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49 Round Hill Road

Woodbridge, Connecticut 06525

PENDING$1,350,000

Reduced from $1,500,000

Beds
5
Baths
3 | 1
SqFt
4,828
Acres
6.25
Year Built
2023
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage2 FireplacesVirtual TourPrice Reduced

About This Home

Experience exceptional craftsmanship and timeless design in this beautifully custom-built home, where every detail has been thoughtfully considered. Soaring ceilings, exposed wood beams, rich hardwood floors, and walls of windows create a warm yet sophisticated atmosphere filled with natural light. At the heart of the home, the chef's kitchen impresses with custom cabinetry, a generous quartz island, premium appliances, a farmhouse sink, and abundant workspace, seamlessly opening to expansive living and dining areas anchored by a stunning floor-to-ceiling stone fireplace. The luxurious primary suite is a private retreat featuring a striking coffered wood ceiling, a spa-inspired bath with a freestanding soaking tub, oversized walk-in shower, dual vanities, and an expansive walk-in closet. Designed for effortless entertaining and everyday living, this remarkable home offers timeless style, exceptional quality, and an unmatched level of comfort.

Key Facts

City/Town
Woodbridge
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2023
Days on Market
22 days
Beds
5
Baths
3 full · 1 half
Living Area
4,828 sq ft
Lot Size
6.25 acres
Garage / Parking
3 garage
Property Taxes
$27,391 / Annually

Market Snapshot

The Woodbridge Market

Single Family · trailing 12 months

Median Days on Market

57

23 active listings

Median $ / Sq Ft

$263

23 active listings

Sale-to-List Ratio

100.0%

89 sales

How this home compares

List Price

$1.35M

vs $985,000 median

37.1% above median

Price / Sq Ft

$280

vs $263 median

6.5% above median

Days on Market

22 days

vs 57 days median

35 days fresher than median

Based on 23 active and 89 closed sales (trailing 12 mo) of single family in Woodbridge. Source: SmartMLS · As of July 28, 2026.

Location

49 Round Hill Road, Woodbridge, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,616

per month

  • Principal & Interest$6,883
  • Property Taxes$2,283
  • Insurance$450
  • HOA$0

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

Location

City/Town
Woodbridge
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
2023
New Construction
No/Resale
Living Area
4,828 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Other
Cooling
Central Air
Fireplaces
2
Appliances
Oven/RangeDishwasherMicrowave
Basement
FullUnfinishedFull With Walk-Out

Exterior & Lot

Lot Size
6.25 acres
Zoning
A
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Stone
Color
Cobblestone
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level Lot

Listing & Financials

Property Taxes
$27,391 / Annually
Days on Market
22
MLS #
24169948
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Tre Goodson

(203) 980-7131

William Raveis Real Estate

(203) 453-0391

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 4:25 AM UTC.