USACTNew HavenWooster Square161 Olive St
Listing image | Image 1

161 Olive St, New Haven, CT

House

Other

Listed price in listed location currency (USD).
$775,000

324

MLS® 24187215

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 1845 sqft
Garage Yes
Taxes $14,303
Days Active 7
Lot Size 0.07 Acres
Approx. Age 1870
Avg. Price Per Sqft $420
MLS® Number 24187215

Property Address: 161 Olive St, New Haven, CT, 06511-4928

Average square foot calculated using Size range provided by listing agent.

Description

Rare historic Wooster Square compound featuring a detached carriage house and private garden retreat. Opportunities like this seldom come to market in New Haven's iconic Wooster Square Historic District. Built in 1870, this distinguished brick residence offers 3 BR, 2 full baths, and a rare blend of architectural character, flexible living space, and private outdoor living. Behind the historic brick facade, soaring ceilings, original details, and two decorative fireplaces evoke the craftsmanship & charm of a bygone era, while thoughtful updates provide modern comfort, including a remod 2nd bath. The unfinished third floor offers expansion potential and a lookout perch overlooking the neighborhood. The walk-out lower level has been transformed into a cozy cabin-inspired retreat, ideal for entertaining or relaxing, with abundant storage. Set on a fenced corner lot, the property lives like a private compound with mature landscaping, intimate garden spaces, and off-street parking-an unexpected retreat in the heart of the city. The detached carriage house has been extensively upgraded into a sophisticated home office & fitness studio, offering flexibility and potential Yale Homebuyer Program eligibility, with the option to convert back to a 2-car gar. Just moments from Wooster Square's cherry blossoms, farmers market, world-famous pizza, Union Station, Yale, Yale NH Hospital, downtown, restaurants, and major highways. Historic. Private. Flexible. Walkable.
MLS® Number24187215
Laundry LevelLower
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1870
BasementFull, Storage, Partially Finished, Walk-out
DrivewayDetached Garage, Off Street Parking, Driveway
Garage Spaces
HeatNatural Gas, Hot Air
A/CWindow Unit

Extras

Rooms

Change to metres

Dining Room:Main FloorNot available
Bedroom 1:Upper LevelNot available
Living Room:Main FloorNot available
Bedroom 2:Upper LevelNot available
Other:Main FloorNot available
Den:Main FloorNot available
Other:Not available
Other:Upper LevelNot available

Price History

-End Date
Not Sold YetSold Price

Other

Jun 30, 2026List Date
$775,000List Price

Home Appraisal

This property is estimated to sell between: $775,000 and $803,000.
Similar properties in this area sold on average for: $793,571
Expected to sell in 20 days. Similar properties sold in 27 days. This home has been on eXp Realty for 7 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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161 Olive St, New Haven, CT

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