21 Gregory Rd, Wallingford, CT 06492
Property image
Property image
OFF MARKET

21 Gregory Rd
Wallingford, CT 06492

  • 3 Beds
  • 2 Baths
  • 1,496 sqft (on 0.56 acres)

$460,600

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,246/mo*
Refinance Your Home

$460,600

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $3,246/mo*
Refinance Your Home
3 Beds
2 Baths
1,496 sqft
(on 0.56 acres)

Home Value

Trulia Estimate
$461K
Since last month
Increased$700 (+0.2%)
Since last year
Increased$23K (+5.2%)
Since last sale
Increased$146K (+46.3%)
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 +102% in the last 10 years
MonthEstimated value
2026
August 2026$461K
July 2026$460K
June 2026$467K
May 2026$463K
April 2026$454K
March 2026$442K
February 2026$434K
January 2026$432K
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
141 Highland Ave, Wallingford, CT
0.10
Single-Family Home
$350,000
12/23/25
3
2
1,100
4 Gregory Road, Wallingford, CT
0.11
Single-Family Home
$465,000
04/02/26
3
2
1,304
15 Johnson Road, Wallingford, CT
0.10
Single-Family Home
$450,000
04/09/26
3
2
1,352
29 Johnson Road, Wallingford, CT
0.10
Single-Family Home
$386,000
11/12/25
4
2
1,510
16 Ridgeland Circle, Wallingford, CT
0.31
Single-Family Home
$478,000
07/29/26
3
2
1,528
23 Highland Drive, Wallingford, CT
0.33
Single-Family Home
$430,000
09/24/25
3
2
1,702
23 Donat Drive, Wallingford, CT
0.14
Single-Family Home
$422,000
07/31/26
3
1
1,144
30 Crestview Terrace, Wallingford, CT
0.45
Single-Family Home
$430,000
03/30/26
3
2
1,450
29 West Ridgeland Road, Wallingford, CT
0.33
Single-Family Home
$425,000
09/18/25
4
2
1,732
18 Jodi Dr, Wallingford, CT
0.57
Single-Family Home
$350,000
02/19/26
3
2
1,822

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
11 Johnson Road, Wallingford, CT 06492
0.10
$392,400
2
1
954
Off Market
40 Gregory Road, Wallingford, CT 06492
0.09
$390,800
2
1
880
Off Market
15 Johnson Road, Wallingford, CT 06492
0.10
$450,000
3
2
1,352
Recently Sold
29 Johnson Road, Wallingford, CT 06492
0.10
$386,000
4
2
1,510
Recently Sold
130 Ridgeland Circle, Wallingford, CT 06492
0.10
$510,400
4
1
1,880
Off Market
4 Gregory Road, Wallingford, CT 06492
0.11
$465,000
3
2
1,304
Recently Sold
47 Gregory Road, Wallingford, CT 06492
0.11
$492,500
3
2
1,718
Off Market
23 Donat Drive, Wallingford, CT 06492
0.14
$422,000
3
1
1,144
Recently Sold
86 Ridgeland Circle, Wallingford, CT 06492
0.15
$401,400
3
1
1,248
Off Market
7 Donat Drive, Wallingford, CT 06492
0.15
$438,800
3
2
1,188
Off Market
6 Evanwood Drive, Wallingford, CT 06492
0.18
$416,300
2
2
1,389
Off Market
193 Highland Avenue, Wallingford, CT 06492
0.21
$544,800
3
2.5
1,976
Off Market

Local Information

  • Map ViewExplore the area around 21 Gregory Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1956
Lot Size
0.56 acres
Living Area
1,496 sqft
Price/Sqft
$308
Parking
Garage

About this House

This well cared for ranch-style house is just waiting for you to call home Located in a sought after west-side neighborhood, close to schools, and a short distance from all of the wonderful amenities Wallingford has to offer. The three bedrooms and the living room feature hardwood floors, while the master bedroom has its own en suite full bathroom and walk-in closet. A few of the other standout features include: a family room with a classic wood-burning fireplace making it a perfect spot for those holiday gatherings and creating new memories; the three-season porch looking out to the welcoming deck with built-in flower boxes; a park-like private backyard with a stacked woodshed just ready for the fireplace; and two metal sheds that are great for garden and tool storage. There's plenty of room to play, gather with friends, or just relax in the enclosed backyard which is perfect for people and dogs alike. You'll find plenty of storage in the basement along with the possibility of extra living space in this already partially finished area. Make an appointment today to see this well-loved home
21 Gregory Rd, Wallingford, CT 06492 is a 3 bedroom, 2 bathroom, 1,496 sqft single-family home built in 1956. It last sold for $315,000 on Jul 15, 2021. It is currently off market. The Trulia Estimate is $460,600, with a rent estimate of $3,142/month.

Home Details for 21 Gregory Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other, Wood
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1956Year Updated: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Queen Anne / Victorian

Community

Units in Building: 1

Lot Information

Lot Area: 0.56 acres

Price and Tax history

DateEventPrice
Jul 15, 2021
Source: N/A
Sold
$315,000
May 31, 2021
Source: Berkshire Hathaway HomeServices New England Properties #170403261
Pending
$290,000
May 28, 2021
Source: Berkshire Hathaway HomeServices New England Properties #170403261
Listed For Sale
$290,000

Market trends in Wallingford

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$359K
$19.58KMoM
Sale-to-List Price
103.6%
1.5%MoM
Price per sq ft
$249
$10MoM
Available listings
65
7MoM

Around this home

What Locals Say about Wallingford

At least 213 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say parking is easy

  • 88 % Say car is needed

  • 77 % Say there's holiday spirit

  • 76 % Say yards are well-kept

  • 71 % Say people would walk alone at night

  • 70 % Say streets are well-lit

  • 70 % Say there are sidewalks

  • 67 % Say kids play outside

  • 65 % Say there's wildlife

  • 62 % Say neighbors are friendly

  • 60 % Say they plan to stay for at least 5 years

  • 57 % Say it's quiet

  • 56 % Say it's walkable to restaurants

  • 31 % Say it's walkable to grocery stores

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • John
    "Taste of Wallingford Little league baseball Good mountain bike riding trails are in the area Many "
    0
    Flag
  • Zach Hart
    "It’s very walkable and not very traffic heavy at all. You can walk in the road and feel very safe. There are also many other people walking their dogs as well. A lot of people with pets in this neighborhood."
    0
    Flag
  • Montreal Johnson
    "They would not like if other dog owner walk their dog without a leash. Also if they let the dog use the bathroom In someone’s yard !"
    0
    Flag
  • Kyle
    "Wallingford is a very nice Connecticut suburban town. It has the charm of a great New England community with easy access to major metropolitan areas (about 90 minutes outside of NYC); the town offers great access to two interstates and a commuter rail line. Great public and private schools with a wide array of amenities all make Wallingford an attractive place to live and raise a family. The real estate is well priced with a wide variety of small, medium, and large to estate-sized homes. The mill rate is low relative to most of Connecticut and the town has its own electric company. The East Side of town is more developed with many beautiful estates that overlook the vineyards and countryside offering beautiful, breathtaking views of the terrain and sunrises/sunsets. The crime rate is low and the town boasts many outdoor spaces that are well maintained."
    5
    Flag
  • Sozzi P.
    "There are lots of friendly dog owners around. Most yards are small, and a dog would require additional exercise."
    5
    Flag
  • Yarriss2
    "They would love it and the family’s are so welcoming. People love walking and it’s is very safe overall "
    3
    Flag
  • Belinda W.
    "People walk their dogs all the time. Most pets are people friendly and people are very polite . We walk every day if it’s possible . Neighbors know each other and if we something that is out of the ordinary, we have no problem reporting the issue to the police."
    0
    Flag
  • Kscott629
    "Good schools good town good people good local shops good restaurants good sport programs close to everything but not too close "
    7
    Flag
  • Crandaeo
    "I take the thruway to get to work everyday and there are no issues getting to or from work on a daily basis. "
    1
    Flag
  • Thomasduffyj
    "Great place to live. Good restaurants and pubs. Nice parks a winery and great neighborhoods. Fun all season long. "
    1
    Flag
  • Rosarbol
    "There’s always people out walking their dogs and everyone is friendly when you are trying to cross the street"
    1
    Flag
  • Guyallard
    "This is a very safe area for children to play with friends. The houses in the area are well maintained and the neighborhood is friendly."
    0
    Flag
  • Briana N.
    "The worst trouble your kids can get into is the trouble they cause themselves. There are no dangers in this town, which the police have worked very hard to achieve. Wallingford is a very safe place for kids to grow up and experience."
    4
    Flag
  • Briana N.
    "Your children can roam the neighborhoods safely. Everyone has a good eye on the area around their homes, and communicate concerns well. Also, the town is well monitored by local police."
    0
    Flag
  • Stephanie P.
    "I drive 40 mins to Madison Connecticut, and some days have to drive to Middletown which is 30 minutes. The commute is easy. Around rush hour route 68 gets a bit backed up. "
    2
    Flag
  • Tlcerto13
    "The residential areas are kept pretty separately from the commercial areas. Ie. Restaurants, stores, entertainment, etc"
    0
    Flag
  • Godutim
    "There are no sidewalks in this are so you have to walk on the streets but a lot of people still walk their dogs."
    2
    Flag
  • Mommallama95
    "I grew up here and moved back ad an adult. It feels like home. I am happy to have my so going to the same schools I did."
    0
    Flag
  • Angeltm2017
    "Carnival, holiday celebration, fireworks Halloween etc Plenty of activities for kids and families alike. "
    1
    Flag
  • Angeltm2017
    "Its quiet, good schools, safe. I use ct rail station to get to work. Very good place to raise kids and plenty of near by parks. "
    0
    Flag
  • Lexp1026
    "Often places for rent do not allow dogs. But there is a dog park near by and it is very nice, there are also sidewalks most places. "
    0
    Flag
  • Emcgowannn
    "my neighborhood is unique because the homes are old yet (mostly) maintained and children can walk to their elementary schools with their parents. "
    0
    Flag
  • Darling N.
    "You need to have a car to make your life easier. Public Transportation is an option but takes a lot of time to get into it. "
    0
    Flag
  • Bob H
    "A well run town. Low taxes, and our own power company make this town very easy to live in. Because of the town structure, there are a lot of businesses and restaurants to choose from. You don’t have to go out of town todo things."
    2
    Flag
  • Brian Miller
    "Condo development with pool, surrounded by fields and woods, nice views, 2 miles to RR station, accessible to highways, near nice town center, close to everything"
    1
    Flag
  • Louis f
    "Easy on easy off merit parkway I work all around the state so being close to this route is perfect. "
    0
    Flag
  • Sabre
    "Downtown is a great walking neighborhood. Excellent library and community activities. lots of parks nearby and excellent walking trails. "
    0
    Flag
  • Mayliinepreston30
    "My children can go out and have fun with their friends without me worrying. The school is close to home"
    0
    Flag
  • Tony s.
    "I live in a suburb community and, except for small walks around the area, need to drive anywhere I need to go. I work in Stratford CT and have commuted between Wallingford and Stratford for the entire 33 years I’ve lived here. "
    0
    Flag
  • Epicdmurphy
    "I drive on a sum total of two streets and it takes me 12 minutes to go a mile and a half along the train tracks. "
    0
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  • Scarlet T.
    "I'm just visiting this beautiful area. I love Ct, it much more quieter than Nyc. I would love to live out here just for the quietness and friendly ppl."
    0
    Flag
  • Sara c.
    "The town of Wallingford is close to all major highways. From my home it is only a 5 minute drive to reach any highway. "
    0
    Flag
  • Chrilbourn93
    "Great community feeling. Small town feel, yet any store or activity can be found all over town. People that live here have lived here their entire lives!"
    3
    Flag
  • Kminges
    "Classic charm, bucolic, and Tree-lined Main Street is so beautiful and walkable. People make an effort to get to know one another. There is immense pride in where we live and people do their best to keep up with homes. "
    4
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Gregory Rd

  • What is 21 Gregory Rd estimated to be worth?
    Trulia's estimated value for 21 Gregory Rd in Wallingford, CT is $460,600.
  • What is the price history for 21 Gregory Rd?
    21 Gregory Rd in Wallingford, CT last sold for $315,000 in July 2021.
  • Is Wallingford a buyer's or seller's market?
    Wallingford is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Wallingford?
    The median sale price in Wallingford is $359K. That is up $19.58K from the prior month.
  • How big is the lot at 21 Gregory Rd?
    The lot at 21 Gregory Rd in Wallingford, CT is about 0.56 acres (24,393 sq ft).
  • Does 21 Gregory Rd have a garage?
    Yes, 21 Gregory Rd in Wallingford, CT has a garage.

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Off Market Homes Near 21 Gregory Rd

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