421 Herbert St, Orange, CT 06477
Property image
Property image
OFF MARKET

421 Herbert St
Orange, CT 06477

  • 5 Beds
  • 3 Baths
  • 2,764 sqft (on 0.94 acres)

$774,200

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $5,433/mo*
Refinance Your Home

$774,200

Trulia Estimate
as of Aug 16, 2026
Est. Refi. Payment $5,433/mo*
Refinance Your Home
5 Beds
3 Baths
2,764 sqft
(on 0.94 acres)

Home Value

Trulia Estimate
$774K
Since last month
Decreased$9K (-1.2%)
Since last year
Increased$15K (+2%)
Since last sale
Increased$334K (+76%)
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 +95% in the last 10 years
MonthEstimated value
2026
August 2026$774K
July 2026$774K
June 2026$783K
May 2026$782K
April 2026$768K
March 2026$748K
February 2026$737K
January 2026$722K
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
0.15
Single-Family Home
$575,000
06/09/26
4
2.5
2,418
481 Clearbrook Road, Orange, CT
0.13
Single-Family Home
$665,000
09/08/25
4
2.5
2,006
335 Herbert Street, Milford, CT
0.30
Single-Family Home
$755,000
12/01/25
3
2.5
3,080
26 Myrtlewood Drive, Milford, CT
0.15
Single-Family Home
$782,500
12/17/25
3
2.5
2,778
477 Skyline Drive, Orange, CT
0.42
Single-Family Home
$699,000
10/24/25
3
3
2,556
32 Autumn Ridge Road, Milford, CT
0.41
Single-Family Home
$650,000
02/06/26
5
2
1,822
17 Westminster Court, Milford, CT
0.57
Single-Family Home
$729,000
11/24/25
3
2.5
2,802
161 Herbert Street, Milford, CT
0.67
Single-Family Home
$785,000
12/22/25
4
3
2,864
81 Masters Lane, Milford, CT
0.38
Single-Family Home
$841,000
12/01/25
4
2.5
4,487
183 Centennial Drive, Milford, CT
0.45
Single-Family Home
$762,000
02/27/26
4
2.5
3,176

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
481 Clearbrook Road, Orange, CT 06477
0.13
$777,100
4
2.5
2,006
Off Market
420 Herbert Street, Milford, CT 06461
0.11
$576,800
4
2.5
2,538
Off Market
463 Herbert Street, Orange, CT 06477
0.15
$575,000
4
2.5
2,418
Recently Sold
448 Wheelers Farm Road, Orange, CT 06477
0.15
$779,100
4
2
2,936
Off Market
LOT 30 Myrtlewood Drive, Milford, CT 06460
0.14
$684,400
4
2.5
2,881
Off Market
404 Herbert Street, Milford, CT 06461
0.14
$646,500
4
2
2,091
Off Market
33 Myrtlewood Drive, Milford, CT 06460
0.15
$679,800
3
2.5
2,801
Off Market
26 Myrtlewood Drive, Milford, CT 06461
0.15
$782,500
3
2.5
2,778
Recently Sold
441 Skyline Drive, Orange, CT 06477
0.20
$736,100
5
3
1,548
Off Market
53 Myrtlewood Drive, Milford, CT 06461
0.20
$861,400
4
2.5
2,955
Off Market
15 Augusta Drive, Milford, CT 06461
0.23
$974,300
3
2.5
4,088
Off Market
597 Stone Hill Road, Orange, CT 06477
0.26
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 421 Herbert St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1966
Lot Size
0.94 acres
Living Area
2,764 sqft
Price/Sqft
$280

About this House

Unusual and Fabulous, Five Bedroom, Three Bath Remodeled Home. Completely ready for the large family or potential in law. Hardwood upstairs, Tile downstairs. All Air, newer furnace, roof, beautiful eat in kitchen and baths. Perfect backyard, huge and private with fencing, professional landscape too! Walk out lower level to patio...Great style, wide staircase in foyer... custom built throughout. Pottery Barn paint, 1500 gal septic, all natural gas, video monitored.
421 Herbert St, Orange, CT 06477 is a 5 bedroom, 3 bathroom, 2,764 sqft single-family home built in 1966. It last sold for $440,000 on Nov 2, 2017. It is currently off market. The Trulia Estimate is $774,200, with a rent estimate of $4,706/month.

Home Details for 421 Herbert St

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 8
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodGardenPatio

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 0.94 acres

Price and Tax history

DateEventPrice
Nov 2, 2017
Source: Smart MLS #170011678
Sold
$440,000
Sep 7, 2017
Source: Agent Provided
Listed For Sale
$445,000
Jul 2, 2008
Source: N/A
Sold
$426,700
May 17, 2008
Source: N/A
Listed For Sale
$449,000
Oct 9, 1992
Source: N/A
Sold
$145,500

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
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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

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Apartments for Rent

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Explore by feature - Garage

7 rentals with a garage in Orange, CT

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Homes for sale near 421 Herbert St

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Off Market Homes Near 421 Herbert St

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Frequently asked questions about 421 Herbert St

  • What is 421 Herbert St estimated to be worth?
    Trulia's estimated value for 421 Herbert St in Orange, CT is $774,200.
  • What is the price history for 421 Herbert St?
    421 Herbert St in Orange, CT last sold for $440,000 in November 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 421 Herbert St?
    The lot at 421 Herbert St in Orange, CT is about 0.94 acres (40,946 sq ft).