99 Cooke St

1,590 Sq. Ft.
$2,450 / Sq. Ft.
1,590
Sq. Ft.
$2,450
per Sq. Ft.

Description

Luxury cottage-style living in the village – with a pool! This updated classic cottage is located in the heart of Edgartown Village, less than a quarter mile to Main Street. Upon arrival, you are greeted by a spacious porch and elegant French door entry that lead you into the dramatic foyer. The open living plan with kitchen, dining, and living area is light and bright. The first floor opens out onto a charming brick terrace and fenced backyard - the ideal location for outdoor living and entertaining....Luxury cottage-style living in the village – with a pool! This updated classic cottage is located in the heart of Edgartown Village, less than a quarter mile to Main Street. Upon arrival, you are greeted by a spacious porch and elegant French door entry that lead you into the dramatic foyer. The open living plan with kitchen, dining, and living area is light and bright. The first floor opens out onto a charming brick terrace and fenced backyard - the ideal location for outdoor living and entertaining. The swimming pool is the centerpiece of the backyard space. In this delightful cottage, there are a total of FOUR BEDROOMS, each with a full bath. A first-floor primary bedroom suite for comfort and convenience. An elegant staircase leads upstairs to two spacious bedrooms, each with its own private bath. Separating the bedrooms is a charming balcony lined with a wall of ample storage closets, blending style with exceptional functionality. The partially finished lower level includes over 500 square feet of finished space, including a 4th bedroom with its own sitting area, a full bath, and a separate laundry/utility room. There is over 2,000 sq feet of living space in this in-town cottage. Enjoy the benefits of in-town living with easy access to the village’s vibrant restaurant and shopping scene, and also take advantage of the strong rental history.
  1. Listed by Bonnie Pierce • Wallace & Co. Sotheby's

Property Details for 99 Cooke Street

Zoning
R5
View
None, Res
LISTING UPDATED: 03/04/2026 09:04 PM

Property Details for 99 Cooke Street

StatusActive
MLS #44161
Days on Market23
Taxes$6,225 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1999
Lot Size0.11 AC / 5,003 SF
CountyDukes County

Location

Listing Courtesy of Wallace & Co. Sotheby's, Bonnie Pierce
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Building Information for 99 Cooke Street

Stories-Year Built1999Building Size-Lot Size0.11 AC / 5,003 SF

Payment Calculator

$19,422 per month

30 year fixed, 6.11% Interest

Principal and Interest

$18,903

Property Taxes

$519

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 99 Cooke Street

Summary
Location and General Information
  • Latitude: 41.3906639
  • Longitude: -70.5195137
  • Listing ods: PubBch, Deck, H/Tub, P/Pool
  • MLS Area Major: 2
Taxes and HOA Information
  • Tax Assessed Value: $1,242,300.00
  • Tax Lot: 171
  • Tax Map Number: 20C
  • Tax Other Annual Assessment Amount: $1,267,400.00
  • Tax Year: 2026
Parking
  • Parking Features: Ample parking
Property
Lot Information
  • Lot Features: Beautifully landscaped with mature plantings
  • Lot Size Units: Acres
  • Property Type: Residential,Single Family Residence
Property and Assessments
  • Parcel Number: 3773683
  • Photos Count: 26
  • Deed No: 1699
  • Approval Status: true
  • Reviewed: Yes
  • Year Built Effective: 2022
Utilities
  • Sewer: Twn
  • Utilities: Cbl
  • Water Source: Town
Interior and Exterior Features
Exterior Features
  • Exterior Features: PubBch, Deck, H/Tub, P/Pool
  • Pool Features: In Ground
Interior Features
  • Main Level Bedrooms: 1
  • Room Kitchen Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Kitchen Island,Open Floorplan,Recessed Lighting,Stainless Steel Appliances
  • Rooms Total: 6
  • Appliances: Stove: Yes, Washer: Yes
  • Fireplace Features: Electric
  • Fireplaces Total: 1
  • Fireplace: No
  • Flooring: wood/tile
  • Foundation Details: poured foundation
  • Furnished: Partially
  • Heating: Heat Pump
  • Interior Features: A,Ins,Irr,MiniSplit, Floor 1: Open floor concept with vaulted ceiling as you walk into the home with dining area, living room and kitchen. Bedroom with private bathroom, Floor 2: 2 large bedrooms each with their own private bathroom.

Property History for 99 Cooke Street

DateEvent & SourcePriceAppreciation
Mar 9, 2026

Listed (Active)

MLS PIN #73484296

$3,895,000
Mar 3, 2026

Listed (Active)

Martha's Vineyard MLS #32600015

$3,895,000
Mar 2, 2026

Listed (Active)

LINK #44161

$3,895,000
Jan 7, 2025

Sold

LINK #41610

$3,336,000
Dec 31, 2024

Expired

MLS PIN #73236786

$3,750,000
Sep 27, 2024

Price Change

LINK #41610

$3,750,000
May 13, 2024

Listed (Active)

MLS PIN #73236786

$3,900,000
May 13, 2024

Listed (Active)

LINK #41610

$3,900,000
Aug 31, 2021

Sold

Martha's Vineyard MLS #32100045

$2,135,000
Aug 31, 2021

Sold

LINK #37794

$2,135,000
Aug 30, 2021

Sold (Public Record)

Public Record #1471247874

$2,135,000

+434.1% / yr

May 7, 2021

Contingent

LINK #37794

Apr 9, 2021

Under Agreement

Martha's Vineyard MLS #32100045

Feb 4, 2021

Listed (Active)

Martha's Vineyard MLS #32100045

$2,249,000
Feb 2, 2021

Listed (Active)

LINK #37794

$2,249,000
Dec 31, 2020

Expired

Martha's Vineyard MLS #32000121

Nov 2, 2020

Canceled

LINK #36303

$2,195,000
Apr 13, 2020

Listed (Active)

LINK #36303

$2,450,000
Mar 16, 2020

Listed (Active)

Martha's Vineyard MLS #32000121

$2,450,000
Dec 18, 2012

Sold (Public Record)

Public Record #344611228

$1
Dec 18, 2012

Sold (Public Record)

Public Record #344611227

$1
Dec 18, 2012

Sold (Public Record)

Public Record #344611229

$1
DateEvent & SourcePrice
03/09/2026

Listed (Active)

MLS PIN #73484296

$3,895,000
03/03/2026

Listed (Active)

Martha's Vineyard MLS #32600015

$3,895,000
03/02/2026

Listed (Active)

LINK #44161

$3,895,000
01/07/2025

Sold

LINK #41610

$3,336,000
12/31/2024

Expired

MLS PIN #73236786

$3,750,000
09/27/2024

Price Change

LINK #41610

$3,750,000
05/13/2024

Listed (Active)

MLS PIN #73236786

$3,900,000
05/13/2024

Listed (Active)

LINK #41610

$3,900,000
08/31/2021

Sold

Martha's Vineyard MLS #32100045

$2,135,000
08/31/2021

Sold

LINK #37794

$2,135,000
08/30/2021

Sold (Public Record)

Public Record #1471247874

$2,135,000

+434.1% / yr

05/07/2021

Contingent

LINK #37794

04/09/2021

Under Agreement

Martha's Vineyard MLS #32100045

02/04/2021

Listed (Active)

Martha's Vineyard MLS #32100045

$2,249,000
02/02/2021

Listed (Active)

LINK #37794

$2,249,000
12/31/2020

Expired

Martha's Vineyard MLS #32000121

11/02/2020

Canceled

LINK #36303

$2,195,000
04/13/2020

Listed (Active)

LINK #36303

$2,450,000
03/16/2020

Listed (Active)

Martha's Vineyard MLS #32000121

$2,450,000
12/18/2012

Sold (Public Record)

Public Record #344611228

$1
12/18/2012

Sold (Public Record)

Public Record #344611227

$1
12/18/2012

Sold (Public Record)

Public Record #344611229

$1

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 99 Cooke Street

Taxable ValueLand$978,400Additions$1,217,000Total$2,195,400
Tax Record2025$5,818 ($485 / month)
Home Facts
Beds4Baths4Total Finished SqFt1,590 SqFtAbove Grade Finished SqFt1,590 SqFtStories2Lot Size5,003 SqFtStyleSingle Family ResidenceYear Built1999CountyDUKESAPNEDGA M:020C B:0171 L:

Schools near 99 Cooke Street

This home is within Edgartown School District.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Edgartown Elementary School
PublicPK to 8

Martha's Vineyard Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

99 Cooke Street is a single family home for sale in Edgartown, MA 02539. This property was listed for sale on March 2, 2026 by Wallace & Co. Sotheby's, it's currently listed at $3,895,000. It has been on the market for a total of 23 days and was last sold on January 7, 2025. This listing's school districts are Edgartown School District, Marthas Vineyard School District. Nearby schools include Edgartown Elementary School and Martha's Vineyard Regional High School. 99 Cooke Street is a 4-bed, 4-bath, 1,590 sqft single family home built in 1999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Wallace & Co. Sotheby's, Bonnie Pierce

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.