49 Windfall Lane, Guilford, CT 06437
OFF MARKET

49 Windfall Lane
Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,333 sqft (on 1.73 acres)

$609,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,271/mo*
Refinance Your Home

$609,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,271/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,333 sqft
(on 1.73 acres)

Home Value

Trulia Estimate
$609K
Since last month
Increased$4K (+0.6%)
Since last year
$200 (0%)
Since last sale
Increased$5K (+0.9%)
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 +57% in the last 10 years
MonthEstimated value
2026
August 2026$610K
July 2026$607K
June 2026$609K
May 2026$601K
April 2026$598K
March 2026$602K
February 2026$602K
January 2026$603K
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
48 Russett Drive, Guilford, CT
0.11
Single-Family Home
$649,855
05/15/26
3
2.5
1,936
112 Sconset Lane, Guilford, CT
0.40
Single-Family Home
$680,000
09/09/25
3
2.5
2,492
472 Saw Mill Road, Guilford, CT
0.61
Single-Family Home
$625,000
10/21/25
3
3
2,784
181 Denison Drive, Guilford, CT
0.66
Single-Family Home
$820,000
12/19/25
3
2.5
1,764
106 Sconset Lane, Guilford, CT
0.38
Single-Family Home
$700,000
05/18/26
2
2
1,940
181 Dunk Rock Road, Guilford, CT
0.68
Single-Family Home
$675,000
08/27/25
5
2.5
2,738
102 North Mill Circle, Guilford, CT
0.88
Single-Family Home
$632,000
12/04/25
3
2.5
2,204
13 Dunham Drive #13, Guilford, CT
0.45
Single-Family Home
$440,000
04/01/26
2
2
1,459
425 Schoolside Lane, Guilford, CT
0.71
Single-Family Home
$801,000
07/29/26
4
3
2,383

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
79 Russet Drive, Guilford, CT 06437
0.10
$612,300
4
2.5
2,408
Off Market
48 Russett Drive, Guilford, CT 06437
0.11
$649,855
3
2.5
1,936
Recently Sold
55 Crabapple Lane, Guilford, CT 06437
0.19
$562,600
3
2
1,644
Off Market
6 Copper Hill Drive #6, Guilford, CT 06437
0.21
$416,400
2
2
1,495
Off Market
10 Copper Ridge Circle #10, Guilford, CT 06437
0.24
$463,800
2
2
1,459
Off Market
11 Copper Ridge Circle #11, Guilford, CT 06437
0.25
$530,000
2
2
1,459
Recently Sold
16 Copper Hill Drive #16, Guilford, CT 06437
0.25
$369,000
2
2
1,459
Recently Sold
18 Copper Hill Drive #18, Guilford, CT 06437
0.26
$390,000
2
2
1,459
Recently Sold
7 Copper Hill Drive #7, Guilford, CT 06437
0.26
$435,500
2
2
1,442
Off Market
7 Copper Ridge Circle #7, Guilford, CT 06437
0.28
$450,100
2
2
1,459
Off Market
4 Copper Ridge Circle #4, Guilford, CT 06437
0.28
$380,000
2
2
1,459
Recently Sold

Local Information

  • Map ViewExplore the area around 49 Windfall Lane.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1980
Lot Size
1.73 acres
Living Area
2,333 sqft
Price/Sqft
$261
Parking
2 Car Garage

About this House

Step inside to discover a grand living room featuring a two-story vaulted ceiling, accentuated by a striking fireplace, providing a perfect backdrop for relaxation or entertaining guests. The dramatic walls serve as an ideal canvas for your art collection, complemented by an abundance of natural light. The heart of the home is a kitchen with a unique mid-century vibe. A convenient slider opens to a patio, inviting you to enjoy outdoor dining or a quiet morning coffee. This home boasts three bedrooms and 2.5 bathrooms. The first-floor den/office, complete with a full bath, provides versatile space that can be utilized as a guest bedroom. Upstairs, a spacious loft overlooks the living room, offering a perfect setting for an office or a recreational area. Additional features include baseboard heating, forced air. The property also includes a full and partial basement, presenting ample storage or potential for customization. Embrace modern living in this captivating home, designed for those who appreciate a blend of style, functionality, and tranquility. Experience the perfect balance of indoor elegance and outdoor beauty at 49 Windfall Lane.
49 Windfall Lane, Guilford, CT 06437 is a 3 bedroom, 3 bathroom, 2,333 sqft single-family home built in 1980. It last sold for $605,000 on Oct 3, 2025 (5% above the $575,000 asking price). It is currently off market. The Trulia Estimate is $609,400, with a rent estimate of $4,342/month.
Last check for updates: about 5 hours ago
Listed by Karen Stephens, (203) 623-4078
Compass Connecticut, LLC, (203) 453-6511
Delilah Lord, (929) 345-0190
Compass Connecticut, LLC, (203) 453-6511
Bought with: Peter Carbutti, (203) 494-1362, Carbutti & Co., Realtors, (203) 269-4910
Source: Smart MLS, MLS#24098431

Home Details for 49 Windfall Lane

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Kitchen, Living Room, Loft
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2333 Square Feet
Appliances & Utilities
Appliances: Electric Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Electric,OilHas CoolingAir Conditioning: Central Air,DuctlessHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: 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): 2183 Square FeetFinished Area (below surface): 150 Square Feet

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: Vertical Siding, Wood SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1115623

Price & Status

Price
List Price: $575,000
Status Change & Dates
Off Market Date: Mon Aug 25 2025Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Guilford
School Information
Elementary School: A. W. CoxHigh School: Guilford

Building

Building Area
Building Area: 2333 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1.73 Acres

Miscellaneous

BasementMls Number: 24098431Attic: NoneAbove Grade Unfinished Area: 2183

Price and Tax history

DateEventPrice
Oct 3, 2025
Source: Smart MLS #24098431
Sold
$605,000
Sep 2, 2025
Source: Smart MLS #24098431
Pending
$575,000
Aug 16, 2025
Source: Smart MLS #24098431
Listed For Sale
$575,000
Jun 13, 2013
Source: Smart MLS #N335305
Sold
$395,000
Mar 27, 2013
Source: Agent Provided
Listed For Sale
$399,000

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 49 Windfall Lane

  • What is 49 Windfall Lane estimated to be worth?
    Trulia's estimated value for 49 Windfall Lane in Guilford, CT is $609,400.
  • What is the price history for 49 Windfall Lane?
    49 Windfall Lane in Guilford, CT last sold for $605,000 in October 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 49 Windfall Lane have air conditioning?
    Yes, 49 Windfall Lane in Guilford, CT has air conditioning.
  • Does 49 Windfall Lane have laundry facilities?
    Yes, 49 Windfall Lane in Guilford, CT has in-unit laundry.

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