# 161 Olive Street, New Haven, CT 06511 > **TL;DR:** 3bd/2ba single family, $775,000 ($398/sqft), built 1870, 1,945 sqft. > Fireplace, A/C, 2-car garage. Est. $4,145/mo. Listed 123 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $775,000 | | Price/sqft | $398 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,945 | | Year Built | 1870 | | Lot Size | 3,049 sqft (0.07 acres) | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Pending | | Days on Market | 123 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,919 | | Estimated Insurance | $226 | | **Total** | **$4,145** | ## Nearby Schools - **Elementary:** Per Board of Ed - **High:** Per Board of Ed ## Key Amenities - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 1870 - 0.07 acre lot - 4 parking spaces - Fireplace ## Description ### Agent 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 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. ## Location - **Address:** 161 Olive Street, New Haven, CT 06511 - **County:** New Haven - **Coordinates:** 41.308057, -72.918756 - **Google Maps:** https://www.google.com/maps?q=41.308057,-72.918756 ## Listing Agent - **Name:** Marc Seigel - **Brokerage:** RE/MAX RISE - **Broker Phone:** (203) 714-6479 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/161-Olive-St_New-Haven_CT_06511_M34581-58142?f=listhub&s=CTMLS&m=24187215&c=propsimple) ## Photos ![161 Olive Street - Photo 1](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1287182637r.jpg) ![161 Olive Street - Photo 2](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1411210550r.jpg) ![161 Olive Street - Photo 3](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1224879344r.jpg) ![161 Olive Street - Photo 4](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f414792821r.jpg) ![161 Olive Street - Photo 5](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3317343129r.jpg) ![161 Olive Street - Photo 6](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f940238697r.jpg) ![161 Olive Street - Photo 7](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3376918715r.jpg) ![161 Olive Street - Photo 8](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f4190917733r.jpg) ![161 Olive Street - Photo 9](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1219714741r.jpg) ![161 Olive Street - Photo 10](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f457819350r.jpg) ![161 Olive Street - Photo 11](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f2303062380r.jpg) ![161 Olive Street - Photo 12](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f2622784275r.jpg) ![161 Olive Street - Photo 13](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3440241736r.jpg) ![161 Olive Street - Photo 14](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1009550413r.jpg) ![161 Olive Street - Photo 15](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f2980688523r.jpg) ![161 Olive Street - Photo 16](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f2275388078r.jpg) ![161 Olive Street - Photo 17](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f2925861232r.jpg) ![161 Olive Street - Photo 18](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3045778257r.jpg) ![161 Olive Street - Photo 19](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1864803585r.jpg) ![161 Olive Street - Photo 20](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3490818034r.jpg) ![161 Olive Street - Photo 21](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f4267008488r.jpg) ![161 Olive Street - Photo 22](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f167723951r.jpg) ![161 Olive Street - Photo 23](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f2523264306r.jpg) ![161 Olive Street - Photo 24](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f4154931012r.jpg) ![161 Olive Street - Photo 25](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3655583421r.jpg) ![161 Olive Street - Photo 26](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3127460615r.jpg) ![161 Olive Street - Photo 27](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3256900867r.jpg) ![161 Olive Street - Photo 28](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3529657722r.jpg) ![161 Olive Street - Photo 29](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1407462430r.jpg) ![161 Olive Street - Photo 30](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f4214953475r.jpg) ![161 Olive Street - Photo 31](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1357382218r.jpg) ![161 Olive Street - Photo 32](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1488544782r.jpg) ![161 Olive Street - Photo 33](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f2390963163r.jpg) ![161 Olive Street - Photo 34](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f4030150686r.jpg) ![161 Olive Street - Photo 35](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1723958742r.jpg) ![161 Olive Street - Photo 36](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f3149665959r.jpg) ![161 Olive Street - Photo 37](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f2721492425r.jpg) ![161 Olive Street - Photo 38](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f1448563032r.jpg) ![161 Olive Street - Photo 39](http://lh.rdcpix.com/7c6f6ee48e656ea210ce02ac9d2f21b5l-f4008935426r.jpg) --- **MLS#:** 24187215 | **Updated:** 2026-10-28 **Source:** listhub *Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/161-olive-street-new-haven-ct-06511-e62e5603b936499fa581b4c0607e5b64) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/161-olive-street-new-haven-ct-06511-e62e5603b936499fa581b4c0607e5b64#listing", "url": "https://www.propertysimple.ai/listing/161-olive-street-new-haven-ct-06511-e62e5603b936499fa581b4c0607e5b64", "name": "161 Olive Street, New Haven, CT 06511", "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 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. 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