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48 May Brook

Woodstock, Connecticut 06281

ACTIVE - NEW$735,000
Beds
4
Baths
3 | 1
SqFt
3,537
Acres
2.17
Year Built
2002
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Some homes just feel like home the moment you arrive, and 48 May Brook Road is one of them! Nestled in one of Woodstock's most desirable neighborhoods, this charming Colonial offers 3,537 square feet of thoughtfully designed living space, picturesque views, and sunsets you'll never grow tired of. A welcoming farmer's porch sets the tone, while the beautifully maintained grounds create an unforgettable first impression. Inside, the main level features an open-concept kitchen with walk-in pantry, dedicated dining area, two spacious living areas including one with a cozy gas fireplace, a private home office, and convenient first-floor laundry. Upstairs, you'll find four generously sized bedrooms and two full bathrooms. The finished walkout lower level offers incredible flexibility with an additional bedroom, full bathroom, media room with equipment included, ample storage, and potential in-law accommodations! Step outside to enjoy the expansive deck overlooking Connecticut's Quiet Corner, beautifully manicured grounds, a storage shed, and even a batting cage! Located within the Woodstock school district, this property offers the perfect combination of comfort, space, and New England charm. Homes like this don't come around often.

Key Facts

City/Town
Woodstock
Neighborhood
East Woodstock
Property / Style
Single Family · Colonial
Year Built
2002
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
3,537 sq ft
Lot Size
2.17 acres
Garage / Parking
2 garage · 8 total
Property Taxes
$9,458 / Annually

Market Snapshot

The Woodstock Market

Single Family · trailing 12 months

Median Days on Market

49

21 active listings

Median $ / Sq Ft

$261

21 active listings

Sale-to-List Ratio

100.0%

101 sales

How this home compares

List Price

$735,000

vs $679,000 median

8.2% above median

Price / Sq Ft

$208

vs $261 median

20.3% below median

Days on Market

0 days

vs 49 days median

49 days fresher than median

Based on 21 active and 101 closed sales (trailing 12 mo) of single family in Woodstock. Source: SmartMLS · As of October 21, 2026.

Location

48 May Brook, Woodstock, Connecticut

Property + 7 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,808

per month

  • Principal & Interest$3,775
  • Property Taxes$788
  • Insurance$245
  • HOA$0

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

Location

City/Town
Woodstock
Neighborhood
East Woodstock
County
Windham

Residence

Property Type
Single Family
Style
Colonial
Year Built
2002
New Construction
No/Resale
Living Area
3,537 sq ft
Below Grade
804 sq ft

Schools

Elementary
Woodstock
High
Woodstock Academy

Interior

Heating
Baseboard
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Main Level
Laundry Location
Main Floor
Appliances
Gas CooktopOven/RangeMicrowaveRefrigeratorFreezerDishwasherWasherDryerWine Chiller
Basement
FullFull With Walk-Out
In-Law Apartment
PossibleLower Level

Exterior & Lot

Lot Size
2.17 acres
Zoning
0
Garage / Parking
2 garage spaces8 total parking spacesAttached GarageDrivewayPaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckPatio
Lot Description
In SubdivisionOn Cul-De-Sac

Listing & Financials

Property Taxes
$9,458 / Annually
Days on Market
0
MLS #
24215553
MLS Status
Active
Financing
FHA,VA

Similar Properties

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

Listed By

Brooke Coughlin

(508) 612-0821

Lamacchia Realty

(860) 426-6886

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/21/2026. 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 10/21/2026 at 5:50 PM UTC.