20 Shepherd Ln, Orange, CT 06477
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Property image
OFF MARKET

20 Shepherd Ln
Orange, CT 06477

  • 4 Beds
  • 2.5 Baths
  • 3,588 sqft (on 1.50 acres)

$774,600

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $5,453/mo*
Refinance Your Home

$774,600

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $5,453/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,588 sqft
(on 1.50 acres)

Local Information

  • Map ViewExplore the area around 20 Shepherd Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1963
Lot Size
1.5 acres
Living Area
3,588 sqft
Price/Sqft
$216
Parking
Garage

About this House

Stately colonial-style home with 4 bedrooms, 2 full bathrooms, 1 half bath and approx 3600 sq ft of living space. Built in 1963 on 1.5 acres, the home is being sold by its original owner. A significant addition was made to the home in 1993 and many of its improvements (windows, flooring, etc.) were upgraded then. Conveniently located in Central Orange, the home is in a great YALE commuting location with convenient access to Rt 34, RT 15 and I95. On the first floor, there are hardwood floors. The space features a very attractive open layout with lots of living space. The kitchen, with an attractive bay window and door to the exterior back deck, has lots of natural light and is very spacious. It features an eat-in area, a center island w room for bar stool seating, double ovens, double stainless steel sink, newer stainless steel dishwasher, newer LG refrigerator, a newer electric oven/range and laundry area. There is a relaxing family room off the kitchen with a stone-faced fireplace and sliding doors to the back deck. The 1st floor also has a dining room off the kitchen, a living room with a fireplace and a half-bathroom. The 2nd floor features a very large master bedroom suite with a bedroom, office area and full bathroom. There are 3 additional bedrooms on the 2nd floor and a full bathroom. The home has public water, central air conditioning, oil (baseboard) heat & hot water heater. The septic tank was replaced in 2015. The roof is approximately 15 - 20 years old.
20 Shepherd Ln, Orange, CT 06477 is a 4 bedroom, 3 bathroom, 3,588 sqft single-family home built in 1963. It last sold for $510,000 on Jul 31, 2020. It is currently off market. The Trulia Estimate is $774,600, with a rent estimate of $5,235/month.

Home Details for 20 Shepherd Ln

Interior Features

Heating & Cooling
Heating: Baseboard, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Concrete
Interior Details
Number of Rooms: 11Types of Rooms: Family RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherRefrigerator
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.50 acres

Price History for 20 Shepherd Ln

DatePriceEventSource
07/31/2020$510,000Sold
Smart MLS #170273299

Market trends in Orange

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
26
5MoM
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Property Tax and Assessment

Year2025
Tax$11,969
Assessment$411,300
Home facts updated by county records

Comparable Sales for 20 Shepherd Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
683 Royal Lane, Orange, CT
0.15
Single-Family Home
$650,000
03/05/26
4
2.5
2,752
700 Royal Lane, Orange, CT
0.18
Single-Family Home
$755,000
05/28/26
4
3
2,894
108 Buttonball Rd, Orange, CT
0.40
Single-Family Home
$700,000
06/17/26
3
3
3,168
35 Andrew Lane, Orange, CT
0.50
Single-Family Home
$725,000
10/20/25
4
3.5
3,600
8 Farm River Road, Orange, CT
0.27
Single-Family Home
$2,100,000
12/04/25
4
3.5
5,018
92 Tyler City Road, Orange, CT
0.66
Single-Family Home
$900,000
09/22/25
3
2.5
3,840
30 Whitney Ln, Orange, CT
0.54
Single-Family Home
$575,000
04/02/26
3
2
1,725
14 Ironwood Way, Orange, CT
0.71
Single-Family Home
$1,250,000
12/08/25
4
3.5
4,239
47 Sunset Drive, Orange, CT
0.96
Single-Family Home
$642,500
01/15/26
3
2.5
2,996
559 Russell Court, Orange, CT
0.68
Single-Family Home
$525,000
08/22/25
3
1.5
1,750

Nearby homes

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Assigned Schools

These are the assigned schools for 20 Shepherd Ln.
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
    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
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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
    Flag

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