Middlesex County, Connecticut Land For Sale (26 results)

Listed by Penny Parker 860-575-1855 Corner lot on East Main St. (Route 1.) Great visibility on level and open lot. Current uses in the B4 zone allow retail, business and professional offices, child or adult daycare facilities, veterinary hospitals, financial institutions.

May be combined or sold separately Two Development projects on 23 acres (Lot 14-3) for $1,760,000 with a potential to have 42 units and on 10 acres (Lot14-2) for 10 acres (Lot14-2) for $660,000 with a potential to have 24 units adjacent to the Essex Glen in the AAC (Active Adult Community in the Rural Zone with a potential to have 24 units adjacent to the Essex Glen condominium community. Access to the site from the end on Essex Glen Drive at the cul de sac.). Convenient location minutes from Essex Village, Route 9 and I-95.

On the Shorelines Main Retail Drag Near Signalized Intersection Great location for any retail, office, or service business, the property contains a pre-existing sign, is zoned B-4 .33 acre in the B-4 zone with a traffic count 9600

Truly a rare find! This one-of-a-kind Portland property features two distinct residences on 1.23 level, fenced-in acres in a quiet neighborhood just minutes from downtown. The main home, originally built in 1924 as the town doctor's residence, has been thoughtfully transformed by the current owners over the past 16 years. Offering 3,620 sq ft of living space, it includes 4 bedrooms, 3.1 bathrooms, and countless updates: a new propane boiler with on-demand hot water (2025), mini splits throughout, a new roof (2014), and a composite deck added in 2024 that leads to a screened-in gazebo with electricity, perfect for enjoying warm summer evenings. The second home, a 915 sq ft Ranch-style residence, features 1 bedroom, 1 full bath, and an open floor plan-perfect for use as a guest house, in-law suite, or income-generating rental. Out back, the fully fenced yard includes a barn/workshop with electricity and lofted storage space above-ideal for hobbyists or additional storage for all your lawn equipment. Set in a convenient yet peaceful location close to the Portland Golf Course, the Connecticut River, shops, and dining, this property offers flexibility, privacy, and historic charm with modern comfort.

Set into the woods of Clinton, this 2,400 sq ft modern farmhouse is designed for the discerning, uninhibited buyer. With bold lines, glass walls, and a wide-open floor plan, it blurs the line between indoor and outdoor living. Inspired by Guilford's iconic Little Red Shack, the home celebrates transparency, minimalism, and architectural bravery. The main level features floor-to-ceiling glass, polished concrete floors, warm wood accents, and a sleek kitchen with floating shelves. The en suite primary bedroom is on the first floor and opens to the outdoors for a private retreat experience. Upstairs offers two more bedrooms, a stylish full bath, and a lofted second living area. Designer tile work, clean lines, and modern lighting complete the look. Just down the street are the Jesse Buell Woods, offering access to rugged hiking trails, perfect for adventurous buyers looking to connect with nature. This is not your average shoreline home-it's a livable work of art, nestled in the trees and waiting for someone bold enough to match its energy.

Experience a perfect blend of old-world charm and modern design in this stunning 5-bedroom Colonial. The grand two-story foyer with dual staircases sets an impressive tone from the moment you enter. To the right, enjoy a flexible space ideal for a home office, formal living room, or game room-framed with rich woodwork and elegant moldings. The open floor plan flows into a sunlit great room with a striking floor-to-ceiling stone fireplace. The updated kitchen is a chef's dream, featuring quartz counters, tumbled marble backsplash, a custom wood hood over a stainless gas range, wall oven, built-in microwave, and oversized fridge/freezer. The large island, antique wood spice rack with horseshoe nails, and walk-in pantry add custom flair. Entertain in the formal dining room with tray ceilings, then retreat to a luxurious primary suite with a fireplace, tray ceiling, oversized California-style walk-in closet, and dressing room. Enjoy on-demand hot water, a heated basement with fireplace, generator, Nest thermostat, security system wiring, and 3-car garage with high ceilings and transom windows. Set on a beautifully landscaped lot with stone walls and patio, this home borders the 1,200-acre Babcock Preserve with direct trail access. A rare find-just minutes from town!

Tucked away in nature yet minutes from downtown Portland, this stunning McGinley custom home offers over 3,750 sq ft of luxury living - with public utilities! Step into the grand foyer and fall in love with the open layout, soaring ceilings, sun-filled windows, and an oversized fireplace that anchors the space beautifully. The chef's kitchen boasts granite counters, an 8-foot island, double ovens, and breathtaking ceiling details. Cozy up in the upstairs loft, or unwind in the sun-drenched breakfast and sunrooms overlooking your private backyard. The spacious home office and true primary suite - complete with a walk-in closet, jetted tub, and separate shower - make daily living feel like a retreat. Need more space? The second floor is framed for 3 bedrooms, a sitting area, and a full bath, easily adding another 1,380 sq ft! Top-notch mechanicals include dual Buderus boilers, hydro-air heating, central air, a security system, lightning rod protection, and more. This extraordinary property is ready to welcome its next chapter - will it be yours?

Turn into the driveway and the stunning surroundings will melt your stress away. A rare find of two properties on 20+ acres of exquisite grounds bordered by Chatfield Hollow Park and includes a private residence, caretaker's dwelling, and a cabin that feels like you're miles away in a wilderness lodge. The primary residence, a 5 bedroom, 3 bath mid-century modern with an infinity-edge pool that overlooks the lotus pond, is a delight from the moment the front door opens. Stroll along the path and appreciate the fruit trees, fern and flower plantings. Each step finds something more interesting and more beautiful; and begs the question how paradise could have been so close all this time. Continue west toward the caretaker's cottage, another design delight that mixes ideal use of space with mid-century design. The log home awaits down past the large pond. A rustic, yet fresh combination, from the glass dining room to the soothing 5 bedrooms with perfectly appointed baths, every detail has been well-planned. The exquisite grounds also a horse barn, and a second barn is connected to the caretaker's apartment.

Come custom build the Home of your dreams. With a wide selection of plans, and possible Options and upgrades, this is something you do not want to wait for!

**ELEGANT OASIS - A Rare Gem!** Experience the perfect blend of sophistication & functionality in this highly customized 3-BD, 2.5-BTH Cape, nestled on a picturesque 1.35-acre landscaped lot in a serene neighborhood. Every inch of this exceptional home has been thoughtfully & lovingly designed to invite large gatherings, fun entertaining, & making special memories. Fully renovated & expanded in 2003, this residence boasts an addition that includes a spacious family room with soaring ceilings, sizable loft, & breathtaking Palladian windows that flood the space with natural light. The expanded kitchen-graced w/gleaming granite countertops, cafe-style dining, & a hidden pantry-flows seamlessly into the open & airy floor plan. Enhance your every dining & entertaining experience w/a cozy fire in the fireplaced formal dining room. Or, relax in the cozy, columned sitting room off the kitchen. A second addition includes a first-floor primary suite offering a peaceful retreat, complete with cathedral ceiling, generous walk-in closet w/attic storage above, & ensuite bath (roughed-in & awaiting your personal finishing touches). 1st floor also includes handy laundry w/brand new LG washer/dryer (5/25) & 1/2 bathroom. Upstairs, 2 beautifully appointed bedrooms w/storage, & full bathroom ensure comfort & space for all. Lower level expands possibilities w/an additional 821 sq. ft. of finished space, including

Located on the Durham/Middlefield border, this farmhouse-style Colonial with Post & Beam Barn is for those who run from cookie cutter, and dream about beautiful, thoughtful design, custom and quality finishes, and grounds that are unmatched. Perched on 2 secluded acres with lush sweeps of lawn, magical garden pathways, pergola, stunning perennials, and multiple bluestone patios on a quiet dead-end road, this statement-making home in Middlefield is surrounded by Christmas tree farmland and offers 4,000+ sf across 4 floors. Distinguished by gorgeous wide oak flooring, vaulted spaces, and beautiful windows and skylights, this home is pristine - exterior freshly painted and newly paved driveway (2025). Enter through the unpretentious entry (aka hardworking mudroom), and enjoy multiple gathering spaces featured on the main floor including the large family room, open to the informal dining room and large chef's kitchen beyond. The kitchen storage and workspace is unrivaled, competing only with the glorious views from the sink. Features include paneled appliances, honed granite counters, gas range with griddle, vaulted ceiling with beams, and gorgeous island with built-in dining for 7. Steps away are the cheerful sunroom and all-season porch with mahogany floor. Around the corner, the large living room features a striking beadboard and coffered ceiling, custom built-ins for media and home office, and stone fireplace for cozy nights by the fire.

One-of-a-Kind Country Retreat Between Boston and New York, a captivating 13-acre estate that straddles the pastoral beauty of East Haddam and Lyme, Connecticut. It offers the peace of the countryside without sacrificing accessibility-just a scenic drive or train ride from either metropolis. The property's gently sloping woodlands open onto wide, sun-drenched meadows, bordered by masterfully crafted stone walls. It includes four unique structures; a distinctive English country style residence, a classic barn, & a charming folly, ideal for creative pursuits or quiet reflection. With over $200k in recent upgrades this property is steeped in historyand artistic vision. Rebuilt in 1940 by Stuart Shaw, a beloved architect & archaeologist at the MET, who painstakingly restored a 16th-century Renaissance ceiling-set in the living room wing specifically built for it & is still showcased in this home along with masterful artisan craftsmanship, custom cabinetry, hand-finished millwork, and elegant joinery. Recent upgrades that enhance comfort while preserving character: Venetian plaster walls in the primary bedroom, new central air, renovated guest bathroom, traditionally restored hardwood floors, new cedar roof, full-house generator. Large, insulated windows bring the outside in, offering serene views of nature year-round. 66 Hedlund is more than a home-it's a legacy. A place where art, nature, and intention meet. Come experience the quiet magic of this exceptional retreat.

Magnificent lakeside retreat in Westbrook convenient to everything. This expanded cape has everything you could possibly want in a home including two large primary suites on the main level. Originally the builder's home, the attention to detail and high-end finishes are obvious in every room. Features include large, open rooms, an indoor pool and ample light filled rooms overlooking Lake Louise. Ten spacious rooms including 5 bedrooms and 6 baths provide enough space for everyone and the quiet, secluded deck overlooking the lake is the perfect Zen retreat! This one is not to be missed!

Looking for an amazing house by the CT River? Look no further than this fabulous house! Enjoy views from almost every room in every season. 1192 Sq Ft additional lower level with full walk out. When you enter into the spacious foyer you will be wowed by the grand curved staircase, then a few steps down into the living room cathedral ceilings, bar, built in wine cabinet holding approx 280 bottles of your favorite reds and whites, sliders to the 3 season porch, built in cabinet and see through fireplace, all with a view. Round the corner through the arched entry to your dining room where the fireplace comes through for warmth and ambience while dining. With palladium and transom windows, a slider to the deck and high ceilings, this room is bright and airy. Take a couple steps up to the kitchen equipped with cherry cabinets, a gas cooktop with griddle, custom paneled refrigerator, granite counters, a dining nook and a pantry room with built ins and washer/dryer. The first floor also includes a bedroom and full bath. Heading up to the second floor sits the master suite floor with a large bedroom, cathedral ceilings and palladium windows giving you the best view in the house. You will also find the perfect ensuite bath with double sink and vanity, bidet, jacuzzi tub, walk in shower, walk in closet and cedar closet. What more could you ask for? A nook with spiral staircase leading to you own lookout room. The view up there even more breathtaking!

In a word, this secluded estate is STUNNING, defining elegance throughout its 5205 sq ft. Built in 2008, this custom 4-bedroom Colonial is distinguished by its generous scale, 9 ft ceilings and light-drenched spaces and offers stylish, well-appointed interiors with too many upgrades to list! Beautifully sited on 7.4 acres and bordered by state conservation forest to fully embrace its natural setting and local wildlife, this home is part of a quiet and private cul-de-sac of 6 statement-making homes. An open floor plan centers on the gorgeous chef's kitchen with large island, custom cabinetry, granite, paneled twin Subzeros, 6 burner Dacor gas range and two ovens, warming drawer, wet bar, beverage cooler, built-in bar area and pantry. The main level has dedicated spaces for everyone with a large family room, library/study, open foyer, formal dining room, laundry room, and- tucked away next to a 2nd staircase- a private home office just steps from the garage. Custom details abound with crown molding, built-in cabinetry, plentiful Andersen windows, French and pocket doors and hardwood floors. The central staircase leads to 4 large bedrooms, including the grand primary suite with walk-in closet and spa bathroom. All bedrooms are large with well-sized closets. And don't miss the huge home theater, located at the end of the hall, complete with 96" screen, electronic recliner seating, state of the art surround-sound, and custom room darkening shades.

Discover a rare gem in the picturesque town of Chester, Connecticut, with this charming 3-bedroom, 2.5-bath colonial home. Nestled on a private 2-acre lot, this property is a dream come true for horse lovers, featuring a barn that offers ample space for your equestrian needs and a chicken coop. Enjoy direct access to nearby state forest trails for riding or exploring. As you step inside, you will be welcomed by a spacious living room featuring a cozy fireplace, perfect for those relaxing evenings. The home also boasts a large family room that opens to a beautiful wood deck, providing a wonderful space for entertaining and enjoying serene views of your expansive property. Upstairs, you will find a spacious primary suite complete with a walk-in closet and a full bath, offering the privacy and comfort you deserve. Chester is known for its delightful eateries, unique galleries, and quaint shops, creating a vibrant community atmosphere. Additionally, the scenic Connecticut River is just a stone's throw away, providing excellent opportunities for boating and fishing, ideal for any outdoor enthusiast. With its convenient location, you are only 2.5 hours from both New York City and Boston. This is a unique opportunity to own a beautiful home in a storybook setting. Embrace the lifestyle you've always dreamed of in this enchanting property!

This remarkable home is one of Middletown's most valuable treasures. It is considered to be one of the best examples of Georgian architecture and quite the mansion in it's day. It was built in 1742 for Judge Seth Wetmore, a very successful merchant and considered one of the CT Valley elite River Gods, It has exceptional appointments, including stunning wall panelling, refinished original wide plank floors, and all restored original doors in the home. It offers a kitchen with laundry area, breakfast room, formal dining room, Summer kitchen or pantry, an extraordinary family room, referred to as the "Long room", a stunning library, 5 bedrooms, several fireplaces, 2 full baths and a new heating system. The current owner purchased the home in 2007 and has worked tirelessly to restore many of the rooms. It has hosted several Historical Society events and tours. It sits up high on over 2 acres overlooking Middletown and the Ct River. The Wetmore family occupied the home until 1956 when it was purchased by the Green family, both of whom were professors at Wesleyan. It has an interesting history of entertaining famous guests such as Yoko Uno, John Lennon, Aaron Burr, Carolyn Kennedy, Andy Warhol and Greta Garbo. The Seth Wetmore home appears twice in Wallace Nutting's book "Connecticut Beautiful" confirming the significance of the home. This spectacular property backs up to a a land trust and offers a peaceful backyard setting. Located 2 hrs from NY

Nestled in the quintessential New England hamlet of Middle Haddam, where rolling pastures meet pristine forests and historic charm lines every road, this inviting 4-bedroom Cape offers the perfect blend of privacy, comfort, and convenience. Set just moments from the trails and scenic vistas of Hurd State Park and the Connecticut River, outdoor adventure is right at your doorstep. Step inside to discover expansive open living spaces, ideal for entertaining or unwinding by the fire. The first-floor primary suite features a full bath and peaceful backyard views, offering ease and elegance in one. Rich hardwood floors, warm natural light, and thoughtful updates create a welcoming atmosphere throughout. Outside, a sprawling front porch invites morning coffee and sunset chats, while the flat, usable yard is tailor-made for summer cookouts, lawn games, or even a bountiful garden. Whether you're looking for a serene weekend escape or a full-time residence with timeless charm and access to nature, this Middle Haddam gem is a rare opportunity. Come experience the lifestyle only a place like this can offer.

A Rare Bucolic Retreat in East Hampton Nestled atop a gently sloping hillside, this idyllic 1.5-acre parcel offers a rare opportunity to own a piece of classic New England charm. Anchored by a striking, a red classic barn that evokes timeless pastoral beauty, the property is enveloped in open skies, peaceful woodland surroundings, and sweeping views. Whether you're envisioning a country estate, a bespoke home with character, or simply a quiet escape surrounded by nature, this setting offers limitless potential. The barn-substantial in size and character-stands ready for your creative touch, ideal for studio space, storage, or a stunning future conversion. Located just minutes from Lake Pocotopaug and East Hampton's quaint village center, this hillside haven offers tranquility without sacrificing convenience. Embrace the art of rural living-build your dream amid rolling hills, birdsong, and storybook scenery.

Updated Historic Cape Just Off the Town Green - Legal Rental & Artist Studio This beautifully updated antique Cape is a rare blend of history, charm, and modern functionality, ideally located on 1.29 private acres just steps from the town green. Enjoy easy access to the town beach, shops, outlets, and restaurants, while coming home to a serene and versatile retreat. The main residence offers timeless details alongside thoughtful updates, with space and flexibility for today's lifestyle. A legal apartment above the 2-car garage currently generates $24,000 in gross annual revenue, providing an excellent opportunity for supplemental income or use as a home office, au pair suite, or in-law apartment. Creative and inspiring, the property also includes a three-season artist studio and a charming antique corn crib, perfect for storage or a future workshop. Whether you're seeking a private residence with income potential, a home business setup, or a unique property rich in character and opportunity, this move-in-ready gem delivers on all fronts.

Tucked away in a peaceful country setting, far from the glow of city lights, this spacious raised ranch offers a rare combination of privacy and potential. Featuring 4 bedrooms and 3 full baths, this home includes a versatile in-law suite on the lower level-perfect for multi-generational living or guest accommodations. Situated on a serene one acre lot on a cul-de-sac. This home awaits some updates, the opportunity to transform this home into a modern haven makes it truly worthwhile investment. Embrace the charm of a quiet rural lifestyle while shaping this residence into your vision of comfort and style.

This 3-bedroom, 3-bathroom contemporary built in 1982 has a new roof that was installed in April 2025, a 3-car garage, sits on 1.24 acres and is located in the quiet rural setting walking distance to the Salmon River. It features an open floor plan, an eat-in kitchen with an island, a large dining and living room with a fireplace, and French doors leading to a deck overlooking a private yard. The second floor hosts a spacious primary suite with a fireplace, jetted tub, and primary bath. The finished basement includes a rec room with a bar, full bath, and an additional room with a door to the backyard. This property is being sold As Is.

Picturesque waterfront 8.1-acre lot on the tranquil Oyster River in historic Old Saybrook. 1,400 feet of river frontage leading to Long Island Sound. Currently set as farmland, this could be a home run for builders sensitive to the needs of the land. With its beauty, you have 50-plus feet of road frontage and large footprint within the 50-foot tidal wetlands setback. I-95 is easily accessible, and development would be just minutes away from our town's beautiful beaches and charming Main Street. Whether you wish to continue meeting the demand for organic foods or embrace the seaside's organic growth, this is it.

Build your dream home on the 3 acre CT Riverfront lot. Approx 500 feet of CT River frontage. Zoning approved subdivide. Possibility of deep water dock. Perc test. See also MLS#24040796 and MLS#24036818.

Wonderful opportunity to build your dream home on 2 acres of property in this serene and tranquil setting. Enjoy the sounds of the babbling brook, and feel at peace! Frontage on both Airline Rd and Walkley Mill offer the potential for easy access into the land! A beautiful and natural site for a home to sit on, yet still close to downtown Clinton and Madison, fishing, Hammonassett State Park, Clinton Town Beach, feel a million miles away without needing to be!