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Sold for $950,000
  • $950,000

    99 Olive Street, New Haven, CT 06511

    5beds
    2,885sqft
    Multi Family
    Built in 1870
    -- sqft lot
    $970,100 Zestimate®
    $329/sqft
    $3,069 Estimated rent

    Home value

    $970,100

    $863,000 - $1.09M

    $3,069/mo

    Zestimate® history
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    What's special

    Step into timeless elegance at 99 Olive Street, a rare Queen Anne Victorian style three-family in the heart of Wooster Square! This striking brick home showcases the best of 19th-century craftsmanship, with its intricate detailing, patterned facade, and beautifully preserved historic character. This lovingly maintained, legal 3 family with a bonus office space, has been thoughtfully updated. The property features a newer roof, rebuilt chimney, updated mechanicals, and recent repointing of the whole brick exterior, preserving its beauty and ensuring long-term integrity! Inside, each spacious unit offers high ceilings, hardwood floors, fireplaces, and large windows that fill the rooms with natural light. Private backyard with garden boxes and community grill is great for entertaining and relaxing in the heart of the city. Separate utilities and flexible layouts make it ideal for both investors and owner-occupants. Enjoy everything Wooster Square has to offer right outside your door- the park, weekend farmers market, cafes, and the legendary Sally's and Pepe's Apizza. Just minutes to Yale, downtown, and Union Station, this home perfectly blends Queen Anne elegance with modern reliability and city convenience. A true Wooster Square gem, full of charm, character, and opportunity. HIGHEST AND BEST DUE BY END OF DAY MONDAY 11/3. All offers will be reviewed, and a decision will be made on Tuesday morning. Please feel free to reach out about your offer or with any questions.

    Zillow last checked:

    Listing updated:

    Listed by:

    John Daikus (203)228-3554,

    eXp Realty 866-828-3951

    Bought with:

    Miguel A. Perez, RES.0829105

    Pearce Real Estate

    Source: Smart MLS,MLS#: 24136128MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 3
    • Full bathrooms: 3
    Heating
    • Forced Air, Natural Gas
    Cooling
    • Central Air, Ductless, Window Unit(s)
    Appliances
    • Included: Gas Water Heater, Tankless Water Heater
    • Laundry: In Unit
    Features
    • Basement: Full,Unfinished,Storage Space,Hatchway Access,Interior Entry,Concrete
    • Attic: Access Via Hatch
    • Number of fireplaces: 4
    Interior area
    • Total structure area: 2,885
    • Total interior livable area: 2,885 sqft
    • Finished area above ground: 2,885

    Property

    Parking
    • Parking features: None
    Features
    • Has view: Yes
    • View description: City
    Lot
    • Size: 3,049 Square Feet
    Details
    • Parcel number: 1245751
    • Zoning: RM2

    Construction

    Type & style
    • Home type: MultiFamily
    • Architectural style: Units on different Floors
    • Property subtype: Multi Family
    Materials
    • Brick
    • Foundation: Masonry, Stone
    • Roof: Asphalt
    Condition
    • New construction: No
    • Year built: 1870

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Subdivision: Wooster Square
    HOA
    • Has HOA: No
    Location
    • Region: New Haven

    Financial & listing details

    • Price per square foot: $329/sqft
    • Tax assessed value: $477,190
    • Annual tax amount: $18,801
    • Date on market: 10/27/2025

    Price history

    DateEventPrice
    7/8/2026Listing removed$1,950$1/sqft
    Source: Zillow Rentals Report a problem
    6/25/2026Price change$1,950-26.4%$1/sqft
    Source: Zillow Rentals Report a problem
    5/28/2026Price change$2,650-3.6%$1/sqft
    Source: Zillow Rentals Report a problem
    4/17/2026Listed for rent$2,750+41%$1/sqft
    Source: Zillow Rentals Report a problem
    1/17/2026Listing removed$1,950$1/sqft
    Source: Zillow Rentals Report a problem
    1/7/2026Listed for rent$1,950$1/sqft
    Source: Zillow Rentals Report a problem
    12/5/2025Sold$950,000+5.6%$329/sqft
    Source: Smart MLS #24136128 Report a problem
    11/4/2025Pending sale$899,999$312/sqft
    Source: Smart MLS #24136128 Report a problem
    10/27/2025Listed for sale$899,999+109.3%$312/sqft
    Source: Smart MLS #24136128 Report a problem
    9/13/2013Sold$430,000-10.4%$149/sqft
    Source: Smart MLS #N330992 Report a problem
    5/8/2013Listing removed$479,900$166/sqft
    Source: GRL and Realtors, LLC #N330992 Report a problem
    10/20/2012Listed for sale$479,900-16.5%$166/sqft
    Source: The Real Estate Book #n330992 Report a problem
    10/1/2011Listing removed$575,000$199/sqft
    Source: H PEARCE REAL ESTATE CO #N311553 Report a problem
    3/3/2011Listed for sale$575,000-24.2%$199/sqft
    Source: H PEARCE REAL ESTATE CO #N311553 Report a problem
    5/1/2009Listing removed$759,000$263/sqft
    Source: Listhub #N282775 Report a problem
    10/16/2008Listed for sale$759,000+69%$263/sqft
    Source: Listhub #N282775 Report a problem
    6/7/2005Sold$449,000$156/sqft
    Source: Smart MLS #N228495 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$18,801 +2.3%$477,190
    2024$18,372 +3.5%$477,190
    2023$17,751 -6.4%$477,190
    2022$18,968 +24.1%$477,190 +36.9%
    2021$15,290 $348,460
    2020$15,290 +2.1%$348,460
    2019$14,977 $348,460
    2018$14,977 +11.1%$348,460
    2017$13,478 +5.9%$348,460 +13.7%
    2016$12,731 $306,390
    2015$12,731 $306,390
    2014$12,731 +1.8%$306,390
    2013$12,501 +4.9%$306,390
    2012$11,912 +11.6%$306,390 +26%
    2011$10,676 $243,180
    2010$10,676 +4%$243,180
    2009$10,265 +93.1%$243,180 +93%
    2007$5,317 +22.6%$125,972 +30.3%
    2006$4,336 +13.5%$96,670
    2004$3,821 +2.6%$96,670
    2003$3,725 +17.5%$96,670 +6.6%
    2000$3,170 $90,700
    Find assessor info on the county website

    Neighborhood: Wooster Square

    Nearby schools

    GreatSchools rating
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