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
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