Back 9 Bailey Dr
Off Market

9 Bailey Dr

New Haven County CT 06437

4
3
2
3567 sq. ft.
1.6 ac.
Single-Family
Last sold for $1,230,000
Phoebe FinchPhoebe Finch, last sold this property on 29 July 2025 after 54 days on market.

Overview

Sitting elegantly at the end of a private cul-de-sac and overlooking Enders Pond (Strawberry Hollow) you'll find this one-of-a-kind property! This bright and beautiful 4-bedroom, 2.5-bath Colonial offers 3,000+ sq ft of thoughtfully designed living space, with incredible views from nearly every window. This very special home exudes character and charm while incorporating modern updates and amenities. The open-concept layout fills the home with natural light, highlighting its distinctive design elements and inviting atmosphere. The 1st floor is highlighted by the open concept kitchen and family room, elegant dining room, bright and sunny family room, charming laundry room and access to the porch, patio and more! Upstairs you'll find 4 well sized bedrooms including the primary suite rounded out with a modernized bath and sauna. The standout lower level is a showstopper-fully updated with a home gym area, theater space, wine cellar and even a hidden office, perfect for working or as a secret hide-away. Whether you're enjoying peaceful mornings on the deck overlooking the water, listening the birds chirp, or entertaining inside and out at this stunning property, this home delivers a lifestyle that's both elevated and comfortable. A rare find in a sought-after location and in the popular picturesque town of Guilford-don't miss this truly special property!

Features

4 bedrooms
3 bathrooms
2 carspaces
2 garage spaces
3567 sq. ft. floor area
1.6 ac. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in New Haven County over the last 12 months, the estimated median property value of 9 Bailey Dr is $740k.

Median value
$740k
Estimated value range
$310k - $4.3m
Median days on market
8
Estimated value trend
5%
increase over the last 12 months
Average days on market is based on recent, comparable sales in New Haven County. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 9 Bailey Dr

2025
Sold
$1,230,000
29 Jul 2025 by Phoebe Finch, of William Pitt Sotheby's Int'l
2017
Sold
$600,000
15 Nov 2017 by John Izzo

Happy sellers in New Haven County

<50%
Less than 50% of sellers in New Haven County reported that their sale price either exceeded or met their price expectations.

New Haven County stands out as a desirable suburb for sellers, consistently delivering great customer service and strong market results for homeowners.

This is based on voluntary sentiment collected from 4 reviews in New Haven County over the last 12 months.

Local market activity for 4 bedroom single-family properties in New Haven County

In the last 12 months, 88 four-bedroom single-family properties similar to 9 Bailey Dr, have been sold.

This represents a 17% increase in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in New Haven County

or
Skip the list and find your ideal agent to sell your propertyFind My Agent
© 2026 RateMyAgent