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21 Holiday Point Road

Sherman, Connecticut 06784

ACTIVE$1,100,000
Beds
4
Baths
3 | 1
SqFt
4,854
Acres
1.98
Year Built
1987
Matt Caiola

Matt Caiola

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Dock / MooringPool2-Car Garage3 Fireplaces

About This Home

Contemporary home in Atchison Cove lake community w/ clubhouse & deeded beach rights perfect for family living and entertaining. This unique residence offers the perfect mix of social hub and private sanctuary for year-round living or weekend escapes, located in Southern Sherman just 60 miles from NYC. The home is anchored by a large kitchen equipped w/ granite countertops, all new appliances, walk-in pantry and a generous dining/sitting area w/ cozy fireplace. Just off the kitchen is a half bathroom, large laundry room w/ cedar-lined closet, plus private home office perfect for remote work. The north wing highlights a dramatic library w/ soaring ceilings, floor-to-ceiling fireplace w/ wall of custom built-ins, alongside formal dining room and a convenient main level Primary Suite. The south wing is built entirely for recreation featuring a family room w/ cathedral ceilings, exposed beams and its own fireplace, plus a lofted game room complete with skylights. The formal dining room opens seamlessly to an incredible 1,200 SF deck which overlooks a Gunite pool and large backyard. Upstairs provides ample space for family and guests, featuring a bedroom w/ ensuite bathroom, plus 2 additional bedrooms w/ full hallway bath. A truly unique property optimized for modern family living and grand-scale entertaining, brimming with potential. Minutes to charming town center w/ community amenities, library & hiking trails. Sherman is known for low taxes and K-8 school.

Key Facts

City/Town
Sherman
Neighborhood
N/A
Property / Style
Single Family · Contemporary
Year Built
1987
Days on Market
57 days
Beds
4
Baths
3 full · 1 half
Living Area
4,854 sq ft
Lot Size
1.98 acres
Garage / Parking
2 garage · 3 total
Property Taxes
$9,896 / Annually

Market Snapshot

The Sherman Market

Single Family · trailing 12 months

Median Days on Market

61

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

$227

vs $333 median

31.8% below median

Days on Market

57 days

vs 61 days median

4 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 28, 2026.

Location

21 Holiday Point Road, Sherman, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,801

per month

  • Principal & Interest$5,609
  • Property Taxes$825
  • 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
Atchison Cove

Residence

Property Type
Single Family
Style
Contemporary
Year Built
1987
New Construction
No/Resale
Living Area
4,854 sq ft

Schools

Elementary
Sherman
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Main Level
Appliances
Cook TopWall OvenMicrowaveRefrigeratorWasherDryer
Basement
FullUnfinished
Interior Features
Auto Garage Door OpenerCable - AvailableCentral Vacuum
Additional Rooms
FoyerLaundry Room

Exterior & Lot

Lot Size
1.98 acres
Zoning
Residential
Garage / Parking
2 garage spaces3 total parking spacesAttached GaragePavedDrivewayPrivatePaved
Waterfront Details
Dock or MooringBeach RightsWater CommunityAccess
Water Source
Private Well
Sewer
Septic
Pool
GuniteHeatedPool HouseIn Ground Pool
Construction
Vertical SidingStone
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
AwningsDeck
Lot Description
Secluded

Listing & Financials

Property Taxes
$9,896 / Annually
Days on Market
57
MLS #
24179851
MLS Status
Active

Similar Properties

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Listed By

Donna Kennedy

(917) 669-2642

Compass Connecticut, LLC

(203) 290-2477

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:50 AM UTC.