155 Tripp Hollow Road
Brooklyn, Connecticut 06234
- Beds
- 3
- Baths
- 2
- SqFt
- 1,614
- Acres
- 9.65
- Year Built
- 1984
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
14
20 under contract
Median List Price
$524,900
14 active listings
Median Closed Price
$433,500
116 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per 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
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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.