33 Skyline Drive, Sherman, CT 06784
SOLD
SEP 21, 2026

$769,600

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,704 sqft (on 1.95 acres)

33 Skyline Drive, Sherman, CT 06784

Est. Refi. Payment $5,276/mo*
Refinance Your Home
Currently Off Market - Sold Sep 21, 2026 for $700,000 (7% below list price)

Home Value

Trulia Estimate
$770K
Since last month
Increased$500 (+0.1%)
Since last year
Decreased$75K (-8.9%)
Since last sale
Increased$70K (+10%)
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 +26% in the last 10 years
MonthEstimated value
2026
September 2026$770K
August 2026$770K
July 2026$880K
June 2026$894K
May 2026$894K
April 2026$878K
March 2026$860K
February 2026$822K
January 2026$813K
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
80 Perry Drive, New Milford, CT
1.07
Single-Family Home
$585,000
05/15/26
3
2.5
2,253
4 Beachside Drive, New Milford, CT
0.58
Single-Family Home
$450,000
11/20/25
2
2
1,784
440 Candlewood Lake Road North, New Milford, CT
0.89
Single-Family Home
$530,000
12/05/25
4
2.5
2,621
50 Valley View Lane, New Milford, CT
0.73
Single-Family Home
$530,000
07/06/26
2
3
1,875
2 Sail Harbour Drive, Sherman, CT
1.01
Single-Family Home
$1,700,000
05/07/26
4
4
5,041
39 Candle Hill Road, New Fairfield, CT
1.39
Single-Family Home
$606,000
07/10/26
3
2.5
2,789
4 Harbour View Drive, New Fairfield, CT
0.94
Single-Family Home
$3,145,000
06/11/26
4
3.5
3,688
15 Misty Brook Lane, New Fairfield, CT
0.98
Single-Family Home
$1,200,000
01/23/26
4
3.5
5,173

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
35 Skyline Drive, Sherman, CT 06784
0.03
$1,100,000
3
2
3,000
For Sale
62 Skyline Drive, Sherman, CT 06784
0.08
-
-
-
-
Off Market
64 Skyline Drive, Sherman, CT 06784
0.09
$180,000
-
-
-
Recently Sold
47 Sunset Drive, Sherman, CT 06784
0.13
$40,000
-
-
-
Recently Sold
27 Skyline Drive, Sherman, CT 06784
0.12
$896,500
2
2.5
1,960
Off Market
60 Sunset Drive, Sherman, CT 06784
0.16
$686,800
2
1.5
1,508
Off Market
40 Sunset Drive, Sherman, CT 06784
0.32
$1,880,000
2
2
2,235
For Sale
34 Skyline Drive, Sherman, CT 06784
0.33
$836,400
2
2
1,082
Off Market
15 Skyline Drive, Sherman, CT 06784
0.44
$1,458,500
3
3
3,068
Off Market
20 Skyline Drive, Sherman, CT 06784
0.47
$398,600
1
1
744
Off Market
85 Lake Drive, New Milford, CT 06776
0.55
$667,100
3
2
1,161
Off Market

Local Information

  • Map ViewExplore the area around 33 Skyline Drive.
  • Schools1 Preschool School1 Elementary School1 Middle School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1987
1.95 acre lot
2,704 sqft
$259/sqft
Garage

About this House

Welcome to 33 Skyline Dr in Sherman CT. Located at the northern end of Candlewood Lake in the gated community of Candlewood Lake Estates. Included in the sale is Boat Slip #8 located on Orchard Beach. These slips are limited and carry a value! This year round house offers privacy, wonderful views of the lake and distant mountains. Open floor plan with the living space,(Great room, Dining room, Country Kitchen and half bath) on the upper level to optimize the views and the natural light with so many windows & the vaulted ceilings. Beams & two sided stone fireplace & wide plank pine flooring enhance the rustic charm. The country kitchen is equipped with stainless steel appliances, large deep sink, granite counters, a large island, plenty of seating space & views from both sides of the room. A real pleasure for everyday living & entertaining. The Great room has access to a large deck. Also, vaulted ceilings with beams. The fireplace is a good focal point separating the Great room from the Dining room. The lower level consists of a large primary bedroom with full bath and plenty of closet space. There are two other good sized bedrooms, a laundry room and another full bath. The crawl space basement houses twin oil tanks, the electric water heater & furnace. The house does have central air / warm air heat. The exterior, 1.95 acres, is lightly wooded and rugged property. There is an area to the left of the house that cleared and very useable. Behind the house is a firepit with a stone surround. The property borders First Light property which fronts Candlewood Lake. Serene Natural Setting.
33 Skyline Drive, Sherman, CT 06784 is a 3 bedroom, 3 bathroom, 2,704 sqft single-family home built in 1987. It last sold for $700,000 on Sep 21, 2026 (7% below the $750,000 asking price). More recently, it was listed as a rental in May 2017 with an asking price of $2,000 per month. That rental listing was removed on June 17, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $769,600, with a rent estimate of $5,050/month.
Last check for updates: about 1 hour ago
Listed by Jeff Colt, (203) 586-9167
Showcase Realty, Inc., (860) 274-7000
Bought with: Jeff Colt, (203) 586-9167, Showcase Realty, Inc., (860) 274-7000
Source: Smart MLS, MLS#24195001

Home Details for 33 Skyline Drive

Interior Features

Interior Details
Basement: Crawl Space,Unfinished,Hatchway AccessNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2704 Square Feet
Appliances & Utilities
Appliances: Gas Range, Range Hood, Refrigerator, Washer, Dryer, Electric Water Heater, Water HeaterDryerLaundry: Lower LevelRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
View
Has a ViewView: Water

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFoundation: StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Detached,Driveway,Private
Frontage
WaterfrontWaterfront: Waterfront, Lake, Dock or Mooring, Beach Access, Water CommunityOn Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2704 Square Feet

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 310185

Price & Status

Price
List Price: $750,000Price Per Sqft: $259/sqft
Status Change & Dates
Off Market Date: Tue Aug 18 2026Possession Timing: Asap

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: ShermanCommunity: Candlewood Lake Estates
School Information
Elementary School: ShermanJr High / Middle School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 2704 Square Feet

Community

Community Features: Gated, Golf, Medical Facilities

HOA

No HOA

Lot Information

Lot Area: 1.95 Acres

Miscellaneous

BasementMls Number: 24195001Attic: Storage, Access Via HatchWater ViewWater View: WaterAttribution Contact: (203) 586-9167Above Grade Unfinished Area: 2704Activation Date: Fri Aug 07 2026

Additional Information

GatedGolfMedical Facilities

Price and Tax history

DateEventPrice
Sep 21, 2026
Source: Smart MLS #24195001
Sold
$700,000
Aug 31, 2026
Source: Smart MLS #24195001
Pending
$750,000
Aug 7, 2026
Source: Smart MLS #24195001
Listed For Sale
$750,000
Mar 9, 2020
Source: Smart MLS #170169547
Sold
$370,000
Dec 16, 2019
Source: Agent Provided
Pending
$379,000

Market trends in New Milford

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$445K
$5KMoM
Sale-to-List Price
100.0%
0.3%MoM
Price per sq ft
$266
$1MoM
Available listings
115
4MoM

Around this home

What Locals Say about New Milford

At least 189 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 85 % Say parking is easy

  • 78 % Say yards are well-kept

  • 74 % Say it's dog friendly

  • 73 % Say there's holiday spirit

  • 72 % Say there's wildlife

  • 67 % Say it's quiet

  • 66 % Say people would walk alone at night

  • 56 % Say kids play outside

  • 55 % Say neighbors are friendly

  • 52 % Say they plan to stay for at least 5 years

  • 36 % Say it's walkable to restaurants

  • 35 % Say streets are well-lit

  • 30 % Say there are community events

  • 26 % Say there are sidewalks

  • 24 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Alexandra
    "Love it here. Friendly safe, small town feel with privacy. Farmers market and local farm stands as well as creameries and other small businesses make it feel like a special place to live. "
    0
    Flag
  • Bernice.guerra
    "It is an amazing Comunity! People is very social, schools are very accessible and teacher very professionals, new Milford it is a Comunity very safe! "
    0
    Flag
  • Lanabsn
    "I’ve lived in this neighborhood for about ten years and not only do I find it gorgeous, I also find that it’s friendly, safe and welcoming. I came from a beach community in California where the ocean was my front yard. I never, for even a moment, would have believed that a small town on the east coast would bring me so much happiness! From neighbors who live next door to the business owners you see every week, I’ve gotten to know them all and I can honestly say I’ve never felt more comfortable and happy in any other place I’ve lived. And yes, I’ve lived in many other cities and states!"
    0
    Flag
  • Luis Rojas
    "I have been living in this neighborhood for almost 3 years. Lost of space and privacy to grow your family in a safer area. "
    1
    Flag
  • Luis Rojas
    "Very nice town and quiet. Not a lot to do around, but it’s very nice to grow a family as you have space. Nice small businesses around. "
    0
    Flag
  • Meadlaura98
    "theres a dog park in this area and people enjoy others company when they visit it. plus its bog and kept very nice"
    0
    Flag
  • Meadlaura98
    "Very nice area easy to get around lots of people In area and easy access to where u need to go .. nice area"
    0
    Flag
  • Meadlaura98
    "Nice well outside maintained. lots of different landlords around…. Seems very friendly here!!! Can live in area nicely"
    0
    Flag
  • Trulia User
    "This is a great neighborhood for dogs, but there are wild animals (bears, fox, coyotes). There are no street lights or sidewalks."
    0
    Flag
  • Luis Rojas
    "It’s gorgeous and peaceful family oriented neighborhood. A lot of activities.farms,restaurants and amazing views close to Danbury where everything is."
    0
    Flag
  • Trulia User
    "It is a secluded neighborhood. Everyone is friendly and looks out for each other. It is close to every thing. A five minute drive "
    0
    Flag
  • Trulia User
    "Feels like a great community. I feel like I am apart of community events and everyone is included. People are super friendly "
    0
    Flag
  • Sam P.
    "Ive lived here for most of my life and have found the people to be generally nice. There’s a v quaint and pleasant vibe to the town. "
    0
    Flag
  • Darlene C.
    "Everything is right here. Walking distance and safe. A beautiful quaint little village . There are. Parks and restaurants and a bus line I take since I don’t have a car "
    5
    Flag
  • Nstat42
    "It is easy to get around and traffic is rarely an issue. The center of town can get hectic at times such as the PM rush hour and some early weekend afternoons"
    1
    Flag
  • Megrochford
    "Schools are good, town is cute, and people are friendly. For a large town it is common to run into people you know"
    1
    Flag
  • Richlbair
    "many families with dogs on the neighborhood. Very dog and pet friendly. light traffic for dog walking."
    3
    Flag
  • Mjbestpainting
    "I like the country side that’s why new Milford suit for me perfectly it’s quite and people are friendly "
    0
    Flag
  • Monique Sloane
    "every one is friendly in the neighborhood. it's like one big family thepeople are very neighborly and they are the type to share what they have with each other. the kis are wonderful too they play with each other and look out for one another."
    3
    Flag
  • Bjmag01
    "I’ve lived here on and off in this area of New Milford for 38 years and from the beginning it was a Happy carful neighborhood and over the years it has changed to disgusting of how people do not take care of their property, storing of stuff that is not suitable to be on the road,neighborhood has gone the drain, "
    0
    Flag
  • Pamela F
    "it's a great town but Willow Springs needs updating. The property is well maintained outside but needs updating inside. "
    0
    Flag
  • Lulusampa1
    "Events at the green. Nice restaurants. Lots of stores. Lots of hiking stops. Rocky rivers, trails, lakes for swimming and boating. Beautiful views, lots of mountains . Quick ride to anywhere. 25 minutes from the Danbury fair mall ."
    0
    Flag
  • Conor G.
    "Extremely walkable with plenty of natural space + wildlife. Good schools with NYC train just minutes away in Danbury/Brewster (NY). Southern New England at its best."
    0
    Flag
  • Aerlinnwen
    "New Milford has lots of community spirit! There are also a variety of activities and events that take place throughout the year."
    1
    Flag
  • Ellaraeismysunshine
    "Great community especially for family’s. Always something to do for the kids. Beautiful green and downtown area love this town!"
    1
    Flag
  • Rob.elings
    "Enough dog lovers. Enough space for dogs to play. Many dogs to meet....................................... "
    0
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  • Dominica S.
    "New Milford is a great town. You can have a city setting or a country setting. The high school is too large with way too many kids. It’s hard for kids to fit in... I love the sports. They have a great football team wether it be for the h.s. Or pop warner. "
    2
    Flag
  • Cbknyc
    "Historical society. Merwinsville Hotel. 1 room school house. Browns forge. Husettaniv river. Streams. "
    0
    Flag
  • Jhendrix03
    "Village Fair Days, farmers market, 4th of July fireworks, Memorial Day parade, Summer Thursday’s, movies on the green"
    1
    Flag
  • Forel B.
    "many people walk their dogs in the neighborhood as there is not much vehicle traffic and plenty of open land to run your dog"
    0
    Flag
  • Wisdomsherry
    "Great quite family neighborhood. Route 7 and High School close by.Wonderful area to run walk. Borders the town of Brookfield. "
    0
    Flag
  • Susan F.
    "I love this town. It reminds me of some of the towns in Vermont. It is big area wise and it is a late booming town. "
    0
    Flag

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Frequently asked questions about 33 Skyline Drive

  • What is 33 Skyline Drive estimated to be worth?
    Trulia's estimated value for 33 Skyline Drive in Sherman, CT is $769,600.
  • What is the price history for 33 Skyline Drive?
    33 Skyline Drive in Sherman, CT last sold for $700,000 in September 2026.
  • Is Sherman a buyer's or seller's market?
    Sherman is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Sherman?
    The median sale price in Sherman is $445K. That is up $5K from the prior month.
  • Does 33 Skyline Drive have air conditioning?
    Yes, 33 Skyline Drive in Sherman, CT has air conditioning.
  • Does 33 Skyline Drive have laundry facilities?
    Yes, 33 Skyline Drive in Sherman, CT has in-unit laundry.

Explore by feature - Pet Friendly

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