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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

More Info

Basic Information

  • Bedrooms4
  • Mls StatusNew
  • Bathroom2
  • Listing Terms Contract
  • Lot Features Level
  • Parcel Number M:0100 B:0041 L:00000,3293252
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $637,500
  • Tax Year 2026
  • Taxes$8,103

School Information

  • High School Ashland
  • Elementary SchoolWarren/Pittaway
  • High SchoolAshland
  • Junior HighAms

Parking

  • Parking Spaces5
  • Covered Spaces 1
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features
    • Attached
    • Garage Door Opener
    • Off Street
    • Paved
    • Paved Drive
    • Storage

Rooms

  • Bathroom 1 Main, First
  • Bathroom 2 Second
  • Bathrooms Total Decimal 1.5
  • Bedroom 2 Main, First
  • Bedroom 3 Second
  • Bedroom 4 First
  • Family Room First
  • Full Bath1
  • Half Baths1
  • Kitchen Main, First
  • Living Room First
  • Main Level Bathrooms 1
  • Main Level Bedrooms 2
  • Master Bedroom Main, First

Basic Information

  • List Price$729,000
  • MLS Number73599200
  • Modification Date11/06/2026
  • Property SubTypeSingle Family Residence

Location

  • Address21 Cutler Drive
  • Building Number21
  • CountyMiddlesex
  • StateMA
  • StreetCutler Drive
  • TownAshland
  • Zip01721

Building

  • Attached Garage YN Yes
  • BasementFull, Interior Entry, Bulkhead, Unfinished
  • Building Area Units Square Feet
  • Construction Materials Frame
  • FireplaceYes
  • Fireplace Features Living Room
  • Fireplaces Total 1
  • FoundationConcrete Perimeter
  • Garage Spaces1
  • Patio And Porch Features Deck - Exterior, Porch - Enclosed, Deck, Deck - Wood
  • Property StyleCape
  • Rooms8
  • Utilities For Electric Range, For Electric Oven, For Electric Dryer
  • Year Built1953
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.34

Interior

  • Flooring Tile, Laminate, Hardwood
  • Interior Features Dining Area, Slider, Sun Room, High Speed Internet

Exterior

  • Exterior Features Porch - Enclosed, Deck, Deck - Wood, Rain Gutters, Storage
  • RoofShingle, Rubber

Utilities

  • Electric 200+ Amp Service
  • Heat SystemYes
  • Heating Baseboard, Oil
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet1,632
  • Building Area Source Measured
  • Living Area 1,632
  • Lot Size Square Feet 14,875
  • Lot Size Units Acres
  • Property Condition Updated/Remodeled
  • Road Responsibility Public Maintained Road

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • House of Worship
    • Laundromat
    • Medical Facility
    • Park
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • Walk/Jog Trails
  • Appliances IncludedWater Heater, Disposal, Microwave, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Range

Other

  • Date Listed11/05/2026
  • Farm Land Area Units Square Feet
  • View Count2

Map Location

Driving Directions

Listed by Pamela Bathen of Oak Realty

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