Active Under Contract
Price CutPrice Drop: $380K (10/25)
Single family home for sale at 284 Woodland Rd, Chestnut Hill, MA 02467 | MLS# 73573502 | Listing updated on 2026-10-27
Photo 1 of Single family home for sale at 284 Woodland Rd, Chestnut Hill, MA 02467 | MLS# 73573502 | Listing updated on 2026-10-27
Photo 2 of Single family home for sale at 284 Woodland Rd, Chestnut Hill, MA 02467 | MLS# 73573502 | Listing updated on 2026-10-27
Photo 3 of Single family home for sale at 284 Woodland Rd, Chestnut Hill, MA 02467 | MLS# 73573502 | Listing updated on 2026-10-27
Photo 4 of Single family home for sale at 284 Woodland Rd, Chestnut Hill, MA 02467 | MLS# 73573502 | Listing updated on 2026-10-27
34+
Beds Icon

Street View

$2,595,000

Monthly Est:$12,916

  • Beds Icon5 Beds
  • Beds Icon
    5 Baths
  • Beds Icon3,913sqft

284 Woodland Rd, Chestnut Hill, MA 02467

$12,916/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1933

  • $-- HOA

  • 0.52 acre lot

  • $663/sq.ft

Description

ABSOLUTELY INCREDIBLE OPPORTUNITY AT THIS PRICE!!!!!! A rare combination of character, space, and setting in Chestnut Hill, this beautifully maintained Cape sits on a scenic half-acre with approximately 3,900 SF, 5 bedrooms, and 4.5 baths. Enter into a home filled with classic period details, wide-plank floors, and abundant south-facing light. The gracious living room welcomes with a fireplace and French doors opening to the patio, while the spacious family room features custom built-ins. At the heart of the home, an updated eat-in kitchen flows into a comfortable sitting area and opens directly to the backyard. A convenient mudroom leads to the driveway and two-car garage.Upstairs, the sun-filled primary suite offers an en-suite bath and private balcony, joined by four additional bedrooms, including a second primary, a study, and three full baths. Private guest quarters with separate stair access add flexibility. The lower level offers laundry, recreation space, and storage. Step outside to discover a pool surrounded by mature landscaping, a spacious patio, and peaceful grounds that create a private oasis.Set along beautiful Woodland Road, a leafy, tree-lined neighborhood with a welcoming community atmosphere, the setting is ideal for walking and running beneath towering oaks and mature trees. Dane Park, a wooded town park with trails, is within walking distance, while Wegmans, The Shoppes at Chestnut Hill, SuperLux, and an array of shops and restaurants are just minutes away. Convenient access to major routes also makes commuting easy, including a direct surface-road connection to Cambridge. With its distinctive character, generous scale, flexible layout, and exceptional outdoor setting, this is a property that truly needs to be experienced in person.

  • Houzeo last checked: 13 minutes ago
  • Listing updated: October 27, 2026 at 7:26 pm
  • Listing Provided by: The Denman Group (617) 702-4842 | eXp Realty (888) 854-7493
  • Source: MLS Property Information Network-MA | MLS#: 73573502 MLS Property Information Network-MA

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Norfolk County

  • City

    Chestnut Hill

  • Neighborhood

    --

  • Year Built

    1933

  • HOA Fees

    -

  • Finished Area

    3,913 sqft

  • Lot Size

    0.52 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73573502

  • MLS Status

    Contingent

  • Days on Market

    56

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 5

Interior

  • Appliances

    Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer

  • Heating

    Forced Air, Steam, Oil

  • Exterior Features

    Deck, Patio, Pool Inground, Storage, Sprinkler System

  • Cooling

    Central Air

  • Interior Features

    Bathroom Full, Bathroom Tiled With Tub & Shower, Bathroom, Study

  • Flooring

    Tile, Pine

  • Sewer

    Public Sewer

Construction

  • Year Built

    Year Built: 1933

  • Home type

    Single Family Residence

  • Construction Materials

    Stone

  • Architectural Style

    Cape

  • Roof

    Other

  • Foundation Details

    Block

Utilities & Energy

  • Parking Features

    Garage Door Opener, Paved Drive, Off Street, Paved

  • Utilities

    For Gas Range

  • Pool Features

    In Ground

  • Electric

    200+ Amp Service

  • Fireplace Features

    Living Room

  • Water Source

    Public

  • Laundry Features

    In Basement

  • Basement

    Full, Partially Finished

  • Security Features

    Security System

Other Features

  • Community Features

    Public Transportation, Shopping, Park, Walk/jog Trails, Golf, Bike Path, House Of Worship, Private School, Public School, T Station

  • Patio And Porch Features

    Deck, Patio

Price History

DateEventPrice

10/25/2026

Source: mls_logoMLS Property Information Network-MA #73573502

Contingent (Active Under Contract)

$2,595,000

$663/sqft

10/22/2026

Source: mls_logoMLS Property Information Network-MA #73573502

Price Decreased

$2,595,000 -12.77%

$663/sqft

09/30/2026

Source: mls_logoMLS Property Information Network-MA #73573502

Price Decreased

$2,975,000 -4.03%

$760/sqft

09/08/2026

Source: mls_logoMLS Property Information Network-MA #73573502

Listed for Sale

$3,100,000

$792/sqft

Nearby Homes

Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Nov 04, 2026, 02:00AM. 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 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 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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