwood floors throughout and the closet....oh ladies check out this closet...does it get any better? This backyard springs to life as soon as the warm weather gets here! Beautiful paver patio, fire pit, pergola and oversized pool are just waiting for summer, so this home can show off! The privacy fence is amazing and offers this home's new buyers' privacy and security! This home is just 2 hours away from New York City or Boston. Close to all major highways, shopping centers and Middletown hosts great restaurants, leaning centers and cultural adventures abound...

70 Jack English Dr, Middletown
28 Deep Hollow Rd, Chester
$559,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24199280 MLS
This beautifully maintained 1890 Farm House in coveted Deep Hollow Road is a rare opportunity and has been a labor of love over the time that the sellers have lived here. This 1.04 acre property on "The Hollow" consists of a house, an oversized 24' x 24' garage/shop, antique "pony" barn with authentic outhouse and custom built service barn suited for a man cave, cigar lounge or whatever else you can envision. Walking into the front door, expect an open floor plan with beautiful knotty alder doors, custom moldings, newly refinished arctic maple flooring, 2 tongue & groove cedar ceilings (1 w/rattan ceiling fans). New Kitchen Aid appliances in a kitchen just waiting for your vision & a spacious walk-in pantry w/ample storage. Gorgeous powder room tucked away features pedestal sink and a 100+ yr old antique cabinet. 2nd floor features 3 bedrooms, 2 which have cathedral ceilings w/remotely operated skylights w/rain sensors to automatically close at first sign of precipitation. Master bedroom has been plugged & wired for stackable washer/dryer. A stand up attic includes a whole house attic fan which creates an impressive amount of air flow. Second floor is on 4 zones of radiant heat; first floor is 1 zone. Basement is walk out and 400 sq ft of newly refreshed space. New carpet, great lighting and wonderful space for a playroom for children, man cave or home office/small business as utilized by the previous owners. Half bath in basement as well.

28 Deep Hollow Rd, Chester

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