29 Wilshire Road #29
Madison, Connecticut 06443
- Beds
- 2
- Baths
- 2
- SqFt
- 1,280
- Year Built
- 1974
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Experience true WIDE OPEN SPACES in highly sought-after Kensington Acres South! With condos, it is all about LOCATION. This desirable completely detached standalone Ranch is not attached along the corners like some other units. Flooded w/ bright natural light, the home boasts peaceful, expansive lawn views from your private enclosed Sun Room, a perfect spot for morning coffee. A flat, level & straight front walkway provides seamless access to your nearby detached garage and parking. Meticulously renovated throughout, this turnkey property is entirely move-in ready. An inviting living room features a cozy gas fireplace & matching pair of custom built-ins framing a classic bay window. The chef's kitchen is equipped with all-new appliances, an oversized stainless steel sink and an incredibly useful pantry cabinet. Both bathrooms are brand new, with the hallway bath providing dedicated space for a full size, side by side washer & dryer. Complete mechanicals peace of mind is yours w/ a brand new natural gas fired water heater, newer forced warm air furnace and central air conditioning. NO LAND LEASE! The Seller will pay off all remaining "rent" due! You are only mile from vibrant downtown Madison's fine restaurants, boutique shopping, library, post office and train station. Enjoy the best of shoreline living w/ access to Madison's 3 pristine town beaches, the state's longest stretch, 2 miles of sandy beach at Hammonasset State Park. Don't wait on this gem. Professional photos soon
Key Facts
- City/Town
- Madison
- Neighborhood
- N/A
- Property / Style
- Condo · Ranch,Single Family Detached
- Year Built
- 1974
- Days on Market
- 59 days
- Beds
- 2
- Baths
- 2 full
- Living Area
- 1,280 sq ft
- Garage / Parking
- 1 garage
- Property Taxes
- $5,805 / Annually
- HOA Fee
- $685 / Monthly
Market Snapshot
The Madison Market
Condo · trailing 12 months
Active Listings
6
12 under contract
Median List Price
$615,000
6 active listings
Median Closed Price
$545,000
39 sales
Median Days on Market
36
6 active listings
Median $ / Sq Ft
$276
6 active listings
Sale-to-List Ratio
99.2%
39 sales
How this home compares
List Price
$565,000
vs $615,000 median
8.1% below median
Price / Sq Ft
$441
vs $276 median
59.8% above median
Days on Market
59 days
vs 36 days median
23 days longer than median
Based on 6 active and 39 closed sales (trailing 12 mo) of condo in Madison. Source: SmartMLS · As of September 15, 2026.
Location
29 Wilshire Road #29, Madison, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$2,935
- Property Taxes$484
- Insurance$188
- HOA$685
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Madison
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Condo
- Subtype
- Condominium
- Style
- Ranch,Single Family Detached
- Year Built
- 1974
- New Construction
- No/Resale
- Living Area
- 1,280 sq ft
Schools
- Elementary
- Neck River
- High
- Daniel Hand
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- In Family Bath off hallway
- Appliances
- Oven/RangeRange HoodRefrigeratorDishwasher
- Basement
- None
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Zoning
- R-1
- Garage / Parking
- 1 garage spaceDetached Garage
- Waterfront Details
- Walk to Water
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- ClapboardWood
- Exterior Features
- SidewalkPorch
- Lot Description
- Lightly WoodedLevel LotOn Cul-De-Sac
HOA / Association
- Fee
- $685 / Monthly
Listing & Financials
- Property Taxes
- $5,805 / Annually
- Days on Market
- 59
- MLS #
- 24178656
- MLS Status
- Under Contract - Continue to Show
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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 9/15/2026. 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 9/15/2026 at 8:15 PM UTC.