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188 Brookline Ave, Boston MA 02215

Boston, MA 02215 • The Fenway
$5,750,000
Est. $39,209/month
3
Beds
3
Baths
2,742
Sq Ft
$2,097
Price/Sq Ft
2018
Year Built
Condominium
Type
279
Days on Market
Pending Price Drop -$750,000 Listed May 20, 2025 • MLS# 73377535 Copied!

About this home

Soar above the city in this custom 3BR, 3BA Corner Penthouse Sanctuary at Pierce Boston by globally renown Arquitectonica, w/UNOBSTRUCTED 270° panoramic views of the Harbor Islands, Charles River&Emerald Necklace. Situated between Back Bay&Brookline, this home incl. 100SF Balcony&2 Deeded Self-Park Garage Spaces in Boston’s premier Ultra Luxury 5 Star Address. Grand Cove Lit Foyer&Custom Entry opens to a dramatic TRIPLE-EXPOSURE Great Room w/soaring 16’3” ceilings&wall-to-wall glass. Chef’s kitchen ft. Wolf, Sub-Zero&Miele apps incl. built-in espresso, wine fridge&externally vented hood. Retreat to the corner primary suite w/11'x11' dressing RM&5 Piece Spa Bath w/stunning views. 2 Add’l BRs, Custom Millwork, Smart Lighting&Motorized Shades complete the home. Enjoy 20,000SF curated amenities:Sky Lounges, Heated Pool&Spa Tub, Library, Pet Spa, Fitness, 24/7 Concierge, Porter&more. Surrounded by World Class institutions, dining, green space, steps to Pru/Newbury. Cabana Avail for Upgrade.

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Public Records

Current Owner

Owner 27A HOLDINGS LLC
Mailing Address 35 SARGENT CROSSWAY, BROOKLINE, MA, 02445

Land Use

Use Code 102
Description Condominium
Style High Rise

Tax Information

Assessed Value $1,043,000
Tax Rate $10.29 per $1,000
Base Tax $10,732
CPA Surcharge 1% ($97)
Estimated Annual Tax $10,830

Assessment History

Year Land Building Total Change
FY2023 $0 $1,043,000 $1,043,000 —

Sale History

Date Price Book/Page
Oct 4, 2022 $3,200,000 68278/170
Sep 13, 2022 $2,799,000 68201/322
Aug 15, 2022 $1,420,000 68081/205
Aug 3, 2022 $1,185,000 68036/11
Aug 1, 2022 $2,125,000 68024/126
Jul 8, 2022 $4,461,767 67921/308
Jun 9, 2022 $1,330,000 67772/69
Jun 6, 2022 $1,375,000 67754/191
May 31, 2022 $1,179,000 67719/278
Apr 20, 2022 $1,360,000 67509/144
Mar 25, 2022 $1,168,000 67377/52
Jan 4, 2022 $1,275,000 66969/38
Nov 9, 2021 $1 66639/232
Nov 8, 2021 $2,028,000 66628/265
Oct 22, 2021 $1,366,000 66526/221
Sep 28, 2021 $2,000,000 66373/314
Sep 13, 2021 $1 66275/79
Aug 31, 2021 $2,750,000 66196/234
Aug 20, 2021 $1,260,000 66128/118
Aug 6, 2021 $2,530,000 66043/267
Jun 15, 2021 $2,930,000 65680/188
Jun 11, 2021 $2,900,000 65653/292
Apr 6, 2021 $2,615,000 65171/328
Feb 26, 2021 $999,000 64876/210
Dec 15, 2020 $2,000,000 64380/3
Dec 2, 2020 $10 64296/12
Oct 28, 2020 $2,275,000 64055/109
Jul 31, 2020 $1,250,000 63480/321
May 15, 2020 $1,605,000 63010/11
May 1, 2020 $1 62935/157
Oct 18, 2019 $1 61915/47
Oct 16, 2019 $1,295,000 61906/44
Sep 17, 2019 $100 61754/94
Sep 5, 2019 $4,350,000 61700/82
Aug 15, 2019 $1,055,000 61593/275
Jun 14, 2019 $2,450,000 61270/174
Jun 6, 2019 $2,400,000 61227/105
May 24, 2019 $9,100,000 61164/228
May 6, 2019 $1,280,000 61070/213
Apr 30, 2019 $1,035,000 61037/186
Apr 27, 2019 $2,508,100 59502/195
Apr 2, 2019 $1,680,000 60922/287
Feb 28, 2019 $2,450,000 60800/247
Jan 31, 2019 $2,300,000 60704/96
Dec 5, 2018 $2,450,000 60492/12
Nov 13, 2018 $4,600,000 60401/346
Nov 9, 2018 $1,300,000 60394/266
Nov 1, 2018 $983,000 60362/84
Oct 31, 2018 $4,590,000 60354/55
Oct 23, 2018 $1,277,100 60321/62
Oct 16, 2018 $1,245,000 60293/204
Aug 30, 2018 $3,300,000 60098/166
Aug 29, 2018 $1,137,695 60096/228
Jul 31, 2018 $4,900,000 59956/87
Jun 25, 2018 $5,300,000 59782/63
Jun 6, 2018 $828,003 59693/196
Jun 1, 2018 $1,052,800 59667/239
May 31, 2018 $1,590,000 59654/143
May 18, 2018 $1,597,000 59607/260
May 10, 2018 $1,100,000 59568/144
May 7, 2018 $2,821,900 59551/194
May 7, 2018 $1,327,000 59551/228
Apr 30, 2018 $10 59276/119
Apr 27, 2018 $2,374,700 59505/205
Apr 27, 2018 $927,885 59508/1
Apr 23, 2018 $1,435,300 59477/231
Apr 20, 2018 $2,645,200 59472/223
Apr 20, 2018 $239,000 59474/319
Apr 19, 2018 $2,230,000 59468/115
Apr 17, 2018 $916,100 59458/277
Apr 13, 2018 $2,620,000 59449/210
Apr 11, 2018 $1 59433/85
Apr 4, 2018 $1,995,000 59404/195
Apr 3, 2018 $2,520,000 59399/322
Apr 2, 2018 $1,335,592 59390/191
Mar 30, 2018 $2,744,600 59385/150
Mar 30, 2018 $1,740,000 59381/92
Mar 30, 2018 $1,091,300 59386/142
Mar 29, 2018 $1,937,100 59370/305
Mar 29, 2018 $935,124 59372/61
Mar 26, 2018 $1,011,800 59353/284
Mar 26, 2018 $970,725 59353/256
Mar 23, 2018 $1,619,100 59341/303
Mar 23, 2018 $1 59346/61
Mar 22, 2018 $890,500 59339/332
Mar 21, 2018 $2,429,751 59335/11
Mar 21, 2018 $1,713,200 59335/100
Mar 19, 2018 $1,566,000 59321/62
Mar 19, 2018 $811,611 59320/60
Mar 16, 2018 $2,168,800 59317/252
Mar 16, 2018 $2,132,000 59312/91
Mar 16, 2018 $1,522,900 59318/202
Mar 16, 2018 $1,046,883 59318/172
Mar 15, 2018 $2,033,000 59311/241
Mar 15, 2018 $1,537,800 59311/33
Mar 15, 2018 $1,199,100 59311/96
Mar 14, 2018 $1,328,900 59297/219
Mar 12, 2018 $2,600,000 59292/74
Mar 12, 2018 $1,795,600 59292/98
Mar 12, 2018 $1,341,100 59295/184
Mar 12, 2018 $868,700 59295/190
Mar 9, 2018 $1,538,320 59285/1
Mar 9, 2018 $1,490,000 59287/126
Mar 9, 2018 $852,492 59287/35
Mar 8, 2018 $2,235,900 59281/60
Mar 8, 2018 $1,991,600 59283/139
Mar 8, 2018 $1,585,000 59280/155
Mar 7, 2018 $999,700 59279/161
Mar 7, 2018 $10 59276/119
Jan 2, 2018 $9 33333/333

Municipal Context: BOSTON

Median Home Value $745,000
Avg SF Tax Bill $4,523
Residential Tax Rate $10.29/1000
CPA Surcharge 1%
County Suffolk

Property Data Comparison

Field Assessor MLS Match
Year built 2,018 2,018 ✓
Match: fuzzy_address (65.0% confidence) · Data as of Mar 8, 2026

Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
2018
Bedrooms
3
Full Bathrooms
3
Living Area
2,742 sq ft
Total Rooms
10
Stories
1
Entry Level
29
Main Level Bedrooms
3

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Condominium
Year Built 2018
Living Area 2,742 sq ft
Bedrooms 3
Full Baths 3
Total Rooms 10

Interior

Heating Forced Air
Cooling Central Air, Heat Pump, Unit Control, Energy Star Qualified Equipment
Flooring Hardwood, Flooring - Hardwood
Appliances Oven, Disposal, Trash Compactor, Microwave, Range, Refrigerator, Freezer, Wine Refrigerator, Energy Star Qualified Dryer, Energy Star Qualified Dishwasher, Energy Star Qualified Washer, Range Hood, Instant Hot Water, Plumbed For Ice Maker
Fireplace None
Basement Y
Laundry Closet/cabinets - Custom Built, Countertops - Upgraded, Main Level, Recessed Lighting, Sink, In Unit, Electric Dryer Hookup, Washer Hookup
Features Closet, Closet/cabinets - Custom Built, Open Floorplan, Recessed Lighting, Lighting - Overhead, Tray Ceiling(s), Entrance Foyer, Wet Bar, Internet Available - Broadband, High Speed Internet, Elevator, Other

Exterior

Construction Stone
Architecture None
Roof Rubber
Features Balcony, Hot Tub/spa, City View(s), Garden, Professional Landscaping, Other
Pool Association, In Ground
Spa Hot Tub/spa
Fencing None
Patio/Porch None

Parking

Garage Spaces 2
Has Garage Yes
Features Attached, Under, Garage Door Opener, Heated Garage, Deeded, Insulated
Total Spaces 2

Utilities

Electric 110 Volts
Water Public, Individual Meter
Sewer Public Sewer
Gas None
Other For Gas Range, For Electric Oven, For Electric Dryer, Washer Hookup, Icemaker Connection

Financial

Annual Tax $52,864
Assessed Value $4,505,800

Interior Features

Flooring: Hardwood, Flooring - Hardwood
Appliances: Oven, Disposal, Trash Compactor, Microwave, Range, Refrigerator, Freezer, Wine Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Range Hood, Instant Hot Water, Plumbed For Ice Maker
Interior Features: Closet, Closet/Cabinets - Custom Built, Open Floorplan, Recessed Lighting, Lighting - Overhead, Tray Ceiling(s), Entrance Foyer, Wet Bar, Internet Available - Broadband, High Speed Internet, Elevator, Other
Windows: Insulated Windows
Basement: Y
Laundry: Closet/Cabinets - Custom Built, Countertops - Upgraded, Main Level, Recessed Lighting, Sink, In Unit, Electric Dryer Hookup, Washer Hookup
Security: TV Monitor, Doorman, Concierge, Other

Construction & Materials

Year Built: 2018
Structure Type: High-Rise
Exterior Materials: Stone
Roof: Rubber
Foundation:
Stories: 1

Heating, Cooling & Utilities

Heating: Forced Air
Heating Zones: 3
Cooling: Central Air, Heat Pump, Unit Control, ENERGY STAR Qualified Equipment
Cooling Zones: 3
Hot Water:
Water Source: Public, Individual Meter
Sewer: Public Sewer
Energy Features: Thermostat, Other (See Remarks)

Exterior & Lot

Exterior Features: Balcony, Hot Tub/Spa, City View(s), Garden, Professional Landscaping, Other
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 2
Parking Features: Attached, Under, Garage Door Opener, Heated Garage, Deeded, Insulated

Special Features

Spa/Hot Tub: Yes
Spa Features: Hot Tub/Spa
View: Yes
View Type: City
Community Amenities: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University, Other

Location

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Neighborhood

The Fenway

188 Brookline Ave, Boston MA 02215

Boston, MA 02215

Walkability

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Nearby Schools

School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
⚠ School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
↓ 1.8% below state avg
E

Elementary Schools

10 schools
The Winsor School
0.4 mi
Grades 05-12
Kids Are People School
0.4 mi
Grades PK-12
Our Lady of Perpetual Help Mission Grammar School
0.7 mi
Grades K-08
F
Tobin K-8 School
0.8 mi | #344 of 352 | Score: 25.1
Dropped 8 spots from last year
-33.1 below state avg
364 students Diverse
Grades PK-08
D
Perkins Elementary School
1.0 mi | #772 of 824 | Score: 30.9
Improved 29 spots from last year
-27.3 below state avg
167 students Diverse
Rising School Diverse Student Body
Grades PK-06
Manville School
1.0 mi
Grades K-12
Kingsley Montessori School
1.1 mi
Grades PK-06
C-
Match Charter Public School
1.1 mi | #281 of 346 | Score: 43.2
Improved 41 spots from last year
-15 below state avg
1,189 students Diverse
Rising School
Grades PK-12
F
Hennigan Elementary School
1.3 mi | #811 of 824 | Score: 26.0
Improved 2 spots from last year
-32.2 below state avg
472 students Diverse
Grades PK-06
C
Hurley K-8 School
1.3 mi | #258 of 352 | Score: 35.8
Dropped 23 spots from last year
-22.4 below state avg
335 students Moderate
Grades PK-08
M

Middle Schools

10 schools
Nativity Prep School
1.5 mi
Grades 05-08
F
Higginson/Lewis K-8 School
1.8 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Mother Caroline Academy
2.7 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
2.7 mi | #4 of 16 | Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Middle School Academy
2.7 mi
Dearborn Middle School
2.7 mi
Epiphany School
4.0 mi
Grades 05-08
C
Ohrenberger School
6.2 mi | #265 of 352 | Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students Diverse
Rising School Diverse Student Body
Grades 03-08
Timilty Middle
1.1 mi
UP Academy
2.7 mi
H

High Schools

10 schools
A+
Boston Latin School
0.4 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
A-
O'Bryant School of Math & Science
1.1 mi | #90 of 346 | Score: 61.1
Improved 94 spots from last year
+2.9 above state avg
1,509 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
Newman School
1.2 mi
Grades 07-12
B
Dearborn STEM Academy
1.6 mi | #13 of 25 | Score: 31.7
Improved 356 spots from last year
-26.6 below state avg
565 students Diverse
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
Cathedral High School
1.7 mi
9 sports • 430 athletes
Grades 07-12
C
Quincy Upper School
2.0 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
F
Albert D Holland School of Technology
2.1 mi | #333 of 346 | Score: 25.8
Improved 28 spots from last year
-32.4 below state avg
399 students Diverse
Rising School
Grades 07-12
A+
Boston Latin Academy
2.1 mi | #2 of 25 | Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students Very Diverse
17 sports • 1,298 athletes
High Graduation Rate Rising School Strong Athletics Diverse Student Body
Grades 07-12
Meridian Academy
2.1 mi
Grades 06-09
D
Brighton High School
2.3 mi | #321 of 346 | Score: 31.3
Improved 43 spots from last year
-26.9 below state avg
667 students Diverse
11 sports • 520 athletes
Early College Program Rising School
Grades 07-12
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $4,405
Homeowners Insurance $200
HOA Fee $5,528/mo
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Market Insights

1
Price Changes
39.9%
Price Range
1
Previous Sales

Property Timeline

📋
Status: Active under contract
Feb 11, 2026
Active → Active Under Contract
⏳
Pending Sale
Feb 11, 2026
Offer accepted, sale pending
↓
Price Reduced
Feb 6, 2026
$5,750,000 $750,000 (-11.54%)
From $6,500,000 to $5,750,000 (-11.5%)
Previous Transaction - MLS #73379101
Full transaction history available when tracking began
🏷️
Previously Sold
Aug 4, 2025
$3,905,000
MLS #73379101
View Listing →
🏠
Listed for Sale
May 20, 2025
$6,500,000
Original listing
Agent: Jennie & Eddie Luxury Living Boston Team Office: Regatta Realty

Price & Status History

Date Event Price Change
Mar 20, 2026 Sold $5,850,000 —
Feb 27, 2026 Sold $5,850,000 —
Feb 11, 2026 Status: Active under contract $0 —
Feb 6, 2026 Price Changed $5,750,000 -$750,000
Aug 4, 2025 Sold $3,905,000 —
May 20, 2025 New Listing Added $6,500,000 —

Market Statistics

Days on Market
279 days
Price per Sq Ft
$2,097
Total Price Drop
-$750,000

Tax History

Year Taxes Assessment
2026 $52,864 $4,505,800

Financial Details

Annual Property Tax
$52,864
Tax Year 2026
HOA Fee
$5,528
Monthly
Assessed Value
$4,505,800

Listing Information

Listing Agent Jennie & Eddie Luxury Living Boston Team
Listing Office Regatta Realty
Agent MLS ID TM338149
Office MLS ID AC0566
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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188 Brookline Ave, Boston MA 02215 - Photo 1 188 Brookline Ave, Boston MA 02215 - Photo 2 188 Brookline Ave, Boston MA 02215 - Photo 3 188 Brookline Ave, Boston MA 02215 - Photo 4 188 Brookline Ave, Boston MA 02215 - Photo 5 188 Brookline Ave, Boston MA 02215 - Photo 6 188 Brookline Ave, Boston MA 02215 - Photo 7 188 Brookline Ave, Boston MA 02215 - Photo 8 188 Brookline Ave, Boston MA 02215 - Photo 9 188 Brookline Ave, Boston MA 02215 - Photo 10 188 Brookline Ave, Boston MA 02215 - Photo 11 188 Brookline Ave, Boston MA 02215 - Photo 12 188 Brookline Ave, Boston MA 02215 - Photo 13 188 Brookline Ave, Boston MA 02215 - Photo 14 188 Brookline Ave, Boston MA 02215 - Photo 15 188 Brookline Ave, Boston MA 02215 - Photo 16 188 Brookline Ave, Boston MA 02215 - Photo 17 188 Brookline Ave, Boston MA 02215 - Photo 18 188 Brookline Ave, Boston MA 02215 - Photo 19 188 Brookline Ave, Boston MA 02215 - Photo 20 188 Brookline Ave, Boston MA 02215 - Photo 21 188 Brookline Ave, Boston MA 02215 - Photo 22 188 Brookline Ave, Boston MA 02215 - Photo 23 188 Brookline Ave, Boston MA 02215 - Photo 24 188 Brookline Ave, Boston MA 02215 - Photo 25 188 Brookline Ave, Boston MA 02215 - Photo 26 188 Brookline Ave, Boston MA 02215 - Photo 27 188 Brookline Ave, Boston MA 02215 - Photo 28 188 Brookline Ave, Boston MA 02215 - Photo 29 188 Brookline Ave, Boston MA 02215 - Photo 30 188 Brookline Ave, Boston MA 02215 - Photo 31 188 Brookline Ave, Boston MA 02215 - Photo 32 188 Brookline Ave, Boston MA 02215 - Photo 33 188 Brookline Ave, Boston MA 02215 - Photo 34 188 Brookline Ave, Boston MA 02215 - Photo 35 188 Brookline Ave, Boston MA 02215 - Photo 36 188 Brookline Ave, Boston MA 02215 - Photo 37 188 Brookline Ave, Boston MA 02215 - Photo 38 188 Brookline Ave, Boston MA 02215 - Photo 39 188 Brookline Ave, Boston MA 02215 - Photo 40 188 Brookline Ave, Boston MA 02215 - Photo 41 188 Brookline Ave, Boston MA 02215 - Photo 42
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