1 / 96
MLS ID: 25016001
For Sale - $9,600,000

About this property

Bedrooms 5
Baths 5
Half Baths 1
sq2 7343
Lot Size 0.1900 acres
Year Built 1785
DOM 30

Address

Address:
55 Bay Street
Subdivision:
South of Broad
Zip Code:
29401
County:
Charleston
State:
SC

Features and Amenities

Cooling
Central Air
Laundry Features
Laundry Room
Interior Features
Ceiling - Cathedral/Vaulted, High Ceilings, Garden Tub/Shower, Walk-In Closet(s), Eat-in Kitchen, Family, Formal Living, Office, Pantry, Separate Dining
Utilities
Charleston Water Service, Dominion Energy
Fireplace Features
Three +
Window Features
Window Treatments
Other
Garden Tub/Shower, Multiple Closets, Walk-In Closet(s), Slate

Description

This stunning c. 1785 four-story masonry home has been carefully preserved, exhibiting significant historical integrity. It has undergone a meticulous renovation, elegantly updated to accommodate modern living and entertaining. Book-ended by Rainbow Row and High Battery, the Jonathan Simpson House was built within the original walled city by a wealthy merchant. Twelve-foot ceilings and grand rooms allow the house to be filled with light. The pine floors run the full extent of the house (28'). Much of the original molding, cypress paneling, doors, and interior shutters remain. The current owners created a hyphen to connect the original home and kitchen house under the direction of renowned Charleston architects Dufford Young, with construction by Artis, winning a 2019 Carolopolis Award.The project allowed for a new side garden design by Sheila Wertimer. The gourmet kitchen features a butler's pantry, mudroom, and floor-to-ceiling steel doors overlooking the side garden. The former kitchen house now features a spacious second-floor guest suite or office and a large secondary living room flanked by original fireplaces, as well as access to the screened porch overlooking the magnificent backyard that encompasses nearly a quarter of an acre of peace and tranquility. Plans were created for a 10' x 30' swimming pool and have been approved by the city.The original staircase remains, rising eloquently for all four flights, one of the tallest in the city. The second floor of the home has a 21x25 drawing room with five floor-to-ceiling windows. Across the hall, a primary suite with a fireplace and a private porch overlooking historic rooftops and palmetto trees. The third floor includes two spacious bedrooms, both with en-suite bathrooms, as well as a laundry room. The front bedroom offers clear views of Charleston Harbor. The back bedroom offers a private porch that's perched in the palmetto trees. The fourth floor is laid out as a two-room guest suite with a full bathroom and a living room, incredible historic and water views from every window.Of significant architectural interest is the cantilevered marble balcony, which projects from the second floor and is the only one in Charleston constructed in this manner. The elliptical fan light and the use of tall, glazed windows typify the work of the Adam period. Also of notable distinction is the detailed woodwork and roping around the door frame, which makes this one of the more attractive entrances in historic Charleston. The home retains architectural features of the late Georgian period, also embracing the ornamentation that more closely resembles the Adam style or the Federal period of architectural development.

Schools

Name Address Phone Type Grade
Buist Academy 103 Calhoun Street 8437247750 Public 3-8 SPED
Name Address Phone Type Grade
Memminger Elementary 20 Beaufain Street 8437247778 Public PK-5 SPED
Name Address Phone Type Grade
Charleston Day School 15 Archdale Street 843-377-0315 Private K-8
Mason Preparatory School 56 Halsey Blvd. 843-723-0664 Private K-8
subdivision
Active Listings
Avg DoM
Avg Price
1
252
$592,667
air harbor, Charleston
5
133
$512,685
ansonborough, Charleston
21
199
$2,530,351
arboretum, Charleston
4
109
$309,800
archdale, Charleston
1
268
$594,960
ardmore, Charleston
9
136
$394,413
ashcroft hall, Charleston
1
32
$699,900
2
178
$1,035,800
2
174
$561,499
2
158
$597,250
ashley harbor, Charleston
1
171
$1,207,580
ashley house, Charleston
8
125
$342,173
ashley park, Charleston
6
135
$402,068
2
315
$438,650
3
200
$236,456
ashleyville, Charleston
5
60
$502,600
2
118
$1,048,333
avondale, Charleston
4
177
$882,253
1
184
$409,333
barfield park, Charleston
1
172
$982,225
1
196
$683,424
3
174
$744,833
battery point, Charleston
2
120
$634,933
1
117
$749,950
bayfront, Charleston
2
201
$756,286
bayview farms, Charleston
4
152
$685,571
1
304
$678,250
1
12
$475,000
4
197
$603,615
bel air, Charleston
2
136
$852,992
2
306
$1,289,257
1
125
$965,000
1
310
$1,451,700
6
285
$2,600,727
6
289
$379,781
bolton, Charleston
3
189
$381,300
9
131
$517,596
3
61
$253,725
1
32
$369,900
1
69
$2,055,000
byrnes downs, Charleston
7
134
$947,127
1
202
$2,500,000
1
157
$797,500
cannonborough, Charleston
3
130
$1,422,000
37
285
$1,872,905
4
127
$450,359
capri isles, Charleston
2
233
$1,299,861
carolina bay, Charleston
15
153
$606,587
carolina cove, Charleston
3
77
$272,557
3
129
$683,667
castlewood, Charleston
3
123
$376,250
center park, Charleston
1
104
$1,025,000
central park, Charleston
8
93
$1,177,419
3
153
$677,000
1
250
$555,000
cherokee hall, Charleston
4
38
$299,975
church creek, Charleston
3
169
$391,613
1
90
$620,950
23
310
$1,874,886
clarks point, Charleston
2
85
$913,333
clarks sound, Charleston
1
261
$463,000
clearview, Charleston
4
78
$900,889
1
148
$1,613,798
concord, Charleston
1
99
$360,000
1
195
$354,864
1
74
$279,000
1
243
$876,500
3
72
$1,995,000
creek point, Charleston
1
187
$567,986
1
231
$1,056,000
crosscreek, Charleston
2
126
$679,717
daniel island, Charleston
35
157
$1,865,611
17
197
$3,726,028
3
185
$1,935,307
5
141
$419,978
dockside, Charleston
18
151
$372,359
dogwood park, Charleston
1
112
$800,000
dovefield, Charleston
1
194
$220,815
downtown, Charleston
12
161
$1,267,492
3
117
$655,540
e f street, Charleston
1
99
$609,000
1
92
$725,000
3
187
$676,657
1
356
$425,000
eastside, Charleston
17
184
$1,048,721
eastwood, Charleston
4
78
$1,544,983
1
105
$1,466,333
elliotborough, Charleston
10
161
$1,338,193
1
145
$399,000
1
137
$500,000
fleming park, Charleston
1
214
$819,666
1
15
$1,200,000
forest acres, Charleston
3
147
$521,371
forest lakes, Charleston
3
122
$532,757
2
114
$525,300
3
166
$1,153,700
fort lamar, Charleston
3
117
$945,500
1
158
$1,097,500
6
264
$2,318,316
gadsdenboro, Charleston
2
160
$1,090,855
garden hill, Charleston
1
231
$1,017,500
geddes hall, Charleston
3
126
$625,991
general lee, Charleston
1
197
$444,333
4
56
$1,195,780
goat island, Charleston
1
33
$315,000
governors cay, Charleston
2
213
$694,983
grand bees, Charleston
5
160
$522,239
15
157
$452,081
grand terrace, Charleston
2
188
$489,400
grants court, Charleston
6
35
$1,039,990
grantville, Charleston
1
236
$650,000
greencrest, Charleston
3
202
$636,000
2
156
$402,475
7
192
$2,244,864
harbor creek, Charleston
1
102
$630,667
harbor oaks, Charleston
1
87
$506,950
harbor place, Charleston
1
112
$648,300
harbor woods, Charleston
1
106
$813,750
1
82
$713,333
1
191
$1,519,500
41
186
$2,022,253
1
157
$799,667
heathwood, Charleston
2
133
$563,545
heathwood ext, Charleston
2
10
$687,500
herndon acres, Charleston
1
144
$504,450
hickory hill, Charleston
1
1
$639,000
2
156
$516,071
hunt club, Charleston
9
99
$610,856
2
158
$568,725
3
97
$1,109,500
indigo fields, Charleston
2
250
$386,333
island bluff, Charleston
2
74
$335,980
4
80
$999,950
1
162
$425,000
james island, Charleston
5
172
$682,626
2
171
$533,225
2
76
$2,009,500
kings flats, Charleston
1
102
$722,000
1
119
$741,667
1
11
$679,000
lakeside, Charleston
2
131
$414,433
11
194
$848,991
landsdowne, Charleston
1
43
$450,000
lantana, Charleston
1
197
$481,600
lawton bluff, Charleston
8
200
$690,330
lawton harbor, Charleston
2
108
$699,500
4
124
$739,667
legares, Charleston
1
1,384
$1,093,500
lenevar, Charleston
4
120
$647,999
6
175
$836,817
1
211
$600,000
longborough, Charleston
2
152
$2,596,250
longbranch, Charleston
5
130
$531,900
1
47
$265,000
lynwood, Charleston
3
179
$573,738
1
181
$344,933
maclaura hall, Charleston
2
176
$841,000
magnolia, Charleston
1
130
$639,800
1
182
$584,750
2
158
$492,500
magnolia walk, Charleston
1
98
$879,000
mariners cay, Charleston
1
36
$40,000
marsh cove, Charleston
3
152
$472,000
martins creek, Charleston
2
95
$1,125,000
maryville, Charleston
4
160
$387,790
mayflower ct, Charleston
1
0
$568,000
1
137
$562,686
melrose, Charleston
4
156
$545,082
2
166
$175,831
mepkin place, Charleston
3
144
$211,604
2
162
$395,556
1
54
$1,299,000
3
88
$253,000
mira vista, Charleston
4
136
$372,960
moreland, Charleston
3
131
$933,571
morris square, Charleston
1
207
$1,017,000
murray hill, Charleston
1
8
$489,000
myrtle grove, Charleston
1
207
$440,057
needlegrass, Charleston
1
70
$825,000
1
210
$598,633
north central, Charleston
21
178
$917,028
1
5
$430,000
1
142
$874,450
2
166
$753,929
2
208
$787,500
1
121
$905,000
oak bluff, Charleston
8
388
$750,776
oak island, Charleston
1
186
$1,376,333
oak view park, Charleston
1
166
$247,500
oakland, Charleston
1
173
$447,867
3
184
$728,238
1
46
$619,000
old orchard, Charleston
1
202
$506,700
2
193
$619,375
1
133
$324,450
one cool blow, Charleston
2
99
$416,929
3
83
$3,167,500
orange grove, Charleston
3
227
$528,333
13
132
$544,956
1
99
$450,000
orleans woods, Charleston
2
222
$344,200
osprey cove, Charleston
1
174
$298,725
1
92
$260,000
2
52
$431,000
3
172
$1,013,825
park place, Charleston
1
178
$441,463
parkdale, Charleston
1
170
$296,633
1
48
$585,000
parkshore, Charleston
2
205
$752,500
parkshore iii, Charleston
1
176
$1,095,353
parkside hpr, Charleston
3
92
$515,057
4
87
$643,600
1
249
$225,983
pecan grove, Charleston
2
128
$509,000
pelican cove, Charleston
2
105
$311,975
5
208
$408,143
1
217
$662,450
1
132
$875,000
peninsula, Charleston
3
141
$1,158,725
pepperidge, Charleston
2
92
$300,000
pier view, Charleston
3
101
$715,988
pierpont, Charleston
7
277
$746,421
2
162
$487,225
pinefield, Charleston
1
712
$989,800
pineview, Charleston
1
86
$556,700
point hope, Charleston
11
256
$947,960
point james, Charleston
3
152
$276,789
ponderosa, Charleston
1
162
$352,525
1
171
$541,429
queensborough, Charleston
3
145
$544,780
1
182
$315,360
10
192
$1,531,721
2
185
$322,269
ricefield, Charleston
2
70
$283,750
ripley cove, Charleston
1
129
$984,900
river bend, Charleston
1
45
$298,000
1
156
$1,175,000
riverbend, Charleston
7
70
$1,155,583
riverfront, Charleston
4
115
$660,500
1
233
$577,500
3
76
$816,225
2
128
$469,317
17
116
$1,340,843
rivers bend, Charleston
3
127
$245,488
rivers point, Charleston
1
134
$741,167
4
165
$252,000
rosemont, Charleston
1
245
$124,000
2
149
$672,971
royal, Charleston
1
332
$340,000
1
241
$592,667
sandhurst, Charleston
2
145
$789,800
3
149
$602,688
seagate, Charleston
4
178
$324,500
4
212
$363,780
1
85
$1,458,000
10
145
$880,054
2
365
$893,000
shadowmoss, Charleston
17
197
$542,893
shaftesbury, Charleston
2
132
$388,167
2
145
$911,745
4
132
$357,891
silver hill, Charleston
2
97
$329,667
sol legare, Charleston
2
262
$482,500
1
201
$689,250
6
159
$1,955,824
37
188
$3,574,136
springfield, Charleston
9
150
$405,165
2
257
$692,500
stefan acres, Charleston
1
60
$609,950
stiles point, Charleston
3
131
$815,500
3
119
$1,960,000
stone creek, Charleston
3
127
$724,700
stone edge, Charleston
1
35
$724,500
1
115
$899,500
stonefield, Charleston
1
143
$678,780
stono park, Charleston
1
162
$691,522
stono shores, Charleston
1
182
$683,494
stono terrace, Charleston
2
154
$703,750
1
115
$150,000
1
64
$565,000
2
98
$914,380
2
165
$959,857
terrabrook, Charleston
3
104
$844,714
12
175
$572,507
3
173
$298,000
the crescent, Charleston
5
168
$4,292,627
5
172
$159,683
2
178
$505,190
1
176
$424,000
1
104
$349,000
the peninsula, Charleston
4
167
$461,833
5
190
$279,039
1
148
$573,300
the ponderosa, Charleston
2
181
$355,800
2
101
$1,014,500
1
62
$839,000
1
178
$863,744
4
199
$406,785
the savannah, Charleston
4
75
$212,550
3
370
$1,200,597
4
251
$123,725
1
132
$1,293,800
2
8
$425,000
thomas island, Charleston
1
176
$750,000
turkey pen, Charleston
1
3,224
$250,000
1
99
$392,000
4
296
$322,000
uptown, Charleston
1
557
$1,000,000
vanderhorst, Charleston
2
12
$1,037,500
26
278
$484,589
village green, Charleston
8
160
$500,508
1
27
$425,000
13
171
$1,116,016
wando village, Charleston
4
246
$1,662,259
1
198
$1,048,000
wappoo shores, Charleston
3
177
$934,000
1
40
$1,445,000
1
97
$461,667
1
18
$375,000
1
15
$600,000
3
185
$1,376,000
4
187
$666,415
west glow, Charleston
1
163
$420,000
1
67
$606,667
westchester, Charleston
5
121
$494,900
westside, Charleston
13
159
$921,054
wexford sound, Charleston
1
160
$674,238
2
164
$661,100
4
57
$273,880
willow walk, Charleston
1
171
$517,357
windermere, Charleston
4
142
$1,024,994
woodlands, Charleston
1
232
$478,189
wraggborough, Charleston
3
193
$2,084,750
1
212
$635,000
1
179
$731,600
7
148
$414,547

Mortgage Calculator

$
$
%
%
Interest Rate as of: Wed, Jul. 09, 2025
$ 9,600,000Home Price
$ 50,119Monthly payment
$ 7,680,000Amount Financed
$ 601,428Annual cost of Loan
$ 18,042,848Total of 360 Payments

Map

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James Schiller

James Schiller

Realtor, Brand Name Real Estate
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