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$1,675,000
Monthly Est:$8,337
4 Beds
- 3 Baths
3 full baths
4,550sqft
2164 Medway Rd, Charleston, SC 29412
$1,675,000
$8,337/moEst:
Get Pre-Approved
Single Family Residence
Built in 1942
$-- HOA
0.22 acre lot
$368/sq.ft
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.
- Houzeo last checked: 2 hours ago
- Listing updated: September 8, 2026 at 7:20 pm
- Listing Provided by: Sarah Kozlik , Charlsi Kelley (843) 822-7323 | The Boulevard Company
- Source: CHS Regional MLS | MLS#: 26024581

Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
Year Built
1942
HOA Fees
-
Finished Area
4,550 sqft
Lot Size
0.22 acre lot
Basement Area
- sqft
MLS Name
CHS Regional MLS
MLS Number
26024581
MLS Status
Active Contingent
Days on Market
39

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 3
Interior
Exterior Features
Lawn Irrigation, Lawn Well, Outdoor Kitchen
Sewer
Public Sewer
Flooring
Ceramic Tile, Wood
Cooling
Central Air
Heating
Electric
Interior 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, Sun
Construction
Year Built
Year Built: 1942
Home type
Single Family Residence
Foundation Details
Crawl Space
Construction Materials
Stucco
Architectural Style
Traditional
Roof
Architectural
Utilities & Energy
Utilities
Charleston Water Service, Dominion Energy, James Is Psd
Laundry Features
Laundry Room
Pool Features
In Ground
Water Source
Public, Well
Parking Features
2 Car Garage, Detached, Off Street
Other Features
Community Features
Boat Ramp, Dog Park
Lot Features
0 .5 Acre, Level
Subdivision Name
Riverland Terrace
Patio And Porch Features
Covered
Price History
| Date | Event | Price |
|---|---|---|
09/08/2026 Source: | Contingent (Active Under Contract) | $1,675,000 -6.42% $368/sqft |
05/15/2026 Source: | Off Market | $1,790,000 -7.49% $393/sqft |
05/01/2026 Source: | Price Decreased | $1,935,000 -2.52% $425/sqft |
04/07/2026 Source: | Price Decreased | $1,985,000 -0.50% $436/sqft |
03/19/2026 Source: | Listed for Sale | $1,995,000 +206.92% $438/sqft |
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This representation is based in whole or in part on information supplied by the Charleston Trident Association of REALTORS® or its Multiple Listing Service through Oct 09, 2026, 12:00PM. Information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. All information deemed reliable but not guaranteed. Charleston Trident Multiple Listing Service, Inc. makes no representation or warranty regarding the accuracy of the data. ©2026 Charleston Trident MLS CTMLS. All rights reserved.
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