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Homes for Sale near John Winthrop Middle School

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  • /15

    $995,000

    • Land
    • 1.02 Acres
    • $975,490 per Acre

    41B River Rd, Essex, CT 06426

    Extremely rare! 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
  • /2

    $200,000

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

    0 Kelseytown Bridge Rd, Clinton, CT 06413

    Build your dream home on this exceptional, expansive lot located in the highly desirable Kelseytown neighborhood of Clinton. Spanning a generous 10.4 picturesque acres, this beautiful parcel offers the ultimate canvas for a private estate, a sprawling ranch, or a custom multi-generational retreat. Enjoy a serene, nature-filled escape surrounded by peaceful woodlands while remaining just minutes

    Maria Phillips William Raveis Real Estate

    0 Kelseytown Bridge Rd, Clinton, CT 06413
  • /37

    $795,000

    • 3 Baths
    • 4,260 Sq Ft

    3 Essex Square, Essex, CT 06426

    A rare and unparalleled opportunity to acquire an iconic c.1900 property set atop a gentle rise at the head of Main Street in historic Essex Village. This substantial, professionally maintained building is comprised of two legal condominium units, and offers unmatched flexibility with its APPROVED MIXED RETAIL/OFFICE/RESIDENTIAL USE status. Potential to create your own custom Essex village

    Rick Weiner William Pitt Sotheby's Int'l

    3 Essex Square, Essex, CT 06426
  • /40

    $899,900

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,782 Sq Ft

    16 Glen Grove Rd, Deep River, CT 06417

    16 Glen Grove Road....a stunning custom built 2023 Colonial privately set on 4.53 acres in desirable Deep River. Tucked well off the road and surrounded by beautiful stone walls, this property offers exceptional privacy and endless possibilities to enjoy the outdoors, from garden areas & gorgeous rock walls, to creating your own walking trails throughout the wooded landscape. Inside, you'll find

    Sara Tufano Real Broker CT, LLC

    16 Glen Grove Rd, Deep River, CT 06417
  • /40

    $7,889,000

    • 3 Beds
    • 5 Baths
    • 4,664 Sq Ft

    175 River Rd, Essex, CT 06426

    Set along one of Essex's most coveted stretches of River Road, this exceptional waterfront estate offers a rare blend of understated elegance, privacy, and Connecticut River waterfront. Privately sited on nearly three acres, the property enjoys a serene, tucked-away feel while remaining just minutes from the heart of Essex Village. Custom-built and thoughtfully designed by its original owner, the

    Susan Malan William Pitt Sotheby's Int'l

    175 River Rd, Essex, CT 06426
  • /36

    $4,650,000

    $500K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,346 Sq Ft

    150 Joshuatown Rd, Old Lyme, CT 06371

    Welcome to 150 Joshuatown Road in Lyme, a stunning, custom built residence sited on over 30 acres of bucolic land, with specimen trees, beautiful landscaping, and over 1/4 mile of impressive rebuilt stone walls. The main level features a welcoming foyer, Chef's kitchen with breakfast room, a cherry paneled library with vaulted ceiling and warming fireplace, commodious dining room, living room

    Jennifer Caulfield William Pitt Sotheby's Int'l

    150 Joshuatown Rd, Old Lyme, CT 06371
  • /40

    $3,995,000

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

    41 Watrous Point Rd, Old Saybrook, CT 06475

    Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and

    Teri Lewis William Pitt Sotheby's Int'l

    41 Watrous Point Rd, Old Saybrook, CT 06475
  • /21

    $259,900

    • 2 Beds
    • 1.5 Baths
    • 1,232 Sq Ft

    77 Scenic View Dr Unit 4, Deep River, CT 06417

    Welcome to your new home-a spacious townhouse-style condominium nestled in a peaceful wooded setting in desirable Deep River. This 2-bedroom, 1.5-bath home offers over 1,200 square feet of comfortable living space, featuring an open and functional layout, central air, and abundant natural light throughout. Enjoy your morning coffee on the private balcony or relax on the patio overlooking the

    Cassandra Aronson Puorro Realty Group

    77 Scenic View Dr Unit 4, Deep River, CT 06417
  • /17

    $569,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,594 Sq Ft

    46 School Hill Ln, Westbrook, CT 06498

    Welcome to 46 School Hill Ln, a spacious 4-bedroom, 2.5-bath home offering 2,594 sq ft of comfortable living space. The kitchen features white tile, Corian countertops, and a butcher block center island, perfect for everyday living and entertaining. The primary bath has been refreshed with new flooring and a new vanity. Major systems have been well maintained, including HVAC repairs completed

    Derek Greene Derek Greene

    46 School Hill Ln, 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
  • /2

    $2,200,000

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

    134 Meadow Woods Rd, Deep River, CT 06417

    Rare opportunity to acquire approximately 30 acres in one of Deep River's most desirable locations. This exceptional property presents a unique residential development opportunity combining privacy, natural beauty, existing improvements, and future potential. The property includes an existing Saltbox style residence and offers subdivision potential for approximately 5-7 residential lots, subject

    Jennifer Gurnell William Raveis Real Estate

    134 Meadow Woods Rd, Deep River, CT 06417
  • /38

    $3,150,000

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

    288 Middlesex Ave, Chester, CT 06412

    Set along a coveted stretch of the Connecticut River, this stunning, turnkey waterfront compound offers a rare convergence of privacy, protected views, and deep water access-just over one mile from the heart of Chester Village. Encompassing 2.65 acres with 285 feet of direct river frontage, the property unfolds as a true waterfront retreat. Manicured grounds lead seamlessly from the residence and

    Nancy Mesham Coldwell Banker Realty

    288 Middlesex Ave, Chester, CT 06412
  • /40

    $1,199,999

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

    209 Main St, Deep River, CT 06417

    Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and

    Diane Devries William Pitt Sotheby's Int'l

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

    $2,600,000

    $200K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 5,234 Sq Ft

    88 Main St, Ivoryton, CT 06442

    Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40

    Kirsten Adams William Pitt Sotheby's Int'l

    88 Main St, Ivoryton, CT 06442
  • /33

    $349,000

    • 3 Beds
    • 1 Bath
    • 1,172 Sq Ft

    513 Essex Rd, Westbrook, CT 06498

    This 3-bedroom, 1-bath, 1-car garage ranch offers a full walk-out basement, 1,172 square feet of living space on a generous 0.52-acre lot. This property is ideal for first-time homebuyers, downsizers, or investors seeking a solid shoreline community home. sold as is. Subject to probate and lien holder approvalj

    Claude Cousins Berkshire Hathaway NE Prop.

    513 Essex Rd, Westbrook, CT 06498
  • /31

    $845,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,554 Sq Ft

    18 Maple Ave, Essex, CT 06426

    Private, move in ready Essex Village ranch on a large level landscaped lot, set back from the road. Lots oof privacy. Walk to restaurants, shops, library, parks and CT River. Remodeled 36x10 sunroom / dining area with a wall of sliders. Finished lower lever Family room, guest room and full bathroom. 690 square feet not included in the square feet. Oversized shed for a handyman or artist studio.

    Mark Reyher Reyher Real Estate

    18 Maple Ave, Essex, CT 06426
  • /36

    $924,000

    • 4 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    15 Pent Rd, Deep River, CT 06417

    Welcome to 15 Pent Rd in Deep River, a truly captivating property that feels like a private retreat from the moment you arrive. Set in a peaceful, natural setting surrounded by trees and scenic outdoor views, this home offers a rare blend of charm, character, and everyday comfort. This home features 4 bedrooms and a finished attic for added living space. Inside, the home is warm, bright, and full

    Nadia Martinez Ki Property Group

    15 Pent Rd, Deep River, CT 06417
  • /40

    $559,000

    • 2 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    92 Bokum Rd, Old Saybrook, CT 06475

    A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and

    Linda Toscano Coldwell Banker Realty

    92 Bokum Rd, Old Saybrook, CT 06475
  • /30

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,979 Sq Ft

    199 Westbrook Rd, Essex, CT 06426

    Set in a serene Essex setting, this lovely contemporary home offers a rare opportunity to enjoy waterfront living on Tiffany Pond. Surrounded by beautifully landscaped grounds, the property provides a peaceful retreat with beautiful natural views in every direction. Designed for both comfort and style, the home features 3 spacious bedrooms and 2.5 baths, including a desirable first-floor primary

    Wendy Visgilio Coldwell Banker Realty

    199 Westbrook Rd, Essex, CT 06426
  • /20

    $1,750,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,500 Sq Ft

    Lot 1 - 160 Saybrook Rd, Essex, CT 06426

    TO BE BUILT, imagine your beautiful NEW construction home here across the street from coveted south cove in Essex, Connecticut. Just minutes away from downtown Essex. Customization is possible. The striking roofline with multiple gables, elegant dormers, and a signature cupola creates architectural presence, while crisp white trim and standing-seam metal roof accents provide clean, sophisticated

    Robyn Letourneau Berkshire Hathaway NE Prop.

    Lot 1 - 160 Saybrook Rd, Essex, CT 06426
  • /39

    $1,695,000

    $154K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,724 Sq Ft

    101 N Main St, Essex, CT 06426

    Nestled in the heart of Essex Village along one of its most picturesque streets, this iconic c.1818 home welcomes you with a charming wraparound covered front porch, an inviting place to sit and relax. Inside, you'll find a perfect blend of timeless character and thoughtful modern updates, creating a home is both beautiful and comfortable. At its heart is a custom chef's kitchen featuring solid

    Jodi Strycharz William Pitt Sotheby's Int'l

    101 N Main St, Essex, CT 06426
  • /29

    $469,900

    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    46 Main St, Essex, CT 06426

    Discover the perfect blend of income potential and small-town charm with this centrally located two-unit property. Ideal for investors or owner-occupants seeking rental income, this well-maintained home offers flexibility and walkable convenience in the heart of Centerbrook. First Floor - Private entrance with direct access from the parking area. Freshly painted and flooded with natural light,

    Tracy Lenz William Pitt Sotheby's Int'l

    46 Main St, Essex, CT 06426
  • /9

    $625,000

    Open Sun 11AM - 1PM Coming Soon
    • 2 Beds
    • 3 Baths
    • 2,084 Sq Ft

    15 Cove Hill Rd, Essex, CT 06426

    Discover the ease of single-level living in this sprawling custom ranch, privately tucked away on a quiet cul-de-sac just minutes from the Connecticut River in the quintessential New England town of Essex. Consistently recognized as one of America's best small towns, Essex offers an unmatched lifestyle rich in history, charm, and year-round recreation. Stroll through the Revolutionary War-era

    Mary Jean Agostini RE/MAX Right Choice

    15 Cove Hill Rd, Essex, CT 06426
  • /15

    $959,750

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    6 Beechwood Dr, Ivoryton, CT 06442

    Nestled on a private 1.82-acre homesite in picturesque Ivoryton, this stunning new construction residence offers the perfect blend of luxury, comfort, and modern design. Featuring over 2,500 square feet of thoughtfully designed living space, the home boasts 4 bedrooms, 2.5 baths, an open-concept layout, designer finishes, and exceptional craftsmanship throughout. The spacious kitchen flows

    Michael Garcarz Silver and Oak Realty

    6 Beechwood Dr, Ivoryton, CT 06442
  • /39

    $924,500

    $74K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,488 Sq Ft

    13-21 Nott Ln Unit A3, Essex, CT 06426

    Enjoy the best of coastal living in this beautifully maintained waterfront condo, on Middle Cove, ideally located in the heart of a charming village of Essex. Wake up to stunning water views, relax on your private balcony, and stroll to nearby shops, restaurants, marinas, and local attractions. This light-filled home features an open floor plan, spacious living areas, and comfortable bedrooms

    Mary McDonald Coldwell Banker Realty

    13-21 Nott Ln Unit A3, Essex, CT 06426
  • /36

    $1,975,000

    • 4 Beds
    • 3 Baths
    • 3,023 Sq Ft

    5 Hemlock Dr, Essex, CT 06426

    5 Hemlock Drive is a 1972 Acorn Deck House - one of the most admired prefab designs in American residential architecture - comprehensively rebuilt under the direction of Marcus Gleysteen, AIA, founder of the award-winning Marcus Gleysteen Architects. While the original post-and-beam frame, cedar decking, brick chimney and characteristic roof form remain, every surface, system and finish has been

    John Campbell Compass Connecticut, LLC

    5 Hemlock Dr, Essex, CT 06426
  • /32

    $4,300,000

    • 3 Beds
    • 3.5 Baths
    • 4,383 Sq Ft

    7 Hanna Ln, Essex, CT 06426

    Fresh Update for a Classic Connecticut Home - Discover a beautifully restored 1955 waterfront classic. Stunning panoramic water views, privacy and walk-to-town convenience. Ascend to the family room, crowned with cathedral ceilings and expansive windows that invite the breathtaking views of the Connecticut River. A Danish gas fireplace adds a touch of sophistication, creating a cozy yet chic

    Colette Harron William Pitt Sotheby's Int'l

    7 Hanna Ln, Essex, CT 06426
  • /40

    $4,195,000

    • 4 Beds
    • 4 Baths
    • 3,769 Sq Ft

    10 Scholes Ln, Essex, CT 06426

    Steeped in history and prominently positioned in the heart of Essex Village, the distinguished "Frederick Scholes House" (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined

    Susan Malan William Pitt Sotheby's Int'l

    10 Scholes Ln, Essex, CT 06426
  • /36

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    17 Scholes Ln, Essex, CT 06426

    Experience the essence of Essex village living in this distinguished historic home. Perfectly positioned in the heart of the village, 17 Scholes Lane is a master class in period charm and modern amenities offering a peaceful, sun-drenched retreat where 18th-century soul blends seamlessly with high-end, contemporary finishes. Thoughtfully renovated to prioritize water view, light and flow. At its

    Colette Harron William Pitt Sotheby's Int'l

    17 Scholes Ln, Essex, CT 06426
  • /26

    $445,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 810 Sq Ft

    52 Pond Meadow Rd, Ivoryton, CT 06442

    Welcome home to this charming and beautifully maintained cottage-style farmhouse offering the perfect blend of character and modern updates. Built in 1890, this home features original flooring, exposed beams, and timeless charm throughout. Recent upgrades include a new roof, new driveway, new 200 amp electrical panel, and a high-efficiency split system providing both heating and cooling, with a

    Noah Gates Real Broker CT, LLC

    52 Pond Meadow Rd, Ivoryton, CT 06442
  • /10

    $249,000

    $24K PRICE INCREASE
    • 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
  • /38

    $599,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,028 Sq Ft

    452 Essex Rd, Westbrook, CT 06498

    Welcome to Westbrook! This fully renovated Colonial is ready for its new owners to enjoy shoreline living. There is plenty of space inside and out, with almost 3/4 of an acre of park-like grounds outside, along with 3 bedrooms/2 baths, and extra bonus spaces inside. The first floor features gleaming hardwood floors, an updated kitchen, full bath, fireplace, living room, and a fully enclosed wrap

    Evan Johnson Coldwell Banker Realty

    452 Essex Rd, Westbrook, CT 06498
  • /40

    $5,795,000

    • 4 Beds
    • 4.5 Baths
    • 5,459 Sq Ft

    77 Joshua Ln, Old Lyme, CT 06371

    Perched above the CT River with breathtaking panoramic views and unforgettable sunsets from every room, this extraordinary waterfront compound is the definition of luxury coastal living. Set on one of the most sought-after private lanes & completely fenced for privacy and security, the property is designed for both grand entertaining and relaxed everyday comfort. It includes a spectacular main

    Jodi Strycharz William Pitt Sotheby's Int'l

    77 Joshua Ln, Old Lyme, CT 06371
  • /11

    $725,000

    • Land
    • 12,632 Sq Ft
    • $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

    $3,700,000

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

    155 Joshuatown Rd, Old Lyme, CT 06371

    Nestled between the Lower Connecticut River and Long Island Sound, encircled by conservancy, this enchanting compound offers five distinct living environments blending the timeless character of early New England architecture with modern spaces for today's style of living. At the heart of the estate is a beautifully preserved 1787 Cape, with original fireplaces, rich with warmth and history. It is

    Angela Ruel Berkshire Hathaway NE Prop.

    155 Joshuatown Rd, Old Lyme, CT 06371
  • /39

    $850,000

    $49K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,544 Sq Ft

    9 Barley Hill Rd, Old Saybrook, CT 06475

    This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California

    Sharon Linder Berkshire Hathaway NE Prop.

    9 Barley Hill Rd, Old Saybrook, CT 06475
  • /26

    $410,000

    $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,572 Sq Ft

    93 Book Hill Rd, Essex, CT 06426

    Classic Essex charm meets modern updates at 93 Book Hill Road. This 3-bedroom, approximately 1,572 sq. ft. home has been thoughtfully improved with over $100,000 in seller-reported upgrades in 2020, including heat pump/central air, upgraded 200-amp electrical, PEX plumbing, added insulation, updated flooring, recessed lighting, fresh paint, renovated kitchen with stainless steel appliances,

    Devin Moore Innovation Propeties, LLC

    93 Book Hill Rd, Essex, CT 06426
  • /9

    $229,000

    $21K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    77 Scenic View Dr Unit 17, Deep River, CT 06417

    Don't miss your opportunity for this affordable updated condo in Deep River! Peaceful location provides serenity, yet you are very close to vibrant town center with everything you could need including restaurants, shops, groceries, pharmacy and more! Close to Route 9 for convenience. Why rent when you can own in Deep River?!

    Joe Simmons Coldwell Banker Realty

    77 Scenic View Dr Unit 17, Deep River, CT 06417
  • /31

    $2,200,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,750 Sq Ft

    Lot 2 - 160 Saybrook Rd, Essex, CT 06426

    NEW CONSTRUCTION Modern French Country Cottage in a rare location. The opportunity for new construction within minutes from downtown Essex is rare and customization is still possible. This home design masterfully incorporates simplistic timeless luxury with impressive architectural elements that will provide the peaceful retreat you've been looking for, yet functional and efficient. This South

    Robyn Letourneau Berkshire Hathaway NE Prop.

    Lot 2 - 160 Saybrook Rd, Essex, CT 06426
  • /39

    $650,000

    • 4 Beds
    • 4 Baths
    • 2,560 Sq Ft

    38 Main St, Deep River, CT 06417

    Nestled in the charming town of Deep River, between the villages of Essex and Chester, this beautiful Colonial offers the perfect blend of classic character and modern updates. Featuring 4 bedrooms, 2 full baths and 2 half baths, this spacious home is designed for comfortable living and entertaining. Enter through the welcoming foyer, where the dining room sits to the left, while French doors

    Sue Bowes RE/MAX on the Bay

    38 Main St, Deep River, CT 06417

Showing Results 41 - 80, Page 2 of 2

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