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Homes for Sale near John Winthrop Middle School

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  • /33

    $1,195,000

    • 5 Beds
    • 6 Baths
    • 3,870 Sq Ft

    1 Lake Louise Dr, Westbrook, CT 06498

    Magnificent lakeside retreat in Westbrook convenient to everything. This expanded cape has everything you could possibly want in a home including two large primary suites on the main level. Originally the builder's home, the attention to detail and high-end finishes are obvious in every room. Features include large, open rooms, an indoor pool and ample light filled rooms overlooking Lake Louise.

    Agent Photo

    Rick Allen

    William Raveis Real Estate

    (860) 254-1716

    1 Lake Louise Dr, Westbrook, CT 06498
  • /40

    $2,950,000

    • 3 Beds
    • 5.5 Baths
    • 5,610 Sq Ft

    274 Joshuatown Rd, Lyme, CT 06371

    Nestled on 18 scenic acres in Lyme, Connecticut, this stunning 5,800-square-foot home is a showcase of contemporary design and sustainable living. Designed by renowned architect Stephen Jacobs and interior designer Andi Pepper, this minimalist masterpiece features natural stone, wood, and oversized triple-glazed windows with brise soleil fins, offering both luxury and near-zero energy efficiency.

    Agent Photo

    Dawn Mikuláštík Gagliardi

    Serhant Connecticut, LLC

    (860) 590-4613

    274 Joshuatown Rd, Lyme, CT 06371
  • /40

    $985,000

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

    163 Main St, Deep River, CT 06417

    EXCITING NEWS, ARV has increased to $1.7 MILLION!!! We met with the town's building inspector and fire marshal for an on-site assessment, and they have expressed interest in seeing the 3rd Floor "Penthouse" get developed into rentable living space. The town needs about 30 days from application and submission of site plans to review the addition for approval. Pre-existing zoning regulations have

    Connor Wenchell VC Property Group, LLC

    163 Main St, Deep River, CT 06417
  • /35

    $2,200,000

    • 4 Beds
    • 3.5 Baths
    • 4,162 Sq Ft

    20 Hemlock Dr, Essex, CT 06426

    Extraordinary opportunity to own direct waterfront home with permitted dock and private tidal beach. Breathtaking panoramic views of South Cove and seamless access to the CT River. Enjoy daily views of Essex Village and surrounding marinas. Elegant, entertainment ready home offers over 4100 sq. ft of living space that does not include partially finished, walkout lower level. Oversized windows and

    Dee Hasuly KW Legacy Partners

    20 Hemlock Dr, Essex, CT 06426
  • /40

    $1,225,000

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

    153 Mitchell Hill Rd, Old Lyme, CT 06371

    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 living and

    Jodi Strycharz William Pitt Sotheby's Int'l

    153 Mitchell Hill Rd, Old Lyme, CT 06371
  • /40

    $1,195,000

    • 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
  • /40

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 3,381 Sq Ft

    2 Lake Louise Dr, Westbrook, CT 06498

    Stunning remodeled home in the Lake Louise community of fine homes! This home has been tastefully updated from top to bottom! Architectural details & mouldings throughout! A chef's gourmet kitchen with top of the line appliances: a sub-zero refrigerator, a European Gas range with double electric ovens, a commercial range hood, an oversized cast iron sink, custom cabinets, a 10 foot granite

    Laura Bitondo Berkshire Hathaway NE Prop.

    2 Lake Louise Dr, Westbrook, CT 06498
  • /40

    $2,995,000

    • 6 Beds
    • 6.5 Baths
    • 6,305 Sq Ft

    18 Ferry Rd, Old Lyme, CT 06371

    In the heart of Old Lyme at 18 Ferry Road, where history whispers through the trees, there lies an enchanting 1890 home, a setting so magical it was chosen for the Hallmark movie 'Next Stop Christmas.' This storied estate, with its rich past and inviting presence, opens its doors to reveal a narrative of elegance and comfort. At the heart of this home is a large chef's kitchen, a culinary theatre

    Tammy Tinnerello William Pitt Sotheby's Int'l

    18 Ferry Rd, Old Lyme, CT 06371
  • /40

    $2,195,000

    • 4 Beds
    • 3.5 Baths
    • 3,724 Sq Ft

    101 N Main St, Essex, CT 06426

    In the heart of Essex Village! This iconic home with its welcoming front porch offers a rare opportunity for a family compound or multi-generational living just steps from shops & restaurants. Inside, a gracious foyer leads to bright, well-proportioned rooms. The parlor opens to a cozy family room with a gas fireplace and Riverstone flooring. French doors connect to the formal dining room

    Kyle Hinding Coldwell Banker Realty

    101 N Main St, Essex, CT 06426
  • /40

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 3,149 Sq Ft

    7 Old Depot Rd, Chester, CT 06412

    Bella Vista: A Timeless Italianate Treasure on 6 Acres. Step into a piece of history, a magnificent Italianate country villa that has graced the landscape since 1908. First time on the market, this storied estate has been lovingly preserved by the same family for generations, a testament to its enduring allure. Listed on the National Registry of Historic Places, Bella Vista is an architectural

    Colette Harron William Pitt Sotheby's Int'l

    7 Old Depot Rd, Chester, CT 06412
  • /37

    $1,495,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 5 Baths
    • 4,546 Sq Ft

    30 Watrous Point Rd, Old Saybrook, CT 06475

    Framed by mature landscape and extensive hardscape, welcome to this private Watrous Point country home. Find a gracious, barrel-vaulted entry and a gallery-style foyer flanked by the library. Built to entertain, a solid cherry kitchen commands an 8-burner Wolf range, two Gaggenau convection ovens, warming drawers, dual Subzeros and a dream pantry. One of two fieldstone fireplaces anchors the

    Nancy Mesham Coldwell Banker Realty

    30 Watrous Point Rd, Old Saybrook, CT 06475
  • /37

    $1,395,000

    • 5 Beds
    • 6 Baths
    • 5,364 Sq Ft

    17 Lookout Hill, Essex, CT 06426

    An impressive and enchanting private retreat set on 1.51 acres atop a quiet cul-de-sac minutes from Essex village and the CT river. The perfect sanctuary for those seeking tranquility with room to entertain family and friends. Recent updates include new skylights, a freshly painted interior, and refinished wide-board hardwood flooring. 4,714 SF - PLUS a very useful 650 SF walk-out lower level

    Rick Weiner William Pitt Sotheby's Int'l

    17 Lookout Hill, Essex, CT 06426
  • /39

    $4,500,000

    • 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 nestled 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 estate now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River. At

    Joseph Rhodes Coldwell Banker Realty

    53 Selden Rd, Old Lyme, CT 06371
  • /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
  • /3

    $479,000

    • 4 Beds
    • 1.5 Baths
    • 1,750 Sq Ft

    7 Dogwood Dr, Centerbrook, CT 06409

    Handyman special in a prime neighborhood of beautiful homes! This classic Cape Cod sits on a stunning 1.26-acre lot and offers the perfect opportunity for a young buyer or savvy flipper. The home features a front-to-back living room with fireplace, a spacious dining room, and solid oak hardwood floors throughout. There's one small bedroom on the main floor and three large bedrooms upstairs. The

    Joel Lucas Coldwell Banker Realty

    7 Dogwood Dr, Centerbrook, CT 06409
  • /40

    $5,495,000

    • 4 Beds
    • 4.5 Baths
    • 4,131 Sq Ft

    1 Foxboro Rd, Essex, CT 06426

    Essex Waterfront Signature Property: A Victorian Gem on the Connecticut River ~ Experience the epitome of waterfront elegance with this Victorian masterpiece. This architectural treasure offers a harmonious blend of classic charm and modern luxury. As you step inside, you're greeted by an open floor plan that seamlessly connects living spaces, accentuated by light-filled views through large,

    Colette Harron William Pitt Sotheby's Int'l

    1 Foxboro Rd, Essex, CT 06426
  • /37

    $895,000

    • 3 Baths
    • 3,177 Sq Ft

    3 Essex Square, Essex, CT 06426

    An iconic Essex village property for sale at the head of Main Street! Investors and project enthusiasts take note! 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'

    Rick Weiner William Pitt Sotheby's Int'l

    3 Essex Square, Essex, CT 06426
  • /40

    $4,450,000

    • 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
  • /37

    $749,900

    • 2 Beds
    • 2 Baths
    • 2,457 Sq Ft

    157 Pine Lake Rd, Westbrook, CT 06498

    Welcome to Your Year-Round Waterfront Retreat! Tucked away in a serene setting in the desirable shoreline town of Westbrook, this well-maintained ranch offers the perfect balance of privacy, comfort, and nature. Set on over 2.3 secluded acres with 400 feet of direct frontage on Wright's Pond, this home is a nature lover's paradise. Whether you enjoy fishing, canoeing, paddle boating, or bird

    Gigi Giordano Taylor Compass Connecticut, LLC

    157 Pine Lake Rd, Westbrook, CT 06498
  • /14

    $425,000 Open Sun 12:30PM - 3:30PM

    • 4 Beds
    • 2 Baths
    • 1,624 Sq Ft

    17 Valley Rd, Clinton, CT 06413

    So much more than just a raised ranch. Recent renovations added a custom kitchen with black-walnut butchers block countertops and living room with coffered ceilings, beautiful fireplace that overlooks a winding river below that cut through the property. The lower level has so many possibilities and could be converted into an independent in-law apartment. Walk to Peters Memorial Woods. Just a

    Robert Carter William Raveis Real Estate

    17 Valley Rd, Clinton, CT 06413
  • /40

    $7,700,000

    • 5 Beds
    • 5.5 Baths
    • 5,015 Sq Ft

    Unlisted Address

    Perched on a stunning rise overlooking the Connecticut River, this remarkable residence, appropriately named "River Knoll", incorporates an 18th Century Cape with dramatic additions that blend seamlessly with the original construction. Beautiful old beams, paneled walls and wide board flooring creates a feeling of warmth and historical integrity while the house has every imaginable

    Jennifer Caulfield William Pitt Sotheby's Int'l

    Unlisted Address
  • /35

    $620,000

    • 3 Beds
    • 2.5 Baths
    • 2,648 Sq Ft

    19 W Hills Rd, Ivoryton, CT 06442

    Welcome to 19 W Hills Rd, a meticulously updated 3-bedroom, 2.5-bath Colonial offering modern comfort in the desirable Falls River neighborhood of Ivoryton. Built in 1966, this move in-ready home blends classic charm with contemporary upgrades, perfect for those seeking a blend of suburban tranquility and convenince. This home features a bright, open layout with 3 bedrooms and 2.5 bathrooms.

    Deb Lint William Raveis Real Estate

    19 W Hills Rd, Ivoryton, CT 06442
  • /24

    $259,000

    • 2 Beds
    • 2 Baths
    • 1,122 Sq Ft

    92 Main St Unit 214, Deep River, CT 06417

    Deep River's answer to Manhattan loft living! This 2 bedroom, 2 bath condominium is located in-town so you can walk to shops, library, restaurants and bank. This building was originally a piano factory which was converted to residential condominiums in 1985. Ample off street parking in the rear and the building entrance requires a key to unlock for added security. Once in the foyer it's just a

    Richard Greene Coldwell Banker Realty

    92 Main St Unit 214, Deep River, CT 06417
  • /11

    $2,900,000

    • Land
    • 1.89 Acres
    • $1,534,392 per Acre

    7 Foxboro Rd, Essex, CT 06426

    Seize the opportunity to create your own waterfront oasis with this 1.89-acre approved building lot, perfectly positioned in a coveted water community in the village of Essex. Offering direct frontage on the picturesque CT River, with water views stretching across to the Lyme hills this open and cleared parcel is a blank canvas awaiting your vision. A dock enhances this rare offering, providing

    Colette Harron William Pitt Sotheby's Int'l

    7 Foxboro Rd, Essex, CT 06426
  • /36

    $4,495,000

    • 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

    $4,495,000

    • 6 Beds
    • 4 Baths
    • 4,951 Sq Ft

    Unlisted Address

    Nestled on 14.5 private acres with extraordinary views of North Cove, the Great Meadow and the Connecticut River, this property offers a rare opportunity for discerning buyers-available for the first time in over 50 years. The home's design embraces passive solar principles with walls of glass that invite natural light and offer breathtaking views of the surrounding landscape. A heated free form

    Carol Frost Compass Connecticut, LLC

    Unlisted Address
  • /30

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,843 Sq Ft

    958 Essex Rd, Westbrook, CT 06498

    Modern, Turnkey Living Just 1.5 Miles from the Shoreline Welcome to 958 Essex Road, where modern design meets coastal convenience in the heart of Westbrook, Connecticut. Tucked away on over an acre of private, low-maintenance land, this updated home offers nearly 2,800 square feet of thoughtfully designed living space - ideal for those seeking comfort, flexibility, and a connection to the

    Gigi Giordano Taylor Compass Connecticut, LLC

    958 Essex Rd, Westbrook, CT 06498
  • /35

    $11,750,000

    • 5 Beds
    • 8 Baths
    • 9,489 Sq Ft

    109 Elys Ferry Rd, Old Lyme, CT 06371

    A timeless aesthetic and a sensibility respecting nature have resulted in an eminently livable, grand and gracious waterfront country house overlooking spectacular views of Hamburg Cove in sylvan Lyme, Connecticut. The skillful fusion of top quality materials and distinctive details of this offering are without parallel. Designed by the architectural firm Di Biase Filkoff whose guiding philosophy

    Margaret Muir William Pitt Sotheby's Int'l

    109 Elys Ferry Rd, Old Lyme, CT 06371
  • /36

    $545,000

    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    70 River Rd, East Haddam, CT 06423

    Enjoy your morning coffee AND great sunsets from the grand front porch overlooking the meadow. Welcome to beautifully updated Beech Hill Farm. Inside the main house, southwest light bathes the living and dining rooms. Find fir floors, oversized windows and a cherry kitchen with soapstone sink, Gaggenau appliances - gas cooktop, wall oven, steam oven, dishwasher and a Subzero refrigerator.

    Nancy Mesham Coldwell Banker Realty

    70 River Rd, East Haddam, CT 06423
  • /40

    $639,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,312 Sq Ft

    755 W Pond Meadow Rd, Westbrook, CT 06498

    Are you interested in the country charm of Westbrook? Close to schools, YMCA, town library, beaches, hiking trails, and Messerschmidt's Pond just over a mile away where you can canoe, kayak, fish or just relax nearby. A short drive to The Kate for a night at the theatre! Come join us for a walk through this beautifully spacious Colonial surrounded by plenty of open space outdoors with lovely

    Dianne Crawford Berkshire Hathaway NE Prop.

    755 W Pond Meadow Rd, Westbrook, CT 06498
  • /16

    $2,000,000

    • Land
    • 30 Acres
    • $66,667 per Acre

    134 Meadow Woods Rd, Deep River, CT 06417

    Incredible development opportunity in Deep River, CT-30 sprawling acres overlooking the scenic Connecticut River. With access from three main roads and the potential for up to 16 approved lots (per town guidance), this property offers a rare chance for an experienced developer to bring a vision to life. A house currently sits on the land and will convey in as-is condition. Whether you're looking

    Nicholas Burrus Santana Realty Group LLC

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

    $699,999

    • 3 Beds
    • 2.5 Baths
    • 2,597 Sq Ft

    15 Westwood Rd, Ivoryton, CT 06442

    Nestled at the end of a quiet cul-de-sac, this beautifully maintained colonial home offers the perfect blend of space, style, and natural surroundings. With 3 to 4 bedrooms, this residence provides flexibility for growing families or those seeking dedicated work-from-home spaces. The sun-filled office or studio, freshly updated with new carpeting, is ideal for creative pursuits or focused

    Joel Lucas Coldwell Banker Realty

    15 Westwood Rd, Ivoryton, CT 06442
  • /36

    $949,000

    • 3 Beds
    • 3 Baths
    • 3,467 Sq Ft

    34 West Ave, Essex, CT 06426

    Don't miss the opportunity to make this delightful and well-appointed home your own-where modern amenities meet historic charm in a prime location. Ideally located just a short stroll away from Downtown Essex's vibrant restaurants, including the renowned Griswold Inn, quaint shops, marinas, and the scenic CT River. Situated across from the library and near parks and open green space. Step inside

    Meghan Flood William Raveis Real Estate

    34 West Ave, Essex, CT 06426
  • /8

    $800,000

    • 2 Baths
    • 5,460 Sq Ft

    156 Main St, Deep River, CT 06417

    This is a rare opportunity to acquire a fully stabilized retail asset in Downtown Deep River. Additional income generation is possible by monetizing 800sqft of unrented commercial space. Inside the past 5 years the owner has replaced the entire roof, upgraded the electrical service and replaced all of the furnaces. Upon leasing up the existing units along with the 800sqft space in the rear of

    Connor Wenchell VC Property Group, LLC

    156 Main St, Deep River, CT 06417
  • /40

    $369,000

    • 1 Bed
    • 1 Bath
    • 786 Sq Ft

    538 Winthrop Rd Unit 5, Deep River, CT 06417

    Welcome to 538 Winthrop Rd - a beautifully maintained and elegantly updated bungalow. This charming 1-bedroom, 1-bath home offers 786 sq ft of cozy living space, perfect for a weekend retreat or year-round residence. Step into the spacious kitchen featuring Italian marble countertops with a large island, solid wood white cabinetry, and a stainless steel French-door refrigerator. Just off the

    Santo Gulino William Raveis Real Estate

    538 Winthrop Rd Unit 5, Deep River, CT 06417
  • /40

    $599,000

    • 2 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    86 Lynn Rd, Ivoryton, CT 06442

    This stunning custom designed shingle style home boasts dynamic features such as cathedral ceilings, a 2-story staircase, skylights, 2.5 acres, the wrap around decks offer plenty of outdoor space to enjoy the private wooded lot. The separate studio/office provides a quiet space for work or creativity. The unique design elements and fabulous location make this home truly special. With a circular

    Maureen Evans William Raveis Real Estate

    86 Lynn Rd, Ivoryton, CT 06442
  • /40

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,742 Sq Ft

    41 Woodland Dr, Centerbrook, CT 06409

    Update! NEW SEPTIC and septic leaching fields along with a new radon mitigation system. Welcome to 41 Woodland Drive! Nestled in one of Centerbrook's most desirable neighborhoods, this picturesque 3 bedroom, 1.5 bath Cape sits on a lush .83-acre lot and exudes warmth, character, and tremendous charm. Built in 1963, the home offers 1,742 square feet of living space, central air, hardwood floors

    Kristina Quinones William Pitt Sotheby's Int'l

    41 Woodland Dr, Centerbrook, CT 06409
  • /22

    $399,000

    • 3 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    10 Blake St, Ivoryton, CT 06442

    Welcome to this 1900 two-story, updated residence located within the quaint village of Ivoryton. This 3 BR, 2.1 BA home features a traditional floor plan with hardwood floors, freshly painted walls, and a remodeled kitchen with an old fashioned cupbard. Upstairs offers the primary with cathedral ceiling and private bath. Two additional bedrooms and bath offer flexibility for family, guests, or

    Rosemary Schlosser Compass Connecticut, LLC

    10 Blake St, Ivoryton, CT 06442
  • /33

    $739,000 Open Sun 12PM - 2PM

    • 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
  • /39

    $845,000

    • 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

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