381 Willow Road, Guilford, CT 06437
OFF MARKET

381 Willow Road
Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 3,597 sqft (on 1.56 acres)

$1,056,000

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $7,356/mo*
Refinance Your Home

$1,056,000

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $7,356/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,597 sqft
(on 1.56 acres)

Home Value

Trulia Estimate
$1.06M
Since last month
$0 (0%)
Since last year
Increased$27K (+2.6%)
Since last sale
Increased$207K (+24.4%)
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
August 2026$1.06M
July 2026$1.06M
June 2026$1.08M
May 2026$1.06M
April 2026$1.06M
March 2026$1.04M
February 2026$1.02M
January 2026$1.03M
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
322 Willow Road, Guilford, CT
0.15
Single-Family Home
$980,000
07/06/26
4
2.5
4,332
65 Ironwood Road, Guilford, CT
0.21
Single-Family Home
$1,250,000
07/17/26
4
5
5,875
200 Whitethorn Drive, Guilford, CT
0.44
Single-Family Home
$675,000
06/29/26
4
2.5
2,460
51 Country Way, Madison, CT
0.69
Single-Family Home
$850,000
07/24/26
4
2.5
2,665
7 Timber Lane, Guilford, CT
0.44
Single-Family Home
$1,550,000
07/03/26
4
3.5
5,220
60 Bradley Corners Road, Madison, CT
0.59
Single-Family Home
$805,000
07/08/26
4
2.5
1,984
351 Bartlett Drive, Madison, CT
0.69
Single-Family Home
$1,070,000
07/23/26
4
3.5
4,015
45 Milano Pond Drive, Madison, CT
0.64
Single-Family Home
$795,000
07/15/26
3
2.5
1,908
7 Caleb Court, Guilford, CT
0.64
Single-Family Home
$1,410,000
07/30/26
5
4
5,310
455 White Birch Drive, Guilford, CT
0.90
Single-Family Home
$1,350,000
11/12/25
4
3.5
3,712

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
5 Marilyns Lane, Guilford, CT 06437
0.11
$1,223,800
4
3.5
4,472
Off Market
322 Willow Road, Guilford, CT 06437
0.15
$980,000
4
2.5
4,332
Recently Sold
459 Willow Road, Guilford, CT 06437
0.18
$1,049,000
4
2.5
3,644
Off Market
38 Pepperbush Lane, Guilford, CT 06437
0.24
$995,200
4
2.5
3,318
Off Market
65 Ironwood Road, Guilford, CT 06437
0.21
$1,250,000
4
5
5,875
Recently Sold
485 Willow Road, Guilford, CT 06437
0.24
$1,071,100
4
3
4,327
Off Market
481 Bartlett Drive, Madison, CT 06443
0.29
$1,132,400
4
2.5
4,404
Off Market
11 Elizabeth Street, Guilford, CT 06437
0.31
$1,066,600
4
2.5
4,565
Off Market
144 Tulip Tree Drive, Guilford, CT 06437
0.29
$1,431,200
5
4
5,148
Off Market
95 Pepperbush Lane, Guilford, CT 06437
0.34
$1,066,900
4
3.5
3,307
Off Market
82 Whitethorn Drive, Guilford, CT 06437
0.39
$601,700
3
2.5
2,397
Off Market

Local Information

  • Map ViewExplore the area around 381 Willow Road.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1999
Lot Size
1.56 acres
Living Area
3,597 sqft
Price/Sqft
$294
Parking
3 Car Garage

About this House

DESIRABLE SUBDIVISION 4-bedroom, 2 1/2 bath colonial nestled on a picturesque 1.56-acre lot set back within a cul-de-sac neighborhood. Beautifully maintained home offers 9-foot ceilings, hardwood floors throughout the first floor, crown molding, wainscoting, and large windows. A paver walkway leads to the front porch entry. Upon entering, the foyer is flanked by the living and family rooms, and leads you past the powder room to the eat-in kitchen. Enjoy prepping and serving meals in the spacious kitchen which a center island with a butcher block top, tile backsplash, pantry, and stainless steel appliances including a Thermador double oven with 6-burner gas cook-top & griddle and BOSCH dishwasher. The living room transitions to the formal dining room via French doors. Unwind in the cozy family room featuring a gas fireplace, perfect for family gatherings. Glass slider opens to the expansive back deck, ideal for outdoor entertaining. A second (back) staircase steps up to a spacious second-floor bonus room with a wood-burning fireplace, offering versatility and comfort. Retreat to the master bedroom, complete with two walk-in closets and a luxurious full bath with a dual sink vanity, jetted tub and a generously sized shower. Three additional bedrooms, a second full bath, and a convenient laundry closet complete this level. Additional amenities include 3-car garage, EV charger (plug/wiring/socket, Seller taking cable) central A/C, central vacuum, and an automatic generator. The walk-up attic & walk-out basement offers ample storage space and the potential for future expansion if desired. Delight in the tranquility of the yard surrounded by lush landscaping, mature plantings and perennial gardens and a large level lot. There's also a fenced in space for those who wish to have a veggie & herb garden. The lot backs up to land protected by the Guilford Land Trust. Conveniently located just minutes from Guilford Lakes school, hiking trails and the vibrant town center for shopping and dining, and town beach. With easy access to New Haven, Hartford, and New York City, this home offers the perfect blend of luxury, comfort, and convenience. Come see!
381 Willow Road, Guilford, CT 06437 is a 4 bedroom, 3 bathroom, 3,597 sqft single-family home built in 1999. It last sold for the $850,000 asking price on Nov 8, 2024. It is currently off market. The Trulia Estimate is $1,056,000, with a rent estimate of $5,605/month.

Home Details for 381 Willow Road

Interior Features

Interior Details
Basement: Full,Unfinished,Storage SpaceNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Rec Play Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3597 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Gas Cooktop, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s), French Doors

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, PatioExterior: Awning(s), GardenFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3597 Square Feet

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 2222160

Price & Status

Price
List Price: $850,000
Status Change & Dates
Off Market Date: Tue Oct 08 2024Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: GuilfordCommunity: Deer Ridge
School Information
Elementary School: Guilford LakesJr High / Middle School: Adams, BaldwinHigh School: Guilford

Building

Building Area
Building Area: 3597 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.56 Acres

Energy

Energy Efficiency Features: Doors

Miscellaneous

BasementMls Number: 24035385Attic: Storage, Walk-upAbove Grade Unfinished Area: 3597
Last check for updates: about 14 hours ago
Listed by Rose Ciardiello, (203) 314-6269
William Raveis Real Estate, (203) 453-0391
Bought with: Jeff Puciato, (203) 823-6687, Vanguard Private Client Grp, (203) 887-2553
Source: Smart MLS, MLS#24035385

Price and Tax history

DateEventPrice
Nov 8, 2024
Source: Smart MLS #24035385
Sold
$850,000
Oct 11, 2024
Source: William Raveis Real Estate, Mortgage & Insurance #24035385
Pending
$850,000
Oct 8, 2024
Source: Smart MLS #24035385
PriceChange
$850,000
Price decreased by 6%
Aug 28, 2024
Source: William Raveis Real Estate, Mortgage & Insurance #24035385
PendingToActive
$900,000
Aug 13, 2024
Source: William Raveis Real Estate, Mortgage & Insurance #24035385
Pending
$900,000

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

Around this home

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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

6 pet-friendly rentals in Guilford, CT

Explore by feature - Garage

14 rentals with a garage in Guilford, CT

Explore by feature - Air Conditioning

24 rentals with air conditioning in Guilford, CT

Explore by feature - Washer/dryer

29 rentals with a washer/dryer in Guilford, CT

Homes for sale near 381 Willow Road

Skip to last item
Skip to first item

Off Market Homes Near 381 Willow Road

Skip to last item
Skip to first item

Frequently asked questions about 381 Willow Road

  • What is 381 Willow Road estimated to be worth?
    Trulia's estimated value for 381 Willow Road in Guilford, CT is $1,056,000.
  • What is the price history for 381 Willow Road?
    381 Willow Road in Guilford, CT last sold for $850,000 in November 2024.
  • 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 381 Willow Road have air conditioning?
    Yes, 381 Willow Road in Guilford, CT has air conditioning.
  • Does 381 Willow Road have laundry facilities?
    Yes, 381 Willow Road in Guilford, CT has in-unit laundry.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.