Refine Search
Map
Sort by
$824,900
3 Beds ⋅ 3 Baths ⋅ 24207798 MLS
Tucked away on 4.5 beautiful acres in Killingworth, 79 Chestnut Hill Road offers a peaceful sense of privacy and a setting that feels welcoming from the moment you arrive. This 3-bedroom, 3-bath home is filled with warmth and character, with inviting spaces designed for both quiet everyday living and time spent together. Outside, the expansive 4.5-acre property creates a beautiful backdrop with plenty of room to relax, entertain, garden, explore, or simply enjoy the changing seasons. There is something especially peaceful about having this much space to call your own while still being close to everything the shoreline and surrounding towns have to offer. Whether you're enjoying a slow 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. A property with this much space, character, and tranquility is best appreciated in person, come see all that 79 Chestnut Hill Road has to offer.

79 Chestnut Hill Rd, Killingworth
$750,000
3 Beds ⋅ 4 Baths ⋅ 24206946 MLS
Welcome to your own private retreat! This exceptional custom 3-bedroom Cape Cod home sits on 2 sprawling, peaceful acres and offers the perfect blend of modern upgrades and ultimate outdoor living. Step inside to a main floor designed for both everyday comfort and effortless entertaining. Remodeled Kitchen: The heart of the home features updated cabinetry and finishes, anchored by a cozy wood-burning stove. Family Room: Highlighted by a handsome warm fireplace, creating an inviting space to gather. Formal Dining Room: Elegant layout perfect for hosting dinners and holiday gatherings. Formal living room ,also with wood burning fireplace adds to your entertaining experience Primary Suite: Features a warm fireplace and a beautifully remodeled full en-suite bath. Additional Bedrooms: Two generously sized bedrooms, each featuring direct access to an attached full bathroom. Resort-Style Backyard & Grounds Step outside to an outdoor haven engineered for relaxation, recreation, and pet-friendly living. In-Ground Pool Compound: Complete with a stone waterfall feature, expansive barbecue area, separate dressing room, and a summer kitchen for poolside dining. Outdoor Entertaining: Enjoy crisp evenings around the fire pit or relax in the covered picnic area. Covered Porch: Overlooks the entire pool area, offering a shady vantage point to unwind. Fully Fenced in back yard keep your furry friends close by

628 Rte 148th Rte, Killingworth
$98,500
2 Beds ⋅ 1 Baths ⋅ 24203068 MLS
Welcome to the Sun Community in Killingworth, truly a wonderful and well maintained community! This 2 bedroom, one full bath home has a large eat-in kitchen that is sunny and bright and has been updated. The living room has vaulted ceilings giving it a spacious feel. The primary is large enough for a queen bed and has access to the Jack and Jill bath with walk in shower. The stackable washer and dryer is located nearby and there is a second bedroom perfect for guests or as a hobby room or office. AC/heat/Hot water mechanicals are approximately 9 years old and in good working order. Set on a fairly large lot, gardeners will love the shed and the possibilities here!

12 Country Club Trl, Killingworth
$624,900
3 Beds ⋅ 2 Baths ⋅ 24202427 MLS
CLASSIC KILLINGWORTH SALTBOX! This is a beautifully maintained home on 5+ acres, that has had many upgrades. The central air conditioning system is new in 2026, and the inviting kidney shaped, inground pool has a new liner. The kitchen was remodeled a few years ago, and features granite counters, island seating, as well as a separate dining area. Sliders from the kitchen open to the deck (with new awning), and patio area. There are hardwood floors throughout, two fireplaces, solid, six panel doors, updated baths, and a walk-in closet in the primary bedroom. All of the windows have been replaced with Andersen thermopane windows. The walk-up attic provides great space for storage, and there is a full basement as well. Beyond the pool is 14 x 26 barn/shed, with a loft. This building could be used as a workshop, studio, playhouse, gym space, or? The grounds have been professionally landscaped, and feature a full irrigation system and many blossoming perennials. Don't miss this well maintained, updated, move-in ready home.

67 Emanuel Church Rd, 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
$599,000
5 Beds ⋅ 2 Baths ⋅ 24204501 MLS
Private Country Retreat on 3.6 Acres in Desirable Killingworth! Escape to peace and privacy at 100 N Tower Hill Road. Set on over 3.6 serene acres, this spacious 5-bedroom, 2-bath Colonial offers the perfect blend of country charm and turn-key peace of mind. Spanning over 2,000 square feet, the home features a generous floor plan bathed in natural light, fresh neutral interior paint, and brand-new plush carpeting throughout. The heart of the home opens up to serene wooded views, providing a tranquil backdrop for everyday living and outdoor entertaining. All the major high-ticket systems have already been completed for you-enjoy total peace of mind with a brand-new septic system, new high-efficiency boiler, new energy-efficient windows, and a spacious 2-car garage. Whether needing dedicated home office space or a quiet sanctuary close to coastal Connecticut amenities, this property delivers endless possibilities. sold "As is"

100 N Tower Hill Rd, Killingworth
$234,999
2 Beds ⋅ 2 Baths ⋅ 24199839 MLS
This one is special! If you have been waiting for "the one" in this community, do yourself a favor and take a look. The location alone is rare and genuinely pleasant as it is tucked at a dead and on a flat lot well away from RT 81 traffic. This 2006 New Era is in excellent shape, with beautiful maple HW floors in the kitchen/dining area, and where there was carpet it has been replaced with new high- end vinyl. The two bedrooms sit on opposite sides of the unit for privacy with a full bath featuring a brand-new walk in shower and a convenient half bath for the 2nd bedroom. The laundry area is well laid out with plenty of storage. The eat-in kitchen offers warm maple cabinetry and appliances with a brand new dishwasher and the covered porch overlooks lovely wooded views. A good-size storage shed comes with the property. Clubhouse pool and walking trails are all nearby. Thoughtfully improved recently with a new walk-in shower, vinyl flooring,new dishwasher, new skirting and a 2026 hot water heater. Sun approval is required and Probate approval is also required (should not take long) Land lease is $598. per month- this is not an HOA New Era Model.

41 Woodland Trl, Killingworth
$190,000
24203081 MLS
Private lot yet close to schools,shopping, medical and state parks Top area in Killingworth for building many styles of homes.

Beaver Dam Road, Killingworth
$190,000
24201528 MLS
Prime opportunity in one of Killingworth's popular subdivisions. Private yet close to schools-medical facilities and parks. Lot is 3.25 acres so plenty of room for style options .

Beaver Dam Road, 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
$344,000
3 Beds ⋅ 1 Baths ⋅ 24197111 MLS
Scoop up the opportunity to build instant equity and purchase this house with cash or a rehab loan! Septic system was replaced just 7 years ago! Currently set up as a one bedroom, but easily converted back into a three bedroom ranch by replacing one wall! Hardwood floors, fireplace with pellet stove in living room! Cedar siding, architectural roof, wood deck! All this and set on a nice, 1 acre lot! (Needs new furnace, well tank and possibly an oil tank plus cosmetics).

38 Little City Rd, Killingworth
$585,000
3 Beds ⋅ 3 Baths ⋅ 24200357 MLS
Nicely updated home with open floor plan and cathedral ceilings in the main Living/Dining/Kitchen Area. The Family room is large, has a fireplace and looks out across the 24x26 deck at the private backyard. There is also a first floor bedroom or office and a half bath with laundry. The second floor has a spacious primary suite with a fireplace, full bath and walk in closet. Additionally, it has Central air conditioning and a generator hook up. For Hobbyists or Contractors the barn can't be missed - a 2,500 sqft building with 3 bays with 11 ft. ceilings, plus a shop area and a full second floor above.

49 Iron Works Rd, Killingworth
$265,000
3 Beds ⋅ 1 Baths ⋅ 24198199 MLS
This 3 Bed 1 Bath 1023 SQ ft cape sits near the front of a sprawling 5.60 lot full of privacy. Originally built in 1938 this home is in either complete renovation condition or start from scratch and utilize more of the space on the lot. The majority of the lot sits to the rear of the home. This home is also listed as land MLS #24198181. Please use caution when entering the home, appointments required.

23 Rte 81, Killingworth
$265,000
24198181 MLS
5.60 acres of land available in a convenient location. Currently there is a 3 bed 1 Bath 1,023 sq ft Cape on the property and an additional outbuilding. The house is either in need of extensive work, or build and start over. The current home sits near the front of the lot with several acres in the rear. The property currently has well/septic and utilities. Bring your imagination, the property is full of potential. Also listed as a single family home MLS #24198199

23 Rte 81, 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
$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
$115,900
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. Seller motivated, all reasonable offers will be considered.

25 Whitewood Rd, Killingworth
$575,000
24189983 MLS
House is being sold AS IS - Seller will allow inspections but for informational purposes only - Seller will not be responsible for any repairs. or upgrades DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out building, a wonderful pond with bridge. Location very convenient to Route 81.

179 Rte 81, Killingworth
$575,000
3 Beds ⋅ 2 Baths ⋅ 24189970 MLS
House is being sold AS IS - Seller will allow inspections but for informational purposes only - Seller will not be responsible for any repairs. or upgrades DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out building, a wonderful pond with bridge. Location very convenient to Route 81. ALSO BEING SOLD AS LAND SEE MLS# 24189983

179 Rte 81, 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
$2,195,000
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
$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
$400,000
24175938 MLS
Rare opportunity to own over 84 acres on Bunker Hill Rd in Killingworth offering privacy, potential, and endless possibilities. Whether you're looking to build your dream home, invest, or explore development options, this parcel of land offers a desirable location with convenient access to local amenities. Buyer to perform due diligence regarding building and land use possibilities.

Bunker Hill Rd, 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
$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
$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

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.