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.
For sale
$1,100,000
2 Hollow Brook Road, Sherman, CT 06784
5beds
3,136sqft
Single Family Residence
Built in 1998
3.8 Acres Lot
$787,400 Zestimate®
$351/sqft
$-- HOA
What's special
Epoxy-floor garageSundance hot tubNest-controlled heatingPremium ge cafe appliancesCompletely remodeled spa-like bathLarge officeNew hardwood floors
- 3 hours |
- 117 |
- 5 |
Zillow last checked:
Listing updated:
Listed by:
Donna Kennedy (917)669-2642,
Compass Connecticut, LLC 203-290-2477
Source: Smart MLS,MLS#: 24183159
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Level: Upper
- Area: 441 Square Feet
- Dimensions: 21 x 21
Bedroom
- Level: Upper
- Area: 110 Square Feet
- Dimensions: 10 x 11
Bedroom
- Level: Upper
- Area: 130 Square Feet
- Dimensions: 10 x 13
Bedroom
- Level: Upper
- Area: 130 Square Feet
- Dimensions: 13 x 10
Bedroom
- Level: Lower
- Area: 384 Square Feet
- Dimensions: 12 x 32
Dining room
- Level: Main
- Area: 121 Square Feet
- Dimensions: 11 x 11
Living room
- Features: Fireplace
- Level: Main
- Area: 143 Square Feet
- Dimensions: 13 x 11
Office
- Level: Upper
- Area: 165 Square Feet
- Dimensions: 11 x 15
Other
- Level: Upper
- Area: 80 Square Feet
- Dimensions: 10 x 8
Heating
- Hot Water, Oil
Cooling
- Ductless
Appliances
- Included: Gas Cooktop, Oven, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Smart Thermostat
- Basement: Full,Heated,Sump Pump,Storage Space,Partially Finished,Walk-Out Access,Liveable Space
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 3,136
- Total interior livable area: 3,136 sqft
- Finished area above ground: 2,536
- Finished area below ground: 600
Property
Parking
- Total spaces: 4
- Parking features: Attached, Driveway, Private, Gravel
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Has private pool: Yes
- Pool features: Heated, Salt Water, In Ground
Lot
- Size: 3.8 Acres
- Features: Secluded, Level, Landscaped
Details
- Parcel number: 308785
- Zoning: Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1998
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Basketball Court, Golf, Lake, Paddle Tennis, Park, Playground, Stables/Riding, Tennis Court(s)
- Security: Security System
- Subdivision: Southern Sherman
HOA
- Has HOA: No
Location
- Region: Sherman
Financial & listing details
- Price per square foot: $351/sqft
- Tax assessed value: $338,500
- Annual tax amount: $6,538
- Date on market: 6/16/2026
Estimated market value
$787,400
$717,000 - $858,000
$5,049/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/16/2026 | Listed for sale | $1,100,000+118.9%$351/sqft |
Source:  Smart MLS #24183159 Report a problem | ||
| 8/5/2005 | Sold | $502,500+44.8%$160/sqft |
Source: Smart MLS #98231659 Report a problem | ||
| 10/10/1996 | Sold | $347,000$111/sqft |
Source: Smart MLS #96025965 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,643 +1.9% | $338,500 |
| 2024 | $5,538 -8.2% | $338,500 |
| 2023 | $6,032 -2% | $338,500 |
| 2022 | $6,154 -2.5% | $338,500 |
| 2021 | $6,310 -2.5% | $338,500 |
| 2020 | $6,469 -3.5% | $338,500 |
| 2019 | $6,706 -4.1% | $338,500 -1.6% |
| 2018 | $6,996 +12.7% | $344,100 +12.7% |
| 2017 | $6,205 -1.1% | $305,200 -1.1% |
| 2016 | $6,272 +1.5% | $308,490 |
| 2015 | $6,182 +1% | $308,490 |
| 2014 | $6,120 +9.1% | $308,490 -7.4% |
| 2013 | $5,612 +5.2% | $333,270 |
| 2012 | $5,336 +1.3% | $333,270 |
| 2011 | $5,266 +0.6% | $333,270 |
| 2010 | $5,232 +3.2% | $333,270 0% |
| 2009 | $5,068 -0.5% | $333,400 +7.3% |
| 2008 | $5,096 +2.5% | $310,730 |
| 2007 | $4,972 +3.9% | $310,730 |
| 2006 | $4,785 +7.9% | $310,730 +1.6% |
| 2005 | $4,436 +10.7% | $305,900 +60.2% |
| 2003 | $4,009 +49.1% | $190,890 +41.3% |
| 2001 | $2,688 -23.5% | $135,100 -29.2% |
| 2000 | $3,512 +38.8% | $190,890 +27.5% |
| 1999 | $2,531 | $149,770 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06784
Nearby schools
GreatSchools rating
- 9/10Sherman SchoolGrades: PK-8Distance: 3.1 mi
Schools provided by the listing agent
- Elementary: Sherman
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Fairfield County
- Sherman
- 06784
- 2 Hollow Brook Road
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