Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$599,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 3,368 Sq. Ft.
  • 2 Car Garage
  • Updated 3 hours ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Saturday 8/29 11:00 AM - 1:00 PM

1251 South Main Street,Cheshire, CT 06410

1251 South Main StreetCheshireCT06410

Get directions
See This Home
Save This Home
See This Home
Save This Home
Exceptional in-law potential with over 3,300 sq ft of finished interior space! Expansive and versatile home offering an ideal setup for extended living, along with numerous updates and amenities. Main level features a sun-filled living room with HW floors and large picture window, dining room with HW flooring and decorative chair rail. Very spacious eat-in kitchen features HW floors, island with cooktop, newer refrigerator and dishwasher, double oven, skylight, garden and Palladian-style window, recessed lighting, wine rack, and direct access to the deck. Primary bedroom offers hardwood flooring, a generous size closet, and private bath, plus two additional upper-level bedrooms. The sizeable lower level provides incredible flexibility with French doors leading to a sunroom/game room, pellet stove, skylights, bonus room with walk-in closet, den with brick wood-burning fireplace, bedroom, full bath, and laundry (newer washer + dryer). The separate in-law-style living area features a full kitchen, tile flooring, pellet stove, full bath, and convenient access to the two-car garage. Exterior highlights include a large, level lot, partially fenced backyard, patio, newer roof, gutters, and garage doors. Additional features include 200-amp electrical service, two pellet stoves, public water + public sewer. A unique opportunity offering space, flexibility, and exceptional potential for multigenerational living! Convenient to the new Norton Blue Ribbon School, shopping + restaurants.

Full Property Details for 1251 S Main St

General

  • Price: $599,900
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24201800
  • Updated: Today (8/26/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 11
  • Interior Features: Cable - Available
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, 14.6 x 11.6, Main
  • Bedroom 1: Bedroom - Laminate Floor, 12.9 x 10.7, Lower
  • Bedroom 2: Bedroom - Hardwood Floor, 10.1 x 10, Main
  • Bedroom 3: Bedroom - Hardwood Floor, 13.5 x 10.1, Main

Other Rooms

  • Living Room: Living Room - Hardwood Floor, 15.8 x 13.5, Main
  • Great Room: Great Room - Tile Floor, 24.3 x 20.6, Lower
  • Kitchen: Kitchen - Palladian Window(s), Skylight, Beams, Ceiling Fan, Island, Hardwood Floor, 37.3 x 13.2, Main
  • Dining Room: Dining Room - Hardwood Floor, 11.6 x 10.9, Main
  • Den: Den - Fireplace, Tile Floor, 15.1 x 11.4, Lower
  • Game room: Yes
  • Game Room: Rec/Play Room - Laminate Floor, 15.5 x 14.2, Lower
  • Rec Room: Laminate Floor, 15.5 x 14.2, Lower
  • Laundry: Lower Level

Exterior

  • Exterior Features: Deck, Stone Wall, Patio
  • Color: Blue, brick

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 3
  • Parking: Attached Garage, Paved, Driveway

Location

  • County: New Haven
  • Driving Directions: South Main Street, near Cheshire Nursery

School Information

  • Elementary School: Norton
  • Middle School: Dodd
  • Intermediate School: Per Board of Ed
  • High School: Cheshire

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Baseboard, Electric
  • Heating Fuel: Electric
  • Water Heater: Other

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Raised Ranch
  • Construction Status: No/Resale
  • Exterior Const.: Brick, Wood
  • Basement Desc.: Full, Fully Finished, Garage Access, Walk-out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,368
  • Above Ground: 1,579 Sq. Ft.
  • Below Ground: 1,789 Sq. Ft.
  • Year Built: 1968

Lot Features

  • Lot Size (Acres): 0.46
  • Driveway/Sidewalk: Private, Circular, Paved
  • Zoning: R-20A
  • Lot Description: Level Lot, Open Lot

Green Features

  • Energy Features: Thermopane Windows

Financial Considerations

  • Assessment Amount: $278,250
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1091049

Listed by Calcagni Real Estate, Stacey Deangelis

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 1251 S Main St —

  • Stacey Deangelis

    Calcagni Real Estate

Agent Contact: (203) 494-7068 Office Contact: (203) 272-1821

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 1251 S Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/26/2026
Listed
$599,900
73.88%
MLS
6/03/2008
Sold
$345,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1251 S Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,275
8%
$278,250
—
2023
$7,641
12%
$278,250
44%
2023
$6,799
2%
$193,770
—
2022
$6,650
2%
$193,770
—
2021
$6,534
2%
$193,770
—
2020
$6,437
—
$193,770
—
2019
$6,437
1%
$193,770
-1%
2018
$6,402
2%
$196,260
—
2017
$6,269
2%
$196,260
—
2016
$6,121
2%
$196,260
—
2015
$6,023
1%
$196,260
—
2014
$5,937
-1%
$196,260
-10%
2011
$6,004
—
$217,540
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1251 S Main St

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Calcagni Real Estate, Stacey Deangelis

Similar Properties near 1251 S Main St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

77 School House Rd, Wallingford, CT 06492 - Photo 1 Just Listed
$625,000

77 School House Rd  Wallingford, CT 06492

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,112
    Sq. Ft.
Listed by Press/Cuozzo Realtors
49 School House Rd, Wallingford, CT 06492 - Photo 1 Just Listed
$550,000

49 School House Rd  Wallingford, CT 06492

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,996
    Sq. Ft.
Listed by Century 21 Clemens Group
45 Montowese Trail, Wallingford, CT 06492 - Photo 1 Just Listed
$574,999

45 Montowese Trail  Wallingford, CT 06492

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,180
    Sq. Ft.
Listed by Maier Real Estate
2007 Hartford Tpke, North Haven, CT 06473 - Photo 1
$599,900
Open House

2007 Hartford Tpke  North Haven, CT 06473

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,548
    Sq. Ft.
Listed by Laura Condon (203) 231-4674

Just Listed near 1251 S Main St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

50 Waterbury Rd, Prospect, CT 06712 - Photo 1 Just Listed
$280,000

50 Waterbury Rd  Prospect, CT 06712

  • Business
  • Active
Listed by William Raveis Real Estate
34 Union St, Meriden, CT 06451 - Photo 1 Just Listed
$399,900

34 Union St  Meriden, CT 06451

  • Multi-Family
  • Active
  • Updated 1 day ago
  • 5
    Total Beds
Listed by Rosemarie Zito (203) 804-0011
3 Foot Cir, Wallingford, CT 06492 - Photo 1 Just Listed
$439,900

3 Foot Cir  #3  Wallingford, CT 06492

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 1,779
    Sq. Ft.
Listed by Sarah Andrea (203) 239-2553
44 Mattabasset Dr, Meriden, CT 06450 - Photo 1 Just Listed
$315,000

44 Mattabasset Dr  #44  Meriden, CT 06450

  • Townhouse
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,530
    Sq. Ft.
Listed by Greg Domingue (203) 795-6000

Price Reduced near 1251 S Main St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2 Wilkens Ln, Prospect, CT 06712 - Photo 1 Price Reduced
-$34,100 (-9.77%)
$314,900

2 Wilkens Ln  Prospect, CT 06712

  • Single Family
  • Active
  • Updated 22 hours ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,323
    Sq. Ft.
Listed by Witkoski Associates, LLC.
93 Sigwin Dr, Wallingford, CT 06492 - Photo 1 Price Reduced
-$5,100 (-2.87%)
$172,700

93 Sigwin Dr  #93  Wallingford, CT 06492

  • Condo
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 1
    Total Bath
  • 838
    Sq. Ft.
Listed by Devlin Agency The
310 N Colony St, Wallingford, CT 06492 - Photo 1 Price Reduced
-$30,000 (-6.25%)
$449,900

310 N Colony St  Wallingford, CT 06492

  • Multi-Family
  • Active
  • Updated 6 hours ago
  • 2
    Total Beds
Listed by Coldwell Banker Calabro
107 S Cherry St, Wallingford, CT 06492 - Photo 1 Price Reduced
-$10,000 (-2.33%)
$419,900
Open House

107 S Cherry St  Wallingford, CT 06492

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,500
    Sq. Ft.
Listed by Eagle Eye Realty PLLC

Recent Sales near 1251 S Main St

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

80 Pound Ridge Rd, Cheshire, CT 06410 - Photo 1 Sold
$586,000

80 Pound Ridge Rd  Cheshire, CT 06410

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 2,554
    Sq. Ft.
Listed by Station Cities
Sold by Sunset Creek Realty, LLC
1023 King Rd, Cheshire, CT 06410 - Photo 1 Sold
$550,000

1023 King Rd  Cheshire, CT 06410

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 2,228
    Sq. Ft.
Listed by Team Legend of Coldwell Banker Realty
Sold by Mooney Real Estate, LLC
1006 King Rd, Cheshire, CT 06410 - Photo 1 Sold
$530,000

1006 King Rd  Cheshire, CT 06410

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,577
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by Rose Bevilacqua
43 Hawthorne Dr, Cheshire, CT 06410 - Photo 1 Sold
$570,000

43 Hawthorne Dr  Cheshire, CT 06410

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 2,346
    Sq. Ft.
Listed by Lamacchia Realty
Sold by William Raveis Real Estate

1251 South Main Street, Cheshire, CT 06410 (MLS# 24201800) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1251 South Main Street is currently listed for $599,900 and was received on August 26, 2026. Want to learn more about 1251 South Main Street? Do you have questions about finding other Single Family real estate for sale in Cheshire? You can browse all Cheshire real estate or contact a Coldwell Banker agent to request more information.

Tour this property