CONTINGENT

Contingent

$1,100,000

Est. $6,738/mo —

•

3,136

sq ft

2 Hollow Brook Rd, Sherman, CT 06784

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.

Single-familyProperty Type

1998Year Built

3.8 acresLot Size

$351Price/Sq.Ft.

2 garage spacesParking

Listed by Donna Kennedy • Compass Connecticut, LLC

Contact: Agent Attribution Contact: (917) 669-2642 | Office Attribution Contact: (203) 290-2477

Source:Smart MLS #24183159

Payment calculator

$6,738 per month

Principal and interest$5,781

Property taxes

$545

HOA dues

Home insurance

$413

Utilities

Add

5 minutes to get started. No credit impact.

Mortgage resources

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 11AM TO 2PM
$998,000
4 beds2.5 baths3,900 sq ft
2 Anderson Rd W, Sherman, CT 06784
OPEN SAT, 11AM TO 1PM
$635,000
4 beds3 baths2,650 sq ft
21 April Dr, New Milford, CT 06776
OPEN SAT, 11AM TO 1PM
$399,900
3 beds1 bath1,038 sq ft
7 Hickory St, Danbury, CT 06810
OPEN SAT, 11AM TO 1PM
$639,000
3 beds2 baths2,196 sq ft
173 Stilson Hill Rd, New Milford, CT 06776
OPEN SAT, 11AM TO 3PM
$929,000
2 beds2 baths2,102 sq ft
2050 Summit Loop #61, Carmel, NY 10512
Listing by Toll Brothers Real Estate Inc.
OPEN SAT, 12PM TO 2PM
$470,000
3 beds1.5 baths1,780 sq ft
15 Roslyn Rd, Carmel, NY 10512
Listing by Keller Williams Realty Partner
OPEN SAT, 12PM TO 2PM
$825,000
5 beds2.5 baths2,822 sq ft
32 Aspetuck Ave, New Milford, CT 06776
OPEN SAT, 2PM TO 4PM
$685,000
4 beds2.5 baths2,364 sq ft
4 Ayrshire Dr, New Milford, CT 06776
OPEN SUN, 11AM TO 2PM
$1,295,000
6 beds5.5 baths4,258 sq ft
201 Route 37 S, Sherman, CT 06784
OPEN SEP 12, 11AM TO 1PM
$1,790,000
4 beds5 baths5,006 sq ft
267 Main St S, Bridgewater, CT 06752

Around this home

Schools

K - 12
Preschool & daycare

Sherman School

Public PreK-8 • Assigned • 3.1mi

9/10

New Milford High School

Public 9-12 • Assigned • 5.3mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

2 Hollow Brook Rd · $1,100,000

DAYS ON MARKET

The average home goes pending in 33 days.

SALE-TO-LIST

Most homes are selling 5% above list price.

LIST PRICE

Median sale price in this area is $949,875. (14% lower than this home)

PRICE DROP

15% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Security system
Thermostat(s) home automation
One fireplace
Possible in-law apartment with separate entry

Bedrooms
5 bedrooms

Bathrooms
3 full baths
1 half bath

Kitchen
Gas cooktop
Wall oven
Microwave
Refrigerator
Freezer
Dishwasher

Laundry & utility
Washer and dryer included
Laundry located off mud room on the main level

Heating & cooling
Hot water heat (oil-fired) with fuel tank in basement
Ductless / split cooling

Sale and tax history for 2 Hollow Brook Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24183159

Jul 19, 2026

Contingent

—

Jun 16, 2026

Listed

$1,100,000

$351/sq ft

Public Records

Aug 9, 2005

Sold

$502,500

$160/sq ft

Smart MLS #98231659

Apr 7, 2005

Listed

$529,900

$169/sq ft

Smart MLS #98220515

Mar 30, 2005

Listing Removed

—

Dec 16, 2004

Listed

$544,900

$174/sq ft

Smart MLS #98210165

Nov 30, 2004

Listing Removed

—

Aug 31, 2004

Listed

$544,900

$174/sq ft

Smart MLS #98200592

Aug 30, 2004

Listing Removed

—

Jun 5, 2004

Listed

$544,900

$174/sq ft

Smart MLS #98187706

Aug 30, 2004

Listing Removed

—

Feb 15, 2004

Listed

$505,000

$161/sq ft

Smart MLS #96025965

Jul 23, 1996

Listed

$360,000

$115/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$6,032 (−2.0%)

$92,200 + $246,300

$338,500

2022

$6,154 (−2.5%)

$92,200 + $246,300

$338,500

2021

$6,310 (−2.5%)

$92,200 + $246,300

$338,500

2020

$6,469 (−3.5%)

$92,200 + $246,300

$338,500

2019

$6,706 (−4.1%)

$92,200 + $246,300

$338,500

2018

$6,996 (+12.7%)

$92,200 + $251,900

$344,100

2017

$6,205 (−1.1%)

$92,100 + $213,100

$305,200

2016

$6,272 (+2.5%)

$92,120 + $216,370

$308,490

2014

$6,120

$92,120 + $216,370

$308,490

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

3.8 Acres

Year renovated

—

Finished Sq. Ft.

2,536

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,536

Year built

1998

Style

Single Family Residential

County

Fairfield County

APN

308785

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.46% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

4/10 Wind Factor

17% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Sherman, CT • 06784

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

88/ 100

Very good sunlight

Sunscore

This home ranks in the top 19% for direct sun exposure in Sherman. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.8 hrs

5.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 2 Hollow Brook Rd

$1,075,570

$24K under list price of $1.10M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $775K to $1.6M.

SOLD JUL 2, 2026
$925,000 Last sold price
2 beds2 baths2,278 sq ft
117 S Quaker Hill Rd, Pawling, NY 12564
Listing by McGrath Realty Inc
$55/sq ft
larger lot
6 years older
SOLD JUL 10, 2026
$830,000 Last sold price
3 beds3.5 baths2,778 sq ft
98 Shortwoods Rd, New Fairfield, CT 06812
$52/sq ft
smaller lot
16 years older
SOLD NOV 25, 2025
$775,000 Last sold price
4 beds2.5 baths3,214 sq ft
12 Sunny Ln, Sherman, CT 06784
$110/sq ft
smaller lot
3 years older
SOLD AUG 31, 2026
$830,000 Last sold price
4 beds3 baths5,342 sq ft
7 Glenview Dr, Sherman, CT 06784
$196/sq ft
smaller lot
15 years older
SOLD APR 17, 2026
$1,575,000 Last sold price
3 beds4 baths3,765 sq ft
105 Route 39 N, Sherman, CT 06784
$67/sq ft
larger lot
15 years newer
SOLD APR 14, 2026
$860,000 Last sold price
3 beds2 baths2,048 sq ft
1125 Old Quaker Hill Rd, Pawling, NY 12564
Listing by HomeSmart Homes & Estates
$69/sq ft
larger lot
26 years older

Rental earnings

Est. $3,454 per month, based on comparable rentals

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(475) 405-2745

Nearby similar homes

$549,000

3 beds2 baths1,380 sq ft

38 Cedar Ln Ext, Sherman, CT 06784

OPEN SUN, 12PM TO 2PM

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NEW CONSTRUCTION

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New listings for sale in 06784

OPEN SUN, 11AM TO 2PM

$1,295,000

6 beds5.5 baths4,258 sq ft

201 Route 37 S, Sherman, CT 06784

OPEN SAT, 11AM TO 2PM

$998,000

4 beds2.5 baths3,900 sq ft

2 Anderson Rd W, Sherman, CT 06784

$599,900

3 beds3 baths2,724 sq ft

158 Route 39 S, Sherman, CT 06784

Details provided by Smart MLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Mortgage resources

Open houses

Nearby open houses (10)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 2 Hollow Brook Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 2 Hollow Brook Rd

This home may not be allowing tours right now

Nearby similar homes

New listings for sale in 06784

More real estate resources