442 Old Cellar Rd, Orange, CT 06477
Property image
Property image
OFF MARKET

442 Old Cellar Rd
Orange, CT 06477

  • 3 Beds
  • 3 Baths
  • 3,286 sqft (on 1.25 acres)

$816,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,703/mo*
Refinance Your Home

$816,900

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $5,703/mo*
Refinance Your Home
3 Beds
3 Baths
3,286 sqft
(on 1.25 acres)

Home Value

Trulia Estimate
$817K
Since last month
Decreased$8K (-0.9%)
Since last year
Increased$33K (+4.2%)
Since last sale
Increased$387K (+90%)
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 +112% in the last 10 years
MonthEstimated value
2026
August 2026$817K
July 2026$825K
June 2026$826K
May 2026$822K
April 2026$810K
March 2026$789K
February 2026$775K
January 2026$762K
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
463 Herbert Street, Orange, CT
0.33
Single-Family Home
$575,000
06/09/26
4
2.5
2,418
17 Westminster Court, Milford, CT
0.54
Single-Family Home
$729,000
11/24/25
3
2.5
2,802
477 Skyline Drive, Orange, CT
0.63
Single-Family Home
$699,000
10/24/25
3
3
2,556
481 Clearbrook Road, Orange, CT
0.53
Single-Family Home
$665,000
09/08/25
4
2.5
2,006
335 Herbert Street, Milford, CT
0.70
Single-Family Home
$755,000
12/01/25
3
2.5
3,080
290 Tanglewood Circle, Milford, CT
0.66
Single-Family Home
$720,000
08/07/26
4
2.5
3,130
26 Myrtlewood Drive, Milford, CT
0.56
Single-Family Home
$782,500
12/17/25
3
2.5
2,778
620 South Greenbrier Drive, Orange, CT
0.71
Single-Family Home
$810,000
10/21/25
3
3.5
4,319
32 Autumn Ridge Road, Milford, CT
0.55
Single-Family Home
$650,000
02/06/26
5
2
1,822
591 Derby Milford Road, Orange, CT
0.88
Single-Family Home
$660,000
07/31/26
4
3
2,743

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
454 Old Cellar Road, Orange, CT 06477
0.07
$580,000
3
2.5
1,952
For Sale
580 stone hill Drive, Orange, CT 06477
0.16
$721,100
4
3
2,117
Off Market
586 Stone Hill Road, Orange, CT 06477
0.17
$699,400
4
3
2,382
Off Market
597 Stone Hill Road, Orange, CT 06477
0.20
-
-
-
-
Off Market
448 Wheelers Farm Road, Orange, CT 06477
0.31
$775,700
4
2
2,936
Off Market
463 Herbert Street, Orange, CT 06477
0.33
$575,000
4
2.5
2,418
Recently Sold
46 Beverly Road, Milford, CT 06461
0.41
$716,900
3
2.5
2,446
Off Market
517 Wolcott Lane, Orange, CT 06477
0.42
$815,300
5
3.5
2,737
Off Market
210 Tanglewood Circle, Milford, CT 06461
0.48
$809,200
4
2.5
2,861
Off Market
576 Wheelers Farm Road, Orange, CT 06477
0.49
$651,800
3
2.5
1,700
Off Market
499 Wagon Trail, Orange, CT 06477
0.51
$762,900
4
3.5
2,540
Off Market
17 Westminster Court, Milford, CT 06461
0.54
$729,000
3
2.5
2,802
Recently Sold

Local Information

  • Map ViewExplore the area around 442 Old Cellar Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Lot Size
1.25 acres
Living Area
3,286 sqft
Price/Sqft
$249
Parking
Garage

About this House

PICTURES SPEAK LOUDER THAN WORDS ! One look at the interior of this elegant 3/4 BEDROOM / 3 FULL BATH, totally remodeled Contemporary and you WILL FALL IN LOVE. Situated on a private, pristine cul de sac surrounded by nature. Dramatic entrance foyer leads to soaring Living Room w/ floor to ceiling brick gas fireplace , expansive windows + an additional ,cozy sitting area. The Dining Room has storage built ins and expansion seating area Architecturally designed open living floor plan w/ hardwood floors throughout. Private 27x13 Master Bedroom wing w/ fireplace and 3 huge closets+ gorgeous Bathroom. RECENTLY RENOVATED gourmet Kitchen w/ top of the line appliances, 5x5 granite center island, breakfast area w/ built ins. NEWLY RENOVATED walk out lower level + office area , full bath ,FP and thermo slider to yard. Home includes: new water storage tank, generator, newly replaced PCP pipes in septic system. Beautiful 30x14 TREX deck. 5 minutes to I-95 and the Merritt, 7 mins to Milford Train Station, 12 mins to Milford beaches + mins to Yale.
442 Old Cellar Rd, Orange, CT 06477 is a 3 bedroom, 3 bathroom, 3,286 sqft single-family home built in 1965. It last sold for $430,000 on Jul 31, 2017. It is currently off market. The Trulia Estimate is $816,900, with a rent estimate of $4,288/month.

Home Details for 442 Old Cellar Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 8Types of Rooms: Recreation Room
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.25 acres

Price and Tax history

DateEventPrice
Jul 31, 2017
Source: Smart MLS #N10225718
Sold
$430,000
Jun 8, 2017
Source: Agent Provided
Pending
$399,000
May 31, 2017
Source: Agent Provided
Listed For Sale
$399,000

Market trends in Orange

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
36
10MoM

Around this home

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

  • 41 % 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

LGBTQ Local Legal Protections

Frequently asked questions about 442 Old Cellar Rd

  • What is 442 Old Cellar Rd estimated to be worth?
    Trulia's estimated value for 442 Old Cellar Rd in Orange, CT is $816,900.
  • What is the price history for 442 Old Cellar Rd?
    442 Old Cellar Rd in Orange, CT last sold for $430,000 in July 2017.
  • Is Orange a buyer's or seller's market?
    Orange is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Orange?
    Residents describe Orange, CT as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Orange, CT.
  • How big is the lot at 442 Old Cellar Rd?
    The lot at 442 Old Cellar Rd in Orange, CT is about 1.3 acres.
  • Does 442 Old Cellar Rd have a garage?
    Yes, 442 Old Cellar Rd in Orange, CT has a garage.

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