Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$759,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 2 Full Baths
  • 2,496 Sq. Ft.
  • Updated 6 hours ago
See This Home
Save This Home
See This Home
Save This Home
Classic charm meets modern updates in this timeless home in the heart of historic Wooster Square, featuring a welcoming columned entry with subtle Greek Revival-inspired details. The main level welcomes you with a beautifully designed blue family room with built-in bookshelves and a decorative fireplace, perfect for seasonal decor, flowing into the living room, followed by a well-sized bedroom, an ample kitchen with plenty of storage, a full bathroom with shower, and door to the basement and side entrance. The kitchen opens up to a dining room flooded with natural light overlooking the garden. Upstairs, you'll find two more bedrooms and a generous master with a clawfoot tub full bath. Connected to the master is a large Trex deck featuring views of the city. A cozy seating area with a second decorative fireplace, a dedicated laundry room, and walk-up attic access with additional storage complete the second floor. Beautiful, well-preserved hardwood floors run throughout the home. Enjoy the outdoors with a well-sized yard, a spacious storage shed, and off-street parking for up to two cars (tandem). Major updates include a newer roof, two newer gas furnaces, a water heater, a central air system with two condensers, and added insulation, all within the last 2-3 years. This home is just minutes from Yale University, downtown, parks, Farmer's Market on Sat. and a wide variety of renowned restaurants. Home is eligible for the Yale Homebuyer Program (according to the Yale website).

Full Property Details for 258 St John St

General

  • Price: $759,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24161496
  • Updated: 4/2/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 10
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom - Balcony/Deck, Full Bath, Hardwood Floor, Upper
  • Bedroom 1: Bedroom - 9 ft+ Ceilings, Hardwood Floor, Main
  • Bedroom 2: Bedroom - Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Ceiling Fan, Hardwood Floor, Upper
  • Bedroom 4: Bedroom - Built-Ins, Ceiling Fan, Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Hardwood Floor, Main
  • Great Room: Great Room - 9 ft+ Ceilings, Built-Ins, Hardwood Floor, Main
  • Kitchen: Kitchen - Hardwood Floor, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Laundry: Upper Level

Exterior

  • Exterior Features: Deck, Gutters, Garden Area
  • Color: cream

Parking

  • Total Spaces: 2
  • Parking: Driveway

Location

  • County: New Haven
  • Neighborhood: Wooster Square
  • Driving Directions: Saint John is a one way street. Please don't park in the driveway.

School Information

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

Community

  • Community Name: Wooster Square

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, 50 Gallon Tank

Utilities

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

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,496
  • Above Ground: 2,496 Sq. Ft.
  • Year Built: 1850

Lot Features

  • Lot Size (Acres): 0.12
  • Driveway/Sidewalk: Private, Paved
  • Zoning: RM2
  • Lot Description: City Views, Level Lot, Historic District

Green Features

  • Energy Features: Extra Insulation, Programmable Thermostat, Thermopane Windows

Financial Considerations

  • Assessment Amount: $389,830
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1245806

Listed by Pearce Real Estate, Edgehill Team at Pearce Real Estate, Cecilia Jaoude

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

— 258 St John St —

  • Cecilia Jaoude

    Pearce Real Estate

Agent Contact: (203) 559-7482 Office Contact: (203) 776-1899

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 258 St John St

School District:New Haven School District
NameGradesDistance
East Rock Community Magnet School
133 Nash Street, New Haven, CT 06511
PK-81 mi
Wilbur Cross High School
181 Mitchell Drive, New Haven, CT 06511
9-121.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 258 St John St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/01/2026
Listed
$759,900
43.38%
MLS
3/21/2020
Sold
$530,000
—
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 258 St John St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$15,359
2%
$389,830
—
2023
$15,008
3%
$389,830
—
2023
$14,502
-6%
$389,830
—
2022
$15,432
65%
$388,220
82%
2021
$9,338
—
$212,800
—
2020
$9,338
2%
$212,800
—
2019
$9,146
—
$212,800
—
2018
$9,146
11%
$212,800
—
2017
$8,231
-9%
$212,800
-2%
2016
$9,040
—
$217,560
—
2015
$9,040
—
$217,560
—
2014
$9,040
2%
$217,560
—
2011
$8,876
—
$217,560
—
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 258 St John 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 Pearce Real Estate, Edgehill Team at Pearce Real Estate, Cecilia Jaoude

Similar Properties near 258 St John St

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

56 Roger Rd, New Haven, CT 06515 - Photo 1
$799,500

56 Roger Rd  New Haven, CT 06515

  • Single Family
  • Active
  • Updated 7 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,704
    Sq. Ft.
Listed by Betsy Grauer Realty, Inc
224 Ray Rd, New Haven, CT 06515 - Photo 1
$695,000

224 Ray Rd  New Haven, CT 06515

  • Single Family
  • Active
  • 6
    Beds
  • 4
    Total Baths
  • 2,570
    Sq. Ft.
Listed by Rainbow Realty
44 Meadow View Rd, New Haven, CT 06512 - Photo 1
$734,000

44 Meadow View Rd  New Haven, CT 06512

  • Single Family
  • Active
  • Updated 5 days ago
  • 5
    Beds
  • 3
    Total Baths
  • 3,559
    Sq. Ft.
Listed by Dalvis Realty
827 Fountain St, Woodbridge, CT 06525 - Photo 1
$760,000

827 Fountain St  Woodbridge, CT 06525

  • Single Family
  • Active
  • 5
    Beds
  • 5
    Total Baths
  • 3,687
    Sq. Ft.
Listed by Mygoodagent

Just Listed near 258 St John St

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

99 Union Ave, West Haven, CT 06516 - Photo 1 Just Listed
$299,900

99 Union Ave  West Haven, CT 06516

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,348
    Sq. Ft.
Listed by Mygoodagent
702 Boston Post Rd, West Haven, CT 06516 - Photo 1 Just Listed
$99,000

702 Boston Post Rd  West Haven, CT 06516

  • Business
  • Active
Listed by Venture Real Estate, Inc.
219 Court St, West Haven, CT 06516 - Photo 1 Just Listed
$474,925

219 Court St  West Haven, CT 06516

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,540
    Sq. Ft.
Listed by Five Stars Realty
46 Ogden St, West Haven, CT 06516 - Photo 1 Just Listed
$265,000

46 Ogden St  West Haven, CT 06516

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 1
    Total Bath
  • 1,008
    Sq. Ft.
Listed by Aspen Realty Group

Price Reduced near 258 St John St

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

82 Hemlock St, West Haven, CT 06516 - Photo 1 Price Reduced
-$20,000 (-3.92%)
$490,000

82 Hemlock St  West Haven, CT 06516

  • Single Family
  • Active
  • Updated 3 days ago
  • 4
    Beds
  • 2
    Total Baths
  • 1,967
    Sq. Ft.
Listed by Premier Properties of CT
16 Catherine St, East Haven, CT 06512 - Photo 1 Price Reduced
-$14,900 (-2.61%)
$555,000

16 Catherine St  East Haven, CT 06512

  • Single Family
  • Active
  • Updated 5 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,520
    Sq. Ft.
Listed by Sandy Burnell (203) 988-8694
77 Morgan Ave, East Haven, CT 06512 - Photo 1 Price Reduced
-$16,000 (-2.24%)
$699,000
Open House

77 Morgan Ave  East Haven, CT 06512

  • Single Family
  • Active
  • Updated 17 hours ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,810
    Sq. Ft.
Listed by Sally Tucker (203) 671-6191
37 Edward St, East Haven, CT 06512 - Photo 1 Price Reduced
-$14,000 (-2.81%)
$485,000

37 Edward St  East Haven, CT 06512

  • Single Family
  • Active
  • Updated 1 day ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,928
    Sq. Ft.
Listed by YellowBrick Real Estate LLC

Recent Sales near 258 St John St

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

7 Wooster Pl, New Haven, CT 06511 - Photo 1 Sold
$650,000

7 Wooster Pl  #APT 6  New Haven, CT 06511

  • Townhouse
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,263
    Sq. Ft.
Listed by Pearce Real Estate
Sold by William Raveis Real Estate
56 Nash St, New Haven, CT 06511 - Photo 1 Sold
$815,000

56 Nash St  New Haven, CT 06511

  • Multi-Family
  • Closed
  • 6
    Total Beds
Listed by Hotchkiss Co William M
Sold by William Raveis Real Estate
55 Sherman Ave, New Haven, CT 06511 - Photo 1 Sold
$665,000

55 Sherman Ave  New Haven, CT 06511

  • Multi-Family
  • Closed
  • 8
    Total Beds
Listed by RE/MAX Right Choice
Sold by Houlihan Lawrence WD
55 Sherman Ave, New Haven, CT 06511 - Photo 1 Sold
$665,000

55 Sherman Ave  New Haven, CT 06511

  • Commercial
  • Closed
Listed by RE/MAX Right Choice
Sold by Houlihan Lawrence WD

258 Saint John Street, New Haven, CT 06511 (MLS# 24161496) is a Single Family property with 5 bedrooms and 2 full bathrooms. 258 Saint John Street is currently listed for $759,900 and was received on April 01, 2026. Want to learn more about 258 Saint John Street? Do you have questions about finding other Single Family real estate for sale in New Haven? You can browse all New Haven real estate or contact a Coldwell Banker agent to request more information.

Tour this property