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

44 Gregory Rd
Wallingford, CT 06492

  • 3 Beds
  • 2 Baths
  • 1,500 sqft (on 0.41 acres)

$513,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $3,617/mo*
Refinance Your Home

$513,300

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $3,617/mo*
Refinance Your Home
3 Beds
2 Baths
1,500 sqft
(on 0.41 acres)

Local Information

  • Map ViewExplore the area around 44 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
0.41 acres
Living Area
1,500 sqft
Price/Sqft
$342
Parking
Garage

About this House

BEAUTIFULLY REMODELED EXPANDED RANCH ON WONDERFUL LOT! GLEAMING HW FLOORS THRU OUT! BRAND NEW KITCHEN WITH GRANITE COUNTERS AND STAINLESS STEEL APPLIANCES WITH BREAKFAST BAR OVERLOOKING AMAZING LIVING ROOM/GREAT ROOM WITH CATHEDRAL CEILINGS AND SLIDERS TO DECK OVER LOOKING MOSTLY FENCED YARD AND 26 X 26 DETACHED GARAGE/BARN WITH LOFT ABOVE! THE HOUSE ALSO HAS A 2 CAR TANDEM GARAGE, SO 4 CAR TOTAL! HOUSE AND DETACHED GARAGE BOTH HAVE NEW SIDING & NEW ROOFS! THE HOUSE HAS 2 BRAND NEW BATHROOMS, NEW FURNACE, NEW CAIR, NEW 200AMP ELECTRIC & COMPLETELY REMODELED!! THE MASTER BR HAS ITS OWN FULL BATH WITH LINEN CLOSET! FULL BASEMENT! A MUST SEE HOME!
44 Gregory Rd, Wallingford, CT 06492 is a 3 bedroom, 2 bathroom, 1,500 sqft single-family home built in 1956. It last sold for $277,000 on Jul 27, 2017. It is currently off market. The Trulia Estimate is $513,300, with a rent estimate of $3,181/month.

Home Details for 44 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

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.41 acres

Price History for 44 Gregory Rd

DatePriceEventSource
07/27/2017$277,000Sold
Smart MLS #N10227510
06/23/2017$279,900PendingAgent Provided
06/14/2017$279,900Listed For SaleAgent Provided
01/24/2017$130,000Sold
Smart MLS #N10183047
11/25/2016$155,000PendingAgent Provided
11/20/2016$155,000Listed For SaleAgent Provided

Market trends in Wallingford

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$339K
$20KMoM
Sale-to-List Price
102.1%
1.0%MoM
Price per sq ft
$240
$1MoM
Available listings
72
2MoM
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Property Tax and Assessment

Year2025
Tax$7,579
Assessment$314,200
Home facts updated by county records

Comparable Sales for 44 Gregory Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 Johnson Road, Wallingford, CT
0.12
Single-Family Home
$386,000
11/12/25
4
2
1,510
15 Johnson Road, Wallingford, CT
0.17
Single-Family Home
$450,000
04/09/26
3
2
1,352
141 Highland Ave, Wallingford, CT
0.20
Single-Family Home
$350,000
12/23/25
3
2
1,100
4 Gregory Road, Wallingford, CT
0.19
Single-Family Home
$465,000
04/02/26
3
2
1,304
16 Ridgeland Circle, Wallingford, CT
0.27
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
29 West Ridgeland Road, Wallingford, CT
0.31
Single-Family Home
$425,000
09/18/25
4
2
1,732
64 Ridgefield Road, Wallingford, CT
0.49
Single-Family Home
$470,000
08/15/25
3
2
1,452
23 Donat Drive, Wallingford, CT
0.25
Single-Family Home
$422,000
07/31/26
3
1
1,144
30 Crestview Terrace, Wallingford, CT
0.56
Single-Family Home
$430,000
03/30/26
3
2
1,450

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Gregory Rd.
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 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
    Flag
  • 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

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Apartments for Rent

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Explore by feature - Pet Friendly

9 pet-friendly rentals in Wallingford, CT

Explore by feature - Garage

7 rentals with a garage in Wallingford, CT

Explore by feature - Air Conditioning

31 rentals with air conditioning in Wallingford, CT

Explore by feature - Washer/dryer

17 rentals with a washer/dryer in Wallingford, CT

Explore by feature - Outdoor Space

10 rentals with an outdoor space in Wallingford, CT

Homes for sale near 44 Gregory Rd

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Off Market Homes Near 44 Gregory Rd

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Frequently asked questions about 44 Gregory Rd

  • What is 44 Gregory Rd estimated to be worth?
    Trulia's estimated value for 44 Gregory Rd in Wallingford, CT is $513,300.
  • What is the price history for 44 Gregory Rd?
    44 Gregory Rd in Wallingford, CT last sold for $277,000 in July 2017.
  • 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 $339K. That is down $20K from the prior month.
  • How big is the lot at 44 Gregory Rd?
    The lot at 44 Gregory Rd in Wallingford, CT is about 0.41 acres (17,999 sq ft).
  • Does 44 Gregory Rd have a garage?
    Yes, 44 Gregory Rd in Wallingford, CT has a garage.