161 Olive Street, New Haven, CT 06511
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161 Olive Street, New Haven, CT 06511
161 Olive Street, New Haven, CT 06511
161 Olive Street, New Haven, CT 06511
161 Olive Street, New Haven, CT 06511
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Jeremy Bailey

Jeremy Bailey

+1(401) 402-0289
$ 775,000
Est. payment /mo
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161 Olive Street New Haven, CT 06511

3 Beds

2 Baths

1,945 SqFt

UPDATED:

Key Details

Property Type Single Family Home

Listing Status Active

Purchase Type For Sale

Square Footage 1,945 sqft

Price per Sqft $398

MLS Listing ID 24187215

Style Colonial

Bedrooms 3

Full Baths 2

Year Built 1870

Annual Tax Amount $14,102

Lot Size 3,049 Sqft

Property 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 cigar lounge-inspired 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.

Location

State CT

County New Haven

Zoning RM2

Rooms

Basement Full, Storage, Partially Finished, Walk-out

Interior

Heating Hot Air

Cooling Window Unit

Fireplaces Number 2

Exterior

Exterior Feature Porch

Parking Features Detached Garage, Off Street Parking, Driveway

Garage Spaces 2.0

Waterfront Description Not Applicable

Roof Type Asphalt Shingle,Flat

Building

Lot Description Fence - Chain Link, Corner Lot

Foundation Stone

Sewer Public Sewer Connected

Water Public Water Connected

Schools

Elementary Schools Per Board Of Ed

High Schools Per Board Of Ed

Listed by Marc Seigel • RE/MAX RISE

Nearby Locations

Jeremy Bailey

Jeremy Bailey

Broker | License ID: RI, MA, CT

+1(401) 402-0289

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161 Olive Street