1,694

Homes in ZIP Code 06412

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  • 26 Ferry Rd, Chester, CT 06412
    26 Ferry Rd, Chester, CT 06412
    26 Ferry Rd, Chester, CT 06412
    /14

    $850,000

    Pending
    • 4 Beds
    • 2 Baths
    • 8,382 Sq Ft

    26 Ferry Rd, Chester, CT 06412

    Located in the Town of Chester, this residential 2 Family property presents a rare opportunity to acquire a multifamily property in one of Connecticut's most desirable markets. The property consists of two 2-bedroom residential apartments. The improvements are situated on over 2 acres of land. Waterhouse Brook flows directly through the site, creating a tranquil backdrop, while the property

    Agent Photo

    Anthony Velez

    VC Property Group, LLC

    (860) 579-1600

    26 Ferry Rd, Chester, CT 06412
  • 55 Liberty St, Chester, CT 06412
    55 Liberty St, Chester, CT 06412
    55 Liberty St, Chester, CT 06412
    /21

    $2,500 Per Month

    • 2 Beds
    • 1.5 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 bustling 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) 981-0835

    55 Liberty St, Chester, CT 06412
  • 15 Gilbert Hill Rd, Chester, CT 06412

    $1,000,050

    Sold Jun 25, 2025

    15 Gilbert Hill Rd, Chester, CT 06412

    • 4 Beds
    • 3 Baths
    • 3,054 Sq Ft
    • Built 1950

    Last Sold Summary

    • 22% Above List Price
    • $327/SF
    • 18 Days On Market

    Current Estimated Value $1,008,608

    Last Listing Agent Angela Ruel Berkshire Hathaway NE Prop.

    15 Gilbert Hill Rd, Chester, CT 06412
  • 275 W Main St, Chester, CT 06412
    275 W Main St, Chester, CT 06412
    275 W Main St, Chester, CT 06412
    /40

    $485,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,906 Sq Ft

    275 W Main St, Chester, CT 06412

    ***Multiple offers received. Seller has asked for best and final by Monday 5/18 5pm*** Set on an exceptional 2-acre parcel in the charming Connecticut River town of Chester, this 4-bedroom, 2-bath Colonial offers endless potential in a truly special setting. Being offered for the first time in 55 years, this well-loved home is filled with warmth and character throughout, featuring hardwood floors

    Agent Photo

    Kelly Puorro

    Puorro Realty Group

    (860) 697-9291

    275 W Main St, Chester, CT 06412
  • 21 Winthrop Rd, Chester, CT 06412
    21 Winthrop Rd, Chester, CT 06412
    21 Winthrop Rd, Chester, CT 06412
    /18

    $2,400

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • House for Rent

    21 Winthrop Rd, Chester, CT 06412

    Charming and private Cape Cod-style home set on 2.81 acres with ample parking and outdoor space. Built in 1930 and recently painted, this well-maintained, move-in ready home offers over 1,200 square feet of living space. The layout features two bedrooms, 1.5 baths, a spacious living room, and a versatile dining room/den. Recent updates include new siding, refinished hardwood floors, new

    21 Winthrop Rd, Chester, CT 06412
  • 28 Hoop Pole Hill Rd, Chester, CT 06412

    $760,000

    Sold Nov 03, 2025

    28 Hoop Pole Hill Rd, Chester, CT 06412

    • 4 Beds
    • 3.5 Baths
    • 3,396 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Below List Price
    • $224/SF
    • 83 Days On Market

    Current Estimated Value $786,087

    Last Listing Agent Teri Lewis William Pitt Sotheby's Int'l

    28 Hoop Pole Hill Rd, Chester, CT 06412
  • 136 Goose Hill Rd, Chester, CT 06412
    136 Goose Hill Rd, Chester, CT 06412
    136 Goose Hill Rd, Chester, CT 06412
    /40

    $995,000

    • 4 Beds
    • 3 Baths
    • 3,343 Sq Ft

    136 Goose Hill Rd, Chester, CT 06412

    Welcome to 136 Goose Hill Rd. This home has been tastefully redesigned inside and out with no expense spared. Featuring 4 bedroom, 3 full bathroom, over 3,300 sq ft of beautifully finished living space sitting on just over 2 acres. Step inside to discover all-new hardwood flooring throughout the main level and a thoughtfully designed open-concept layout ideal for both everyday living and

    Chris Torrez RE/MAX One

    136 Goose Hill Rd, Chester, CT 06412
  • 15 Hazen St, Chester, CT 06412

    $220,000

    Sold Apr 21, 2026

    15 Hazen St, Chester, CT 06412

    • 3 Beds
    • 1 Bath
    • 748 Sq Ft
    • Built 1900

    Last Sold Summary

    • 10% Above List Price
    • $294/SF
    • 14 Days On Market

    Current Estimated Value $206,103

    Last Listing Agent Anthony La Penna Exceptional Real Estate LLC

    15 Hazen St, Chester, CT 06412
    • 42 W Main St, Chester, CT 06412

      Est $670,447

      Not Listed For Sale

      42 W Main St, Chester, CT 06412

      • 4 Beds
      • 2 Baths
      • 1,766 Sq Ft
      • Built 1925
      42 W Main St, Chester, CT 06412

      Last Sold Summary

      • 35 Days On Market

  • 16 Sypher Rd, Chester, CT 06412
    16 Sypher Rd, Chester, CT 06412
    16 Sypher Rd, Chester, CT 06412
    /40

    $585,000

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,726 Sq Ft

    16 Sypher Rd, Chester, CT 06412

    Good design is all about the detail and this the European inspired stucco home offers the perfect blend of casual and refined. Curated to perfection and offering desirable one floor living, spacious well-proportioned rooms blend seamlessly with the natural surroundings. Prominently set on 2.5 acres, natural stone steps lead to a warm and welcoming entrance. A light-filled entry foyer opens to the

    Peg Mitchel Coldwell Banker Realty

    16 Sypher Rd, Chester, CT 06412
  • 14 Ferry Rd, Chester, CT 06412

    $420,000

    Sold Sep 24, 2025

    14 Ferry Rd, Chester, CT 06412

    • 4 Beds
    • 1.5 Baths
    • 2,025 Sq Ft
    • Built 1950

    Last Sold Summary

    • 5% Above List Price
    • $207/SF
    • 35 Days On Market

    Current Estimated Value $432,619

    Last Listing Agent Ian Sacks Coldwell Banker Realty

    14 Ferry Rd, Chester, CT 06412
  • 0 Turkey Hill Rd, Chester, CT 06412
    0 Turkey Hill Rd, Chester, CT 06412
    0 Turkey Hill Rd, Chester, CT 06412
    /19

    $99,900

    Under Contract
    • Land
    • 1 Acre
    • $99,900 per Acre

    0 Turkey Hill Rd, Chester, CT 06412

    Discover the perfect setting to build your dream home in the desirable Wig Hill area of Chester, Connecticut. Located near Cockaponset Sate Forest and the scenic Connecticut River valley. This beautiful one-acre level building lot features approximately 211 feet of road frontage and dimensions of roughly 200 x 200 feet, offering ample space and flexibility to bring your custom plans and ideas to

    Charles Kroopneck Charles Kroopneck Real Estate

    0 Turkey Hill Rd, Chester, CT 06412
  • 7 Hickory Hill Dr, Chester, CT 06412

    $549,000

    Sold Mar 24, 2026

    7 Hickory Hill Dr, Chester, CT 06412

    • 3 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • Built 1984

    Last Sold Summary

    • $249/SF
    • 6 Days On Market

    Current Estimated Value $556,232

    Last Listing Agent Craig Milton Re/Max Valley Shore

    7 Hickory Hill Dr, Chester, CT 06412
  • 3 Kirtland Ave, Chester, CT 06412
    3 Kirtland Ave, Chester, CT 06412
    /2

    $282,225

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    3 Kirtland Ave, Chester, CT 06412

    REO Occupied - NO ACCESS OR VIEWINGS of this property - no interior photos. Please DO NOT DISTURB the occupant. Built in 1974, this one level home offers approximately 1344 finished square feet, two bedrooms and two full baths, fireplace, unfinished basement and attached one car garage. This home sits on an approximate 14810 sqft lot. "As is" cash only sale with no contingencies or inspections.

    Sherry Price Realhome Services & Solutions

    3 Kirtland Ave, Chester, CT 06412
  • 25 Spring St, Chester, CT 06412

    $860,000

    Sold Sep 17, 2025

    25 Spring St, Chester, CT 06412

    • 3 Beds
    • 2.5 Baths
    • 2,344 Sq Ft
    • Built 1860

    Last Sold Summary

    • 4% Below List Price
    • $367/SF
    • 38 Days On Market

    Current Estimated Value $844,180

    Last Listing Agent Susan Malan William Pitt Sotheby's Int'l

    25 Spring St, Chester, CT 06412
  • 59 Maple St, Chester, CT 06412
    59 Maple St, Chester, CT 06412
    59 Maple St, Chester, CT 06412
    /37

    $2,100,000

    • 11 Beds
    • 12 Baths
    • 8,500 Sq Ft

    59 Maple St, Chester, CT 06412

    A mixed-use and multifamily package located in Chester and Deep River, two of the most desirable towns in the Lower Connecticut River Valley. The offering includes: 59 Maple Street (Chester): 7-unit multifamily asset with an additional ~1,500 SF commercial warehouse on 2.5+ acres. 163 Main Street (Deep River): 5-unit mixed-use property positioned at the gateway to the downtown retail corridor.

    Connor Wenchell VC Property Group, LLC

    59 Maple St, Chester, CT 06412
  • 12 Deep Hollow Rd, Chester, CT 06412

    $319,900

    Sold Jan 20, 2026

    12 Deep Hollow Rd, Chester, CT 06412

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1960

    Last Sold Summary

    • $351/SF
    • 52 Days On Market

    Current Estimated Value $326,090

    Last Listing Agent Craig Milton Re/Max Valley Shore

    12 Deep Hollow Rd, Chester, CT 06412
  • 135 Middlesex Ave, Chester, CT 06412
    135 Middlesex Ave, Chester, CT 06412
    135 Middlesex Ave, Chester, CT 06412
    /37

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    135 Middlesex Ave, Chester, CT 06412

    Beautiful view from this WATERFRONT home on Chester Cove! Steps to fishing or kayaking just out your door. Enjoy watching the wildlife from the 20x10 deck directly off the kitchen/dining/living rooms. Wonderful light enters through the abundant windows on the first floor with its open floor plan, kitchen with granite, newer appliances and a window over the kitchen sink you won't want to walk away

    Lisa Genovali Re/Max Valley Shore

    135 Middlesex Ave, Chester, CT 06412
  • 30 Bokum Rd, Chester, CT 06412

    $442,500

    Sold Oct 20, 2025

    30 Bokum Rd, Chester, CT 06412

    • 3 Beds
    • 2 Baths
    • 1,198 Sq Ft
    • Built 1930

    Last Sold Summary

    • 4% Above List Price
    • $369/SF
    • 59 Days On Market

    Current Estimated Value $445,532

    Last Listing Agent Max Gill Puorro Realty Group

    30 Bokum Rd, Chester, CT 06412
  • 81 Main St, Chester, CT 06412
    81 Main St, Chester, CT 06412
    81 Main St, Chester, CT 06412
    /39

    $550,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,128 Sq Ft

    81 Main St, Chester, CT 06412

    Discover the perfect blend of mid-century character and modern efficiency in the heart of Chester Village. This impeccably maintained home offers a vibrant "walk-to-everything" lifestyle, just steps from award-winning dining, boutiques, and the theater. Officially a 2-bedroom home per town records, the layout offers incredible flexibility. The main level features a stunning den currently utilized

    Sue Woods William Pitt Sotheby's Int'l

    81 Main St, Chester, CT 06412
  • 80 W Main St, Chester, CT 06412

    $795,000

    Sold Jul 31, 2025

    80 W Main St, Chester, CT 06412

    • 3 Beds
    • 2 Baths
    • 2,389 Sq Ft
    • Built 1835

    Last Sold Summary

    • 14% Above List Price
    • $333/SF
    • 3 Days On Market

    Current Estimated Value $806,643

    Last Listing Agent Mary Jean Agostini RE/MAX Right Choice

    80 W Main St, Chester, CT 06412
  • 19 Castle View Dr, Chester, CT 06412
    19 Castle View Dr, Chester, CT 06412
    19 Castle View Dr, Chester, CT 06412
    /37

    $459,900

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,092 Sq Ft

    19 Castle View Dr, Chester, CT 06412

    Beautifully rebuilt from top to bottom, this stunning 3-bedroom, 1.5-bath home is not just remodeled - it has been completely reimagined for today's homeowner. Every detail has been thoughtfully designed so the new owner can simply turn the key and begin the next chapter. Step inside and immediately feel the warmth of the beautifully refinished hardwood floors flowing throughout the home. The

    Donna Genovese Great Estates, CT

    19 Castle View Dr, Chester, CT 06412
  • 14 Maple St, Chester, CT 06412

    $810,000

    Sold Nov 14, 2025

    14 Maple St, Chester, CT 06412

    • 3 Beds
    • 3.5 Baths
    • 2,322 Sq Ft
    • Built 1755

    Last Sold Summary

    • 1% Above List Price
    • $349/SF
    • 6 Days On Market

    Current Estimated Value $824,135

    Last Listing Agent Deborah Rowe William Raveis Real Estate

    14 Maple St, Chester, CT 06412
    • 16 Ridge Rd, Chester, CT 06412

      Est $595,633

      Not Listed For Sale

      16 Ridge Rd, Chester, CT 06412

      • 4 Beds
      • 2.5 Baths
      • 2,722 Sq Ft
      • Built 1928
      16 Ridge Rd, Chester, CT 06412

      Last Sold Summary

      • 38 Days On Market

  • 288 Middlesex Ave, Chester, CT 06412
    288 Middlesex Ave, Chester, CT 06412
    288 Middlesex Ave, Chester, CT 06412
    /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
  • 69 Spring St, Chester, CT 06412

    $715,000

    Sold Jul 25, 2025

    69 Spring St, Chester, CT 06412

    • 3 Beds
    • 1.5 Baths
    • 1,702 Sq Ft
    • Built 1883

    Last Sold Summary

    • 10% Above List Price
    • $420/SF
    • 30 Days On Market

    Current Estimated Value $717,250

    Last Listing Agent Rachel Welch William Raveis Real Estate

    69 Spring St, Chester, CT 06412
    • 12 Liberty St, Chester, CT 06412

      Est $672,361

      Not Listed For Sale

      12 Liberty St, Chester, CT 06412

      • 3 Beds
      • 2.5 Baths
      • 2,713 Sq Ft
      • Built 1925
      12 Liberty St, Chester, CT 06412

      Last Sold Summary

      • 3 Days On Market

  • 11 Kings Hwy, Chester, CT 06412
    11 Kings Hwy, Chester, CT 06412
    11 Kings Hwy, Chester, CT 06412
    /11

    $238,500

    $40K PRICE INCREASE Pending
    • Land
    • 1.5 Acres
    • $159,000 per Acre

    11 Kings Hwy, Chester, CT 06412

    1.5+ acre lot, clear cut, open, sunny, with a clean air flow. SE facing with 4-mile view down CT River Valley to Deep River, and Lyme Hills; seasonal partial view of Gillette Castle in Hadlyme. Excellent solar, passive or active potential; 220 volts available at street. Ready to build with approvals in place for 3-bedroom septic, town building department, with Connecticut Water Co. supply line

    Rachel Welch William Raveis Real Estate

    11 Kings Hwy, Chester, CT 06412
  • 28 S Wig Hill Rd, Chester, CT 06412

    $580,000

    Sold Dec 10, 2025

    28 S Wig Hill Rd, Chester, CT 06412

    • 2 Beds
    • 3 Baths
    • 3,091 Sq Ft
    • Built 1770

    Last Sold Summary

    • 10% Below List Price
    • $188/SF
    • 138 Days On Market

    Last Listing Agent Andrew O'Reilly Seaport Real Estate Services

    28 S Wig Hill Rd, Chester, CT 06412
    • 230 W Main St, Chester, CT 06412

      Est $402,252

      Not Listed For Sale

      230 W Main St, Chester, CT 06412

      • 2 Beds
      • 1.5 Baths
      • 1,530 Sq Ft
      • Built 1986
      230 W Main St, Chester, CT 06412

      Last Sold Summary

      • 24 Days On Market

  • 59 Wig Hill Rd, Chester, CT 06412
    59 Wig Hill Rd, Chester, CT 06412
    59 Wig Hill Rd, Chester, CT 06412
    /38

    $695,000

    $29K PRICE DROP Under Contract
    • 5 Beds
    • 2.5 Baths
    • 3,862 Sq Ft

    59 Wig Hill Rd, Chester, CT 06412

    The spacious main house and separate guest/rental house sit on 3.64 park like acres abutting Chester Land Trust property. The front to back living/dining room features two large picture windows overlooking the rear landscape and a vaulted ceiling with second floor balcony. The cook's kitchen features newer appliances, granite counters, tile floor and eating area with sliding glass doors to a deck

    Joseph Kelly William Pitt Sotheby's Int'l

    59 Wig Hill Rd, Chester, CT 06412
  • 23 Spring St, Chester, CT 06412

    $550,000

    Sold Oct 15, 2025

    23 Spring St, Chester, CT 06412

    • 2 Beds
    • 1.5 Baths
    • 1,104 Sq Ft
    • Built 1920

    Last Sold Summary

    • 17% Above List Price
    • $498/SF
    • 15 Days On Market

    Current Estimated Value $559,635

    Last Listing Agent Susan Malan William Pitt Sotheby's Int'l

    23 Spring St, Chester, CT 06412

Showing Results 1 - 40, Page 1 of 18

Connecticut Middlesex County Chester 06412

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