59

Middlesex County CT Homes for Sale with Acreage

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  • /29

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 2,970 Sq Ft

    14 Kenilworth Dr, Killingworth, CT 06419

    Spacious Raised Ranch on 4.4 Acres with In-Law set up. Oversized Garage Loft! Welcome to your private retreat! Nestled on 4.4 scenic acres, this impressive raised ranch offers flexible living space perfect for multigenerational living, entertaining, or working from home. Step inside to discover a main home featuring bright, open-concept living, generous bedrooms, and a large kitchen with plenty

    Agent Photo

    Eric Bergers

    William Raveis Real Estate

    (860) 775-6542

    14 Kenilworth Dr, Killingworth, CT 06419
  • /27

    $660,000

    • Land
    • 38.56 Acres
    • $17,116 per Acre

    0 Gildersleeve Rd, Portland, CT 06480

    Rare 38.56-Acre Parcel with Golf Course Views - Portland, CT Attention developers, investors, and visionaries-this is your opportunity to own a prime 38.56-acre parcel in scenic Portland, Connecticut. With stunning views overlooking a nearby golf course, this expansive property offers incredible subdivision potential or the perfect setting for a private estate. This raw piece of land is a blank

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 981-0331

    0 Gildersleeve Rd, Portland, CT 06480
  • /40

    $1,195,000

    • 4 Beds
    • 3 Baths
    • 2,728 Sq Ft

    448 A - B Grove Beach Rd N, Westbrook, CT 06498

    Two houses on this exceptional 3.39 acre waterfront property. 4 to 5 brs and 3fb total between the two homes. The main house is a beautiful Antique 2170 sq ft Cape 3+ BR 2FB c.1745. The separate 1985, 558 sq ft guest house is great for rental income, in laws or guests and has a kitchen, living room, 1BR, 1FB cathedral ceilings and a private patio, also plenty of parking space. The main house has

    Agent Photo

    Al Chiarito

    Chiarito Real Estate LLC

    (860) 467-1636

    448 A - B Grove Beach Rd N, Westbrook, CT 06498
  • /2

    $789,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,521 Sq Ft

    62 Cornwall St, Portland, CT 06480

    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!

    Agent Photo

    Amy Rio

    Executive Real Estate Inc.

    (860) 943-4408

    62 Cornwall St, Portland, CT 06480
  • /18

    $189,497

    • Land
    • 25.53 Acres
    • $7,423 per Acre

    0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412

    Residential - 25.53 ac Lot in Chester, CTPricing Details:Seller Financing: $41,689.34 Down | $3,165.54 per monthHere’s your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the

    Timothy Ebie Land Fast Offers, LLC

    0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
  • /40

    $1,095,000

    • 3 Beds
    • 3 Baths
    • 2,664 Sq Ft

    47 Ferry Rd, Chester, CT 06412

    A unique offering in Chester on the CT. River in the Paltaconk/Fort Hill area, bordering the Chester ferry. A small historic town known for its Main Street, art galleries, restaurants and hiking in the Cockaponset ST. Forest. Privately situated, fully remodeled charming colonial home sits above the River overlooking 5+ acres of waterfront meadow landscape. Ferry activity, views of Gillette's

    Mary Poola William Raveis Real Estate

    47 Ferry Rd, Chester, CT 06412
  • /39

    $1,190,000 Open Sat 11:30AM - 1PM

    • 5 Beds
    • 5 Baths
    • 3,664 Sq Ft

    11 Trolley Crossing, Old Saybrook, CT 06475

    Discover the best of Connecticut shoreline living at 11 Trolley Crossing in Old Saybrook-a private 3+ acre compound blending classic Colonial architecture with modern luxury. Designed for those who value space, comfort, and connection, this 3,600 sq ft residence invites you to experience an exceptional lifestyle surrounded by nature and minutes from the coast. A covered front porch opens to

    Jennifer Gurnell William Raveis Real Estate

    11 Trolley Crossing, Old Saybrook, CT 06475
  • /37

    $1,100,000

    • 4 Beds
    • 4 Baths
    • 3,240 Sq Ft

    279 Pokorny Rd, Higganum, CT 06441

    Gracious and gorgeous! Welcome to this exceptional private 25 acre property offering the perfect blend of comfort and elegance. This spacious home features 4 bedrooms and 4 bathrooms, providing ample space for family and guests. Relax by one of the two fireplaces, including a cozy fireplace in the luxurious primary suite. The beautifully landscaped grounds include a circular drive leading to the

    Lori Vogel William Raveis Real Estate

    279 Pokorny Rd, Higganum, CT 06441
  • /40

    $1,199,999

    • 4 Beds
    • 5 Baths
    • 4,356 Sq Ft

    42 Pine Ledge Trail, Durham, CT 06422

    Straight out of a magazine - 42 Pine Ledge Trail, an exceptional new construction Colonial blending timeless elegance & modern luxury. Nestled on just under 4 private acres, this home is set back from the road on an elevated lot, offering seclusion. As you approach via the long, paved driveway, you'll notice a stunning stucco exterior, landscaped grounds, paver walkways, a grand covered entry

    Lauren Freedman Coldwell Banker Realty

    42 Pine Ledge Trail, Durham, CT 06422
  • /40

    $1,300,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 4.5 Baths
    • 2,847 Sq Ft

    112 Schulman Veslak Rd, East Haddam, CT 06423

    This fully renovated multi-level Colonial, originally built in the early 1900s, offers a rare opportunity to own a turn-key equestrian estate in one of East Haddam's most scenic and private settings. Blending historic charm with modern amenities, the home and grounds have been thoughtfully updated and meticulously maintained. The house is equipped with solar panels, central air, propane, dual oil

    Heather Fenn Sunset Creek Realty, LLC

    112 Schulman Veslak Rd, East Haddam, CT 06423
  • /35

    $879,500

    • 3 Beds
    • 1.5 Baths
    • 2,039 Sq Ft

    275 Route 148, Killingworth, CT 06419

    Tucked away on 20 spectacular acres, this 3-bedroom, 1.5-bath ranch offers the perfect blend of privacy, functionality, and natural beauty. Whether you're looking for a peaceful retreat, a place to start a hobby farm or a place to build your dream home, this property offers endless opportunities. The existing home could even serve as a charming caretaker's cottage, guest house, or temporary

    Shelly Cumpstone Coldwell Banker Realty

    275 Route 148, Killingworth, CT 06419
  • /40

    $999,999

    • 5 Beds
    • 6 Baths
    • 5,028 Sq Ft

    1 Lake Louise Dr, Westbrook, CT 06498

    Custom-Built Waterfront Home in Coveted Lake Louise Neighborhood Welcome to this stunning custom-built home located in the highly desirable Lake Louise community, offering beautiful water views and 1/3 ownership of the lake. Enjoy peaceful waterfront living with private access for kayaking, canoeing, and more. Step inside to find gleaming hardwood floors throughout the main level and an open

    David Hughes Century 21 AllPoints Realty

    1 Lake Louise Dr, Westbrook, CT 06498
  • /40

    $899,000

    • 5 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    408 Stage Coach Rd, Durham, CT 06422

    Tucked away on 20.54 scenic acres, this expansive 5-bedroom, 3.5-bath home with a flexible in-law suite offers exceptional privacy and space inside and out. Just minutes from Yale, local amenities, and the Connecticut shoreline, it's the perfect blend of country living and convenience. With approx. 1.4 miles of private hiking trails, a spring-fed pond, and open fields, it's a haven for outdoor

    John Armellino William Raveis Real Estate

    408 Stage Coach Rd, Durham, CT 06422
  • /4

    $985,000

    • 2 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    88 Winthrop Rd, Chester, CT 06412

    The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes an interior balcony, overlooking the living area. Generous windows and sliders afford beautiful open views of the

    Peter Walsh Re/Max Valley Shore

    88 Winthrop Rd, Chester, CT 06412
  • /6

    $950,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,333 Sq Ft

    3 Copley Rd, Haddam, CT 06441

    Welcome to this show-stopping, 3,333 sq. ft. Colonial masterpiece! Featuring 4 spacious bedrooms and 3.5 baths, this home combines modern luxury with timeless elegance. Step inside to an open floor plan perfect for today's lifestyle. The expansive kitchen, designed to impress, includes a large center island, a convenient butler's pantry, and a seamless flow into the dining room-ideal for

    Julia Cordos eXp Realty

    3 Copley Rd, Haddam, CT 06441
  • /12

    $899,900 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,164 Sq Ft

    48A Ironworks Rd, Clinton, CT 06413

    Welcome to "The River Wood" a 3-bedroom custom home, nestled on a sprawling 4.81-acre parcel boasting an impressive 624 feet of riverfront along the scenic Menunketesuck River. This architectural gem is a seamless blend of luxurious living spaces, natural beauty, and tranquil surroundings. Upon entering, you'll be greeted by an inviting double door that leads into the heart of the home. The first

    Gigi Giordano Taylor Compass Connecticut, LLC

    48A Ironworks Rd, Clinton, CT 06413
  • /30

    $299,000

    • Land
    • 4.49 Acres
    • $66,592 per Acre

    4 Laurel Ln, Clinton, CT 06413

    Build Your Dream Home on 4.49 Acres of Privacy and Natural Beauty! Nestled in a serene wooded setting, this exceptional 4.49-acre property offers a rare opportunity to bring your vision to life. With key site improvements already in place-including a driveway, existing foundation for approximately a 2,000 sq. ft. home, septic system, well, and a charming bridge crossing a gentle brook-this parcel

    Jules Gaughran - Etes William Pitt Sotheby's Int'l

    4 Laurel Ln, Clinton, CT 06413
  • /11

    $129,000

    • Land
    • 3.58 Acres
    • $36,034 per Acre

    0 Mountain Laurel Dr, Middletown, CT 06457

    Build your dream home on this 3.5 acre approved building lot bordering open space. Last lot on a private cul-de-sac! Beautiful, wooded country setting for a home, yet only 1 mile from Rt 9 and 10 minutes to Downtown Middletown! Enter the lot down a picturesque driveway though the woods to a clearing with old stone walls and natural rock outcroppings. The open space for the cul-de-sac borders this

    Siobhan McLaughlin William Raveis Real Estate

    0 Mountain Laurel Dr, Middletown, CT 06457
  • /34

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    10 Orchard Rd, East Haddam, CT 06423

    Privately set on a park-like 3.84-acre lot. Not your typical cape floor plan. This Charming Home offers an open and inviting floor plan featuring 3 bedrooms and 2.1 baths. Cathedral ceilings and custom built-ins add character and charm throughout. Kitchen with breakfast nook. Enjoy the peaceful, natural surroundings just minutes from East Haddam Village and the scenic Connecticut River. A rare

    Dee Hasuly KW Legacy Partners

    10 Orchard Rd, East Haddam, CT 06423
  • /40

    $1,799,000

    • 7 Beds
    • 4 Baths
    • 3,705 Sq Ft

    4 Hamburg Rd, East Haddam, CT 06423

    Nestled among the rolling hills of East Haddam and Lyme, Clover Hill Farm at 4 Hamburg Rd., seamlessly blends pre-Revolutionary War charm with 21st-century sophistication. This classic New England antique estate has been thoughtfully updated creating an exceptional retreat that honors tradition while embracing modern updates. Step inside the main residence and discover a blend of historic

    Allyson Cotton William Pitt Sotheby's Int'l

    4 Hamburg Rd, East Haddam, CT 06423
  • /19

    $465,000

    • 5 Beds
    • 2 Baths
    • 2,090 Sq Ft

    100 N Tower Hill Rd, Killingworth, CT 06419

    Welcome to your peaceful country retreat on over 3 acres of land. This property is located on a quiet cul-de-sac street, offering privacy, open space, and beautiful natural surroundings. Across from a tree reserve, the setting provides a tranquil atmosphere. Enjoy summer days by the pool or relax by the pond. The home includes a new septic system, a working well, a partially new roof, and a

    Jason Saphire www.HomeZu.com

    100 N Tower Hill Rd, Killingworth, CT 06419
  • /25

    $540,000

    • 3 Beds
    • 2.5 Baths
    • 1,639 Sq Ft

    87 Rattling Valley Rd, Deep River, CT 06417

    For the first time on the market, this enchanting 4.6 acre property invites you to live immersed in nature - where wooded trails, abundant wildlife, and water access are part of everyday life. Sharing a property line with the pristine Pratt Cove, a protected wetland alive with birdlife and native plants, this home is a true sanctuary for outdoor enthusiasts. Launch a canoe from your backyard and

    Sacha Armstrong William Pitt Sotheby's International Realty

    87 Rattling Valley Rd, Deep River, CT 06417
  • /39

    $519,800

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    213 Waterhole Rd, East Hampton, CT 06424

    *** OPEN Saturday October 11th, 10am to Noon *** If you're looking for privacy and space in a peaceful country setting, this charming Cape Cod home is the perfect fit. Set on 5.41 scenic acres, it blends classic comfort with modern updates and energy-efficient living. The remodeled eat-in kitchen is the heart of the home, featuring granite counters, stainless-steel appliances, two breakfast bars,

    Rick Berkenstock Century 21 AllPoints Realty

    213 Waterhole Rd, East Hampton, CT 06424
  • /40

    $1,900,000

    • 4 Beds
    • 4.5 Baths
    • 5,661 Sq Ft

    120 Chamberlain Hill Rd, Middletown, CT 06457

    Situated on almost 13 acres in the heart of CT, this stunning Colonial offers peace and nature while being located conveniently to everything including beaches, highways, Middlesex hospital, Wesleyan University, CT river, and Middletown's thriving downtown with an abundance of shops, restaurants and activities. An entertainer's paradise with a backyard oasis boasting a heated, gunite, in-ground

    Jeff Petersen Century 21 AllPoints Realty

    120 Chamberlain Hill Rd, Middletown, CT 06457
  • /34

    $375,000

    • Land
    • 11.68 Acres
    • $32,106 per Acre

    41 Bushy Hill Rd, Ivoryton, CT 06442

    Builders, Developers make note of this beautiful 11.68 Acre property. 433' road frontage on Bushy Hill Rd, underground and above ground electricity available. Surround yourself with nature and Build a Dream home on this mostly level, lightly wooded lot. Bring your horses, llamas, allowed per Zoning regulations. Can be split, able to build 2 houses with a good potential to subdivide into 3 lots.

    Carolyn DiPietro Berkshire Hathaway NE Prop.

    41 Bushy Hill Rd, Ivoryton, CT 06442
  • /13

    $785,000

    • 2 Beds
    • 2 Baths
    • 1,386 Sq Ft

    511 Route 81, Killingworth, CT 06419

    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

    Adam Bronko RE/MAX RISE

    511 Route 81, Killingworth, CT 06419
  • /15

    $399,000

    • Land
    • 7.46 Acres
    • $53,485 per Acre

    0 Baileyville Rd, Middlefield, CT 06455

    Prime Land Opportunity - Baileyville Rd & Route 147, Middlefield, CT Nestled in the heart of scenic Middlefield, this exceptional 7.5 acre parcel (approx.) located at Baileyville Road this property offers a rare opportunity for developers or investors seeking to capitalize on the area's demand for year-round recreational living. Ideal for a custom home, vacation home, or small-scale residential

    Melanie Billie BHGRE Gaetano Marra Homes

    0 Baileyville Rd, Middlefield, CT 06455
  • /40

    $689,900

    • 3 Beds
    • 4 Baths
    • 3,332 Sq Ft

    129 Salem Rd, Colchester, CT 06415

    This contemporary home is nestled on 35 acres of private land, offering unmatched peace and tranquility. A long, private driveway leads you to this meticulously maintained property, which has been cared for with the utmost attention to detail, supported by comprehensive documentation. Inside, you'll find three spacious bedrooms, including a primary bedroom suite complete with a full bath, a

    Sherry Borgeson Berkshire Hathaway NE Prop.

    129 Salem Rd, Colchester, CT 06415
  • /2

    $249,900

    • Land
    • 16.84 Acres
    • $14,840 per Acre

    0 Round Hill Lot 17 Rd, Middletown, CT 06457

    Great opportunity to own this 16.84 acre parcel of vacant land in an R60 zone. Well and septic required. There are no deed resrictions or HOA fees. Possible owner financing available. Please do not walk the property without permission.

    Peter Carbutti Carbutti & Co., Realtors

    0 Round Hill Lot 17 Rd, Middletown, CT 06457
  • /19

    $189,900

    • Land
    • 21.87 Acres
    • $8,683 per Acre

    40 & 42 Old Cart Rd, Haddam, CT 06438

    LOOKING TO BUILD? This extraordinary 21+ acre lot is adjacent to a state forest (8 acres to the south) with all the privacy you will ever need! This property has an approved survey for a 5 Bedroom home, with approved septic plan (for 5BR home) and well testing all completed by a professional engineer. The land is mostly cleared of brush where the home would be placed. The trees that are left are

    Jeff Coleman Hagel & Assoc. Real Estate

    40 & 42 Old Cart Rd, Haddam, CT 06438
  • /18

    $189,497

    • Land
    • 25.53 Acres
    • $7,423 per Acre

    00 Hoop Pole Hill Rd, Chester, CT 06412

    Here's your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the boundary, making it ideal for recreational activities and hunting. Conveniently located near Route 9, just off Exit 8, this expansive

    Derek Greene Derek Greene

    00 Hoop Pole Hill Rd, Chester, CT 06412
  • /40

    $824,900

    • 4 Beds
    • 3.5 Baths
    • 3,697 Sq Ft

    32 Pinewood Trail, Deep River, CT 06417

    Set on 3.54 private acres in Winthrop, 32 Pinewood Trail offers a farm-to-table lifestyle with plenty of room for a flourishing vegetable garden and a spacious yard to enjoy the seasons. The home itself is thoughtfully designed for flexibility, featuring an IN-LAW APARTMENT with a separate entrance on the lower level, ideal for extended family, or guests. Large windows fill the living spaces with

    Erin Borruso William Pitt Sotheby's Int'l

    32 Pinewood Trail, Deep River, CT 06417
  • /3

    $125,000

    • Land
    • 5.15 Acres
    • $24,272 per Acre

    0 Kikapoo Rd, Middlefield, CT 06481

    **For Sale: 5.15 Acres in Middlefield** Discover the beauty of Middlefield, offering breathtaking views and endless possibilities. Nestled near the serene Lake Beseck, this land is perfect for your dream cottage, home, or even a small retreat. **Why Middlefield?** Middlefield is known for its charming community, outdoor recreation, and central CT location. Enjoy the tranquility of rural living

    Heather Kilbourn Cavanaugh & Company LLC

    0 Kikapoo Rd, Middlefield, CT 06481
  • /6

    $129,900

    • Land
    • 6.4 Acres
    • $20,297 per Acre

    10 Cherry Swamp Rd, East Haddam, CT 06469

    6.5 acres for sale on quiet, country road. Approved building lot with common driveway already in place. Site plan recorded. Build your dream home. Horses possible.

    Alexis Devlin Coldwell Banker Realty

    10 Cherry Swamp Rd, East Haddam, CT 06469
  • /40

    $849,900

    • 4 Beds
    • 5 Baths
    • 5,855 Sq Ft

    70R Tri Mountain Rd, Durham, CT 06422

    Vacation all year in this exquisite custom ranch on private 4+ acre lot in sought after Durham. Your house will be THE PLACE for friends and family to visit and stay! Enjoy hosting in your spacious living room or formal dining room with wood inlay floor. Casual gatherings are fun and easy in the open family room and kitchen. For some alone time, sit by the fireplace or experience peace by gazing

    Jason Fredricksen Seabury Hill REALTORS

    70R Tri Mountain Rd, Durham, CT 06422
  • /40

    $684,900

    • 3 Beds
    • 3 Baths
    • 2,836 Sq Ft

    12 Sydney Ln, Cromwell, CT 06416

    Awe-inspiring views! No electric bills! Think of energy savings as $80K-$100K off the sales price of the home! 2 separate parcels! A stunning 3BR, 3BA Cape w/2,836 sq ft and 5.30 acres of gated/fenced land. This masterpiece boasts a 26'x15' Family Rm w/soaring cathedral ceiling, 7 skylights, fireplace w/wood stove insert, maple hardwd flr. This room and MBR en-Suite are heated/cooled by mini

    Jeff Coleman Hagel & Assoc. Real Estate

    12 Sydney Ln, Cromwell, CT 06416
  • /3

    $599,000

    • Land
    • 20.18 Acres
    • $29,683 per Acre

    37 S Main St, East Hampton, CT 06424

    Exciting Approved Subdivision Opportunity - 20 Acres in East Hampton, CT. Builders and developers take notice! Presenting a rare and exciting opportunity to bring a fully approved subdivision to life in the desirable town of East Hampton. Set on a sprawling 20-acre parcel, this approved HOD (Housing Opportunity Development) subdivision features 22 lots and a total of 33 housing units,

    Cathleen Hall Berkshire Hathaway NE Prop.

    37 S Main St, East Hampton, CT 06424
  • /40

    $1,349,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 4,072 Sq Ft

    14 Ely Ln, Killingworth, CT 06419

    Killingworth CT - Stunning Colonial of 4072 sf. This 4 bedroom, 3 1/2 baths, masterfully built home is beyond compare. Owners have created an outstanding sanctuary. PRIVACY prevails amidst the joy of nature, + impressive lifestyle amenities: In-ground Gunite salt water heated pool, several patio areas, beautifully fenced in established gardens, plus an additional fenced in area for your family or

    Laurie McCann William Pitt Sotheby's Int'l

    14 Ely Ln, Killingworth, CT 06419
  • /17

    $175,000

    • Land
    • 3.14 Acres
    • $55,732 per Acre

    1 Houperts Way, Clinton, CT 06413

    Discover the perfect canvas for your dream home in this prime land for sale near marinas, beaches and highway. Direct pond views and a private, rear lot setting, this parcel offers tranquility and scenic beauty nestled in an established subdivision. Approvals in place for a 3-bedroom septic system. The lightly wooded surroundings create an ideal environment for constructing your dream residence.

    Alexa Scott RE/MAX Alliance

    1 Houperts Way, Clinton, CT 06413
  • /8

    $350,000

    • Land
    • 8.67 Acres
    • $40,369 per Acre

    25 Island Dock Rd, Haddam, CT 06438

    Private COMBINED 8.67-Ac Lots in Haddam's Most Sought-After Location. Nestled in the heart of the River Valley, these stunning lots offers the perfect canvas for your dream home. Surrounded by mature trees & natural beauty, this private parcel provides an unparalleled sense of seclusion-while still being just minutes from everything that makes Haddam special. Enjoy the serenity of living in the

    Lisa Stevens Coldwell Banker Realty

    25 Island Dock Rd, Haddam, CT 06438

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