442 Old Cellar Rd, Orange, CT 06477
OFF MARKET

442 Old Cellar Rd
Orange, CT 06477

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

$818,600

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $5,659/mo*
Refinance Your Home

$818,600

Trulia Estimate
as of May 24, 2026
Est. Refi. Payment $5,659/mo*
Refinance Your Home
3 Beds
3 Baths
3,286 sqft
(on 1.25 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 442 Old Cellar Rd

DatePriceEventSource
07/31/2017$430,000Sold
Smart MLS #N10225718
06/08/2017$399,000PendingAgent Provided
05/31/2017$399,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$11,439
Assessment$393,100
Home facts updated by county records

Comparable Sales for 442 Old Cellar Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
586 Stone Hill Road, Orange, CT
0.17
Single-Family Home
$670,000
05/30/25
4
3
2,382
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
517 Wolcott Lane, Orange, CT
0.42
Single-Family Home
$785,000
08/01/25
5
3.5
2,737
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
26 Myrtlewood Drive, Milford, CT
0.56
Single-Family Home
$782,500
12/17/25
3
2.5
2,778
660 Cedar Grove, Orange, CT
0.91
Single-Family Home
$670,000
07/16/25
3
2.5
3,591
591 Derby Milford Road, Orange, CT
0.88
Single-Family Home
$410,000
10/24/25
4
3
2,743
620 South Greenbrier Drive, Orange, CT
0.71
Single-Family Home
$810,000
10/21/25
3
3.5
4,319

Nearby homes

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Assigned Schools

These are the assigned schools for 442 Old Cellar Rd.
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
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  • 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
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  • 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
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  • 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
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442 Old Cellar Rd, Orange, CT 06477 is a 3 bedroom, 3 bathroom, 3,286 sqft single-family home built in 1965. This property is not currently available for sale. 442 Old Cellar Rd was last sold on Jul 31, 2017 for $430,000. The current Trulia Estimate for 442 Old Cellar Rd is $818,600.