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$369,000 Just Listed

  • For Sale
  • Active
  • Condo
  • 2 Beds
  • 1 Full Bath
  • 1,552 Sq. Ft.
  • 2.1 Acres
  • 2 Car Garage
  • Updated 2 days ago

Next open house:

Open House: 12:00 PM - 1:30 PM

Saturday 5/2 12:00 PM - 1:30 PM

37 Callaway Drive #37,Westbrook, ME 04092

37 Callaway Drive #37WestbrookME04092

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Why rent when you can own? Welcome to Callaway Commons - this unique standalone condo offers the best of both worlds, combining privacy with convenience. Tucked at the end of the road, the home enjoys a peaceful setting with a private backyard oasis, while remaining just minutes from the amenities of Westbrook, Portland and Windham. Inside, you'll find 1,552 square feet of living space across two levels, featuring a distinctive and flexible floor plan. The bright, open kitchen has been tastefully updated with new cabinetry, granite countertops and stainless steel appliances. It flows seamlessly into an eat in dining area with pantry and an inviting living room, perfect for everyday living and entertaining. Step outside to enjoy the elevated deck overlooking the spacious backyard. Additional highlights include an oversized two car garage and low maintenance living, with lawn care and snow removal included in the condo fee. A rare opportunity for comfort, convenience, and value - don't miss it.

Full Property Details for 37 Callaway Dr #37

General

  • Price: $369,000
  • HOA FEE: $300/month
  • Taxes: $4,912 (2026)
  • Status: Active
  • Type: Condo
  • Source: MREIS
  • MLS ID: 1659600
  • Updated: 4/28/2026
  • Added to Site: 2 day(s) ago

Interior

  • Number of Rooms: 5
  • Appliances: Washer, Refrigerator, Microwave, Electric Range, Dryer, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 2

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Auto Door Opener, Reserved Parking, 1 - 4 Spaces, Paved

Location

  • County: Cumberland

Community

  • Association: Yes
  • Units Assoc/Comm: 1

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard

Utilities

  • Sewer: Private Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Construction: Vinyl Siding, Wood Frame
  • Roof: Shingle
  • Building Size: 1552
  • Square Feet: 1,552
  • Sq. Ft. Source: Public Records
  • Living Area: 1,552 Sq. Ft.
  • Finished Total: 1,552 Sq. Ft.
  • Finished Above Grnd: 1,244 Sq. Ft.
  • Finished Below Grnd: 308 Sq. Ft.
  • Year Built: 2005

Lot Features

  • Lot Size (Acres): 2.1
  • Lot Size (Sq. Ft.): 91,476
  • Lot Size Source: Survey
  • Zoning: 20
  • Lot Description: Level, Wooded, Near Town, Suburban

Financial Considerations

  • Association Fee: $300
  • Assoc Fee Freq.: Monthly
  • Tax Amount: $4,912
  • Tax Year: 2026

Disclosures and Reports

  • Block: 6
  • Lot Number: 29

Listed by Portside Real Estate Group (207) 619-7571

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Listing agent

— 37 Callaway Dr #37 —

  • Portside Real Estate Group

    207-619-7571

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 37 Callaway Dr #37

School District:Westbrook
NameGradesDistance
Congin School
410 Bridge Street, Westbrook, ME 04092
K-43.2 mi
Westbrook Middle School
471 Stroudwater Street, Westbrook, ME 04092
5-84.8 mi
Westbrook High School
125 Stroudwater Street, Westbrook, ME 04092
9-124.3 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 37 Callaway Dr #37 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/28/2026
Listed
$369,000
34.18%
MLS
10/13/2023
Sold
$275,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 37 Callaway Dr #37

Year
Property Taxes
Change
Tax Assessment
Change
2023
$4,193
—
$251,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Portside Real Estate Group (207) 619-7571

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37 Callaway Drive #37, Westbrook, ME 04092 (MLS# 1659600) is a Condo property with 2 bedrooms and 1 full bathroom. 37 Callaway Drive #37 is currently listed for $369,000 and was received on April 28, 2026. Want to learn more about 37 Callaway Drive #37? Do you have questions about finding other Condo real estate for sale in Westbrook? You can browse all Westbrook real estate or contact a Coldwell Banker agent to request more information.

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