2 Pepper Pond Road, Sherman, CT 06784
OFF MARKET

2 Pepper Pond Road
Sherman, CT 06784

  • 3 Beds
  • 2 Baths
  • 2,684 sqft (on 0.92 acres)

$742,600

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $4,872/mo*
Refinance Your Home

$742,600

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $4,872/mo*
Refinance Your Home
3 Beds
2 Baths
2,684 sqft
(on 0.92 acres)

Local Information

  • Map ViewExplore the area around 2 Pepper Pond Road.
  • Schools1 Preschool School1 Elementary School1 Middle School
  • Shop & Eat
-- mins to
Commute Destination

Description

Welcome to a life of tranquility with a contemporary style. This one of a kind, updated home is serenely located in the beautiful and private Timber Trails neighborhood. Features a welcoming open concept with skylights and atrium style windows that carry to the vaulted ceiling, through which you will enjoy the view of rolling hills and lush greenery. On cold days you will be comforted in this great room with a warm and inviting wood burning stove. You are equipped with a chef style gas stove, an oversized granite island with open views of your eat-in kitchen, dining area and great room highlighted with natural light. Don’t overlook the updated kitchen cabinetry with granite countertops. A master suite located on the main level features a jetted soaking tub and shower, and is also uniquely designed to be used as a studio and/or office. The upper level invites you to three bedrooms including a second master with a walk-in closet and en suite bathroom. This architectural design home has had the siding and roof completely redone with an exterior that boasts multiple patio spaces to entertain or have a romantic diner and an ample backyard. As you move into this tranquil getaway neighborhood, you will find it to be a short drive to town shopping, hiking, beach and boating, tennis courts and the ever popular Candlewood Lake. Lake passes for the town beach are included with home ownership. You are only a 45 min trip to Westchester County and about 70 min to NYC.
2 Pepper Pond Road, Sherman, CT 06784 is a 3 bedroom, 2 bathroom, 2,684 sqft single-family home built in 1974. It last sold for $617,000 on Sep 21, 2023 (1% below the $625,000 asking price). It is currently off market. The Trulia Estimate is $742,600, with a rent estimate of $4,844/month.

Home Highlights

Parking
2 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
$95/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 2 Pepper Pond Road

Interior Features

Interior Details
Basement: NoneNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Great Room, Kitchen, Loft, Other
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2684 Square Feet
Appliances & Utilities
Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Mud RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Electric,WoodHas CoolingAir Conditioning: Wall Unit(s),Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: OtherFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2684 Square Feet

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Vinyl Siding, Vertical Siding, Metal SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 309880

Price & Status

Price
List Price: $625,000
Status Change & Dates
Off Market Date: Tue Sep 05 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: ShermanCommunity: Timber Trails
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 2684 Square Feet

Community

Community Features: Lake, Library, Park, Playground, Stables/Riding, Tennis Court(s)
Other
Playground

HOA

HOA Fee Includes: Road MaintenanceHas an HOAHOA Fee: $284/Quarterly

Lot Information

Lot Area: 0.92 acres

Miscellaneous

Mls Number: 170587049Attic: NoneAbove Grade Unfinished Area: 2684

Additional Information

LakeLibraryParkPlaygroundStables/RidingTennis Court(s)
Last check for updates: about 3 hours ago
Listed by Hyacinth Dolor, (203) 247-4252
Global Real Estate Services, LLC, (203) 378-1800
Bought with: Rodney Baptiste, (203) 822-1974, Redfin Corporation, (203) 349-8711
Source: Smart MLS, MLS#170587049

Price History for 2 Pepper Pond Road

DatePriceEventSource
09/21/2023$617,000Sold
Smart MLS #170587049
09/08/2023$625,000PendingSmart MLS #170587049
08/10/2023$625,000Listed For SaleSmart MLS #170587049
04/03/2019$375,000Sold
Smart MLS #170088263
01/04/2019$400,000PendingAgent Provided
09/27/2018$400,000PriceChange
Agent Provided
06/01/2018$425,000Listed For SaleAgent Provided
07/22/1998$229,900Sold
Smart MLS #98009726

Market trends in Sherman

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
29
2MoM
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Property Tax and Assessment

Year2025
Tax$4,541
Assessment$272,400
Home facts updated by county records

Comparable Sales for 2 Pepper Pond Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Pepper Pond Road, Sherman, CT
0.04
Single-Family Home
$410,000
07/10/26
2
2
1,056
45 Big Trail, Sherman, CT
0.27
Single-Family Home
$915,000
05/20/26
2
3
2,140
172 Route 37 South, Sherman, CT
0.32
Single-Family Home
$690,000
11/13/25
5
2.5
2,522
16 Big Trail, New Fairfield, CT
0.94
Single-Family Home
$465,000
04/29/26
2
2
1,418
348 State Route 39, New Fairfield, CT
1.20
Single-Family Home
$515,000
08/08/25
3
2
2,096
1 Coburn Road West, Sherman, CT
0.99
Single-Family Home
$590,000
10/31/25
2
2
2,008
4 Wanzer Hill Road, Sherman, CT
1.25
Single-Family Home
$640,000
10/01/25
3
2.5
1,896
15 Wagon Wheel Road, Sherman, CT
0.97
Single-Family Home
$560,000
10/30/25
1
1.5
3,100
12 Mauweehoo Hill, Sherman, CT
0.91
Single-Family Home
$850,000
06/26/26
4
3
4,089
28 Lavelle Avenue, New Fairfield, CT
1.21
Single-Family Home
$690,000
07/23/25
4
3
2,005

Nearby homes

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Assigned Schools

These are the assigned schools for 2 Pepper Pond Road.

What Locals Say about Sherman

At least 14 Trulia users voted on each feature.

  • 100 % Say there's wildlife

  • 100 % Say car is needed

  • 93 % Say yards are well-kept

  • 87 % Say parking is easy

  • 83 % Say it's quiet

  • 76 % Say there's holiday spirit

  • 70 % Say neighbors are friendly

  • 67 % Say they plan to stay for at least 5 years

  • 61 % Say people would walk alone at night

  • 52 % Say it's dog friendly

  • 42 % Say there are community events

  • 35 % Say kids play outside

  • 24 % Say it's walkable to grocery stores

  • 13 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Marie L. .
    "No dog park in town but there are parks and trails to walk dogs. On the downside there are potential predators around, coyotes, Bob cats, bears. I have small sized dogs so I’m wary of letting them out on their own."
    0
    Flag
  • ML
    "I’ve lived in this town for almost 20 years. It’s a very supportive community. Everyone knows each other."
    0
    Flag
  • Mbendotti
    "It’s Quite and quaint... been here for seven years and counting... great country town with very friendly people"
    0
    Flag
  • Ila S.
    "Beautiful community- well kept area, safe, clean and serene"
    0
    Flag
  • Cheryl F.
    "Sherman: Connecticut’s �Best Small Town� On the northern end of Candlewood Lake, a picturesque, quaint town gives residents and visitors a sense of tranquility and calm. Named �Best Small Town� by Connecticut Magazine, Sherman is a wonderful place for families, singles and retirees. Several golf courses, year-round lake access and beautifully rolling hills make Sherman the ideal place to live. "
    0
    Flag
  • Major D.
    "Sherman is quite beautiful, bucolic, and upscale. Many individuals that live in NYC also have second homes in Sherman. It is very quiet and also safe. We have lived here for 19 years and never locked our doors. The only break-in we had was about two years ago when a neighbor's dog put his nose in our back door, opened it, and came in during the night. We live in the country but are only ten minutes from the train station, where you can get an express to Grand Central Station. I taught in the Sherman School for two years and can vouch for its excellence. Not much to do here but there is a playhouse and occasional chamber music. Oh, forgot to mention, we are also on the largest lake in Connecticut, Candlewood, so bring your boat. Overall, Sherman is a great place to unwind and raise a family. People tend to move to Sherman and then never leave..."
    0
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  • Roberta D.
    "Peaceful, beautiful, friendly people."
    0
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  • Lybern
    "Used to escape to Sherman for R&R. Ended up staying."
    0
    Flag

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Homes for sale near 2 Pepper Pond Road

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Off Market Homes Near 2 Pepper Pond Road

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.