161 Olive Street, New Haven, CT 06511
Single Family For Sale
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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 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.
Listed by Marc Seigel (203) 494-3888 with RE/MAX RISE (203) 806-1435
Listing Snapshot
| Price | $775,000 | Days on Our Site | 32 days |
| Property Tax | $14,303/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
- Electric Cooktop
- Convection Oven
- Porch
- Commuter Bus
- Health Club
- Medical Facilities
- Park
- Public Transportation
- Walk to Bus Lines
Structure & Parking
Systems & Utilities
Schools
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Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Jun 30, 2026 | Listed | $775,000 |
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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 Jul 29, 2026 7:00 AM UTC
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161 Olive Street, New Haven CT, 06511
$775,000 • Active
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