27 Cliffside Dr, Wallingford, CT 06492
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Property image
OFF MARKET

27 Cliffside Dr
Wallingford, CT 06492

  • 4 Beds
  • 3 Baths
  • 2,410 sqft (on 0.93 acres)

$608,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $4,288/mo*
Refinance Your Home

$608,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $4,288/mo*
Refinance Your Home
4 Beds
3 Baths
2,410 sqft
(on 0.93 acres)

Home Value

Trulia Estimate
$609K
Since last month
Decreased$23K (-3.6%)
Since last year
Increased$31K (+5.4%)
Since last sale
Increased$246K (+67.2%)
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 +89% in the last 10 years
MonthEstimated value
2026
August 2026$612K
July 2026$613K
June 2026$635K
May 2026$625K
April 2026$619K
March 2026$604K
February 2026$594K
January 2026$592K
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
192 High Hill Rd, Wallingford, CT
0.22
Single-Family Home
$400,000
02/02/26
3
3
1,556
46 Cliffside Drive, Wallingford, CT
0.40
Single-Family Home
$517,000
07/15/26
3
3.5
4,603
8 Marie Lane, Wallingford, CT
0.43
Single-Family Home
$799,900
08/28/25
4
3
3,548
91 Thorpe Avenue, Wallingford, CT
0.94
Single-Family Home
$580,000
10/23/25
4
2.5
2,691
16 Marie Lane, Wallingford, CT
0.48
Single-Family Home
$1,056,250
03/23/26
4
3.5
5,561
960 Thorpe Avenue, Meriden, CT
0.97
Single-Family Home
$445,000
07/01/26
3
2.5
2,183
1015 Northrop Road, Wallingford, CT
1.08
Single-Family Home
$535,000
06/25/26
3
2
2,420
1323 Barnes Road, Wallingford, CT
1.21
Single-Family Home
$710,000
01/08/26
5
3
2,692
686 Williams Rd, Wallingford, CT
1.17
Single-Family Home
$515,000
10/28/25
3
2
1,388
166R Skeet Club Road, Durham, CT
1.27
Single-Family Home
$575,000
08/15/25
3
2
1,500

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
31 Cliffside Drive, Wallingford, CT 06492
0.03
$699,900
4
2.5
3,152
For Sale
7 Cliffside Drive, Wallingford, CT 06492
0.14
$622,000
3
2.5
1,928
Off Market
14 Valley View Drive, Wallingford, CT 06492
0.19
$578,200
3
1.5
2,002
Off Market
8 Wisk Key Wind Road, Wallingford, CT 06492
0.22
$623,600
4
2
2,143
Off Market
46 Valley View Drive, Wallingford, CT 06492
0.36
$612,100
3
2.5
2,105
Off Market
46 Cliffside Drive, Wallingford, CT 06492
0.40
$517,000
3
3.5
4,603
Recently Sold
8 Marie Lane, Wallingford, CT 06492
0.43
$827,700
4
3
3,548
Off Market
14 Marie Lane, Wallingford, CT 06492
0.44
$847,600
4
3
3,643
Off Market
130 High Hill Road, Wallingford, CT 06492
0.45
$609,700
4
2.5
2,256
Off Market
7 Marie Lane, Wallingford, CT 06492
0.47
$851,000
5
2.5
3,856
Off Market
16 Marie Lane, Wallingford, CT 06492
0.48
$1,056,250
4
3.5
5,561
Recently Sold
23 Hemingway Drive, Wallingford, CT 06492
0.57
$828,200
4
2.5
2,892
Off Market

Local Information

  • Map ViewExplore the area around 27 Cliffside Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1983
Lot Size
0.93 acres
Living Area
2,410 sqft
Price/Sqft
$253
Parking
Garage

About this House

Wonderful opportunity to own this lovely 4 bedroom, 3 full bath Cape Cod that sits on nearly an acre of land, settled on a scenic lot in one of the most sought after areas of Wallingford. On the main level you'll find, a spacious living room, dining room, Master bedroom with Jack and Jill bath, eat-in kitchen and family room with access to the attached garage and a slider that will take you out to the back deck, where you will enjoy the scenic mountain views. The upper level includes a larger master bedroom with walk in closet and stand up shower, 2 additional bedrooms and a laundry room. Heat pump added to cool and heat the home. Furnace/Central Air/Hot water tank all replaced in the past 10 years. All that this home needs is your finishing touches!! Come see for yourself and make this home your own.
27 Cliffside Dr, Wallingford, CT 06492 is a 4 bedroom, 3 bathroom, 2,410 sqft single-family home built in 1983. It last sold for $366,000 on Mar 27, 2020. It is currently off market. The Trulia Estimate is $608,700, with a rent estimate of $4,021/month.

Home Details for 27 Cliffside Dr

Interior Features

Interior Details
BasementAtticNumber of Rooms: 8Types of Rooms: Laundry Room
Heating & Cooling
Heating: Forced Air, Heat Pump, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Shingle Not Wood, Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.93 acres

Price and Tax history

DateEventPrice
Mar 27, 2020
Source: Smart MLS #170245158
Sold
$366,000
Feb 21, 2020
Source: Agent Provided
Pending
$379,900
Oct 17, 2019
Source: Agent Provided
Listed For Sale
$379,900
Aug 22, 2019
Source: Agent Provided
ListingRemoved
$385,000
Jun 28, 2019
Source: Agent Provided
Listed For Sale
$385,000

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
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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
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  • 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 !"
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  • 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
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  • 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
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  • 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
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  • 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

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Explore by feature - Garage

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Homes for sale near 27 Cliffside Dr

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Off Market Homes Near 27 Cliffside Dr

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Frequently asked questions about 27 Cliffside Dr

  • What is 27 Cliffside Dr estimated to be worth?
    Trulia's estimated value for 27 Cliffside Dr in Wallingford, CT is $608,700.
  • What is the price history for 27 Cliffside Dr?
    27 Cliffside Dr in Wallingford, CT last sold for $366,000 in March 2020.
  • 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.
  • Does 27 Cliffside Dr have air conditioning?
    Yes, 27 Cliffside Dr in Wallingford, CT has air conditioning.
  • Does 27 Cliffside Dr have laundry facilities?
    Yes, 27 Cliffside Dr in Wallingford, CT has in-unit laundry.