59 High St
Brookline, MA 02445
High Street Hill
7 Beds
6.5 Baths
7,425 sqft (on 0.50 acres)
7 Beds
6.5 Baths
7,425 sqft
(on 0.50 acres)
Local Information
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Description
New custom-built home 2020. Elevator & an extra bedroom can be converted from the existing Ipe deck. 3D Matterport in 4k available to view the home. Perfection is the only word to describe this stunning property. Ideal for the urban family who wants a city lifestyle but demands an outdoor experience that is breathtaking. Pool capable. The terrace has a Wolf Grill , ashlar stonewall that exudes quality. Heated garage has a 100 amp Tesla charging station, wifi, cameras & alarms. Second floor has a 600 sq foot heated Ipe private deck with 25 trees in custom cedar planters, cameras and wifi.( Could be converted to additional bedroom) Unlimited hyper luxury interior customizations with over the top features. Radiant heat in entire house, 5 wolf ovens, 2 Sub-Zeros, 3 washers/dryers, 2 dishwashers, all 4 utilities added, new sewer, 2 inch water line, 4 inch gas line, 400 amps electric buried. Option for smart control4 audio/video allowing to run the home from your phone anywhere in the world!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 59 High St
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Interior Details BasementNumber of Rooms: 23Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation RoomWet BarCeiling Fan |
Heating & Cooling Heating: Other, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Other |
Levels, Entrance, & Accessibility Stories: 4Floors: Hardwood |
Appliances & Utilities Cable ReadyDishwasherDisposalMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
Windows, Doors, Floors & Walls Double Paned Windows |
Security Security System |
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Exterior Home Features Roof: SlateDeckExterior: WoodGardenLawnPatioPorchSprinkler System |
Parking & Garage GarageParking Spaces: 8Parking: Garage Detached |
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Year Built Year Built: 1881Year Updated: 2020 |
Property Type / Style Property Type: Single Family HomeArchitecture: Queen Anne / Victorian |
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Units in Building: 1 |
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Lot Area: 0.50 acres |
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RV Parking Rv Parking |
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Intercom |
Price History for 59 High St
| Date | Price | Event | Source |
|---|---|---|---|
| 09/16/2022 | $6,675,000 | Sold | MLS PIN #73000006 |
| 07/19/2022 | $6,900,000 | PriceChange | MLS PIN #73000006 |
| 06/18/2022 | $7,298,000 | Listed For Sale | MLS PIN #73000006 |
| 02/17/2022 | ListingRemoved | N/A | |
| 02/12/2022 | $7,900,000 | Listed For Sale | N/A |
| 01/19/2021 | ListingRemoved | MLS PIN | |
| 01/17/2021 | $9,195,000 | PriceChange | Agent Provided |
| 09/04/2020 | $9,995,000 | PriceChange | Agent Provided |
| 07/22/2020 | $10,995,000 | PriceChange | Agent Provided |
| 07/01/2020 | $12,750,000 | Listed For Sale | Agent Provided |
| 04/28/2020 | $11,988,888 | ListingRemoved | Agent Provided |
| 02/07/2020 | $11,988,888 | PriceChange | Agent Provided |
| 11/14/2019 | $13,300,000 | PriceChange | Agent Provided |
| 09/24/2019 | $12,888,888 | Listed For Sale | Agent Provided |
| 07/12/2017 | $2,414,100 | Sold | N/A |
| 05/27/2017 | $2,695,000 | Pending | Agent Provided |
| 04/21/2017 | $2,695,000 | Listed For Sale | Agent Provided |
| 12/17/2016 | $2,749,000 | ListingRemoved | Agent Provided |
| 11/05/2016 | $2,749,000 | PriceChange | Agent Provided |
| 10/13/2016 | $2,800,000 | Listed For Sale | Agent Provided |
| 08/25/1999 | $1,047,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $57,848 |
| Assessment | $5,861,000 |
Home facts updated by county records
Comparable Sales for 59 High St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.06 | Single-Family Home | $4,250,000 | 12/08/25 | 5 | 4.5 | 4,072 | |
0.60 | Single-Family Home | $5,250,000 | 03/02/26 | 7 | 5.5 | 6,193 | |
0.22 | Single-Family Home | $3,950,000 | 08/01/25 | 4 | 3.5 | 4,232 | |
0.08 | Single-Family Home | $2,300,000 | 10/15/25 | 5 | 3.5 | 3,873 | |
0.65 | Single-Family Home | $7,030,000 | 04/03/26 | 5 | 6.5 | 5,772 | |
0.81 | Single-Family Home | $3,625,000 | 12/04/25 | 7 | 4 | 6,307 | |
0.92 | Single-Family Home | $8,925,000 | 04/30/26 | 7 | 9 | 7,240 | |
1.06 | Single-Family Home | $4,650,000 | 08/18/25 | 7 | 7 | 7,147 | |
0.89 | Single-Family Home | $5,790,000 | 12/19/25 | 6 | 7.5 | 9,380 | |
0.80 | Single-Family Home | $3,330,000 | 11/25/25 | 5 | 4.5 | 5,507 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDDEC 8, 2025The Gillach Group, William Raveis R. E. & Home Services
OFF MARKETTreetop Group, Keller Williams Realty
OFF MARKETEileen Strong O Boy, Hammond Residential Real Estate
OFF MARKETRosemary Sullivan, Conway - Hingham
OFF MARKETJill Streck, Coldwell Banker Realty - Brookline
OFF MARKETHilary Maddox Team, Compass
OFF MARKETEric Glassoff, Coldwell Banker Realty - Brookline
SOLDSEP 2, 2025Arlene Lehane, Coldwell Banker Realty - Brookline
SOLDAUG 23, 2025Sarah McIntyre, Red Tree Real Estate
OFF MARKETVineburgh / DiMella Team, Charlesgate Realty Group, llc
OFF MARKETVineburgh / DiMella Team, Charlesgate Realty Group, llc
Assigned Schools
These are the assigned schools for 59 High St.
- Brookline High School
- 9-12
- Public
- 2147 Students
8/10GreatSchools RatingParent Rating AverageWe moved to Brookline, in part because of the excellent school system, and have not been disappointed.Our oldest is now a freshman in college at one of the world's best schools and our youngest is thriving here.Parent Review4y ago - Pierce School
- K-8
- Public
- 587 Students
9/10GreatSchools RatingParent Rating AverageMy autistic son went without water for lunch and until 1 pm with 0 help from the teachers, it took me writing an email and even then principal had 0 answers for why he wasn’t able to get water until 1 pm. Gym teacher singled out my son after a kid threw a ball at him twice, my son threw it back and gym teacher only took him out and told my son the group was better off without him and the other student who sat out from the start of the class due to throwing the ball backwards. Principal lies about policies, I wanted to record the meeting about my son and the incident that happened she emailed me saying it’s student privacy policy, then she emailed me again saying page 401 appendix C which has nothing to do with prohibiting recording meetings about your child with principal and only has to do with suspension. My son had Pokémon cards stolen from him the start of the year, because he was new and didn’t know kids names nothing could be done, undercooked pasta/food. IEP staff doesn’t follow actual medical diagnosis and won’t do anything to help your kid if they have a learning disability/mental disability. Better off homeschoolingParent Review1y ago - William H Lincoln School
- K-8
- Public
- 463 Students
9/10GreatSchools RatingParent Rating AverageThis school is great and some teachers are nicer then others. They are extremely friendly towards my child and I would recommend this school to anyone in the brookline area.Parent Review12y ago 
Check out schools near 59 High St.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about High Street Hill
At least 31 Trulia users voted on each feature.
98 % Say there are sidewalks
97 % Say it's dog friendly
91 % Say people would walk alone at night
89 % Say streets are well-lit
88 % Say it's walkable to restaurants
88 % Say it's walkable to grocery stores
85 % Say kids play outside
63 % Say there's holiday spirit
54 % Say neighbors are friendly
49 % Say they plan to stay for at least 5 years
48 % Say it's quiet
46 % Say there's wildlife
45 % Say parking is easy
42 % Say yards are well-kept
40 % Say car is needed
37 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
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59 High St, Brookline, MA 02445 is a 7 bedroom, 8 bathroom, 7,425 sqft single-family home built in 1881. 59 High St is located in High Street Hill, Brookline. This property is not currently available for sale. 59 High St was last sold on Sep 16, 2022 for $6,675,000. The current Trulia Estimate for 59 High St is $7,130,500.