Middlesex, CT Homes

/40
$1,250,000 Pending
- 4 Beds
- 3.5 Baths
- 4,175 Sq Ft
195 Injun Hollow Rd, East Hampton, CT 06424

Investment Opportunity, Riverfront Oasis or Both! Earn income while building your dream home OR move in and make this your dream home! This property has so much to offer! It's not just a home, it's a lifestyle. Approx 500 feet of CT River frontage! 1192 Sq Ft additional lower level with full walk out. Zoning approval to subdivide a 3 acre buildable lot with several options for the split or keep

Jodi Serapilia

William Raveis Real Estate

(860) 980-5017

195 Injun Hollow Rd, East Hampton, CT 06424
/29
$2,100 per month
- 2 Beds
- 1 Bath
- 1,104 Sq Ft
- House for Rent
19 Moodus Leesville Rd, Moodus, CT 06469

Charming 2-bedroom single family home for rent in the peaceful town of East Haddam! Welcome to this beautifully updated 2-bedroom, 1-bath rental tucked away from the road in a quiet, private location. This home has been fully renovated with an updated kitchen, bathroom, and fresh paint throughout. Enjoy the convenience of a dedicated laundry room located on the main level. The spacious driveway

Taylor Shurtleff

Real Broker CT, LLC

(860) 813-3755

19 Moodus Leesville Rd, Moodus, CT 06469
$426,043 Sold Aug 01, 2025
- 2,505 Sq Ft
- $170/SF
- 35 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1977
36 Valley Ridge Dr, Higganum, CT 06441

Seller is requesting Best and Final by Monday, June 9th at 12:00. Nestled on a private lot on a peaceful cul-de-sac, this charming 4 BDRM, 2.5 bath; Colonial, 9 room home has tons of potential for the next owners to enjoy for years to come. 2 appointed workable fireplaces accent the main living space with country wide board floors. An eat in Kitchen, Formal Dining Room, Living Room, a Flex Room,

Carolyn Kress Berkshire Hathaway NE Prop.

36 Valley Ridge Dr, Higganum, CT 06441

Not Listed For Sale
12 Newberry St, Higganum, CT 06441

12 Newberry St, Higganum, CT 06441

/40
$599,000 Coming Soon
- 3 Beds
- 3.5 Baths
- 2,564 Sq Ft
593 Route 148, Killingworth, CT 06419

This home will not disappoint and is a pleasure to show!!! Charming Renovated Farmhouse on Nearly 5 Acres. A timeless classic reimagined with modern comforts, this beautifully renovated vintage farmhouse blends character and charm with thoughtful updates throughout. The stunning chef's kitchen features GE Cafe appliances, abundant cabinetry, a center island, and a delightful breakfast nook. A

Cathy Lynch

Coldwell Banker Realty

(860) 650-5323

593 Route 148, Killingworth, CT 06419
/19

$1,850 - $2,050 per month

Bridge Road Commons

1 Bed

105 Bridge Rd, Haddam, CT 06438

Experience modern living in the heart of Haddam, CT, where our open concept apartment units seamlessly blend comfort and style. Nestled in this picturesque town, our community features a clubhouse and inviting outdoor spaces, offering a perfect backdrop to enjoy Haddam's quaint charm. With scenic trails, historic landmarks, and the gentle flow of the nearby Connecticut River, Bridge Road Commons

105 Bridge Rd, Haddam, CT 06438
$795,000 Sold Jul 31, 2025
- 2,389 Sq Ft
- $333/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 1835
80 W Main St, Chester, CT 06412

Nestled in the storybook town of Chester, Connecticut-renowned for its vibrant arts scene, scenic countryside, and charming village center-this one-of-a-kind historic home lovingly maintained by its current steward,offers a truly inspiring lifestyle. Set on lush, idyllic grounds framed by mature trees, gardens,&stone walls, the property exudes timeless New England beauty.A collection of

Mary Jean Agostini RE/MAX Right Choice

80 W Main St, Chester, CT 06412

Est $598,047 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,990 Sq Ft
192 N Parker Hill Rd, Killingworth, CT 06419

192 N Parker Hill Rd, Killingworth, CT 06419

/40
$800,000
- 3 Beds
- 2.5 Baths
- 3,912 Sq Ft
67 Hayden Hill Rd, Haddam, CT 06438

**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

Sandra Blevins

William Raveis Real Estate

(860) 775-6788

67 Hayden Hill Rd, Haddam, CT 06438
/18
$2,750 per month
- 3 Beds
- 1 Bath
- 2,992 Sq Ft
- House for Rent
489 N Roast Meat Hill Rd, Killingworth, CT 06419

Welcome to your peaceful retreat in the heart of Killingworth! This spacious 3-bedroom, 1-bath apartment (approx. 1,000 sq. ft.) is nestled within a well-maintained 3-family home on a picturesque 4-acre property surrounded by woods, a serene pond, and a gentle stream. Step inside to find three bright and inviting bedrooms, a full kitchen, and a cozy living and dining area - perfect for relaxing

Cindy Breckheimer Forever Homes Real Estate LLC

489 N Roast Meat Hill Rd, Killingworth, CT 06419
$436,000 Sold Jul 31, 2025
- 1,270 Sq Ft
- $343/SF
- 75 Days On Market
- 3 Beds
- 2 Baths
- Built 1985
57 Parker Hill Rd, Killingworth, CT 06419

YOUR OWN PERSONAL NATURE PRESERVE! Sit on your covered deck and enjoy your own preseve that backs up to a state forest. You don't find many log homes and this one has it all. First floor bedroom, with 2 bedrooms above, 2 full bathrooms, dining room, living room with a stone fire place. Wood flooring throughout and a new boiler, newer Generac generator that uses propane and ready to use when you

Sally McMahon William Raveis Real Estate

57 Parker Hill Rd, Killingworth, CT 06419

Est $587,399 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,238 Sq Ft
9 Winterbrooke Rd, Moodus, CT 06469

9 Winterbrooke Rd, Moodus, CT 06469

/40
$785,000 Pending
- 4 Beds
- 3.5 Baths
- 4,175 Sq Ft
195 Injun Hollow Rd, East Hampton, CT 06424

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

Jodi Serapilia

William Raveis Real Estate

(860) 901-0627

195 Injun Hollow Rd, East Hampton, CT 06424
/23

$1,899 - $2,931 per month

Blueway Commons

1 - 2 Beds

3 Brookes Ct, Haddam, CT 06438

Blueway Commons, a residential community featuring one and two-bedroom apartments in Haddam, CT. Located by the iconic Swing Bridge, and just 25 minutes from Hartford, our spacious layouts and amenities welcome you home. We have a professional on-site management team, providing exceptional service at an ideal location within 15 minutes to the Connecticut shoreline and a short distance to the

3 Brookes Ct, Haddam, CT 06438
$1,391,500 Sold Jul 30, 2025
- 2,368 Sq Ft
- $588/SF
- 25 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2004
63 Main St, East Haddam, CT 06423

Nestled in the heart of the charming East Haddam Village, this stunning waterfront architecturally designed custom home offers a serene retreat on the banks of the Connecticut River. Spanning 2,368 square feet and sitting prominently on .36 acres. Every room in this impressive home features unobstructed views of the enchanting river vistas, allowing the beauty of nature to be a constant backdrop.

Lisa Golebiewski Coldwell Banker Realty

63 Main St, East Haddam, CT 06423

Est $558,373 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,462 Sq Ft
46 Cove Rd, East Haddam, CT 06469

46 Cove Rd, East Haddam, CT 06469

/15
$650,000 Pending
- Land
- 3.00 Acres
- $216,667 per Acre
195A Injun Hollow Rd, Haddam, CT 06424

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.

Jodi Serapilia

William Raveis Real Estate

(860) 809-5378

195A Injun Hollow Rd, Haddam, CT 06424
/27
$3,400 per month
- 5 Beds
- 3 Baths
- 3,000 Sq Ft
- House for Rent
67 Moodus Leesville Rd, Moodus, CT 06469

A rare opportunity to rent a spacious, tranquil retreat in Moodus. This 5-bedroom, 3-bathroom home is set on just over seven private acres and offers a unique blend of open land, wooded trails, and peaceful water views. Set back from the road, the property includes a large front yard, a small pond with a dock, and a huge wraparound deck overlooking both - ideal for quiet mornings or hosting. A

Abby Ondras Carl Guild & Associates

67 Moodus Leesville Rd, Moodus, CT 06469
$645,000 Sold Jul 29, 2025
- 3,980 Sq Ft
- $162/SF
- 48 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2006
67 Bartman Rd, Higganum, CT 06441

Lovely Colonial built in 2006, this well maintained property offers 9 spacious room, including 4 bedrooms, 2.5 baths, 1.01 ac and 1163 SF fin lower level. Step inside to be greeted by a 2 story foyer which opens to a DR and LR. The Foyer leads to the open-concept space including a Kitchen, Dining area and Family Room. The Kitchen has an island, granite and corian counters, pantry, stainless steel

Susan Lahrmann William Raveis Real Estate

67 Bartman Rd, Higganum, CT 06441

Est $220,000 Not Listed For Sale
168 Turkey Hill Rd, Haddam, CT 06438

168 Turkey Hill Rd, Haddam, CT 06438

/40
$745,000 Open Sat 12PM - 2PM
- 4 Beds
- 2.5 Baths
- 4,871 Sq Ft
16 Devonshire Ln, Higganum, CT 06441

Discover the perfect blend of comfort, space, and lifestyle in this beautifully maintained 4-bedroom Colonial, featuring a bright open floor plan ideal for today's living and entertaining. Step outside to your own private oasis with a stunning inground pool and lushly landscaped front and back yards, creating a serene, resort-like atmosphere. Located in a desirable area within a top-rated Blue

Tanya Bottaro Real Broker CT, LLC

16 Devonshire Ln, Higganum, CT 06441
/10
$1,900 per month
- 1 Bed
- 1 Bath
- 850 Sq Ft
- House for Rent
86 Spring St, Chester, CT 06412

AVAILABLE OCTOBER 2025: Recently renovated unit of a 2 family house in Chester CT. This 850 sq ft living space is heated by propane, has a flexible floor plan, in-unit laundry, new kitchen area floor & new fridge. 2 private entrances and outdoor space with small fire pit. Perfect for a solo renter or couple. WALK TO TOWN - just 8/10 mile to lovely downtown Chester. This charming, quaint town

86 Spring St, Chester, CT 06412
$220,000 Sold Jul 29, 2025
- 1,001 Sq Ft
- $220/SF
- 41 Days On Market
- 3 Beds
- 1 Bath
- Built 1948
35 Thayer Rd, Higganum, CT 06441

Discover the potential of this classic 3-bedroom, 1-bath ranch nestled in the heart of Higganum. Built in 1948, this home offers just over 1,000 square feet of living space and is brimming with opportunity for the right buyer to make it shine once again. Set on a level lot, the property features vinyl siding and a detached 1-car garage for added convenience. Step inside to find hardwood floors

Jolanta Rojek eXp Realty

35 Thayer Rd, Higganum, CT 06441

Est $807,174 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,351 Sq Ft
121 Silver Springs Dr, Higganum, CT 06441

121 Silver Springs Dr, Higganum, CT 06441

/40
$735,000 Open Sun 11AM - 1PM
- 4 Beds
- 2.5 Baths
- 3,195 Sq Ft
45 Summersweet Dr, Higganum, CT 06441

Absolutely stunning 4-bed, 2.5-bath colonial tucked away on a quiet cul-de-sac. From the stone pillars flanking the driveway to the beautifully landscaped grounds, this home is truly exceptional!. Walk into the large entryway full of natural light. To the right, a main-floor office with French doors that opens into a large dining room. The kitchen features maple cabinets, granite counters, a

Tracey Precourt Century 21 Clemens Group

45 Summersweet Dr, Higganum, CT 06441
/18
$1,900 per month
- 1 Bed
- 1 Bath
- 450 Sq Ft
- Apartment for Rent
23 Main St Unit 5 The Chace Suite, East Haddam, CT 06423

ALL UTILITIES INCLUDED. Brand new unit - totally remodeled in 2024. Handicapped accessible throughout, Quality throughout. Set up primarily as a B+B so all kitchen implements, pots and pans, glasses etc are there. Linens and towels can be provided. Cleaning service is available at an extra charge. Two other units in the building, including a 2BR are being finished off, to be available by mid

Allen Jacobs Sunset Creek Realty, LLC

23 Main St Unit 5 The Chace Suite, East Haddam, CT 06423
$466,500 Sold Jul 26, 2025
- 2,266 Sq Ft
- $206/SF
- 26 Days On Market
- 4 Beds
- 3 Baths
- Built 1987
60 Haddam Neck Rd, East Hampton, CT 06424

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

James Harrington Carl Guild & Associates

60 Haddam Neck Rd, East Hampton, CT 06424

Est $455,487 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,803 Sq Ft
8 Little City Rd, Higganum, CT 06441

8 Little City Rd, Higganum, CT 06441

/39
$774,000
- 4 Beds
- 3.5 Baths
- 3,396 Sq Ft
28 Hoop Pole Hill Rd, Chester, CT 06412

Discover the perfect blend of elegance and convenience in this custom Cape Cod home, nestled privately in Chester, CT. Boasting 4 bedrooms and 3.5 baths, this residence is convenient to the vibrant downtown area and easily accessible to the highway, yet set in a quiet woodland sanctuary, directly across from over 100 acres of state forest and trails. With timeless decor that exudes classic charm,

Teri Strain-Lewis William Pitt Sotheby's Int'l

28 Hoop Pole Hill Rd, Chester, CT 06412
/6
$1,350 per month
- 2 Beds
- 1 Bath
- 950 Sq Ft
- Condo for Rent
23 Denlar Dr Unit A, Chester, CT 06412

Rent is $1350 Plus Utility first, last, and security. Reference required "NO PETS". show contact infoAir Conditioning

23 Denlar Dr Unit A, Chester, CT 06412
$525,000 Sold Jul 25, 2025
- 2,272 Sq Ft
- $231/SF
- 29 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1969
4 Sypher Rd, Chester, CT 06412

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

Kelly Puorro Puorro Realty Group

4 Sypher Rd, Chester, CT 06412

Est $490,610 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 2,044 Sq Ft
60 Schnoor Rd, Killingworth, CT 06419

60 Schnoor Rd, Killingworth, CT 06419

/40
$874,000 Open Sun 1PM - 3PM
- 4 Beds
- 2.5 Baths
- 4,575 Sq Ft
34 Skunk Misery Rd, Higganum, CT 06441

Experience peaceful, country living at its absolute finest with 34 Skunk Misery Road! This meticulously custom-built and cared-for colonial brings your private-oasis dreams to life. Upon arrival, you are met with serene and palatial grounds inclusive of a professionally crafted landscape, detached three-car garage with overhead storage, tranquil front porch, garden area offering wild-grown

Melanie Abbott William Pitt Sotheby's Int'l

34 Skunk Misery Rd, Higganum, CT 06441
/18
$1,800 per month
- 1 Bed
- 1 Bath
- 450 Sq Ft
- House for Rent
23 Main St Unit 2 - The Burton Suite, East Haddam, CT 06423

Brand new unit to be completed soon- The Burton Suite available at the completely remodeled Society Hall, a stone's throw from The Gelston House, Goodspeed Opera House, and the rest of downtown East Haddam!

Stephanie Jacobs Sunset Creek Realty, LLC

23 Main St Unit 2 - The Burton Suite, East Haddam, CT 06423
$875,000 Sold Jul 25, 2025
- 3,206 Sq Ft
- $273/SF
- 83 Days On Market
- 4 Beds
- 3 Baths
- Built 2004
79 Cedar Lake Rd, Chester, CT 06412

A perfect opportunity for a 'Gentleman's Farm' in this wonderful 3200 Sq/Ft Farmhouse Colonial on 11.8 Acres of Great Equestrian Lands w/ Beautiful Plantings, Custom Gardens & Direct Access to the Riding Trails of the Cockaponset State Forest & a short walk to Cedar Lake. You cannot beat this location! Check out our Virtual Reality Tour & those Pics! The Open & Contemporary Floor Plan has

Bill Heenan William Raveis Real Estate

79 Cedar Lake Rd, Chester, CT 06412

Est $556,856 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,840 Sq Ft
93 Nason Rd, Higganum, CT 06441

93 Nason Rd, Higganum, CT 06441

/40
$775,000
- 3 Beds
- 2.5 Baths
- 2,122 Sq Ft
51 Moodus Leesville Rd, Moodus, CT 06469

This federal Historic home is set amidst iconic new England stone walls, manicured lawns, mature pines, and charming perennials gardens. Its location adjacent to the center of Moodus Village offers a bucolic lifestyle combined with the convenience of a full range of providers, a rare find in rural East Haddam. Original features include wide-plank flooring, exposed beams, two chimneys serving four

Gigi Giordano Taylor Compass Connecticut, LLC

51 Moodus Leesville Rd, Moodus, CT 06469
$551,000 Sold Jul 23, 2025
- 899 Sq Ft
- $613/SF
- 13 Days On Market
- 3 Beds
- 1 Bath
- Built 1934
51 W Shore Dr, Higganum, CT 06441

This just might be your COOL spot on the water for our steamy summer. Direct waterfront on 40 acre Hidden Lake which is stream and spring fed. For your enjoyment, there is a deck overlooking the lake and a dock. Motor boats are restricted but electric motors are allowed. Beautiful stone walls line the driveway and patio with matching walkway from the off-street parking leading to a stone patio

Cindy Craig RE/MAX Precision Realty

51 W Shore Dr, Higganum, CT 06441

Est $854,865 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,033 Sq Ft
75 Pinnacle Ln, Chester, CT 06412

75 Pinnacle Ln, Chester, CT 06412

/40
$799,000
- 4 Beds
- 3 Baths
- 3,864 Sq Ft
8 Route 148, Killingworth, CT 06419

Tucked away in complete privacy, this stunning post and beam home offers a rare opportunity to live in harmony with nature. Situated on 6.4 acres of wooded serenity, the property is a true retreat and offers many outside features including a tranquil pond, ample space for gardens, hobbies, or simply room to roam. The home itself showcases timeless craftsmanship with exposed beams, soaring

Kara Bell J.M. REALTY

8 Route 148, Killingworth, CT 06419

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