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Looking for riverfront homes on Connecticut River - Middlesex County? Find river front real estate for sale here. Located in Middlesex County, Connecticut. Discover the best river front listings - properties, lots, and acreage to build your dream house, cottage or cabin on. Search for an agent who specializes in waterfront property to help you buy or sell a home.

Lakehouse.com has 44 properties for sale on Connecticut River - Middlesex County, as well as homes, lots, land and acreage in Chester, Essex, Deep River. Median home price: $1,256,990, lot price: $875,000. 

189 Middlesex Avenue

0 0.0   Sf: 21905   Yr: 1986  Acres: 3.020

Prime Investment Opportunity in Chester, CT Presenting 189-191 Middlesex Avenue, a fully leased, mixed-use property offering an exceptional investment opportunity in the heart of Chester, Connecticut...

41 Watrous Point Road

6 5.0   Sf: 5536   Yr: 1958  Acres: 2.700

Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek...

114 Walkley Hill Road

5 7.0   Sf: 5768   Yr: 1860  Acres: 10.000

Be home in time for the holidays A Historic Masterpiece, Reimagined Step into history and luxury with The James C. Walkley Estate, a grand manor originally built circa 1860 and impeccably remodeled...

134 River Road

5 8.0   Sf: 7405   Yr: 2000  Acres: 9.260

Commanding one of the highest and most breathtaking viewpoints in Essex, Eagles Peak offers this custom-built Georgian Colonial where elevated Connecticut River and Long Island Sound views take...

31 N Main Street

0 0.0   Sf: 12600   Yr: 1916  Acres: 0.780

Rich with incredible Essex history. Amazing and rare opportunity to own the original E.E. Dickinson office building. Many of the beautiful finishes remain from its original construction in 1916. Main...

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31 N Main Street

Acres: 0.780

Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of...

9 Essex Hills Drive

4 3.0   Sf: 2676   Yr: 1986  Acres: 0.930

Exquisitely updated & remodeled Essex home on the cusp of South Cove with easterly views. This fabulous home has been completely transformed into something very special! From the eat-in kitchen with...

77 Main Street

4 5.0   Sf: 4070   Yr: 1850  Acres: 0.870

The striking David Watrous house, located on the CT river, offers unobstructed views of the river where it merges with the Salmon river -from every room.This 1850s gem features 4 bedrooms, 3 custom...

10 Denlar Drive

0 0.0   Sf: 28525   Yr: 1987  Acres: 2.880

Two industrial buildings. 1961 building is 9,875 sf; 1987 building 18,650. Loading docks, overhead doors, several offices, break room, security system, ample parking, located off Rte 154 with...

11 N Main Street

0 5.0   Sf: 2760   Yr: 1880  Acres: 0.090

Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic...

11 N Main Street

4 4.0   Sf: 3036   Yr: 1880  Acres: 0.090

Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic...

11 N Main Street

4 5.0   Sf: 3036   Yr: 1880  Acres: 0.090

Welcome to the reimagined John Miner House on North Main Street in the charming Connecticut River Valley Village of Essex. Originally built in 1880 as a residence and tailor shop, this historic...

1572 Saybrook Road

4 3.0   Sf: 3036   Yr: 1850  Acres: 1.130

Unique Investment Opportunity! Discover this charming antique two-family home with timeless appeal, featuring a welcoming wraparound porch. Zoned for residential or commercial use, the property also...

1572 Saybrook Road

0 3.0   Sf: 3036   Yr: 1850  Acres: 1.130

Unique Investment Opportunity! Discover this charming antique two-family home with timeless appeal, featuring a welcoming wraparound porch. Zoned for residential or commercial use, the property also...

209 Main Street

0 9.0   Sf: 4982   Yr: 1845  Acres: 0.450

Experience the timeless beauty of New England living! This meticulously restored 1854 Colonial blends historic charm with modern comfort in the heart of Deep River. Every detail has been thoughtfully...

209 Main Street

9 9.0   Sf: 4982   Yr: 1845  Acres: 0.450

Experience the timeless beauty of New England living! This meticulously restored 1854 Colonial blends historic charm with modern comfort in the heart of Deep River. Every detail has been thoughtfully...

41B River Road

Acres: 1.020

Peaceful, tranquil waterfront lot available. This special location is on Falls River Cove with a shared dock and consists of 1+ acres ready for new construction. View restrictions in place. Please...

3 Essex Square

0 3.0   Sf: 4544   Yr: 1900  Acres: 0.130

Newly APPROVED for mixed use. An iconic c.1900 Essex commercial property for sale at the head of Main Street. The building is currently divided into two condominium units. Unit 'A' consists of 1,484...

3 Essex Square

0 3.0   Sf: 4544   Yr: 1900  Acres: 0.130

Newly APPROVED for mixed use! An iconic Essex village property for sale at the head of Main Street! Potential here to create your own custom Essex village pied-a-terre with an income-producing...

62 River Street

4 2.0   Sf: 1970   Yr: 1890  Acres: 0.930

STEP INSIDE AND PRVIEW THIS UP TO DATE VICTORIAN. Easy to show this remodeled two family HOME, could be converted to single family. move in condition, all new appliances. CLOSE TO TOWN, DRUG STORE...

62 RIVER Street

4 2.0   Sf: 1970   Yr: 1890  Acres: 0.930

A RARE GEM, WELCOME TO THIS RESTORED VICTORIAN TWO FAMILY HOME DESIGNED FOR EASY LIVINGPLETELY REMODELED, EACH UNIT HAS TWO BEDROOMS AND 1 BATH AS WELL NEW KITCHEN AND APPLIANCES. THE HOME ALSO...

4 Bank Lane

Acres: 0.290

Amazing Essex Village location. 4 Bank Lane is one of four parcels which create an enclave in a prime spot in Essex Village yet is private and allows the abiltiy to build new. This special setting...

58 Middle Haddam Road

5 2.0   Sf: 2010   Yr: 1780  Acres: 0.700

Dreaming of a stylish country retreat with history? Look no further than the charming Captain Elijah Johnson house, nestled in the bucolic village of Middle Haddam, CT and located just two hours from...

1 Ferry Road

3 3.0   Sf: 2752   Yr: 1790  Acres: 1.390

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...

100 Dudley Avenue unit: H43

2 3.0   Sf: 1920   Yr: 1979 

Beautiful Condominium offered in Sheltered Cove. Set within the serene, meticulously maintained grounds of Sheltered Cove, this charming two-story condominium offers a rare chance to enjoy North Cove...

2 Norwich Road

0 3.0   Sf: 1995   Yr: 1850  Acres: 0.260

Great location with excellent visibility. Mixed use, two apartments, two retail spaces. A few doors from Goodspeed Opera House, Gelston House and the Connecticut River.

2 Norwich Road

2 3.0   Sf: 1995   Yr: 1850  Acres: 0.260

Great location with excellent visibility. Mixed use, two apartments, two retail spaces. A few doors from Goodspeed Opera House, Gelston House and the Connecticut River.

79 Middlesex Avenue

2 1.0   Sf: 1470   Yr: 1952  Acres: 0.820

Charming Cape just steps from Chester Village! This inviting 2-bed, 1-bath home blends timeless New England character with everyday comfort and walk-to-village convenience. Warm hardwood floors flow...

346 Main Street

0 2.0   Sf: 1482   Yr: 1880  Acres: 0.020

Location, Location, Location! Nice 1482sf retail building in the heart of Main St. Middletown. High traffic area, property currently being used as smoke shop, but can fit many other retail needs...

36 Neck Road

0 5.0   Sf: 1766   Yr: 1780  Acres: 0.130

This single family residence is included in the sale of the adjacent Old Lyme Marina. It's zoned commercial, WF20 and can be rented short or long term or converted to a range of businesses including...

34 Neck Road

0 5.0   Sf: 9036   Yr: 1950  Acres: 1.180

Old Lyme Marina is a full-service, income generating marina located on the Connecticut River in Old Lyme, Connecticut. This offering represents a rare opportunity to acquire a waterfront asset with...

117 Elys Ferry Road

5 6.0   Sf: 4956   Yr: 1750  Acres: 8.870

Available for only the third time in 100 years this much-admired country Estate c.1750 on one of the most beautiful roads in Lyme, CT. Often photographed & featured in paintings, you will know this...

11 Essex Hills Drive

4 4.0   Sf: 3892   Yr: 1986  Acres: 0.920

Classic New England Center Hall Colonial set on a professionally landscaped acre offers exceptional quality & craftsmanship throughout. Enter through the covered portico to an inviting foyer. This...

35 Prospect Street

4 3.0   Sf: 2400   Yr: 1900  Acres: 0.380

A solidly built and sturdy Victorian with a lovely covered front porch in Essex Village is on the market for the first time in over 60 years. This welcoming home has high ceilings, beautiful molding...

23 Main Street

7 6.0   Sf: 2942   Yr: 1866  Acres: 0.470

Completely remodeled inside in 2025, this historic building has the potential for multiple uses. It was approved as a tavern on the first floor, and B+B units on the 2nd and 3rd floor or long term...

132 Main Street

0 0.0   Sf: 23467   Yr: 1900  Acres: 1.940

Chesterfields has been a nursing home in Chester for many years. It can no longer be used for that purpose. This property also has a parking lot directly across the street which is half an acre. Its...

16 Coult Lane

4 4.0   Sf: 3152   Yr: 1977  Acres: 1.890

Welcome to this fully renovated ranch-style residence, offering effortless single level living in a peaceful coastal Connecticut setting. Thoughtfully designed to accommodate large gatherings, this...

26 College Street

5 3.0   Sf: 2898   Yr: 1929  Acres: 0.750

Discover a truly enchanting antique home nestled in the heart of Old Saybrook's quaint, historic charm. This beautiful 4/5 bedroom residence overflows with character and period details, offering a...

9 Hickory Hill Drive

3 3.0   Sf: 2888   Yr: 1985  Acres: 1.230

Welcome to 9 Hickory Hill Drive! Set high on a hill in the heart of the charming Connecticut River Village of Chester. This striking Contemporary offers over 2800 sqft. of light-filled living space...

60 N Main Street

3 3.0   Sf: 1344   Yr: 1965  Acres: 0.180

Sweet reproduction Saltbox Colonial in Essex Village. Home has been in the same family for 40 years. Many recent updates including clapboard siding, windows, central a/c, wood roof. 2/3 bedrooms, 2...

11 Coulter Street unit: 28

2 3.0   Sf: 2099   Yr: 1986 

Exceptional tri-level condo with many updated custom features. Open yet seperate main level living room, dining room, new kitchen with dining area and new half bath. Beautifully designed built in...

21 River Lane

3 3.0   Sf: 2018   Yr: 1966  Acres: 0.700

Remodeled from the ground up this home is ready for new owners to move right in and enjoy! Centrally located to the village center & the CT River, gives you easy access to the town center where you...

Middlesex Turnpike

0 0.0 Acres: 32.660

32.66 ac at a prime intersection in Old Saybrook right off I-95. W/ Plans for various layouts of multiple building to totaling as much as 50,000 sqft +/-. B4 Zone offers a wide variety of uses. A...

11 Winter Avenue

3 2.0   Sf: 1132   Yr: 2024  Acres: 0.180

Check out this gorgeous home completely rebuilt from top to bottom! Imagine... brand new Roof, Siding, Windows, Mechanicals... no hassles for years to come!! This Deep River gem offers all new...

Connecticut River - Middlesex County Information

The Connecticut River is a prominent natural feature running through Connecticut and is especially significant in Middlesex County. Here's some information about fishing, boating, and other activities along this beautiful river:

Overview
- Length: The Connecticut River is approximately 410 miles long and is the longest river in New England.
- Middlesex County: This county offers a picturesque stretch of the river, known for its scenic views, vibrant ecosystems, and abundant recreational opportunities.

Fishing
- Species: The Connecticut River hosts a variety of fish species. Anglers can expect to find:
- Bass (largemouth and smallmouth)
- Trout (especially in the sections nearer to the river's source)
- Catfish
- Pickerel
- Panfish
- Regulations: Always check the current Connecticut Department of Energy and Environmental Protection (DEEP) regulations for fishing licenses, size limits, and catch-and-release rules.
- Fishing Areas: Popular spots in Middlesex County include the areas around Deep River, Middletown, and Essex. Local parks and access points often provide facilities for anglers.

Boating
- Types of Boating: The Connecticut River is suitable for various boating activities, including:
- Kayaking/Canoeing: Many local companies offer rentals and guided tours.
- Motorboating: The river is navigable for motorboats, but it’s advisable to be aware of local speed limits and no-wake zones.
- Sailing: The river's broad stretches allow for enjoyable sailing experiences.
- Launch Sites: Numerous public and private boat ramps and access points can be found throughout Middlesex County, including:
- Middletown Boat Launch
- Essex Marina
- Deep River Boat Ramp

Recreational Activities
- Parks and Trails: The Connecticut River waterfront in Middlesex County features parks with walking and biking trails, picnic facilities, and scenic vistas.
- Wildlife Watching: The river is home to a diverse range of wildlife, making it a great spot for birdwatching and nature photography.
- Events and Cruises: Throughout the year, various events, including boat parades, festivals, and guided eco-tours, take place along the river.

Safety and Conservation
- Safety: Always wear life jackets and be aware of changing weather conditions. Know the local boating regulations and operating guidelines.
- Conservation: Engage in eco-friendly practices while fishing and boating to help preserve the river's natural beauty and wildlife. Follow “Leave No Trace” principles to minimize your impact on the environment.

Additional Resources
- Connecticut DEEP: For updated regulations and guidelines concerning fishing and boating, visit the Connecticut Department of Energy and Environmental Protection’s website.
- Local Organizations: Consider connecting with local fishing clubs or boating associations for more information about community events and activities.

Enjoy your adventures along the Connecticut River in Middlesex County! Whether you’re fishing, boating, or simply enjoying the great outdoors, the river offers a wealth of experiences.

If you're interested in specific real estate options, amenities, or activities around the lake, feel free to ask a Lake Real Estate Specialist!