Rare historic Wooster Square compound featuring a detached carriage house and private garden retreat.


Property

Website:https://www.nestseekers.com/5600786
Address:
161 Olive
New Haven, CT 06511
Ownership: Single Family
Type: Single Family
Bedrooms: 3 BR
Bathrooms: 2
Area: 1945 sq ft

Financials

Price:$775,000
Annual Taxes:$14,102

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.

Amenities

  • Convection Oven
  • Electric Cooktop
  • Elementary School - Per Board of Ed
  • High School - Per Board of Ed
  • Intermediate School -
  • Porch
  • Window Unit

Contact

Nest Seekers International at The J House Greenwich, 1114 E Putnam Ave, Riverside, CT 06878
Listing Courtesy of Marc Seigel of RE/MAX RISE