499 Wagon Trail, Orange, CT 06477
OFF MARKET

$744,900

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 2,540 sqft (on 0.98 acres)

499 Wagon Trail, Orange, CT 06477

Est. Refi. Payment $5,314/mo*
Refinance Your Home
Currently Off Market - Sold Aug 14, 2023 for $660,500

Home Value

Trulia Estimate
$745K
Since last month
Decreased$11K (-1.5%)
Since last year
Decreased$7K (-0.9%)
Since last sale
Increased$86K (+13%)
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
September 2026$746K
August 2026$757K
July 2026$762K
June 2026$777K
May 2026$769K
April 2026$762K
March 2026$748K
February 2026$739K
January 2026$742K
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
477 Skyline Drive, Orange, CT
0.12
Single-Family Home
$699,000
10/24/25
3
3
2,556
463 Herbert Street, Orange, CT
0.27
Single-Family Home
$575,000
06/09/26
4
2.5
2,418
473 Fairway Road, Orange, CT
0.18
Single-Family Home
$595,000
09/02/26
3
2.5
2,337
335 Herbert Street, Milford, CT
0.61
Single-Family Home
$755,000
12/01/25
3
2.5
3,080
26 Myrtlewood Drive, Milford, CT
0.48
Single-Family Home
$782,500
12/17/25
3
2.5
2,778
81 Masters Lane, Milford, CT
0.49
Single-Family Home
$841,000
12/01/25
4
2.5
4,487
89 Masters Lane, Milford, CT
0.47
Single-Family Home
$1,000,000
05/14/26
4
3.5
3,415
1021 Wheelers Farms Road, Milford, CT
0.83
Single-Family Home
$555,000
09/01/26
4
2.5
2,716
183 Centennial Drive, Milford, CT
0.67
Single-Family Home
$762,000
02/27/26
4
2.5
3,176
17 Westminster Court, Milford, CT
0.86
Single-Family Home
$729,000
11/24/25
3
2.5
2,802

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
505 Wagon Trail, Orange, CT 06477
0.03
$679,200
4
3.5
2,874
Off Market
506 Wagon Trail, Orange, CT 06477
0.07
$805,100
3
2.5
3,288
Off Market
517 Wolcott Lane, Orange, CT 06477
0.10
$818,800
5
3.5
2,737
Off Market
477 Skyline Drive, Orange, CT 06477
0.12
$721,600
3
3
2,556
Off Market
473 Fairway Road, Orange, CT 06477
0.18
$595,000
3
2.5
2,337
Recently Sold
441 Skyline Drive, Orange, CT 06477
0.24
$736,100
5
3
1,548
Off Market
481 Clearbrook Road, Orange, CT 06477
0.25
$773,500
4
2.5
2,006
Off Market
463 Herbert Street, Orange, CT 06477
0.27
$575,000
4
2.5
2,418
Recently Sold
684 Aspen Lane, Orange, CT 06477
0.35
$1,039,200
4
4.5
5,424
Off Market
448 Wheelers Farm Road, Orange, CT 06477
0.34
$760,600
4
2
2,936
Off Market
597 Stone Hill Road, Orange, CT 06477
0.35
-
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-
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Off Market

Local Information

  • Map ViewExplore the area around 499 Wagon Trail.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1974
0.98 acre lot
2,540 sqft
$293/sqft
2 Car Garage

About this House

What's unique:Guest roomWeekly farmers marketScreened porchWood ceilingOutdoor concertsLarge fam room
Welcome to this custom-built contemporary designed by the well-known Roger Small offering over 2500 sq ft of living space, 4 bedrooms & 3.5 baths. This home has been enjoyed by the same family for 49 years! One step inside & you'll love how the living spaces flow nicely into one another & are filled w/volumes of natural light. Picturesque views can be enjoyed from every room! A captivating living room is the focal point of the main lvl w/floor to ceiling brick fireplace, soaring cedar ceiling w/exposed beams, recessed lighting & H/W flooring. Sliders from the LR lead to a screened porch w/vaulted wood ceiling - the ultimate spot for relaxing or dining al fresco. The formal DR offers a wall of windows & steps into bright eat-in-kitchen. King size primary bedroom boasts full bath w/jetted tub & stall shower. 3 add'l bedrooms & 1.5 baths complete the main level. Lower level offers add'l living space on a separate heating zone featuring a large fam room w/slider to rear yard, guest room, full bath, laundry & storage rooms & walks out to 2 car garage. Bring your decorating ideas & envision how your personal touch can customize the home to your desire. Situated in a quiet neighborhood w/great price support & perfect for cycling/walking/jogging. City water, sprinkler system, furnace - 2007, A/C compressor - 2015, H/W Htr - 2016, roof - 2001. Move in just in time to enjoy all Orange has to offer - award winning schools, weekly farmers market & outdoor concerts, festivals & fairs! HIGHEST AND BEST BY NOON ON TUESDAY, 5/15.
499 Wagon Trail, Orange, CT 06477 is a 4 bedroom, 4 bathroom, 2,540 sqft single-family home built in 1974. It last sold for $660,500 on Aug 14, 2023 (10% above the $599,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $744,900, with a rent estimate of $4,425/month.
Last check for updates: about 17 hours ago
Listed by Regina M. Sauer, (203) 494-3421
Houlihan Lawrence WD, (203) 701-4848
Bought with: Patricia A. Cardozo, (203) 824-2177, Coldwell Banker Realty, (203) 389-0015
Source: Smart MLS, MLS#170568515

Home Details for 499 Wagon Trail

Interior Features

Interior Details
Basement: Full,Heated,Interior Entry,Garage Access,Liveable Space,Storage SpaceNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2540 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Lower LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Zoned,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Patio, Porch, EnclosedExterior: Rain Gutters, Lighting, Underground SprinklerFoundation: BlockNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Attached,Garage Door Opener,Asphalt
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2056 Square FeetFinished Area (below surface): 484 Square Feet

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1301525

Price & Status

Price
List Price: $599,000
Status Change & Dates
Off Market Date: Tue Jul 25 2023Possession Timing: Negotiable

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: OrangeCommunity: Turkey Hill
School Information
Elementary School: Turkey HillHigh School: Amity Regional

Building

Building Area
Building Area: 2540 Square Feet

Community

Community Features: Golf, Health Club, Library, Playground, Pool, Public Rec Facilities, Shopping/Mall, Tennis Court(s)
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 0.98 acres

Energy

Energy Efficiency Features: Ridge Vents, Doors

Miscellaneous

BasementMls Number: 170568515Attic: Access Via Hatch, StorageAbove Grade Unfinished Area: 2056

Additional Information

HOA Amenities: None

Price and Tax history

DateEventPrice
Aug 14, 2023
Source: Smart MLS #170568515
Sold
$660,500
Jul 25, 2023
Source: Smart MLS #170568515
Pending
$599,000
May 10, 2023
Source: Smart MLS #170568515
Listed For Sale
$599,000

Market trends in Orange

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
35
1MoM

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

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Frequently asked questions about 499 Wagon Trail

  • What is 499 Wagon Trail estimated to be worth?
    Trulia's estimated value for 499 Wagon Trail in Orange, CT is $744,900.
  • What is the price history for 499 Wagon Trail?
    499 Wagon Trail in Orange, CT last sold for $660,500 in August 2023.
  • 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 499 Wagon Trail have air conditioning?
    Yes, 499 Wagon Trail in Orange, CT has air conditioning.
  • Does 499 Wagon Trail have a pool?
    Yes, 499 Wagon Trail in Orange, CT has a pool.

Explore by feature - Air Conditioning

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