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$574,900
4 Beds 3 Baths 24192282 MLS
Beautifully updated Cape Cod, ideally situated on two private acres near the Killingworth/Madison town line, offering the perfect blend of classic charm and modern updates. Recent improvements include vinyl siding, replacement windows and slider, a renovated kitchen, updated bathrooms, refinished hardwood floors, and a newly installed well neutralizing system. Recently painted throughout, the inviting main level features hardwood floors, a formal dining room, a spacious family room, and a bright breakfast area highlighted by a new pellet stove with a beautiful stone surround that can efficiently heat the entire home. The thoughtfully designed kitchen is complemented by a convenient pantry, while the laundry has been relocated to the second level for added convenience. Upstairs, you'll find four generously sized bedrooms, all on the same level. The spacious primary suite features hardwood flooring and a private bath, while the remaining bedrooms share an updated full bath. Step outside to your private backyard retreat, complete with a newer 20 x 20 Trex deck framed by a stunning stone wall, creating the perfect space for entertaining, dining, or simply relaxing in the peaceful wooded setting. Located just minutes from Madison's beaches, shopping, restaurants, and commuter routes, this move in ready home offers exceptional space, thoughtful updates, and comfortable everyday living.

245 Chestnut Hill Rd, Killingworth

$139,900
2 Beds 1 Baths 24191281 MLS
Welcome to easy, low-maintenance living in the desirable Beechwood 55+ Community! Situated on a peaceful corner lot, this well-maintained home offers privacy, comfort, and numerous recent updates. Inside, you'll find a bright and inviting layout featuring a walk-in tub, updated vanity, new blinds, a new dishwasher, and a newer 50-gallon hot water heater. A stackable washer and dryer are also included, making this home truly move-in ready. Step outside to enjoy your private covered porch and patio, perfect for relaxing or entertaining. The seller can also include the patio furniture, along with a lawn care package featuring a lawn mower, leaf blower, hedge trimmer, and interchangeable batteries, everything you need to easily maintain the property. Beechwood residents enjoy access to a clubhouse, in-ground pool, weekly trash pickup, septic maintenance, and a vibrant community with social activities, all included in the monthly land lease. Conveniently located near shopping, parks, and local amenities, this is a wonderful opportunity to enjoy affordable, carefree living in one of Killingworth's most desirable 55+ communities. Application and approval by Sun Communities are required for all buyers.

25 Whitewood Rd, Killingworth

$774,900
4 Beds 3 Baths 24185881 MLS
Nestled on 3 private acres in the Autumn Ridge subdivision, this 4 bedroom home is a perfect blend of classic charm and modern amenities. A gracious front porch opens to a two story foyer and sunlit 1st floor rooms with 9 foot ceilings and hardwood floors. The living room and family room are divided by french doors allowing for a large gathering when open. The spacious eat-in kitchen with granite counters & a large island is open to the family room with a fireplace and sliders to the deck. Completing the 1st floor is a formal dining room and powder room. The 2nd floor has 4 bedrooms 2 full baths, laundry facilities, and a flexible bonus room with hardwood floor. In the 8 years the sellers have owned the home, they have added numerus updates including the renovated front porch and new deck the length of the home, new windows, new exterior doors, a new heat & AC pump, new hot water heater and extra insulation. The walk-out lower level provides the possibility for more living space if desired. The roof was replaced in 2012. Convenient location equidistant between the Killingworth amenities and the amenities of Clinton including the Clinton Crossing Outlets and the proximity to Route 1, I95, the train station and multiple marinas.

12 Lafata Ln, Killingworth

$695,000
3 Beds 3 Baths 24187920 MLS
This exceptional antique home is one of Killingworth's true gems and is hidden in plain sight! Lovingly transformed by a local master craftsman, the home showcases remarkable custom woodworking, handcrafted cabinetry, beautifully restored wide board flooring, tons of natural light and timeless architectural details. Your guests will be in awe~~this isn't your typical antique!! The custom kitchen with butcher block countertops and large windows open to the dining room with fireplace and library with bookcases and privacy doors. The stunning Great Room is the showpiece of the home, featuring walls of windows, cherry paneling, distinctive brick flooring, and a wood-burning fireplace creating an inviting atmosphere no matter the season. Offering three bedrooms and three full baths, the thoughtfully designed layout includes a private primary suite with vaulted ceilings. Outside, the property is equally impressive. An oversized detached barn offers versatility with a two-car garage, an artist's studio, and a heated and air-conditioned second-floor office-ideal for working from home, creative pursuits, or additional living space. The picturesque, level yard features established gardens, mature trees, a fenced meadow, a stone patio perfect for outdoor entertaining, and a paved circular driveway. Privately set yet conveniently located directly across from the Killingworth Library, this one-of-a-kind property offers a rare combination of privacy, craftsmanship, and New England charm.

302 Rte 81, Killingworth

$824,900
4 Beds 3 Baths 24184682 MLS
Sited on 6.4 private acres and set high above the road, this impressive 3,012-square-foot Colonial offers an exceptional combination of space, privacy, and functionality. A welcoming front porch, attached three car garage, beautifully landscaped grounds, flowering gardens, fruit trees, and stone walls create a picturesque setting. Designed with everyday living and entertaining in mind, the expansive floor plan with a thoughtful layout includes a formal living room, dining room, spacious eat-in kitchen, inviting family room, private den, and a convenient mudroom with first-floor laundry. The second floor features a spacious primary suite, three additional bedrooms, and a huge recreation room that can easily serve as a media room, playroom, home gym, or all of the above! Outdoor living is equally impressive. Raised garden beds, perennials, a bluestone patio and barbecue area provide the perfect backdrop for relaxing or entertaining, while an outdoor shower adds a touch of convenience after a day spent gardening or enjoying the property. A separate garage/shed offers excellent storage for lawn and garden equipment, and an automatic whole-house generator provides added peace of mind year-round. The paved driveway, two-year old roof and recent remodeling makes this a truly move-in ready home! Surrounded by nature and offering exceptional comfort and versatility, this beautiful Colonial is a rare opportunity to enjoy privacy, space, and the best of country living.

614 Rte 81, Killingworth

$834,900
4 Beds 3 Baths 24187865 MLS
Welcome to 26 Overlook Farms Road, a beautifully maintained Colonial set on 2.2 private acres in one of Killingworth's most sought-after neighborhoods. With over 3,000 square feet of thoughtfully designed living space, this home offers 4 spacious bedrooms, 2.5 bathrooms, and a 3-car attached garage. The bright, open floor plan is perfect for both everyday living and entertaining, featuring inviting living areas, a cozy family room with a fireplace, and a well-appointed kitchen. The walk-out basement provides endless possibilities for future expansion-create a home gym, recreation room, media room, or additional living space to suit your needs. Step outside to your own private retreat with mature trees, beautiful landscaping, and plenty of room to relax, entertain, or enjoy the outdoors. A storage shed offers added convenience for lawn equipment, tools, and outdoor essentials. Ideally located just minutes from the shoreline, shopping, restaurants, and major commuter routes, this home combines the tranquility of country living with easy access to everyday conveniences. Don't miss this exceptional opportunity to own a beautiful home in one of Killingworth's premier neighborhoods. Schedule your private showing today

26 Overlook Farms Rd, Killingworth

$179,000
2 Beds 2 Baths 24187344 MLS
This beautifully remodeled mobile home is located in a sought-after 55+ community. It features new high-end windows, vinyl siding, luxury vinyl plank flooring, updated lighting, and more. From the moment you step inside, you'll notice the thoughtful updates throughout. The kitchen offers new appliances and modern finishes, while the spacious living room is filled with natural light from the large windows. The primary bedroom includes a fully remodeled private bathroom. Combining modern style with everyday convenience, this home also features an additional full bathroom and a brand-new washer and dryer. It sits on the biggest lot in the park, directly across from the private pool. Enjoy easy, low-maintenance single-level living, just minutes from shopping, dining, major highways, and Killingworth attractions. Schedule your showing today-this home won't last long!

18 Pleasant Trl, Killingworth

$465,000
3 Beds 2 Baths 24184636 MLS
Cape Cod with coastal perks, offers 3 bedrooms and 2 full baths. Open floor plan of main level includes a large eat in kitchen with slider to to small balcony/deck overlooking woodland. Alternatively, off of the kitchen is a sizable three season screened porch with vaulted ceiling that overlooks the back yard to create a perfect place for alfresco dining or a simple unwind. Relax in the cozy living room featuring a wood burning fireplace with built in book shelves on either side. The first floor primary bedroom with room for a sitting area and dual-access full bath completes the main level. The current owners used this room as their in-home office. The upper level offers two large bedrooms, and a hallway full bath. A two car garage and a unfinished walk-out basement offer ample storage. This property awaits your personal updates and cosmetic refreshes. A country road setting located within commuting distance to nearby towns and cities. Enjoy beach rights to the bordering shoreline town of Clinton. This property is halfway between New York and Boston.

216 Reservoir Rd, Killingworth

$774,900
4 Beds 3 Baths 24184460 MLS
Surrounded by nature and set back from the road, this beautiful property offers the privacy and tranquility you've been searching for while providing a wonderful place to call home. Set on a picturesque and exceptionally private 5-acre lot, this spacious 2,751-square-foot Colonial is move-in ready and offers the perfect blend of comfort, functionality, and room to grow. With four bedrooms, 2.5 baths, and thoughtfully designed living spaces, this home is ideal for both everyday living and entertaining. The home features hardwood flooring throughout. The first floor boasts 9-foot ceilings and a welcoming foyer with a generous entry closet. Formal living and dining rooms provide elegant gathering spaces, while the eat-in kitchen opens to a comfortable family room centered around a cozy wood-burning fireplace. A half bath with distinctive cork flooring completes the main level. A separate staircase from the family room leads to a spacious bonus room above the attached two-car garage, offering endless possibilities as a game room, media room, home office, fitness studio, or guest retreat. The second floor includes a generous primary suite with a walk-in closet and private full bath, along with three additional bedrooms, a full hall bath, and a dedicated laundry room. A walk-up attic and walk-out basement provide abundant storage and excellent potential for future finished living space. NEW roof, battery storage system and generator ready for power outages adds peace of mind.

7 Bethke Rd, Killingworth

$899,000
5 Beds 4 Baths 24183855 MLS
Looking for a home with heart and soul? One that has been lovingly maintained and thoughtfully updated? This gracious 3,800 sqft Colonial sits proudly on a beautiful lot in one of Killingworth's most desirable neighborhoods. At the heart of the home is a beautifully appointed cook's kitchen that opens seamlessly to a sun-drenched family room, where expansive windows frame views of the private backyard and surrounding natural beauty. A first-floor office provides the perfect work-from-home space, while a well-designed mudroom keeps everyday life organized. An inviting living room and charming powder room complete the main level. Upstairs, you'll find 4 generously sized bedrooms, including a spacious primary suite featuring a large walk-in closet and an elegantly updated bath. A standout feature is the exceptional play and recreation room - ideal for movie nights, sleepovers, a home gym, game room, or whatever suits your lifestyle. With access from both the 1st and 2nd floors, it offers remarkable flexibility. Need even more space? The finished 3rd floor includes a 5th bedroom and full bath, making it perfect for guests, an au pair, or a private retreat. An unfinished lower level provides excellent storage and future expansion. Surrounded by mature trees and peaceful natural beauty, this move-in ready home offers timeless appeal, generous living spaces, and a setting you'll look forward to coming home to!

29 Buell Hill Rd, Killingworth

$2,350,000
4 Beds 3 Baths 24183296 MLS
The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private luxury retreat offers a rare opportunity to own a legacy estate equally suited for year-round living or a distinguished second-home escape. Originally a historic fishing shack, the restored wing blends seamlessly with a striking architectural residence designed to embrace its natural surroundings. Soaring vaulted and barreled wood ceilings, walls of glass, rich hardwood and slate floors, and 2 grand living rooms with magnificent fieldstone fireplaces create warm, sophisticated spaces with captivating water views. Chef's kitchen with Garland 6-burner range, double ovens, flat-top grill, Sub-Zero refrigerator, farmhouse sink, pantry, and abundant cabinetry. Four bedrooms include a private upper-level primary suite with exposed beams, waterfront balcony, dressing room, walk-in closet, clawfoot soaking tub, and spa-inspired bath. Heated gunite saltwater pool and spa with waterfall, rare private clay tennis court, bluestone terraces, Viking grilling station, and outdoor shower complete this exceptional estate where architecture, nature, privacy, and luxury exist in perfect harmony.

18 Birch Mill Rd, Killingworth

$799,900
4 Beds 4 Baths 24181390 MLS
Exceptional Federal-Style Colonial tucked at the end of a quiet cul-de-sac in desirable Killingworth. Set on 2 private acres, this beautifully maintained 4-bedroom, 3.5-bath home offers ~3,200 sq ft of refined living. Stunning curb appeal with cedar clapboard, stone walls, walkways, patio, and lush landscaping. Inside, enjoy hardwood floors, crown molding, custom built-ins, and abundant natural light. The main level features a formal dining room, living room, and a chef's kitchen opening to a warm family room with fireplace. A den and half bath complete the first floor. Upstairs offers 4 spacious bedrooms including a luxurious primary suite, plus laundry. The third floor adds a room and full bath great for a guest room and bonus space. Minutes to Madison, I-95, and the shoreline.

10 Grace Ln, Killingworth

$1,459,000
5 Beds 5 Baths 24180418 MLS
Nestled behind the circular driveway and surrounded by curated landscaping, this exceptional French Normandy country home offers a rare combination of architectural charm, artistic vision, quality craftsmanship and complete privacy. With 4,000 square feet of living space, the residence features five bedrooms and five baths, a beautiful modern kitchen, dining room with wet bar and large living room with vaulted ceilings and a magnificant fireplace. There is a second fireplace in the family room adjacent to the kitchen which opens to the backyard. These spaces are all thoughtfully designed for both elegant entertaining and comfortable everyday living. The expansive primary bedroom suite is on the main floor and opens to a dedicated outdoor sitting area. The home and grounds have been created and refined over many years by owner, Ward Stegerhoek, a Dutch innovator and artist well-known in the fashion industry whose unique aesthetic is reflected inside and out. Every view has been carefully composed, creating a living landscape of color, texture, and tranquility. Meandering garden paths, ornamental koi fish ponds, mature plantings, and expansive lawns blend seamlessly to create an atmosphere reminiscent of a contemporary European retreat. Outdoor amenities are impressive, including a custom swimming pool, charming pool house/barn, hot tub, and glass sauna, all positioned to maximize privacy and enjoyment of the surrounding grounds.

23 Welsch Farms Rd, Killingworth

$235,000
2 Beds 2 Baths 24176618 MLS
Location,location, location 2 bedroom 2 bath home located on a private level yard overlooking the woods & a classic stonewall surrounded by perennials.A peaceful natural setting for this light and airy freshly remodeled home emphasizes a cozy and comfortable yet polished living space perfect for relaxing or entertaining. The mix of light natural wood tones of the luxury vinyl flooring throughout gives it a serene, cottage-inspired modern look that feels timeless rather than trendy. The space has been thoughtfully updated with new flooring,new kitchen, 2 new bathrooms, new split air system (energy efficient-no ductwork)new plumbing,foam insulated underside,fresh paint, updated lighting. Cheerful, inviting living space with updated appliances, sliders off the dining room,laundry off the kitchen and a side door entrance off the laundry room. Loads of closets, primary has a huge walk in closet and en-suite bathroom. Walk in coat/storage closet off living room, pantry closet in kitchen,guest bedroom with bathroom has 3 closets! Guest bath is plumbed for shower or tub also.Beechwood is a 55 and older community offering lovely clubhouse (many weekly activities)and a gorgeous in-ground pool. Monthly lot rent includes site rent,clubhouse & pool,septic maintenance,road maintenance trash removal.**Beach rights available to Clinton beach and Hammonassetts Sandy stretch of Long Island Sound, visit shows at the Kate in Old Saybrook,close to tons of shoreline activities,owner/agent

5 Stonewall Dr Unit 5, Killingworth

$699,000
2 Beds 2 Baths 24169285 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

$1,299,900
4 Beds 4 Baths 24167793 MLS
Step into this magnificent 1760 Colonial estate on 8.2 acres, featuring 4 spacious bedrooms and 4 full bathrooms, including a primary suite with fireplace, sitting room, and dressing area. Enjoy 6 working fireplaces, renovated kitchen with restored antique floors and hearth, expansive 28x13 keeping room, and generous 25x15 living room. Additional highlights include formal dining room, multiple living spaces, and original woodwork throughout. Recent major improvements include Kohler whole-home generator, new Ruud central air conditioning, Burnham heating system, historic front porch restoration, newly constructed rear deck, and refreshed pool with new liner, filter, and pump (2025). Main house features new historic-style roof (2026), while outbuildings have been restored with new interiors and roofing including corn crib and barn. Outside features pond, inground pool, stone walls, gardens, stream, and 3 outbuildings including 2-car garage. Located minutes from beaches and shopping, this property offers flexibility as private family compound, bed-and-breakfast opportunity, artist retreat, or nature preserve.

180 Green Hill Rd, Killingworth

$340,000
4 Beds 1 Baths 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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