Refine Search
Sort by
18 Birch Mill Rd, Killingworth
$2,195,000
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

21 Clarkson Ln, Killingworth
$1,995,000
5 Beds ⋅ 6 Baths ⋅ 24197967 MLS
WELCOME to 21 CLARKSON LANE. Set at the end of a coveted cul-de-sac and surrounded by approximately five acres of extraordinary privacy, 21 Clarkson Lane is a rare Connecticut estate offering an exceptional combination of refined living, resort-style amenities, and remarkable future possibilities. The current property encompasses two separate building lots. The main house is on 2.4 acres, and the adjacent 1.9 acre lot may be purchased in addition to this home. Whether envisioned for a future residence, guest house, equestrian use, tennis court, additional acreage, or simply treasured open space, this offering provides a level of flexibility seldom found in the marketplace. A CONNECTICUT COUNTRY SETTING Stone walls, pastoral views, mature landscaping, and exceptional privacy create an idyllic country retreat. The grounds have been thoughtfully designed for both everyday enjoyment and memorable entertaining. A spectacular pool, new bluestone patio, and beautifully appointed outdoor kitchen create a private resort-like environment. The impressive multi-purpose barn adds another dimension-ideal for outdoor toys and equipment, or easily imagined as a studio, pool house, game room, workshop, or creative retreat.

21 Clarkson Ln, Killingworth

8 Rte 80, Killingworth
$1,799,000
24068978 MLS
Exceptional industrial property offering 18,500 sq. ft. of building space on 1.92 acres. This property is fully equipped with modern amenities, including 800-amp, 3-phase underground electrical (installed in 2017), LED lighting throughout (installed in 2017), and underground internet data cabling. The HVAC & plumbing system features a forced hot air propane heating system (installed in 2016). A complete interior and exterior remodel was completed in 2018, ensuring a move-in-ready space for various industrial uses. The property also includes a comprehensive security system with fire, burglar, and video surveillance. With large parking areas suitable for vehicles, equipment, RVs, boats, and more, this space offers versatile use with interior overhead doors connecting warehouse areas for flexibility. Located in an industrial zoning district, this property is perfect for a variety of business operations.

8 Rte 80, Killingworth

180 Green Hill Rd, 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

86 Laurel Ridge Trl, Killingworth
$899,000
4 Beds ⋅ 3 Baths ⋅ 24192918 MLS
Gracefully blending timeless architecture with exceptional everyday living, this beautifully appointed Colonial offers thoughtfully designed open spaces both inside and out. A welcoming wraparound porch creates an elegant first impression, while the interior unfolds into an open floor plan ideal for entertaining. The chef-inspired kitchen features a generous center island, double ovens, and a sunny breakfast area that opens seamlessly to the expansive family room. Anchored by a cozy fireplace, this space extends effortlessly through sliding doors to an expansive deck overlooking the private backyard. The outdoor setting is a true retreat. Highlighted by a sparkling inground pool and a built-in fire pit nestled on an upper terrace-creating the perfect setting for summer gatherings, relaxing evenings, and outdoor entertaining. The primary suite offers a peaceful sanctuary with abundant natural light, a spacious walk-in closet, and an ensuite bath featuring a whirlpool soaking tub, separate walk-in shower, and dual vanities. Three additional bedrooms provide exceptional flexibility, including an impressive 23' x 23' suite above the garage with hardwood flooring, double closets, independent heating and cooling, and endless possibilities as a guest retreat, home office, fitness studio or Bonus living space. Upper-level laundry adds everyday convenience, while the walk-out lower level includes a partially finished area ready to be customized to your lifestyle. Welcome Home!

86 Laurel Ridge Trl, Killingworth

26 Overlook Farms Rd, Killingworth
$834,900
4 Beds ⋅ 3 Baths ⋅ 24213783 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

79 Chestnut Hill Rd, Killingworth
$749,900
3 Beds ⋅ 3 Baths ⋅ 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

511 Rte 81, Killingworth
$699,000
2 Beds ⋅ 2 Baths ⋅ 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

502 Killingworth-Durham Rd, Killingworth
$689,000
5 Beds ⋅ 4 Baths ⋅ 24202440 MLS
Remarkable property (corner lot) on Killingworth's most lovely, scenic, country road. This 5 bedroom, 3.1 bath, on 2.40 extraordinary acres (million $ back yard) is perfect for happy comfortable living and entertaining. Some of the fine additional features consist of a floor to ceiling stone fire place in the living room with wide pine floors, remodeled kitchen with cherry cabinets, stainless steel appliances, a second oven, quartz counter tops, a new primary bath with CIPOLLINO APUANO - MARBLE and heated floors, full attic with flooring, finished basement with full bath and walkout to 1100 square foot fieldstone patio (possibility for in-law situation), 100 feet of fieldstone walls, gazebo (with electric), hot tub, retractable awning, newer siding and windows, new hot water heater, additional parking off Emanual Church Road. This is not a drive by!! Come, see and witness this incredible home! Pro pictures coming soon.

502 Killingworth-Durham Rd, Killingworth

433 Rte 148, Killingworth
$599,900
3 Beds ⋅ 2 Baths ⋅ 24211881 MLS
Set on 2.2 acres in Killingworth's historic farm country, this Classic Colonialoffers 2,480 sf across two stories - 8 rooms, 3 bedrooms, and 2 fullbaths. Hardwood floors run through the dining room, living area, and bedrooms,white raised-panel wainscoting adorns the dining room, family room is complete with a gas fireplace French doors. The gourmetkitchen features a huge center island, ideal for entertaining.An attached 576-square-foot two-car garage (2005) and a full 1,040-square-footwalkout basement provide generous storage, workspace and endless potential for expansion. Ductless cooling is highly efficient. The oversized primary bedroom is complete with walk in closet and additional changing room which could easily be turned into a full bath. Outdoor living extends the square footage: a 222-square-foot wood deck (2016)and a 520-square-foot paver patio (2020), plus a 200-square-foot shed (2011). A22kW Generac whole-house generator keeps the house running when everyone else is in the dark. Recent updates include a new front door (2025), 5-replacement windows (2022), and a main-house roof that is approx. 6 years old. Enjoy nearby Chatfield Hollow State Park, Cockaponset State Forest,Parmelee Farm, and Killingworth Recreational Park - plus resident beach access at Clinton Town Beach(small fee). SELLER OFFERING $7500 CLOSING COST CREDIT FOR ACCEPTABLE CONTRACT(must be written in contract).

433 Rte 148, Killingworth

100 N Tower Hill Rd, Killingworth
$575,000
5 Beds ⋅ 2 Baths ⋅ 24204501 MLS
Spacious 5-Bedroom Colonial on 3.6 Private Acres in Killingworth. Looking for space, privacy, and a home with major updates already completed? Welcome to 100 N Tower Hill Road in Killingworth! Set on 3.6 private acres, this spacious Colonial offers 5 bedrooms, 2 full bathrooms, and approximately 2,090 square feet of living space. Recent improvements include a new septic system, new boiler, new windows, new carpeting throughout, and fresh interior paint. The property also features an attached 2-car garage, a walk-up attic offering additional storage potential, and a private, level setting with room to enjoy the outdoors. With generous interior space, a peaceful setting, and several major improvements already completed, this property offers an opportunity to make a home your own in desirable Killingworth. Property is offered as is. Photo Disclosure: Some photos have been virtually staged using AI-generated furnishings for illustrative purposes. Furniture and decor shown in these images are not included with the property. Actual room appearance may vary.

100 N Tower Hill Rd, Killingworth

201 Emanuel Church Rd, Killingworth
$515,000
4 Beds ⋅ 2 Baths ⋅ 24214782 MLS
Pride of ownership shines throughout this beautifully maintained four-bedroom ranch! Generously sized rooms offer comfortable spaces for everyday living and entertaining. A large front bay window fills the living room with natural light, while the separate dining room and spacious eat-in kitchen provide plenty of room to gather. Step outside onto the brand-new deck, built in 2026, and enjoy outdoor dining or relaxing. During their years of ownership, the sellers have made numerous improvements, including updated windows and doors, a replacement septic system and leaching field, and the addition of a generator. A wonderful opportunity to enjoy a thoughtfully improved home with room to make it your own!

201 Emanuel Church Rd, Killingworth

173 Chestnut Hill Rd, Killingworth
$500,000
3 Beds ⋅ 3 Baths ⋅ 24208096 MLS
A charming and comfortable ranch set along Chestnut Hill, one of Killingworth's most picturesque roads. This inviting home offers a wonderful blend of warmth, privacy, and natural beauty. The open living and dining area features a handsome stone fireplace and hearth, while a wall of glass fills the space with natural light. French doors lead to a sunroom that extends the living area and captures views of the surrounding property. A gas fireplace adds year-round comfort and ambiance. The kitchen features granite countertops and a breakfast bar. Three bedrooms and two baths are located on the main level. Handsome hardwood floors throughout. A spacious 36' x 12' deck provides ample room for grilling, relaxing, and entertaining. Enjoy a sense of peace and privacy while taking in views of the yard and surrounding woods. The expansive lower level offers excellent flexibility, with space for a rec room, studio, home office, or family room. A half bath and convenient access to the attached two-car garage add to its versatility. Set on 3.8 acres, the property offers plenty of room to enjoy the outdoors. A generous fenced-in area is ideal for play, gardening, and pets. Located in southern Killingworth, the home offers convenient access to the shoreline, downtown Madison, shopping, and restaurants. Boston and New York are within a few hours' drive, and commuting routes are easily accessible.

173 Chestnut Hill Rd, Killingworth

240 Rte 148, Killingworth
$500,000
3 Beds ⋅ 3 Baths ⋅ 24211529 MLS
Incredible value! This turnkey home offers single-level living without compromise! Step into a sun-drenched, versatile open floorplan with hardwood floors, a harmonious palette, and updates throughout. The chef's kitchen anchors the main level with sleek cabinetry, granite countertops, stainless steel appliances, and chic accents and flows seamlessly into a spacious dining area. Framed by oversized windows & a handsome wood burning fireplace the living room is the perfect spot to gather & unwind. From here, you can step directly out to an oversized deck overlooking your glorious outdoor haven. The peaceful wooded views & enchanting koi pond are the ideal backdrop for grilling & al fresco dining. Back inside, the primary suite offers custom storage and a refreshed ensuite. Two additional bedrooms and a full bath round out the main level. Downstairs, the incredible finished flex space adds a superb layer of flexibility with room for a media room, home gym, or creative studio, plus a separate guest suite complete with its own full bath. The boxes are checked with central air, a 2 car attached garage, & lovely mature landscaping. Located moments from shoreline beaches, local trails, and everyday essentials, this home offers classic New England charm and small-town living at its best. 15 min to downtown Chester & Essex Village! Move-in ready, deeply peaceful, and built for easy living. The total package awaits!

240 Rte 148, Killingworth

30 Chestnut 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

8 Stonewall Dr, Killingworth
$265,000
2 Beds ⋅ 2 Baths ⋅ 24207821 MLS
Better Than New - Stunning Move-In Ready!Welcome to this beautifully appointed home located on a gorgeous lot.From the moment you enter,you'll be captivated by the warmth of the honey-toned hardwood floors, soft cream-colored walls, and sun-filled open floor plan designed for both everyday living and entertaining.Gorgeous fully equipped kitchen is truly the heart of the home, featuring stunning white raised-panel cabinetry, upscale finishes and an impressive center island that provides the perfect gathering place for family and friends.The inviting formal dining room flows seamlessly to the outdoors through sliders,opening onto a lovely deck and continuing to a beautiful block patio-creating an exceptional setting for summer dining, entertaining, or simply relaxing.Every detail has been thoughtfully considered, with quality upgrades and upscale finishes throughout.A large shed provides wonderful additional storage,while a whole-house generator offers peace of mind and convenience. This is a home that combines beauty, functionality, and comfort at every turn-truly better than new, with all the bells and whistles already in place. Simply unpack, settle in, and enjoy! This is a 55 and over community it is not a traditional HOA,land is leased and buyers are subject to approval by Beechwood.Each home is located on a leased lot (lot fee includes clubhouse , pool ,road & septic maintenance, and trash. Lovely setting many social activities,clinton beach pass for a fee.

8 Stonewall Dr, Killingworth

262 Rte 81, Killingworth
$245,000
24202311 MLS
Discover an exceptional opportunity to build your dream home on this beautiful 2.66-acre parcel, perfectly positioned to offer both privacy and convenience. Set well back from the road, the property provides a peaceful, secluded setting while remaining just minutes from area amenities and attractions. Much of the important preliminary work has already been completed, making this an outstanding opportunity for those looking to design and build a custom residence. Site preparation includes complete engineering and stamped site plans, professional land surveying with monuments installed, Town of Killingworth wetlands approval for a pre-installed culvert and established road access, Connecticut State septic system approval for a proposed home, and a CT DOT-approved driveway entrance directly from the state road. The lot has been thoughtfully cleared while preserving a generous natural buffer around its perimeter, creating an ideal combination of usable open space and privacy. Enjoy a tranquil setting surrounded by nature and wildlife with plenty of room for outdoor living, entertaining, gardening, or simply relaxing. Convenient access to the Connecticut shoreline, beautiful beaches, premier shopping outlets, and Middletown further enhances this desirable location. A rare opportunity to create your own private retreat in a beautiful natural setting with extensive planning and approvals already in place.

262 Rte 81, Killingworth

37 Woodland Trl, Killingworth
$225,000
2 Beds ⋅ 2 Baths ⋅ 24216027 MLS
This one has it all, starting with a spacious front porch/entry for seasonal enjoyment. A carport for protection from the elements. a professional ramp that blends seamlessly into the structure. And that is just the outside! Step inside and you can feel the roomy interior, 990 sf. 2 bedrooms one on either side of the unit for ultimate privacy and a bath and 1/2. Half bath is adjacent to second bedroom. Lovely newer appliances and a roomy eat in kitchen. Also a roomy outdoor shed for whatever your needs. The community has a beautiful clubhouse and lots of activities if one wants to attend, or it can be rented out for personal use if available. Also a lovely in ground pool for summer enjoyment. This happens to be a short walk from this home! Come and take a look, you could be in for the upcoming holidays! This is a lovely 55+ community where everyone takes pride in their community.

37 Woodland Trl, Killingworth

16 Country Club Trl, Killingworth
$98,500
1 Beds ⋅ 1 Baths ⋅ 24213078 MLS
You will be impressed by the open concept in this home! The interior walls were removed to create a wide open feel with the kitchen, eat-in area and living room blended together into one continuous space! Even the bedroom has a spacious feel. There is a stackable washer and dryer hidden in the hall closet, full bath with walk-in shower and numerous built-ins and closets throughout. Beechwood is a lovely over 55 mobile home community in the wonderful, rural town of Killingworth. This home is sited on a level and sizable lot very close to the community clubhouse and inground pool. The home was pre-inspected and the seller had recommended repairs done by professional contractors. The inspection report and repair receipts are available for your review upon request.

16 Country Club Trl, Killingworth

25 Whitewood Rd, Killingworth
$90,000
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. Seller motivated, all reasonable offers will be considered.

25 Whitewood Rd, Killingworth

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!