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208 South StBrookline, MA 02467

For Sale

$2,750,000

Smart Buyer Rebate $13,750

Exceptional brick home on coveted 1/3-acre lot in prestigious Chestnut Hill. This 3,740 sq ft masterpiece features a gourmet kitchen renovated in 2022 w quartz island, SS appliances and 2 sinks ideal for culinary enthusiasts wanting a dedicated prep/juicing area. Grand formal dining opens to vaulted great room w fireplace & wet bar—perfect for elegant entertaining. 3-room principal suite w dressing room and private office/deck retreat. Five additional bedrooms across multiple levels offer ultimate flexibility. 1st-floor au pair suite w private entry. Multi-zone climate control. Mature landscaped grounds with entertaining patio create private sanctuary behind circular drive. Minutes to exclusive shopping at The Street, top-tier public & private schools, Arnold Arboretum, Longwood Medical & downtown Boston. This distinguished property represents the pinnacle of Chestnut Hill living—a rare opportunity to own architectural elegance with modern luxury in Boston's most sought after enclave.

Listed by Michaela Hellman

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Redfin Corp.

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617-259-5630

Last updated October 19, 2025

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Source: MLSPin #73434857

Listing Facts

  • TypeSingle-family
  • NeighborhoodSouth Brookline
  • Bedrooms6
  • Bathrooms5
  • Days on Prevu29
  • Taxes$22,051/year
  • Size3,740 sqft
  • Price per sqft$735

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

10/15/2025
Price Decreased
$2,750,000
09/24/2025
Listed by Redfin Corp.
$2,850,000

Property Details for 208 South St

Association

Amenities

  • Community Features: Shopping, House Of Worship, Private School, Public School

Exterior

Construction

  • Year Built: 1936
  • Year Built Details: Approximate
  • Architectural Style: Colonial
  • Exterior Features: Patio, Professional Landscaping, Sprinkler System

Features

  • Patio And Porch Features: Patio
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 3,740
  • Building Area Units: Square Feet
  • Lot Features: Corner Lot
  • Lot Size Acres: 0.33
  • Lot Size Area: 0
  • Lot Size Square Feet: 14,418
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: B:375B L:0016 S:0000,42138
  • Tax Annual Amount: $22,051.00
  • Tax Assessed Value: $2,234,100.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Wood, Flooring - Wood
  • Interior Features: Bathroom - Full, Bathroom - With Tub, Bathroom - With Shower Stall, Walk-In Closet(s), Bathroom, Bedroom

Measurements

  • Living Area: 3,740
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Unfinished
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 6
  • Rooms Total: 12

Other

Features

  • Accessibility Features: No

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Detached, Paved Drive, Off Street
  • Parking Total: 10

Schools

Elementary School

  • Elementary School: Baker

High School

  • High School: Brookline High

Middle or Junior School

  • Middle Or Junior School: Baker

Utilities

Equipment

  • Cooling: Central Air, Ductless
  • Has Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Baseboard, Electric Baseboard, Natural Gas
  • Has Heating: Yes
  • Laundry Features: First Floor
  • Sewer: Public Sewer
  • Water Source: Public

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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.