29 Winding Brook Road, South Yarmouth, MA 02664

Owner Information
Owner 1
Barry Crossley
Owner 2
Mariette Crossley
Owner's Address
29 Winding Brook Rd South Yarmouth, MA 02664
Market Sale Information
Most recent sale date
11/30/2012
Previous sale date
6/16/2008
Transfer document #
D1207627-
Previous transfer document
D1092054
Grantor
Kenneth E Morey
Previous grantor
Ronald M Testa
Most recent sale price
$212,000.00
Previous sale price
$239,300.00
Site Information
Property ID
67-259
Lot Size
0.23
Use Code
101 - Residential, single family
Zoning
Building Style
Ranch
Number of Rooms
Stories
1
Number of Beds
2
Year Built
1972
Number of full baths
1
Condition
72
Number of half baths
Finished Area
864
Number of Kitchen
Gross Living Area
2544
Number of Fireplaces
Bsmnt floot
Number of parking
Interior walls
Drywall/Sheet
Floor type
Hardwood
Solar Hot Water
No
Roof Structure
Gable/Hip
Heating type
Forced Air-Duc
Roof Cover
Asph/F Gls/Cmp
Heating fuel
Gas
Frame type
Air Condition (%)
Sidings
Wood Shingle
Assessment Information
Fiscal Year
2025
Land Value
$177,500.00
Total value
$439,400.00
Building value
$261,900.00
Estimated tax
$3,110.00
Yard improvement value
$0.00
Certified Mass Appraisal
20082009201020112012201320142015201620172018201920202021202220232024$0$50,000$100,000$150,000$200,000$250,000$300,000$350,000$400,000$450,000$500,000Total Assessment ($)ImprovementsLandBuildingTotal Assessment
Comparable Properties
Subject Property37 Wedgemere Road50 Lake Road West66 Beach Road10 Lake Road3 Cogswell Path483 Winslow Gray Road21 Lyman Lane1 Mayflower Lane53 Shallow Brook Road26 Wren Way111 Swan Lake Road33 Wren Way10 Ginger Plum Lane447 Winslow Gray Road29 Winding Brook Road75 Capt York Road10 Still Brook Road25 Taft Road42 Colburne Path18 Snow Brook Road111 Forest Road33 Village Brook Road27 Harding Lane$0$100,000$200,000$300,000$400,000$500,000$600,000Total Assessment ($)Total Assessment
Address 29 Winding Brook Road A) 53 Shallow Brook RoadB) 10 Still Brook RoadC) 33 Village Brook RoadD) 447 Winslow Gray RoadE) 483 Winslow Gray RoadF) 18 Snow Brook RoadG) 27 Harding LaneH) 25 Taft RoadI) 50 Lake Road WestJ) 10 Ginger Plum LaneK) 10 Lake RoadL) 111 Forest RoadM) 111 Swan Lake RoadN) 21 Lyman LaneO) 37 Wedgemere RoadP) 75 Capt York RoadQ) 66 Beach RoadR) 1 Mayflower LaneS) 3 Cogswell PathT) 33 Wren WayU) 26 Wren WayV) 42 Colburne Path
Photo
Plan
Map
Proximity 0.10.10.10.20.20.20.30.40.50.50.60.60.60.70.70.70.80.90.90.90.91.0
Last Sold 6/18/20253/20/20256/30/20256/11/20255/30/20256/18/20255/5/20256/9/20253/12/20254/15/20253/7/20254/22/20254/14/20254/15/20252/13/20256/10/20252/5/20253/7/20253/4/20253/28/20255/8/20256/12/2025
Price $480,000$500,000$549,000$535,000$390,000$600,000$368,200$527,000$92,667$447,000$330,000$460,000$490,000$540,000$423,000$396,500$300,000$600,000$489,900$440,000$628,320$540,000
Net Living Area 8161,0041,0448887721,0721,0769127408408321,0401,0409126801,0537689281,024864864864
Stories 1111111111111111111111
Sale Price/sft $245.37$588.24$498.01$525.86$602.48$505.18$559.70$342.19$577.85$125.23$532.14$396.63$442.31$471.15$592.11$622.06$376.54$390.63$646.55$478.42$509.26$727.22$625.00
Style RanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanchRanch
Age 19721971196719711970196719681968197019691960197119731986195219601964194519551975197219631970
Rooms 445455
Bedrooms 22222222222232222232223
Full baths 11111111111111111111111
Half baths 211
Gross Living Area 254419682428239223288682647232823281532247617842828224019681360252798216002611218022022112
Heating Fuel GasGasGasGasGasGasGasGasGasGasGasGasGasGasGasGasOilOilOilGasGasGasGas
Detached Garage
Lot Size 0.230.320.270.320.230.310.20.230.230.150.240.150.470.270.20.110.280.280.240.290.320.230.2
Roof Cover Asph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/CmpAsph/F Gls/Cmp
AEM Value - Building $261,900.00$233,000$276,200$305,400$260,800$177,500$330,700$365,000$315,700$163,100$260,200$218,700$326,900$285,700$233,500$161,300$275,400$167,000$235,700$176,000$249,800$245,300$312,600
AEM Value - Land $177,500.00$180,700$178,900$180,700$177,500$180,400$140,800$147,900$147,900$121,800$177,800$121,800$155,200$140,800$169,000$110,400$179,300$141,100$177,800$166,300$180,700$177,500$156,500
AEM Value - Other $0.00$0$0$0$0$0$0$0$0$0$0$0$0$0$0$0$0$0$0$0$0$0$0
AEM Value - Total $439,400.00$413,700$455,100$486,100$438,300$357,900$471,500$512,900$463,600$284,900$438,000$340,500$482,100$426,500$402,500$271,700$454,700$308,100$413,500$342,300$430,500$422,800$469,100
# Address Last Sold Sale Price Dist(m) Style LA (sq ft) Lot(ac) BR F-HB
@ 29 Winding Brook Road 11/30/2012 $212,000 0 Ranch 864 0.23 2 1- -
  Criteria
A 53 Shallow Brook Road 6/18/2025 $480,000 0.1 Ranch 816 0.32 2 1-
B 10 Still Brook Road 3/20/2025 $500,000 0.1 Ranch 1,004 0.27 2 1-
C 33 Village Brook Road 6/30/2025 $549,000 0.1 Ranch 1,044 0.32 2 1-
D 447 Winslow Gray Road 6/11/2025 $535,000 0.2 Ranch 888 0.23 2 1-
E 483 Winslow Gray Road 5/30/2025 $390,000 0.2 Ranch 772 0.31 2 1-
F 18 Snow Brook Road 6/18/2025 $600,000 0.2 Ranch 1,072 0.2 2 1-
G 27 Harding Lane 5/5/2025 $368,200 0.3 Ranch 1,076 0.23 2 1-2
H 25 Taft Road 6/9/2025 $527,000 0.4 Ranch 912 0.23 2 1-
I 50 Lake Road West 3/12/2025 $92,667 0.5 Ranch 740 0.15 2 1-
J 10 Ginger Plum Lane 4/15/2025 $447,000 0.5 Ranch 840 0.24 2 1-
K 10 Lake Road 3/7/2025 $330,000 0.6 Ranch 832 0.15 2 1-
L 111 Forest Road 4/22/2025 $460,000 0.6 Ranch 1,040 0.47 3 1-
M 111 Swan Lake Road 4/14/2025 $490,000 0.6 Ranch 1,040 0.27 2 1-1
N 21 Lyman Lane 4/15/2025 $540,000 0.7 Ranch 912 0.2 2 1-1
O 37 Wedgemere Road 2/13/2025 $423,000 0.7 Ranch 680 0.11 2 1-
P 75 Capt York Road 6/10/2025 $396,500 0.7 Ranch 1,053 0.28 2 1-
Q 66 Beach Road 2/5/2025 $300,000 0.8 Ranch 768 0.28 2 1-
R 1 Mayflower Lane 3/7/2025 $600,000 0.9 Ranch 928 0.24 3 1-
S 3 Cogswell Path 3/4/2025 $489,900 0.9 Ranch 1,024 0.29 2 1-
T 33 Wren Way 3/28/2025 $440,000 0.9 Ranch 864 0.32 2 1-
U 26 Wren Way 5/8/2025 $628,320 0.9 Ranch 864 0.23 2 1-
V 42 Colburne Path 6/12/2025 $540,000 1.0 Ranch 864 0.2 3 1-
Averages 90 days $460,299 0.54 --- 911 0.25 --- ---  

Estimation of Market Value - $463,227

As of today, 07/22/2025, the estimated market value of 29 Winding Brook Road, South Yarmouth considering the above 22 comparable properties is $463,227.

 

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 Property0 Forest Road272 Forest Road20 Dancing Brook Road53 Shallow Brook Road26 Dancing Brook Road49 Shallow Brook Road8 Fresh Brook Road31 Dancing Brook Road17 Still Brook Road23 Fresh Brook Road29 Winding Brook Road27 Dancing Brook Road56 Shallow Brook Road17 Fresh Brook Road59 Shallow Brook Road36 Dancing Brook Road27 Fresh Brook Road50 Shallow Brook Road63 Shallow Brook Road64 Shallow Brook Road18 Fresh Brook Road11 Fresh Brook Road37 Dancing Brook Road7 Fresh Brook Road30 Dancing Brook Road14 Fresh Brook Road23 Still Brook Road$0$100,000$200,000$300,000$400,000$500,000$600,000$700,000$800,000Total Assessment ($)Total Assessment
# Address Last Sold Sale Price Dist(m) Style LA (sq ft) Lot(ac) BR F-HB
@ 29 Winding Brook Road 11/30/2012 $212,000 0 Ranch 864 0.23 2 1- -
  Criteria
A 23 Winding Brook Road 8/9/2022 $440,000 0.0 Ranch 888 0.23 2 2-
B 18 Fresh Brook Road 3/8/1993 $0 0.0 Ranch 1,440 0.24 2 1-1
C 33 Winding Brook Road 2/4/2004 $248,900 0.0 Ranch 1,200 0.25 2 1-
D 14 Fresh Brook Road 11/30/2021 $497,000 0.0 Ranch 936 0.24 2 1-
E 28 Winding Brook Road 3/5/2024 $575,000 0.0 Ranch 1,216 0.23 2 1-1
F 32 Winding Brook Road 6/10/2015 $257,500 0.0 Ranch 988 0.23 2 1-
G 24 Fresh Brook Road 5/17/1996 $0 0.0 Ranch 1,696 0.24 3 3-
H 17 Winding Brook Road 6/26/2015 $53,750 0.0 Ranch 888 0.23 2 1-
I 22 Winding Brook Road 6/16/1971 $0 0.0 Ranch 816 0.23 2 2-
J 8 Fresh Brook Road 8/15/2024 $515,000 0.0 Ranch 816 0.24 2 1-
K 38 Winding Brook Road 7/7/2006 $100 0.0 Ranch 1,084 0.27 2 1-
L 39 Winding Brook Road 10/29/2014 $226,000 0.0 Ranch 840 0.26 2 1-
M 29 Swift Brook Road 9/12/2024 $100 0.0 Ranch 984 0.24 2 1-
N 17 Fresh Brook Road 4/15/2008 $215,000 0.0 Ranch 1,152 0.26 2 2-
O 28 Fresh Brook Road 4/24/2024 $100 0.0 Ranch 888 0.26 3 2-
P 11 Fresh Brook Road 12/13/2013 $100 0.0 Ranch 1,416 0.25 2 1-
Q 33 Swift Brook Road $0 0.0 Ranch 984 0.26 2 1-
R 23 Swift Brook Road 8/1/2005 $300,000 0.1 Ranch 1,128 0.24 2 1-
S 23 Fresh Brook Road 10/25/2017 $100 0.1 Ranch 864 0.26 2 1-
T 18 Winding Brook Road 8/13/2021 $100 0.1 Ranch 1,128 0.23 2 1-
U 11 Winding Brook Road 6/15/2012 $210,000 0.1 Ranch 816 0.23 2 1-
V 7 Fresh Brook Road 8/17/2020 $300,000 0.1 Ranch 1,108 0.29 2 1-
W 64 Shallow Brook Road 4/26/2019 $300,000 0.1 Ranch 1,284 0.25 2 1-
X 44 Winding Brook Road 9/8/2006 $319,000 0.1 Ranch 1,044 0.26 2 1-
Y 45 Winding Brook Road 8/27/2012 $100 0.1 Ranch 1,080 0.26 2 1-
Z 17 Swift Brook Road 7/18/2025 $565,000 0.1 Ranch 1,128 0.24 2 1-
- 39 Swift Brook Road 4/27/2020 $279,000 0.1 Ranch 1,088 0.26 2 1-
- 34 Fresh Brook Road 7/20/2018 $295,000 0.1 Ranch 888 0.27 2 2-
- 27 Fresh Brook Road 5/20/2016 $100 0.1 Ranch 988 0.26 2 2-
- 26 Dancing Brook Road 11/10/2014 $100 0.1 Ranch 864 0.25 2 1-
- 30 Dancing Brook Road 5/3/2007 $100 0.1 Ranch 1,210 0.26 2 1-
- 12 Winding Brook Road 8/24/2001 $0 0.1 Ranch 888 0.23 2 1-
- 32 Swift Brook Road 12/29/2015 $235,000 0.1 Ranch 1,200 0.23 2 2-
- 28 Swift Brook Road 9/20/1999 $0 0.1 Ranch 1,128 0.23 2 1-
- 20 Dancing Brook Road 2/16/2018 $295,000 0.1 Ranch 908 0.28 2 1-
- 56 Shallow Brook Road 12/2/2019 $100 0.1 Ranch 1,152 0.31 2 1-1
- 36 Dancing Brook Road 1/4/1991 $0 0.1 Ranch 1,118 0.28 2 2-
- 11 Swift Brook Road 11/21/2023 $100 0.1 Ranch 864 0.24 2 1-
- 22 Swift Brook Road 8/4/2015 $234,900 0.1 Ranch 1,128 0.23 2 1-
- 23 Still Brook Road 8/30/2017 $265,000 0.1 Ranch 1,832 0.29 3 1-1
- 40 Swift Brook Road 9/15/2006 $290,000 0.1 Ranch 864 0.31 3 2-
- 49 Winding Brook Road 8/11/2015 $233,000 0.1 Ranch 1,124 0.31 2 1-
- 28 Still Brook Road 7/1/2024 $510,000 0.1 Ranch 816 0.26 2 1-
- 40 Fresh Brook Road 1/17/2020 $315,000 0.1 Ranch 1,056 0.31 2 1-
- 18 Swift Brook Road 11/10/2022 $460,000 0.1 Ranch 1,384 0.23 3 2-
- 63 Shallow Brook Road 4/3/2009 $217,000 0.1 Ranch 1,084 0.23 2 1-
- 50 Shallow Brook Road 12/4/2000 $0 0.1 Ranch 888 0.3 2 1-
- 54 Winding Brook Road 6/7/2016 $100 0.1 Ranch 864 0.25 2 1-1
- 8 Winding Brook Road 10/29/2010 $207,500 0.1 Ranch 1,008 0.23 2 1-
- 45 Swift Brook Road 12/18/2007 $100 0.1 Ranch 864 0.25 2 1-
- 7 Winding Brook Road 2/19/2021 $355,000 0.1 Ranch 816 0.34 2 1-
- 59 Shallow Brook Road 4/4/2017 $100 0.1 Ranch 816 0.23 2 1-1
- 7 Swift Brook Road 8/31/2012 $169,000 0.1 Ranch 1,128 0.24 2 1-
- 27 Dancing Brook Road 6/3/2019 $100 0.1 Ranch 888 0.28 2 1-
- 21 Spinning Brook Road 9/29/2017 $310,000 0.1 Ranch 1,150 0.26 2 2-
- 22 Still Brook Road 9/6/2023 $100 0.1 Ranch 1,348 0.27 2 2-
- 21 Dancing Brook Road 12/20/2022 $520,000 0.1 Ranch 1,338 0.3 2 2-
- 12 Swift Brook Road 10/28/2019 $100 0.1 Ranch 1,012 0.23 2 1-
- 152 Capt Noyes Road 3/24/2020 $100 0.1 Ranch 1,424 0.43 3 2-
- 31 Spinning Brook Road 1/23/2015 $220,000 0.1 Ranch 864 0.29 2 1-
- 148 Capt Noyes Road 8/14/2003 $1 0.1 Ranch 1,468 0.51 3 2-
- 31 Dancing Brook Road 12/13/1991 $93,000 0.1 Ranch 816 0.26 2 1-
- 158 Capt Noyes Road 1/23/2007 $100 0.1 Ranch 1,200 0.42 3 2-
- 272 Forest Road 10/26/1993 $0 0.1 Vacant Land 0.19 -
- 37 Dancing Brook Road 1/17/2020 $100 0.1 Ranch 1,152 0.26 2 1-1
- 53 Shallow Brook Road 6/18/2025 $480,000 0.1 Ranch 816 0.32 2 1-
- 284 Forest Road 10/26/1993 $0 0.1 Vacant Land 0.22 -
- 142 Capt Noyes Road 2/2/2022 $100 0.1 Ranch 2,224 0.48 4 3-
- 15 Dancing Brook Road 7/31/2023 $100 0.1 Ranch 816 0.27 2 1-
- 59 Winding Brook Road 7/1/2019 $320,500 0.1 Ranch 1,200 0.3 2 2-
- 17 Spinning Brook Road 2/7/2005 $100 0.1 Ranch 864 0.25 2 1-
- 162 Capt Noyes Road 2/3/2011 $100 0.1 Ranch 1,476 0.42 3 2-
- 51 Swift Brook Road 10/24/2023 $485,000 0.1 Ranch 864 0.23 2 1-
- 17 Still Brook Road 7/9/2020 $100 0.1 Ranch 864 0.25 2 1-
- 58 Winding Brook Road 6/15/2007 $285,000 0.1 Ranch 1,012 0.27 2 1-1
- 49 Shallow Brook Road 10/15/2020 $10 0.1 Ranch 816 0.25 2 1-
- 8 Swift Brook Road 9/29/2022 $330,000 0.1 Ranch 1,128 0.23 2 1-
- 50 Swift Brook Road 8/9/2016 $100 0.1 Ranch 1,128 0.32 2 1-
- 16 Still Brook Road 11/13/2008 $100 0.1 Ranch 1,152 0.27 3 1-
- 138 Capt Noyes Road 7/18/2022 $100 0.1 Ranch 1,596 0.41 3 1-1
- 168 Capt Noyes Road 7/17/2024 $408,000 0.1 Ranch 1,248 0.41 2 2-
- 20 Shallow Brook Road 2/1/1994 $0 0.1 Ranch 1,268 0.32 2 1-
- 26 Shallow Brook Road 3/22/2016 $100 0.1 Ranch 1,108 0.29 2 1-1
- 14 Shallow Brook Road $0 0.1 Ranch 928 0.26 2 1-
- 30 Spinning Brook Road 9/6/2002 $0 0.1 Ranch 1,036 0.28 2 1-
- 24 Spinning Brook Road 10/4/2018 $100 0.1 Ranch 956 0.28 2 1-
- 11 Spinning Brook Road 11/1/2019 $275,000 0.1 Ranch 816 0.25 2 1-
- 32 Shallow Brook Road 4/30/2024 $530,000 0.1 Ranch 1,152 0.27 2 1-
- 0 Forest Road 7/28/1995 $0 0.1 Vacant Land 0.12 -
- 10 Shallow Brook Road 3/12/2014 $100 0.1 Ranch 816 0.23 2 1-
- 2 Swift Brook Road 10/26/1993 $0 0.1 Vacant Land 0.1 -
Averages 4432 days $149,915 0.08 --- 1,030 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
67 259 29 Winding Brook Road