7 Bailey Drive, Guilford, CT 06437
Property image
Property image
FOR SALE
1.4 ACRES

$725,000

  • 3 Beds
  • 2.5 Baths
  • 3,342 sqft (on 1.40 acres)

7 Bailey Drive, Guilford, CT 06437

Est. Mortgage $5,124/mo*
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We estimate this home will sell faster than 87% nearby.

Home Highlights

Single-Family Home
Built in 1988
1.4 acre lot
$217/sqft
Open Parking

Local Information

  • Map ViewExplore the area around 7 Bailey Drive.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Back on the market through no fault of the home the previous buyers' financing fell through. A full inspection was completed with no requests made. Their loss is your second chance.Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yard wake up and end summer nights out there too, because this porch is where this house does its living. Inside, the open-concept kitchen anchors it all: granite island, stainless appliances, and a sightline that runs straight to the brick fireplace in the family room, so whoever's cooking never misses a moment. When the weather turns, this is a cozy-nights-by-the-fire kind of home. The flexible main level keeps up with real life a bonus room off the dining area ready to become a walk-in pantry or office, and a den with half bath that could be a second office, opening to a 675 sq ft studio that's begging to be a home gym, workshop, creative space, or garage once again. Upstairs, the freshly painted primary suite with brand-new carpet stretches nearly 40 feet sitting room, walk-in closet, private laundry, full bath, and French doors to your own balcony over the treetops. Two additional bedrooms serviced by an updated full bath, a floored walk-up attic, central air (2025), and 3,300+ sq ft of room to grow. Just 5 minutes to I-95, 5 minutes to Guilford schools, and under 10 minutes to Guilford's town green and beaches. Come fall in love.
Last check for updates: about 1 hour ago
Listing courtesy of Heidi Derusso, (203) 444-4075
Coldwell Banker Realty, (203) 444-4075
Source: Smart MLS, MLS#24193021
Also Listed on Smart MLS.
We estimate this home will sell faster than 87% nearby.

Home Details for 7 Bailey Drive

Interior Features

Interior Details
Basement: Full,Storage SpaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Bathroom, Den, Dining Room, Kitchen, Living Room, Other
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3342 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Upper LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Door: French Doors

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, CoveredFencing: FullOther Structures: Shed(s)Exterior: BalconyFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageHas Open ParkingParking Spaces: 5Parking: Paved,Driveway,Private,Shared Driveway
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 3342 Square Feet

Days on Market

Days on Market: 50

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1120403

Price & Status

Price
List Price: $725,000Price Per Sqft: $217
Status Change & Dates
Possession Timing: After Sept 4th

Active Status

MLS Status: Active

Location

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

Agent Information

Listing Agent
Listing ID: 24193021

Building

Building Area
Building Area: 3342 Square Feet

Community

Community Features: Health Club, Lake, Library, Medical Facilities, Park, Near Public Transport

HOA

No HOA

Lot Information

Lot Area: 1.4 Acres

Miscellaneous

BasementMls Number: 24193021Attic: Storage, Floored, Walk-upAttribution Contact: (203) 444-4075Above Grade Unfinished Area: 3342Activation Date: Wed Jul 29 2026

Additional Information

Health ClubLakeLibraryMedical FacilitiesParkNear Public Transport

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

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

Home Value

Trulia Estimate
$725K
Since last month
Increased$3K (+0.4%)
Since last year
Decreased$99K (-11.9%)
Since last sale
Increased$373K (+105.4%)
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 +48% in the last 10 years
MonthEstimated value
2026
August 2026$726K
August 2026$724K
June 2026$869K
May 2026$856K
April 2026$835K
March 2026$816K
February 2026$802K
January 2026$812K
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
425 Schoolside Lane, Guilford, CT
0.26
Single-Family Home
$801,000
07/29/26
4
3
2,383
1066 Long Hill Road, Guilford, CT
0.48
Single-Family Home
$521,400
12/12/25
3
2.5
1,288
33 Woodside Road, Guilford, CT
0.50
Single-Family Home
$620,000
09/30/25
3
2
1,788
53 Orchard View Road, Guilford, CT
0.51
Single-Family Home
$625,000
08/13/26
4
3
2,329
13 Dunham Drive #13, Guilford, CT
0.50
Single-Family Home
$440,000
04/01/26
2
2
1,459
102 North Mill Circle, Guilford, CT
0.85
Single-Family Home
$632,000
12/04/25
3
2.5
2,204
472 Saw Mill Road, Guilford, CT
0.73
Single-Family Home
$625,000
10/21/25
3
3
2,784
148 Highwoods Drive, Guilford, CT
0.78
Single-Family Home
$625,000
06/26/26
4
2
2,236
2111 Jennifers Drive, Guilford, CT
0.70
Single-Family Home
$1,100,000
03/20/26
4
3
3,532

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
9 Bailey Drive, Guilford, CT 06437
0.03
$1,283,200
4
2.5
3,567
Off Market
67 Bailey Drive, North Branford, CT 06437
0.03
$589,900
4
1.5
2,396
For Sale
2205 Boston Post Road #TRLR 9, Guilford, CT 06437
0.11
-
1
1
400
Off Market
83 Long Hill #83, Guilford, CT 06437
0.14
$939,600
3
4.5
2,493
Off Market
83 Long Hill Farm #83, Guilford, CT 06437
0.14
$770,000
3
2.5
2,493
Recently Sold
74 Long Hill Farm #74, Guilford, CT 06437
0.16
$555,500
2
2
1,760
Off Market
65 Long Hill Farm #', Guilford, CT 06437
0.19
$457,700
2
2
1,479
Off Market
61 Long Hill Farm, Guilford, CT 06437
0.19
$282,000
1
1
876
Off Market
68 Long Hill Farms #68, Guilford, CT 06437
0.19
$475,900
2
2
1,479
Off Market
58 Long Hill Farms #58, Guilford, CT 06437
0.19
$283,600
1
1
876
Off Market
59 Long Hill Farms #59, Guilford, CT 06437
0.19
$425,200
2
2
1,314
Off Market

Price and Tax history

DateEventPrice
Jul 29, 2026
Source: Smart MLS #24193021
Listed For Sale
$725,000
Jul 5, 1988
Source: N/A
Sold
$353,500

LGBTQ Local Legal Protections

Heidi Derusso, Coldwell Banker Realty, (203) 444-4075
Agent Phone: (203) 444-4075
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.

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Frequently asked questions about 7 Bailey Drive

  • What is the estimated monthly payment for 7 Bailey Drive?
    Based on a $725,000 list price with 20% down at today's rates, the estimated monthly payment for 7 Bailey Drive in Guilford, CT is approximately $5,220 (about $3,858 principal & interest, $1,287 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 7 Bailey Drive compare to homes in Guilford?
    7 Bailey Drive in Guilford, CT is listed at $725,000, about 28% above the $567K median sale price in Guilford.
  • What do residents say about Guilford?
    Residents describe Guilford, CT as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Guilford, CT.
  • What are the closest schools to 7 Bailey Drive?
    The closest schools to 7 Bailey Drive in Guilford, CT are A. Baldwin Middle School (Elementary, rated 8/10), E. C. Adams Middle School (rated 8/10), Guilford High School (rated 9/10).
  • Does 7 Bailey Drive have air conditioning?
    Yes, 7 Bailey Drive in Guilford, CT has air conditioning.
  • Does 7 Bailey Drive have laundry facilities?
    Yes, 7 Bailey Drive in Guilford, CT has in-unit laundry.
7 Bailey Drive, Guilford, CT 06437 is a 3 bedroom, 3 bathroom, 3,342 sqft single-family home built in 1988. This property is currently available for sale and was listed by Smart MLS on Jul 21, 2026. The MLS # for this home is MLS# 24193021.