Home Homes for Sale New Haven, CT 161 Olive Street

161 Olive Street, New Haven, CT 06511

Single Family For Sale

$775,000
$398/sqft
161 Olive Street, New Haven, CT
Coming Soon
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3
Bedrooms
2
Bathrooms
1,945
Sq Ft
0.07
Acres
1870
Year Built

About This Home

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.

Listed by Marc Seigel (203) 494-3888 with RE/MAX RISE (203) 806-1435

Listing Snapshot

Price $775,000 Days on Our Site 0 days
Property Tax $14,102/yr Style Colonial
Year Built 1870 Total Sq Ft 1,945
Lot Size 0.07 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 2
Total Rooms 8 Half Baths 0

Key Features

Appliances
  • Electric Cooktop
  • Convection Oven
Outdoor
  • Porch
Nearby
  • Commuter Bus
  • Health Club
  • Medical Facilities
  • Park
  • Public Transportation
  • Walk to Bus Lines

Structure & Parking

Construction Brick
Roof Asphalt Shingle,Flat
Garage Spaces 2
Garage Type Detached Garage, Off Street Parking, Driveway
Below Grade 100 sq ft

Systems & Utilities

Heat Hot Air
Fuel Natural Gas
Cooling Window Unit
Hot Water Natural Gas, Tank Size Unknown
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $1,175/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jun 30, 2026 Listed $775,000

Frequently Asked Questions

How much does 161 Olive Street in New Haven, CT cost?
This property is listed at $775,000, which works out to $398 per square foot.
How many bedrooms does 161 Olive Street have?
This home has 3 bedrooms and 2 bathrooms.
What is the square footage of 161 Olive Street?
The home is 1,945 square feet, situated on 0.07 acres.
When was 161 Olive Street in New Haven built?
This property was built in 1870.
Is 161 Olive Street, New Haven, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 161 Olive Street, New Haven in?
This home is served by the New Haven public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 161 Olive Street, New Haven, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Marc Seigel · (203) 494-3888

RE/MAX RISE · (203) 806-1435

MLS# 24187215 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 30, 2026 2:16 PM UTC