2 Oak Drive, Sherman, CT 06784
OFF MARKET

$584,600

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,239 sqft (on 0.34 acres)

2 Oak Drive, Sherman, CT 06784

Est. Refi. Payment $3,885/mo*
Refinance Your Home
Currently Off Market - Sold Sep 5, 2025 for $550,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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 Mary Bee Lane, Sherman, CT
0.90
Single-Family Home
$554,000
10/31/25
3
2
1,189
7 Ridge Road, Sherman, CT
0.70
Single-Family Home
$670,000
01/30/26
3
4
2,450
18 Green Pond Road, Sherman, CT
1.21
Single-Family Home
$399,000
12/18/25
3
2
1,464
35 Route 39 South, Sherman, CT
0.85
Single-Family Home
$439,000
06/26/26
2
2
1,400
139 Candlewood Mountain Road, New Milford, CT
1.45
Single-Family Home
$570,000
05/20/26
3
2
2,392
12 Sunny Lane, Sherman, CT
0.91
Single-Family Home
$775,000
11/25/25
4
2.5
3,214
4 Deer Run Trail, Sherman, CT
0.99
Single-Family Home
$560,000
12/10/25
3
2.5
1,758
18 Fox Run, Sherman, CT
0.67
Single-Family Home
$847,000
01/30/26
3
2.5
3,474

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
5 Short Lane, Sherman, CT 06784
0.09
$608,100
3
2
1,592
Off Market
21 Holiday Point Road, Sherman, CT 06784
0.14
$1,100,000
4
3.5
4,854
For Sale
9 Hillside Drive, Sherman, CT 06784
0.14
$494,000
Studio
1
336
Off Market
1 Circle Drive, Sherman, CT 06784
0.26
$548,900
2
2
1,200
Off Market
12 Atchison Cove Road, Sherman, CT 06784
0.28
$680,700
3
2
1,810
Off Market
17 Holiday Point Road, Sherman, CT 06784
0.29
$786,000
3
2.5
2,668
Off Market
4 Benchmark Lane, Sherman, CT 06784
0.32
$610,800
3
2.5
1,800
Off Market
15 Holiday Point Road, Sherman, CT 06784
0.34
$750,200
3
2.5
1,995
Off Market
32 Hubbell Mountain Road, Sherman, CT 06784
0.41
$910,700
3
3.5
2,824
Off Market
6 Fox Run, Sherman, CT 06784
0.45
$975,000
3
2.5
2,562
For Sale
1 Cedar Ln Extension, Sherman, CT 06784
0.49
$1,122,300
4
3
3,091
Off Market

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1950
Lot Size
0.34 acres
Living Area
2,239 sqft
Price/Sqft
$261
Parking
None
HOA
$75/Monthly

About this House

Seller is motivated to sell! Welcome to 2 Oak Drive in Sherman, a charming 4-bedroom, 2-bathroom with your own private dock! Don't worry about finding a marina or using the town launch, you have a private dock slip steps away. This home is nestled in the coveted Holiday Point Association. This inviting residence features newly remodeled bathrooms with both modern elegance and comfort. The spacious, open layout is perfect for both relaxing and entertaining. Step outside to the expansive wrap-around deck, ideal for hosting gatherings or simply enjoying serene outdoor moments. As well as a Generac generator to help power the home in case of storms. As a member of the private Holiday Point Association, you'll have access to the community's private beach and dock, perfect for enjoying a day by the water. This is more than a home; it's a lifestyle opportunity in a sought-after community. Don't miss the chance to make this your new haven!
2 Oak Drive, Sherman, CT 06784 is a 4 bedroom, 2 bathroom, 2,239 sqft single-family home built in 1950. It last sold for $550,000 on Sep 5, 2025 (11% below the $619,999 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $584,600, with a rent estimate of $4,195/month.
Last check for updates: about 5 hours ago
Listed by Gary Crawford, (914) 207-5729
RE/MAX RISE, (203) 714-6479
Bought with: Joe Chemero, (203) 770-1720, Coldwell Banker Realty, (860) 354-4111
Source: Smart MLS, MLS#24080624

Home Details for 2 Oak Drive

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2239 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Refrigerator, Water HeaterMicrowaveRefrigerator
Heating & Cooling
Heating: Radiator,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Radiator
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: None
Frontage
Waterfront: Dock or Mooring, Beach Access, Association Required, Water CommunityNot on Waterfront
Water & Sewer
Sewer: Septic Tank, Cesspool
Finished Area
Finished Area (above surface): 2239 Square Feet

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Shingle Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 310948

Price & Status

Price
List Price: $619,999
Status Change & Dates
Off Market Date: Tue Jul 01 2025Possession Timing: Flexible

Active Status

MLS Status: Closed

Location

Direction & Address
City: Sherman
School Information
Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 2239 Square Feet

HOA

HOA Fee Includes: Maintenance Grounds, Snow Removal, Pest Control, Road MaintenanceHas an HOAHOA Fee: $75/Monthly

Lot Information

Lot Area: 0.34 acres

Miscellaneous

BasementMls Number: 24080624Attic: Access Via HatchAbove Grade Unfinished Area: 2239

Additional Information

HOA Amenities: Lake/Beach Access

Price and Tax history

DateEventPrice
Sep 5, 2025
Source: Smart MLS #24080624
Sold
$550,000
Sep 5, 2025
Source: Smart MLS #24080624
Pending
$619,999
May 2, 2025
Source: Smart MLS #24080624
PriceChange
$619,999
Price decreased by 5%
Apr 3, 2025
Source: Smart MLS #24080624
PriceChange
$649,999
Price decreased by 7%
Mar 15, 2025
Source: Smart MLS #24080624
Listed For Sale
$699,999

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

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.

Frequently asked questions about 2 Oak Drive

  • What is 2 Oak Drive estimated to be worth?
    Trulia's estimated value for 2 Oak Drive in Sherman, CT is $584,600.
  • What is the price history for 2 Oak Drive?
    2 Oak Drive in Sherman, CT last sold for $550,000 in September 2025.
  • 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 Oak Drive have air conditioning?
    Yes, 2 Oak Drive in Sherman, CT has air conditioning.
  • How big is the lot at 2 Oak Drive?
    The lot at 2 Oak Drive in Sherman, CT is about 0.34 acres (14,810 sq ft).

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