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27 Holbrook DriveStamford, CT 06906

For Sale

$1,375,000

Smart Buyer Rebate $13,750

Start with Real Estate Rule #1: Location, Location, Location. Add #2: Great curb appeal, and you've found the perfect introduction to this classic, timeless Center Hall Colonial. Designed for both everyday living and effortless entertaining, the home offers spacious interiors paired with a lovely, level property. And so much more: The gracious front-to-back living room with fireplace provides a warm and inviting gathering space, while the formal dining room comfortably accommodates 12-14 guests for memorable celebrations. A true cook's kitchen is the heart of the home, featuring two sinks, two dishwashers, three ovens including a 6-burner range, plus a full-size refrigerator and full-size freezer-ideal for hosting and daily living alike. The flexible floor plan includes a first-floor bedroom with a private, newly renovated full bath-perfect for guests or multi-generational living-along with a dedicated home office and a bright family room with French doors and skylights that bring the outdoors in. Upstairs, three spacious bedrooms offer generous closet space, while the finished lower level is warm and welcoming with a brand-new full bath, creating the perfect space for recreation, fitness, or additional living. Bathed in beautiful southern exposure, natural light fills the home throughout the day. A rare blend of charm, functionality, and exceptional location.

Listed by Jodi Boxer

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Keller Williams Prestige Prop.

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(203) 249-1690

Last updated April 22, 2026

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Source: SmartMLS #24160116

Listing Facts

  • TypeSingle-family
  • NeighborhoodGlenbrook
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu16
  • Taxes$13,911/year
  • Size3,539 sqft
  • Price per sqft$389

Location

Mortgage Calculator

Listing History

04/18/2026
Status changed to Active
$1,375,000
04/17/2026
Status changed to Removed from Feed
$1,375,000
04/14/2026
Listed by Keller Williams Prestige Prop.
$1,375,000

Property Details for 27 Holbrook Drive

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1935
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Deck, French Doors

Features

  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Level Lot
  • Lot Size Acres: 0.35

Financial

Taxes

  • Parcel Number: 330509
  • Tax Annual Amount: $13,911.00
  • Tax Year: 25

Interior

Features

  • Appliances: Oven/Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Compactor, Washer, Dryer
  • Fireplaces Total: 1

Measurements

  • Living Area: 3,539

Rooms

  • Basement: Full, Partially Finished
  • Bathrooms Full: 5
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 9

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 2

Schools

Elementary School

  • Elementary School: Julia A. Stark

High School

  • High School: Stamford

Middle or Junior School

  • Middle Or Junior School: Dolan

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hot Air
  • Laundry Features: Main Level
  • Sewer: Public Sewer Connected
  • Water Source: Public Water Connected

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 5 bathrooms in this single-family home at 27 Holbrook Drive.

What schools are nearby to 27 Holbrook Drive?

Nearby schools include the Julia A. Stark Elementary School, Dolan Middle School, and Stamford High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 27 Holbrook Drive.

What are the annual taxes for 27 Holbrook Drive?

Annual taxes for this single-family home are estimated at $13,911.

How does 27 Holbrook Drive compare to other single-family homes in Glenbrook?

This single-family home is listed 96% above the average price for single-family homes in Glenbrook and has been on the market for 20 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,539 sqft.

27 Holbrook Drive is a 4-bedroom, 5-bath single-family home for sale in Stamford CT 06906. Available on Prevu for 16 days at $1,375,000. This property features 3,539 square feet of living space, located in Glenbrook. The median listing price for single-family homes in this area is $489,000. Nearby schools include Julia A. Stark Elementary School, Dolan Middle School, and Stamford High School. Explore more single-family home listings in Stamford.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.