Section Image Section Image Section Image

Explore Similar Townhomes Within 25 Miles of Chester, CT

  • 23 Fort Pond Rd, Montauk, NY 11954
    23 Fort Pond Rd, Montauk, NY 11954
    23 Fort Pond Rd, Montauk, NY 11954
    /23

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 893 Sq Ft

    23 Fort Pond Rd, Montauk, NY 11954

    REDUCED TO SELL! Just listed , renovated and Large two bedroom, two bath condominium situated on Fort Pond Bay with the most beautiful sunsets. This gated thirty-acre community offers many amenities which include a 32 x 70 heated gunite pool, Jacuzzi, sauna and 5 tennis courts. Enjoy relaxing on the bay beach with a 1,075 ft. fishing pier with gazebo. Grab a bite at Navy Beach Restaurant on

    Agent Photo

    William Wolff

    Douglas Elliman Real Estate

    (631) 614-4958

    23 Fort Pond Rd, Montauk, NY 11954
  • 31 Soderman Way Unit 36683451, Cheshire, CT 06410
    31 Soderman Way Unit 36683451, Cheshire, CT 06410
    31 Soderman Way Unit 36683451, Cheshire, CT 06410
    /14

    $509,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,090 Sq Ft

    Townhome Plan at The Reserve at Stonebridge Crossing, Cheshire, CT 06410

    Builder Photo

    EG Home

    Builder

    31 Soderman Way Unit 36683451, Cheshire, CT 06410
  • 40 Newbury Ct Unit 40, North Haven, CT 06473
    40 Newbury Ct Unit 40, North Haven, CT 06473
    40 Newbury Ct Unit 40, North Haven, CT 06473
    /38

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 2,426 Sq Ft

    40 Newbury Ct Unit 40, North Haven, CT 06473

    Attention nature lovers and bird watchers! Nestled in a serene setting at the end of a cul-de-sac, this beautifully constructed duplex home, built just a few years ago, is sure to impress. Enjoy entertaining in the upscale kitchen with your gas range, large center island, granite countertops, stainless steel appliances and spacious walk-in pantry. The open floorplan allows for your gatherings to

    Bridie Bradbury Calcagni Real Estate

    40 Newbury Ct Unit 40, North Haven, CT 06473
  • 7 Heritage Ln, Woodbridge, CT 06525
    7 Heritage Ln, Woodbridge, CT 06525
    7 Heritage Ln, Woodbridge, CT 06525
    /11

    $699,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,486 Sq Ft

    7 Heritage Ln, Woodbridge, CT 06525

    Complete with top-tier design features in a desirable location, this is the home you've always dreamt of. The open-concept kitchen and great room provide the ideal space for entertaining. With free-flowing space between the kitchen and great room, the casual dining area is the perfect setting to connect with the family. With vaulted ceilings and an optional fireplace, the main living room

    Builder Photo

    Toll Brothers, Inc.

    Builder

    7 Heritage Ln, Woodbridge, CT 06525
  • 27 Heritage Ln, Woodbridge, CT 06525
    27 Heritage Ln, Woodbridge, CT 06525
    27 Heritage Ln, Woodbridge, CT 06525
    /10

    $569,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    27 Heritage Ln, Woodbridge, CT 06525

    Your dream home is waiting. A large center island in the kitchen overlooks the casual dining area. The expanded two-story great room boasts a gas fireplace. Gorgeous designer finishes highlight every room in this home. The resort-style amenities in this community will make you feel they're on vacation year-round. Disclaimer: Photos are images only and should not be relied upon to confirm

    Builder Photo

    Toll Brothers, Inc.

    Builder

    27 Heritage Ln, Woodbridge, CT 06525
  • 29 Heritage Ln, Woodbridge, CT 06525
    29 Heritage Ln, Woodbridge, CT 06525
    29 Heritage Ln, Woodbridge, CT 06525
    /10

    $639,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,239 Sq Ft

    29 Heritage Ln, Woodbridge, CT 06525

    This beautiful home was perfectly crafted to fit your lifestyle. The two-story great room boasts a gas fireplace. Conveniently located on the first floor is the primary bedroom suite that provides a tranquil atmosphere with high ceilings and ample closet space. The home is complete with designer appointed finishes. A wide array of community amenities are located nearby. Experience the luxury

    Builder Photo

    Toll Brothers, Inc.

    Builder

    29 Heritage Ln, Woodbridge, CT 06525
  • 10 Hillcrest Dr Unit 36358183, Woodbridge, CT 06525

    $599,995 New Construction

    • 3 Beds
    • 2.5 - 3.5 Baths
    • 1,938 Sq Ft

    Pierpont Plan at Regency at Woodbridge, Woodbridge, CT 06525

    The expertly designed Pierpont immediately impresses with its elegant two-story main living level, featuring a bright foyer and hallway that leads into the spacious great room that offers convenient access to the rear yard. The well-equipped kitchen overlooks a sizable casual dining area and is complemented by a large center island with breakfast bar, plenty of counter and cabinet space, as well

    Builder Photo

    Toll Brothers, Inc.

    Builder

    10 Hillcrest Dr Unit 36358183, Woodbridge, CT 06525
  • 10 Hillcrest Dr Unit 36358185, Woodbridge, CT 06525

    $645,995 New Construction

    • 3 Beds
    • 2.5 - 3.5 Baths
    • 2,188 Sq Ft

    Pierson Plan at Regency at Woodbridge, Woodbridge, CT 06525

    A thoughtfully designed floor plan that features modern architecture with elegant features defines the beautiufl Pierson. The soaring two-story foyer opens onto a charming two-story great room with desirableaccess to the rear yard. Overlooking a spacious casual dining area, the well-appointed kitchen offers an oversized center island with breakfast bar and ample counter and cabinet space. The

    Builder Photo

    Toll Brothers, Inc.

    Builder

    10 Hillcrest Dr Unit 36358185, Woodbridge, CT 06525
  • 10 Hillcrest Dr Unit 36358187, Woodbridge, CT 06525

    $615,995 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    Silliman Plan at Regency at Woodbridge, Woodbridge, CT 06525

    The beautifully crafted Silliman makes an immediate impression with its inviting porch and foyer that opens onto a palatial two-story casual dining area and soaring two-story great room with desirable access to the rear yard. Adjacent, the well-appointed two-story kitchen features a roomy pantry as well as wraparound counter and cabinet space that surrounds a large center island with breakfast

    Builder Photo

    Toll Brothers, Inc.

    Builder

    10 Hillcrest Dr Unit 36358187, Woodbridge, CT 06525
  • 10 Hillcrest Dr Unit 36358184, Woodbridge, CT 06525

    $665,995 New Construction

    • 3 Beds
    • 2.5 - 3.5 Baths
    • 1,938 Sq Ft

    Pierpont Elite Plan at Regency at Woodbridge, Woodbridge, CT 06525

    An open-concept floor plan with versatile living spaces defines the wonderfully designed Pierpont Elite. The beautiful two-story main living level features a charming foyer offering alluring views of the expansive great room and casual dining area with access to the rear yard. The expertly crafted kitchen is enhanced by an oversized center island with breakfast bar as well as ample counter and

    Builder Photo

    Toll Brothers, Inc.

    Builder

    10 Hillcrest Dr Unit 36358184, Woodbridge, CT 06525
  • 10 Hillcrest Dr Unit 36358186, Woodbridge, CT 06525

    $685,995 New Construction

    • 3 Beds
    • 2.5 - 3.5 Baths
    • 2,188 Sq Ft

    Pierson Elite Plan at Regency at Woodbridge, Woodbridge, CT 06525

    The Pierson Elite features a versatile mix of open-concept living spaces and private retreats. A two-story great room complete with rear yard access is central to an expansive two-story foyer and the expertly crafted kitchen, enhanced by a sizable casual dining area as well as plenty of counter and cabinet space that surrounds a large center island with breakfast bar. Complementing the secluded

    Builder Photo

    Toll Brothers, Inc.

    Builder

    10 Hillcrest Dr Unit 36358186, Woodbridge, CT 06525
  • 22 Lombard Cir Unit 22, North Haven, CT 06473
    22 Lombard Cir Unit 22, North Haven, CT 06473
    22 Lombard Cir Unit 22, North Haven, CT 06473
    /31

    $615,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,370 Sq Ft

    22 Lombard Cir Unit 22, North Haven, CT 06473

    This Patton model is sheetrocked and waiting for your interior selections to be made. The Patton model consists of a kitchen in the heart of the living space which opens to the great room and the dining room which makes entertaining a dream. Retire to the upper level where all of your sleeping quarters are located, including the owners bedroom with full bathroom, three additional bedrooms, jack &

    Bridie Bradbury Calcagni Real Estate

    22 Lombard Cir Unit 22, North Haven, CT 06473
  • 2 Lombard Cir Unit 2, North Haven, CT 06473
    2 Lombard Cir Unit 2, North Haven, CT 06473
    2 Lombard Cir Unit 2, North Haven, CT 06473
    /28

    $615,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,906 Sq Ft

    2 Lombard Cir Unit 2, North Haven, CT 06473

    This Stiles Model at Pierpont Hill is the final Stiles model to be built. Currently ready for you to make your selections on the interior. Pierpont Hill's next generation of cleaner, energy-efficient electric-powered duplex homes! This community has all the luxuries of today's standards in a home, along with the ease of outdoor maintenance free living and energy efficient built homes. Offering

    Kristin Daly-Murphy Calcagni Real Estate

    2 Lombard Cir Unit 2, North Haven, CT 06473
  • 20 Lombard Cir Unit 20, North Haven, CT 06473
    20 Lombard Cir Unit 20, North Haven, CT 06473
    20 Lombard Cir Unit 20, North Haven, CT 06473
    /32

    $605,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,370 Sq Ft

    20 Lombard Cir Unit 20, North Haven, CT 06473

    This Patton model is a quick delivery unit with all of the upgrades that you will love! It is a complete unit and could close as quickly as you can. The Patton model has the kitchen in the heart of the living space that opens to the great room and the dining room which makes entertaining a dream. Retire to the upper level where all of your sleeping quarters are located, including the owners

    Kristin Daly-Murphy Calcagni Real Estate

    20 Lombard Cir Unit 20, North Haven, CT 06473
  • 37 Hewitt Rd Unit B6, Mystic, CT 06355
    37 Hewitt Rd Unit B6, Mystic, CT 06355
    37 Hewitt Rd Unit B6, Mystic, CT 06355
    /12

    $300,000

    • 2 Beds
    • 1.5 Baths
    • 1,312 Sq Ft

    37 Hewitt Rd Unit B6, Mystic, CT 06355

    Welcome to 37 Hewitt Rd, Unit B6, located in the highly desirable Harbrae Condominium community in Mystic! This spacious 2-bedroom, 1.5-bath condo offers over 1,300 sq. ft. of living space and is ready for its new owner's personal touch. With just some fresh paint and light cosmetic updates, this unit can truly shine, no major renovations required. Enjoy a prime location just minutes from

    William Dudley Coldwell Banker Realty

    37 Hewitt Rd Unit B6, Mystic, CT 06355
  • 236 Edgemere St Unit 423, Montauk, NY 11954
    236 Edgemere St Unit 423, Montauk, NY 11954
    236 Edgemere St Unit 423, Montauk, NY 11954
    /24

    $399,000

    • 1 Bed
    • 2 Baths
    • 800 Sq Ft

    236 Edgemere St Unit 423, Montauk, NY 11954

    Enjoy crisp water and sunset views over Fort Pond Bay and Gardiners Island from this 4th floor west exposure 1 bedroom 2 bath loft duplex deluxe apartment in Montauk Manor. The accommodation offers an expansive loft, dining/living area, and pristine views. Property amenities include grand lobby, on-site restaurant, new indoor pool, an outdoor pool, relaxing inner courtyard, 3 tennis courts, bbq

    Margaret Kisla William Raveis New York LLC

    236 Edgemere St Unit 423, Montauk, NY 11954
  • 4 Bridal Run, East Hampton, NY 11937
    4 Bridal Run, East Hampton, NY 11937
    4 Bridal Run, East Hampton, NY 11937
    /8

    $1,200,000

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    4 Bridal Run, East Hampton, NY 11937

    Just listed in the convenient and sought-after Dune Alpin. The coop offers a spacious living room with a fireplace and dining area, plenty of light, and ideal southern exposure. There is an eat-in kitchen, a half bath, and two ground-floor bedrooms, one of which is a primary en-suite bedroom and bath, and a guest room with a bath. Additionally, there is an upstairs loft suitable for an office or

    William R. Stoecker William Raveis (East Hampton)

    4 Bridal Run, East Hampton, NY 11937
  • 90 Apple Gate Unit 77, Southington, CT 06489
    90 Apple Gate Unit 77, Southington, CT 06489
    90 Apple Gate Unit 77, Southington, CT 06489
    /25

    $499,000

    • 3 Beds
    • 2 Baths
    • 1,758 Sq Ft

    90 Apple Gate Unit 77, Southington, CT 06489

    Welcome to this beautifully maintained 3 bedroom, 2 bath condo in the highly sought after Apple Gate community, a 55 and over neighborhood known for its peaceful setting and strong sense of community. This spacious unit offers an open floor plan with a bright living room, a well appointed kitchen with plenty of cabinet space, and a dining area perfect for entertaining or quiet evenings at home.

    David Borges The Borges Group LLC

    90 Apple Gate Unit 77, Southington, CT 06489
  • 82 Summer St Unit B, Southington, CT 06489
    82 Summer St Unit B, Southington, CT 06489
    82 Summer St Unit B, Southington, CT 06489
    /24

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 1,893 Sq Ft

    82 Summer St Unit B, Southington, CT 06489

    Beautiful Condo Duplex with no HOA costs. Three story dwelling with lots of room and storage. Great location across from the walking trails and in close vicinity to all Downtown restaurants and shopping. You're greeted with hardwood floors and great floor plan as you enter. Nicely placed living room leads to a full eat-in kitchen with stainless steel appliances & granite counters and a half

    Rebecca Davis Putnam Agency Real Estate LLC

    82 Summer St Unit B, Southington, CT 06489
  • 82 Summer St Unit A, Southington, CT 06489
    82 Summer St Unit A, Southington, CT 06489
    82 Summer St Unit A, Southington, CT 06489
    /24

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 1,893 Sq Ft

    82 Summer St Unit A, Southington, CT 06489

    Beautiful Condo Duplex with no HOA costs. Three story dwelling with lots of room and storage. Great location across from the walking trails and in close vicinity to all Downtown restaurants and shopping. You're greeted with hardwood floors and great floor plan as you enter. Nicely placed living room leads to a full eat-in kitchen with stainless steel appliances & granite counters and a half

    Rebecca Davis Putnam Agency Real Estate LLC

    82 Summer St Unit A, Southington, CT 06489
  • 11 Heritage Ln, Woodbridge, CT 06525
    11 Heritage Ln, Woodbridge, CT 06525
    11 Heritage Ln, Woodbridge, CT 06525
    /11

    $559,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,028 Sq Ft

    11 Heritage Ln, Woodbridge, CT 06525

    Your dream home is waiting. Featuring a sun-soaked entry, this free-flowing home design is brimming with natural light. The casual dining area is adjacent to the kitchen and provides a convenient and intimate setting. The two-story great room boasts tall windows, a gas fireplace, and an additional 4' of living space. Experience the luxury you've always wanted by scheduling a tour today. Ready for

    Builder Photo

    Toll Brothers, Inc.

    Builder

    11 Heritage Ln, Woodbridge, CT 06525
  • 5 Heritage Ln, Woodbridge, CT 06525
    5 Heritage Ln, Woodbridge, CT 06525
    5 Heritage Ln, Woodbridge, CT 06525
    /10

    $549,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,006 Sq Ft

    5 Heritage Ln, Woodbridge, CT 06525

    Love everything about this home. The enormous kitchen boasts name-brand appliances, upgraded countertops, and ample cabinet space. The two-story great room boasts a fireplace and plenty of natural light. The appealing first-floor primary bedroom suite boasts a lavish bath and ample closet space. The versatile loft can be suited to fit your lifestyle. Schedule an appointment to learn more about

    Builder Photo

    Toll Brothers, Inc.

    Builder

    5 Heritage Ln, Woodbridge, CT 06525
  • 707 Old Montauk Hwy Unit A-57, Montauk, NY 11954
    707 Old Montauk Hwy Unit A-57, Montauk, NY 11954
    707 Old Montauk Hwy Unit A-57, Montauk, NY 11954
    /14

    $949,000 New Construction

    • 2 Beds
    • 1 Bath
    • 601 Sq Ft

    707 Old Montauk Hwy Unit A-57, Montauk, NY 11954

    Spectacular ocean views from this first floor corner apartment located directly across from the Atlantic Ocean. Open year around, this property features two bedrooms, one bath, kitchen, fireplace, with basement storage, laundry on premises, heated in-ground pool, designated parking, internet and Direct TV included in maintenance fees. Property Superintendent on duty year-around. Walking

    Kenneth Kalafut DUNE RESORTS REALTY LLC

    707 Old Montauk Hwy Unit A-57, Montauk, NY 11954
Connecticut Middlesex County Chester

Townhomes for Sale in Chester, CT

Why Live in Chester

Chester, Connecticut, offers a serene lifestyle along the Connecticut River, characterized by its historical charm and picturesque views. The Chester-Hadlyme Ferry, one of the few operational ferries on the river, adds to the town's historical ambiance, especially in the downtown area, which features structures listed on the National Register of Historic Places. Chester's downtown is pedestrian-friendly, with unique architecture and a variety of dining options, such as River Tavern and Whistle Stop, making it a delightful spot for a leisurely afternoon. The town is known for its older Victorian, Cape Cod, and colonial homes, with expansive lot sizes and no homeowners associations. Chester is part of the tri-town area, including Essex and Deep River, and boasts a crime rate lower than the national average. Educational opportunities are strong, with Regional School District 4 and Chester Elementary School receiving high ratings for their academic programs and extracurricular activities. For outdoor enthusiasts, the Pattaconk Recreation Area offers woodland and grassland spaces leading to the reservoir's edge, perfect for picnics and relaxation. Chester is conveniently located near Tweed/New Haven Airport, less than an hour away, and is accessible via Route 9 and CTtransit bus stops, providing efficient transportation options.

Learn more about living in Chester

Home Trends in Chester, CT

On average, homes in Chester, CT sell after 48 days on the market compared to the national average of 52 days. The median sale price for homes in Chester, CT over the last 12 months is $538,500, up 19% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$538,500
Median Single Family Sale Price
$582,000
Average Price Per Sq Ft
$324
Number of Homes for Sale
10
Last 12 months Home Sales
42
Months of Supply
2.90
Median List Price
$640,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
19%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group