Sold on sep 2026

$925,000

•

3,136

sq ft

2 Hollow Brook Rd, Sherman, CT 06784

Track this home’s value and nearby sales activity

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

$295Price/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

Bought with Donna Kennedy • Compass Connecticut, LLC

Source:Smart MLS #24183159

Redfin Estimate

$1,042,887

$118K since sold in September 2026$175K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.4% lower than the average sale price ($1.34M) of 6 comparable homes.

SOLD MAY 4, 2026
$879,500
A
4 beds2.5 baths3,068 sq ft
3 Handol Ln, New Fairfield, CT 06812
SOLD JUN 11, 2026
$3,145,000
B
4 beds3.5 baths3,688 sq ft
4 Harbour View Dr, New Fairfield, CT 06812
SOLD FEB 10, 2026
$845,000
C
4 beds3 baths3,858 sq ft
6 Pinewood Dr, New Fairfield, CT 06812
SOLD SEP 16, 2026
$770,000
D
5 beds2.5 baths2,522 sq ft
172 Route 37 S, Sherman, CT 06784
SOLD JUN 26, 2026
$850,000
E
4 beds3 baths4,089 sq ft
12 Mauweehoo Hl, Sherman, CT 06784
SOLD APR 17, 2026
$1,575,000
F
3 beds4 baths3,765 sq ft
105 Route 39 N, Sherman, CT 06784

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Market trends in 06784, CT

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

101.2%

+2.3% MoM

Median sale price

$830K

$7K MoM

Avg. days on market

43d

6 days MoM

Recently sold homes

3 MoM

New listings for sale

$410,000
2 beds1.5 baths1,042 sq ft
210 Route 37 S, Sherman, CT 06784
$338,000
2 beds1 bath777 sq ft
208 Route 37 S, Sherman, CT 06784
$550,000
3 beds3 baths2,375 sq ft
8 Route 55 W, Sherman, CT 06784
$1,375,000
4 beds4 baths3,200 sq ft
7 Sunset Ter, Sherman, CT 06784
VIDEO TOUR
$599,000
4 beds2 baths2,838 sq ft
363 State Route 37 Ct, New Fairfield, CT 06812
Coldwell Banker Realty
VIDEO TOUR
$599,000
4 beds2 baths2,838 sq ft
363 State Route 37, New Fairfield, CT 06812
$375,000
2 beds1 bath945 sq ft
118 Green Pond Rd, New Milford, CT 06776
$799,000
4 beds3 baths3,588 sq ft
20 Mauweehoo Hl, Sherman, CT 06784
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Rental estimate

Est. $3,442 per month, based on comparable rentals

Sale and tax history for 2 Hollow Brook Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24183159

Sep 22, 2026

Sold

$925,000

$295/sq ft

Sep 18, 2026

Pending

—

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

—

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.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Driveway
Garages Number: 2

Parking Information
Parking Total Spaces: 4

Interior

Interior Information
Total Rooms: 8
Laundry Room Location: off mud room
Laundry Room Info: Main Level
Interior Features: Security System
In-Law Apartment: Possible
In-Law Access: Separate Entry
Thermostat(s)
Fireplaces Total: 1
Cooling System: Ductless, Split System
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Basement Description: Full, Heated, Sump Pump, Storage, Partially Finished, Walk-out, Liveable Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding

Lot Information
Lot Description: Secluded, Level Lot, Professionally Landscaped

Pool Information
Swimming Pool
Pool Description: Heated, Salt Water, In Ground Pool

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2536
Driveway Type: Private, Gravel

Financial

Assessments Information
Assessed Value: $338,500

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
High School: Per Board of Ed
Elementary School: Sherman

Location Information
Subdivision: Southern Sherman
State: Connecticut
Nearby Amenities: Basketball Court, Golf Course, Lake, Paddle Tennis, Park, Playground/Tot Lot, Stables/Riding, Tennis Courts
Directions: Route 37 To Chapel Hill To Hollow Brook On Left
County: Fairfield

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,536
Stories: 2.0
Lot Size: 3.8 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: —
County: Fairfield County
APN: 308785

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

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

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 18% 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

Estimated sale price

$991,000 – $1.20M

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Home values near 2 Hollow Brook Rd

Data from public records.

Address	Redfin Estimate
4 Hollow Brook Rd, Sherman, CT 3 Beds \| 2.5 Baths \| 3952 Sq. Ft.	$2,256,064
139 South Quaker Hill Rd, Pawling, NY 1 Beds \| 1.5 Baths \| 4000 Sq. Ft.	$672,268

Address	Redfin Estimate
151 South Quaker Hill Rd, Pawling, NY 3 Beds \| 2 Baths \| 1961 Sq. Ft.	$870,777
South Quaker Hill Rd, Pawling, NY - Beds \| - Baths \| - Sq. Ft.	$291,123

Address	Redfin Estimate
350 South Quaker Hill Rd, Pawling, NY - Beds \| - Baths \| - Sq. Ft.	$492,147
140 South Quaker Hill Rd, Pawling, NY - Beds \| - Baths \| - Sq. Ft.	$667,536

Property information provided by Smart MLS when last listed in 2026. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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2 Hollow Brook Rd, Sherman, CT 06784

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About this home

Redfin Estimate

Market trends in 06784, CT

Homeowner tools

Sale and tax history for 2 Hollow Brook Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06784

Home values near 2 Hollow Brook Rd

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