20 Skyline Drive, Sherman, CT 06784
OFF MARKET

20 Skyline Drive
Sherman, CT 06784

  • 1 Bed
  • 1 Bath
  • 744 sqft (on 0.53 acres)

$387,200

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,560/mo*
Refinance Your Home

$387,200

Trulia Estimate
as of Jul 7, 2026
Est. Refi. Payment $2,560/mo*
Refinance Your Home
1 Bed
1 Bath
744 sqft
(on 0.53 acres)

Local Information

  • Map ViewExplore the area around 20 Skyline Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School
  • Shop & Eat
-- mins to
Commute Destination

Description

Opportunity to own your own log cabin retreat with western views of Candlewood Lake. Located in Gated Candlewood Lake Estates with access to 3 beaches, docks, kayaking, boating, this diamond in the rough could be a perfect weekend or fulltime home. Very private lot with great views that can be improved with some tree work. One bedroom on the main level has a loft above and a finished space in the lower level can be used as a rec room or second bedroom. Custom woodwork in every space makes this a one-of-a-kind house. Price reflects condition of house. Please do not go to property without appointment Subject to probate approval.
20 Skyline Drive, Sherman, CT 06784 is a 1 bedroom, 1 bathroom, 744 sqft single-family home built in 1955. It last sold for $210,000 on Jan 17, 2024 (30% below the $299,000 asking price). It is currently off market. The Trulia Estimate is $387,200, with a rent estimate of $2,352/month.

Home Highlights

Parking
2 Parking Spaces
Outdoor
Deck
A/C
Heating only
HOA
$160/Monthly
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 20 Skyline Drive

Interior Features

Interior Details
Basement: FullNumber of Rooms: 4Types of Rooms: Bedroom, Kitchen, Living Room, Loft, Office, Rec Play Room
Beds & Baths
Number of Bedrooms: 1Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 744 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Washer, Dryer, Electric Water HeaterDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Wood/Coal Stove,Electric,WoodNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking Spaces: 2Parking: Unpaved
Frontage
Waterfront: Lake, Access, Beach AccessNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 744 Square Feet

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Log
Building
Construction Materials: LogNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 310315

Price & Status

Price
List Price: $299,000
Status Change & Dates
Off Market Date: Mon Nov 20 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: ShermanCommunity: Candlewood Lake Estates
School Information
Elementary School: ShermanHigh School: Voucher

Building

Building Area
Building Area: 744 Square Feet

Community

Community Features: Gated, Lake

HOA

HOA Fee Includes: Road MaintenanceHas an HOAHOA Fee: $160/Monthly

Lot Information

Lot Area: 0.53 acres

Miscellaneous

BasementMls Number: 170601220Attic: NoneWater ViewWater View: WaterAbove Grade Unfinished Area: 744

Additional Information

HOA Amenities: Lake/Beach Access
Last check for updates: 1 day ago
Listed by Bill Hunniford, (203) 788-8490
Coldwell Banker Realty, (860) 354-4111
Bought with: Bill Hunniford, (203) 788-8490, Coldwell Banker Realty, (860) 354-4111
Source: Smart MLS, MLS#170601220

Price History for 20 Skyline Drive

DatePriceEventSource
01/17/2024$210,000Sold
Smart MLS #170601220
11/27/2023$299,000PendingSmart MLS #170601220
10/25/2023$299,000ContingentSmart MLS #170601220
10/16/2023$299,000PriceChange
Smart MLS #170601220
09/30/2023$329,000Listed For SaleSmart MLS #170601220

Market trends in Sherman

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
4MoM
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Property Tax and Assessment

Year2025
Tax$3,452
Assessment$207,100
Home facts updated by county records

Comparable Sales for 20 Skyline Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Cedar Lane, New Milford, CT
0.69
Single-Family Home
$600,000
08/28/25
2
1
1,101
25 Lake Drive, New Milford, CT
0.72
Single-Family Home
$400,000
04/30/26
3
1
957
71 Sherry Lane, New Milford, CT
0.87
Single-Family Home
$320,000
07/10/25
2
1
807
60 Sherry Lane, New Milford, CT
0.81
Single-Family Home
$412,000
08/29/25
3
1
1,244
453 Candlewood Lake Road North, New Milford, CT
1.03
Single-Family Home
$335,000
02/20/26
2
2
1,440
35 Candle Hill Road, New Fairfield, CT
1.56
Single-Family Home
$275,000
12/05/25
1
1
528
4 Beachside Drive, New Milford, CT
0.84
Single-Family Home
$450,000
11/20/25
2
2
1,784
57 Valley View Lane, New Milford, CT
1.02
Single-Family Home
$327,000
01/09/26
4
1
1,654
16 Oak Street, New Fairfield, CT
1.60
Single-Family Home
$225,000
09/24/25
2
1
813
16 Fair Lane, New Fairfield, CT
1.30
Single-Family Home
$309,900
07/18/25
2
1
1,120

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Skyline Drive.

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 20 Skyline Drive

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Off Market Homes Near 20 Skyline Drive

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