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100-R Foot Hills Rd, Durham
$995,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24203226 MLS
A Truly Private Country Estate - 100R Foot Hill Road offers a rare opportunity to own a substantial piece of Connecticut countryside. Approximately 9.17 acres are located in Durham, with the balance of 16 acres extending into neighboring Haddam, creating an expansive and wonderfully secluded setting. Open pastures blend with wooded areas, offering a beautiful balance of natural landscape and usable acreage. Surrounded by nature and offering a true sense of privacy, this extraordinary property provides the space, tranquility, and timeless character that define a quintessential New England country retreat. Whether envisioned as a private family compound, weekend escape, a place to bring home your horses and ride trails this is a legacy estate, 100R Foot Hill Road presents an uncommon opportunity to create something truly special in the Connecticut countryside.

100-R Foot Hills Rd, Durham

5 Northwinds Dr, Essex
$599,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24201184 MLS
Welcom to a charming custom home in Historic Ivoryton. Set within the quiet, historic village of Ivoryton, this custom one-owner home offers a wonderful blend of comfort, versatility, and charm, all tucked away on a peaceful low traffic street. With flexible spaces throughout, the home is especially well suited to today's lifestyle, offering the possibility of two dedicated office spaces-one on the first floor and another upstairs. These versatile rooms could also serve as a craft room, artist's studio, hobby space, or whatever best suits your needs. The inviting first floor features a spacious living and dining area that flows naturally into a functional kitchen with quartz countertops. Just off the kitchen, an oversized pantry provides an exceptional amount of storage, complete with built-in shelving to keep everything organized and easily accessible. This home also features a first floor master bedroom with a full bath. One of the home's standout features is the beautiful sunroom/den, where expansive floor-to-ceiling windows fill the space with natural light and create a wonderful connection to the outdoors. A wood-burning fireplace adds warmth and character, making this an ideal spot to relax in any season. When warmer weather arrives, enjoy outdoor living from the generous screened porch or the new (composite) deck, both overlooking the open backyard. A mature, tree-lined perimeter provides a peaceful and private setting.

5 Northwinds Dr, Essex

164 Airline Ave, Portland
$250,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24198961 MLS
For the boat lover and the visionary, this property may be that diamond in the rough you have been waiting for! Located at 164 Airline Avenue in Portland, CT, it is listed for only $250,000. The taxes are low ($3086) so this is very affordable! It offers plenty of space (1,326 square feet) so you can occupy as you renovate - slowly if you need to. It sits on 0.34 acres with a private backyard and has 3 bedrooms that includes an additional open space in the primary bedroom that could be turned into another small room/huge walk-in closet/nursery/office/small gym - the possibilities are endless! But the best part of this home is that it is walking distance to 2 boat marinas and a brand new boat landing! River Bend Landing is a brand new FREE access point to the Connecticut River. If you enjoy fishing, kayaking, canoeing or rafting, this landing is practically in your backyard (it's more like right across the street)! Birdon Marina is a 16 minute walk and the Members-Only Meriden Motor Boat Club is only 1 minute away! I have attached photos as well as the listing link for your view. Please let me know if you have any questions or if you would like to take a look! The property was bought with the intention to renovate and work was started (the half bath on the main level started to put in a shower to make another full bathroom and the furnace was completely replaced with new piping). All this home needs is your magic touch!

164 Airline Ave, Portland

91 Sarah Baker Rd, East Haddam
$549,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192301 MLS
Straight from the pages of a storybook, this enchanting antique Cape is filled with warmth, charm, and thoughtful updates. Surrounded by beautifully landscaped grounds and tucked away in a private setting, this one-of-a-kind home is the perfect blend of timeless character and modern comfort. Wrapped in new cedar siding and featuring original hardwood floors throughout, the home welcomes you with a living room centered around a classic wood burning fireplace. Major exterior improvements were completed in 2019, including a new roof, replacement windows, and cedar siding, all while maintaining the home's timeless appeal. The inviting dining room is warmed by a charming gas stove, creating the perfect gathering space for family and friends. The kitchen is both functional and inviting, while the first-floor half bath with laundry adds everyday convenience. Upstairs, two spacious bedrooms are joined by landing, ideal for a home office, reading nook, or quiet retreat. The primary bedroom is spacious, featuring the home's third fireplace-adding to the storybook charm. The beautifully remodeled full bath features a custom walk-in shower accented by stunning brick walls that perfectly complement the home's historic character. Step outside to discover your own private oasis. Relax on the deck overlooking the picturesque grounds complete with a pond, two storage sheds, and an adorable chicken coop. A full basement with a poured concrete floor provides abundant storage and workspace.

91 Sarah Baker Rd, East Haddam

119 Great Hammock Rd, Old Saybrook
$775,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189317 MLS
Every Day a Getaway! Some properties ask you to choose between full-time living & vacation living. Not this one. Set in the heart of Old Saybrook, this fully furnished 7-room Cape Cod delivers the ease of a residence with the spirit of a seasonal retreat - and comes with a private guest house. The main home offers 3 bdrms,, 2 baths & includes a coveted 1st fl bdrm for single-level living. A large eat-in kitchen flows into an adjacent family room, while a formal living room provides a more refined space for entertaining. The recently added sunroom is the standout: bright, expansive, and framed by multiple sliders & abundant windows that draw the outdoors in. Upstairs, the primary BR is a retreat unto itself - generously sized, with ample closets, a sitting area, and direct access to a personal balcony. Morning coffee or an evening glass of wine feels different from up here. Guests get a private 500-sq. ft guest house with a kitchenette, full bath, & living room. A spiral staircase leads to a large bdrm loft with its own small balcony. The location does the rest of the work. O S's Main St.- with its restaurants & shops - is close by, Fenwick Golf Course is minutes away for golfers. Harvey's Beach sits just 0.4 miles away, with OS's town beach just 0.2 miles beyond. For commuters, I-95 and Route 9 are both nearby, and Amtrak puts Boston and New York City within 2.5 hours. A home, a vacation, and a place for the people you love to visit - all in one address.

119 Great Hammock Rd, Old Saybrook

82 Old Post Rd, Clinton
$599,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24179118 MLS
Easy living with privacy, tucked away at the end of a long country road, this charming home offers the perfect blend of character and modern comfort. With land becoming scarce in CT, this one offers so much potential. Designed for easy one-floor living, the home is filled with warmth, charm, and updates throughout. Set on 5 usable acres, the property provides exceptional privacy while offering endless opportunities for gardening, recreation, farming, or simply enjoying the peaceful surroundings. A detached oversized two-car garage includes expansive space above, ready to become a guest suite, home office, studio, workshop, gym, or whatever your vision may be with town approvals. 5 minutes from the town beach, 10 minutes from the state beach, and 1/2 a mile from a private golf course. Private, peaceful, and full of authentic charm, this is a rare opportunity to own a secluded country retreat with room to dream, grow, and make it your own.

82 Old Post Rd, Clinton

110 E Main St, Clinton
$170,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186718 MLS
A unique opportunity to own a piece of Clinton history in the heart of the Clinton Village Historic District! Built circa 1710, the Captain W. H. Williams House offers incredible character and an opportunity for the right buyer to restore and reimagine this distinctive antique home. Featuring 3+ bedrooms, 1.5 baths, early wide-board flooring, classic fireplaces, central air, and additional areas offering potential for expanded usable space, this home is ready for its next chapter. Conveniently located near Clinton's charming town center, restaurants, shops, transportation, and beautiful shoreline beaches. Residential/commercial zoning adds to the property's possibilities. Property is being sold AS-IS, WHERE-IS and is situated on leased land at $400 per month. Subletting and rentals are prohibited. Bring your vision and creativity and restore this remarkable piece of Clinton's past!

110 E Main St, Clinton

1409 Millbrook Rd, Middletown
$1,295,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24187574 MLS
Nestled on an extraordinary 39-acre estate with breathtaking panoramic views, this stunning custom log home offers the perfect blend of rustic elegance, modern comfort, and exceptional investment potential. Originally built in 2005 with an addition completed in 2014, the home features 4 bedrooms and 3 full bathrooms. The interior showcases soaring cathedral ceilings, beautiful tile flooring, ceiling fans throughout, and a dramatic two-sided fireplace that serves as a focal point for multiple living areas. German-engineered windows with roll shutters & premium German doors provide exceptional quality. Kitchen features new appliances & an open concept. 2 bedrooms with full bathrooms on the main level offer one-floor living options. The lower level includes 2 oversized garages providing abundant storage, workshop space, and room for recreational equipment. A wood/storage shed adds even more utility. This home is in pristine condition with brand new well, new water heater, and 2 central air units. The property consists of three separately deeded parcels presenting a rare opportunity for future investment, development, or resale. The land features rolling acreage, mature trees, open spaces, and a picturesque man-made pond. Whether you're seeking a private retreat, recreational haven, family compound, or property with investment upside, this one-of-a-kind estate delivers stunning natural beauty, exceptional craftsmanship, and limitless possibilities.

1409 Millbrook Rd, Middletown

28 Sergeant Morgan Rd, Haddam
$749,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24186859 MLS
Discover the perfect blend of privacy, comfort and scenic beauty at this exceptional home with views of the Connecticut River. Built in 2012 and situated on 2.84 private acres, this thoughtfully designed residence features an inviting floor plan filled with natural light and hardwood floors throughout the entire home. The spacious kitchen is the heart of the home, showcasing stainless appliances, a gas range, granite countertops, breakfast bar and a vaulted ceiling. Off the kitchen, the welcoming family room features a stunning floor to ceiling stone fireplace. The first floor primary suite offers a peaceful retreat with vaulted ceilings, dual walk-in closets and a luxurious en-suite bath complete with a jetted tub and double vanity. A dedicated laundry room provides added convenience with a utility sink, cabinetry and ample storage space. Upstairs you'll find two bedrooms along with a versatile bonus room above the garage, ideal for a fourth bedroom, home office, playroom or guest space. The walkout lower level offers excellent potential for future finished living space. Surrounded by nature and offering both privacy and river views, this property is a rare opportunity to enjoy tranquil living while still being within easy reach of everyday amenities. Schedule your showing today!

28 Sergeant Morgan Rd, Haddam

702 Fox Hopyard Rd, East Haddam
$1,550,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24175662 MLS
Nestled within the prestigious Fox Hopyard Golf Club community, this exceptional new construction home offers the perfect blend of luxury, comfort, and resort style living. Thoughtfully designed with approximately 2,500 square feet of living space, the residence features 3 bedrooms, a spacious bonus room, and an open concept floor plan ideal for both everyday living and entertaining. Sun filled interiors, quality craftsmanship, and carefully selected finishes create an inviting atmosphere throughout. The well appointed kitchen flows seamlessly into the main living areas, while the flexible bonus room provides the perfect space for a home office, media room, fitness area, or guest accommodations. Located on one of Connecticut's most sought after golf course communities, residents can enjoy membership to the renowned Fox Hopyard Golf Club, consistently recognized as one of New England's premier golf destinations. Community amenities include a newly constructed pool, tennis courts, pickleball courts, and the popular On The Rocks restaurant, offering a true country club lifestyle just outside your door. Ideally situated just over the Lyme border, this remarkable home combines the tranquility of a scenic golf course setting with convenient access to the Connecticut shoreline, marinas, dining, and major routes to both Boston and New York City. A rare opportunity to enjoy new construction within a vibrant and highly desirable golf course community.

702 Fox Hopyard Rd, East Haddam

100 Pratt Rd, Clinton
$525,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24164274 MLS
Beautifully maintained 3 bedroom, 2 bath Cape nestled on a quiet cul-de-sac in a highly desirable shoreline community. Enjoy coastal living with views of a picturesque Long Island Sound Inlet while just being minutes from beaches, marinas, popular shoreline restaurants, shopping and local coastal attractions. Conveniently located near the train station, offering easy access for commuting or weekend getaways. This inviting home features gleaming hardwood floors, a remodeled kitchen with stainless steel appliances, center island and abundant cabinetry. The spacious living room offers a cozy fireplace and elegant crown molding, while the sun-filled dining room boasts a vaulted ceiling, skylights and sliders leading to a private deck, perfect for summertime relaxation. Additional highlights include a Jacuzzi tub, two car garage and a wonderful setting that combines comfort, charm and shoreline lifestyle. A rare opportunity to enjoy peaceful coastal living in one of the shoreline's most sought after locations.

100 Pratt Rd, Clinton

57 Grove St, Clinton
$444,900
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24168649 MLS
**PRICE ADJUSTMENT TO $444,900** Nestled in a charming seaside village, this thoughtfully maintained coastal home offers an inviting blend of warmth, character, and effortless shoreline living. Just a short stroll down the street brings you to beloved Lobster Landing, with nearby public beach access and Clinton Town Beach only a five-minute bike ride away. Hammonasset Beach State Park is also within easy reach, making this an ideal setting for enjoying Connecticut's shoreline lifestyle. Inside, the home welcomes you with a warm and cozy ambiance, where natural light pours through a sun-filled bay window in the dining area. The living space is anchored by a fireplace with a wood-burning stove, creating a comforting atmosphere during cooler months. The kitchen features a Viking gas range fueled by a dedicated propane tank. Offering two bedrooms and one full bath, the layout is simple yet intentional for relaxed coastal living. Recent updates include a newer roof, 200-amp electrical service updated in 2005, a new water heater in 2025, central air approximately five years old, and a newer oil tank. Outside, the partially fenced backyard captures beautiful sunset views, creating a peaceful backdrop for evenings at home. Conveniently located near beaches, marinas, dining, and downtown Clinton.

57 Grove St, Clinton

30 Chestnut Hill Rd, Killingworth
$340,000
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24096243 MLS
** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of transformation. Exterior work-including masonry, roof detailing, windows, and finish-is underway. Current renovation plans envision a spacious 3-bedroom, 2.5-bath layout featuring a dedicated office, library, and over 3,000 square feet of living space. When completed, the home-along with a barn/garage addition and refreshed landscaping-is projected to be valued between $800,000 and $925,000. An optional larger barn built on the existing foundation at the rear of the property could add approximately $248,000 in additional value. The seller is now seeking a new steward for this exceptional property. There's also the option to retain the current owner as architect and contractor to help bring the vision to life. This is a rare chance to be part of a meaningful restoration-combining history, craftsmanship, and future potential.

30 Chestnut Hill Rd, Killingworth

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