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161 Olive Street

New Haven, CT 06511
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Bed 3

Bed

Bath 2

Bath

SqFt1,845

Sqft

Acres0.07

Acre(Lot)

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 e ntertaining 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.

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Detail Ic Property Details

Property Type : Residential

Price : $775,000

AD Id : 87387698

MLS Id : 24187215

Beds : 3

Lot Size : 0.07 Acre

Living Area Size : 1,845

Year Built : 1870

Garage : 2

County : New Haven

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Room Information

    Rooms Total: 8 Has Basement: Yes Basement: Full, Partially Finished, Walk-Out Access, Storage Space
  • Roofing Information

    Asphalt
  • Interior Features

    Roof: Asphalt Appliances: Electric Cooktop, Gas Water Heater, Convection Oven
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Forced Air Has Cooling: Yes Cooling: Window Unit(s)

  • Building Information

    Year Built: 1870 Building Area Total: 1945 Construction Materials: Brick Patio And Porch Features: Porch Private Pool: No

  • Lot Information

    Lot Size Acres: 0.07 Lot Description: Corner Lot

  • Listing Price Information

    Listing Price: $775000

  • Tax Information

    Parcel Number: 1245917 Annual Tax: $14102

  • Parking Information

    Parking Total: 4 Asphalt, Off Street, Driveway

    Garage Information

    Has Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Per Board of Ed
    Junior High School:
    Senior High School: Per Board of Ed
  • Location Information

    Direction: State Street to Olive Street WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
174 Weybosset Street, New Haven, CT, 06511 $357,000 4 2 1,344 1,344 SqFt
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307 View Street, New Haven, CT, 06511 $199,900 2 2 746 746 SqFt
75 Nash Street, New Haven, CT, 06511 $575,000 3 2 1,200 1,200 SqFt
125 Linden Street, New Haven, CT, 06511 $795,000 4 3 1,838 1,838 SqFt
445 Orange Street, New Haven, CT, 06511 $1,999,000 4 5 4,016 4,016 SqFt
475 Whitney Avenue, New Haven, CT, 06511 $2,100,000 -- -- 6,284 6,284 SqFt
100 York Street #15M, New Haven, CT, 06511 $120,000 1 1 229,462 229,462 SqFt
100 York Street #16E, New Haven, CT, 06511 $225,000 2 1 897 897 SqFt
100 York Street #12E, New Haven, CT, 06511 $145,000 2 1 897 897 SqFt

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 07/04/2026 @ 13:25

MLS: 24187215 LISTED BY: Marc Seigel, RE/MAX RISE SOURCE: SmartMLS

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