Seller's Agent in 2025
John Daikus
eXp Realty
(203) 228-3554
1 in this area
44 Total Sales
99 Olive St New Haven, CT 06511
Wooster Square Neighborhood
5
Beds
3
Baths
2,885
Sq Ft
3,049
Sq Ft Lot
Highlights
- City View
- 4-minute walk to New Haven-State Street Station
- Tankless Water Heater
- Attic
- 4 Fireplaces
- 2-minute walk to Wooster Square Park
About This Home
As of December 2025Step 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.
Last Agent to Sell the Property
eXp Realty Brokerage Phone: (203) 228-3554 License #RES.0826450 Listed on: 10/27/2025
Property Details
Home Type
- Multi-Family
Est. Annual Taxes
- $18,801
Year Built
- Built in 1870
Lot Details
- 3,049 Sq Ft Lot
Home Design
- Brick Exterior Construction
- Stone Foundation
- Stone Frame
- Asphalt Shingled Roof
- Masonry Siding
- Masonry
- Stone
Interior Spaces
- 2,885 Sq Ft Home
- 4 Fireplaces
- Concrete Flooring
- City Views
Bedrooms and Bathrooms
- 5 Bedrooms
- 3 Full Bathrooms
Attic
- Unfinished Attic
- Attic or Crawl Hatchway Insulated
Unfinished Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Basement Hatchway
- Basement Storage
Utilities
- Central Air
- Window Unit Cooling System
- Split Air Conditioning
- Heating System Uses Natural Gas
- Tankless Water Heater
Community Details
- 3 Units
- Gross Income $95,640
Listing and Financial Details
- Assessor Parcel Number 1245751
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Oct 27, 2025
Closed on
Dec 5, 2025
Sold by
Daikus John E
Bought by
Duncan Hannah and Israel Dan
Seller's Agent
John Daikus
eXp Realty
Buyer's Agent
Miguel Perez
Pearce Real Estate
List Price
$899,999
Sold Price
$950,000
Premium/Discount to List
$50,001
5.56%
Views
63
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-37.82%
Original Mortgage
$854,900
Outstanding Balance
$854,079
Interest Rate
6.19%
Mortgage Type
New Conventional
Estimated Equity
$56,155
Purchase Details
Listed on
Oct 10, 2012
Closed on
Sep 16, 2013
Sold by
Mchugh Nicola
Bought by
Daikus John E
Seller's Agent
Gena Ruocco-Lockery
GRL & Realtors, LLC
Buyer's Agent
Shane Kropo
RE/MAX RISE
List Price
$479,900
Sold Price
$430,000
Premium/Discount to List
-$49,900
-10.4%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
6.69%
Original Mortgage
$393,772
Interest Rate
4.43%
Mortgage Type
New Conventional
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $950,000 | -- | |
| Warranty Deed | $430,000 | -- |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $854,900 | New Conventional | |
| Previous Owner | $50,000 | Credit Line Revolving | |
| Previous Owner | $392,250 | Stand Alone Refi Refinance Of Original Loan | |
| Previous Owner | $375,000 | Stand Alone Refi Refinance Of Original Loan | |
| Previous Owner | $393,772 | New Conventional |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 12/05/2025 12/05/25 | Sold | $950,000 | +5.6% | $329 / Sq Ft | |
| 11/04/2025 11/04/25 | Pending | -- | -- | -- | |
| 10/27/2025 10/27/25 | For Sale | $899,999 | +109.3% | $312 / Sq Ft | |
| 09/13/2013 09/13/13 | Sold | $430,000 | -10.4% | $149 / Sq Ft | View Prior Sale |
| 07/31/2013 07/31/13 | Pending | -- | -- | -- | |
| 10/10/2012 10/10/12 | For Sale | $479,900 | -- | $166 / Sq Ft |
Source: SmartMLS
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $18,801 | $477,190 | $170,030 | $307,160 |
| 2024 | $18,372 | $477,190 | $170,030 | $307,160 |
| 2023 | $17,751 | $477,190 | $170,030 | $307,160 |
| 2022 | $18,968 | $477,190 | $170,030 | $307,160 |
| 2021 | $15,290 | $348,460 | $87,430 | $261,030 |
| 2020 | $15,290 | $348,460 | $87,430 | $261,030 |
| 2019 | $14,977 | $348,460 | $87,430 | $261,030 |
| 2018 | $14,977 | $348,460 | $87,430 | $261,030 |
| 2017 | $13,478 | $348,460 | $87,430 | $261,030 |
| 2016 | $12,731 | $306,390 | $97,160 | $209,230 |
| 2015 | $12,731 | $306,390 | $97,160 | $209,230 |
| 2014 | $12,731 | $306,390 | $97,160 | $209,230 |
Source: Public Records
Agents Affiliated with this Home
-
John Daikus
-
Miguel Perez
Buyer's Agent in 2025
Miguel Perez
Pearce Real Estate
(203) 260-9701
1 in this area
22 Total Sales
-
Gena Ruocco-Lockery
Seller's Agent in 2013
Gena Ruocco-Lockery
GRL & Realtors, LLC
(203) 641-4862
6 in this area
92 Total Sales
-
Shane Kropo
Buyer's Agent in 2013
Shane Kropo
RE/MAX
(203) 768-2180
110 Total Sales
Map
Source: SmartMLS
MLS Number: 24136128
APN: NHVN-000208-000560-002600
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