5 Caleb Ct, Guilford, CT 06437
OFF MARKET

$1,346,000

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 4,210 sqft (on 1.84 acres)

5 Caleb Ct, Guilford, CT 06437

Est. Refi. Payment $9,832/mo*
Refinance Your Home
Currently Off Market - Sold Feb 1, 1999 for $495,000

Home Value

Trulia Estimate
$1.35M
Since last month
Increased$5K (+0.4%)
Since last year
Increased$7K (+0.5%)
Since last sale
Increased$851K (+171.9%)
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 +93% in the last 10 years
MonthEstimated value
2026
September 2026$1.35M
August 2026$1.34M
July 2026$1.35M
June 2026$1.4M
May 2026$1.38M
April 2026$1.34M
March 2026$1.33M
February 2026$1.29M
January 2026$1.28M
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
7 Caleb Court, Guilford, CT
0.04
Single-Family Home
$1,410,000
07/30/26
5
4
5,310
7 Timber Lane, Guilford, CT
0.29
Single-Family Home
$1,550,000
07/03/26
4
3.5
5,220
351 Bartlett Drive, Madison, CT
0.38
Single-Family Home
$1,070,000
07/23/26
4
3.5
4,015
11 Timber Lane, Guilford, CT
0.37
Single-Family Home
$1,550,000
08/27/26
4
3.5
4,673
65 Ironwood Road, Guilford, CT
0.47
Single-Family Home
$1,250,000
07/17/26
4
5
5,875
86 Quail Run, Madison, CT
0.50
Single-Family Home
$1,012,500
07/27/26
4
2.5
4,019
11 Silo Hill, Madison, CT
0.47
Single-Family Home
$1,475,000
06/26/26
4
4
5,147
37 Quail Run, Madison, CT
0.50
Single-Family Home
$1,010,000
01/09/26
4
2.5
3,409
76 Bartlett Drive, Madison, CT
0.62
Single-Family Home
$780,000
04/17/26
5
2.5
3,100
81 Bartlett Drive, Madison, CT
0.65
Single-Family Home
$630,000
12/12/25
4
2.5
2,088

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
7 Caleb Court, Guilford, CT 06437
0.04
$1,410,000
5
4
5,310
Recently Sold
2 Timber Lane, Guilford, CT 06437
0.27
$1,432,100
4
3.5
5,160
Off Market
28 Indian Trail, Madison, CT 06443
0.30
$1,615,900
4
3.5
5,412
Off Market
61 Quail Run, Madison, CT 06443
0.32
$1,122,600
4
2.5
3,864
Off Market
69 Quail Run, Madison, CT 06443
0.33
$963,600
4
2.5
3,440
Off Market
7 Timber Lane, Guilford, CT 06437
0.29
$1,550,000
4
3.5
5,220
Recently Sold
13 White Pine Lane, Guilford, CT 06437
0.33
$1,761,900
5
3.5
5,837
Off Market
311 Bartlett Drive, Madison, CT 06443
0.35
$1,160,100
5
3.5
5,373
Off Market
1 White Pine Lane, Guilford, CT 06437
0.36
$1,148,500
4
3.5
5,091
Off Market
351 Bartlett Drive, Madison, CT 06443
0.38
$1,070,000
4
3.5
4,015
Recently Sold
11 Timber Lane, Guilford, CT 06437
0.37
$1,550,000
4
3.5
4,673
Recently Sold
20 Leatherman Road, Guilford, CT 06437
0.42
$1,573,100
5
5.5
6,678
Off Market

Local Information

  • Map ViewExplore the area around 5 Caleb Ct.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
1.84 acre lot
4,210 sqft
$320/sqft
Garage

About this House

This single-family home is located at 5 Caleb Ct, Guilford, CT. 5 Caleb Ct is in Guilford, CT and in ZIP code 06437. This property has 5 bedrooms, 5 bathrooms and approximately 4,210 sqft of floor space. This property has a lot size of 1.84 acres and was built in 1999.
5 Caleb Ct, Guilford, CT 06437 is a 5 bedroom, 5 bathroom, 4,210 sqft single-family home built in 1999. It last sold for $495,000 on Feb 1, 1999. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,346,000, with a rent estimate of $6,161/month.

Home Details for 5 Caleb Ct

Interior Features

Interior Details
BasementAtticNumber of Rooms: 13
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1999Year Updated: 2011
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.84 acres

Price and Tax history

DateEventPrice
Feb 1, 1999
Source: N/A
Sold
$495,000

Market trends in Guilford

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$658K
$91KMoM
Sale-to-List Price
101.6%
0.8%MoM
Price per sq ft
$300
$5MoM
Available listings
69
6MoM

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 5 Caleb Ct

  • What is 5 Caleb Ct estimated to be worth?
    Trulia's estimated value for 5 Caleb Ct in Guilford, CT is $1,346,000.
  • What is the price history for 5 Caleb Ct?
    5 Caleb Ct in Guilford, CT last sold for $495,000 in February 1999.
  • Is Guilford a buyer's or seller's market?
    Guilford is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Guilford?
    The median sale price in Guilford is $658K. That is up $91K from the prior month.
  • Does 5 Caleb Ct have a pool?
    Yes, 5 Caleb Ct in Guilford, CT has a pool.
  • How big is the lot at 5 Caleb Ct?
    The lot at 5 Caleb Ct in Guilford, CT is about 1.8 acres.

Explore by feature - Pet Friendly

6 pet-friendly rentals in Guilford, CT

Explore by feature - Garage

7 rentals with a garage in Guilford, CT

Explore by feature - Air Conditioning

15 rentals with air conditioning in Guilford, CT

Explore by feature - Washer/dryer

18 rentals with a washer/dryer in Guilford, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 5 Caleb Ct

Skip to last item
Skip to first item

Homes for sale near 5 Caleb Ct

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item