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29 Wilshire Road #29

Madison, Connecticut 06443

ACTIVE - NEW$565,000
Beds
2
Baths
2
SqFt
1,280
Year Built
1974
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1-Car Garage1 Fireplace

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
10 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

Median Days on Market

15

9 active listings

Median $ / Sq Ft

$293

9 active listings

Sale-to-List Ratio

99.1%

35 sales

How this home compares

List Price

$565,000

vs $570,000 median

In line with median

Price / Sq Ft

$441

vs $293 median

50.5% above median

Days on Market

10 days

vs 15 days median

5 days fresher than median

Based on 9 active and 35 closed sales (trailing 12 mo) of condo in Madison. Source: SmartMLS · As of July 28, 2026.

Location

29 Wilshire Road #29, Madison, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,238

per month

  • Principal & Interest$2,881
  • 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
10
MLS #
24178656
MLS Status
Active

Similar Properties

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Listed By

Todd Gould

(203) 988-5414

William Pitt Sotheby's Int'l

(203) 245-6700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 5:15 AM UTC.