2 Hollow Brook Road
Sherman, Connecticut 06784
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 3,136
- Acres
- 3.80
- Year Built
- 1998
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Impeccably maintained home in desirable Southern Sherman on 3.8 private, flat acres, right along the CT/ NY border. Welcome to 2 Hollow Brook Road! A rare find where every major mechanical, structural and cosmetic update has already been expertly handled. Truly turn-key and ready for its next chapter. This meticulously updated home blends smart infrastructure with a resort-style backyard. Inside find fresh paint, new interior doors and a stunning chef's kitchen with premium GE Cafe appliances. The primary suite is a true sanctuary with new hardwood floors, a completely remodeled spa-like bath with a walk-in glass shower, spacious walk-in closet and a large office that could also be used as a dressing room. Upstairs features new carpets while the finished basement boasts a private 5th bedroom with full bath - 600 SF of space that could also function as an in-law suite, gym or playroom. Outside is an entertainer's dream: a bluestone patio with a built-in grill, heated salt water pool with new LED lighting and a Sundance hot tub, all framed by professional landscaping & irrigation. Mechanicals are top-tier: 2-year-old roof & solar system, 5 new ductless mini-splits, Nest-controlled heating, epoxy-floor garage, constant-pressure well pump, UV water system and a whole-home alarm. There is nothing left to do but move in and enjoy your private country oasis! Sherman boasts a town beach on Candlewood Lake with boat slips. Easy commutes: 45 min to White Plains, 60 miles to NYC.
Key Facts
- City/Town
- Sherman
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1998
- Days on Market
- 43 days
- Beds
- 5
- Baths
- 3 full · 1 half
- Living Area
- 3,136 sq ft
- Lot Size
- 3.80 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $6,538 / Annually
Market Snapshot
The Sherman Market
Single Family · trailing 12 months
Active Listings
28
5 under contract
Median List Price
$1.05M
28 active listings
Median Closed Price
$672,500
42 sales
Median Days on Market
62
28 active listings
Median $ / Sq Ft
$333
28 active listings
Sale-to-List Ratio
96.7%
42 sales
How this home compares
List Price
$1.10M
vs $1.05M median
In line with median
Price / Sq Ft
$351
vs $333 median
5.4% above median
Days on Market
43 days
vs 62 days median
19 days fresher than median
Based on 28 active and 42 closed sales (trailing 12 mo) of single family in Sherman. Source: SmartMLS · As of July 29, 2026.
Location
2 Hollow Brook Road, Sherman, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$5,609
- Property Taxes$545
- Insurance$367
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Sherman
- Neighborhood
- N/A
- County
- Fairfield
- Subdivision
- Southern Sherman
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1998
- New Construction
- No/Resale
- Living Area
- 3,136 sq ft
- Below Grade
- 600 sq ft
Schools
- Elementary
- Sherman
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- DuctlessSplit System
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- off mud room
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullHeatedSump PumpStoragePartially FinishedWalk-outLiveable Space
- In-Law Apartment
- PossibleSeparate Entry
- Interior Features
- Security System
Exterior & Lot
- Lot Size
- 3.80 acres
- Zoning
- Residential
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GarageDrivewayPrivateGravel
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- HeatedSalt WaterIn Ground Pool
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- SecludedLevel LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $6,538 / Annually
- Days on Market
- 43
- MLS #
- 24183159
- MLS Status
- Under Contract - Continue to Show
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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 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.