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!
Sold for $1,230,000
$1,230,000
9 Bailey Drive, Guilford, CT 06437
4beds
3,567sqft
Single Family Residence
Built in 1996
1.6 Acres Lot
$1,272,300 Zestimate®
$345/sqft
$5,735 Estimated rent
Home value
$1,272,300
$1.13M - $1.44M
$5,735/mo
Zestimate® history
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List your homeWhat's special
Private cul-de-sacHidden officeElegant dining roomOverlooking enders pondCharming laundry roomWine cellarDistinctive design elements
Zillow last checked:
Listing updated:
Listed by:
Phoebe V. Finch 617-645-3907,
William Pitt Sotheby's Int'l 203-245-6700
Bought with:
Elizabeth Daly-Standish, RES.0810212
William Raveis Real Estate
Source: Smart MLS,MLS#: 24101427
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Features: Full Bath, Steam/Sauna, Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 280 Square Feet
- Dimensions: 20 x 14
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 143 Square Feet
- Dimensions: 13 x 11
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 110 Square Feet
- Dimensions: 11 x 10
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 121 Square Feet
- Dimensions: 11 x 11
Dining room
- Features: Hardwood Floor
- Level: Main
- Area: 224 Square Feet
- Dimensions: 16 x 14
Family room
- Features: Cathedral Ceiling(s), Fireplace, Hardwood Floor
- Level: Main
- Area: 270 Square Feet
- Dimensions: 18 x 15
Kitchen
- Features: Eating Space, Kitchen Island, Pantry, Hardwood Floor
- Level: Main
- Area: 192 Square Feet
- Dimensions: 16 x 12
Living room
- Features: Hardwood Floor
- Level: Main
- Area: 192 Square Feet
- Dimensions: 16 x 12
Rec play room
- Features: Remodeled, Built-in Features, Dry Bar
- Level: Lower
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Oven/Range, Oven, Refrigerator, Freezer, Dishwasher, Wine Cooler, Water Heater
- Laundry: Main Level
Features
- Basement: Full,Heated,Storage Space,Finished
- Attic: Access Via Hatch
- Number of fireplaces: 1
Interior area
- Total structure area: 3,567
- Total interior livable area: 3,567 sqft
- Finished area above ground: 2,667
- Finished area below ground: 900
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Features
- Patio & porch: Terrace, Wrap Around, Deck
- Exterior features: Awning(s), Stone Wall
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Walk to Water
Lot
- Size: 1.60 Acres
- Features: Few Trees, Level, Cul-De-Sac, Landscaped
Details
- Additional structures: Shed(s)
- Parcel number: 1120404
- Zoning: R-5I
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1996
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Location
- Region: Guilford
Price history
| Date | Event | Price |
|---|---|---|
| 7/29/2025 | Sold | $1,230,000+23.6%$345/sqft |
Source:  Smart MLS #24101427 Report a problem | ||
| 7/17/2025 | Pending sale | $995,000$279/sqft |
Source: Smart MLS #24101427 Report a problem | ||
| 6/5/2025 | Listed for sale | $995,000+65.8%$279/sqft |
Source: Smart MLS #24101427 Report a problem | ||
| 11/16/2017 | Sold | $600,000+4.3%$168/sqft |
Source: Public Record Report a problem | ||
| 7/18/2013 | Sold | $575,000+576.5%$161/sqft |
Source: Smart MLS #M9139728 Report a problem | ||
| 6/10/1993 | Sold | $85,000$24/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,010 +4% | $434,350 |
| 2024 | $11,545 +2.7% | $434,350 |
| 2023 | $11,241 +5.3% | $434,350 +35.3% |
| 2022 | $10,674 +1.9% | $321,030 |
| 2021 | $10,472 +1% | $321,030 |
| 2020 | $10,372 +0.9% | $321,030 |
| 2019 | $10,283 +2.4% | $321,030 |
| 2018 | $10,042 -1.3% | $321,030 -7.4% |
| 2017 | $10,177 +4% | $346,640 |
| 2015 | $9,789 +3% | $346,640 |
| 2014 | $9,505 +19.1% | $346,640 +0.2% |
| 2013 | $7,980 +3.1% | $346,070 |
| 2012 | $7,738 +3.9% | $346,070 |
| 2011 | $7,447 +3.3% | $346,070 |
| 2010 | $7,209 +4% | $346,070 |
| 2009 | $6,935 +24.7% | $346,070 +19.4% |
| 2008 | $5,563 -21.1% | $289,880 |
| 2007 | $7,050 +5% | $289,880 |
| 2006 | $6,714 +4% | $289,880 |
| 2005 | $6,456 +5.2% | $289,880 0% |
| 2003 | $6,137 +1.3% | $289,900 +51.9% |
| 2001 | $6,061 | $190,900 |
Find assessor info on the county website
Neighborhood: 06437
Nearby schools
GreatSchools rating
- 6/10Guilford Lakes SchoolGrades: PK-4Distance: 1.9 mi
- 8/10E. C. Adams Middle SchoolGrades: 7-8Distance: 1.8 mi
- 9/10Guilford High SchoolGrades: 9-12Distance: 0.3 mi
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- Connecticut
- New Haven County
- Guilford
- 06437
- 9 Bailey Drive
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