Middlesex, CT Homes

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  /10

  $175,000

  • Land
  • 2.20 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
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  Explore Essex

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  /20

  $2,000 per month

  Apartment for Rent

  2 Beds

  70 Pond Meadow Rd, Ivoryton, CT 06442

  Freshly Painted second floor unit, 2 bedrooms/1 bathroom

  70 Pond Meadow Rd, Ivoryton, CT 06442
• 

  $498,000 Sold Jul 30, 2025

  • 1,742 Sq Ft
  • $286/SF
  • 76 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1963

  41 Woodland Dr, Centerbrook, CT 06409

  Update! NEW SEPTIC and septic leaching fields along with a new radon mitigation system. Welcome to 41 Woodland Drive! Nestled in one of Centerbrook's most desirable neighborhoods, this picturesque 3 bedroom, 1.5 bath Cape sits on a lush .83-acre lot and exudes warmth, character, and tremendous charm. Built in 1963, the home offers 1,742 square feet of living space, central air, hardwood floors

  Kristina Quinones William Pitt Sotheby's Int'l

  41 Woodland Dr, Centerbrook, CT 06409
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  Est $1,494,240 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,961 Sq Ft

  32 River Road Dr, Essex, CT 06426

  32 River Road Dr, Essex, CT 06426
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  /38

  $1,195,000 Open Sun 11AM - 2PM

  • 3 Beds
  • 3 Baths
  • 2,050 Sq Ft

  1 Primrose Ledge, Essex, CT 06426

  Welcome to 1 Primrose Ledge, located in a highly-sought-after enclave of custom- built homes in a lush and private setting. An exceptional example of one level-living at its finest, featuring many thoughtful updates throughout after two additions completed in the past few years. Updates include a spacious heated and cooled conservatory at the rear of the house overlooking the lovely back yard and

  Susan Malan William Pitt Sotheby's Int'l

  1 Primrose Ledge, Essex, CT 06426
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  /7

  $1,200 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  62 N Main St, Essex, CT 06426

  62-1 Main Street Centerbrook. Sweet second story one bedroom apartment. Easy access to conveniences and Route 9 and I-95. Tenant pays electricity in addition to the rent. No pets or smoking allowed. Apartment is above a dental practice

  Susan Malan William Pitt Sotheby's Int'l

  62 N Main St, Essex, CT 06426
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  $1,387,000 Sold Jul 24, 2025

  • 2,838 Sq Ft
  • $489/SF
  • 58 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1900

  36 West Ave, Essex, CT 06426

  Charming Vintage Colonial in the Heart of Essex Village This beautifully renovated vintage Colonial, initially built in 1900, is ideally located in the heart of Essex Village. Set on a prime lot with a view of, and direct access to, the scenic 17-acre Cross Lots Land Trust, this 3,225 sq ft home offers the perfect blend of timeless charm and modern comfort. Step inside to discover custom millwork

  Yolanda Lowe William Pitt Sotheby's Int'l

  36 West Ave, Essex, CT 06426
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  Est $2,880,050 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 6,978 Sq Ft

  14 Rackett Ln, Essex, CT 06426

  14 Rackett Ln, Essex, CT 06426
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  /40

  $1,675,000

  • 4 Beds
  • 2.5 Baths
  • 2,634 Sq Ft

  18 Benson Ln, Essex, CT 06426

  Perhaps once in a generation might an Essex village property with so much to offer and such potential to expand, become available for purchase. The setting is otherworldly. The gracious level 1.37 acre lot is located in a coveted neighborhood, prized for its natural beauty, country vibe, and close proximity to downtown Essex. The grounds are awe-inspiring. Subtly landscaped borders contain an

  Rick Weiner William Pitt Sotheby's Int'l

  18 Benson Ln, Essex, CT 06426
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  /9

  $1,500 per month

  Apartment for Rent

  1 Bed

  26 Sunset Terrace Unit 26C, Essex, CT 06426

  26 Sunset Terrace Unit 26C, Essex, CT 06426
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  $870,000 Sold Jul 21, 2025

  • 1,968 Sq Ft
  • $442/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1856

  30 Saybrook Rd, Essex, CT 06426

  This 1856 Essex farmhouse isn't just well cared for-it's been shaped by years of thoughtful, intentional stewardship. Set on 1.04 private acres with mature trees, curated landscaping, and hand-laid stonework, it reflects the steady vision of a homeowner who treated every upgrade as a form of stewardship. There are 4 fireplaces-including one outdoors-each anchoring a different rhythm of life. The

  Jonathan Zuromski Real Broker CT, LLC

  30 Saybrook Rd, Essex, CT 06426
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  Est $1,245,287 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,024 Sq Ft

  19 Heron Pond Rd, Essex, CT 06426

  19 Heron Pond Rd, Essex, CT 06426
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  /26

  $2,495,000

  • 8 Baths
  • 12,155 Sq Ft

  31 N Main St, Essex, CT 06426

  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 land, large footprint. Rare opportunity to own a cherished piece of Essex history

  Susan Malan William Pitt Sotheby's Int'l

  31 N Main St, Essex, CT 06426
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  /18

  $2,000 per month

  • 1 Bed
  • 1 Bath
  • 451 Sq Ft
  • House for Rent

  7 Pratt St Unit 8, Essex, CT 06426

  This is a FULLY-FURNISHED ACADEMIC RENTAL beginning on September 15, 2025 and ending on June 15, 2026 located in the heart of Essex Village. This one bedroom unit is beautifully and completely furnished. Just turn the key and walk into your home. The marinas, shops, library, River Museum, river, restaurants, tennis courts, parks are just steps away. No pets and no smoking as well as on street

  Kathleen Harrison William Raveis Real Estate

  7 Pratt St Unit 8, Essex, CT 06426
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  $1,300,000 Sold Jul 17, 2025

  • 2,042 Sq Ft
  • $637/SF
  • 99 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1853

  83 N Main St, Essex, CT 06426

  Every home tells a story, and the Washington Clark Homestead c. 1853 is no exception. Rich in both local history and architectural detail, this often-admired home in the heart of the village is brimming with charm and character. Curated to perfection with no expense spared or detail overlooked, this signature residence was recently renovated for the current owner by BLUEWATER Millwork &

  Kyle Hinding Coldwell Banker Realty

  83 N Main St, Essex, CT 06426
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  Est $1,168,564 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,227 Sq Ft

  27 Partridge Hill Ln, Essex, CT 06426

  27 Partridge Hill Ln, Essex, CT 06426
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  /35

  $2,200,000

  • 4 Beds
  • 3.5 Baths
  • 4,162 Sq Ft

  20 Hemlock Dr, Essex, CT 06426

  Extraordinary opportunity to own direct waterfront home with permitted dock and private tidal beach. Breathtaking panoramic views of South Cove and seamless access to the CT River. Enjoy daily views of Essex Village and surrounding marinas. Elegant, entertainment ready home offers over 4100 sq. ft of living space that does not include partially finished, walkout lower level. Oversized windows and

  Dee Hasuly KW Legacy Partners

  20 Hemlock Dr, Essex, CT 06426
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  /5

  $950 per month

  • 1 Bed
  • 0.5 Baths
  • 490 Sq Ft
  • Condo for Rent

  11 N Main St Unit A, Essex, CT 06426

  Property Id: 1395635It is a furnished office rent. The property is located in the heart of the Essex Village which is in the middle of tourist area and residential areas. This attractive office has many updates including windows, a conventional air/heat mini split, etc. Large windows allow tons of natural lights and show your business to potential clients. Everything is near in walking

  11 N Main St Unit A, Essex, CT 06426
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  $749,900 Sold Jul 16, 2025

  • 2,976 Sq Ft
  • $252/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1967

  17 Partridge Hill Ln, Essex, CT 06426

  Fantastic four-bedroom home with fully finished walk out lower level, attached two car garage, hardwood floors, two fireplaces, formal dining room. Home has been updated and refreshed, ample natural light, easy maintenance grounds, cul de sac street and less than one mile to everything Essex Village, shops, restaurants, marinas, yacht clubs and more.

  Susan Malan William Pitt Sotheby's Int'l

  17 Partridge Hill Ln, Essex, CT 06426
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft

  65 Main St Unit 30, Essex, CT 06426

  65 Main St Unit 30, Essex, CT 06426
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  /38

  $949,000

  • 3 Beds
  • 3 Baths
  • 3,467 Sq Ft

  34 West Ave, Essex, CT 06426

  Prime location in the heart of Essex village. Walk to Downtown Essex restaurants, quaint shops, marinas and the CT River. This well appointed home offers both charm and modern amenities. Central location- close to everything- yet a private setting. It's cozy yet expansive. Featuring hardwood floors throughout, built-ins, and a wall of windows that leads to a captivating semi-circular screened in

  Meghan Flood William Raveis Real Estate

  34 West Ave, Essex, CT 06426
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  /19

  $2,850 per month

  • 1 Bed
  • 2 Baths
  • 950 Sq Ft
  • House for Rent

  14 Pratt St, Essex, CT 06426

  Live the Good Life in Historic Essex Village! This beautifully renovated 3 level apartment in an 1880 duplex home blends timeless charm with modern design in the heart of the Connecticut River Valley. Thoughtfully reimagined with an architecturally designed open floor plan, the light-filled first floor features soaring 9+ foot ceilings and generous spaces for living, dining, and entertaining. The

  Kathy Schellens William Pitt Sotheby's Int'l

  14 Pratt St, Essex, CT 06426
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  $588,000 Sold Jul 16, 2025

  • 2,805 Sq Ft
  • $210/SF
  • 62 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1997

  29 Bushy Hill Rd, Ivoryton, CT 06442

  Nestled in the scenic woods of Ivoryton, this architecturally striking home blends elegance, comfort, and privacy on nearly 2 acres. Welcome to 29 Bushy Hill Road-a truly one of a kind property with modern flair, and natural beauty at every turn. The stand out features include a dramatic turret-style entry, soaring ceilings, natural light in every room and flexible spaces. The home is a

  Erin McNamara RE/MAX on the Bay

  29 Bushy Hill Rd, Ivoryton, CT 06442
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  Est $336,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 886 Sq Ft

  38 N Main St Unit 14, Essex, CT 06426

  38 N Main St Unit 14, Essex, CT 06426
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  /40

  $2,195,000

  • 4 Beds
  • 3.5 Baths
  • 3,724 Sq Ft

  101 N Main St, Essex, CT 06426

  In the heart of Essex Village! This iconic home with its welcoming front porch offers a rare opportunity for a family compound or multi-generational living just steps from shops & restaurants. Inside, a gracious foyer leads to bright, well-proportioned rooms. The parlor opens to a cozy family room with a gas fireplace and Riverstone flooring. French doors connect to the formal dining room

  Kyle Hinding Coldwell Banker Realty

  101 N Main St, Essex, CT 06426
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  /11

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  15 Prospect St, Essex, CT 06426

  Great location in the heart of Essex Village, 1 bedroom, 1 bath apartment, lots of natural light in a quiet building, new oven, new lighting fixtures, built in shelves. Heat & hot water included! Available immediately.

  Maureen Evans William Raveis Real Estate

  15 Prospect St, Essex, CT 06426
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  $185,000 Sold Jul 15, 2025

  • 540 Sq Ft
  • $343/SF
  • 33 Days On Market

  • Studio
  • 1 Bath
  • Built 1986

  15 Sunset Terrace Unit 10, Essex, CT 06426

  Embrace the charm of this modern Essex, CT studio condo! Unit #10 has an open floor plan and is located on the second floor. Step through the private entrance to a staircase leading up to the studio, where you are welcomed by large windows and a skylight that bathes the space in natural light, creating a bright and inviting ambiance. The updated full bath has a contemporary tile shower, a chic

  Jennifer Bordonaro William Pitt Sotheby's Int'l

  15 Sunset Terrace Unit 10, Essex, CT 06426
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  Est $276,083 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 828 Sq Ft

  20 Comstock Ave Unit 2B, Ivoryton, CT 06442

  20 Comstock Ave Unit 2B, Ivoryton, CT 06442
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  /37

  $1,349,000

  • 5 Beds
  • 6 Baths
  • 5,364 Sq Ft

  17 Lookout Hill, Essex, CT 06426

  An impressive and enchanting private retreat set on 1.51 acres atop a quiet cul-de-sac minutes from Essex village and the CT river. The perfect sanctuary for those seeking tranquility with room to entertain family and friends. Recent updates include new skylights, a freshly painted interior, and refinished wide-board hardwood flooring. 4,714 SF - PLUS a very useful 650 SF walk-out lower level

  Rick Weiner William Pitt Sotheby's Int'l

  17 Lookout Hill, Essex, CT 06426
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  /21

  $2,200 per month

  • 2 Beds
  • 1.5 Baths
  • 912 Sq Ft
  • House for Rent

  82 River Rd, Essex, CT 06426

  River Road Essex. This is a charming antique 2 bedroom converted gate house cottage with wonderful details. Wood floors and paneled walls. Large windows, beautiful stone walls and beamed ceilings in the living room. Kitchen has washer and dryer. Includes one car parking in the barn/garage. Private lawn area for gardening is also included. This property is non smoking and no pets are allowed.

  Susan Malan William Pitt Sotheby's Int'l

  82 River Rd, Essex, CT 06426
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  $4,400,000 Sold Jul 11, 2025

  • 3,488 Sq Ft
  • $1261/SF
  • 49 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1845

  30 Main St, Essex, CT 06426

  30 Main St. was originally built in 1845 by James Phelps in the Greek Revival Style and located on approximately .26-acres facing charming Middle Cove and Main St. Reimagined and modernized in 2014 by the current owners; the property has been the subject of national, state and regional architecture awards for design and craftsmanship. It was rebuilt with all new plumbing, electrical, mechanicals

  Susan Malan William Pitt Sotheby's Int'l

  30 Main St, Essex, CT 06426
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  Est $369,637 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 979 Sq Ft

  27 N Main St Unit 4, Essex, CT 06426

  27 N Main St Unit 4, Essex, CT 06426
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  /30

  $899,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,096 Sq Ft

  35 Essex Hills Dr, Essex, CT 06426

  Nestled at the end of a picturesque cul-de-sac in the heart of historic Essex, this beautifully maintained residence offers over 3,000 square feet of refined living space just moments from the scenic Connecticut River. Step inside to a dramatic two-story foyer that sets the tone for the open and airy floor plan. The kitchen features custom cabinetry, granite counters, and gleaming stainless steel

  Michael Bordiere Bordiere Building & Realty

  35 Essex Hills Dr, Essex, CT 06426
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  /10

  $1,550 per month

  • 1 Bed
  • 1 Bath
  • 475 Sq Ft
  • House for Rent

  15 Main St Unit 1, Essex, CT 06426

  Located in the heart of Essex Village in the beautiful Connecticut River Valley, this sweet 1-bedroom, 1-bath second-floor apartment has been newly renovated and is move-in ready. Enjoy the convenience of a Main Street location-just a short stroll to the Connecticut River, quaint shops, award-winning restaurants, and scenic marinas. Live in one of the "Best Small Towns in America" and experience

  Kathy Schellens William Pitt Sotheby's Int'l

  15 Main St Unit 1, Essex, CT 06426
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  $827,500 Sold Jul 01, 2025

  • 3,625 Sq Ft
  • $228/SF
  • 26 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1997

  28 Hudson Ln, Essex, CT 06426

  Nestled on a quiet cul-de-sac and abutting Essex Land Trust property, this charming and private Cape Cod blends classic design with modern comforts. Step inside to find hardwood floors and an inviting open-concept layout that seamlessly connects the living room, kitchen, and formal dining room-perfect for both everyday living and entertaining. The kitchen is bright and airy with an eating area

  Carol Frost Compass Connecticut, LLC

  28 Hudson Ln, Essex, CT 06426
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  Est $606,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,701 Sq Ft

  75 N Main St, Essex, CT 06426

  75 N Main St, Essex, CT 06426
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  /40

  $1,195,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,717 Sq Ft

  20 Navy Ln, Essex, CT 06426

  Perched high above the Connecticut River on a private 3-acre lot, 20 Navy Lane is an architectural marvel, designed by a team from Centerbrook Architects that included the renowned American architect Charles W. Moore. The river stars as the primary focus of the home as almost every room in the house has a window facing the panoramic views spanning from Essex to Old Lyme. Easements on nearby

  Susan Malan William Pitt Sotheby's Int'l

  20 Navy Ln, Essex, CT 06426
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  /17

  $2,750 per month

  • 3 Beds
  • 1.5 Baths
  • 1,008 Sq Ft
  • House for Rent

  41 Melody Ln, Ivoryton, CT 06442

  Rare find in the Town of Essex, Village of Ivoryton! This absolutely immaculate 3 bedroom, 1 1/2 bath ranch style home is situated on a beautiful lot in a wonderful neighborhood. The home has undergone a major rennovation from top to bottom including hardwood floors, windows, stainless kitchen appliances, washer, dryer and central air. Relax or entertain on a spacious deck. There is a full

  Kathy Schellens William Pitt Sotheby's Int'l

  41 Melody Ln, Ivoryton, CT 06442
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  $1,525,000 Sold Jun 30, 2025

  • 2,388 Sq Ft
  • $639/SF
  • 102 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1920

  42 S Main St, Essex, CT 06426

  Welcome to 42 S Main St, Essex! Discover the epitome of modern living in this stunning new construction home, perfectly situated in the heart of Essex Village. This exquisite property offers a blend of contemporary design and timeless elegance, making it the ideal sanctuary for those seeking luxury and comfort. Prime Location: Standing proudly in a picturesque neighborhood, with amazing views of

  Bob Yostos Coldwell Banker Realty

  42 S Main St, Essex, CT 06426
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  Est $1,113,678 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,750 Sq Ft

  5 Turnstone Rd, Essex, CT 06426

  5 Turnstone Rd, Essex, CT 06426

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