288 Upper Main Street, Edgartown, MA 02539

Owner Information
Owner 1
Patricia A Mahoney
Owner 2
David Chipperfield & Shawna
Owner's Address
P O Box 1543 Edgartown, MA 02539-0742
Market Sale Information
Most recent sale date
8/5/1993
Previous sale date
10/3/1988
Transfer document #
0611-0852
Previous transfer document
00508-0377
Grantor
Patricia A Mahoney
Previous grantor
Patricia F Silva
Most recent sale price
$1.00
Previous sale price
$1.00
Site Information
Property ID
20-A-63
Lot Size
0.15
Use Code
101 - Residential, single family
Zoning
B11
Building Style
Cape Cod
Number of Rooms
6
Stories
1.75
Number of Beds
3
Year Built
1945
Number of full baths
1
Condition
Number of half baths
0
Finished Area
1080
Number of Kitchen
Gross Living Area
1936
Number of Fireplaces
Bsmnt floot
Number of parking
Interior walls
Cust Wd Panel
Floor type
Carpet
Solar Hot Water
No
Roof Structure
Gable/Hip
Heating type
Hot Water
Roof Cover
Asph/F Gls/Cmp
Heating fuel
Oil
Frame type
Air Condition (%)
Sidings
Wood Shingle
Assessment Information
Fiscal Year
2025
Land Value
$482,300.00
Total value
$920,000.00
Building value
$437,700.00
Estimated tax
$2,438.00
Yard improvement value
$0.00
Certified Mass Appraisal
20082009201020112012201320142015201620172018201920202021202220232024$0$100,000$200,000$300,000$400,000$500,000$600,000$700,000$800,000$900,000$1,000,000Total Assessment ($)ImprovementsLandBuildingTotal Assessment
Comparable Properties
288 Upper Main Street45 Mill Street$0$200,000$400,000$600,000$800,000$1,000,000$1,200,000$1,400,000$1,600,000Subject PropertyTotal Assessment ($)Total Assessment
Address 288 Upper Main Street A) 45 Mill Street
Photo
Plan
Map
Proximity 0.6
Last Sold 4/30/2025
Price $1,333,200
Net Living Area 1,224
Stories 1
Sale Price/sft $0.00$1089.22
Style Cape CodRanch
Age 19451955
Rooms 64
Bedrooms 32
Full baths 11
Half baths 01
Gross Living Area 19362768
Heating Fuel OilElectric
Detached Garage
Lot Size 0.150.15
Roof Cover Asph/F Gls/CmpAsph/F Gls/Cmp
AEM Value - Building $437,700.00$548,500
AEM Value - Land $482,300.00$856,200
AEM Value - Other $0.00$0
AEM Value - Total $920,000.00$1,404,700
# Address Last Sold Sale Price Dist(m) Style LA (sq ft) Lot(ac) BR F-HB
@ 288 Upper Main Street 8/5/1993 $1 0 Cape Cod 1,080 0.15 3 1-0 -
  Criteria
A 45 Mill Street 4/30/2025 $1,333,200 0.6 Ranch 1,224 0.15 2 1-1
Averages 73 days $1,333,200 0.56 --- 1,224 0.15 --- ---  

Estimation of Market Value - $1,024,762

As of today, 07/11/2025, the estimated market value of 288 Upper Main Street, Edgartown considering the above 1 comparable properties is $1,024,762.

 

In estimating the current market value, RealtyInSite follows the sales comparison (market) approach which is an approach based on the principles of supply and demand (principle of change) and the principle of substitution. The principle of substitution assumes that a prudent person will pay no more for a property than it would cost to purchase a comparable substitute property.

 

Comparable sales data are applied to arrive at an estimate of value. By default, comparable properties are those properties located within 1 mile of the subject property that have sold within the last 6 months and have a similar size of living area. The table shown above lists the comparable properties that were considered. Note that which properties are considered comparables can be adjusted by varying the selection criteria or deleting non-representative properties.

Neighboring Properties
Mailing Labels Copy to Clipboard
Subject Property238 Edgartown Vh Road Unit C-10274 Upper Main Street238 Edgartown Vh Road Unit C-11238 Edgartown Vh Road Unit C-A236 Edgartown Vh Road Unit D-14266 Upper Main Street222 Edgartown Vh Road63 Pinehurst Road240 Edgartown Vh Road Unit B-3236 Edgartown Vh Road Unit D-12265 Upper Main Street288 Upper Main Street25 Chase Road254 Upper Main Street66 Pinehurst Road68 Pinehurst Road284 Upper Main Street261 Upper Main Street257 Upper Main Street282 Upper Main Street270 Upper Main Street236 Edgartown Vh Road Unit D-13240 Edgartown Vh Road Unit B-2268 Upper Main Street236 Edgartown Vh Road Unit D-B242 Edgartown Vh Road Unit A-1258 Upper Main Street$0$500,000$1,000,000$1,500,000$2,000,000$2,500,000$3,000,000$3,500,000$4,000,000$4,500,000Total Assessment ($)Total Assessment
# Address Last Sold Sale Price Dist(m) Style LA (sq ft) Lot(ac) BR F-HB
@ 288 Upper Main Street 8/5/1993 $1 0 Cape Cod 1,080 0.15 3 1-0 -
  Criteria
A 222 Edgartown Vh Road 10/23/2013 $450,000 0.0 Office Bldg 0.16 2 1-
B 284 Upper Main Street 2/2/2017 $150,000 0.0 Cape Cod 1,747 0.23 3 2-0
C 224 Edgartown Vh Road 5/10/2004 $995,000 0.0 Apt/Store 0.3 3-
D 282 Upper Main Street 12/28/2012 $935,000 0.0 Office Bldg 0.35 2-
E 0 Woods Road 11/3/1992 $2,000 0.0 Vacant Land 1.78 -
F 274 Upper Main Street 7/27/1994 $30,000 0.0 Vacant Land 0.16 -
G 225 Edgartown Vh Road 7/3/2006 $1 0.1 Apt/Store 0.16 4-
H 12 Dark Woods Road 11/3/1992 $2,000 0.1 Vacant Land 1 -
I 268 Upper Main Street 9/5/2001 $1,375,000 0.1 Restaurant 0.62 3-
J 270 Upper Main Street 1/26/1981 $175,000 0.1 Commercial 3.1 1-
K 242 Edgartown Vh Road Unit A-1 9/3/2021 $600,000 0.1 Retail Condo 8,813 0 1-1
L 238 Edgartown Vh Road Unit C-10 12/31/2012 $3,000,000 0.1 Retail Condo 0 1-1
M 238 Edgartown Vh Road Unit C-11 12/31/2012 $3,000,000 0.1 Retail Condo 0 1-1
N 236 Edgartown Vh Road Unit D-12 12/31/2012 $3,000,000 0.1 Retail Condo 861 0 1-1
O 236 Edgartown Vh Road Unit D-13 12/31/2012 $3,000,000 0.1 Retail Condo 5,180 0 2-2
P 236 Edgartown Vh Road Unit D-14 12/31/2012 $3,000,000 0.1 Retail Condo 0 1-1
Q 238 Edgartown Vh Road Unit C-A 12/31/2012 $3,000,000 0.1 Retail Condo 0 0-0
R 236 Edgartown Vh Road Unit D-B 12/31/2012 $3,000,000 0.1 Mix Use Condo 5,925 0 9 9-9
S 240 Edgartown Vh Road Unit B-2 3/18/2011 $1,850,000 0.1 Retail Condo 4,850 0 1-1
T 240 Edgartown Vh Road Unit B-3 3/18/2011 $1,850,000 0.1 Retail Condo 1,210 0 1-1
U 238 Edgartown Vh Road Unit C-4 12/31/2012 $3,000,000 0.1 Retail Condo 1,035 0 1-1
V 238 Edgartown Vh Road Unit C-5 12/31/2012 $3,000,000 0.1 Retail Condo 745 0 1-1
W 238 Edgartown Vh Road Unit C-6 12/31/2012 $3,000,000 0.1 Retail Condo 980 0 1-1
X 238 Edgartown Vh Road Unit C-7 12/31/2012 $3,000,000 0.1 Retail Condo 3,650 0 1-1
Y 238 Edgartown Vh Road Unit C-8 12/31/2012 $3,000,000 0.1 Retail Condo 0 0-0
Z 238 Edgartown Vh Road Unit C-9 12/31/2012 $3,000,000 0.1 Retail Condo 0 0-0
- 2 Dory Lane 5/21/2004 $1 0.1 Cape Cod 1,760 0.47 4 2-0
- 14 Dark Woods Road 9/14/2016 $1 0.1 Cape Cod 1,764 0.56 3 2-1
- 258 Upper Main Street 10/11/2024 $5,000,000 0.1 Apt/Store 0.88 2 3-
- 265 Upper Main Street 5/23/2018 $1 0.1 Standard Basic 1,862 0.45 4 2-1
- 66 Pinehurst Road 11/17/2020 $100 0.1 Colonial 2,776 0.39 3 1-1
- 243 Edgartown Vh Road Unit 1-A1 7/26/2020 $440,000 0.1 Mix Use Condo 961 0 0-0
- 247 Edgartown Vh Road Unit 10-B10 3/11/2019 $700,000 0.1 Retail Condo 587 0 0-0
- 243 Edgartown Vh Road Unit 2-A2 7/10/2020 $420,000 0.1 Mix Use Condo 932 0 1 1-1
- 243 Edgartown Vh Road Unit 3-A3 8/31/2020 $400,000 0.1 Mix Use Condo 796 0 1 1-1
- 243 Edgartown Vh Road Unit 4-A4 4/30/1999 $80,000 0.1 Retail Condo 932 0 1-1
- 243 Edgartown Vh Road Unit 5-A5 6/10/1993 $50,000 0.1 Retail Condo 587 0 0-0
- 247 Edgartown Vh Road Unit 6-B6 6/12/2008 $1 0.1 Retail Condo 587 0 0-0
- 247 Edgartown Vh Road Unit 7-B7 9/22/2003 $190,000 0.1 Mix Use Condo 932 0 1 1-1
- 247 Edgartown Vh Road Unit 8-B8 5/14/1997 $65,000 0.1 Mix Use Condo 796 0 1 1-1
- 247 Edgartown Vh Road Unit 9-B9 3/11/2019 $700,000 0.1 Mix Use Condo 932 0 0-0
- 25 Chase Road 8/31/2012 $124,000 0.1 Cape Cod 1,428 0.12 3 1-1
- 261 Upper Main Street 8/12/1996 $1 0.1 Apt/Office 0.23 2 2-
- 13 Mariners Way 8/31/1993 $133,000 0.1 Ranch 1,368 0.5 2 2-0
- 266 Upper Main Street 9/5/2001 $1,375,000 0.1 Outbuildings 1.08 -
- 245 Edgartown Vh Road Unit 1 12/17/2024 $2,200,000 0.1 Retail Condo 2,072 0 0-0
- 245 Edgartown Vh Road Unit 2 8/30/2004 $265,000 0.1 Condo Office 769 0 0-0
- 245 Edgartown Vh Road Unit 3 5/13/1993 $315,000 0.1 Condo Office 962 0 2-2
- 245 Edgartown Vh Road Unit 4 1/31/2007 $85,000 0.1 Condominium 293 0 1 1-1
- 245 Edgartown Vh Road Unit 5 4/15/2003 $150,000 0.1 Condominium 507 0 1 1-1
- 68 Pinehurst Road 12/15/2004 $1 0.1 Raised Ranch 1,266 0.28 2 3-0
- 15 Dark Woods Road 11/14/2003 $700,000 0.1 Colonial 1,827 0.52 3 2-1
- 257 Upper Main Street 4/23/2003 $2,770,000 0.1 Branch Bank 0.41 1-
- 63 Pinehurst Road 9/10/1990 $1 0.1 Colonial 1,248 0.1 2 2-0
- 254 Upper Main Street 4/7/2021 $1,025,000 0.1 Cape Cod 1,186 0.22 3 2-0
- 16 Dark Woods Road 11/26/2013 $1 0.1 Cape Cod 2,084 0.86 4 2-1
Averages 6099 days $1,153,591 0.09 --- 1,182 0.27 --- ---  
DISCLAIMER: The information in this report was collected from the concerned Assessors Office and Registry of Deeds.  Compu-Links disclaims any and all representations or warranties as to the accuracy of this information
20 A 63 288 Upper Main Street