2164 Medway Road, Charleston, SC 29412 MLS #26024581 Home Real Estate Charleston Charleston 29412 2164 Medway Road Share Ask Realtor Saving Save Saved2164 Medway Road | #26024581 Under Contract - $1,675,000Charleston, SC 29412 Virtual Tour 2164 Medway Road | #26024581 Under Contract - $1,675,000 Share Ask Realtor Saving Save Saved MLS ID: 26024581 Under Contract - $1,675,000 About this property Bedrooms 4 Baths 3 sq2 4550 Lot Size 0.2200 acres Year Built 1942 DOM 31AddressAddress:2164 Medway RoadSubdivision: Riverland TerraceCity: CharlestonZip Code: 29412County: CharlestonState: SCFeatures and Amenities #pool #off street parkingExterior Lawn Irrigation, Lawn Well, Outdoor KitchenCooling Central AirHeating ElectricFloors Ceramic Tile, WoodRoof ArchitecturalLaundry Features Laundry RoomPool Features In GroundCommunity Features Boat Ramp, Dog ParkInterior Features Ceiling - Cathedral/Vaulted, Ceiling - Smooth, Garden Tub/Shower, Walk-In Closet(s), Ceiling Fan(s), Eat-in Kitchen, Formal Living, Living/Dining Combo, In-Law Floorplan, Pantry, SunUtilities Charleston Water Service, Dominion Energy, James IS PSDLot Features 0 - .5 Acre, LevelStyle TraditionalOther 2 Car Garage, Detached, Off Street, Garden Tub/Shower, Walk-In Closet(s) Show all features Description Some homes give you square footage. Others give you a way of life. 2164 Medway offers both.Originally built in 1942 as a post-war bungalow and completely reimagined and expanded in 2006 by a homebuilder for his own family, this one-of-a-kind Riverland Terrace property pairs the character of an older Charleston home with the space and flexibility of something much more substantial.The 3,280-square-foot main house offers three bedrooms and two bathrooms, with Brazilian hardwood and Spanish-style tile flooring, timeless finishes and bespoke architectural details throughout. Rather than feeling formulaic, every room has a personality of its own, with spaces for gathering, working, creating and retreating.A standout feature is the detached 1,270-square-foot guest house. This adds a remarkable amount of additional living space and is an increasingly rare find. Ideal for multigenerational living, extended-stay guests, a private work-from-home setup or simply room to spread out, it gives this property a level of flexibility few homes can match.There is a fun surprise upstairs, too: the space is currently set up with a professional-level indoor putting green, creating an unexpected hangout for practicing your short game, watching a tournament with friends or spending a rainy afternoon. Downstairs, a fully air-conditioned two-car garage adds even more usable space and is not included in the property's square footage.Outside, the home becomes its own private retreat. A lovely swimming pool, outdoor kitchen and courtyard create a natural extension of the living spaces, while the flagstone patio is the perfect spot for family evenings around the fire. This is a home that was designed to be enjoyed, whether everyone is together or spread across their own favorite corners.And while it would be easy to stay home, part of the magic of this property is everything waiting just beyond the front door.Walk to the Charleston Municipal Golf Course or Medway Community Garden. Bike to Fort Pemberton Park for sunset over the Stono. Put your boat in at the neighborhood boat landing. Catch a movie at the Terrace Theater, dinner at a neighborhood favorite, the Sunday farmers market or live music at the Pour House. Downtown Charleston and the beach are both within easy reach, yet Riverland Terrace has a rhythm and personality entirely its own, where tree-lined streets and one-of-a-kind homes make the neighborhood feel distinctly Charleston.The property does not require flood insurance as it's in an X flood zone.With 4,550 square feet of living space between the main house and detached apartment, plus a conditioned two-car garage, pool, outdoor kitchen, courtyard and an extraordinary collection of spaces for guests, hobbies and entertaining, 2164 Medway offers the very best of Charleston living.Schools 6-8 SPED PK-5 SPED 9-12 SPED PK-8 SPED Name Address Phone Type Grade Camp Road Middle 1825 Camp Road 8437622784 Public 6-8 SPED Name Address Phone Type Grade Harbor View Elementary 1576 Harborview Drive 8437622749 Public PK-5 SPED James Island Elementary 1872 Grimball Road 8437628240 Public PK-5 SPED Stiles Point Elementary 883-A Mikell Drive 8437622767 Public PK-5 SPED Name Address Phone Type Grade James Island Charter High 1000 Fort Johnson Road 8437622754 Public 9-12 SPED Name Address Phone Type Grade Murray-LaSaine Montessori 691 Riverland Drive 8437622765 Public PK-8 SPED All Neighborhoods in Charleston ABCDEFGHIJKLMNOPQRSTUVWXYZ2 subdivision Active Listings Avg Days on Market Avg DoM Avg Price A ABCDEFGHIJKLMNOPQRSTUVWXYZ2 air harbor , Charleston 3356$525,259 albemarle , Charleston 1441$586,979 alta vista , Charleston 1119$550,000 ansonborough , Charleston 27359$2,643,567 arbor trace , Charleston 17$390,000 arboretum , Charleston 6336$309,365 archdale , Charleston 3387$448,743 ardmore , Charleston 6340$378,062 ashland plantation , Charleston 5344$1,102,800 ashley forest , Charleston 4376$813,690 ashley hall manor , Charleston 2443$573,624 ashley hall plantation , Charleston 2315$643,727 ashley harbor , Charleston 1443$1,218,767 ashley house , Charleston 6360$310,300 ashley park , Charleston 6363$385,844 ashley walk townes , Charleston 4169$478,956 ashleytowne landing , Charleston 2190$480,000 ashleytowne village , Charleston 4391$240,121 ashleyville , Charleston 3278$436,636 avenue of oaks , Charleston 3270$1,011,975 avondale , Charleston 7344$925,085 B battery haig on the stono , Charleston 2443$897,875 battery island , Charleston 1168$1,450,000 bayfield manor , Charleston 1238$705,170 bayfront , Charleston 7329$832,900 bayview farms , Charleston 3416$704,784 beauregard house , Charleston 1513$1,147,000 bee street lofts , Charleston 2467$603,364 belle terre , Charleston 1304$2,932,250 bennetts bluff , Charleston 1525$1,252,709 beresford commons , Charleston 1453$358,664 beresford creek landing , Charleston 3475$1,365,354 beresford hall , Charleston 6435$2,711,454 berkeley court , Charleston 2166$469,492 bermuda pointe towns , Charleston 2537$325,280 bolton , Charleston 1525$387,967 boltons landing , Charleston 13353$538,235 bowen island , Charleston 1833$2,009,500 briarcliff , Charleston 1289$470,750 brigadier condominium , Charleston 4243$242,752 broad street arms , Charleston 1137$899,990 bruno acres , Charleston 1384$382,500 bull creek peninsula , Charleston 1250$1,526,667 byrnes downs , Charleston 2366$865,401 C cain crossing , Charleston 3321$428,967 cainhoy landing , Charleston 1234$1,625,000 cannonborough , Charleston 5415$1,902,182 cannonborough-elliotborough , Charleston 19444$1,878,110 canterbury woods , Charleston 5319$450,482 capri isles , Charleston 4408$1,058,980 carolina bay , Charleston 17377$603,412 carolina cove , Charleston 7245$239,553 carver , Charleston 167$325,000 castlewood , Charleston 2389$355,412 center park , Charleston 1275$1,155,000 centerville , Charleston 2256$557,177 central park , Charleston 8221$912,338 charleston farms , Charleston 160$325,000 charlestowne est , Charleston 3365$667,021 charlestowne estates iii , Charleston 1411$687,000 cherokee hall , Charleston 1320$466,633 church creek , Charleston 3368$428,909 church creek landing , Charleston 2264$808,998 citadel woods , Charleston 1276$467,636 city of charleston , Charleston 5308$1,305,139 clarks point , Charleston 2284$849,867 clarks sound , Charleston 1555$459,500 clearview , Charleston 5278$1,054,570 codners ferry park , Charleston 1407$1,667,374 concord west of the ashley , Charleston 8395$343,561 coosaw creek country club , Charleston 2454$734,680 country club charleston , Charleston 121$4,700,000 country club ii , Charleston 2277$2,048,500 crafts house , Charleston 1465$926,250 creek point , Charleston 1391$509,425 creekside , Charleston 3209$1,541,333 creekside at beresford , Charleston 1127$635,000 crosscreek , Charleston 2371$639,062 crosscreek walk , Charleston 15117$663,850 D daniel island , Charleston 44358$1,862,338 daniel island marina , Charleston 1397$69,000 daniel island park , Charleston 28362$3,925,005 daniel island smythe park , Charleston 8339$1,959,940 daniels landing , Charleston 9326$425,322 del webb point hope , Charleston 356$872,707 dellwood , Charleston 2291$721,792 dockside , Charleston 3558$271,188 dogwood commons , Charleston 2373$554,000 double oaks , Charleston 1121$420,000 douglas jones , Charleston 1415$1,050,000 dovefield , Charleston 4377$219,393 downtown , Charleston 4469$1,106,991 drayton on the ashley , Charleston 3389$588,555 dupont , Charleston 1411$230,000 E e f street , Charleston 2241$602,500 eaglewood retreat , Charleston 1331$658,625 east oak forest , Charleston 5333$658,833 eastside , Charleston 20387$979,523 eastwood , Charleston 2326$1,357,636 edgewater park , Charleston 3293$1,347,991 elliotborough , Charleston 5436$1,388,781 essex village , Charleston 1509$603,000 etiwan park , Charleston 1250$1,576,600 F fairfield , Charleston 1218$2,115,000 fairfield plantation , Charleston 134$446,500 fairway villas , Charleston 1338$502,980 farmington , Charleston 7236$600,361 ferryboat landing , Charleston 484$868,248 forest acres , Charleston 3334$503,782 forest lakes , Charleston 5297$548,322 forest lakes extension , Charleston 1365$522,019 fort johnson estates , Charleston 3418$1,119,608 fredrick shaffer house , Charleston 1218$889,000 french quarter , Charleston 7424$1,849,000 G gadsden village , Charleston 2316$465,600 gadsdenboro , Charleston 4384$1,320,770 garden hill , Charleston 1380$1,033,000 geddes hall , Charleston 1431$601,806 general lee , Charleston 1645$444,333 george and society , Charleston 1320$1,194,408 goat island , Charleston 1481$239,000 governors cay , Charleston 9374$663,696 grand bees , Charleston 8382$528,339 grand oaks plantation , Charleston 32361$450,294 grand oaks townhomes , Charleston 369$433,500 grand terrace , Charleston 2342$470,833 grants court , Charleston 1263$1,000,445 grantville , Charleston 1273$650,000 green acres , Charleston 2495$643,000 greencrest , Charleston 1626$532,500 greenwood park , Charleston 3339$389,850 H hampton park terrace , Charleston 4340$1,900,874 harbor creek , Charleston 1352$708,360 harbor oaks , Charleston 2275$530,160 harbor place , Charleston 2330$652,829 harbor view , Charleston 1184$1,297,000 harborwalk , Charleston 1200$598,267 harleston green , Charleston 1181$1,210,000 harleston place , Charleston 2309$1,688,750 harleston village , Charleston 34387$2,216,634 harrison acres , Charleston 1350$842,800 heathwood , Charleston 1474$593,562 heathwood villas , Charleston 1480$403,300 hemmingwood , Charleston 1384$421,490 hickory hill plantation , Charleston 2326$563,834 hunt club , Charleston 5362$633,426 huntington woods , Charleston 4334$1,099,053 I indigo point , Charleston 1219$1,258,333 island bluff , Charleston 1341$314,078 isle de nemours , Charleston 2568$1,200,000 J james island , Charleston 5380$590,599 jamestown estates , Charleston 2446$556,471 jamestowne village , Charleston 2266$593,833 K king street lofts , Charleston 1187$1,753,750 kingsland , Charleston 2178$434,750 L lake shore commons , Charleston 2320$728,980 landsdowne , Charleston 1281$513,200 lantana , Charleston 1410$446,483 laurel park , Charleston 5362$783,040 lawton bluff , Charleston 11422$759,699 lawton high , Charleston 263$507,000 legares , Charleston 11,840$1,093,500 lenevar , Charleston 3306$635,684 lighthouse point , Charleston 3430$800,561 lockwood hall , Charleston 1360$613,780 longbranch , Charleston 3286$475,280 lynwood , Charleston 3334$574,378 M maclaura hall , Charleston 4270$863,111 magnolia , Charleston 2291$615,530 magnolia bluff , Charleston 1397$561,500 magnolia ranch , Charleston 2331$491,260 marsh cove , Charleston 1452$480,154 marsh oaks , Charleston 3126$647,225 maryville , Charleston 5333$488,856 mccalls corner , Charleston 4378$577,644 melrose , Charleston 4365$533,969 melrose park townhomes , Charleston 11301$171,649 memminger hall , Charleston 1337$501,412 mepkin place , Charleston 2442$200,892 meridian place , Charleston 3393$404,625 middleton place , Charleston 1353$452,500 mill creek , Charleston 1210$302,000 mira vista , Charleston 6352$380,544 moreland , Charleston 2380$1,008,869 morris square , Charleston 1413$1,122,125 myrtle grove , Charleston 1445$465,733 N north central , Charleston 12396$890,348 north forest acres , Charleston 163$615,000 northbridge terrace , Charleston 1381$760,000 northbridge village , Charleston 1309$946,750 not within a subdivision , Charleston 1301$1,212,500 O oak bend , Charleston 8146$1,086,676 oak bluff , Charleston 5577$717,075 oak forest , Charleston 1257$522,966 oak island , Charleston 1410$1,350,500 oak view park , Charleston 1487$314,000 oakcrest , Charleston 2438$622,193 ocean neighbors , Charleston 2384$741,940 old towne acres , Charleston 2382$596,938 one vendue range , Charleston 1332$3,109,889 orange grove , Charleston 2582$547,000 orange grove estates , Charleston 6421$508,527 orleans woods , Charleston 3342$337,322 P palmetto pointe , Charleston 1538$996,114 palmettos at folly , Charleston 1237$329,500 park circle , Charleston 1304$479,995 park place , Charleston 2384$463,544 parkdale , Charleston 2275$538,975 parkland preserve , Charleston 1262$597,500 parkshore , Charleston 1547$782,917 parkside hpr , Charleston 1358$508,373 parkwood estates , Charleston 2333$684,719 parsonage point , Charleston 1456$251,320 patriot park , Charleston 1180$286,800 pecan grove , Charleston 2364$501,125 pelican cove , Charleston 1359$303,475 pelican pointe villas , Charleston 3390$405,344 peninsula , Charleston 1440$308,780 peregrine point , Charleston 18$599,000 perreyclear pointe , Charleston 1362$261,017 pier view , Charleston 2352$656,661 pierpont , Charleston 7408$610,844 pinecrest , Charleston 114$429,500 pinecrest gardens , Charleston 2331$477,408 pinefield , Charleston 1470$6,963,267 point hope , Charleston 24366$920,343 point james , Charleston 1404$261,832 ponderosa , Charleston 2385$352,620 providence commons , Charleston 1373$570,091 Q quail hollow , Charleston 1334$287,450 quail run , Charleston 1407$674,580 queensborough , Charleston 1301$599,138 R radcliffe place , Charleston 2365$301,586 radcliffeborough , Charleston 12355$1,596,540 regatta on james island , Charleston 3399$313,390 rice hollow , Charleston 2158$609,725 ricefield , Charleston 2208$269,383 ripley cove , Charleston 2133$2,050,000 river club estates , Charleston 1196$1,420,000 riverfront , Charleston 6320$635,208 riverland terrace , Charleston 14345$1,518,800 rivers bend , Charleston 3348$226,780 rivers point , Charleston 3292$664,465 rivers point row , Charleston 3387$316,310 riverview , Charleston 1432$811,633 romney village , Charleston 1472$418,000 rosemont , Charleston 3315$194,917 rotherwood estates , Charleston 3343$633,413 S sable on the marsh , Charleston 1561$587,333 sandhurst , Charleston 3273$769,995 sandhurst west , Charleston 1442$844,450 schieveling plantation , Charleston 2463$637,042 seagate , Charleston 4313$301,067 seagate village , Charleston 1501$332,914 seaside plantation , Charleston 7370$858,926 secessionville , Charleston 2521$814,000 shadowmoss , Charleston 20373$535,919 shaftesbury woods , Charleston 252$220,000 sherwood forest , Charleston 4331$387,373 sol legare , Charleston 7197$332,684 south of broad , Charleston 38358$4,000,194 south riverview , Charleston 2430$581,571 south windermere , Charleston 3389$1,727,930 springfield , Charleston 9386$403,086 st thomas point , Array 2331$1,007,100 st thomas preserve , Array 1410$948,692 stiles point , Charleston 2368$848,845 stone creek , Charleston 1430$664,969 stone edge , Charleston 1315$703,475 stono park , Charleston 3382$689,142 stono shores , Charleston 5350$789,220 stono terrace , Charleston 2384$636,250 sunday hill , Charleston 1398$587,000 sylcope , Charleston 2400$511,414 sylvan shores , Charleston 3362$902,686 T teal acres , Charleston 1347$479,500 terrabrook , Charleston 1453$845,211 the bluffs at pinefield , Charleston 12443$577,194 the bristol , Charleston 2376$972,500 the colony at heron reserve , Charleston 8325$291,577 the cove at folly , Charleston 3238$1,048,333 the crescent , Charleston 2457$3,738,685 the harborage at ashley marina , Charleston 8404$168,345 the marshes at cooper river , Charleston 5347$595,550 the marshes at daniel island , Charleston 5290$2,442,915 the peninsula , Charleston 7428$462,696 the peninsula condominiums , Charleston 10379$261,369 the pointe at rhodes crossing , Charleston 5306$572,972 the ponderosa , Charleston 8289$402,533 the preserve at the clam farm , Charleston 1166$632,500 the retreat at riverland , Charleston 7394$412,811 the savannah , Charleston 1301$188,460 the settlement , Charleston 3579$1,412,922 tibbett court , Charleston 1193$399,900 tidal view , Charleston 1233$976,667 V verdier pointe , Charleston 20551$484,838 village green , Charleston 4385$491,359 W wagener terrace , Charleston 19375$1,148,854 wando point , Charleston 1292$887,500 wando village , Charleston 6532$1,487,495 wappoo creek place , Charleston 1281$1,056,000 wappoo landing , Charleston 1591$776,667 wappoo shores , Charleston 1482$844,322 washington park , Charleston 2425$408,982 waterway south , Charleston 2270$423,308 wespanee plantation , Charleston 3386$1,255,889 west ashley plantation , Charleston 12305$565,864 west oak forest , Charleston 3390$622,404 west oak forest ext , Charleston 1289$581,128 west point , Charleston 1443$277,167 westborough , Charleston 2343$479,631 westchester , Charleston 3358$486,650 westside , Charleston 22381$996,152 wexford sound , Charleston 4353$734,248 whitehouse plantation , Charleston 2401$648,891 wildwood town homes , Charleston 2288$264,800 willow walk , Charleston 3332$494,995 windermere , Charleston 3399$1,129,637 windsor hill , Charleston 2311$325,113 woodhaven , Charleston 4294$734,650 woodland shores , Charleston 6358$1,006,206 woodlands , Charleston 4440$462,100 wraggborough , Charleston 6295$2,004,288 Y yellow house place , Charleston 1463$775,714 2 254 seven farms drive , Charleston 6367$414,275 Mortgage Calculator Price: $ Down Payment: $ % Term(*in years): Interest Rate in %: % Interest Rate as of: Thu, Oct. 01, 2026 $1,675,000Home Price $1,675,000Monthly payment $1,675,000Amount Financed $1,675,000Annual cost of Loan Get Approved Map SEE THIS PROPERTY James Schiller Realtor, Brand Name Real Estate Email: [email protected] Live Chat: Reviews Your Email: Your Name: Phone: Subject: I WANT TO VIEW THIS PROPERTYI'D LIKE TO MAKE AN OFFERWHAT ARE THE FEES?ASK A QUESTION Message: Send Suggested Listings Previus Next ©2026 CTMLS, GGMLS, CCMLS & CMLSThe information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS boards of the SC Realtors. Listing Provided by The Boulevard Company 2164 Medway Road, Charleston, SC, 29412 MLS: #26024581 $1,675,000 Share Contact Realtor Saving Save Saved