29 Madison Place
Stamford, Connecticut 06902
- Beds
- 3
- Baths
- 2
- SqFt
- 1,982
- Acres
- 0.14
- Year Built
- 1942
- Neighborhood
- West Side
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
This is a Home Full of History, A Property Full of Possibilities! One home. Two units. So many possibilities! Welcome to 29 Madison Place, a longtime family home now ready for its next chapter! Offered as an estate sale, this two-family property presents a wonderful opportunity for homeowners and investors alike. The first-floor unit welcomes you with beautiful hardwood floors, a spacious living room, dining room, eat-in kitchen, bedroom, and full bathroom. New wall-mounted A/C units with remotes add comfort and convenience. Need a little extra room? This unit also offers access to a partially finished lower level featuring additional usable space, a full bathroom, and kitchenette! Head upstairs to the second-floor unit, where you'll find two bedrooms, a full bathroom, an eat-in kitchen, a comfortable living room, washer/dryer hookup, and LVP flooring throughout. There is also access to a full attic. Here's a bonus you'll love - both units enjoy their own private decks! Perfect for morning coffee, relaxing after a long day, or enjoying a little fresh air. Additional highlights include a 2019 roof, 2017 hot water heater, newly paved driveway, natural gas heat and solar panels that are fully transferable with zero transfer fees, offering the potential for savings on utility costs. Whether you're looking to live in one unit and rent the other, expand your investment portfolio, or create a new chapter, 29 Madison Place is packed with potential!
Key Facts
Market Snapshot
The Stamford Market
Multi-Family · trailing 12 months
Active Listings
30
19 under contract
Median List Price
$942,000
30 active listings
Median Closed Price
$940,000
63 sales
Median Days on Market
66
30 active listings
Median $ / Sq Ft
$363
30 active listings
Sale-to-List Ratio
100.0%
63 sales
How this home compares
List Price
$679,000
vs $942,000 median
27.9% below median
Price / Sq Ft
$343
vs $363 median
5.5% below median
Days on Market
0 days
vs 66 days median
66 days fresher than median
Based on 30 active and 63 closed sales (trailing 12 mo) of multi-family in Stamford. Source: SmartMLS · As of October 15, 2026.
Location
29 Madison Place, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$3,761
- Property Taxes$754
- Insurance$226
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1942
- New Construction
- No/Resale
- Living Area
- 1,982 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Radiator
- Heat Fuel
- Natural Gas
- Cooling
- Wall Unit
- Laundry
- Common Laundry AreaHook-Up In Unit 2
- Basement
- FullHatchway AccessInterior AccessPartially FinishedLiveable Space
Exterior & Lot
- Lot Size
- 0.14 acres
- Zoning
- R6
- Garage / Parking
- 2 garage spaces6 total parking spacesDetached GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Light Green
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckCovered Deck
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $9,051 / Annually
- Days on Market
- 0
- MLS #
- 24214506
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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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 10/15/2026. 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 10/15/2026 at 9:06 PM UTC.