2 Hollow Brook Road Sherman, CT $ 1,100,000
2 Hollow Brook Road
$ 1,100,000
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2 Hollow Brook Road

Sherman, CT, 06784
$ 1,100,000
Bedrooms5 Baths3.1 Sq 3,136

Monthly Estimate*

$ 6,773

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Single Family Home for sale in Sherman, CT

for $1,100,000 with 5 bedrooms and 3 full baths, 1 half bath. This 3,136 square foot home was built in 1998 on a lot size of 3.8.

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.

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Single Family Active

Price

$ 1,100,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 6,538

Style

Lot Size

3.8

Year Built

1998

Town/City

Sherman

MLS | Web ID

24183159

Features
General
Zoning Residential
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 3.8
Directions Route 37 To Chapel Hill To Hollow Brook On Left
High School Per Board of Ed
City Sherman
Elementary School Sherman
Sq Ft Total 3136
DOM 0
Year Built 1998
Style Colonial
Year Built Source Public Records
Subdivision Southern Sherman
Pool Description Heated Salt Water In Ground Pool
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Interior
Cooling System Ductless Split System
Total Rooms 8
Basement Description Full Heated Sump Pump Storage Partially Finished Walk-out Liveable Space
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Exterior
Water Source Private Well
Lot Description Secluded Level Lot Professionally Landscaped
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* Excluded Features
List By
Donna Kennedy

Listing Agent

Compass Connecticut, Llc

Broker

donna.kennedy@compass.com

Email

Affordability Calculator

$7,318
Per Month
93%
7%
0%
Monthly Principal & Interest
$6,773
Monthly Property Taxes
$545
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3041385 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
6/16/2026$1,100,000 Listed Price

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2 Hollow Brook Road, Sherman, CT, 06784 is a Single Family Home for sale at $1,100,000 with 3,136 sqft and a lot size of 3.8. 2 Hollow Brook Road has 5 bedrooms, 3.1 baths, and was built in 1998. The property's zip code is 06784 which is in Sherman, CT