40

Homes for Sale near John Winthrop Middle School

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  • /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.

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    (860) 579-1600

    26 Ferry Rd, Chester, CT 06412
  • /40

    $685,000

    • 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

    Agent Photo

    Jennifer D'Amato

    Real Broker CT, LLC

    (860) 454-6525

    1 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

    Agent Photo

    Kevin Geysen

    William Pitt Sotheby's Int'l

    (860) 419-4926

    9 Essex Hills Dr, Essex, CT 06426
  • /32

    $10,000,000

    • 5 Beds
    • 8 Baths
    • 7,021 Sq Ft

    153 Ferry Rd, Lyme, CT 06439

    VOTED WALL STREET JOURNAL HOME OF THE MONTH AND NOW IN CONTENTION FOR THE WSJ HOME OF THE YEAR. Welcome to 'Highover,' a 25-acre hilltop estate on the Connecticut River. Over half a mile of waterfront, with natural barriers, ensures unmatched privacy and security. Accommodation for extended family and live-in help. Uniquely poised between New York and Boston, and less than an hour by helicopter

    Edward Hillyer William Raveis Real Estate

    153 Ferry Rd, Lyme, CT 06439
  • /40

    $899,000

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

    163 Main St, Deep River, CT 06417

    The walkability and quintessential New England charm of downtown Deep River is a big draw for buyers seeking a trophy property or a dream location for their small business. Built in 1850, this mixed-use gem has much to offer including two commercial tenants (Hally Jo's Corner Restaurant and the Anchor and Compass clothing store), three residential units on the second floor, and 1,200 square feet

    Connor Wenchell VC Property Group, LLC

    163 Main St, Deep River, CT 06417
  • /39

    $2,495,000

    • 5 Beds
    • 7.5 Baths
    • 7,405 Sq Ft

    134 River Rd, Essex, CT 06426

    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 center stage. Privately sited on 9.26 acres, this exceptional estate offers rare seclusion, architectural distinction, and extraordinary water views visible from many principal rooms. Encompassing

    Shawn Atkinson William Pitt Sotheby's Int'l

    134 River Rd, Essex, CT 06426
  • /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
  • /25

    $449,000

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    207 Pettipaug Rd, Westbrook, CT 06498

    Set on a spacious 1.01-acre lot, this inviting 3-bedroom, 2-bath home offers comfort and functionality. The 1,040 sq ft layout features a cozy fireplace, a finished basement for added living or storage space, and an attached garage. Enjoy the convenience of washer and dryer hookups located in the second bath. Spacious rear deck offering strong outdoor living potential. Structurally sound and in

    Thomas Mele Dorrance Realty

    207 Pettipaug Rd, Westbrook, CT 06498
  • /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
  • /27

    $1,700,000

    • 13 Beds
    • 8 Baths
    • 7,641 Sq Ft

    168 Main St, Deep River, CT 06417

    Exciting investment package in the heart of downtown Deep River! This rare offering includes two nicely renovated multifamily/mixed-use buildings plus a well-established laundromat business, all conveyed together in one sale. 170 Main Street sits on a beautiful corner lot and features a turnkey 5-unit multifamily property with a unit mix of (2) two-bedroom units and (3) one-bedroom units. All

    Amanda Sheehan Oxford Realty

    168 Main St, Deep River, CT 06417
  • /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
  • /38

    $625,000 Open Sun 12PM - 2PM

    • 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
  • /37

    $795,000

    • 3 Baths
    • 4,544 Sq Ft

    3 Essex Square, Essex, CT 06426

    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 component, or to convert this current office building into your full-time Essex home. Solid and well maintained, the building is currently divided into two condominium units. Unit 'A' consists of 1,200

    Rick Weiner William Pitt Sotheby's Int'l

    3 Essex Square, Essex, CT 06426
  • /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
  • /9

    $250,000

    • Land
    • 0.75 Acre
    • $333,333 per Acre

    130 Dennison Rd, Essex, CT 06426

    Rarely available commercial parcel of land in Essex. Proposed 7,500 sf building or other build to suit. Great visibility on Route 9 and just off Rte 153 and Rte 154

    Susan Malan William Pitt Sotheby's Int'l

    130 Dennison Rd, Essex, CT 06426
  • /12

    $899,900 New Construction

    • 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

    $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
  • /38

    $395,000

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

    65 Main St Unit 21, Essex, CT 06426

    Enjoy easy one floor living just steps from charming Ivoryton Village. This bright, end unit features an open and airy living area, an eat-in kitchen with sliders leading to a spacious deck, and hardwood flooring throughout. Well maintained with tasteful updates and central air. The full basement offers ample storage and potential for future finishing. Association pool is just a short stroll

    Craig Milton Re/Max Valley Shore

    65 Main St Unit 21, Essex, CT 06426
  • /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

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 3,308 Sq Ft

    821 Essex Rd, Westbrook, CT 06498

    Welcome to your dream home nestled on a serene 1.0 acre wooded lot, complete with a tranquil pond in the backyard - perfect for peaceful mornings and relaxing evenings. Home features Expansive kitchen ideal for entertaining and family gatherings, 4 spacious bedrooms including 2 luxurious primary suites, heated floor in 1st level primary bath, double-faced fireplace warming both the cozy living

    Joe Paul Coldwell Banker Realty

    821 Essex Rd, Westbrook, CT 06498
  • /30

    $299,000

    • Land
    • 4.49 Acres
    • $66,592 per Acre

    4 Laurel Ln, Clinton, CT 06413

    Build Your Dream Home on 4.49 Acres of Privacy and Natural Beauty! Nestled in a serene wooded setting, this exceptional 4.49-acre property offers a rare opportunity to bring your vision to life. With key site improvements already in place-including a driveway, existing foundation for approximately a 2,000 sq. ft. home, septic system, well, and a charming bridge crossing a gentle brook-this parcel

    Jules Gaughran - Etes William Pitt Sotheby's Int'l

    4 Laurel Ln, Clinton, CT 06413
  • /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

    $519,777

    • 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
  • /11

    $329,875

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft

    538 Winthrop Rd, Deep River, CT 06417

    Beautiful 2 bedroom right on Star lake with 50 foot of lake frontage is ready for new owners! This property features natural beauty along with modern living interior finishes. Enjoy your viewing!

    Mikail Naska Eagle Eye Realty PLLC

    538 Winthrop Rd, Deep River, CT 06417
  • /16

    $199,000

    • Studio
    • 1 Bath
    • 484 Sq Ft

    92 Main St Unit 101, Deep River, CT 06417

    Newly remodeled studio located in Historic Piano Works ! Inside you will love the exposed brick walls, high ceilings, industrial metal ductwork and the beautiful new kitchen featuring shaker white cabinetry, granite countertops, tile backsplash and new stainless steel appliances. New wood flooring throughout and remodeled bathroom. All new lighitng to match the industrial feel within the

    Dawn Caso Williams Realty Services

    92 Main St Unit 101, Deep River, CT 06417
  • /17

    $749,000

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

    62 River St, Deep River, CT 06417

    A RARE GEM, WELCOME TO THIS RESTORED VICTORIAN TWO FAMILY HOME DESIGNED FOR EASY LIVING. COMPLETELY REMODELED, EACH UNIT HAS TWO BEDROOMS AND 1 BATH AS WELL NEW KITCHEN AND APPLIANCES. THE HOME ALSO OFFERS CITY WATER AND CITY SEWERS. DON'T MISS THIS OPPORTUNITY, THE HOME IS PERFECT FOR MULTIGENERATIONAL LIVING, OR AN INVESTMENT PROPERTY.

    Mim Beardsley Houlihan Lawrence WD

    62 River St, Deep River, CT 06417
  • /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
  • /32

    $785,000

    • 3 Beds
    • 4 Baths
    • 2,611 Sq Ft

    151 Bushy Hill Rd, Deep River, CT 06417

    Located on open 1.8 acre parcel, this beautiful cape home offers many features. The front entrance opens to the living room and dining room on either side. Off of the living room through french doors, is an office/den with built in shelving. The kitchen is open to the cozy family room with vaulted ceilings and wood stove. Also on the first floor is a full bathroom. The 2nd front entrance brings

    Brenda Davenport Pearce Real Estate

    151 Bushy Hill Rd, 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
  • /10

    $249,000

    • Land
    • 4.81 Acres
    • $51,767 per Acre

    48A Ironworks Rd, Clinton, CT 06413

    This 4.81-acre private building lot provides a blend of seclusion and convenience, making it an ideal spot to build your dream home. With 624 feet of pristine river frontage, you'll enjoy serene water views and easy access to nature. The lot features a private driveway for added exclusivity and has been thoughtfully prepared for construction-it's cleared, stumped, and even has a foundation hole

    Gigi Giordano Taylor Compass Connecticut, LLC

    48A Ironworks Rd, Clinton, CT 06413
  • /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
  • /30

    $680,000

    • 4 Beds
    • 2.5 Baths
    • 2,574 Sq Ft

    50 Kelseytown Rd, Clinton, CT 06413

    Welcome to your own tranquil and private shoreline escape. 50 Kelseytown is a 4-bedroom Colonial set on 2.5 wooded acres and offers a rare combination of privacy, space, and resort-style outdoor living. Offering the kind of space and setting that's becoming harder to find along the shoreline. Built in 2000, the home has a comfortable, functional layout with generous room sizes and great potential

    Sacha Armstrong William Pitt Sotheby's International Realty

    50 Kelseytown Rd, Clinton, CT 06413
  • /33

    $849,900

    • 4 Beds
    • 4 Baths
    • 2,641 Sq Ft

    11 Phelps Rd, East Haddam, CT 06423

    Step into history with this charming circa 1780 Mill House combined with a historic chapel converted to a modern AUD. Located in the Hadlyme area of East Haddam, this unique property boasts many upgrades. Just under two miles from the Historic Hadlyme Ferry and Gillette's Castle State Park. This enchanting home spans 1,786 sf and beautifully balances antique elegance with modern amenities.

    George Agnelli Agnelli Real Estate

    11 Phelps Rd, East Haddam, CT 06423
  • /39

    $824,900

    • 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
  • /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
  • /40

    $4,250,000

    • 6 Beds
    • 4.5 Baths
    • 5,536 Sq Ft

    41 Watrous Point Rd, Old Saybrook, CT 06475

    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 nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old

    Rick Weiner William Pitt Sotheby's Int'l

    41 Watrous Point Rd, Old Saybrook, CT 06475
  • /40

    $999,999

    • 5 Beds
    • 6 Baths
    • 5,028 Sq Ft

    1 Lake Louise Dr, Westbrook, CT 06498

    Custom-Built Waterfront Home in Coveted Lake Louise Neighborhood Welcome to this stunning custom-built home located in the highly desirable Lake Louise community, offering beautiful water views and 1/3 ownership of the lake. Enjoy peaceful waterfront living with private access for kayaking, canoeing, and more. Step inside to find gleaming hardwood floors throughout the main level and an open

    David Hughes Century 21 AllPoints Realty

    1 Lake Louise Dr, Westbrook, CT 06498
  • /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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