447 Skyline Dr, Orange, CT 06477
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OFF MARKET

447 Skyline Dr
Orange, CT 06477

  • 3 Beds
  • 2 Baths
  • 2,100 sqft (on 0.80 acres)

$634,400

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $4,479/mo*
Refinance Your Home

$634,400

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $4,479/mo*
Refinance Your Home
3 Beds
2 Baths
2,100 sqft
(on 0.80 acres)

Local Information

  • Map ViewExplore the area around 447 Skyline Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1976
Lot Size
0.8 acres
Living Area
2,100 sqft
Price/Sqft
$302
Parking
Garage

About this House

Sun-filled, updated 3 bedroom, 2 bath Ranch with open floor plan. Nestled on a lightly wooded lot in established neighborhood in the award-wining Amity School system. Gleaming hard wood floors, 6 panel, solid wood doors, Updated Kitchen w/quartz counters and new stainless steel appliances (2018) open to Dining Area making entertaining a joy! Large, sunny L-shaped Living room w/bay window and a fireplace. 20 x12 main level,Family room added in 2002 w/vaulted ceiling and access to large deck overlooking fenced-in back yd. Updated main bath (2015); Master Bedroom w/its own full bath and double closets and French doors ; Heated lower level adds an additional 300 sq.ft of living space with brand new carpet . Lower level includes a Rec Room and finished room for possible office. GAS HEAT! 200 amp Electrical.New water tank and well pump (2017); New water heater (2016) Minutes from Great River Golf Course. Just unpack and enjoy!
447 Skyline Dr, Orange, CT 06477 is a 3 bedroom, 2 bathroom, 2,100 sqft single-family home built in 1976. It last sold for $365,000 on Sep 20, 2019. It is currently off market. The Trulia Estimate is $634,400, with a rent estimate of $3,649/month.

Home Details for 447 Skyline Dr

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 8Types of Rooms: Recreation Room
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Vinyl
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.80 acres

Price History for 447 Skyline Dr

DatePriceEventSource
09/20/2019$365,000Sold
Smart MLS #170222718
08/22/2019$369,900PendingAgent Provided
08/16/2019$369,900PriceChange
Agent Provided
08/05/2019$379,900Listed For SaleAgent Provided
06/19/2015$350,100Sold
Smart MLS #N10031762
04/28/2015$339,900PendingAgent Provided
04/09/2015$339,900Listed For SaleAgent Provided

Market trends in Orange

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
26
5MoM
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Property Tax and Assessment

Year2025
Tax$9,341
Assessment$321,000
Home facts updated by county records

Comparable Sales for 447 Skyline Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
481 Clearbrook Road, Orange, CT
0.12
Single-Family Home
$665,000
09/08/25
4
2.5
2,006
477 Skyline Drive, Orange, CT
0.22
Single-Family Home
$699,000
10/24/25
3
3
2,556
463 Herbert Street, Orange, CT
0.28
Single-Family Home
$575,000
06/09/26
4
2.5
2,418
26 Myrtlewood Drive, Milford, CT
0.35
Single-Family Home
$782,500
12/17/25
3
2.5
2,778
335 Herbert Street, Milford, CT
0.45
Single-Family Home
$755,000
12/01/25
3
2.5
3,080
32 Autumn Ridge Road, Milford, CT
0.65
Single-Family Home
$650,000
02/06/26
5
2
1,822
517 Wolcott Lane, Orange, CT
0.28
Single-Family Home
$785,000
08/01/25
5
3.5
2,737
81 Masters Lane, Milford, CT
0.29
Single-Family Home
$841,000
12/01/25
4
2.5
4,487
89 Masters Lane, Milford, CT
0.27
Single-Family Home
$1,000,000
05/14/26
4
3.5
3,415
183 Centennial Drive, Milford, CT
0.47
Single-Family Home
$762,000
02/27/26
4
2.5
3,176

Nearby homes

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Assigned Schools

These are the assigned schools for 447 Skyline Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Orange

At least 111 Trulia users voted on each feature.

  • 88 % Say parking is easy

  • 81 % Say yards are well-kept

  • 79 % Say car is needed

  • 77 % Say it's dog friendly

  • 71 % Say kids play outside

  • 71 % Say it's quiet

  • 71 % Say there's holiday spirit

  • 67 % Say there's wildlife

  • 64 % Say they plan to stay for at least 5 years

  • 58 % Say people would walk alone at night

  • 49 % Say neighbors are friendly

  • 40 % Say streets are well-lit

  • 35 % Say it's walkable to restaurants

  • 31 % Say there are community events

  • 29 % Say there are sidewalks

  • 26 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Ahanafy1979
    "I commute long distances to my work almost every day to Norwalk; there is no public transportation that can easily get me to my work on time."
    0
    Flag
  • Patty Gambardella
    "Carnival in the summer, lots of community spirit. Local sports are well supported and well attended. "
    0
    Flag
  • Pat G.
    "I work from home, no commuting needed, but I am on a public bus line and live very close to major highways, so commuting is not a problem."
    0
    Flag
  • Dhruvesh
    "great schools,nice neighborhood, quite, convenient to high ways, grocery stores and restaurants. nice trails and parks, community facilities such as pool, Gym"
    0
    Flag
  • Pat G.
    "Pets are allowed, but there is a limited area for walking or exercising dogs. I see many of my neighbors bringing their dogs to other locations to walk them and give them exercise. "
    0
    Flag
  • Pat G.
    "Great school system with high expectations and high achievement for its students. Excellent opportunity for community involvement. "
    2
    Flag
  • Estheraggrey26
    "It’s quiet is beautiful it’s peaceful School is very great I feel safe with children a safe and I’m happy it’s just that the taxes is so high but other than that I love my community I love the school I love my neighbors"
    0
    Flag
  • Trulia User
    "A great town to raise a family. We have a convenient and safe community center with ball fields, town pool, and family events. We also have the convenience of route 1 shopping with the privacy and more rural residential neighborhoods. Award winning school system."
    0
    Flag
  • Kvarekova
    "I see people walking, jogging, walking with strollers or dogs all the time. I do it myself all the time too. Take the kids for scooter or bike ride. It is very nice, friendly neighborhood during a daylight. At night the streets are missing street lights so it gets quite dark. "
    0
    Flag
  • lc0425
    "There are dog walkers all the time. There are no sidewalks though makes it difficult. Everyone has big yards so easy to let them outside."
    0
    Flag
  • Kvarekova
    "Big lots, a lot of trees, safe area, great schools, wonderful YMCA, 5 min drive to all important stores."
    1
    Flag
  • deecat236
    "Easy access to to RT 15 for commuting, but private site with ample room for children to play. The legal in-law unit is a big plus."
    0
    Flag
  • Jarnett81
    "My home for over 23 years, Orange is the perfect community to raise a family. This quiet township boast some of the finest schools in CT, while being fiscally well run. Orange is a very safe community with friendly, concerned, and active citizens."
    1
    Flag

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Off Market Homes Near 447 Skyline Dr

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