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Homes for Sale near Chester Elementary School

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  • /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
  • /35

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,272 Sq Ft

    4 Sypher Rd, Chester, CT 06412

    Discover a rare gem in the picturesque town of Chester, Connecticut, with this charming 3-bedroom, 2.5-bath colonial home. Nestled on a private 2-acre lot, this property is a dream come true for horse lovers, featuring a barn that offers ample space for your equestrian needs and a chicken coop. Enjoy direct access to nearby state forest trails for riding or exploring. As you step inside, you will

    Agent Photo

    Kelly Puorro

    Puorro Realty Group

    (860) 847-7256

    4 Sypher Rd, Chester, CT 06412
  • /40

    $1,150,000

    • 4 Beds
    • 3 Baths
    • 2,609 Sq Ft

    66 Hedlund Rd, East Haddam, CT 06423

    One-of-a-Kind Country Retreat Between Boston and New York, a captivating 13-acre estate that straddles the pastoral beauty of East Haddam and Lyme, Connecticut. It offers the peace of the countryside without sacrificing accessibility-just a scenic drive or train ride from either metropolis. The property's gently sloping woodlands open onto wide, sun-drenched meadows, bordered by masterfully

    Agent Photo

    Maddy Mattson

    Coldwell Banker Realty

    (860) 981-0898

    66 Hedlund Rd, East Haddam, CT 06423
  • /40

    $1,225,000 Open Sun 12PM - 2PM

    • 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

    $1,600,000

    • 4 Beds
    • 5 Baths
    • 4,070 Sq Ft

    77 Main St, East Haddam, CT 06423

    The striking David Watrous house, located on the CT river, offers unobstructed views of the river where it merges with the Salmon river -from every room.This 1850s gem features 4 bedrooms, 3 custom kitchens and over 4000 sq ft of living space plus an additional 900+ sq. ft in the walkout basement. Its slate mansard roof with its intricate flower design is similar to East Haddam's Goodspeed Opera

    Sacha Armstrong William Pitt Sotheby's Int'l

    77 Main St, East Haddam, CT 06423
  • /26

    $830,000

    • 3 Beds
    • 2 Baths
    • 2,380 Sq Ft

    8 Shelter Rock Rd, East Haddam, CT 06423

    If you're looking for a beautiful home away from the maddening crowd, this Hadlyme Saltbox just might be the place. Sitting on more than four acres of land, you're just a mile and a half from the Hadlyme Ferry Landing which will whisk you across the beautiful CT River to Chester and a myriad of restaurants and shops. The owners have used their exquisite taste to make this home unique and special.

    Janet Peckinpaugh William Pitt Sotheby's Int'l

    8 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
  • /40

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 2,042 Sq Ft

    83 N Main St, Essex, CT 06426

    Every home tells a story, and the Washington Clark Homestead c. 1853 is no exception. Rich in both local history and architectural detail, this often-admired home in the heart of the village is brimming with charm and character. Curated to perfection with no expense spared or detail overlooked, this signature residence was recently renovated for the current owner by BLUEWATER Millwork &

    Kyle Hinding Coldwell Banker Realty

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

    $1,299,000

    • 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 farmhouse 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 gem

    Colette Harron William Pitt Sotheby's Int'l

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

    $899,999 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    0 Glen Grove Rd, Deep River, CT 06417

    Introducing an opportunity to build your dream home on a secluded 3-acre interior lot in beautiful Deep River. Located off scenic Glen Grove Road, this custom-designed Modern Farmhouse offers over 3,300 sq ft of thoughtfully planned living space, blending timeless architecture with the flexibility to tailor finishes to your vision. This to-be-built home features 4 bedrooms, 2.5 bathrooms, and a

    Wes Jenks Jenks Realty

    0 Glen Grove Rd, Deep River, CT 06417
  • /7

    $899,999 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    53 Shanaghans Rd, East Haddam, CT 06423

    Your dream home awaits on a serene three-plus acre parcel in the picturesque town of East Haddam. Nestled with town land on three sides, this lot promises unparalleled privacy and a tranquil living experience. Whether you envision your custom-designed home or wish to explore the builder's diverse plan options, the choice is yours. The featured plan is a magnificent 3500 square foot Modern

    Wes Jenks Jenks Realty

    53 Shanaghans Rd, East Haddam, CT 06423
  • /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
  • /37

    $649,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 2,985 Sq Ft

    26 Old Kentwood Rd, East Haddam, CT 06423

    Discover the charm of this beautifully updated New England Cape, nestled on a serene 3-acre lot. One of the many features in this home is a first-floor bedroom, full bathroom, and laundry on the main level making it ideal for one-floor living. Offering over 2,900 square feet of living space, this move-in ready home seamlessly blends classic elegance with modern convenience. With 4 bedrooms and

    Ali White White-Ginnett Coldwell Banker Realty

    26 Old Kentwood Rd, East Haddam, CT 06423
  • /36

    $545,000 Open Sun 10AM - 12PM

    • 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

    $649,000

    • 3 Beds
    • 1.5 Baths
    • 1,702 Sq Ft

    69 Spring St, Chester, CT 06412

    Quintessential Modernized Antique in Chester ~ Step into timeless charm with this beautifully updated antique colonial nestled near the heart of Chester. This visually stunning home seamlessly blends classic character with thoughtful modern updates. Offering 3 light and bright bedrooms, beautifully refinished original 1880 pine floors, this property has been meticulously maintained and is in

    Rachel Welch William Raveis Real Estate

    69 Spring St, Chester, CT 06412
  • /37

    $569,000

    • 3 Beds
    • 2.5 Baths
    • 2,531 Sq Ft

    2 Acorn Dr, East Haddam, CT 06423

    Located on an extremely quiet cul-de-sac, off of one of the prettiest roads in East Haddam, is this expansive Colonial. This Impressive 3-bedroom, 2 1/2 baths, WITH an additional enormous family room over the garage, and accessible from the main house. Large front-to-back living room with fireplace and access door to covered porch. Hardwood floors throughout. Gas double oven. Kitchen with 10-foot

    Karen Murphy Berkshire Hathaway NE Prop.

    2 Acorn Dr, East Haddam, CT 06423
  • /39

    $775,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,133 Sq Ft

    6 Landing Hill Rd, East Haddam, CT 06423

    Beautiful river views and a careful, complete renovation give this c.1899 Colonial at 6 Landing Hill Road a new life while preserving the grace of its period. From its classic exterior and companion barn to the intact period foyer, this home radiates warmth and timeless charm. Flooded with natural light and sited on a generous 0.89-acre village lot, this residence features professional

    Laura Marozsan Berkshire Hathaway NE Prop.

    6 Landing Hill Rd, East Haddam, CT 06423
  • /37

    $639,000

    • 3 Beds
    • 3.5 Baths
    • 2,887 Sq Ft

    143 Petticoat Ln, East Haddam, CT 06423

    Escape to this private contemporary home, nestled on nearly 14 acres of serene, wooded landscape. Step into the heart of the home with an eat-in kitchen with spacious dining area and cozy fireplace. The sunken living room invites you to relax, featuring abundance of built-ins; woodburning stove; all surrounded by wall of windows, sunroom, and access to wrap around deck that leads to stone patio

    Dee Hasuly KW Legacy Partners

    143 Petticoat Ln, East Haddam, CT 06423
  • /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
  • /38

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,625 Sq Ft

    24 River Rd, Deep River, CT 06417

    Discover the perfect country oasis, set on an exquisite private 2.3 acre site poised comfortably above quaint River Road. Enjoy kayaking and/or bird watching moments from your doorstep at nearby Post Cove and the Florence Bidwell nature preserve. This dreamlike property is graced by a c.1917 "cottage", lovingly restored and enhanced by vaulted ceilings and a thoughtful one-floor contemporary

    Rick Weiner William Pitt Sotheby's Int'l

    24 River Rd, Deep River, CT 06417
  • /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
  • /39

    $599,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 2,755 Sq Ft

    98 Hemlock Valley Rd, East Haddam, CT 06423

    Perched atop a gentle hill, this stately and commanding home is located on a quiet and picturesque road, close proximity to Gillettes Castle and the CT River in the Hadlyme section of East Haddam. Home is in immaculate condition and offers both elegance and comfort in one of CT's most scenic towns. The warm and welcoming living room features hardwood floors and wood-burning fireplace, creating

    Dee Hasuly KW Legacy Partners

    98 Hemlock Valley Rd, East Haddam, CT 06423
  • /2

    $195,000

    • Land
    • 7 Acres
    • $26,351 per Acre

    0 Plains Rd Unit 24094854, Haddam, CT 06438

    Exceptional Haddam Land Opportunity - 7.4 Acres (Two Buildable Lots) Rare opportunity to own 7.4 acres of prime land in one of Haddam's sought-after locations, known for its proximity to Route 154, the Connecticut River, and Route 9. This offering includes two buildable lots being sold together, providing an ideal setting for a private estate or potential development. Enjoy easy access to the

    Tanya Bottaro Real Broker CT, LLC

    0 Plains Rd Unit 24094854, Haddam, CT 06438
  • /38

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,711 Sq Ft

    14 Sylvan Terrace, Deep River, CT 06417

    Welcome to this warm and inviting home featuring hardwood and tile flooring (2022), new roof and gutters (2022), new driveway, new pine wood lounge/studio addition with split air ductless heating and cooling (2025). The kitchen includes stainless steel appliances, granite countertops and a fireplace. There is a bright sunroom with a propane fireplace stove. The bedrooms are spacious and there are

    Sharon Linder Berkshire Hathaway NE Prop.

    14 Sylvan Terrace, Deep River, CT 06417
  • /39

    $764,900

    • 3 Beds
    • 1.5 Baths
    • 1,538 Sq Ft

    43 N Main St, Chester, CT 06412

    Calling all artists, authors, creatives. This is the perfect space to create, dream, let your imagination bloom. Surrounded by Chester Creek and across the street from a beautiful waterfall sits 43 North Main Street Chester. Beautiful farm porch, detached two car garage, the "glass house" at the edge of Chester Creek to relax and watch nature. 3 bedrooms, 1 1/2 baths, beautiful propane fireplace,

    Susan Malan William Pitt Sotheby's Int'l

    43 N Main St, Chester, CT 06412
  • /40

    $2,495,000

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

    101 N Main St, Essex, CT 06426

    Prominently set in the heart of the Village, this signature residence known for its warm and welcoming front porch offers the perfect blend of traditional features with modern home design. Thoughtfully renovated and rich in architectural detail, quality of craftsmanship is evident throughout. A gracious entry foyer leads to elegant well-proportioned rooms that blend seamlessly with the natural

    Kyle Hinding Coldwell Banker Realty

    101 N Main St, Essex, CT 06426
  • /28

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    16 November Trail, Haddam, CT 06438

    Welcome to 16 November Trail - a timeless 4-bedroom, 2.5-bath Colonial nestled on over 3 peaceful acres in one of Haddam's most desirable locations. This freshly painted home features hardwood floors throughout, a traditional layout perfect for everyday living and entertaining, and the charm of New England craftsmanship. Ideally situated within a top-rated Blue Ribbon school district, this

    Tanya Bottaro Real Broker CT, LLC

    16 November Trail, Haddam, CT 06438
  • /7

    $89,900

    • Land
    • 1.03 Acres
    • $87,282 per Acre

    00 Mount Parnassus Rd, East Haddam, CT 06423

    Bashan Lake State Boat Launch Access. This approved building is located on the corner of Mt Parnassus and Ballahack Road. 192' on Mt Parnassus and 249' on Ballahack Road. New Survey, Perc/deep hole/soil testing paperwork recently completed. This is an exceptional opportunity for anyone looking to build and be located just up the road from beautiful Bashan Lake. East Haddam is extremely desirable

    Dee Hasuly KW Legacy Partners

    00 Mount Parnassus Rd, East Haddam, CT 06423
  • /2

    $112,000

    • Land
    • 3.60 Acres
    • $31,111 per Acre

    0 Turkey Hill Rd, Haddam, CT 06438

    Tucked away in the heart of Haddam, this beautiful building lot offers the perfect canvas to create your dream home in harmony with nature. Set against a backdrop of untouched woods and rolling terrain, it's an ideal setting for anyone craving peace, privacy, and inspiration. The lot is ready to go with a drilled well, curtain drain, and approved septic plan already in place-making the building

    Debbie Huscher Real Broker CT, LLC

    0 Turkey Hill Rd, Haddam, CT 06438
  • /5

    $99,000

    • Land
    • 2.24 Acres
    • $44,196 per Acre

    42 A P Gates Rd, East Haddam, CT 06423

    Rare find in E Haddam. Lovely, level building lot located along quiet and rural residential road. Perfect for building your dream home. 2.24 Acres. Recently fully approved by the Town. Perc test, deep hole completed and documents available. Original survey from 1977 filed with the Town. Enjoy all that East Haddam has to offer with 3 lakes; 2 State Parks; and many nature preserves for walking and

    Dee Hasuly KW Legacy Partners

    42 A P Gates Rd, East Haddam, CT 06423
  • /40

    $399,900

    • 2 Beds
    • 2 Baths
    • 2,209 Sq Ft

    77 Little Meadow Rd, Haddam, CT 06438

    Welcome to your serene escape along the Connecticut River! This charming 2-bedroom, 2-bathroom home offers 2,200 square feet of living space in one of Haddam's most picturesque settings. Wake up to sweeping water views, the East Haddam Swing Bridge, and the historic Goodspeed Opera House-right from your windows. Outside, enjoy direct river access with no HOA fees-a rare find for waterfront

    Sara Tufano Real Broker CT, LLC

    77 Little Meadow Rd, Haddam, CT 06438
  • /37

    $560,000

    • 2 Beds
    • 2.5 Baths
    • 1,995 Sq Ft

    2 Norwich Rd, East Haddam, CT 06423

    Great location with excellent visibility. Mixed use, two apartments, two retail spaces. A few doors from Goodspeed Opera House, Gelston House and the Connecticut River.

    Susan Malan William Pitt Sotheby's Int'l

    2 Norwich Rd, East Haddam, CT 06423
  • /40

    $399,900

    • 3 Beds
    • 2 Baths
    • 2,153 Sq Ft

    129 Smith Rd, East Haddam, CT 06423

    Welcome to this beautiful sprawling ranch, offering over 2,100 square feet of living space. This property has been completely renovated from the ground up including new sheet rock, plumbing, and mini split heating/cooling system. Enjoy a brand-new kitchen with quartz countertops, modern cabinets, and all-new appliances. Fresh flooring and paint throughout, all new windows, and new siding. This

    Brenda Chubbuck CR Premier Properties

    129 Smith Rd, East Haddam, CT 06423
  • /38

    $1,649,000

    • 4 Beds
    • 3.5 Baths
    • 5,188 Sq Ft

    31 Birch Hill Rd, Old Lyme, CT 06371

    Birch Hill Farm - the private estate you've been waiting for! This custom-built home set on 10 acres overlooks the scenic hills of Lyme, located on the last lot in a private enclave of only a handful of properties. The front porch welcomes you inside this picture-perfect home where exquisite craftsmanship is on display with 9' ceilings, detailed millwork, an elegant palette, multiple fireplaces,

    Erin Borruso William Pitt Sotheby's Int'l

    31 Birch Hill Rd, Old 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
  • /36

    $829,000

    • 3 Beds
    • 2 Baths
    • 7,309 Sq Ft

    33 Deep River Rd, Centerbrook, CT 06409

    This property is 7,300 sq. ft. of mixed use. There is one small 1 bedroom apt., and one large apartment on the second floor with 3 bedrooms, two full baths, large living room ,dining room and kitchen with original beams. First floor is five COMMERICAL SPACES FOR OFFICES OR RETAIL with ample parking. This building is located in Centerbrook on .74 Acre on Falls River waterfront and was built in

    Christine Gemelli William Pitt Sotheby's Int'l

    33 Deep River Rd, Centerbrook, CT 06409
  • /40

    $795,000

    • 7 Beds
    • 2 Baths
    • 3,157 Sq Ft

    139 Kirtland St, Deep River, CT 06417

    Charming Antique nestled on a knoll with incredible views of the CT River which is only 100 ft +/- away. Ready to be brought back to its glory. This one time Inn, overlooking historic Deep River port was a stagecoach stop as well. Steeped in history. The 800 sqft addition off the rear was once the towns Doctor's office from the 1930's to the 1960's. It now served as a 2 bedroom in-law or

    Craig Milton Re/Max Valley Shore

    139 Kirtland St, Deep River, CT 06417
  • /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
  • /40

    $2,250,000

    • 5 Beds
    • 7 Baths
    • 5,698 Sq Ft

    138 River Rd, Essex, CT 06426

    Th"Broad View" Privately sited on 3+ acres atop Architects Hill, the epitome of coastal living awaits from this extraordinary residence with expansive views of the Connecticut River, Lyme Hills, Hamburg Cove and beyond. Custom built and thoughtfully designed, the timeless and versatile floor plan features the perfect blend of traditional architecture with modern home design. A welcoming courtyard

    Peg Mitchel Coldwell Banker Realty

    138 River Rd, Essex, CT 06426

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