85 Olive Street #85
New Haven, Connecticut 06511
- Beds
- 1
- Baths
- 1
- SqFt
- 743
- Year Built
- 1872
- Neighborhood
- Wooster Square
- Property Type
- Condo

Matt Caiola
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About This Home
Adorable ranch-style condo set within a charming historic building in the heart of the Wooster Square neighborhood. A large entry foyer opens seamlessly into a spacious living room featuring a decorative fireplace and ample space for a dining table, creating an inviting setting for everyday living and entertaining. The kitchen blends character and function with retro GE appliances, butcher block countertops, and a convenient pantry closet. The bedroom offers warmth and charm with an exposed brick wall and peaceful views of the rear courtyard. Additional highlights include an in unit washer and dryer, a gated street-level front patio perfect for relaxing outdoors, and shared basement storage accessed via hatch. This pet-friendly, self-managed six-unit complex has low HOA and a true sense of community. Ideally located just steps from Wooster Square's renowned restaurants, nearby theater, downtown New Haven, and easy highway access for commuters.
Key Facts
- City/Town
- New Haven
- Neighborhood
- Wooster Square
- Property / Style
- Condo · Ranch
- Year Built
- 1872
- Days on Market
- 0 days
- Beds
- 1
- Baths
- 1 full
- Living Area
- 743 sq ft
- Garage / Parking
- 2 total
- Property Taxes
- $6,361 / Annually
- HOA Fee
- $221 / Monthly
Market Snapshot
The New Haven Market
Condo · trailing 12 months
Active Listings
48
24 under contract
Median List Price
$234,900
48 active listings
Median Closed Price
$265,000
147 sales
Median Days on Market
51
48 active listings
Median $ / Sq Ft
$214
48 active listings
Sale-to-List Ratio
100.0%
147 sales
How this home compares
List Price
$308,000
vs $234,900 median
31.1% above median
Price / Sq Ft
$415
vs $214 median
93.9% above median
Days on Market
0 days
vs 51 days median
51 days fresher than median
Based on 48 active and 147 closed sales (trailing 12 mo) of condo in New Haven. Source: SmartMLS · As of September 24, 2026.
Location
85 Olive Street #85, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$1,644
- Property Taxes$530
- Insurance$103
- HOA$221
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Haven
- Neighborhood
- Wooster Square
- County
- New Haven
Residence
- Property Type
- Condo
- Subtype
- Condominium
- Style
- Ranch
- Year Built
- 1872
- New Construction
- No/Resale
- Living Area
- 743 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Laundry
- Main Level
- Laundry Location
- In unit
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullUnfinishedShared BasementHatchway AccessConcrete FloorFull With Hatchway
- In-Law Apartment
- No
- Interior Features
- Cable - Available
- Additional Rooms
- Foyer
Exterior & Lot
- Zoning
- RM2
- Garage / Parking
- 2 total parking spacesOtherOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Brick
- Color
- Brick
- Exterior Features
- SidewalkPatio
- Lot Description
- City Views
HOA / Association
- Fee
- $221 / Monthly
Listing & Financials
- Property Taxes
- $6,361 / Annually
- Days on Market
- 0
- MLS #
- 24209030
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/24/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/24/2026 at 10:00 PM UTC.