26
Map
$7,500,000
●
House -
For Sale
1 Chestnut Place
Brookline, MA 02445
6 Beds
6 Baths,
2
Half Baths
7,780 Ft²
$42,453
Est. Monthly
About This Property
A rare find in Brookline, this property offers privacy and
tranquility on a secluded lot adjacent to Sargent Estates. Spanning
three finished levels plus a lower level, the home features 6
bedrooms and 6 full and 2 half baths, with meticulous craftsmanship
and striking architectural details throughout. A grand rotunda
entry leads to a chef's kitchen, expansive living and dining rooms,
family room, and mudroom. The second floor includes three bedroom
suites, each with its own bath, plus two office spaces. The third
floor offers two additional bedroom suites, while the lower level
includes a sixth suite, gym, large family room, and laundry.
Surrounded by mature landscaping and set well back from the street,
the property boasts a pool, hot tub, sauna, outdoor fireplace,
pizza oven, and full outdoor kitchen-an exceptional setting for
both relaxation and entertaining. Not to be missed!
Unit Size
7,780 Ft²
Days on Market
-
Land Size
0.57 acres
Price per sqft
$964
Property Type
House
Property Taxes
$5,626
HOA Dues
-
Year Built
2006
Listed By
Maggie Gold Seelig
MGS Group Real Estate LTD
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Cap Rate
100% Occupancy
N/A (extreme outlier) What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
How much can I actually make?
Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Last updated: 29 days ago (MLSPIN #73487838)
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Jun 17, 2026 | No longer available | - | |
| No longer available | |||
| Mar 17, 2026 | Listed by MGS Group Real Estate LTD | $7,500,000 | |
| Listed by MGS Group Real Estate LTD | |||
| Oct 16, 2025 | Temporarily off market | - | |
| Temporarily off market | |||
| Sep 11, 2025 | Listed by Hammond Residential Real Estate | $7,500,000 | |
| Listed by Hammond Residential Real Estate | |||
| | |||
|
Designed by the renowned Morehouse MacDonald & Associates in collaboration with designer Manuel De Santaren, this phenomenal Shingle-style residence offers timeless elegance and exceptional craftsmanship. Spanning three living levels plus a lower level, the home features 12 rooms ,6 full bathrooms, and 2 half-bathrooms, all meticulously designed with striking architectural details. A stunning entrance rotunda introduces the main level featuring a chef's kitchen, grand living & dining rooms, family room, and mudroom. The second floor offers three bedrooms, each with a full bathroom, plus two offices; and the third level has two bedrooms, each with a full bathroom. The lower level has a playroom, gym, bedroom with full bathroom, and laundry. Adjacent to Sargent Estates, this property is beautifully set back from the street, enveloped in mature landscaping for privacy, offers fantastic outdoor space, including a hot tub, swimming pool, sauna, fireplace, pizza grill, and outdoor kitchen
| |||
| May 28, 2025 | Withdrawn | - | |
| Withdrawn | |||
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Property Highlights
Garage
Parking Available
Air Conditioning
Fireplace
Parking Details
Has Garage
Attached Garage
Has Open Parking
Parking Features: Attached, Garage Door Opener, Heated Garage, Paved, Off Street, Paved
Garage Spaces: 3
Open Parking Spaces: 10
Interior Details
Half Bathrooms: 2
Full Bathrooms: 6
Interior Features: Central Vacuum, Wet Bar, Wired for Sound, Sauna/Steam/Hot Tub, Internet Available - Broadband
Appliances: Gas Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Range Hood, Water Softener, Plumbed For Ice Maker, Vacuum System
Flooring Type: Wood
Door Features: French Doors
Laundry Features: Electric Dryer Hookup, Washer Hookup
Rooms: 25
Has Fireplace
Fireplaces: 4
Basement: Full, Finished, Walk-Out Access
Exterior Details
Square Footage: 7780
Security Features: Security System
Architectural Style: Colonial, Shingle
Year Built Source: Public Records
Year Built: 2006
Building Area Total: 7780
Building Area Units: Square Feet
Window Features: Insulated Windows
Construction Materials: Frame
Patio and Porch Features: Porch, Patio, Covered, Deck - Wood
Pool Features: Pool - Inground Heated
Pool is Private
Lot Features: Wooded, Level
Lot Size Area: 0.57
Lot Size Units: Acres
Lot Size Acres: 0.57
Lot Size Square Feet: 24829
Water Source: Public
Financial Details
Tax Assessed Value: $6,840,000
Tax Annual Amount: $67,511
Utilities Details
Cooling Type: Central Air
Heating Type: Forced Air, Radiant, Humidity Control, Natural Gas, Hydro Air
Sewer : Public Sewer
Building Info
Data used for valuation calculations is provided by RealtyHop, and other third party sources
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Phone: 425-283-2930
Address: 335 Madison Avenue, New York, NY 10017