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14 Diamond Rock Road

Wolcott, Connecticut 06716

PENDING$538,000
Beds
4
Baths
2 | 1
SqFt
2,280
Acres
1.63
Year Built
1995
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage1 Fireplace

About This Home

BACK ON THE MARKET - A DREAM PROPERTY FOR CAR ENTHUSIASTS, MECHANICS, CARPENTERS, AND HOBBYISTS! This custom-built, original-owner 4-bedroom, 2.5-bath Colonial offers an exceptional opportunity for anyone looking for a home with serious garage and workshop potential! The oversized, insulated, attached 3-car garage features impressive 12-foot ceilings, two dedicated 50-amp electrical outlets, exhaust ventilation, and convenient access to both the basement and main level. Whether you're restoring classic cars, woodworking, tackling home improvement projects, or simply need room for tools, equipment, and recreational vehicles, this space offers incredible versatility! Situated on a private, level, lightly wooded lot on a peaceful Wolcott cul-de-sac, the home features an open, sun-filled floor plan, skylights, custom kitchen cabinetry, mudroom/laundry area, fireplace, and French doors leading to a home office or den. The spacious primary suite includes a walk-in closet and private bath with Jacuzzi tub and double sinks. Additional highlights include 200-amp electrical service, separate HVAC systems for each floor, and an expansive basement with steel beam construction offering excellent workshop, storage, or finishing potential. Enjoy the beautifully landscaped property from the inviting front porch or entertain on the expansive back deck, brick patio, and firepit area. A RARE COMBINATION OF COMFORT, PRIVACY, AND EXCEPTIONAL WORKSHOP SPACE! Don't miss this unique opportunity!

Key Facts

City/Town
Wolcott
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1995
Days on Market
51 days
Beds
4
Baths
2 full · 1 half
Living Area
2,280 sq ft
Lot Size
1.63 acres
Garage / Parking
3 garage
Property Taxes
$9,888 / Annually

Market Snapshot

The Wolcott Market

Single Family · trailing 12 months

Median Days on Market

40

36 active listings

Median $ / Sq Ft

$217

36 active listings

Sale-to-List Ratio

100.6%

161 sales

How this home compares

List Price

$538,000

vs $449,950 median

19.6% above median

Price / Sq Ft

$236

vs $217 median

8.8% above median

Days on Market

51 days

vs 40 days median

11 days longer than median

Based on 36 active and 161 closed sales (trailing 12 mo) of single family in Wolcott. Source: SmartMLS · As of November 12, 2026.

Location

14 Diamond Rock Road, Wolcott, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,919

per month

  • Principal & Interest$2,916
  • Property Taxes$824
  • Insurance$179
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Wolcott
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1995
New Construction
No/Resale
Living Area
2,280 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
Mudroom
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinished
Additional Rooms
Mud RoomSitting Room

Exterior & Lot

Lot Size
1.63 acres
Zoning
R-50
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Lightly WoodedTreedLevel Lot

Listing & Financials

Property Taxes
$9,888 / Annually
Days on Market
51
MLS #
24208734
MLS Status
Under Contract

Similar Properties

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Listed By

Lisa Cafaro

(475) 279-9994

Regency Real Estate, LLC

(860) 945-9868

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/12/2026. 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 11/12/2026 at 10:25 PM UTC.