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$1,230,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 3,567 Sq. Ft.
  • 2 Car Garage
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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!

Full Property Details for 9 Bailey Dr

General

  • Sold For: $1,230,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24101427
  • Added to Site: 225 day(s) ago

Interior

  • Number of Rooms: 9
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Wall Oven, Refrigerator, Freezer, Dishwasher, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Steam/Sauna, Walk-In Closet, Wall/Wall Carpet, 14 x 20, Upper
  • Bedroom 1: Bedroom - Wall/Wall Carpet, 10 x 11, Upper
  • Bedroom 2: Bedroom - Wall/Wall Carpet, 11 x 11, Upper
  • Bedroom 3: Bedroom - Wall/Wall Carpet, 11 x 13, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, 12 x 16, Main
  • Family Room: Family Room - Cathedral Ceiling, Fireplace, Hardwood Floor, 15 x 18, Main
  • Eat In Kitchen: Eat-In Kitchen - Eating Space, Island, Pantry, Hardwood Floor, 12 x 16, Main
  • Dining Room: Dining Room - Hardwood Floor, 14 x 16, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Remodeled, Built-Ins, Dry Bar, Lower
  • Rec Room: Remodeled, Built-Ins, Dry Bar, Lower
  • Laundry: Main Level

Exterior

  • Exterior Features: Terrace, Shed, Awnings, Wrap Around Deck, Deck, Stone Wall

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: New Haven
  • Driving Directions: Brookridge to Bailey Drive. Follow to end of cul de sac.

School Information

  • Elementary School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Heated, Storage, Fully Finished, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,567
  • Above Ground: 2,667 Sq. Ft.
  • Below Ground: 900 Sq. Ft.
  • Year Built: 1996

Lot Features

  • Lot Size (Acres): 1.6
  • Zoning: R-5I
  • Lot Description: Lightly Wooded, Level Lot, On Cul-De-Sac, Professionally Landscaped, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Walk to Water, View

Financial Considerations

  • Assessment Amount: $434,350
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1120404

Listed by William Pitt Sotheby's Int'l, Phoebe Finch
Sold by William Raveis Real Estate, Marshall + OstopTeam at William Raveis Real Estate, Elizabeth Daly-Standish

Listing agent

— 9 Bailey Dr —

  • Phoebe Finch

    William Pitt Sotheby's Int'l

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 9 Bailey Dr

School District:Guilford School District
NameGradesDistance
A. Baldwin Middle School
68 Bullard Drive, Guilford, CT 06437
5-62.1 mi
E. C. Adams Middle School
233 Church Street, Guilford, CT 06437
7-81.8 mi
Guilford High School
605 New England Road, Guilford, CT 06437
9-120.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 9 Bailey Dr

Date
Details
Price
Change
Source
7/29/2025
Sold
$1,230,000
23.62%
MLS
6/05/2025
Listed
$995,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Pitt Sotheby's Int'l, Phoebe Finch
Sold by William Raveis Real Estate, Marshall + OstopTeam at William Raveis Real Estate, Elizabeth Daly-Standish

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9 Bailey Drive, Guilford, CT 06437 (MLS# 24101427) is a Single Family property that was sold at $1,230,000 on July 29, 2025. Want to learn more about 9 Bailey Drive? Do you have questions about finding other Single Family real estate for sale in Guilford? You can browse all Guilford real estate or contact a Coldwell Banker agent to request more information.