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Homes for Sale near Valley Regional High School

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  • /40

    $1,895,000

    • 4 Beds
    • 4.5 Baths
    • 5,610 Sq Ft

    108 Westbrook Rd, Essex, CT 06426

    Amazing custom built Nantucket style Cape situated on sprawling grounds, terraced high above a picturesque great yard & overseen by natural highlands. The setting is nothing but breathtaking! Inclusive is an inground Gunite pool engulfed by the primary hardscape which walks-out from the lower level & is situated high above the great yard. A magnificent carriage house featuring a 4 bay garage &

    Agent Photo

    Kevin Geysen

    William Pitt Sotheby's Int'l

    (860) 321-5635

    108 Westbrook Rd, Essex, CT 06426
  • /40

    $650,000

    • 3 Beds
    • 3 Baths
    • 2,752 Sq Ft

    1 Ferry Rd, Chester, CT 06412

    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 Denison homestead dates to 1781 and once served as Chester's first post office. Thoughtfully restored, this classic embankment Colonial with Dutch kick gambrel style roof offers modern amenities while

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    Jennifer D'Amato

    Real Broker CT, LLC

    (860) 454-6525

    1 Ferry Rd, Chester, CT 06412
  • /21

    $850,000

    • 4 Beds
    • 2 Baths
    • 8,382 Sq Ft

    26 Ferry Rd, Chester, CT 06412

    Located in the Town of Chester, this mixed-use property presents a rare opportunity to acquire a distinctive asset in one of Connecticut's most desirable markets. As it stands, the property consists of approximately 5,000 square feet of commercial space, including one loading dock, three (3) garages, and an oversized on-site parking lot, supporting a wide range of operational and occupancy needs.

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    Anthony Velez

    VC Property Group, LLC

    (860) 579-1600

    26 Ferry Rd, Chester, CT 06412
  • /40

    $1,850,000

    • 4 Beds
    • 2.5 Baths
    • 2,676 Sq Ft

    9 Essex Hills Dr, Essex, CT 06426

    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 breakfast bar & smart design to the living room & family room both with wood burning fireplaces & sleeping quarter, no detail has been overlooked. The outdoor space has been completely revived with

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    Kevin Geysen

    William Pitt Sotheby's Int'l

    (860) 419-4926

    9 Essex Hills Dr, Essex, CT 06426
  • /16

    $1,350,000

    • 7 Beds
    • 6 Baths
    • 3,787 Sq Ft

    87 Main St, Deep River, CT 06417

    VC Property Group is proud to present a two-parcel assemblage in Deep River, Connecticut, offering stabilized mixed-use income with residential value and land optionality. The assemblage includes: 87 Main Street - a parcel improved with: a Newer Construction Single Family Residence and a 5-unit mixed-use building (four residential apartments and one retail unit) 55 Prospect Street - a contiguous

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    Anthony Velez

    VC Property Group, LLC

    (860) 579-1057

    87 Main St, Deep River, CT 06417
  • /6

    $979,860 New Construction

    • 4 Beds
    • 3 Baths
    • 2,246 Sq Ft

    130 Mares Hill Rd, Essex, CT 06442

    Stunning new construction ranch set on a beautiful level lot, just under an acre. Thoughtfully designed for both comfort and flexibility. This contemporary home features an open-concept layout with a spacious kitchen, center island, and seamless flow to the living and dining areas-perfect for entertaining and everyday living. The private primary suite offers a walk-in closet and en-suite bath,

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    Kiki Sydnor

    Choice Realty

    (860) 288-9987

    130 Mares Hill Rd, Essex, CT 06442
  • /26

    $2,195,000

    • 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
  • /2

    $200,000

    • Land
    • 2.25 Acres
    • $88,889 per Acre

    43 Bokum Rd, Chester, CT 06412

    Beautiful potential building lot. Access via Private road, 2.25 acres. Undeveloped.

    Nicholas Tomanelli Coldwell Banker Realty

    43 Bokum Rd, Chester, CT 06412
  • /40

    $649,000

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    22 Ebony Ln, Ivoryton, CT 06442

    Welcome to this beautifully maintained Colonial at 22 Ebony Lane in Ivoryton, offering a thoughtful layout, quality updates, and comfortable living spaces ideal for today's lifestyle. A welcoming foyer with a sitting area sets the tone as you enter the home, leading into a warm and inviting interior enhanced by new Harvey windows, a new roof, and a whole-house generator for comfort and peace of

    Gigi Giordano Taylor Compass Connecticut, LLC

    22 Ebony Ln, Ivoryton, CT 06442
  • /40

    $750,000 Coming Soon

    • 4 Beds
    • 5 Baths
    • 2,800 Sq Ft

    16 Navy Ln, Essex, CT 06426

    Located in the heart of Essex, this special home offers the perfect blend of charm, privacy, and convenience. Just a short walk to the village yet tucked away on a quiet private street with no through traffic, the setting provides peaceful wooded surroundings while remaining close to shops, restaurants, marinas, and community events that make Essex so special. Inside, the home features a bright,

    Craig Milton Re/Max Valley Shore

    16 Navy Ln, Essex, CT 06426
  • /38

    $625,000

    • 4 Beds
    • 3 Baths
    • 2,969 Sq Ft

    112 Cedar Swamp Rd, Deep River, CT 06417

    Welcome to your dream home at 112 Cedar Swamp Road, Deep River, CT! This charming Cape Cod-style residence, originally built in 1940, has been beautifully renovated to blend classic charm with modern efficiency. With 4 spacious bedrooms and 3 full bathrooms, this home has +/- 2,900 square feet of living space, providing ample room for all your lifestyle needs. Step inside to discover a bright and

    Gigi Giordano Taylor Compass Connecticut, LLC

    112 Cedar Swamp Rd, Deep River, CT 06417
  • /40

    $375,000 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 2,012 Sq Ft

    25 Union St, Deep River, CT 06417

    Charming antique home, once the church parsonage, rich with history and original character. Many period details remain, including original doors, trim, hardware, and wood floors throughout. The home features three fireplaces (two decorative) that add to its classic New England charm. Set on a lovely yard with mature plantings and conveniently walkable to town, this property offers both character

    Craig Milton Re/Max Valley Shore

    25 Union St, Deep River, CT 06417
  • /23

    $465,000

    • 3 Beds
    • 1.5 Baths
    • 1,375 Sq Ft

    85 River Rd Unit B7, Essex, CT 06426

    Welcome to Heritage Cove and a rare opportunity. Unit B-7 in the desirable B building is on the market. Three story, three-bedroom townhouse has been owned by the same family since the earliest days of Heritage. Bring your decor ideas to this exceptionally located property. It is very unusual to find a legitimate three-bedroom condominium. This unit offers sweeping views of North Cove and the

    Patrick Kilty William Raveis Real Estate

    85 River Rd Unit B7, Essex, CT 06426
  • /3

    $1,100,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    Lot 2 - 160 Saybrook Rd, Essex, CT 06426

    Traditional New England Colonial style meets high efficiency, elevated luxurious, and BRAND NEW!! This is your chance to embrace new construction situated in the highly sought after town of Essex. This Brand new house has WATER VIEWS overlooking the Essex South Cove. Imagine your New England coastal dreams, forth of July parties on the patio and incredible sunrises/ Sunsets. Lets plan your

    Robyn Letourneau Berkshire Hathaway NE Prop.

    Lot 2 - 160 Saybrook Rd, Essex, CT 06426
  • /38

    $695,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,218 Sq Ft

    1 Verona St, Ivoryton, CT 06442

    A Picture-Perfect Custom Cape in Ivoryton. Welcome to this beautifully maintained and thoughtfully upgraded one-owner custom cape, situated on a quiet street in Ivoryton. This elegant home blends comfort, style, and thoughtful upgrades throughout. The first floor boasts impressive nine-foot ceilings, crown molding, and hardwood floors. The light-filled chef's kitchen is a highlight, featuring

    Susan Malan William Pitt Sotheby's Int'l

    1 Verona St, Ivoryton, CT 06442
  • /40

    $829,000

    • 4 Beds
    • 6 Baths
    • 7,309 Sq Ft

    33 Deep River Rd, Centerbrook, CT 06409

    Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property

    Susan Malan William Pitt Sotheby's Int'l

    33 Deep River Rd, Centerbrook, CT 06409
  • /36

    $1,350,000

    • 4 Beds
    • 4 Baths
    • 3,036 Sq Ft

    11 N Main St, Essex, CT 06426

    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 property has evolved over the years into a unique investment and lifestyle opportunity. Ideally located in the Heart of the Village, you'll enjoy a short stroll to the Connecticut River, marinas, quaint

    Philip Warner William Pitt Sotheby's Int'l

    11 N Main St, Essex, CT 06426
  • /39

    $799,900

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

    45 Main St, Essex, CT 06426

    The Parker Bull House, circa 1754 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 covered porch. The living room has a large

    Susan Malan William Pitt Sotheby's Int'l

    45 Main St, Essex, CT 06426
  • /19

    $689,000

    • 4 Beds
    • 2 Baths
    • 1,970 Sq Ft

    62 River St, Deep River, CT 06417

    THIS ONE OF A KIND TWO FAMILY VICTORIAN HOME IS MOVE IN CONDITION. MAKE THIS YOUR LIFESTYLE, LIVE IN ONE AND RENT THE SECOND. ALL NEW APPLIANCES, REMODELED, SEPARATE UTILITIES, IDEAL LOCATION, WALK TO TOWN, DRUG STORE, GROCERY AND RESTAURANTS.

    Mim Beardsley Houlihan Lawrence WD

    62 River St, Deep River, CT 06417
  • /40

    $375,000

    • Land
    • 11.68 Acres
    • $32,106 per Acre

    41 Bushy Hill Rd, Ivoryton, CT 06442

    Builders, Developers make note of this beautiful 11.68 Acre property. 433' road frontage on Bushy Hill Rd, underground and above ground electricity available. Surround yourself with nature and Build a Dream home on this mostly level, lightly wooded lot. Bring your horses, llamas, allowed per Zoning regulations. Can be split, able to build 2 houses with a good potential to subdivide into 3 lots.

    Carolyn DiPietro Berkshire Hathaway NE Prop.

    41 Bushy Hill Rd, Ivoryton, CT 06442
  • /11

    $238,500

    • Land
    • 1.5 Acres
    • $159,000 per Acre

    11 Kings Hwy, Chester, CT 06412

    1.5+ acre lot, clear cut, open, sunny, with a clean air flow. SE facing with 4-mile view down CT River Valley to Deep River, and Lyme Hills; seasonal partial view of Gillette Castle in Hadlyme. Excellent solar, passive or active potential; 220 volts available at street. Ready to build with approvals in place for 3-bedroom septic, town building department, with Connecticut Water Co. supply line

    Rachel Welch William Raveis Real Estate

    11 Kings Hwy, Chester, CT 06412
  • /39

    $669,000

    • 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
  • /40

    $509,999

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft

    89 Book Hill Rd, Essex, CT 06426

    Welcome to 89 Book Hill Road in the heart of Essex Village. This beautifully updated Cape offers a perfect blend of classic New England charm and modern comfort. Set on a private lot surrounded by mature trees, the home features a spacious and light-filled layout with hardwood floors, two fireplaces, and a flexible floor plan. The kitchen has been tastefully updated with modern finishes, flowing

    Tyler Lynch RE/MAX RISE

    89 Book Hill Rd, Essex, CT 06426
  • /40

    $738,500 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,982 Sq Ft

    6 Pelton Hill Rd, Chester, CT 06412

    Nestled at the end of a peaceful, dead-end street, this beautifully maintained Carpenter Gothic home offers the perfect blend of historic charm and modern comforts. With its unique architectural style and serene private setting, this property is truly a hidden gem. The three Bedrooms are spacious and bright, each bedroom offers a cozy retreat with plenty of natural light and charming details that

    John Zubretsky Century 21 AllPoints Realty

    6 Pelton Hill Rd, Chester, CT 06412
  • /40

    $1,199,999

    • 9 Beds
    • 9 Baths
    • 4,982 Sq Ft

    209 Main St, Deep River, CT 06417

    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 preserved or reimagined-from the gleaming pumpkin pine wide-plank floors and custom-milled woodwork to carefully selected reproduction hardware that speaks to its heritage. Six fireplaces grace the

    Diane Devries William Pitt Sotheby's Int'l

    209 Main St, Deep River, CT 06417
  • /16

    $1,025,000

    • Land
    • 1.02 Acres
    • $1,004,902 per Acre

    41B River Rd, Essex, CT 06426

    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 see declaration of restrictions, covenants and easements in the attached. The lot is not visible from the road; shown by appointment only.

    Susan Malan William Pitt Sotheby's Int'l

    41B River Rd, Essex, CT 06426
  • /32

    $448,900

    • 2 Beds
    • 1 Bath
    • 1,470 Sq Ft

    79 Middlesex Ave, Chester, CT 06412

    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 throughout the light-filled living room into the updated kitchen with its beautiful bow window and dining area. The kitchen is replete with ample granite counters, perfect for the aspiring chef! The

    Gigi Giordano Taylor Compass Connecticut, LLC

    79 Middlesex Ave, Chester, CT 06412
  • /25

    $639,900

    • 3 Beds
    • 3 Baths
    • 2,406 Sq Ft

    23 Lynn Rd, Ivoryton, CT 06442

    Nestled on a picturesque 1.62-acre property in the highly desirable Ivoryton section of Essex, this beautifully situated home offers the perfect blend of privacy, space, and shoreline lifestyle convenience. Surrounded by mature trees and natural scenery, the property provides a peaceful retreat while remaining just minutes from the Ivoryton Village center, downtown Essex, marinas, restaurants,

    Mike Bowers Coldwell Banker Realty

    23 Lynn Rd, Ivoryton, CT 06442
  • /11

    $725,000

    • Land
    • 0.29 Acre
    • $2,500,000 per Acre

    4 Bank Ln, Essex, CT 06426

    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 must be seen to fully understand the concept and possibilities. Viewings by appointment only please.

    Susan Malan William Pitt Sotheby's Int'l

    4 Bank Ln, Essex, CT 06426
  • /16

    $2,200,000

    • Land
    • 30 Acres
    • $73,333 per Acre

    134 Meadow Woods Rd, Deep River, CT 06417

    *SUBDIVISION IN PROGRESS* Incredible development opportunity in Deep River, CT-30 sprawling acres overlooking the scenic Connecticut River. With access from three main roads and the potential for up to 7 approved lots (per town guidance), this property offers a rare chance for an experienced developer to bring a vision to life. A house currently sits on the land and will convey in as-is

    Nicholas Burrus Santana Realty Group LLC

    134 Meadow Woods Rd, Deep River, CT 06417
  • /40

    $6,500,000

    • 5 Beds
    • 7 Baths
    • 7,697 Sq Ft

    252 River Rd, Deep River, CT 06417

    A WORLD-CLASS PRIVATE ESTATE SET ON 9.31 GATED ACRES. Nestled behind a private gated entry, this extraordinary CT River Valley estate is a rare luxury compound of architectural distinction, solitude, & resort-caliber amenities. Thoughtfully composed across 5 distinct structures, the property blends modern luxury, European influences, & timeless craftsmanship amid curated landscapes, stone

    Kiara Rusconi William Raveis Real Estate

    252 River Rd, Deep River, CT 06417
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