29 Leighton Trl, Guilford, CT 06437
OFF MARKET

$1,050,000

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,080 sqft (on 0.92 acres)

29 Leighton Trl, Guilford, CT 06437

Est. Refi. Payment $7,359/mo*
Refinance Your Home
Currently Off Market - Sold Oct 19, 1998 for $355,900

Home Value

Trulia Estimate
$1.05M
Since last month
Decreased$8K (-0.8%)
Since last year
Increased$82K (+8.4%)
Since last sale
Increased$694K (+195%)
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 +82% in the last 10 years
MonthEstimated value
2026
August 2026$1.05M
August 2026$1.05M
July 2026$1.06M
June 2026$1.09M
May 2026$1.06M
April 2026$1M
March 2026$954K
February 2026$929K
January 2026$927K
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
52 Leighton Trail, Guilford, CT
0.05
Single-Family Home
$1,200,000
11/12/25
4
2.5
2,968
101 Leighton Trail, Guilford, CT
0.15
Single-Family Home
$1,100,000
03/06/26
4
5
2,697
170 Barker Hill Drive, Guilford, CT
0.38
Single-Family Home
$625,000
10/02/25
3
2
3,616
59 Hoadley Creek Circle, Guilford, CT
0.60
Single-Family Home
$330,500
01/23/26
3
2
1,198
157 Barker Hill Drive, Guilford, CT
0.46
Single-Family Home
$320,000
01/16/26
3
2
1,325
397 Moose Hill Rd, Guilford, CT
0.44
Single-Family Home
$1,105,000
04/24/26
3
3
2,677
1028 Moose Hill Road, Guilford, CT
0.70
Single-Family Home
$620,000
01/09/26
5
3
3,281
397 Moose Hill Road, Guilford, CT
0.44
Single-Family Home
$1,105,000
04/23/26
3
2.5
2,677
522 Peddlers Road, Guilford, CT
1.17
Single-Family Home
$890,000
12/22/25
4
3.5
4,346
401 Three Corners Road, Guilford, CT
1.17
Single-Family Home
$900,000
06/22/26
3
2.5
2,806

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
47 Leighton Trail, Guilford, CT 06437
0.03
$1,016,100
4
2.5
4,435
Off Market
48 Landons Way, Guilford, CT 06437
0.06
$1,381,900
5
4
4,550
Off Market
52 Leighton Trail, Guilford, CT 06437
0.05
$1,200,000
4
2.5
2,968
Recently Sold
101 Leighton Trail, Guilford, CT 06437
0.15
$1,100,000
4
5
2,697
Recently Sold
114 Landons Way, Guilford, CT 06437
0.16
$1,353,000
4
3.5
5,502
Off Market
265 Landons Way, Guilford, CT 06437
0.23
$1,260,300
5
4.5
4,982
Off Market
170 Barker Hill Drive, Guilford, CT 06437
0.38
$649,800
3
2
3,616
Off Market
157 Barker Hill Drive, Guilford, CT 06437
0.46
$320,000
3
2
1,325
Recently Sold
397 Moose Hill Road, Guilford, CT 06437
0.44
$1,105,000
3
2.5
2,677
Recently Sold
59 Hoadley Creek Circle, Guilford, CT 06437
0.60
$575,000
3
2
1,198
For Sale
341 Moose Hill Road, Guilford, CT 06437
0.55
$684,900
3
3
2,192
Off Market
41 Dolan Drive, Guilford, CT 06437
0.59
$1,066,500
5
4
4,054
Off Market

Local Information

  • Map ViewExplore the area around 29 Leighton Trl.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
0.92 acre lot
3,080 sqft
$341/sqft
Garage

About this House

This single-family home is located at 29 Leighton Trl, Guilford, CT. 29 Leighton Trl is in Guilford, CT and in ZIP code 06437. This property has 4 bedrooms, 3 bathrooms and approximately 3,080 sqft of floor space. This property has a lot size of 0.92 acres and was built in 1998.
29 Leighton Trl, Guilford, CT 06437 is a 4 bedroom, 3 bathroom, 3,080 sqft single-family home built in 1998. It last sold for $355,900 on Oct 19, 1998. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,050,000, with a rent estimate of $4,261/month.

Home Details for 29 Leighton Trl

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 8
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1998Year Updated: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.92 acres

Price and Tax history

DateEventPrice
Oct 19, 1998
Source: N/A
Sold
$355,900

Market trends in Guilford

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$567K
$44.83KMoM
Sale-to-List Price
102.4%
1.1%MoM
Price per sq ft
$305
$8MoM
Available listings
75
5MoM

Around this home

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 Guilford

At least 86 Trulia users voted on each feature.

  • 93 % Say parking is easy

  • 89 % Say car is needed

  • 89 % Say yards are well-kept

  • 88 % Say it's dog friendly

  • 81 % Say there's holiday spirit

  • 79 % Say there's wildlife

  • 78 % Say people would walk alone at night

  • 74 % Say it's quiet

  • 71 % Say neighbors are friendly

  • 71 % Say they plan to stay for at least 5 years

  • 69 % Say kids play outside

  • 54 % Say there are community events

  • 36 % Say it's walkable to restaurants

  • 35 % Say streets are well-lit

  • 27 % Say there are sidewalks

  • 19 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Djjonesey
    "Great to raise a family, schools are great, people are nice, it’s a perfect New England coastal town."
    0
    Flag
  • Micaelad
    "No sidewalks making walking difficult and ticks are a problem in CT. Electric fences are common but you have to watch for coyotes. "
    0
    Flag
  • Hrj6qvgnfj
    "Super dog friendly. People leave water and treats out along the road from the town green to the beach!"
    2
    Flag
  • Hrj6qvgnfj
    "Friendly people. Awesome town green! Best on the ct shoreline! Dog friendly. One of my neighbors has dog bowl with water for passing dognitaries!"
    1
    Flag
  • Hrj6qvgnfj
    "Guilford is like living in a New England vacation town near the beach with easy train to nyc! Best town ion the connecticut shoreline!!!! "
    1
    Flag
  • Hrj6qvgnfj
    "Amazing location. Best town green on shoreline. Trains to nyc. Steps to the Long Island sound. Great schools. Community is great. "
    1
    Flag
  • Jv4450
    "Good school system. Taxes are high especially if you are retired and have no children in the school system. "
    0
    Flag
  • Hrj6qvgnfj
    "The town green is the most beautiful on the connecticut shoreline! Concerts and community support is amazing. The minute you get off 95 it is gorgeous. It’s a tolerant community and there are trains to nyc. There is theatre all around. Long Wharf. Yale Rep. And the coastline!"
    2
    Flag
  • Ed
    "Warm and friendly and very accepting of all races and religions Great town feels small but it very sweet "
    2
    Flag
  • Sawsankibbi
    "Great school system and great teachers, choosing Guilford as a place to live was one of my best decisions."
    0
    Flag
  • Kevin.charbonneau
    "15 mins to New Haven. Easy access to buses and trains. Almost half way between New York and Boston. "
    0
    Flag
  • Cleaningangys
    "Great place for live. We live 4 year and is great. My family is happy with the area. The neighbors are friendly "
    0
    Flag
  • Sawsankibbi
    "Summer Picnic and parade, tag sale, Halloween, bonfire and much more that makes my neighborhood very special!"
    0
    Flag
  • Trulia User
    "Guilford is a safe community especially for our kids, we are lucky to live in it. The school system is very good too."
    0
    Flag
  • Charles B.
    "You need to visit to understand how great town is. Kids bike to friends houses. Out door concerts for parents."
    1
    Flag
  • Kiley H.
    "Great safe place to live! I loved growing up here. Guilford high school was tough, a lot of bullying.. but it was still a great education. The guilford green is beautiful "
    7
    Flag
  • Melissa B.
    "Excellent schools, excellent teachers, but the culture here puts a lot of pressure on kids to achieve academically and do lots of extracurriculars, which can lead to anxiety & depression. The school district is actively focusing on improving the mental health of the students, though, so hopefully that problem will dissipate. Not many real neighborhoods here, so in most areas kids can’t just go outside and find friends to play with — you have to organize play dates. A lot of conformity amongst both adults and kids. "
    2
    Flag
  • lo jor
    "Friendly neighbors, quiet roads for walking or biking. Timberlands neighborhood is a beautiful safe and friendly area, convenient to everything, town, beaches, Rt. 80 is the best main way to Yale/New Haven with no traffic (beats I-95)! Timberlands has very nice river and lakes."
    12
    Flag
  • Robinson_269@msn.com
    "The green is close by and they provide poop bags. People are friendly and understanding of others with or without dogs. "
    8
    Flag
  • Baker9493
    "Tucked away, behind lake Quonnipaug. Up in the woods, pet friendly which makes for great hikes on the trails around. Very quiet neighborhood"
    0
    Flag
  • Kprthstn
    "We have neighborhood get-togethers, we all know each other, it’s a great place to live! The kids love to play together "
    0
    Flag
  • Maximillian W.
    "I've been coming to Guilford since I was a kid to visit my grandparents and have lived here now for about two years. It's one of the best towns on the shoreline "
    1
    Flag
  • Melissa B.
    "We live about a 10-minute drive from the train station and the center of town and a 20 to 30-minute drive to New Haven, depending on traffic. "
    0
    Flag
  • Tyler P.
    "Trunk or treat and the fair and the spelling bee and talent shows and toys for tots and there’s a window painting and book sale "
    0
    Flag
  • Kelsey b. p.
    "My commute is pretty easy, the back roads are usually clear of traffic and getting to the high way or routes are easy "
    0
    Flag
  • Dennis T.
    "Woods, lakes, ocean, historical homes, and shopping. This is a great community and we couldn't be happier here."
    1
    Flag
  • Dennis T.
    "Not too far from woods, farms, the ocean, the lake, or New Haven. Really this neighborhood is the ultimate balance of quiet country life and close to the city. A walk to the town green, but not too much traffic."
    2
    Flag
  • Lisa
    "My neighborhood is on a Private road in the woods...very quiet an secluded away from noise and traffic. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 29 Leighton Trl

  • What is 29 Leighton Trl estimated to be worth?
    Trulia's estimated value for 29 Leighton Trl in Guilford, CT is $1,050,000.
  • What is the price history for 29 Leighton Trl?
    29 Leighton Trl in Guilford, CT last sold for $355,900 in October 1998.
  • Is Guilford a buyer's or seller's market?
    Guilford is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Guilford?
    The median sale price in Guilford is $567K. That is up $44.83K from the prior month.
  • How big is the lot at 29 Leighton Trl?
    The lot at 29 Leighton Trl in Guilford, CT is about 0.92 acres (40,075 sq ft).
  • Does 29 Leighton Trl have a garage?
    Yes, 29 Leighton Trl in Guilford, CT has a garage.

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