29 Highland Avenue

Greenfield, MA 01301

$940,000 PRICE
9 Beds
8/1 Baths
5,512 Sqft
2.83 Acres
1890 Built

Timeless Victorian elegance awaits in this stunning masterpiece perched on a hill, offering gorgeous sunset views over the Conway hills and just two blocks from downtown. Meticulously crafted by skilled architects and builders, this home has been enhanced over the years by past and present owners including the addition of a two-level apartment currently operating as a successful AirBnB. The inviting open floor plan connects the family room, living room, and dining room featuring French doors leading to the patio and backyard. The eat-in kitchen features a pantry, b'fast bar, side entry deck, office space, and laundry room w sink. Most BRs boast en-suite full baths complete with soaking tubs. This former B&B includes multiple lounging areas, from a cozy 4-season sun room to a covered porch, patio, and pergola. Set on almost 3 acres, the expansive backyard borders Highland Park. Updated electrical and two Buderus gas boilers add to the appeal. Don’t miss this extraordinary opportunity!

Additional Information

ADDITIONAL INFORMATION

BASEMENT DESCRIPTION: Full, Partially Finished, Interior Entry, Concrete
DAYS ON MARKET: 28
ELECTRICAL FEATURES: Circuit Breakers, 100 Amp Service, 200+ Amp Service
ELEMENTARY SCHOOL: Federal Street
HIGH SCHOOL: Ghs
LIVING AREA SQFT: 5512
MIDDLE SCHOOL: Gms
ON MARKET DATE: 2025-04-29
PARKING: Paved, Off Street
PARKING SPACES: 12
SEWER: Public Sewer
STYLE: Victorian
SUBDIVISION: Highlands
TAX AMOUNT: $17,775
TAX YEAR: 2025
TYPE: Residential
VIEW: Scenic
YEAR BUILT: 1890
YEAR BUILT DETAILS: Approximate

AMENITIES

Tennis Court(s)
Park
Sidewalks

INTERIOR/EXTERIOR FEATURES

APPLIANCES INCLUDED: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer, Wine Refrigerator, Gas Cooktop, Plumbed For Ice Maker
BEDS: 9
CONSTRUCTION MATERIALS: Frame
COOLING: Central Air, Ductless
EXTERIOR FEATURES: Rain Gutters, Balcony, Lighting, Porch, Deck, Patio, Covered
FLOORING: Tile, Hardwood
FOUNDATION: Concrete Perimeter
FULL BATHS: 8
HEAT: Natural Gas, Baseboard, Hot Water, Wood Stove
INTERIOR FEATURES: Ceiling Fan(s), Recessed Lighting, Cathedral Ceiling(s), Open Floorplan, Other
LIVING SQFT SOURCE: Public Records
ROOF: Shingle
ROOMS: 13

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Location for 29 Highland Avenue, Greenfield, MA

Directions

Schools for 29 Highland Avenue, Greenfield, MA

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

Elementary School
Federal Street Elementary
125 Federal Street
Greenfield, MA 01301

Grades: KG - 4
(413) 772-1380
Middle School
Gms
High School
Ghs

Private Schools

SCHOOL	LOCATION	GRADE
Holy Trinity School	10 Beacon St Greenfield, MA 01301	PK - 8
Greenfield Center School	71 Montague City Road Greenfield, MA 01301	PK - 8
Cornerstone Christian School	385 Chapman Street Greenfield, MA 01301	PK - 8
Comm and Attainment Transistion Program (Cat)	111 Summer Street Greenfield, MA 01301	UG
Eagle Mountain School	99 Thayer Road Greenfield, MA 01301	5 - 8
Stoneleigh-Burnham School	574 Bernardston Road Greenfield, MA 01301	7 - 12
Deerfield Academy	7 Boyden Lane Deerfield, MA 01342	9 - 12
Eaglebrook School	271 Pine Nook Road Deerfield, MA 01342	6 - 9
Eaglebrook School	271 Pine Nook Rd Deerfield, MA 01342	6 - 9
Bement School	PO BOX 8 Deerfield, MA 01342	KG - 9
Four Winds School	54 French King Highway Gill, MA 01354	6 - 9

*UG = ungraded.
Detailed school information provided by GreatSchools.org © . All rights reserved.

Public and private school information is provided by sources including GreatSchools.org and various MLS services including the One Key, SMARTMLS, NCMLS, DARMLS and Greenwich MLS, and is subject to the terms of use on those sites. William Pitt and Julia B. Fee Sotheby’s International Realty believes the information provided by these sources to be accurate but will not be held responsible if any data as well as information such as school districts for listings is inaccurate.

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Community

Greenfield

, Massachusetts

The city’s Main Street Historic District is a treasure trove of fine examples of Victorian, Greek Revival, Federal and Victorian architecture. The town’s students attend schools in the Greenfield...

Market Stats for Greenfield, Massachusetts

An exclusive report that informs you of residential real estate sales activity and trends in Greenfield, Massachusetts.

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William Pitt Sotheby's International Realty

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein. Listing Courtesy of Mark Carmien of Brick & Mortar Northampton (413.259.8888).