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High Street Hill (Pill Hill) Brookline, MA House Prices & Home Values 2026Average Data
04/15/2026 - The value range (VR) for house prices in High Street Hill (Pill Hill) Brookline, MA is $786.6/ sqft to $869.4/ sqft. An average home with 2025 sqft costs approximately $1,592,865 to $1,760,536. Brookline, MA includes 1 ZIP codes and it is located in Norfolk county. The lowest prices are found in ZIP 02445, while the highest are in ZIP 02445. The average price per sqare feet is $828. Our analysis is based on 13 property listings. Avergage prices by ZIP codes High Street Hill (Pill Hill) Brookline
Historical development of home values in High Street Hill (Pill Hill) Brookline
Graph: estimated home values in High Street Hill (Pill Hill) Brookline over time (USD)Example: 100% financing house in High Street Hill (Pill Hill) BrooklineLoan amount: $1,674,923 Interest rate: 6.00% Fixed monthly payment: $10,042.01
Breakdown in the 1st month: Yearly breakdown (100% financing)
Note: The calculation is based on a standard annuity mortgage with a fixed monthly payment over the entire term. Extra payments, interest rate changes, and additional purchase costs (e.g. taxes, notary fees) are not included. How to sell in High Street Hill (Pill Hill) Brookline, MA
In 2026, houses in High Street Hill (Pill Hill) Brookline, MA will be offered at an average price of $828 per square foot. A 1,500 sqft home priced at $1,502,821 is 23.00% more expensive per square foot than a 3,900 sqft home priced at $3,196,909. Home prices in High Street Hill (Pill Hill) Brookline, MA vary significantly depending on the property’s condition and exact location. For a quick sale, a 2,700 sqft home should be listed at around $2,213,244. Sellers who can wait longer may achieve a higher price of up to $2,705,076. High Street Hill (Pill Hill), Brookline, MAHigh Street Hill, also known as Pill Hill, is a picturesque historic neighborhood in Brookline, MA. Perched above Brookline Village, it blends tree-lined streets with grand Victorian architecture and carefully preserved streetscapes. History & ArchitectureThe area is listed on the National Register of Historic Places and showcases Queen Anne, Second Empire, and Shingle Style homes dating to the late 19th century. Residents and visitors admire intricate woodwork, mansard roofs, and period details that reflect Brookline?s prosperous growth near the Longwood Medical Area. Location & LifestyleHigh Street Hill enjoys immediate access to the Emerald Necklace, including Leverett Pond and Olmsted Park, offering scenic paths for walking, jogging, and dog-friendly outings. Its walkability extends to cafés, boutiques, and services in Brookline Village, while the MBTA Green Line (D) and nearby bus routes make commuting to Boston effortless. Real Estate & CommunityHousing options range from single-family estates to elegant condos in converted mansions, appealing to buyers seeking character and convenience. Strong demand, limited inventory, and timeless curb appeal support resilient real estate values in this sought-after enclave. Families appreciate access to well-regarded Brookline Public Schools and the neighborhood?s active civic associations and community events. Whether you call it High Street Hill or Pill Hill, the neighborhood offers historic charm, green space, and urban connectivity in one of Greater Boston?s most desirable settings. FAQ – Home Values in High Street Hill (Pill Hill) BrooklineWhat is the median home value in High Street Hill (Pill Hill) Brookline in 2026?In 2026, the typical home value in High Street Hill (Pill Hill) Brookline is about $1,674,923 for an average home size of 2025 square feet. This corresponds to an average price of roughly $828 per square foot. What is the average cost per square foot in High Street Hill (Pill Hill) Brookline?In 2026, homes in High Street Hill (Pill Hill) Brookline sell for an average of around $828 per square foot, with a typical range between $786.6 and $869.4 per square foot, depending on the property’s location, condition, and lot size. What is the average home size in High Street Hill (Pill Hill)?The average home size in High Street Hill (Pill Hill) Brookline is about 2025 square feet, with an estimated 2026 value around $1,674,923. Neighborhoods close to High Street Hill (Pill Hill) Brookline, MA
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