585 Arrowhead Dr, Orange, CT 06477
Property image
Property image
OFF MARKET

585 Arrowhead Dr
Orange, CT 06477

  • 4 Beds
  • 3 Baths
  • 3,808 sqft (on 1.32 acres)

$1,023,000

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $7,156/mo*
Refinance Your Home

$1,023,000

Trulia Estimate
as of Aug 15, 2026
Est. Refi. Payment $7,156/mo*
Refinance Your Home
4 Beds
3 Baths
3,808 sqft
(on 1.32 acres)

Home Value

Trulia Estimate
$1.02M
Since last month
Decreased$41K (-3.8%)
Since last year
Increased$4K (+0.4%)
Since last sale
Increased$478K (+86.9%)
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 +88% in the last 10 years
MonthEstimated value
2026
August 2026$1.03M
July 2026$1.04M
June 2026$1.07M
May 2026$1.04M
April 2026$1.02M
March 2026$984K
February 2026$965K
January 2026$955K
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
591 Derby Milford Road, Orange, CT
0.25
Single-Family Home
$660,000
07/31/26
4
3
2,743
576 Arrowhead Dr, Orange, CT
0.09
Single-Family Home
$500,000
04/06/26
3
2
1,854
400 Butternut Court, Orange, CT
0.51
Single-Family Home
$700,000
12/08/25
3
3.5
3,109
489 Derby Milford Road, Orange, CT
0.49
Single-Family Home
$710,000
03/30/26
3
2
1,888
523 Overlook Drive, Orange, CT
0.43
Single-Family Home
$565,000
08/29/25
3
2
1,904
397 Butternut Court, Orange, CT
0.50
Single-Family Home
$535,000
06/18/26
2
2
2,228
620 South Greenbrier Drive, Orange, CT
0.83
Single-Family Home
$810,000
10/21/25
3
3.5
4,319
294 Hemlock Drive, Orange, CT
0.63
Single-Family Home
$490,000
10/09/25
3
2
1,392
24 Brierwood Drive, Orange, CT
0.84
Single-Family Home
$1,361,000
05/01/26
4
3.5
3,994
325 Pine Tree Drive, Orange, CT
1.10
Single-Family Home
$620,000
12/12/25
3
2.5
2,435

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
570 Grassy Hill Road, Orange, CT 06477
0.19
$750,000
4
2.5
3,007
For Sale
21 Hedgefield Court, Orange, CT 06477
0.25
$1,063,700
5
4.5
4,238
Off Market
515 Sportsmans Road, Orange, CT 06477
0.23
$584,800
5
3
2,568
Off Market
591 Derby Milford Road, Orange, CT 06477
0.25
$660,000
4
3
2,743
Recently Sold
532 Grassy Hill Road, Orange, CT 06477
0.30
$513,500
3
2
2,600
Off Market
614 Douglas Drive, Orange, CT 06477
0.42
$817,900
4
3.5
4,476
Off Market
523 Overlook Drive, Orange, CT 06477
0.43
$584,600
3
2
1,904
Off Market
448 Sportsman Road, Orange, CT 06477
0.49
$713,300
4
4
3,198
Off Market
489 Derby Milford Road, Orange, CT 06477
0.49
$710,000
3
2
1,888
Recently Sold
397 Butternut Court, Orange, CT 06477
0.50
$535,000
2
2
2,228
Recently Sold
400 Butternut Court, Orange, CT 06477
0.51
$700,000
3
3.5
3,109
Recently Sold
81 Farm Hill Road, Orange, CT 06477
0.54
$1,437,800
4
3.5
4,383
Off Market

Local Information

  • Map ViewExplore the area around 585 Arrowhead 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
1972
Lot Size
1.32 acres
Living Area
3,808 sqft
Price/Sqft
$269
Parking
Garage

About this House

Impressive home on Lake Wepawaug! Enjoy resort like living in this quality built expansive ranch located on a cul-de-sac! Quite the home for relaxing and entertaining whether in or out, this 3800+ sqft property offers 2 levels of living space. Large foyer leads to formal living room with marble mantled fireplace, banquet size dining room, eat in kitchen with sliders to screened porch and great room with masonry fireplace. Main level is also complete with full bath and 4 bedrooms including a master with bath and walk in closet. Lower level offers endless possibilities with 3 additional finished rooms plus a family room with another masonry fireplace. Sliders lead to a blue stone covered patio. The backyard is your own private oasis with an in ground pool, cabana and private stone patio overlooking lake! City water, generator, updated mechanicals are a few of the many amenities this well maintained property offers.Conveniently located near Rtes 1,15,34 and I 95/91. Please contact me for a private showing of this wonderful property.
585 Arrowhead Dr, Orange, CT 06477 is a 4 bedroom, 3 bathroom, 3,808 sqft single-family home built in 1972. It last sold for $550,000 on Jun 1, 2018. It is currently off market. The Trulia Estimate is $1,023,000, with a rent estimate of $4,897/month.

Home Details for 585 Arrowhead Dr

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: OtherPatio
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.32 acres

Price and Tax history

DateEventPrice
Jun 1, 2018
Source: Smart MLS #170059506
Sold
$550,000
Mar 21, 2018
Source: Agent Provided
Pending
$549,900
Mar 12, 2018
Source: Agent Provided
Listed For Sale
$549,900
Jun 24, 1994
Source: N/A
Sold
$325,000

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
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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

6 rentals with a garage in Orange, CT

Explore by feature - Air Conditioning

10 rentals with air conditioning in Orange, CT

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7 rentals with a washer/dryer in Orange, CT

Homes for sale near 585 Arrowhead Dr

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Off Market Homes Near 585 Arrowhead Dr

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Frequently asked questions about 585 Arrowhead Dr

  • What is 585 Arrowhead Dr estimated to be worth?
    Trulia's estimated value for 585 Arrowhead Dr in Orange, CT is $1,023,000.
  • What is the price history for 585 Arrowhead Dr?
    585 Arrowhead Dr in Orange, CT last sold for $550,000 in June 2018.
  • 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.
  • Does 585 Arrowhead Dr have a pool?
    Yes, 585 Arrowhead Dr in Orange, CT has a pool.
  • How big is the lot at 585 Arrowhead Dr?
    The lot at 585 Arrowhead Dr in Orange, CT is about 1.3 acres.