2164 Medway Road

Active Under Contract
  • 1,675,000
  • Property Type:
  • Location:
  • Beds: 4
  • Baths: 3
  • Sq Ft: 4,550
  • Lot Sq Ft: 0.22 acres
  • Acres: 0.22

Listed by: The Boulevard Company 843-303-3180

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.

© 2026 Charleston Trident MLS. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of CTMLS. Real estate listings held by IDX Brokerage firms other than The Boulevard Company are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Information provided is deemed reliable but not guaranteed. Data last updated: Sunday, September 13th, 2026.
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Price:1,675,000
Address:2164 Medway Road
City:Charleston
County:Charleston
State:South Carolina
Zip Code:29412
Subdivision:Riverland Terrace
MLS:26024581
Year Built:1942
Square Feet:4,550
Acres:0.22
Lot Square Feet:0.22 acres
Bedrooms:4
Bathrooms:3
vtURL:https://my.matterport.com/show/?m=HWFq1zCuUH4
levels:Two
stories:2
garageYN:yes
coolingYN:yes
feedTypes:VOW, IDX, BBO
heatingYN:yes
directions:From Maybank Hwy, Turn Onto Wappoo Dr. Turn Left Onto Hinson Dr, Then Right Onto Medway Rd. Home Will Be On The Right.
highSchool:James Island Charter
possession:Close Of Escrow
contingency:Active Contingent,Due Diligence
coordinates:-79.996969, 32.761104
lotSizeArea:0.22
chsmlsList91:31 - James Island PSD
listingTerms:Any
lotSizeUnits:Acres
taxMapNumber:3430600155
coveredSpaces:2
entryLocation:Ground Level
openParkingYN:no
approvalStatus:MLS Approved
expirationDate:2027-03-27T00:00:00+00:00
otherEquipment:Irrigation Equipment
elementarySchool:Murray Lasaine
listingAgreement:Exclusive Right To Sell
buildingAreaUnits:Square Feet
propertyCondition:Pre-Owned
buildingAreaSource:Hired Measurement
propertyAttachedYN:no
taxLegalDescription:Lt 56 & E 1/2 Lt 57 Blk B
middleOrJuniorSchool:Camp Road
purchaseContractDate:2026-09-08T00:00:00+00:00
bathroomsTotalDecimal:3
modificationTimestamp:2026-09-08T19:20:53+00:00
originalEntryTimestamp:2026-08-31T17:12:44+00:00
contractStatusChangeDate:2026-09-08T00:00:00+00:00
roomMasterBedroomFeatures:Garden Tub/Shower, Walk-In Closet(s)
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