2 Pepper Pond Road, Sherman, CT 06784
OFF MARKET

$735,000

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

2 Pepper Pond Road, Sherman, CT 06784

Est. Refi. Payment $4,924/mo*
Refinance Your Home
Currently Off Market - Sold Sep 21, 2023 for $617,000

Home Value

Trulia Estimate
$735K
Since last month
Decreased$5K (-0.7%)
Since last year
Increased$35K (+5%)
Since last sale
Increased$118K (+19.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +109% in the last 10 years
MonthEstimated value
2026
August 2026$735K
August 2026$735K
July 2026$740K
June 2026$751K
May 2026$747K
April 2026$729K
March 2026$726K
February 2026$706K
January 2026$709K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
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
39 Candle Hill Road, New Fairfield, CT
1.67
Single-Family Home
$606,000
07/10/26
3
2.5
2,789
17 Mauweehoo Hill, Sherman, CT
1.01
Single-Family Home
$475,000
06/26/26
2
1
1,393

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4 Pepper Pond Road, Sherman, CT 06784
0.04
$410,000
2
2
1,056
Recently Sold
12 Durgy Lane, Sherman, CT 06784
0.08
$512,800
3
2
1,296
Off Market
5 Rising Sun Trail, Sherman, CT 06784
0.12
-
-
-
-
Off Market
45 Big Trail, Sherman, CT 06784
0.27
$915,000
2
3
2,140
Recently Sold
52 West Big Trail, Sherman, CT 06784
0.31
$379,300
3
1
1,006
Off Market
176 Route 37 South, Sherman, CT 06784
0.40
$479,900
3
1.5
1,127
Off Market
Coote Hill, Sherman, CT 06784
0.37
-
-
-
-
Off Market
3 Rising Sun Trail, Sherman, CT 06784
0.42
$628,900
3
2
1,776
Off Market
201 Route 37 South, Sherman, CT 06784
0.50
$1,295,000
6
5.5
4,258
For Sale
17 Pine Hill Trail, Sherman, CT 06784
0.51
$628,700
2
2
2,029
Off Market
32 Big Trail, Sherman, CT 06784
0.63
$1,132,300
4
2.5
2,600
Off Market

Local Information

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

Home Highlights

Single-Family Home
Built in 1974
0.92 acre lot
2,684 sqft
$274/sqft
2 Car Garage
HOA $95/mo

About this House

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). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $735,000, with a rent estimate of $4,834/month.
Last check for updates: about 10 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

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)

Price and Tax history

DateEventPrice
Sep 21, 2023
Source: Smart MLS #170587049
Sold
$617,000
Sep 8, 2023
Source: Smart MLS #170587049
Pending
$625,000
Aug 10, 2023
Source: Smart MLS #170587049
Listed For Sale
$625,000
Apr 3, 2019
Source: Smart MLS #170088263
Sold
$375,000
Jan 4, 2019
Source: Agent Provided
Pending
$400,000

Market trends in Sherman

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
29

Around this home

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
    Flag
  • Roberta D.
    "Peaceful, beautiful, friendly people."
    0
    Flag
  • Lybern
    "Used to escape to Sherman for R&R. Ended up staying."
    0
    Flag

LGBTQ Local Legal Protections

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Frequently asked questions about 2 Pepper Pond Road

  • What is 2 Pepper Pond Road estimated to be worth?
    Trulia's estimated value for 2 Pepper Pond Road in Sherman, CT is $735,000.
  • What is the price history for 2 Pepper Pond Road?
    2 Pepper Pond Road in Sherman, CT last sold for $617,000 in September 2023.
  • Is Sherman a buyer's or seller's market?
    Sherman is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Sherman?
    Residents describe Sherman, CT as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Sherman, CT.
  • Does 2 Pepper Pond Road have air conditioning?
    Yes, 2 Pepper Pond Road in Sherman, CT has air conditioning.
  • Does 2 Pepper Pond Road have laundry facilities?
    Yes, 2 Pepper Pond Road in Sherman, CT has in-unit laundry.

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