Homes for Sale near Valley Regional High School

• 

  

  

  /40

  $1,195,000 Open Sat 10AM - 12PM

  • 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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  /25

  $1,150,000 Open Fri 2PM - 4PM

  • 3 Beds
  • 3 Baths
  • 3,788 Sq Ft

  32 Gilbert Hill Rd, Chester, CT 06412

  Welcome to a one-of-a-kind estate where history meets modern comfort - located within walking distance to Chester's charming downtown. This home was a barn that stood on farmland since 1740, thoughtfully relocated to the stunning 5.31-acre rocky hillside it occupies today. The barn was transformed into a breathtaking residence, preserving its rustic character while infusing modern functionality

  Steve Q Exclusive Properties

  32 Gilbert Hill Rd, Chester, CT 06412
• 

  

  

  /40

  $985,000

  • 4 Beds
  • 4.5 Baths
  • 3,313 Sq Ft

  51 Walnut St, Ivoryton, CT 06442

  Nestled in a peaceful and private setting, not visible from the road, this custom home borders the protected Essex Land Trust meadow and offers unparalleled privacy and serenity. Enjoy summers by the beautifully-landscaped heated saltwater pool, in your own peaceful oasis. The front porch beckons you to come and relax. The first floor features an entry foyer, charming living room with built-ins,

  Rose McWaid William Raveis Real Estate

  51 Walnut St, Ivoryton, CT 06442
• 

  

  

  /38

  $1,487,000

  • 3 Beds
  • 3.5 Baths
  • 2,838 Sq Ft

  36 West Ave, Essex, CT 06426

  Charming Vintage Colonial in the Heart of Essex Village This beautifully renovated and expanded 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

  Yolanda Lowe William Pitt Sotheby's Int'l

  36 West Ave, Essex, CT 06426
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  /4

  $985,000

  • 2 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  88 Winthrop Rd, Chester, CT 06412

  The charming 3 bedroom colonial with a large attached garage and 2 outbuildings overlooks a lovely 5 acre pond. The home features a large kitchen and 2 1/2 baths with laundry on the second floor. Highlighting the living room is a 30 ft. Cathedral ceiling. Master bedroom includes an interior balcony, overlooking the living area. Generous windows and sliders afford beautiful open views of the

  Peter Walsh REMAX Valley Shore

  88 Winthrop Rd, Chester, CT 06412
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  /40

  $1,395,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,042 Sq Ft

  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
• 

  

  /40

  $1,299,000

  • 4 Beds
  • 2.5 Baths
  • 3,149 Sq Ft

  7 Old Depot Rd, Chester, CT 06412

  Bella Vista: A Timeless Italianate Treasure on 6 Acres. Step into a piece of history, a magnificent Italianate farmhouse that has graced the landscape since 1908. First time on the market, this storied estate has been lovingly preserved by the same family for generations, a testament to its enduring allure. Listed on the National Registry of Historic Places, Bella Vista is an architectural gem

  Colette Harron William Pitt Sotheby's Int'l

  7 Old Depot Rd, Chester, CT 06412
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  /40

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 2,388 Sq Ft

  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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  /40

  $1,690,000

  • 5 Beds
  • 4.5 Baths
  • 5,071 Sq Ft

  6 Crosstrees Hill Rd, Essex, CT 06426

  This remarkable Essex country estate is sited on a quiet lane in close proximity to the Village and on a cul-de-sac with deeded access to Middle Cove. Approaching the residence down a long, curved driveway surrounded by sweeping lawns, you are introduced to the almost two acre parcel of beautifully landscaped property interspersed with specimen plantings, mature gardens and shade trees, as well

  Jennifer Caulfield William Pitt Sotheby's Int'l

  6 Crosstrees Hill Rd, Essex, CT 06426
• 

  

  /31

  $1,100,000 Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 3,351 Sq Ft

  25 Gilbert Hill Rd, Chester, CT 06412

  Experience the stunning views of the Connecticut River, Lyme's hills, and the expansive valley from your heated Gunite in-ground swimming pool. The beautifully manicured grounds reflect years of dedicated care. This home showcases exceptional quality, featuring customized designs and meticulous details throughout, including custom moldings and cabinetry in the kitchen, bathrooms, and closets.

  Robin Linares William Pitt Sotheby's Int'l

  25 Gilbert Hill Rd, Chester, CT 06412
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  /39

  $784,900

  • 3 Beds
  • 1.5 Baths
  • 1,538 Sq Ft

  43 N Main St, Chester, CT 06412

  Calling all artists, authors, creatives. This is the perfect space to create, dream, let your imagination bloom. Surrounded by Chester Creek and across the street from a beautiful waterfall sits 43 North Main Street Chester. Beautiful farm porch, detached two car garage, the "glass house" at the edge of Chester Creek to relax and watch nature. 3 bedrooms, 1 1/2 baths, beautiful propane fireplace,

  Susan Malan William Pitt Sotheby's Int'l

  43 N Main St, Chester, CT 06412
• 

  

  /19

  $165,000

  • Land
  • 9 Acres
  • $17,819 per Acre

  0 Westbrook Rd, Deep River, CT 06417

  This is a beautifully treed large tract ideally suited for those looking to build their dream home with plenty of privacy and room to roam. Create your own idyll of country living, whether it is chickens and gardens and ponies, or pool and pool house or studio, or some of it all, or keep it simply natural. Let your imagination drive you. All personal property will be removed prior to closing.

  Bill Moore Coldwell Banker Realty

  0 Westbrook Rd, Deep River, CT 06417
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  /24

  $895,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,164 Sq Ft

  25 Spring St, Chester, CT 06412

  Built in 1860, sited atop a hillside and gazing down at the village of Chester, 25 Spring Street is a handsome example of period New England colonials in the area. Dating to colonial times, the town was founded alongside the Connecticut River around 1672. Today the central square is hub for an energetic collaborative of artisan boutiques, art studios and haberdasheries. You'll find award winning

  Tim Boyd William Pitt Sotheby's Int'l

  25 Spring St, Chester, CT 06412
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  /38

  $319,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  22 Prospect St, Deep River, CT 06417

  MULTIPLE OFFERS RECEIVED. PLEASE SUBMIT BEST AND FINAL OFFERS BY 5:00 PM ON THURSDAY, MAY 1ST...Great opportunity in the quaint town of Deep River! A gorgeous remodeled kitchen blends seamlessly with the charm of this 1823 Cape. The kitchen features a cathedral ceiling, quartz countertops, large island and stainless steel appliances. The spacious family room has a wood burning fireplace, built in

  Maggie Bartels Coldwell Banker Realty

  22 Prospect St, Deep River, CT 06417
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  /40

  $3,495,000

  • 3 Beds
  • 3.5 Baths
  • 4,727 Sq Ft

  31 Parkers Point Rd, Chester, CT 06412

  Nestled near the heart of the quaint Chester Village, this exquisite Nantucket-style home offers a serene retreat on the banks of the CT River. Spanning an impressive 4,727sqft, this architectural gem is all enveloped in traditional shingle elegance. As you step inside, you're welcomed by a two-story, paneled living room that exudes drama and sophistication. The space is adorned with beautiful

  Colette Harron William Pitt Sotheby's Int'l

  31 Parkers Point Rd, Chester, CT 06412
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  /40

  $2,495,000

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

  101 N Main St, Essex, CT 06426

  Prominently set in the heart of the Village, this signature residence known for its warm and welcoming front porch offers the perfect blend of traditional features with modern home design. Thoughtfully renovated and rich in architectural detail, quality of craftsmanship is evident throughout. A gracious entry foyer leads to elegant well-proportioned rooms that blend seamlessly with the natural

  Kyle Hinding Coldwell Banker Realty

  101 N Main St, Essex, CT 06426
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  /21

  $249,000

  • 2 Beds
  • 1 Bath
  • 480 Sq Ft

  7 Hazen St, Chester, CT 06412

  Seasonal home in Cedar Lake community and easily converted to year round home. Great space with enclosed porch to enjoy lake views. Update living room, kitchen, 1st floor bedroom and finish off bunk room upstairs for year round living. Corner lot with large usable backyard and shed. This is a Estate sale and will be sold as-is. Option to join private beach association or use the town beach one

  Judy Halleran RE/MAX on the Bay

  7 Hazen St, Chester, CT 06412
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  /38

  $679,900 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,825 Sq Ft

  5 Sunset Terrace, Essex, CT 06426

  Charming Split-Level Home in the Heart of Essex Village! Welcome to this beautifully maintained 3-bedroom, 2 and a half bath, 2825 sq ft split-level home nestled in the highly sought-after Essex Village. Just a short walk to downtown, shops, restaurants, and lively community events-you'll enjoy the best of village living with a peaceful, scenic setting with Sunset Pond right at the end of your

  Eliesha Johnson William Raveis Real Estate

  5 Sunset Terrace, Essex, CT 06426
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  /40

  $849,000

  • 3 Beds
  • 3 Baths
  • 2,515 Sq Ft

  16 Parker Terrace, Essex, CT 06426

  Experience the perfect blend of charm and sophistication in this newly remodeled and expanded Cape, offering comfort and convenience in every detail. The home impresses with high-end finishes, including a modern kitchen with European tile flooring, two-tone cabinetry with double pantries, a farm sink, GE Cafe appliances in matte white with bronze accents, and Amish barnwood shelving. Two Primary

  Jason Lafleur William Pitt Sotheby's Int'l

  16 Parker Terrace, Essex, CT 06426
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  /37

  $650,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 2,805 Sq Ft

  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 of serene Connecticut countryside. Welcome to 29 Bushy Hill Road-a truly distinctive property with a bold design, modern flair, and natural beauty at every turn. From the dramatic turret-style entry to the soaring ceilings and open sightlines, this 4-bedroom,

  Erin McNamara RE/MAX on the Bay

  29 Bushy Hill Rd, Ivoryton, CT 06442
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  /20

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,860 Sq Ft

  10 Blake St, Ivoryton, CT 06442

  Welcome to this 1900 two-story, updated residence located within the quaint village of Ivoryton. This 3 BR, 2.1 BA home features a traditional floor plan with hardwood floors, freshly painted walls, and a remodeled kitchen with an old fashioned cupbard. Upstairs offers the primary with cathedral ceiling and private bath. Two additional bedrooms and bath offer flexibility for family, guests, or

  Rosemary Schlosser Compass Connecticut, LLC

  10 Blake St, Ivoryton, CT 06442
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  /33

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,076 Sq Ft

  16 N Main St, Essex, CT 06426

  This Charming Carriage house in the heart of Essex Village provides the perfect blend of historic charm and modern comfort. Enjoy a short stroll to local restaurants, the Connecticut River, Museums, marinas, boutique shopping and the Iconic Griswold Inn. Sunlight fills the space, creating a warm and inviting atmosphere. The living room boasts built-ins and a wood burning fireplace. Tiered gardens

  Alice Trautman William Raveis Real Estate

  16 N Main St, Essex, CT 06426
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  /39

  $875,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,456 Sq Ft

  45 Main St, Essex, CT 06426

  The Parker Bull House, circa 1754, is one of the oldest historic homes in Essex. Located in Ivoryton overlooking the Falls River, this stately home is a unique blend of original antique features with updated modern amenities. The large sunny kitchen has granite countertops and stainless-steel appliances, hardwood floors, and is adjacent to a spacious pantry/laundry room, heated sunroom, and a

  Susan Malan William Pitt Sotheby's Int'l

  45 Main St, Essex, CT 06426
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  /40

  $4,795,000

  • 4 Beds
  • 5.5 Baths
  • 6,824 Sq Ft

  7 Dickinson Ln, Essex, CT 06426

  Rare opportunity to own an extraordinary, in-town, estate on 1.2 professionally landscaped acres with breathtaking CT River views. This completely renovated 1880's carriage house with over 6800 sq ft of living space, is just steps from the heart of the quintessential New England village of Essex. Special features include stunning central staircase, ten-ft coffered ceilings (1st floor), gorgeous

  Molly O'Brien Watkins William Pitt Sotheby's Int'l

  7 Dickinson Ln, Essex, CT 06426
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  /40

  $4,495,000

  • 4 Beds
  • 4.5 Baths
  • 3,488 Sq Ft

  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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  /27

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,402 Sq Ft

  32 Main St, Essex, CT 06426

  Charming Ivoryton Home with Room to Grow! Welcome to 32 Main St, a spacious 4-bedroom, 2.5-bath home offering 2,402 square feet of charm, comfort, and potential! Whether you're looking to build equity or searching for the ideal weekend escape, this home is just waiting for your personal touch. Enjoy peace of mind with a brand-new Granby boiler (2025), newer roof, updated windows, renovated upper

  Janise Gabco Our Home Realty Advisors

  32 Main St, Essex, CT 06426
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  /40

  $795,000

  • 3 Beds
  • 2.5 Baths
  • 2,099 Sq Ft

  12 Grandview Terrace, Essex, CT 06426

  Good design is all about the details and this quintessential New England Cape located in the heart of the village is just what you have been looking for in the perfect shoreline home. Well maintained, this charming home has been architecturally redesigned and expanded by the current owners. A warm and welcoming entrance makes a great first impression and leads to elegant well-proportioned rooms

  Kyle Hinding Coldwell Banker Realty

  12 Grandview Terrace, Essex, CT 06426
• 

  

  /23

  $565,000 Open Sat 12PM - 1:30PM

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft

  8 Read St, Deep River, CT 06417

  8 Read Street, Deep River, CT ~ Brand-New, Never-Lived-In Cape - The Perfect Blend of Warmth & Modern Elegance. Welcome to this stunning 2025-built home, offering the best of Deep River's charm with contemporary design and comfort. This pristine home features 3 bdrm, 2.5 bath with rich Red Oak hardwood floors, an expansive living room with sliders to a private deck, and a spacious kitchen-ideal

  Jennifer Gurnell William Raveis Real Estate

  8 Read St, Deep River, CT 06417
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  /21

  $649,900

  • 2 Beds
  • 3 Baths
  • 1,404 Sq Ft

  7 Pratt St Unit 7, Essex, CT 06426

  Charming antique home located in the heart of Essex Village, featuring a beautifully updated, open, and light-filled floor plan. Spacious rooms with high ceilings and wood floors throughout. This home offers two bedrooms and three full baths, including a convenient first-floor laundry. Situated within a small, eight-unit condo complex, just steps away from the Connecticut River and nearby

  Craig Milton REMAX Valley Shore

  7 Pratt St Unit 7, Essex, CT 06426
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  /38

  $629,900

  • 3 Beds
  • 3 Baths
  • 2,208 Sq Ft

  12 Nutmeg Ln, Essex, CT 06426

  ALL NEW in Essex Village on rarely traded Nutmeg Lane! Privately situated at the end of a cul-de-sac on just about one full acre, this brilliant Colonial awaits its new owners. Unlike some homes that get only a handful of minor updates, this one received all of the important ones... Brand New Roof, ALL new windows throughout, a fresh exterior paint job, new seamless gutters, structural

  Joe Loguidice William Raveis Real Estate

  12 Nutmeg Ln, Essex, CT 06426
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  /40

  $985,000

  • 3 Beds
  • 2 Baths
  • 4,184 Sq Ft

  163 Main St, Deep River, CT 06417

  EXCITING NEWS, ARV has increased to $1.7 MILLION!!! We met with the town's building inspector and fire marshal for an on-site assessment, and they have expressed interest in seeing the 3rd Floor "Penthouse" get developed into rentable living space. The town needs about 30 days from application and submission of site plans to review the addition for approval. Pre-existing zoning regulations have

  Connor Wenchell VC Property Group, LLC

  163 Main St, Deep River, CT 06417
• 

  

  /19

  $649,900

  • 2 Beds
  • 3 Baths
  • 1,404 Sq Ft

  7 Pratt St Unit 7, Essex, CT 06426

  Charming antique home located in the heart of Essex Village, featuring a beautifully updated, open, and light-filled floor plan. Spacious rooms with high ceilings and wood floors throughout. This home offers two bedrooms and three full baths, including a convenient first-floor laundry. Situated within a small, eight-unit condo complex, just steps away from the Connecticut River and nearby

  Craig Milton REMAX Valley Shore

  7 Pratt St Unit 7, Essex, CT 06426
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  /36

  $949,000

  • 3 Beds
  • 2 Baths
  • 7,309 Sq Ft

  33 Deep River Rd, Centerbrook, CT 06409

  This property is 7,300 sq. ft. of mixed use. There is one small 1 bedroom apt., and one large apartment on the second floor with 3 bedrooms, two full baths, large living room ,dining room and kitchen with original beams. First floor is five COMMERICAL SPACES FOR OFFICES OR RETAIL with ample parking. This building is located in Centerbrook on .74 Acre on Falls River waterfront and was built in

  Christine Gemelli William Pitt Sotheby's Int'l

  33 Deep River Rd, Centerbrook, CT 06409
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  /40

  $849,900

  • 7 Beds
  • 2 Baths
  • 3,157 Sq Ft

  139 Kirtland St, Deep River, CT 06417

  Charming Antique nestled on a knoll with incredible views of the CT River which is only 100 ft +/- away. Ready to be brought back to its glory. This one time Inn, overlooking historic Deep River port was a stagecoach stop as well. Steeped in history. The 800 sqft addition off the rear was once the towns Doctor's office from the 1930's to the 1960's. It now served as a 2 bedroom in-law or

  Craig Milton REMAX Valley Shore

  139 Kirtland St, Deep River, CT 06417
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  /4

  $107,000

  • Land
  • 1.36 Acres
  • $78,676 per Acre

  95 Castle Heights, Deep River, CT 06417

  Opportunity awaits! Use the approved plans or build your own custom dream home right here on this beautiful cleared 1.36 acre lot. A site map and floor plans are available for a recently approved 3 bedroom ranch style home with a two bay attached garage. Doane Engineering worked diligently to provide plans for a home with outdoor space for a pool and patio. The location is conveniently located

  Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

  95 Castle Heights, Deep River, CT 06417
• 

  

  /37

  $1,395,000

  • 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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  /40

  $2,450,000

  • 5 Beds
  • 7 Baths
  • 5,698 Sq Ft

  138 River Rd, Essex, CT 06426

  Offering privacy without seclusion the epitome of coastal living awaits from this extraordinary residence with expansive views of the Connecticut River, Lyme Hills, Hamburg Cove and beyond. Custom built and thoughtfully designed by the current owners, the timeless and versatile floor plan features the perfect blend of traditional architecture with modern home design. A welcoming courtyard with

  Kyle Hinding Coldwell Banker Realty

  138 River Rd, Essex, CT 06426
• 

  

  /40

  $4,995,000

  • 6 Beds
  • 4 Baths
  • 4,951 Sq Ft

  Unlisted Address

  Discover a masterpiece of modern architecture! Designed by renowned architect Hugh Stubbins, a student of Frank Lloyd Wright, this iconic mid-century modern home is a true testament to timeless elegance and innovative design. Nestled on 14.5 private acres with extraordinary views of North Cove, the Great Meadow and the Connecticut River, this property offers a rare opportunity for discerning

  Carol Frost Compass Connecticut, LLC

  Unlisted Address
• 

  

  /40

  $1,495,000

  • 2 Beds
  • 4 Baths
  • 2,637 Sq Ft

  1 Bushnell St, Essex, CT 06426

  Essex CT has been voted in numerous publications as one of the best small towns and Main Streets in America. Known to Essex locals as the historical "Bushnell Barn" Cerca 1861 and featured in historical homes books as well as the Christmas in CT books for it's decorative open house tours was renovated to residential in 1985. This property is only steps from Main St Essex and a boaters paradise

  Al Chiarito Chiarito Real Estate LLC

  1 Bushnell St, Essex, CT 06426
• 

  

  /40

  $2,450,000

  • 5 Beds
  • 7 Baths
  • 5,698 Sq Ft

  138 River Rd, Essex, CT 06426

  Th"Broad View" Privately sited on 3+ acres atop Architects Hill, the epitome of coastal living awaits from this extraordinary residence with expansive views of the Connecticut River, Lyme Hills, Hamburg Cove and beyond. Custom built and thoughtfully designed, the timeless and versatile floor plan features the perfect blend of traditional architecture with modern home design. A welcoming courtyard

  Peg Mitchel Coldwell Banker Realty

  138 River Rd, Essex, CT 06426

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