Middlesex County, Connecticut Land For Sale (17 results)

An exceptional opportunity - Nestled on 1.16 acres of vacant land with public water access, this prime property is located in the sought-after Gateway Business B-4 District In an area of national tenants, boasting a daily traffic count of 15,900. This versatile lot is zoned for a variety of uses such as retail stores, professional offices, medical clinics, theaters, and more. Its strategic location offers easy access to major highways, making it ideal for regional businesses. The zoning regulations ensure that developments maintain the aesthetic appeal of Old Saybrook while minimizing traffic congestion in the area. Whether you envision a bustling retail hub, a modern office complex, or a community-centered establishment, this property provides the canvas for your vision to flourish. Don't miss out on this rare opportunity to secure a lucrative investment in a thriving commercial hub.

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.

Exceptional custom built home tucked away at the end of a private enclave of only four custom homes. This thoughtfully designed residence offers over an acre of privacy, oversized living spaces, handcrafted millwork, solid six-panel doors, hardwood floors, and insulated interior walls. Designed for both everyday living and elegant entertaining, the open floor plan is spacious, bright and cheerful; including a large kitchen with abundant cabinetry and counter space and an expansive island that naturally becomes the heart of the home. Two wall ovens make preparing meals for large gatherings a breeze. The kitchen flows into a dining nook with bay windows and a fireplaced family room with double-french doors opening to a 60' x 16' deck overlooking the spacious yard which is framed with trees in summer and provides expansive horizon views in the winter. Once the leaves fall, you can see all the way to the Portland Bridge and beyond! Enjoy the breathtaking sunrises from this east-facing deck. A desirable feature is the presence of two private primary suites. The sizable first floor primary suite includes a cozy gas fireplace, double French doors to the huge deck, coffered ceilings, TWO WALK-IN CLOSETS!, plus two additional linen closets in a hall leading to the oversized spa bathroom complete with jacuzzi tub, walk-in shower, two extra-long sink vanities with mirrored cabinets, and a separate doored toilet room. The first floor also includes formal & living rooms for all your lifestyle and entertaining needs. The spacious second floor primary bedroom features its own full bathroom plus a sizable walk-in closet. Two oversized bedrooms provide generous accommodations - one bedroom includes a double closet and the other includes a separate room with framed doorway for access to 600+ sq. ft. additional unfinished space over the garage that could become a home office, guest suite, studio, or media room. The expansive walk-out lower level features high ceilings, oversized windows, and sliding glass doors that flood the space with natural light, creating the ideal canvas for a recreation room, home theater, fitness studio, wine cellar, in-law suite, or additional luxury living space. The oversized three-car garage and private driveway offers plenty of parking as well as lots of storage. Conveniently located near Powder Ridge, Lyman Orchards, Lake Beseck, golf, hiking trails, shopping, and major commuter routes, this exceptional property combines timeless craftsmanship, generous proportions and enduring quality. Agent is Seller, Seller is Agent. Professional photos coming soon!

Welcome to this inviting 3-bedroom split-level ranch, ideally situated within walking distance to the heart of Chester Village. Designed for comfortable living and entertaining, the home features a spacious family room with sliders leading to a large deck overlooking the inground pool. The backyard is an outdoor retreat complete with a pool house, gazebo with electricity, mature fruit trees, and a large open yard offering endless possibilities. Inside, you'll find two fireplaces-one in the living room and another in the lower-level recreation room-creating warm and welcoming spaces throughout the seasons. The remodeled kitchen features granite countertops, ample cabinetry, and a functional layout for everyday living. The primary bedroom includes a private half bath, and the two-car attached garage provides plenty of storage and convenience. Recent upgrades include a newer boiler, central air condenser, and garage doors, providing added value and peace of mind. Just a short walk from Chester Village, you'll enjoy convenient access to art galleries, locally owned restaurants, unique boutiques, and seasonal community events. This home offers a wonderful opportunity to add your personal touches while enjoying a spacious property, exceptional outdoor amenities, and all that Chester has to offer.

A once-in-a-generation opportunity to become the steward of one of the Connecticut River Valley's most important historic estates. Built in 1798 by Jonathan Warner-founder of the Chester-Hadlyme Ferry, merchant, ship owner, farmer, Constable, Justice of the Peace, civic leader, and director of the Middlesex Turnpike-the Warner-Brooks House stands as a remarkable testament to early American prosperity, craftsmanship, and vision. Listed on the National Registery of Historic Places, this exceptional Federal-style residence retains extraordinary architectural integrity with six fireplaces, original hardware, twelve-over-twelve windows, elegant period moldings, richly detailed mantels, and a commanding facade highlighted by Ionic columns, a Palladian window, fanlight entry, and granite foundation. A 19th-century carriage house on the property evokes the atmosphere of Warner's original gentleman-farmer estate. This historic landmark property sets the stage for unforgettable event possibilities on picturesque pastoral grounds. Revered by historians and preserved with exceptional care, this irreplaceable legacy property offers a rare opportunity to own one of Connecticut's most significant surviving Federal residences. Extensive original letters, bills, receipts, and construction records survived, documenting the artisans, materials, suppliers, and methods used to create this architectural masterpiece. Chester offer an abundance of amenities / local events, and borders the CT River.

Welcome to your own private retreat! Nestled on nearly 2 acres, this exceptional property blends peaceful country living with incredible indoor/outdoor entertaining while offering flexible multi-generational living. Spend summers by the heated L-shaped saltwater pool, play cornhole on the expansive level lawn, relax in a hammock, or enjoy your fully fenced backyard oasis. Inside, the flexible floor plan offers first-floor living options with a home office featuring a large picture window and adjacent full bath, ideal for guests. The welcoming foyer is flanked by a formal dining room and living room with fireplace before leading to the eat-in kitchen and impressive family room with vaulted ceiling and dramatic two-story stone fireplace. French doors open to a bright sunroom with access to the upper-level hot tub and stairs leading to the pool patio. Upstairs, the spacious primary suite features a walk-in closet and private bath, along with three additional bedrooms, a full hall bath, and a loft-style sitting area overlooking the foyer and family room. The walk-out lower level includes a kitchenette and half bath, making it perfect for poolside entertaining, a rec room, home gym, or whatever best fits your lifestyle. Conveniently located between the Village Center and Cobalt Center, this home offers privacy, convenience, and resort-style living.

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. Don't be scared away by "Route 81"! This home is set so far off the road any road noise just blends in with the birds and breezes! Known as a town that embraces nature, there are hiking/biking/horseback riding trails for your enjoyment near by at Chatfield Hollow State Park, Cockaponset State Forest and town owned Parmelee Farm and KRP Recreation Parks. Hammonassett State Beach is only a short drive and town residents enjoy access to the Clinton town beach! Easy proximity to route 1, I-95, Hartford, New Haven, and commuter rails to Boston and NYC. Finally, Killingworth is part of the award winning Regional School District 17 ~ there is still time to close on this home before the start of the school year!

Rare waterfront opportunity at the end of a quiet road! Set on 1.10 acres, this charming 3-bedroom, 2 bath Cape with a detached 2-car garage offers incredible potential in a truly special setting. Enjoy panoramic views of Hayden's Creek, and spectacular sunsets from your own backyard. Clinton Yacht Haven and Riverside Basin Marina nearby. Looking for dock potential? This property may offer an exciting opportunity (subject to approvals) to access Hayden's Creek, which leads to the Hammonasset River, Clinton Harbor, and ultimately Long Island Sound-with no bridges between the property and the Sound, making boating enthusiasts take notice. By boat, Long Island Sound is approximately 30 minutes away. Situated on a level lot in an AE Flood Zone, the home currently carries flood insurance. Many neighboring homes have been elevated, offering future possibilities for buyers to explore. Whether you choose to renovate and enjoy the home as it is or investigate elevating it to maximize its potential, this property presents a unique chance to create your own waterfront retreat. Conveniently located near beaches, marinas, restaurants, and all the Connecticut shoreline has to offer, with easy access to I-95 just 5 minutes away, making commuting a breeze.

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. Step outside and discover your own private oasis. The well-maintained yard, deck, paver stone patio with hot tub, perennial gardens, and flowering trees create a peaceful setting to relax, entertain, and enjoy the beauty of every season. Whether enjoying quiet mornings on the deck, evenings by the fire, or gatherings on the patio, this stunning property offers the space, solitude, and flexibility to enjoy for years to come.

Welcome to your own PRIVATE RETREAT! Nestled on a SECLUDED 4.5-ACRE LOT, this well-built RANCH-STYLE HOME offers the perfect blend of PRIVACY, COMFORT, and OPPORTUNITY. Enjoy TRUE ONE-LEVEL LIVING featuring 3 BEDROOMS and 2.5 BATHS, including a PRIMARY SUITE with its own FULL BATH. The layout is both FUNCTIONAL and SPACIOUS, highlighted by a LARGE FAMILY ROOM complete with a FIREPLACE, MINI SPLIT A/C, and SLIDING DOORS that open to a BACK PATIO-perfect for relaxing or entertaining while taking in the peaceful surroundings. The home also features a SPACIOUS LAUNDRY ROOM conveniently located next to a HALF BATH, along with a 2-CAR GARAGE for added convenience. Set far back from the road, the LONG DRIVEWAY and WOODED SURROUNDINGS provide exceptional PRIVACY and a TRANQUIL setting filled with NATURAL WILDLIFE. The EXTERIOR LANDSCAPING is WELL MAINTAINED, offering great curb appeal while still preserving the natural beauty of the land. The BASEMENT presents incredible VALUE-ADD POTENTIAL, with ample space to create additional living areas that could SIGNIFICANTLY INCREASE THE PROPERTY'S VALUE. A dedicated WORKSMAN TOOL ROOM makes it ideal for hobbyists or storage. This home has GREAT BONES and is ready for your personal touch-just a LITTLE INTERIOR PAINT and REMOVING THE EXISTING CARPET to put down your CHOICE OF FLOORING will truly TRANSFORM the space and unlock its FULL POTENTIAL. Whether you're looking for PEACEFUL LIVING, ROOM TO EXPAND, or a SMART INVESTMENT, this property checks all the boxes!

Nestled at the end of a private lane in one of Essex Village's premier waterfront settings, this exceptional residence offers a rare blend of privacy, natural beauty, and walk-to-town convenience. Set on 1.5 acres overlooking Falls River Pond and North Cove, the property enjoys year-round water views, abundant wildlife, and room for future expansion. Designed to embrace its surroundings, the home features light-filled living spaces, expansive windows and sliding doors, hardwood floors, and a wood-burning brick fireplace that adds warmth and character. A spacious elevated deck provides the perfect vantage point to enjoy the ever-changing views, while the entire second floor is dedicated to a private primary suite with hardwood floors, elevated water views, and exceptional privacy. Recent updates include central air, propane heat, tankless hot water, recessed lighting, an upgraded electrical panel, and a freshly painted interior. The private setting offers the feel of a secluded estate while remaining just a short stroll from the heart of Essex Village. Rich in history and recognized by Yankee Magazine as one of New England's Best Small Towns, Essex is known for its charming Main Street, acclaimed restaurants, boutiques, art galleries, marinas, yacht clubs, and vibrant maritime heritage. A rare opportunity to enjoy shoreline living in one of Connecticut's most treasured communities.

Set at the end of a quiet dead-end road, this three-bedroom ranch offers the ease of one-floor living, exceptional privacy, and over four acres of peaceful surroundings in Chester. Inside, two inviting wood stoves create warm, comfortable gathering spaces, while a newer roof adds peace of mind. Step outside to a covered deck that flows seamlessly to an open deck overlooking the private backyard with seasonal views of the Connecticut River-an ideal setting for relaxing, entertaining, or enjoying the changing seasons. The home also features a spacious two-car attached garage and a large accessory dwelling unit (ADU) with a full walkout to the backyard, offering flexible space for extended living arrangements, guests, a home office, recreation, or other permitted uses. Combining acreage, privacy, versatile living space, and a tranquil setting, this property is ideally located just minutes from Chester Village, offering easy access to local shops, restaurants, art galleries, breweries, nearby marinas, and the scenic Connecticut River.

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. While Killingworth residents enjoy the proximity to the coast, with easy access to major highways as well as train and airport services, the rural character of a small town shines through. This is more than a home-it's a place where history, artistry, and lifestyle come together in a truly unforgettable setting.

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.

Own an island on Lake Pocotopaug! Scraggy Island or Blueberry Island is your in-lake dream picnic and camping destination! Tucked away on the northeast side of the lake, you can boat out for the afternoon, the day, or the weekend. Does a 360 degree water view sounds like a dream? It's not! Because it's a reality on this secluded island! Private, Private, private!

Buyer to do own due diligence.

Lot 2 Aldens Crossing - .91 Acre Building Lot Build your next home on this .91-acre, mostly cleared and very flat lot, ideally located on Aldens Crossing. The parcel offers an easy-to-build landscape with excellent flexibility for a variety of home designs and site layouts. Conveniently situated near a local daycare, the Airline Trail, and many nearby shops and local businesses, this location supports an active and practical lifestyle with everyday amenities just minutes away. Final subdivision approval pending. The lot will be connected to public sewer, adding long-term value and simplifying future development. A strong opportunity for builders or owner-occupants seeking a nearly turnkey homesite in an established, accessible area.