1,682

Homes in ZIP Code 06412

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  • 0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
    0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
    0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
    /18

    $264,497

    • Land
    • 26 Acres
    • $10,360 per Acre

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

    Residential - 25.53 ac Lot in Chester, CTPricing Details:Seller Financing: $58,189.34 Down | $4,418.41 per monthHere’s your opportunity to own a 2.08-acre property in the heart of Hanson, MA, Plymouth County. Located just over the Hanover/Hanson town line on Adams Cir, the lot is part of a quiet, well-established residential neighborhood with minimal traffic. A charming

    Timothy Ebie

    0 Hoop Pole Hill Rd Unit 24625958, Chester, CT 06412
  • 55 Liberty St, Chester, CT 06412
    55 Liberty St, Chester, CT 06412
    55 Liberty St, Chester, CT 06412
    /27

    $2,500 per month

    • 2 Beds
    • 2.5 Baths
    • 1,328 Sq Ft
    • House for Rent

    55 Liberty St, Chester, CT 06412

    Academic rental located in the charming town of Chester Connecticut. Ideally located for access to nearby colleges including Wesleyan and Connecticut College. This adorable, well maintained home is located just over a mile from the inviting downtown center of Chester with its delicious restaurants and interesting shops. The home has a lovely open floor plan on the main level which includes an

    Agent Photo

    Janet Cronin-Rumanoff

    William Pitt Sotheby's Int'l

    (860) 730-1941

    55 Liberty St, Chester, CT 06412
  • 6 Ridge Rd, Chester, CT 06412

    $345,000 Sold Aug 20, 2025

    • 1,472 Sq Ft
    • $234/SF
    • 31 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    6 Ridge Rd, Chester, CT 06412

    Beautifully maintained split-level home just a short walk to town and the elementary school. Featuring 3 bedrooms and 2 full baths, this home offers updated bathrooms, newer siding, and windows throughout. The main level includes an eat-in kitchen and a bright living area, while the lower level boasts a cozy family room with a fireplace and slider leading to a patio. Enjoy outdoor living with a

    Craig Milton Re/Max Valley Shore

    6 Ridge Rd, Chester, CT 06412
  • 28 Hoop Pole Hill Rd, Chester, CT 06412
    28 Hoop Pole Hill Rd, Chester, CT 06412
    28 Hoop Pole Hill Rd, Chester, CT 06412
    /39

    $774,000

    • 4 Beds
    • 3.5 Baths
    • 3,396 Sq Ft

    28 Hoop Pole Hill Rd, Chester, CT 06412

    Discover the perfect blend of elegance and convenience in this custom Cape Cod home, nestled privately in Chester, CT. Boasting 4 bedrooms and 3.5 baths, this residence is convenient to the vibrant downtown area and easily accessible to the highway, yet set in a quiet woodland sanctuary, directly across from over 100 acres of state forest and trails. With timeless decor that exudes classic charm,

    Teri Strain-Lewis William Pitt Sotheby's Int'l

    28 Hoop Pole Hill Rd, Chester, CT 06412
  • 68 Middlesex Ave, Chester, CT 06412
    68 Middlesex Ave, Chester, CT 06412
    68 Middlesex Ave, Chester, CT 06412
    /8

    $1,850 per month

    • 1 Bed
    • 1 Bath
    • 630 Sq Ft
    • House for Rent

    68 Middlesex Ave, Chester, CT 06412

    Comfortable Chester 1 bedroom first floor apartment. Privately set on 3/4 acre level parcel close to Chester center, marinas and the surrounding shoreline towns. Convenient access to Route 9. The multi-family property consists of a single family house and two 1 bedroom side-by-side units with ample parking.

    Pat Callahan Coldwell Banker Realty

    68 Middlesex Ave, Chester, CT 06412
  • 137 Main St, Chester, CT 06412

    $610,000 Sold Aug 01, 2025

    • 1,570 Sq Ft
    • $389/SF
    • 15 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1915

    137 Main St, Chester, CT 06412

    VILLAGE OF CHESTER- Embrace the perfect blend of modern comfort and serene living in this beautifully upgraded home, nestled just moments from Chester's enchanting village center. With a newer roof and fresh paint both inside and out, this property offers a seamless move-in experience for the discerning buyer. The home's unique position, secluded without immediate neighbors and bordered by a park

    Teri Strain-Lewis William Pitt Sotheby's Int'l

    137 Main St, Chester, CT 06412
  • 88 Winthrop Rd, Chester, CT 06412
    88 Winthrop Rd, Chester, CT 06412
    88 Winthrop Rd, Chester, CT 06412
    /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
  • 27 Spring St, Chester, CT 06412
    27 Spring St, Chester, CT 06412
    27 Spring St, Chester, CT 06412
    /18

    $3,400 per month

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft
    • House for Rent

    27 Spring St, Chester, CT 06412

    Beautiful Chester home directly across from Jenkins pond and waterfall views. Recently renovated kitchen, charming beds and bath, large yard for sports, two car attached garage. This owner is flexible with lease term length but would like a minimum of 6 months. A pet will be considered.

    Bonnie Fillion Berkshire Hathaway NE Prop.

    27 Spring St, Chester, CT 06412
  • 80 W Main St, Chester, CT 06412

    $795,000 Sold Jul 31, 2025

    • 2,389 Sq Ft
    • $333/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1835

    80 W Main St, Chester, CT 06412

    Nestled in the storybook town of Chester, Connecticut-renowned for its vibrant arts scene, scenic countryside, and charming village center-this one-of-a-kind historic home lovingly maintained by its current steward,offers a truly inspiring lifestyle. Set on lush, idyllic grounds framed by mature trees, gardens,&stone walls, the property exudes timeless New England beauty.A collection of

    Mary Jean Agostini RE/MAX Right Choice

    80 W Main St, Chester, CT 06412
  • 7 Old Depot Rd, Chester, CT 06412
    7 Old Depot Rd, Chester, CT 06412
    7 Old Depot Rd, Chester, CT 06412
    /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
  • 19 Denlar Dr Unit C, Chester, CT 06412
    19 Denlar Dr Unit C, Chester, CT 06412
    19 Denlar Dr Unit C, Chester, CT 06412
    /14

    $1,750 per month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Townhouse for Rent

    19 Denlar Dr Unit C, Chester, CT 06412

    Discover this spacious 2-bedroom, 2-bath townhouse-style apartment in the picturesque town of Chester, available from October 1st. Enjoy your private balcony accessible from the main floor living room that is equipped with a wall air conditioning unit. The main floor features an eat-in kitchen with access to the lower-level. Upstairs, you'll find two generously sized bedrooms with ample closet

    Carol Parda-Ziolko Carl Guild & Associates

    19 Denlar Dr Unit C, Chester, CT 06412
  • 4 Sypher Rd, Chester, CT 06412

    $525,000 Sold Jul 25, 2025

    • 2,272 Sq Ft
    • $231/SF
    • 29 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1969

    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

    Kelly Puorro Puorro Realty Group

    4 Sypher Rd, Chester, CT 06412
  • 95 Shailer Pond Rd, Deep River, CT 06417
    95 Shailer Pond Rd, Deep River, CT 06417
    95 Shailer Pond Rd, Deep River, CT 06417
    /40

    $1,017,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,341 Sq Ft

    95 Shailer Pond Rd, Deep River, CT 06417

    Modern Contemporary Cape with Panoramic Water Views in Deep River and Chester, bordering Connecticut's second-largest forest and surrounded by hundreds of acres of protected land, this striking modern Cape offers the perfect blend of privacy, natural beauty, and upscale living. Perched to take full advantage of stunning panoramic views over Shailer Pond, this home brings the outdoors in from

    Rachel Welch William Raveis Real Estate

    95 Shailer Pond Rd, Deep River, CT 06417
  • 69 Spring St, Chester, CT 06412

    $715,000 Sold Jul 25, 2025

    • 1,702 Sq Ft
    • $420/SF
    • 30 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1883

    69 Spring St, Chester, CT 06412

    *Multiple offers received - offer deadline for 6/9 by noon* 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,

    Rachel Welch William Raveis Real Estate

    69 Spring St, Chester, CT 06412
  • 95 Cedar Swamp Rd, Chester, CT 06412
    95 Cedar Swamp Rd, Chester, CT 06412
    95 Cedar Swamp Rd, Chester, CT 06412
    /40

    $1,017,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 4,341 Sq Ft

    95 Cedar Swamp Rd, Chester, CT 06412

    Modern Contemporary Cape with Panoramic Water Views in Deep River and Chester. Bordering Connecticut's second-largest forest and surrounded by hundreds of acres of protected land, this striking modern Cape offers the perfect blend of privacy, natural beauty, and upscale living. Perched to take full advantage of stunning views over Shailer Pond, this home brings the outdoors in from every angle.

    Rachel Welch William Raveis Real Estate

    95 Cedar Swamp Rd, Chester, CT 06412
  • 79 Cedar Lake Rd, Chester, CT 06412

    $875,000 Sold Jul 25, 2025

    • 3,206 Sq Ft
    • $273/SF
    • 83 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2004

    79 Cedar Lake Rd, Chester, CT 06412

    A perfect opportunity for a 'Gentleman's Farm' in this wonderful 3200 Sq/Ft Farmhouse Colonial on 11.8 Acres of Great Equestrian Lands w/ Beautiful Plantings, Custom Gardens & Direct Access to the Riding Trails of the Cockaponset State Forest & a short walk to Cedar Lake. You cannot beat this location! Check out our Virtual Reality Tour & those Pics! The Open & Contemporary Floor Plan has

    Bill Heenan William Raveis Real Estate

    79 Cedar Lake Rd, Chester, CT 06412
  • 25 Spring St, Chester, CT 06412
    25 Spring St, Chester, CT 06412
    25 Spring St, Chester, CT 06412
    /37

    $895,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft

    25 Spring St, Chester, CT 06412

    Tucked away on Spring Street in the heart of Chester village, this stately two-story residence gracefully combines classic farmhouse tradition with all the amenities of modern living. As you enter the home through the foyer, sunlight pours through generous windows, illuminating the living room anchored by an elegant fireplace. Recessed lighting and gleaming wide-plank wood floors lend an

    Susan Malan William Pitt Sotheby's Int'l

    25 Spring St, Chester, CT 06412
  • 32 Gilbert Hill Rd, Chester, CT 06412

    $952,397 Sold Jul 10, 2025

    • 3,788 Sq Ft
    • $251/SF
    • 70 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    32 Gilbert Hill Rd, Chester, CT 06412

    Welcome to a one-of-a-kind estate where history meets modern comfort - located within walking distance to Chester's charming downtown area. Built in 1986, this home was crafted using materials from a 1740 barn that were relocated to the stunning 5.31-acre rocky hillside it occupies today. The original timbers frame a breathtaking residence, blending rustic character with a contemporary and

    Steve Q Exclusive Properties

    32 Gilbert Hill Rd, Chester, CT 06412
  • 16 Hickory Hill Dr, Chester, CT 06412
    16 Hickory Hill Dr, Chester, CT 06412
    16 Hickory Hill Dr, Chester, CT 06412
    /40

    $785,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,896 Sq Ft

    16 Hickory Hill Dr, Chester, CT 06412

    Welcome to this well maintained 3 Bedroom Cape in the charming town of Chester, just a short distance from downtown. The first floor of this home has an upscaled eat-in kitchen with newer appliances, breakfast bar and granite countertops, a Living/Dining room running front to back, an Office with built-in custom bookshelves and file drawers and a large (17 X 14), inviting Family Room with Propane

    Suzanne McConville William Raveis Real Estate

    16 Hickory Hill Dr, Chester, CT 06412
  • 96 Goose Hill Rd, Chester, CT 06412

    $370,000 Sold Jul 09, 2025

    • 642 Sq Ft
    • $576/SF
    • 3 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 2017

    96 Goose Hill Rd, Chester, CT 06412

    A thoughtfully designed home set on four acres in the heart of Chester. With a mix of open land and lightly wooded areas, the property offers both privacy and usable space in a peaceful, natural setting. Inside, the home features a bedroom on the main level, a full bathroom, and a full eat-in kitchen equipped with a stove, refrigerator, microwave, and ample cabinet space. The open living area is

    Jason Archer PMI East Lyme

    96 Goose Hill Rd, Chester, CT 06412
  • 50 Bokum Rd, Chester, CT 06412
    50 Bokum Rd, Chester, CT 06412
    50 Bokum Rd, Chester, CT 06412
    /31

    $425,000

    • 2 Beds
    • 1.5 Baths
    • 807 Sq Ft

    50 Bokum Rd, Chester, CT 06412

    Welcome to this delightful 2-bedroom, 1.5 bath home tucked in the heart of historic Chester, CT. Brimming with character, this cozy home blends modern updates with small-town New England charm. Step inside to find a bright and inviting living space, an updated kitchen, and thoughtful touches throughout. Perfectly sized for easy living, the property offers a low-maintenance yard ideal for

    Cynthia Sigurdson William Pitt Sotheby's Int'l

    50 Bokum Rd, Chester, CT 06412
  • 25 Gilbert Hill Rd, Chester, CT 06412

    $1,135,000 Sold Jun 30, 2025

    • 3,351 Sq Ft
    • $339/SF
    • 16 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1987

    25 Gilbert Hill Rd, Chester, CT 06412

    Experience the stunning views of the Connecticut River, Lyme's hills, and the expansive valley from your heated Gunite in-ground swimming pool. The beautifully manicured grounds reflect years of dedicated care. This home showcases exceptional quality, featuring customized designs and meticulous details throughout, including custom moldings and cabinetry in the kitchen, bathrooms, and closets.

    Robin Linares William Pitt Sotheby's Int'l

    25 Gilbert Hill Rd, Chester, CT 06412
  • 13 Cross Rd, Chester, CT 06412
    13 Cross Rd, Chester, CT 06412
    13 Cross Rd, Chester, CT 06412
    /40

    $649,900

    • 3 Beds
    • 2.5 Baths
    • 2,324 Sq Ft

    13 Cross Rd, Chester, CT 06412

    Set on a private 4.48-acre rear lot, this inviting Colonial offers over 2,300 sq. ft. of comfortable living space with 8 spacious rooms, including 3 bedrooms. The welcoming family room features a fireplace, built-ins, soaring cathedral ceilings, a large skylight, and sliders leading to the rear deck, filling the home with natural light. Enjoy the tranquility and privacy of the setting while still

    Curtiss Clemens Jr. Century 21 Clemens Group

    13 Cross Rd, Chester, CT 06412
  • 15 Gilbert Hill Rd, Chester, CT 06412

    $1,000,050 Sold Jun 25, 2025

    • 3,054 Sq Ft
    • $327/SF
    • 18 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1950

    15 Gilbert Hill Rd, Chester, CT 06412

    Mid-Century Modern Private Compound Overlooking the CT River Valley. Discover this exceptional mid-century modern retreat, a private compound set in a park-like setting with distant water views of the Connecticut River Valley. This expanded Cape blends timeless design with modern updates, featuring an open floor plan flooded with natural light from skylights, two fireplaces, and hand-laid terra

    Angela Ruel Berkshire Hathaway NE Prop.

    15 Gilbert Hill Rd, Chester, CT 06412
  • 00 Hoop Pole Hill Rd, Chester, CT 06412
    00 Hoop Pole Hill Rd, Chester, CT 06412
    00 Hoop Pole Hill Rd, Chester, CT 06412
    /18

    $264,497

    • Land
    • 26 Acres
    • $10,360 per Acre

    00 Hoop Pole Hill Rd, Chester, CT 06412

    Here's your opportunity to own an amazing 25.53-acre property nestled in the heart of Chester, CT, in Middlesex County. The parcel is landlocked with no legal access, though it can be reached via the Deep River through state-owned land, and Pine Ledge Road extends nearly to the boundary. Conveniently located near Route 9, directly off Exit 8, this large tract is surrounded by state forest,

    Derek Greene Derek Greene

    00 Hoop Pole Hill Rd, Chester, CT 06412
  • 31 Parkers Point Rd, Chester, CT 06412

    $3,100,000 Sold Jun 10, 2025

    • 4,727 Sq Ft
    • $656/SF
    • 27 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2010

    31 Parkers Point Rd, Chester, CT 06412

    Nestled near the heart of the quaint Chester Village, this exquisite Nantucket-style home offers a serene retreat on the banks of the CT River. Spanning an impressive 4,727sqft, this architectural gem is all enveloped in traditional shingle elegance. As you step inside, you're welcomed by a two-story, paneled living room that exudes drama and sophistication. The space is adorned with beautiful

    Colette Harron William Pitt Sotheby's Int'l

    31 Parkers Point Rd, Chester, CT 06412
  • 28 S Wig Hill Rd, Chester, CT 06412
    28 S Wig Hill Rd, Chester, CT 06412
    28 S Wig Hill Rd, Chester, CT 06412
    /40

    $625,000

    • 2 Beds
    • 3 Baths
    • 3,091 Sq Ft

    28 S Wig Hill Rd, Chester, CT 06412

    Step into history with this 1770 Cape, part of "Old Homes of Chester." Nestled on beautiful grounds featuring rolling hills, gardens, and stunning stone walls, the property abuts 8 acres of serene land trust, offering unparalleled privacy and a park-like setting. The main house spans 1303 square feet and includes 2 bedrooms and 2 full baths. Recent upgrades include a new furnace (2023), electric

    Andrew O'Reilly Seaport Real Estate Services

    28 S Wig Hill Rd, Chester, CT 06412
  • 67 Maple St, Chester, CT 06412

    $575,000 Sold May 29, 2025

    • 1,803 Sq Ft
    • $319/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    67 Maple St, Chester, CT 06412

    Welcome to this delightful meticulous Cape Cod home, featuring 3 spacious bedrooms, 2.5 baths and a home office. The primary bedroom suite is generous in size with his and her closets, a jacuzzi tub in the primary bathroom and is conveniently located on the first floor. The main level also includes a dedicated home office that has access to the beautiful, huge trex deck. The kitchen has been

    Laura Cariati Coldwell Banker Realty

    67 Maple St, Chester, CT 06412

Showing Results 1 - 40, Page 1 of 18

Connecticut Middlesex County Chester 06412

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