140 Chestnut Grove, Guilford, CT 06437
OFF MARKET

140 Chestnut Grove
Guilford, CT 06437

  • 5 Beds
  • 3.5 Baths
  • 4,357 sqft (on 1.03 acres)

$1,185,900

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $8,245/mo*
Refinance Your Home

$1,185,900

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $8,245/mo*
Refinance Your Home
5 Beds
3.5 Baths
4,357 sqft
(on 1.03 acres)

Home Value

Trulia Estimate
$1.19M
Since last month
Increased$28K (+2.4%)
Since last year
Increased$47K (+4.1%)
Since last sale
Increased$86K (+7.8%)
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 decreased by -13% in the last 10 years
MonthEstimated value
2026
August 2026$1.19M
July 2026$1.16M
June 2026$1.16M
May 2026$1.15M
April 2026$1.14M
March 2026$1.15M
February 2026$1.15M
January 2026$1.16M
2025
2024
2023

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
275 Chestnut Grove, Guilford, CT
0.14
Single-Family Home
$1,250,000
09/17/25
5
5
6,013
19 Kimberly Drive, Guilford, CT
0.39
Single-Family Home
$655,000
10/24/25
4
2.5
2,518
604 West Lake Avenue, Guilford, CT
0.26
Single-Family Home
$1,050,000
11/24/25
4
5.5
5,630
249 Wilderwood Drive, Guilford, CT
0.70
Single-Family Home
$625,000
11/20/25
4
2.5
2,416
134 Janeway Drive, Guilford, CT
0.52
Single-Family Home
$458,000
03/12/26
3
3
2,278
602 West Lake Avenue, Guilford, CT
0.29
Single-Family Home
$1,050,000
11/25/25
3
2
2,132
4 Overlook Drive, North Branford, CT
0.75
Single-Family Home
$510,000
11/26/25
4
2.5
2,324
191 Saddle Hill Drive, Guilford, CT
0.84
Single-Family Home
$675,000
06/12/26
3
2.5
2,238
15 Briarwood Drive, Guilford, CT
1.18
Single-Family Home
$850,000
01/07/26
4
3
3,887
79 Ledgewood Drive, North Branford, CT
0.83
Single-Family Home
$480,000
09/08/25
4
2.5
2,524

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
275 Chestnut Grove, Guilford, CT 06437
0.14
$1,292,100
5
5
6,013
Off Market
1 Sleepy Hollow Lane, Guilford, CT 06437
0.15
$1,126,800
4
3.5
3,948
Off Market
12 Laurel Hollow Road, Guilford, CT 06437
0.18
$1,115,900
4
3.5
2,771
Off Market
9 Chestnut Grove, Guilford, CT 06437
0.23
-
-
-
-
Off Market
5 Chestnut Grove, Guilford, CT 06437
0.24
$1,278,900
5
6.5
6,058
Off Market
1 Laurel Hollow Road, Guilford, CT 06437
0.25
$997,700
3
2.5
3,361
Off Market
604 West Lake Avenue, Guilford, CT 06437
0.26
$1,050,000
4
5.5
5,630
Recently Sold
1018 West Lake Avenue, Guilford, CT 06437
0.32
$552,200
3
2
1,505
Off Market
1000 West Lake Avenue, Guilford, CT 06437
0.32
$609,500
4
2.5
2,112
Off Market
602 West Lake Avenue, Guilford, CT 06437
0.29
$1,050,000
3
2
2,132
Recently Sold
19 Kimberly Drive, Guilford, CT 06437
0.39
$655,000
4
2.5
2,518
Recently Sold

Local Information

  • Map ViewExplore the area around 140 Chestnut Grove.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2024
Lot Size
1.03 acres
Living Area
4,357 sqft
Price/Sqft
$272
Parking
2 Car Garage

About this House

Not finding exactly what you want in this low-inventory market? Have it all with this well underway new construction located on a beautiful lot in an upscale cul-de-sac community with so many opportunities to customize and make it your own! This fabulous to-be-built home with all the features of a truly exceptional property offers 5 bedrooms, 3.5 baths and over 4000 sq ft of living space. Main level has gorgeous eat-in kitchen with walk-in pantry, expansive L-shaped quartz breakfast bar, office, dining room, and living room with sliders to the patio all with stunning red oak hardwood flooring throughout. Primary bedroom suite on the second floor has two walk-in closets and full bath with corner jacuzzi. Laundry room and four additional bedrooms each with walk-in closets and one with an attached full bath complete this level. Never worry about losing power with a whole house automatic generator and enjoy convenient charging port for plug-in vehicles in the 2-car garage. Wonderful location with the serenity of a property that borders Guilford Trust land while located just about 10 minutes from the town beach, commuter rail, and all the charming restaurants and shopping around the Village Green. Option to add an in-ground pool.
140 Chestnut Grove, Guilford, CT 06437 is a 5 bedroom, 4 bathroom, 4,357 sqft single-family home built in 2024. It last sold for $1,100,000 on Feb 3, 2025 (21% below the $1,400,000 asking price). It is currently off market. The Trulia Estimate is $1,185,900, with a rent estimate of $7,352/month.
Last check for updates: about 4 hours ago
Listed by Karen Rosenthal, (860) 575-9473
William Raveis Real Estate, (203) 453-0391
Bought with: Unrepresented Buyer/Tenant, (203) 123-4567, Unrepresented Buyer, (203) 123-4567
Source: Smart MLS, MLS#170600602

Home Details for 140 Chestnut Grove

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 4357 Square Feet
Appliances & Utilities
Utilities: Underground UtilitiesAppliances: Allowance, Water Heater, Tankless Water HeaterLaundry: Upper Level
Heating & Cooling
Heating: Forced Air,Zoned,PropaneHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 4357 Square Feet

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Contemporary
Building
Construction Materials: Vinyl SidingIs a New ConstructionIncludes Home Warranty
Property Information
Condition: To Be BuiltParcel Number: 2489734

Price & Status

Price
List Price: $1,400,000
Status Change & Dates
Off Market Date: Thu Feb 22 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Guilford
School Information
Elementary School: Per Board of EdHigh School: Guilford

Building

Building Area
Building Area: 4357 Square Feet

Community

Community Features: Golf, Health Club, Lake, Library, Medical Facilities, Park, Shopping/Mall, Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 1.03 Acres

Miscellaneous

BasementMls Number: 170600602Attic: Pull Down StairsAbove Grade Unfinished Area: 4357

Additional Information

GolfHealth ClubLakeLibraryMedical FacilitiesParkShopping/MallTennis Court(s)

Price and Tax history

DateEventPrice
Feb 3, 2025
Source: Smart MLS #170600602
Sold
$1,100,000
Feb 23, 2024
Source: Smart MLS #170600602
Pending
$1,400,000
Sep 27, 2023
Source: Smart MLS #170600602
Listed For Sale
$1,400,000
Sep 6, 2023
Source: William Raveis Real Estate, Mortgage & Insurance
ListingRemoved
Aug 4, 2023
Source: William Raveis Real Estate, Mortgage & Insurance #170570122
Pending
$1,400,000

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

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Frequently asked questions about 140 Chestnut Grove

  • What is 140 Chestnut Grove estimated to be worth?
    Trulia's estimated value for 140 Chestnut Grove in Guilford, CT is $1,185,900.
  • What is the price history for 140 Chestnut Grove?
    140 Chestnut Grove in Guilford, CT last sold for $1,100,000 in February 2025.
  • 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.
  • Does 140 Chestnut Grove have air conditioning?
    Yes, 140 Chestnut Grove in Guilford, CT has air conditioning.
  • Does 140 Chestnut Grove have laundry facilities?
    Yes, 140 Chestnut Grove in Guilford, CT has laundry facilities.

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Off Market Homes Near 140 Chestnut Grove

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