$729,000
21 Cutler Drive
Ashland, MA, 01721
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
Property Details
Price:
$729,000
MLS #:
73599200
Status:
Active
Beds:
4
Baths:
1.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Nov 5, 2026
Finished Sq Ft:
1,632
Total Sq Ft:
1,632
Lot Size:
14,875 sqft / 0.34 acres (approx)
Year Built:
1953
Schools
Elementary School:
Warren/Pittaway
Middle School:
Ams
High School:
Ahs
Interior
Above Grade Finished Area
1632
Appliances
Water Heater, Disposal, Microwave, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Range
Bathrooms
1 Full Bathroom, 1 Half Bathroom
Cooling
None
Fireplaces Total
1
Flooring
Tile, Laminate, Hardwood
Heating
Baseboard, Oil
Interior Features
Dining Area, Slider, Sun Room, High Speed Internet
Laundry Features
Electric Dryer Hookup, Washer Hookup, In Basement
Main Level Bathrooms
1
Main Level Bedrooms
2
Exterior
Architectural Style
Cape
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
Construction Materials
Frame
Covered Spaces
1
Exterior Features
Porch – Enclosed, Deck, Deck – Wood, Rain Gutters, Storage
Garage Spaces
1
Lot Features
Level
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Paved
Parking Spots
5
Parking Total
5
Patio And Porch Features
Deck – Exterior, Porch – Enclosed, Deck, Deck – Wood
Roof
Shingle, Rubber
Financial
Tax Year
2026
Taxes
$8,103
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Ashland as of Nov 08, 2026
33
Single Family Listed
52
Avg DOM
350
Avg $ / SqFt
$782,964
Avg List Price
Community
- Address21 Cutler Drive Ashland MA
- CityAshland
- CountyMiddlesex
- Zip Code01721
Subdivisions in Ashland
Similar Listings Nearby
Property Summary
- 21 Cutler Drive Ashland MA is a Single Family for sale in Ashland, MA, 01721. It is listed for $729,000 and features 4 beds, 2 baths, and has approximately 1,632 square feet of living space, and was originally constructed in 1953. The current price per square foot is $447. The average price per square foot for Single Family listings in Ashland is $350. The average listing price for Single Family in Ashland is $782,964. To schedule a showing of MLS#73599200 at 21 Cutler Drive in Ashland, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Oak Realty. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
21 Cutler Drive
Ashland, MA






























