$995,000
16 Happy Hollow Road
Wayland, MA, 01778
Welcome home to this charming, meticulously maintained 4-bedroom, 2-bathroom classic Cape style house located in a highly desirable Wayland neighborhood. Set on a level lot with a private backyard and a large outdoor deck, this move-in ready home offers warmth, character, and thoughtful modern updates throughout.The main level features a spacious living room with a wood-burning fireplace and an updated eat-in kitchen overlooking the yard, alongside a large screened-in sunroom—ideal for everyday living and indoor-outdoor entertaining. The first-floor layout includes two bedrooms and one full bath, offering convenient main-level living.Upstairs, the second floor boasts two additional bedrooms, a versatile bonus room (perfect for a home office), and a second full bathroom.The finished basement lower level offers versatile bonus living space with fireplace, a dedicated laundry room, and direct access to the attached 2-car garage. Additional highlights include a new 2025 water heater and central air conditioning. Located within a 1/2 mile of top rated Wayland elementary, middle and high schools, near local shopping centers, and major commuting routes.
Property Details
Price:
$995,000
MLS #:
73594514
Status:
Active Under Contract
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
Happy Hollow
Listed Date:
Oct 23, 2026
Finished Sq Ft:
2,188
Total Sq Ft:
2,188
Lot Size:
31,400 sqft / 0.72 acres (approx)
Year Built:
1954
Schools
Elementary School:
Happy Hollow
Middle School:
Wayland M.S.
High School:
Wayland H.S.
Interior
Above Grade Finished Area
1911
Appliances
Range, Dishwasher, Refrigerator, Washer, Dryer, Range Hood
Bathrooms
2 Full Bathrooms
Below Grade Finished Area
277
Cooling
Central Air
Fireplaces Total
2
Flooring
Wood, Tile, Vinyl, Carpet, Flooring – Wood
Heating
Baseboard, Oil
Interior Features
Office
Laundry Features
Sink, In Basement
Exterior
Architectural Style
Cape
Attached Garage YN
1
Community Features
Shopping, Pool, Tennis Court(s), Walk/Jog Trails, Golf, Bike Path, Public School
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch – Enclosed, Deck – Wood, Storage
Garage Spaces
2
Lot Features
Level
Open Parking Spaces
7
Open Parking YN
1
Parking Features
Under, Paved Drive, Off Street
Parking Spots
9
Parking Total
9
Patio And Porch Features
Porch – Enclosed, Deck – Wood
Roof
Shingle
Financial
Tax Year
2026
Taxes
$14,358
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 Wayland as of Nov 08, 2026
44
Single Family Listed
64
Avg DOM
466
Avg $ / SqFt
$1,432,530
Avg List Price
Community
- Address16 Happy Hollow Road Wayland MA
- SubdivisionHappy Hollow
- CityWayland
- CountyMiddlesex
- Zip Code01778
Subdivisions in Wayland
Similar Listings Nearby
Property Summary
- Located in the Happy Hollow subdivision, 16 Happy Hollow Road Wayland MA is a Single Family for sale in Wayland, MA, 01778. It is listed for $995,000 and features 4 beds, 2 baths, and has approximately 2,188 square feet of living space, and was originally constructed in 1954. The current price per square foot is $455. The average price per square foot for Single Family listings in Wayland is $466. The average listing price for Single Family in Wayland is $1,432,530. To schedule a showing of MLS#73594514 at 16 Happy Hollow Road in Wayland, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Advisors Living – Weston. 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.
16 Happy Hollow Road
Wayland, MA
























