Middlesex County CT Houses for Sale

/40
$1,250,000

New Construction
- 5 Beds
- 3.5 Baths
- 3,689 Sq Ft
25 Silver Springs Dr, Haddam, CT 06441

Modern farmhouse design meets refined craftsmanship in this to-be-built home set within the highly desirable Chatham Lake neighborhood, an established community of upscale homes on spacious lots, offering a peaceful setting surrounded by natural beauty. Positioned atop a gentle rise, the property captures beautiful ridgeline views and stunning sunset exposures from the front of the home, creating

Rob Paskiewicz CT Home Pro, LLC

25 Silver Springs Dr, Haddam, CT 06441
/36
$500,000

$50K PRICE DROP
- 3 Beds
- 2 Baths
- 1,956 Sq Ft
230 Killingworth Rd, Higganum, CT 06441

Beautifully remodeled 1780 Antique Colonial, thoughtfully modernized while preserving its historic integrity. This was never intended to be a sale-the current owner invested heavily in quality and craftsmanship before an unforeseen job relocation necessitated the move. Original wide plank flooring and five fireplaces remain throughout, showcasing the home's timeless character. The stunning

Brittany O'Hara William Raveis Real Estate

230 Killingworth Rd, Higganum, CT 06441
/40
$820,000
- 2 Beds
- 3 Baths
- 1,795 Sq Ft
199 E Shore Dr, Colchester, CT 06415

Experience elevated, year-round waterfront living at 199 East Shore Drive. Positioned directly on the widest expanse of Lake Hayward, this exceptional property delivers a seamless blend of classic lake house charm and modern capability. The main level offers an inviting, open-concept living and dining space anchored by a gas fireplace, custom built-in bookshelves, and hardwood flooring. The

Jonathan Archer William Raveis Real Estate

199 E Shore Dr, Colchester, CT 06415
/39
$359,000
- 3 Beds
- 1 Bath
- 1,235 Sq Ft
12 Garden Hill Rd, Middlefield, CT 06455

***MULTIPLE OFFERS - HIGHEST & BEST DEADLINE - SUNDAY 5PM*** Welcome to 12 Garden Hill Road - a charming 3-bedroom ranch nestled on a quiet cul-de-sac in Middlefield's desirable Rockfall neighborhood. Set on 0.61 acres of level, park-like land, this move-in ready home offers the perfect blend of privacy and comfort. Inside, an open floor plan connects the living, dining, and kitchen spaces. The

Christina Bates Coldwell Banker Realty

12 Garden Hill Rd, Middlefield, CT 06455
/36
$739,900
- 3 Beds
- 2 Baths
- 2,651 Sq Ft
67 Break Neck Hill Rd, Westbrook, CT 06498

Welcome to the Treehouse. Literally and figuratively. A suspension bridge leads to a custom treehouse hidden among the trees, and that's only the beginning! Set on 4.5 private wooded acres just minutes from Connecticut's shoreline, this completely custom full-round log home offers the feeling of a mountain retreat with the convenience of the coast. Surrounded by mature trees, rock outcroppings,

Carl Guild Carl Guild & Associates

67 Break Neck Hill Rd, Westbrook, CT 06498
/31
$1,590,000
- 3 Beds
- 2.5 Baths
- 1,916 Sq Ft
21 Fenbrook Rd, Old Saybrook, CT 06475

Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first

Ralph Harvey ListWithFreedom.com

21 Fenbrook Rd, Old Saybrook, CT 06475
/27
$440,000
- 3 Beds
- 2.5 Baths
- 1,736 Sq Ft
10 Oak Hill Dr, Clinton, CT 06413

Nestled atop of a quiet cul-de-sac in one of Clinton's established neighborhoods, 10 Oak Hill Drive offers the perfect blend of comfort, space, and convenience. Set on a generous 0.69 acre lot, this classic Colonial welcomes you with a thoughtful floor plan designed for everyday living and effortless entertaining. Inside, timeless slate floors welcome you home from the front door. Wood floors

Sacha Armstrong William Pitt Sotheby's International Realty

10 Oak Hill Dr, Clinton, CT 06413
/37
$2,200,000
- 4 Beds
- 2.5 Baths
- 2,197 Sq Ft
49 Hammock Rd, Clinton, CT 06413

Incredible location direct waterfront with private beach. The entire home has been renovated just move in and enjoy the beach life. This 4 Bedroom 2 1/2 bath home has everything inside and out. The patio overlooking the water is stunning. Additionally, the home has a full basement which is very rare.

Doug Rose Scalzo Real Estate

49 Hammock Rd, Clinton, CT 06413
/12
$899,900

New Construction $10K PRICE INCREASE
- 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
/40
$689,900

$60K PRICE DROP
- 2 Beds
- 1 Bath
- 1,153 Sq Ft
21 E Shore Dr, East Haddam, CT 06423

DIRECT WATERFRONT - New Price/Motivated Seller - Experience true lakefront living at this exceptional waterfront retreat on beautiful Lake Hayward, featuring approximately 193 feet of direct shoreline and breathtaking sunset views. Thoughtfully remodeled in the mid-1980s and meticulously maintained, this charming cottage blends warmth, character, and modern comfort. The inviting living room

Carolyn Kress Berkshire Hathaway NE Prop.

21 E Shore Dr, East Haddam, CT 06423
/6
$764,900

New Construction
- 3 Beds
- 2.5 Baths
- 2,706 Sq Ft
506 Freya Ln, East Hampton, CT 06424

The awaited Phase II is now available for Lake Overlook Estates. 2 beautiful homesites with views of Lake Pocotopaug. Lot 16 is 1.22 acres and Lot 20 is 2.21 acres. The Richmond w/dramatic facades including 3 gables, large windows. Flexible floor plans starting w/3 bdrms, 2-story family room w/large balcony overlook, huge great room kitch/dining area combo, large 1st floor walk in laundry room,

Mark Toledo Berkshire Hathaway NE Prop.

506 Freya Ln, East Hampton, CT 06424
/31
$300,000
- 3 Beds
- 1 Bath
- 1,412 Sq Ft
57 Ridge Rd, Middletown, CT 06457

Welcome to 57 Ridge Road, where nearly 150 years of New England character meet a home that has been quietly and completely modernized - so all that is left to do is move in. Built in 1879, it carries the warmth of its era without the headaches that usually come with a house its age. The big work is done: all-new windows, 200-amp electrical, and an efficient natural-gas heating and hot-water

Jonathan Zuromski Real Broker CT, LLC

57 Ridge Rd, Middletown, CT 06457
/4
$339,900
- 4 Beds
- 2 Baths
- 1,704 Sq Ft
42 Saybrook Rd, Middletown, CT 06457

This is home is located convenient to Shopping center and route 9. First floor main bedroom with full bath Addition three bedrooms on the upper level and a full bath. Builtin hutch in the dinning area. Living room with fireplace. (never used) Hardwood floors under carpeting. Ramp A detached two car garage. Property to be sold in as is condition, Contingent upon probate approval

Ramona B Gonzalez Berkshire Hathaway NE Prop.

42 Saybrook Rd, Middletown, CT 06457
/40
$849,900

$25K PRICE DROP
- 5 Beds
- 3.5 Baths
- 3,452 Sq Ft
29 Copper Beech Dr, Middletown, CT 06457

Tucked away on a quiet, highly desirable cul-de-sac of only 7 homes in the sought-after South Farms district, this beautifully crafted 5-bedroom, 3.5-bathroom colonial features a stunning brick-front facade and exceptional curb appeal. Boasting a coveted 3-car attached garage, the home greets you with an abundance of natural light and gleaming hardwood floors flowing seamlessly throughout the

Stefania Bramato Berkshire Hathaway NE Prop.

29 Copper Beech Dr, Middletown, CT 06457
/10
$299,000
- 2 Beds
- 1 Bath
- 732 Sq Ft
11 Jobs Gate 1, Portland, CT 06480

Must see this peaceful waterfront escape over looking Camp Ingersoll. This charming year-round home offers 2 bedrooms, 1 full bath, a cozy living room, and a kitchen overlooking the sparkling lake, creating the perfect setting to relax and unwind. Enjoy swimming, kayaking, and fishing right from your backyard while taking in the tranquil water views and natural surroundings. This home offer a New

Roseanne Scacca Dan Combs Real Estate

11 Jobs Gate 1, Portland, CT 06480
/40
$5,775,000
- 4 Beds
- 3.5 Baths
- 9,852 Sq Ft
89 River Rd, East Haddam, CT 06423

Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot

Colette Harron William Pitt Sotheby's Int'l

89 River Rd, East Haddam, CT 06423
/37
$1,595,000

$105K PRICE DROP
- 3 Beds
- 2 Baths
- 1,809 Sq Ft
104 Knollwood Dr, Old Saybrook, CT 06475

True tranquility awaits at this waterfront oasis! Unparalleled water views from every vantage point! Privately set on a generous 0.37-acre lot, this 3-bedroom home provides direct water access- perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates. Its architectural lines evoke a Normandy chalet vibe, while the

Karen Lee Coldwell Banker Realty

104 Knollwood Dr, Old Saybrook, CT 06475
/20
$197,900

$19K PRICE DROP
- 2 Beds
- 1 Bath
- 888 Sq Ft
19 Old Forge Rd, Westbrook, CT 06498

One of the Best/Private Locations in this well-kept New England Village Community. Very nice 2-bedroom house, 1 Bath, Sunroom, Eat-in Kitchen/Dining area, Living room, Roof 12 years old, Heat pump 2012, Water heater 2011 and Vinyl siding 2012. Kitchen, baths, floors in excellent shape. Central A/C 11 yrs old & a spacious private yard / with storage shed. Note: property bordered by private road on

Bob Cancelmo Berkshire Hathaway NE Prop.

19 Old Forge Rd, Westbrook, CT 06498
/40
$779,000

$45K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,433 Sq Ft
257 W Elm St, Deep River, CT 06417

Tucked away on 4.4 acres of rolling countryside with direct frontage on a tranquil reservoir, this custom-built farmhouse Cape is a rare find. Thoughtfully constructed in 2002 and lovingly maintained by its original owner, the home offers three bedrooms, two and a half baths, and a first-floor primary suite with a generous walk-in closet and en suite bath. Hardwood floors, a wood-burning

John Izzo William Raveis Real Estate

257 W Elm St, Deep River, CT 06417
/4
$667,900

New Construction
- 5 Beds
- 2.5 Baths
- 2,648 Sq Ft
7A Freya Ln, East Hampton, CT 06424

Lake Overlook Estates - an enclave of 12 homesites with stunning seasonal views of Lake Pocotopaug. Lot 4 - last home site available for Carma, LLC. Expanded Colonial III - this stately home offers a spacious and dramatic first floor with two story entry and double sided balcony overlook. The large kitchen is open to eating area and large great room. One will enjoy a mudroom, first floor office

Mark Toledo Berkshire Hathaway NE Prop.

7A Freya Ln, East Hampton, CT 06424
/13
$600,000
- 2 Beds
- 1 Bath
- 768 Sq Ft
28 Church St, Old Saybrook, CT 06475

This well-maintained 2-bedroom, 1-bathroom ranch is the ultimate turnkey opportunity in one of Connecticut's most beloved shoreline communities. Offered fully furnished - just move right in! Enjoy easy single-level living with a comfortable layout, all within minutes of Old Saybrook's downtown, local beaches, the Connecticut River, marinas, and charming shops and restaurants. Don't miss your

Timothy Johnson Starr Team at LPT Realty

28 Church St, Old Saybrook, CT 06475
/39
$1,140,000

$59K PRICE DROP
- 3 Beds
- 3 Baths
- 1,960 Sq Ft
17 College St, Old Saybrook, CT 06475

Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with

Deborah Pach Compass Connecticut, LLC

17 College St, Old Saybrook, CT 06475
/39
$1,600,000
- 4 Beds
- 5 Baths
- 4,070 Sq Ft
77 Main St, East Haddam, CT 06423

Perched over the CT River on one of the largest lots on Main, the David Watrous House offers water views from each room. This 1850 architectural treasure offers over 4,000 square feet of living space, plus an additional 1,500+ square foot walkout lower level. A detached oversized 3-bay post-and-beam carriage house offers exceptional workshop/studio space, stained glass windows and crowned by a

Sacha Armstrong William Pitt Sotheby's International Realty

77 Main St, East Haddam, CT 06423
/28
$1,695,000
- 4 Beds
- 3 Baths
- 2,178 Sq Ft
11 Cambridge Ct E, Old Saybrook, CT 06475

SHORELINE RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, and resort-style outdoor living in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces, refinished

Linda Coyle William Raveis Real Estate

11 Cambridge Ct E, Old Saybrook, CT 06475
/40
$899,900

$50K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,782 Sq Ft
16 Glen Grove Rd, Deep River, CT 06417

16 Glen Grove Road....a stunning custom built 2023 Colonial privately set on 4.53 acres in desirable Deep River. Tucked well off the road and surrounded by beautiful stone walls, this property offers exceptional privacy and endless possibilities to enjoy the outdoors, from garden areas & gorgeous rock walls, to creating your own walking trails throughout the wooded landscape. Inside, you'll find

Sara Tufano Real Broker CT, LLC

16 Glen Grove Rd, Deep River, CT 06417
/40
$7,889,000
- 3 Beds
- 5 Baths
- 4,664 Sq Ft
175 River Rd, Essex, CT 06426

Set along one of Essex's most coveted stretches of River Road, this exceptional waterfront estate offers a rare blend of understated elegance, privacy, and Connecticut River waterfront. Privately sited on nearly three acres, the property enjoys a serene, tucked-away feel while remaining just minutes from the heart of Essex Village. Custom-built and thoughtfully designed by its original owner, the

Susan Malan William Pitt Sotheby's Int'l

175 River Rd, Essex, CT 06426
/6
$149,000
- 4 Beds
- 1 Bath
- 1,765 Sq Ft
7 Evergreen Ave, Middletown, CT 06457

Investor opportunity with great potential on a charming street. This property has been substantially gutted and requires a complete renovation, including plumbing, HVAC, windows, roof, and repairs related to a roof leak. The layout offers excellent possibilities, with an open floorplan- high ceilings on the first floor and area for a full bath or laundry, three to four bedrooms on second floor,

Carly Luciér Our Home Realty Advisors

7 Evergreen Ave, Middletown, CT 06457
/34
$689,000

$10K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,168 Sq Ft
57 Hubbard Rd, Haddam, CT 06438

Amazing colonial on over 2 acres in the lovely country setting of Haddam. The 2-stall stable (interior walls are down) with water and electric on a level large lot, offers the opportunity for horses or other livestock. Some of the wonderful features of this home include~ First floor primary bedroom suite, large eat in country kitchen with stainless steel appliances, fireplace with insert in

Eileen Boulay William Pitt Sotheby's Int'l

57 Hubbard Rd, Haddam, CT 06438
/32
$775,000
- 2 Beds
- 1 Bath
- 960 Sq Ft
13 Cove St, Old Saybrook, CT 06475

Saybrook Point! Welcome to the coastal lifestyle you've been dreaming of! This fully renovated coastal retreat with partial water views offers an exceptional blend of privacy, charm and effortless lifestyle. Steps aways from desired Saybrook Point, marinas, mini golf, Fenwick Golf Course and a stroll to beaches, restaurants and Main Street - everything that defines the Old Saybrook lifestyle is

Sharon Linder Berkshire Hathaway NE Prop.

13 Cove St, Old Saybrook, CT 06475
/35
$329,900

$20K PRICE DROP
- 3 Beds
- 2 Baths
- 1,272 Sq Ft
20 Geromin Dr, Higganum, CT 06441

Nestled on over an acre of beautiful, peaceful land in a private, quiet neighborhood, this 3-bedroom, 2-bath split-level home offers a wonderful opportunity to build equity and make it your own. The spacious floor plan features a large eat-in kitchen with oak cabinetry, ample storage - open to large living room. Head upstairs and find a family room that leads out to a deck and the beautiful

Tracey Precourt Century 21 Clemens Group

20 Geromin Dr, Higganum, CT 06441
/17
$265,000
- 3 Beds
- 1 Bath
- 1,280 Sq Ft
3 Flower St, Middletown, CT 06457

Move right into this centrally located Middletown home! This 3 bedroom, 1 full bath home offers comfort, many updates, and timeless character in the heart of Middletown. Inside, you'll find a spacious living room perfect for entertaining lots of family and friends, along with touches of classic 1900s charm including a beautiful wood staircase and original railing details that add warmth and

Leah Schroeder KW Legacy Partners

3 Flower St, Middletown, CT 06457
/38
$6,600,000
- 6 Beds
- 4 Baths
- 5,739 Sq Ft
11 River Edge Rd, Old Saybrook, CT 06475

Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 5,739 square feet, this residence combines timeless architectural sophistication with the serene beauty of nature. Additional 1,500 sqft in the lower

Colette Harron William Pitt Sotheby's Int'l

11 River Edge Rd, Old Saybrook, CT 06475
/40
$3,995,000
- 6 Beds
- 4.5 Baths
- 5,536 Sq Ft
41 Watrous Point Rd, Old Saybrook, CT 06475

Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and

Teri Lewis William Pitt Sotheby's Int'l

41 Watrous Point Rd, Old Saybrook, CT 06475
/4
$1,400,000

New Construction
- 5 Beds
- 3.5 Baths
- 3,400 Sq Ft
Lot 1 - 160 Saybrook Rd, Essex, CT 06426

TO BE BUILT subject to final approval, imagine your beautiful new home here across the street from coveted south cove in Essex, Connecticut. Customization is possible, and initial design is just one option! This brand new home features traditional new england charm with modern amenities. Hardwood floors, beautiful natural light, granite/quartz countertops, soft close cabinetry and your choice of

Robyn Letourneau Berkshire Hathaway NE Prop.

Lot 1 - 160 Saybrook Rd, Essex, CT 06426
/32
$695,000
- 3 Beds
- 2 Baths
- 1,820 Sq Ft
37 Sunset Terrace, Essex, CT 06426

Perched on a hill tucked away from the street, with a level backyard and surrounded by mature trees, this distinctive Essex Village home offers the best of both worlds-peaceful seclusion yet just moments from Main Street shops, restaurants, marinas, and waterfront. Inside, this charming 3-bedroom, 2-full-bath home offers a warm and welcoming atmosphere with wood floors throughout, a full bath on

Meghan Flood William Raveis Real Estate

37 Sunset Terrace, Essex, CT 06426
/38
$929,900

Coming Soon
- 5 Beds
- 3.5 Baths
- 3,816 Sq Ft
29 Buell Hill Rd, Killingworth, CT 06419

Looking for a home with heart and soul? One that has been lovingly maintained and thoughtfully updated? This gracious 3,800 sqft Colonial sits proudly on a beautiful lot in one of Killingworth's most desirable neighborhoods. At the heart of the home is a beautifully appointed cook's kitchen that opens seamlessly to a sun-drenched family room, where expansive windows frame views of the private

Phoebe Schreiner William Pitt Sotheby's Int'l

29 Buell Hill Rd, Killingworth, CT 06419
/4
$435,000
- 5 Beds
- 2 Baths
- 2,540 Sq Ft
62R Silver St, Middletown, CT 06457

Property is being sold via online auction through Xome. Property is occupied-no interior access. Do not disturb occupants. Sold as-is, sight unseen. All bids must be submitted through Xome. Buyer to verify all information and perform their own due diligence, including condition, occupancy status, utilities, and any required inspections. Auction dates, terms, and conditions available on Xome.

Michael Calabro Coldwell Banker Calabro

62R Silver St, Middletown, CT 06457
/13
$499,900
- 4 Beds
- 3.5 Baths
- 4,390 Sq Ft
57 Summer St, Portland, CT 06480

Set on a generous 1.2-acre lot in Portland, this expansive ranch offers an incredible amount of space and potential for someone ready to bring their vision to life. With over 4,300 square feet of living space, the home features 10 rooms including 4 bedrooms and 3 full baths plus a half bath, providing plenty of room for extended living, hobbies, or multi-generational needs. The layout offers the

Carl Guild Carl Guild & Associates

57 Summer St, Portland, CT 06480
/17
$589,000

$10K PRICE DROP
- 4 Beds
- 2.5 Baths
- 2,594 Sq Ft
46 School Hill Ln, Westbrook, CT 06498

Welcome to 46 School Hill Ln, a spacious 4-bedroom, 2.5-bath home offering 2,594 sq ft of comfortable living space. The kitchen features white tile, Corian countertops, and a butcher block center island, perfect for everyday living and entertaining. The primary bath has been refreshed with new flooring and a new vanity. Major systems have been well maintained, including HVAC repairs completed

Derek Greene Derek Greene

46 School Hill Ln, Westbrook, CT 06498
/31
$304,900
- 3 Beds
- 1 Bath
- 888 Sq Ft
18 Lake Blvd, East Hampton, CT 06424

Great opportunity to own this enchanting 3-bedroom Cape located in a desirable lake community, just a short walk to beautiful Lake Pocotopaug and Sears Park. This warm and inviting home offers a comfortable open floor plan with a seamless flow through the living and dining areas. The beautifully remodeled bathroom brings a fresh, modern touch, while the large eat-in kitchen-featuring new tile

Gene Pica RE/MAX Alliance

18 Lake Blvd, East Hampton, CT 06424

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