59

Homes for Sale near John Winthrop Middle School

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  • /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
  • /28

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    131 Middlesex Ave, Chester, CT 06412

    Discover this waterfront delight in charming Chester, rewarding with year-round views! Completely renovated in 2012 from the ground up (including brand new septic system), this pristine Colonial offers 3 floors of living space and a smart L-shape open floor plan ensuring that you always have a gorgeous view. In addition to some hardworking 1st floor spaces (roomy mudroom, full bath and laundry

    Agent Photo

    Claudia O'Connell

    William Raveis Real Estate

    (860) 590-3562

    131 Middlesex Ave, Chester, CT 06412
  • /10

    $175,000

    • Land
    • 2.2 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

    Agent Photo

    Michael Marsden

    Compass Connecticut, LLC

    (860) 845-1408

    86 Bushy Hill Rd, Ivoryton, CT 06442
  • /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
  • /32

    $10,000,000

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

    153 Ferry Rd, Lyme, CT 06439

    Introducing Highover-a 25-acre hilltop estate overlooking the lower Connecticut River, designed by renowned architect Alfred Hopkins. With over half a mile of frontage, this property offers one of the most private and naturally protected waterfront settings in Connecticut, along with direct access to Long Island Sound and the Atlantic Ocean. The estate has welcomed legendary visitors, including

    Edward Hillyer William Raveis Real Estate

    153 Ferry Rd, Lyme, CT 06439
  • /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
  • /40

    $1,475,000

    • 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. The water view 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
  • /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

    $3,600,000

    • 5 Beds
    • 6 Baths
    • 4,734 Sq Ft

    53 Selden Rd, Old Lyme, CT 06371

    Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River.

    Joseph Rhodes Coldwell Banker Realty

    53 Selden Rd, Old Lyme, CT 06371
  • /13

    $300,000

    • Land
    • 0.93 Acre
    • $322,581 per Acre

    130 Mares Hill Rd, Essex, CT 06442

    Foundation is poured and building plans are attached. Buyer to perform their own due diligence for builder. Property has a functioning well. Very motivated sellers.

    Larry Bevilacqua RE/MAX Legends

    130 Mares Hill Rd, Essex, CT 06442
  • /39

    $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
  • /37

    $795,000

    • 3 Baths
    • 3,177 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
  • /34

    $399,900

    • 3 Beds
    • 1 Bath
    • 1,573 Sq Ft

    19 Ironworks Rd, Clinton, CT 06413

    Welcome to this tastefully renovated ranch-style home, perfectly tucked away on a secluded and welcoming lot in the heart of one of Clinton's most desirable neighborhoods. This charming residence features 3 bedrooms and one full bathroom across approximately 1,000 sq ft of thoughtfully designed main-level living space. Downstairs, enjoy the bonus of a fully finished lower level that provides an

    Ryan Newport Social & Co Realty

    19 Ironworks Rd, Clinton, CT 06413
  • /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
    • 2 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
  • /40

    $779,000

    • 3 Beds
    • 2.5 Baths
    • 2,888 Sq Ft

    9 Hickory Hill Dr, Chester, CT 06412

    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 on 1.23 private acres-just a 3/10 mi stroll to Main St. The inviting foyer opens to a stunning, sun-drenched living area with skylights and gleaming hardwood floors throughout the living room, dining

    Kathy Schellens William Pitt Sotheby's Int'l

    9 Hickory Hill Dr, Chester, CT 06412
  • /20

    $399,999

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    87 McVeagh Rd, Westbrook, CT 06498

    This is a great home with lots of potential. It has an oversized two car garage, with a walkout basement. Within walking distance of Westbrook High School. Bring all offers - buyer back out due to personal reasons - no inspections done.

    Warner Hollister William Raveis Real Estate

    87 McVeagh Rd, Westbrook, CT 06498
  • /40

    $1,150,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    35 Prospect St, Essex, CT 06426

    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 and trim, the potential for a first-floor bedroom or home office with a private entrance, and peaceful seasonal water views of the Connecticut River and Middle Cove. The second floor has four

    Susan Malan William Pitt Sotheby's Int'l

    35 Prospect St, Essex, CT 06426
  • /40

    $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
  • /37

    $725,000

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    6 W Main St, Chester, CT 06412

    EXCELLENT LOCATION, EXCELLENT CONDITION! Lovingly restored 2-family in the heart of Chester Village with historic provenance. Perfect blend of old-school New England charm and modern updates including new siding, full insulation, and A/C. PRIME VILLAGE LOCATION - walk to Chester's vibrant fairs, events, dining, and shopping. Easy commute to Rt. 9. BOTH UNITS FEATURE: * 2 bedrooms with original

    MJ Derisio William Pitt Sotheby's Int'l

    6 W Main St, Chester, CT 06412
  • /40

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft

    214 Kelsey Hill Rd, Deep River, CT 06417

    Enjoy easy one level living in this beautifully updated ranch! The owners have thoughtfully opened up the floor plan, remodeled the kitchen with butcher block counters, refreshed the primary bathroom, finished the lower level, and installed a new roof and gutters, all within the past few years. The spacious 11x24 eat-in kitchen flows seamlessly into the family room, creating the perfect space for

    Craig Milton Re/Max Valley Shore

    214 Kelsey Hill Rd, Deep River, CT 06417
  • /35

    $1,175,000

    • 6 Beds
    • 3 Baths
    • 3,869 Sq Ft

    9 Turnstone Rd, Essex, CT 06426

    A spacious, exquisite, immaculately maintained home that shows like new! This impressive property is on the market for the first time since it was custom designed by the original owners, and built by a renowned local contractor. Attention to detail and flow is apparent throughout. The floor plan is fantastic. In addition to a large kitchen/great room with a fireplace and sliders leading to a rear

    Rick Weiner William Pitt Sotheby's Int'l

    9 Turnstone Rd, Essex, CT 06426
  • /38

    $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

    $232,500

    • Land
    • 1.5 Acres
    • $155,000 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
  • /40

    $2,250,000

    • 5 Beds
    • 5 Baths
    • 3,532 Sq Ft

    13 Hemlock Dr, Essex, CT 06426

    A sprawling luxury home offering one level living with stunning views of South Cove and quintessential Essex village beyond. With over 3,500 sf of newly designed and renovated living space including 11 rooms with 5 bedrooms and multiple baths. A soaring two-story sunroom overlooks stunning patio and garden areas complete with an inground pool set on over 1 acre of park-like grounds. Gorgeous

    Pat Park Berkshire Hathaway NE Prop.

    13 Hemlock Dr, Essex, CT 06426
  • /40

    $529,777

    • 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
  • /40

    $3,950,000

    • 7 Beds
    • 5.5 Baths
    • 7,930 Sq Ft

    155 Joshuatown Rd, Old Lyme, CT 06371

    Located in the picturesque countryside of Lyme, this antique Sturbridge Village compound is a unique property consisting of three separate parcels that combine to create a stunning estate. The compound features four main independent homes, each with its own distinct charm. The main house boasts three bedrooms, three and a half baths, and exudes historical elegance. A beautifully restored barn on

    Colette Harron William Pitt Sotheby's Int'l

    155 Joshuatown Rd, Old Lyme, CT 06371
  • /26

    $281,200

    • 3 Beds
    • 2 Baths
    • 1,314 Sq Ft

    97 Bushy Hill Rd, Deep River, CT 06417

    Investors take notice. Ranch-style home located in Deep River with lots of potential. Great lot and location. Property sits on over an acre of land, close to schools and parks. Property needs work and will not qualify for government financing. Property will be offered for sale. Buyers must sign up and place bids through Xome. All auction properties are subject to a purchaser's premium pursuant to

    Lauren Robarge Vylla Home (CT) LLC

    97 Bushy Hill Rd, Deep River, CT 06417
  • /40

    $419,900

    • 4 Beds
    • 1.5 Baths
    • 1,688 Sq Ft

    46 Hemlock Dr, Deep River, CT 06417

    Charming home located just out of town. Nicely laid out for entertaining in and out. Large living room with fireplace and cathedral ceiling. 2 Bedrooms and a full bath on the main floor. 11x20 Eat In Kitchen with granite counter tops. Second floor has a sitting/play area, 2 bedrooms and a 1/2 bath. Rear screened porch overlooks the terraced backyard. Large 13x34 deck steps down to the inground

    Craig Milton Re/Max Valley Shore

    46 Hemlock Dr, Deep River, CT 06417
  • /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
  • /31

    $419,900 Open Sun 11AM - 1PM

    • 2 Beds
    • 3 Baths
    • 1,956 Sq Ft

    65 Main St Unit 8, Essex, CT 06426

    Welcome to Rivers Edge. Rarely available end unit ranch with three full bathrooms. Loads of natural light, peaceful water views, private deck, partially finished lower level with one of the full baths. Stroll on sidewalks to Ivoryton and Centerbrook villages with restaurants, the renowed Ivoryton Playhouse the seasonal Ivoryton Illuminations and more.

    Susan Malan William Pitt Sotheby's Int'l

    65 Main St Unit 8, Essex, CT 06426
  • /40

    $3,375,000

    • 4 Beds
    • 6 Baths
    • 4,926 Sq Ft

    288 Middlesex Ave, Chester, CT 06412

    East View is a long-admired Connecticut Riverfront property, a rare offering that perfectly marries historic provenance with elevated modern living. The circa 1800 home was masterfully renovated and expanded in 2010 with an architect's eye and a reverence for its storied past. Meticulous attention to detail is found in the extensive millwork, custom built-ins and hand-hewn beams lending warmth

    Nancy Mesham Coldwell Banker Realty

    288 Middlesex Ave, Chester, CT 06412
  • /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
  • /5

    $200,000

    • Land
    • 10.4 Acres
    • $19,231 per Acre

    0 Kelseytown Bridge Rd, Clinton, CT 06413

    This approved building lot is an incredible opportunity for your future single-family home! Explore an impressive 10.4-acre lot, ideal for creating your dream residence. Tucked away in a tranquil area, this spacious property beautifully combines ample space with natural surroundings. You'll have various shopping and dining options nearby to meet your daily needs. The location also offers easy

    Patty Gallagher Coldwell Banker Realty

    0 Kelseytown Bridge Rd, Clinton, CT 06413
  • /36

    $849,900

    • 7 Beds
    • 2 Baths
    • 2,402 Sq Ft

    60 Goose Hill Rd, Chester, CT 06412

    Spectacular 2 Family home newly renovated. Separate entrances and separate driveways. One unit has 4 bedrooms and a bonus room and the other has 3 bedrooms. New septic system. Central air and washer/dryer hookups in each unit. Huge open kitchen/dining/living room area in both units. All wood and tile floors. Even the basement looks new with all new mechanicals. Stone wall along the driveway

    Alexis Devlin Coldwell Banker Realty

    60 Goose Hill Rd, Chester, CT 06412

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