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155 Tripp Hollow Road

Brooklyn, Connecticut 06234

ACTIVE - NEW$529,900
Beds
3
Baths
2
SqFt
1,614
Acres
9.65
Year Built
1984
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage

About This Home

Set privately on 10 acres, this beautiful 3-bedroom, 3-bath home is in excellent condition and offers the privacy you've been looking for. The open floor plan creates an inviting flow between the living, dining, and kitchen areas, with a spacious kitchen island providing the perfect gathering spot for everyday living or entertaining. Sliding doors open directly to the back deck, extending the living space outdoors and offering a peaceful setting surrounded by your own acreage. The finished lower level with a full bathroom provides valuable additional living space and flexibility for a family room, home office, recreation area, or guests. The oversized two-car garage offers plenty of room for vehicles, equipment, hobbies, and storage, with additional, easy access, storage space above. Every area of the home has been exceptionally cared for, with a fresh, cohesive feel throughout and attention to detail evident in the finishes and overall presentation. Surrounded by 10 acres of private land, this is a rare opportunity to enjoy a comfortable, move-in-ready home with room to spread out while still having convenient access to everything you need. Every area of the home has been exceptionally cared for, with a fresh, cohesive feel throughout and attention to detail evident in the finishes and overall presentation. Surrounded by 10 acres of private land, this is a rare opportunity to enjoy a comfortable, move-in-ready home.

Key Facts

City/Town
Brooklyn
Neighborhood
N/A
Property / Style
Single Family · Raised Ranch
Year Built
1984
Days on Market
0 days
Beds
3
Baths
2 full
Living Area
1,614 sq ft
Lot Size
9.65 acres
Garage / Parking
2 garage
Property Taxes
$6,282 / Annually

Market Snapshot

The Brooklyn Market

Single Family · trailing 12 months

Median Days on Market

36

14 active listings

Median $ / Sq Ft

$274

14 active listings

Sale-to-List Ratio

100.0%

116 sales

How this home compares

List Price

$529,900

vs $524,900 median

In line with median

Price / Sq Ft

$328

vs $274 median

19.7% above median

Days on Market

0 days

vs 36 days median

36 days fresher than median

Based on 14 active and 116 closed sales (trailing 12 mo) of single family in Brooklyn. Source: SmartMLS · As of October 4, 2026.

Location

155 Tripp Hollow Road, Brooklyn, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,602

per month

  • Principal & Interest$2,901
  • Property Taxes$524
  • Insurance$177
  • HOA$0

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

Location

City/Town
Brooklyn
Neighborhood
N/A
County
Windham

Residence

Property Type
Single Family
Style
Raised Ranch
Year Built
1984
New Construction
No/Resale
Living Area
1,614 sq ft

Schools

Elementary
Brooklyn
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Laundry
Lower Level
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasher
Basement
FullFully FinishedFull With Walk-Out
Interior Features
Open Floor Plan

Exterior & Lot

Lot Size
9.65 acres
Zoning
RA
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Deck
Lot Description
SecludedLightly WoodedTreedClearedOpen Lot

Listing & Financials

Property Taxes
$6,282 / Annually
Days on Market
0
MLS #
24180667
MLS Status
Active

Similar Properties

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Listed By

Sherry Borgeson

(860) 334-0095

Berkshire Hathaway NE Prop.

(860) 537-6699

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/4/2026. 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 10/4/2026 at 4:10 AM UTC.