Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$559,000 -$900 (-0.16%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1,476 Sq. Ft.
  • Updated 5 days ago
See This Home
Save This Home
See This Home
Save This Home
Location! Walk to downtown Milford and the Metro North/New York City train station from this meticulously renovated 3 Bedroom 2.5 Bath Colonial. The main level features beautiful hardwood flooring throughout the generously sized Living Room with fireplace and Dining Room. The nicely designed Eat-in Kitchen accented with quartz counter tops, and stainless steel appliances along with a half bath completes the first floor. 3 Bedrooms and 2 full bathrooms on the upper level include a Primary Bedroom with a full tile bath. A full, freshly cleaned basement houses the washer/dryer, storage, and propane fueled mechanicals. The house also boasts an expansive front porch and a nice level back yard, this home is a must have!

Full Property Details for 299 W Main St

General

  • Price: $559,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24121475
  • Updated: 1/11/2026
  • Added to Site: 145 day(s) ago

Interior

  • Number of Rooms: 6
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Refrigerator, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Laundry: Lower Level

Location

  • County: New Haven
  • Driving Directions: GPS

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Domestic

Utilities

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

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,476
  • Above Ground: 1,476 Sq. Ft.
  • Year Built: 1910

Lot Features

  • Lot Size (Acres): 0.15
  • Zoning: R12.
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $224,890
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1210012
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.

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

Meet the listing agent

Meet the listing agent
— 299 W Main St —

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

Schools serving 299 W Main St

School District:Milford School District
NameGradesDistance
Mathewson School
466 West River St., Milford, CT 06460
K-21.2 mi
Harborside Middle School
175 High Street, Milford, CT 06460
6-80.5 mi
Jonathan Law High School
20 Lansdale Avenue, Milford, CT 06460
9-121.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 299 W Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/11/2026
Price Reduced
$559,000
-0.16%
MLS
9/24/2025
Price Reduced
$559,900
-3.45%
MLS
9/04/2025
Price Reduced
$579,900
-3.19%
MLS
8/24/2025
Listed
$599,000
68.73%
MLS
8/02/2024
Sold
$355,000
—
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 299 W Main St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$6,645
1%
$224,890
—
2023
$6,553
7%
$224,890
—
2023
$6,110
2%
$224,890
—
2022
$5,993
32%
$224,890
37%
2021
$4,527
—
$163,720
—
2020
$4,532
-4%
$163,720
—
2019
$4,699
3%
$163,720
—
2018
$4,542
—
$163,720
—
2017
$4,550
1%
$163,720
2%
2016
$4,486
—
$161,150
—
2015
$4,493
6%
$161,150
—
2011
$4,235
—
$161,150
—
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 299 W 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

Similar Properties near 299 W Main St

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

42 Cindy Cir, Milford, CT 06460 - Photo 1 Just Listed
$514,900

42 Cindy Cir  Milford, CT 06460

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,790
    Sq. Ft.
Listed by eXp Realty
23 Utica St, Milford, CT 06461 - Photo 1
$585,000

23 Utica St  Milford, CT 06461

  • Single Family
  • Active
  • 4
    Beds
  • 2
    Total Baths
  • 1,688
    Sq. Ft.
Listed by YellowBrick Real Estate LLC
32 Cedarhurst Ln, Milford, CT 06461 - Photo 1
$589,900

32 Cedarhurst Ln  Milford, CT 06461

  • Single Family
  • Active
  • 4
    Beds
  • 2
    Total Baths
  • 2,218
    Sq. Ft.
Listed by William Raveis Real Estate
7 Orland St, Milford, CT 06460 - Photo 1
$580,000

7 Orland St  Milford, CT 06460

  • Single Family
  • Active
  • Updated 8 days ago
  • 4
    Beds
  • 1
    Total Bath
  • 1,080
    Sq. Ft.
Listed by West Shore Realty

Just Listed near 299 W Main St

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

236 Boston Post Rd, Orange, CT 06477 - Photo 1 Just Listed
$20

236 Boston Post Rd  #2a  Orange, CT 06477

  • Commercial Lease
  • Active
Listed by Tom Cavaliere (203) 907-7800
683 Royal Ln, Orange, CT 06477 - Photo 1 Just Listed
$650,000

683 Royal Ln  Orange, CT 06477

  • Single Family
  • Active
  • Updated 13 hours ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,752
    Sq. Ft.
Listed by RE/MAX Right Choice
148 Kennedy Dr, Orange, CT 06477 - Photo 1 Just Listed
$350,000

148 Kennedy Dr  Orange, CT 06477

  • Land Residential
  • Active
  • Updated 2 days ago
  • 1.3
    Acres
Listed by Blue Lighthouse Realty, Inc
588 Summit Dr, Orange, CT 06477 - Photo 1 Just Listed
$475,000

588 Summit Dr  Orange, CT 06477

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 1
    Total Bath
  • 2,262
    Sq. Ft.
Listed by Calcagni Real Estate

Price Reduced near 299 W Main St

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

657 Orange Center Rd, Orange, CT 06477 - Photo 1 Price Reduced
-$100,900 (-12.61%)
$699,000

657 Orange Center Rd  Orange, CT 06477

  • Commercial
  • Active
Listed by Joe Scarpellino (203) 623-4422
736 Quinnipiac Ln, Stratford, CT 06614 - Photo 1 Price Reduced
-$10,000 (-2.11%)
$465,000
Open House

736 Quinnipiac Ln  #B  Stratford, CT 06614

  • Condo
  • Active
  • Updated 4 days ago
  • 1
    Bed
  • 3
    Total Baths
  • 2,326
    Sq. Ft.
Listed by Larry Vecchione (203) 452-3700
1596 Main St, Stratford, CT 06615 - Photo 1 Price Reduced
-$35,100 (-6.56%)
$499,900

1596 Main St  Stratford, CT 06615

  • Multi-Family
  • Active
  • Updated 2 days ago
  • 4
    Total Beds
Listed by Lisa English (203) 214-3816
1596 Main St, Stratford, CT 06615 - Photo 1 Price Reduced
-$35,100 (-6.56%)
$499,900

1596 Main St  Stratford, CT 06615

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,771
    Sq. Ft.
Listed by Lisa English (203) 214-3816

Recent Sales near 299 W Main St

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

7 Pearl Hill St, Milford, CT 06460 - Photo 1 Sold
$490,000

7 Pearl Hill St  Milford, CT 06460

  • Single Family
  • Closed
  • 3
    Beds
  • 2
    Total Baths
  • 1,520
    Sq. Ft.
Listed by Higgins Group Bedford Square
Sold by Century 21 Scala Group
72 Plains Rd, Milford, CT 06461 - Photo 1 Sold
$499,000

72 Plains Rd  Milford, CT 06461

  • Single Family
  • Closed
  • 4
    Beds
  • 2
    Total Baths
  • 1,560
    Sq. Ft.
Listed by eXp Realty
Sold by William Pitt Sotheby's Int'l
40 Washington St, Milford, CT 06460 - Photo 1 Sold
$505,000

40 Washington St  Milford, CT 06460

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,143
    Sq. Ft.
Listed by William Raveis Real Estate
Sold by Keller Williams Realty
112 Harkness Dr, Milford, CT 06460 - Photo 1 Sold
$485,000

112 Harkness Dr  Milford, CT 06460

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,431
    Sq. Ft.
Listed by Barbara Zink
Sold by The Lewis Team at Coldwell Banker Realty

299 West Main Street, Milford, CT 06460 (MLS# 24121475) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 299 West Main Street is currently listed for $559,000 and was received on August 24, 2025. This property is listed by Jason Tessitore from our Orange Post Rd Office.Want to learn more about 299 West Main Street? Do you have questions about finding other Single Family real estate for sale in Milford? You can browse all Milford real estate or contact a Coldwell Banker agent to request more information.

Tour this property