81

Homes for Sale near John Winthrop Middle School

Section Image Section Image
  • /25

    $325,000

    • 3 Beds
    • 1.5 Baths
    • 1,132 Sq Ft

    11 Winter Ave, Deep River, CT 06417

    Check out this gorgeous home completely rebuilt from top to bottom! Imagine... brand new Roof, Siding, Windows, Mechanicals... no hassles for years to come!! This Deep River gem offers all new electrical, heating, and on-demand hot water systems for modern efficiency. Enjoy the stunning new kitchen with soft-close cabinets, stainless steel appliances, and quality finishes throughout. Unique

    Agent Photo

    Amber Jones

    KW Legacy Partners

    (860) 378-8016

    11 Winter Ave, Deep River, CT 06417
  • /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
  • /5

    $299,900

    • 3 Beds
    • 1 Bath
    • 1,060 Sq Ft

    7 Earl St, Centerbrook, CT 06409

    Investor Special - 7 Earl Street | Full Gut Renovation Opportunity Calling all savvy investors and visionary flippers! 7 Earl Street is your next big opportunity. This estate property is being sold as-is and is ready for a complete transformation. The structure appears solid, but the interior needs a complete gut and rebuild. There is currently no kitchen or working bathroom, and a past pipe

    Agent Photo

    Nick Prevost

    William Raveis Real Estate

    (860) 351-4372

    7 Earl St, Centerbrook, CT 06409
  • /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
  • /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
  • /18

    $189,497

    • Land
    • 25.53 Acres
    • $7,423 per Acre

    0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412

    Residential - 25.53 ac Lot in Chester, CTPricing Details:Seller Financing: $41,689.34 Down | $3,165.54 per monthHere’s your chance to own a remarkable 25.53-acre property in the heart of Chester, CT, Middlesex County. While the parcel is landlocked with no legal access, it can be reached via the Deep River through state-owned land, and Pine Ledge Road comes close to the

    Timothy Ebie Land Fast Offers, LLC

    0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
  • /40

    $1,095,000

    • 3 Beds
    • 3 Baths
    • 2,664 Sq Ft

    47 Ferry Rd, Chester, CT 06412

    A unique offering in Chester on the CT. River in the Pattaconk/Fort Hill area, bordering the Chester ferry. A small historic town known for its Main Street, art galleries, restaurants and hiking in the Cockaponset State Forest. Privately situated, fully remodeled charming colonial home sits above the River overlooking 5+ acres of waterfront meadow landscape. Ferry activity, views of Gillette's

    Mary Poola William Raveis Real Estate

    47 Ferry Rd, Chester, CT 06412
  • /33

    $999,999

    • 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
  • /35

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    18 Little Point St, Essex, CT 06426

    Classic Cape Cod home in Essex Village. Little Point Street leads to the CT River for you to launch your canoe, kayak or paddle board. Gaze out the picture window in the kitchen to river views while you have coffee or dine. Upper bedroom with balcony deck also has water views. Close to center of Essex Village park, tennis courts, library, shops and restaurants. Prior and current owners Master

    Louisa Ketron Berkshire Hathaway NE Prop.

    18 Little Point St, Essex, CT 06426
  • /40

    $925,400

    • 3 Beds
    • 2 Baths
    • 2,938 Sq Ft

    179 Bokum Rd, Old Saybrook, CT 06475

    Unique Multi-Generational Property on 2+ Private Acres. A truly rare opportunity: two connected yet fully private residences set on 2.02 serene acres bordering the breathtaking 1,000-acre "Preserve". An impressive (24' x 40') heated, two-story barn with a loft offers endless possibilities for contractors, hobbyists, collectors, or creatives seeking a private studio or workshop. Primary Residence:

    Craig Milton Re/Max Valley Shore

    179 Bokum Rd, Old Saybrook, CT 06475
  • /35

    $1,275,000

    • 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
  • /40

    $1,475,000

    • 5 Beds
    • 3.5 Baths
    • 5,980 Sq Ft

    4 Laconia Dr, Clinton, CT 06413

    Welcome to 4 Laconia Drive, where timeless elegance meets modern sophistication. Nestled within Lake Laconia Estates, this 4,500 sq ft estate on 1.84 acres offers a curated balance of timeless architecture and modern refinement. Private lake access, a private corner lot, and thoughtfully renewed interiors create a lifestyle of both elegance and ease. From the moment you step inside, the attention

    Larry Bevilacqua RE/MAX Legends

    4 Laconia Dr, Clinton, CT 06413
  • /36

    $1,400,000

    • 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
  • /31

    $875,000

    • 3 Beds
    • 4 Baths
    • 2,359 Sq Ft

    13 Maple Ave, Essex, CT 06426

    Available for the first time in over 30 years! Perfectly situated in the heart of Essex Village, this charming 2-3 BR Cape c1937 blends the architectural beauty of the 1930's with the comfort of modern living. Step into a thoughtfully designed space featuring an incredible Great Room addition with soaring ceilings, a cozy fireplace and abundant natural light. French doors open to a spacious deck

    Carol Frost Compass Connecticut, LLC

    13 Maple Ave, Essex, CT 06426
  • /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

    $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. 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
  • /40

    $1,125,000

    • 5 Beds
    • 3.5 Baths
    • 3,594 Sq Ft

    153 Mitchell Hill Rd, Old Lyme, CT 06371

    NEW PRICE! Welcome to this beautiful and spacious Federal-style home, privately sited on 4.48 acres. From the moment you step inside, you'll be delighted by its elegant charm and thoughtful layout. Gleaming hardwood floors, 9-foot ceilings, and flooded with natural light set the tone throughout. The heart of the home is the open-concept kitchen, family room, and breakfast nook ideal for everyday

    Jodi Strycharz William Pitt Sotheby's Int'l

    153 Mitchell Hill Rd, Old Lyme, CT 06371
  • /37

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,494 Sq Ft

    7 Shelter Rock Rd, East Haddam, CT 06423

    Masterfully constructed, this home features the hallmarks of period craftmanship, punctuated by modern efficiency and green living. Meticulous attention to detail extends to the studio, greenhouse and the surrounding grounds. Find lofted ceilings, extensive millwork, wide board reproduction style pine floors throughout and grand windows offering loft and light. Exceptional spaces include a

    Nancy Mesham Coldwell Banker Realty

    7 Shelter Rock Rd, East Haddam, CT 06423
  • /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 Re/Max Valley Shore

    88 Winthrop Rd, Chester, CT 06412
  • /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
  • /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
  • /32

    $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

    $421,000

    • 4 Beds
    • 1.5 Baths
    • 1,878 Sq Ft

    2 Crescent St, Deep River, CT 06417

    Welcome to this timeless 1907 Victorian, perched high above Crescent Street with enchanting views of Main Street and Keyboard Pond. Just steps from Deep River Village, this home is both tucked away in privacy and close to town, offering a rare blend of historic character and modern comfort. A storybook front porch invites you to enjoy glowing sunsets, while a private back patio with Jacuzzi feels

    Kristina Quinones William Pitt Sotheby's Int'l

    2 Crescent St, Deep River, CT 06417
  • /38

    $695,000

    • 4 Beds
    • 1.5 Baths
    • 1,872 Sq Ft

    496 Joshuatown Rd, Old Lyme, CT 06371

    Nestled in the Hadlyme section of Lyme, "Tail of the Whale" is a charming 4-bedroom Cape set along picturesque Joshuatown Road. This serene retreat offers stunning westerly views over the Whalebone Estuary and 325 feet of frontage on Whalebone Creek, with tidal access for kayaking or canoeing to the nearby cove and Connecticut River. The gently sloping lot conceals a wetland with level lawn at

    Joseph Rhodes Coldwell Banker Realty

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

    $390,000

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    69 High St, Deep River, CT 06417

    Charming New England Colonial in the Heart of Deep River. Welcome to this classic New England Colonial, beautifully situated on High Street across from Deep River Elementary School. This well-maintained home features two bedrooms, with a flexible office space that includes a closet and two windows. This office space offers the possibility to convert into a third bedroom to suit your needs. The

    Jill D'Angelo-Powers Coldwell Banker Realty

    69 High St, Deep River, CT 06417
  • /35

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,756 Sq Ft

    14 Ferry Rd Unit E2, Old Lyme, CT 06371

    Elegant and sophisticated one-floor living in the heart of charming and historic Old Lyme Village. Gracious entry welcomes guests opens to an elegant, spacious, sun-filled living room with a cozy fireplace, flanked by twin, lighted, built-in book or display cases. A white, bright kitchen with access to a sun-filled Sunroom helps make meal preparation a delight. The dining room is enhanced by

    Laurie Walker William Pitt Sotheby's Int'l

    14 Ferry Rd Unit E2, Old Lyme, CT 06371
  • /39

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    25 Kelseytown Bridge Rd, Clinton, CT 06413

    Incredible updates in the last 6 months include a new, 1250 gallon septic tank, freshly painted throughout, new stainless appliances to name a few! Located on a peaceful .92-acre lot in Clinton, this 4-bedroom, 2.5-bath Colonial offers 2,416 square feet of living space, plus room to grow. With hardwood floors and a practical layout, this home perfectly balances comfort, efficiency, and

    Hilary Reid Coldwell Banker Realty

    25 Kelseytown Bridge Rd, Clinton, CT 06413
  • /25

    $275,000

    • 2 Beds
    • 1 Bath
    • 666 Sq Ft

    20 Comstock Ave Unit 3D, Ivoryton, CT 06442

    Welcome to Oakridge Village in the quaint town of Ivoryton. Beautifully remodeled and move-in ready, this charming 2-bedroom ranch style condo offers a peaceful setting and serene wooded views. Inside, the home has an updated kitchen with newer appliances, updated bathroom, new Anderson windows & slider and newer laminate floors. The second bedroom has a stackable washer and dryer and new hot

    Jane Cardarelli William Raveis Real Estate

    20 Comstock Ave Unit 3D, Ivoryton, CT 06442
  • /39

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 2,018 Sq Ft

    21 River Ln, Deep River, CT 06417

    Remodeled from the ground up this home is ready for new owners to move right in and enjoy! Centrally located to the village center & the CT River, gives you easy access to the town center where you find small shops, grocery store, pharmacy, library, town green & more. In the other direction you are close to the Connecticut River where there is boating, water skiing, kayaking & more. The exterior

    Brian Jermainne Team Jermainne Real Estate Services, LLC

    21 River Ln, Deep River, CT 06417
  • /40

    $800,000

    • 3 Beds
    • 2.5 Baths
    • 1,863 Sq Ft

    126 Main St, Centerbrook, CT 06409

    Set in the heart of Centerbrook Village, this 1917 Colonial captures the timeless charm of Essex with all the right updates in place. Thoughtfully redesigned by Nautilus Architects, the kitchen blends classic craftsmanship with modern function - complemented by refinished hardwood floors, updated systems, and a new matched central air system with upgraded condenser and coil. Upstairs, the

    Jonathan Zuromski Real Broker CT, LLC

    126 Main St, Centerbrook, CT 06409
  • /19

    $465,000

    • 5 Beds
    • 2 Baths
    • 2,090 Sq Ft

    100 N Tower Hill Rd, Killingworth, CT 06419

    Escape to the country in peaceful Killingworth! Set on 3+ acres with a pool, pond, and horse-friendly zoning, this property offers privacy, nature, and endless potential. Enjoy a quiet setting across from a tree reserve. Recent updates include a new septic system, working well, newer roof sections, and solid furnace. Ideal for buyers ready to customize and create their dream home. Sold AS IS -

    Jason Saphire www.HomeZu.com

    100 N Tower Hill Rd, Killingworth, CT 06419
  • /38

    $669,000

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

    16 N Main St, Essex, CT 06426

    Nestled in the heart of historic Essex Village, this charming 2-bedroom, 2-bath Carriage House offers 1,076 sq. ft. of thoughtfully designed living space that perfectly blends historic charm with modern comfort. Just a short stroll from the Connecticut River, local marinas, museums, boutique shops, fine dining, and the iconic Griswold Inn, this home embodies the quintessential Essex lifestyle.

    Alice Trautman William Raveis Real Estate

    16 N Main St, Essex, CT 06426
  • /25

    $540,000

    • 3 Beds
    • 2.5 Baths
    • 1,639 Sq Ft

    87 Rattling Valley Rd, Deep River, CT 06417

    For the first time on the market, this enchanting 4.6 acre property invites you to live immersed in nature - where wooded trails, abundant wildlife, and water access are part of everyday life. Sharing a property line with the pristine Pratt Cove, a protected wetland alive with birdlife and native plants, this home is a true sanctuary for outdoor enthusiasts. Launch a canoe from your backyard and

    Sacha Armstrong William Pitt Sotheby's International Realty

    87 Rattling Valley Rd, Deep River, CT 06417
  • /12

    $350,000

    • 2 Beds
    • 1 Bath
    • 1,012 Sq Ft

    21 E Liberty St, Chester, CT 06412

    Rehab property - CASH only - AS-IS Sale. There is a buried oil tank - seller will not be removing.

    Rachel Welch William Raveis Real Estate

    21 E Liberty St, Chester, CT 06412
  • /29

    $499,000 Open Sat 12PM - 2PM

    • 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
  • /39

    $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

    $544,999

    • 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
  • /34

    $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
  • /17

    $799,000

    • 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
  • /32

    $749,000

    • 4 Beds
    • 3 Baths
    • 2,142 Sq Ft

    5 Fox Hollow Rd, Old Saybrook, CT 06475

    Welcome to 5 Foxhollow Road, a meticulously renovated 4 bedroom, 3 bath Cape located on a quiet cu-de-sac on 1.84 acres. This property offers the unique blend of exceptional privacy with a prime central location convenient to shopping and dining, hiking and biking trails, and all the beauty of coastal Connecticut. This secluded retreat, however, offers easy access to all things in Essex, Westrook

    Suzanne McConville William Raveis Real Estate

    5 Fox Hollow Rd, Old Saybrook, CT 06475

Showing Results 1 - 40, Page 1 of 3

How to Buy a Home How to Finance a Home How to Sell a Home