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).
Listing Provided Courtesy of Cecilia Jaoude at Pearce Real Estate
Property Details
Price:
$759,900
MLS #:
24161496
Status:
Active
Beds:
5
Baths:
2
Type:
Single Family
Neighborhood:
woostersquare
Listed Date:
Apr 1, 2026
Finished Sq Ft:
2,496
Lot Size:
5,227 sqft / 0.12 acres (approx)
Year Built:
1850
See this Listing
Schools
Elementary School:
Per Board of Ed
High School:
Per Board of Ed
Interior
Exterior
Financial
Map
Community
- Address258 Saint John New Haven CT
- NeighborhoodWooster Square
- CityNew Haven
- CountyNew Haven
- Zip Code06511
Subdivisions in New Haven
Market Summary
Current real estate data for Single Family in New Haven as of Apr 08, 2026
98
Single Family Listed
76
Avg DOM
271
Avg $ / SqFt
$523,253
Avg List Price
Property Summary
- 258 Saint John New Haven CT is a Single Family for sale in New Haven, CT, 06511. It is listed for $759,900 and features 5 beds, 2 baths, and has approximately 2,496 square feet of living space, and was originally constructed in 1850. The current price per square foot is $304. The average price per square foot for Single Family listings in New Haven is $271. The average listing price for Single Family in New Haven is $523,253. To schedule a showing of MLS#24161496 at 258 Saint John in New Haven, CT, contact your Century 21 AllPoints Realty agent at (203) 802-7252.
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258 Saint John
New Haven, CT








































