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$574,900

  • For Sale
  • Active
  • Multi-Family
  • 8 Total Beds
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BACK ON THE MARKET! **Financial's fell through**. The one you've been waiting for. Turnkey Multi-Family located minutes from Yale and Science Park, offering excellent cashflow potential for investors and/or owner occupants. Both units are spacious and well kept offering 4 bedrooms, 2 full bathrooms, and in-unit laundry set up. This Multi also offers a finished third floor area ideal for an in-law setup, extended living space, or additional income producing potential. Strong rental demand and a prime location make this a high value opportunity. Schedule your showing today.

Full Property Details for 687-689 Winchester Ave

General

  • Price: $574,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24178371
  • Updated: 6/29/2026
  • Added to Site: 49 day(s) ago

Interior

  • Number of Rooms: 15

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4

Bedrooms

  • Total Bedrooms: 8

Location

  • County: New Haven
  • Subdivision: Prospect Hill
  • Driving Directions: USE GPS

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Window Unit
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Electric, 40 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Units on different Floors, Units are Side-by-Side
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Hatchway Access
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,432
  • Above Ground: 2,432 Sq. Ft.
  • Year Built: 1920

Unit Information

Unit 1

  • Total Bathrooms: 2
  • Bedrooms: 4

Unit 2

  • Total Bathrooms: 2
  • Bedrooms: 4

Lot Features

  • Lot Size (Acres): 0.11
  • Zoning: RM2
  • Lot Description: N/A

Financial Considerations

  • Assessment Amount: $215,110
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1249297

Listed by Robert C White & Company LLC, Vince Calcasola

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Listing agent

— 687-689 Winchester Ave —

  • Vince Calcasola

    Robert C White & Company LLC

Agent Contact: (413) 231-6393 Office Contact: (860) 613-6290

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 687-689 Winchester Ave

School District:New Haven School District
NameGradesDistance
Lincoln-Bassett School
130 Bassett Street, New Haven, CT 06511
PK-60.3 mi
Worthington Hooker School
180 Canner Street, New Haven, CT 06511
K-60.7 mi
King/Robinson Magnet School
150 Fournier Street, New Haven, CT 06511
PK-80.8 mi
James Hillhouse High School
480 Sherman Parkway, New Haven, CT 06511
9-120.8 mi
Wexler/Grant Community School
55 Foote Street, New Haven, CT 06511
PK-60.8 mi
East Rock Community Magnet School
133 Nash Street, New Haven, CT 06511
PK-81.2 mi
Augusta Lewis Troup School
259 Edgewood Avenue, New Haven, CT 06511
K-61.4 mi
Beecher School
100 Jewel Street, New Haven, CT 06511
PK-61.5 mi
Clinton Avenue School, New Haven, CT
293 Clinton Avenue, New Haven, CT 06513
7-81.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 687-689 Winchester Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/29/2026
Price Reduced
$574,900
-0.02%
MLS
5/26/2026
Listed
$575,000
27.78%
MLS
2/17/2022
Sold
$450,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 687-689 Winchester Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,475
2%
$215,110
—
2023
$8,282
3%
$215,110
—
2023
$8,002
-6%
$215,110
—
2022
$8,551
132%
$215,110
156%
2021
$3,692
1%
$84,140
1%
2020
$3,646
2%
$83,090
—
2019
$3,571
—
$83,090
—
2018
$3,571
11%
$83,090
—
2017
$3,214
30%
$83,090
39%
2016
$2,478
—
$59,640
—
2015
$2,478
—
$59,640
—
2014
$2,478
2%
$59,640
—
2011
$2,433
—
$59,640
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 687-689 Winchester Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Robert C White & Company LLC, Vince Calcasola

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687-689 Winchester Avenue, New Haven, CT 06511 (MLS# 24178371) is a Multi-Family property with 2 units containing 8 bedrooms and 4 full bathrooms. 687-689 Winchester Avenue is currently listed for $574,900 and was received on May 26, 2026. Want to learn more about 687-689 Winchester Avenue? Do you have questions about finding other Multi-Family real estate for sale in New Haven? You can browse all New Haven real estate or contact a Coldwell Banker agent to request more information.

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