Recently Listed Open House 11/8 11am - 1pm
21 Cutler Drive
Ashland, MA, 01721 $ 729,000
Bedrooms4 Baths1.1 Sq 1,632 Monthly Estimate*
$ 5,035
for $729,000 with 4 bedrooms and 1 full bath, 1 half bath. This 1,632 square foot home was built in 1953 on a lot size of 0.34.
Welcome to 21 Cutler Drive, a beautifully updated Cape nestled in a peaceful Ashland neighborhood, offering the perfect combination of timeless charm, modern comforts, and exceptional outdoor living! Set on approximately .34 acres, this inviting 4-bedroom, 1.5-bath home offers 1,632 square feet of versatile living space. Step inside to discover gleaming hardwood floors, abundant natural light, and an inviting open-concept living room featuring a charming fireplace and picturesque bay window. The updated eat-in kitchen boasts crisp white cabinetry, granite countertops, stainless steel appliances, and recessed lighting. A spectacular four-season sunroom, surrounded by windows, provides a wonderful dining and entertaining space with direct access to the spacious deck overlooking the beautifully landscaped backyard. Two first-floor bedrooms offer flexibility for a home office or guest accommodations, while two additional bedrooms are located upstairs. The updated full bathroom features a beautifully tiled walk-in shower with glass doors. Outside, enjoy an expansive, level backyard framed by mature trees, colorful plantings, and lush greenery, creating a serene setting for outdoor gatherings and relaxation. Additional highlights include Harvey replacement windows, 200-amp electrical service, an unfinished basement offering ample storage, and an attached one-car garage. Conveniently located near shopping, dining, commuter rail, major routes, and Ashland State Park. A wonderful opportunity to enjoy comfortable living in a picturesque setting! Showings only on at Open House Sunday 11/8 from 11-2
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Open House
11/8/2026 11:00 AM - 1:00 PM
21 Cutler Drive Ashland, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
List ByPamela BathenListing Agent
Affordability Calculator
- Monthly Principal & Interest
- $5,035
- Monthly Property Taxes
- $675
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Ashland, MA
Average List Price $759,570
Percent of Sale Price 4%
About Ashland, MA 18,557 Population
27% Since 2002
$ 104,980 Median Income
43.4 Median Age
33% Households with Children
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Pricing History| Date | Price | Price Change | Description |
|---|
| 11/5/2026 | $729,000 | | Listed Price |