Middlesex County CT Homes for Sale with Acreage

/40
$685,000
- 3 Beds
- 3 Baths
- 2,752 Sq Ft
1 Ferry Rd, Chester, CT 06412

An extraordinary offering in one of Connecticut's most beloved river towns. Stunning sunrises over unobstructed views of Chester Creek sets the tone for this rare piece of Chester history. The Bani Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while

Jennifer D'Amato

Real Broker CT, LLC

(860) 454-6525

1 Ferry Rd, Chester, CT 06412
/38
$399,000
- 4 Beds
- 3 Baths
- 2,674 Sq Ft
68 Colchester Ave, East Hampton, CT 06424

Set on a level 1.88 acre lot this four-bedroom, three-bath Cape with an attached two-car garage offers the perfect balance of comfort, space, and lifestyle. From here, it's an easy stroll to recreation fields, the Playscape, Memorial School, the Airline Trail, and the scenic cranberry bog, making everyday living as enjoyable as it is convenient. Lovingly and meticulously maintained by the

James Harrington

Carl Guild & Associates

(860) 846-7882

68 Colchester Ave, East Hampton, CT 06424
/40
$575,000
- 3 Beds
- 4 Baths
- 3,853 Sq Ft
301 Bell St, Middletown, CT 06457

Take a 3D Tour or Enjoy a Video Walkthrough 24/7! This striking double A-Frame, with iconic Howard Johnson's orange steel roof shingles, is a one-of-a-kind architectural showplace and retreat set on 1.51 private acres surrounded by the 32-acre Highland Pond Preserve. The pond dam has been removed, returning it to its natural state of meadow and stream. Over $300,000 in thoughtful renovations have

Gregory Hanner

Garden Realty

(860) 689-1459

301 Bell St, Middletown, CT 06457
/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

Amy Rio

Executive Real Estate Inc.

(860) 981-0331

0 Gildersleeve Rd, Portland, CT 06480
/10
$175,000
- Land
- 2.2 Acres
- $79,545 per Acre
86 Bushy Hill Rd, Ivoryton, CT 06442

Welcome to Ivoryton-a borough so rich in charm it practically begs to be the setting of your next chapter. Just up the road from the historic Ivoryton Playhouse, one of the country's longest-running theaters, this 2.2-acre lot places you right where culture and countryside meet. Imagine catching a Broadway-quality show just minutes from your front porch, then strolling to The Blue Hound Cookery

Michael Marsden

Compass Connecticut, LLC

(860) 845-1408

86 Bushy Hill Rd, Ivoryton, CT 06442
/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

Al Chiarito

Chiarito Real Estate LLC

(860) 467-1636

448 A - B Grove Beach Rd N, Westbrook, CT 06498
/29
$630,000
- 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

Eric Bergers

William Raveis Real Estate

(860) 775-6542

14 Kenilworth Dr, Killingworth, CT 06419
/34
$469,999
- 3 Beds
- 2.5 Baths
- 1,976 Sq Ft
66 Falls Bashan Rd, Moodus, CT 06469

Nestled within the highly desirable West Cove Recreation Association, this inviting 3-bedroom Colonial offers a lifestyle that blends everyday comfort with year-round lake enjoyment. Set on a level 1.02-acre lot, the home provides nearly 2,000 sq ft of thoughtfully designed living space, featuring an open floor plan, hardwood floors throughout the main level, and a warm, wood-burning fireplace

Joyce Covone

Berkshire Hathaway NE Prop.

(860) 421-9813

66 Falls Bashan Rd, Moodus, CT 06469
/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!

Amy Rio

Executive Real Estate Inc.

(860) 943-4408

62 Cornwall St, Portland, CT 06480
/2
$995,000
- Land
- 1.25 Acres
- $796,000 per Acre
1333A Boston Post Rd, Old Saybrook, CT 06475

1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900. Within 1/2 mile of national tenants.

Ron Lyman Lyman Real Estate

1333A Boston Post Rd, Old Saybrook, CT 06475
/38
$340,000
- 4 Beds
- 1 Bath
- 1,756 Sq Ft
30 Chestnut Hill Rd, Killingworth, CT 06419

** 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

Nutan Pawar DreamHomes Realty LLC

30 Chestnut Hill Rd, Killingworth, CT 06419
/12
$124,900
- Land
- 4.15 Acres
- $30,096 per Acre
426 Cox Rd Unit 4, Portland, CT 06480

NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

Steven Lepore West Wind Realty, LLC

426 Cox Rd Unit 4, Portland, CT 06480
/11
$525,000
- Land
- 26.43 Acres
- $19,864 per Acre
0 Arbutus St Unit 24065180, Middletown, CT 06457

**26+ Acres of Unique Land** These 3 parcels are found in a picturesque rural setting, the expansive 26+ acres provides a unique opportunity (previous site work completed years ago). The land is easily accessible providing convenient travel to RTs 9 and 17 and to nearby downtown Middletown. Surround yourself with stunning landscapes, including rolling hills, lush forests....this property is a

Heather Kilbourn Cavanaugh & Company LLC

0 Arbutus St Unit 24065180, Middletown, CT 06457
/11
$1,999,000
- 7 Beds
- 2.5 Baths
- 3,308 Sq Ft
148 Wallingford Rd, Durham, CT 06422

The Greenbacker's Brookfield Farm located midway between Hartford and New Haven in Durham Connecticut has two houses, dairy barn and many other outbuildings. There is approximately 140 acres and approximately 100 acres are least to other farmers for growing crop, etc.. The investor may generate income from the farm's rentals 1. Dairy barn, 2, growing crops (92 acres of cropland leased,

Gary Dobratz Century 21 AllPoints Realty

148 Wallingford Rd, Durham, CT 06422
/39
$395,000
- 3 Beds
- 1.5 Baths
- 2,283 Sq Ft
120 Warsaw St, Deep River, CT 06417

Charming home set on approximately 2.5 acres with a tranquil private pond-an ideal setting for those seeking peace, nature, and outdoor enjoyment. Relax and watch wildlife visit the pond morning or evening. The sunny, spacious living room features gleaming hardwood floors and a fireplace that adds warmth and ambiance during cooler months. A country style kitchen offers a generous dining area,

Barbara Altieri Coldwell Banker Realty

120 Warsaw St, Deep River, CT 06417
/6
$669,700 New Construction
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
2 Morgan Ln, East Haddam, CT 06423

ANOTHER SPECTACULAR NEW CONSTRUCTION HOME by Morecon Homes! This stunning high end new construction home is already under construction. Home sits on a new road in a quiet cul-de sac. Situated on a picturesque private and quiet neighborhood. This home is awaiting for you to customize and add your finishing touches. This quality built Colonial provides an open two story foyer, 4 bedrooms including

Salvatore Morello Vision Real Estate

2 Morgan Ln, East Haddam, CT 06423
/40
$1,200,000
- 4 Beds
- 3.5 Baths
- 6,979 Sq Ft
121R Stage Coach Rd, Durham, CT 06422

This Colonial-style home, custom-built in 2004, features beautiful, oversized windows so the home enjoys abundant natural light in every room in the house. The living room features a wood burning fireplace and includes a built-in library with rolling ladder. The kitchen and dining areas boast premium Wolf and Miele appliances including Sub-Zero. The custom designed Kitchen cabinets by German

Mark McElrath William Pitt Sotheby's Int'l

121R Stage Coach Rd, Durham, CT 06422
/39
$699,900 New Construction
- 4 Beds
- 2.5 Baths
- 3,400 Sq Ft
1 Quinns Way, East Hampton, CT 06424

Completely brand-new construction, fully finished and ready for immediate occupancy. This exceptional oversized Colonial offers over 3,300 square feet of refined living space with a thoughtful layout and high-end finishes throughout.The main level showcases expansive open living areas with rich hardwood flooring, recessed lighting, and generous natural light. The kitchen is designed to impress,

Nikki Defrancesco Coldwell Banker Realty

1 Quinns Way, East Hampton, CT 06424
/2
$200,000
- Land
- 2.25 Acres
- $88,889 per Acre
43 Bokum Rd, Chester, CT 06412

Beautiful potential building lot. Access via Private road, 2.25 acres. Undeveloped.

Nicholas Tomanelli Coldwell Banker Realty

43 Bokum Rd, Chester, CT 06412
/16
$114,900
- Land
- 2.36 Acres
- $48,686 per Acre
91-A Flatbrook Rd, East Hampton, CT 06424

This beautiful lot offers a blank canvas for your dream home. Imagine a design that harmonizes with the natural surroundings, whether it's a modern masterpiece with clean lines and expansive windows showcasing stunning views, or a cozy farmhouse with a wraparound porch inviting you to relax and enjoy the outdoors. The lot's size allows for ample space for a home that meets your needs and desires.

Kelvin Wilson Berkshire Hathaway NE Prop.

91-A Flatbrook Rd, East Hampton, CT 06424
/18
$2,175,000
- 1 Bed
- 1 Bath
- 11,098 Sq Ft
123 Burgundy Hill Ln, Middletown, CT 06457

Portfolio of 18 rental condo units in the Peppermill Village association in Middletown. All units rented, this turnkey investment portfolio offers immediate cash flow. Current Gross Rents of $285k. 13x 1-bedroom units, 4x 1-bedroom w/loft units, and 1x 2-bedroom unit. HOA includes water, sewer, trash, landscape, Snow removal. Tenants responsible for electric utility.

Travis Preziosi Brickwell Partners LLC

123 Burgundy Hill Ln, Middletown, CT 06457
/3
$495,000
- Land
- 57.41 Acres
- $8,622 per Acre
0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441

Over 57+ Acres of land with distant views of the CT River from various points. Great for a private retreat, family compound, or residential development. Possible Owner Financing Available.

Craig Milton Re/Max Valley Shore

0 S Dish Mill Rd Unit 24082788, Haddam, CT 06441
/40
$649,000
- 4 Beds
- 2.5 Baths
- 2,550 Sq Ft
22 Ebony Ln, Ivoryton, CT 06442

Welcome to this beautifully maintained Colonial at 22 Ebony Lane in Ivoryton, offering a thoughtful layout, quality updates, and comfortable living spaces ideal for today's lifestyle. A welcoming foyer with a sitting area sets the tone as you enter the home, leading into a warm and inviting interior enhanced by new Harvey windows, a new roof, and a whole-house generator for comfort and peace of

Gigi Giordano Taylor Compass Connecticut, LLC

22 Ebony Ln, Ivoryton, CT 06442
/32
$320,000
- 3 Beds
- 1.5 Baths
- 1,992 Sq Ft
53 Falls Bashan Rd, Moodus, CT 06469

Wonderful opportunity to transform this classic 1937 Colonial into the home of your dreams. Boasting just over 1,900 square feet of interior living space, this residence features 3 spacious bedrooms and 1.5 bathrooms, offering ample room for family life and entertaining. The home's thoughtful layout includes a large living room and a cozy family room anchored by a fireplace, creating warm,

Jonathan Gineo Silver and Oak Realty

53 Falls Bashan Rd, Moodus, CT 06469
/15
$1,200,000
- Land
- 29.37 Acres
- $40,858 per Acre
0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457

29.37 Acres/ 14 lots of unique Wooded land rolling hills, lush forests. ATTENTION BUYERS /BUILDERS ENDLESS OPPORTUNITY TO EXPLORING DEVELOPMENT POTENTIAL this raw piece of land is a blank canvas ready for your vision. Easy access to nearby school's shops and highways.

Irene Smaga Global Real Estate Services, LLC

0 Country Club Rd and Massa Tom Rd Rd E, Middletown, CT 06457
/6
$649,000 New Construction
- 4 Beds
- 2.5 Baths
- 2,006 Sq Ft
Lot 3 Coleman Rd, Middletown, CT 06457

A functional layout in an ideal setting! This is a TO BE BUILT 2,006 sq ft home on a nice sized 2.12 acre lot. A traditional style house plan featuring an open concept Kitchen and Family Room space with hardwood flooring throughout the first floor. The Dining Room will have decorative picture frame molding creating a timeless feel. Relax and recharge in the large Primary Bedroom suite. Three

Dori Degennaro William Raveis Real Estate

Lot 3 Coleman Rd, Middletown, CT 06457
/40
$1,200,000
- 3 Beds
- 2 Baths
- 1,637 Sq Ft
59 Hidden Lake Rd, Higganum, CT 06441

MAGNIFICENT GARDENS ... FABULOUS 18th CENTURY BARN & RESTORED 18th CENTURY CAPE (1 and one half story Center Chimney) !!! The Gardens at Hidden Lake are being offered to you. Tucked away in Higganum, CT ... this charming historic property has been transformed into a boutique event space, complete with breathtaking gardens and rustic allure. With vibrant gardens, trellis-covered patios, and a

Barbara Coyle William Raveis Real Estate

59 Hidden Lake Rd, Higganum, CT 06441
/39
$625,000
- 4 Beds
- 3 Baths
- 2,969 Sq Ft
112 Cedar Swamp Rd, Deep River, CT 06417

Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and

Gigi Giordano Taylor Compass Connecticut, LLC

112 Cedar Swamp Rd, Deep River, CT 06417
/7
$110,000
- Land
- 1.79 Acres
- $61,453 per Acre
0 Jobs Pond Rd, Portland, CT 06480

Discover your perfect private escape on this nearly 2-acre approved building lot. Bordering a tranquil brook, this nature lover's paradise is just steps to the scenic Airline Trail for hiking and biking. Conveniently located just minutes from Route 66, providing easy access to local amenities, schools, and commuting routes. House and site plans available. Agent is related to owner. Your peaceful

Julia King William Raveis Real Estate

0 Jobs Pond Rd, Portland, CT 06480
/2
$84,900
- Land
- 2.7 Acres
- $31,444 per Acre
115 Hemlock Dr, Killingworth, CT 06419

2.7 Acre Lot located on the corner of Hemlock Drive + Route 80. Not far from the circle and Chatfield Hollow. Previously approved for a 2-3 Bedroom home. Test hole data and previous house plan available.

Craig Milton Re/Max Valley Shore

115 Hemlock Dr, Killingworth, CT 06419
/36
$4,100,000
- Land
- 414.5 Acres
- $9,891 per Acre
148 & 153 Wallingford Rd, Durham, CT 06422

The Greenbacker Brookfield is one of the largest farms now on the Connecticut market with over 400 acres. It has been in operation for over 100 years and is ready now for a new multi-generation family to take the reins or for a progressive investor. There is ample accommodation with 7 houses that have 29 bedrooms for the family to share. (The average size farm in CT is approximately 80 acres).

Gary Dobratz Century 21 AllPoints Realty

148 & 153 Wallingford Rd, Durham, CT 06422
/30
$399,900
- 3 Beds
- 2 Baths
- 2,340 Sq Ft
195 Bokum Rd, Old Saybrook, CT 06475

INVESTORS & CONTRACTORS - A RARE OPPORTUNITY AWAITS. Step into the past with this 1799-built home, beautifully sited on a secluded, level 2.18-acre lot that features a peaceful spring-fed pond with culverts in and out, and over 1,000 acres of preserved land directly behind the property offering remarkable privacy and a peaceful backdrop that will remain for years to come. The home offers 3

Dotty Owens Sunset Creek Realty, LLC

195 Bokum Rd, Old Saybrook, CT 06475
/12
$99,900
- Land
- 1.23 Acres
- $81,220 per Acre
402 Cox Rd Unit 8, Portland, CT 06480

NEW PORTLAND SUBDIVISION - KELSEYS POND ESTATES. Custom Homes by Lepore and Sons LLC. New land lots with views of Kelseys Pond across the road! Short distance to Meshomasic State Forest and the walking trails. Quarry Ridge Golf Course nearby. Minutes to all the amenities in Portland, Middletown and Glastonbury. Perfectly situated near Routes 2 & 9. Other lots available. One or more of this

Steven Lepore West Wind Realty, LLC

402 Cox Rd Unit 8, Portland, CT 06480
/2
$369,900
- Land
- 45.7 Acres
- $8,094 per Acre
0 Florida Rd, East Haddam, CT 06423

Beautiful 45.70 Acre lot that must be sold as a package deal with a .78 Acres known as Florida Road North (MLS#24057527).

Anthony Fabrizio Coldwell Banker Realty

0 Florida Rd, East Haddam, CT 06423
/38
$399,000
- 3 Beds
- 2.5 Baths
- 1,762 Sq Ft
206 N Moodus Rd, Moodus, CT 06469

Well-maintained single-family home located in Moodus on a level one-acre lot. This 3-bedroom, 2.5-bath residence offers 1,762 square feet of living space with a functional and efficient layout. The home features six total rooms, including a spacious living area with fireplace, forced-air heating, central air conditioning, and oil fuel. Exterior highlights include vinyl siding and a gable roof

Alex King Lock and Key Realty, Inc

206 N Moodus Rd, Moodus, CT 06469
/40
$704,900
- 4 Beds
- 3.5 Baths
- 2,806 Sq Ft
5 Race Track Hollow, Middlefield, CT 06455

Welcome to this four bedroom, three and half bath Colonial beauty with elegant architectural design, and a recently updated versatile in-law suite. The house is filled with the warm allure of cherry hardwood floors that gracefully connect each living space. The large kitchen is a dream for generous hosts and those who love to cook, featuring granite countertops and the latest appliances, enabling

Paulus Chan eXp Realty

5 Race Track Hollow, Middlefield, CT 06455
/2
$100,000
- Land
- 1.11 Acres
- $90,090 per Acre
21 Olmstead Rd, East Haddam, CT 06423

Beautiful parcel of land with 1500 acres of preservation land behind the property and across the street is preserved farmland. 1 mile from the East Haddam Town Beach. This parcel is to be sold with the neighboring property, MLS #24123667.

Tina Rupp William Pitt Sotheby's Int'l

21 Olmstead Rd, East Haddam, CT 06423
/39
$749,900
- 3 Beds
- 3 Baths
- 1,991 Sq Ft
244 Cow Hill Rd, Clinton, CT 06413

Completely rebuilt in 2025, this stunning home blends modern comfort with thoughtful design on a beautiful 2+ acre setting. Offering 3 spacious bedrooms and 3 full bathrooms, the home features a large eat-in kitchen ideal for gatherings, along with a dedicated dining room complete with a wet bar and beverage refrigerator, perfect for entertaining. The living room showcases soaring cathedral

Amy Jo Fitzgerald Yellowbrick Real Estate LLC

244 Cow Hill Rd, Clinton, CT 06413
/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
/39
$2,500,000
- 3 Beds
- 3 Baths
- 3,164 Sq Ft
50 & 61 Grove Way, Clinton, CT 06413

Spectacular waterfront estate! Unparalleled views of Long Island Sound & Duck Island + your own private sandy beach with 72' of frontage! 61 Grove Way is on the market for the first time in 29 years! Stately Victorian exterior aesthetic, designed to maximize the experience of waterfront living on every level of the home. Spacious open-concept remodeled interior living spaces blend elegance with

Katie Westrin William Raveis Real Estate

50 & 61 Grove Way, Clinton, CT 06413

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