161 Olive
New Haven, CT, 06511
$775,000
3 Beds
2 Baths
1,945 SqFt
0.07 Acres
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MLS #24187215 image #0
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.
Listing Provided Courtesy of Marc Seigel at RE/MAX RISE

Property Details

Price:
$775,000
MLS #:
24187215
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Neighborhood:
woostersquare
Listed Date:
Jun 30, 2026
Finished Sq Ft:
1,945
Lot Size:
3,049 sqft / 0.07 acres (approx)
Year Built:
1870
ColonialWoostersquarePer Board Of EdPer Board Of Ed

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Market Summary

Current real estate data for Single Family in New Haven as of Aug 06, 2026
90
Single Family Listed
70
Avg DOM
261
Avg $ / SqFt
$469,565
Avg List Price

Property Summary

    161 Olive New Haven CT is a Single Family for sale in New Haven, CT, 06511. It is listed for $775,000 and features 3 beds, 2 baths, and has approximately 1,945 square feet of living space, and was originally constructed in 1870. The current price per square foot is $398. The average price per square foot for Single Family listings in New Haven is $261. The average listing price for Single Family in New Haven is $469,565. To schedule a showing of MLS#24187215 at 161 Olive in New Haven, CT, contact your Century 21 AllPoints Realty agent at (203) 802-7252.

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