Date
Details
Price
Change
Source
3/03/2026
Listed
$895,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/21
$895,000 Sale Pending
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1/21
Property Description
Located in the heart of Wesleyan Grove within the historic Martha's Vineyard Camp Meeting Association, this enchanting year-round Victorian cottage captures the timeless charm and vibrant spirit of Oak Bluffs living. Just steps from lively Circuit Avenue, picturesque Oak Bluffs Harbor, and sandy beaches, the location offers the very best of in-town convenience and coastal beauty. This delightful 3-bedroom, 1-bath home welcomes you with a front porch framed by colorful gardens..an ideal perch for morning coffee or greeting neighbors as they stroll by. Inside, Victorian character blends seamlessly with modern updates, highlighted by stylish shiplap walls, a warm knotty pine ceiling, original impeccable wood flooring, and an abundance of natural light throughout. The renovated kitchen features quartz countertops, a farmhouse sink, stylish accent lighting, and newer energy-efficient appliances ..designed to be as functional as it is beautiful. Replaced wood Marvin windows enhance both efficiency and architectural appeal, while a newer hot water tank and a roof replaced approximately within the last 12 years provide added peace of mind.
Full Property Details
Full Property Details for 22 Montgomery Square
General
- Price: $895,000
- HOA FEE: $1,650
- Taxes: $1,886 (2026)
- Status: Pending
- Type: Single Family
- Source: MarthasVineyardFlex
- MLS ID: 32600017
- Updated: 3/16/2026
- Added to Site: 31 day(s) ago
Interior
- Number of Rooms: 5
- Appliances: Electric Water Heater, Propane Gas Water Heater
- Flooring: Wood
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
Parking
- Total Spaces: 1
Location
- Area: MVCMA
- County: Dukes
- Subdivision: MVCampMeetingAssociation
- Driving Directions: Trinity Park to Montgomery Avenue look for Montgomery Square turn and property home is on corner sign and #22...also known as Practically Perfect
Community
- Association: Yes
Heating & Cooling
- Cooling Type: Other
- Heating Type: Heat Pump
- Heating Fuel: Heat Pump
Utilities
- Sewer: Private Sewer
Structural Information
- Stories/Levels: 2
- Square Feet: 931
- Year Built: 1870
- Property Condition: Updated/Remodeled
Lot Features
- Lot Size Source: Assessor
- Frontage: Public
- Street/Road Desc.: Paved
- Road Maintenance: Assoc Maintained
- Lot Features: Bike Path, Harbor, School, Shopping, Public Tennis, In Town Location, Near Golf Course
- Zoning: res
Financial Considerations
- Association Fee: $1,650
- Tax Amount: $1,886
- Tax Year: 2026
Disclosures and Reports
- APN: OAKB M:0081 B:0050 L:000
- Property ID: OAKB M:0081 B:0050 L:000
Listed by Marilyn Moses
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Listing agent
— 22 Montgomery Square —
Marilyn Moses
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 22 Montgomery Square
School Districts:Oak Bluffs School District, Martha's Vineyard School District
| Name | Grades | Distance |
|---|---|---|
Oak Bluffs Elementary School 50 Tradewinds Road, Oak Bluffs, MA 02557 | PK-8 | 0.5 mi |
Marthas Vineyard Regional High School 100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557 | 9-12 | 3.3 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 22 Montgomery Square
Tax History
Tax History for 22 Montgomery Square
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,379
-2%
$471,100
2%
2024
$2,421
101%
$463,000
103%
2023
$1,206
-10%
$228,400
15%
2022
$1,345
3%
$198,100
12%
2021
$1,301
7%
$176,500
8%
2020
$1,214
11%
$163,200
15%
2019
$1,096
-2%
$142,500
—
2018
$1,116
-7%
$142,500
-3%
2017
$1,201
-4%
$147,400
-5%
2016
$1,254
12%
$154,600
10%
2015
$1,118
-47%
$140,500
-48%
2014
$2,093
—
$268,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 22 Montgomery Square
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- Single Family
- Active
- Updated 10 days ago
- 2Beds
- 1Total Bath
- 768Sq. Ft.
- Single Family
- Active
- 2Beds
- 2Total Baths
- 1,583Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,128Sq. Ft.
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 3Total Baths
- 2,715Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 2,630Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 4Beds
- 3Total Baths
- 2,927Sq. Ft.
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- Single Family
- Active
- Updated 17 hours ago
- 5Beds
- 4Total Baths
- 4,058Sq. Ft.
- Townhouse
- Active
- Updated 6 days ago
- 3Beds
- 3Total Baths
- 1,995Sq. Ft.
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22 Montgomery Square, Oak Bluffs, MA 02557 (MLS# 32600017) is a Single Family property with 3 bedrooms and 1 full bathroom. 22 Montgomery Square is currently listed for $895,000 and was received on March 03, 2026. Want to learn more about 22 Montgomery Square? Do you have questions about finding other Single Family real estate for sale in Oak Bluffs? You can browse all Oak Bluffs real estate or contact a Coldwell Banker agent to request more information.