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USACTNew HavenWooster Square161 Olive St
Listing image | Image 1

161 Olive St, New Haven, CT

House

For Sale

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 $14,102
Days Active 17
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

For Sale

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

Home Estimate Zoopraisal®

This property is estimated to sell between: $775,000 and $828,000.
Similar properties in this area sold on average for: $810,000
Expect to pay over asking. 67% of similar properties sold for more than the asking price.
Expected to sell in 12 days. Similar properties sold in 29 days. This home has been on Zoocasa for 17 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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Starting Address
Destination Address
161 Olive St, New Haven, CT

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