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Property Description
Tucked away on a quiet cul-de-sac in the sought-after Crosscreek community of James Island, 27 Westside Drive is a beautifully updated Cape Cod-style home that blends timeless character with relaxed Lowcountry living. Surrounded by mature trees draped in Spanish moss and ideally situated just minutes from historic Downtown Charleston and Folly Beach, this 4-bedroom, 3-bath residence offers a thoughtful layout, versatile spaces, and an inviting connection to the outdoors.Inside, the vaulted living room makes an immediate impression with exposed wood beams, a whitewashed brick wood-burning fireplace, and solid wood panel wainscoting that bring warmth and architectural character to the space. Recently updated windows fill the home with natural light, while custom Bahama shutters ...on the upper windows add a distinctive coastal touch. The renovated kitchen features new appliances and refreshed finishes, with a comfortable flow into the breakfast area and separate dining room. Currently styled as a bar and lounge, the dining room offers a versatile setting for entertaining, relaxing, or gathering with friends and family. The home's flexible floor plan includes two primary suites--one conveniently located on the main level and a second upstairs--along with two additional guest bedrooms that share a beautifully renovated hall bath. All three bathrooms have been thoughtfully updated with ceramic tile, contemporary lighting, and modern finishes. Two separate office spaces provide excellent flexibility for working from home, hobbies, or additional living space. Outdoor living is equally inviting, with a private backyard framed by mature landscaping and designed for both quiet mornings and casual gatherings. A newly installed Trex deck extends the living space outdoors and connects to a tabby concrete patio, creating multiple areas to enjoy the Lowcountry setting. The detached garage is accessed via a charming covered walkway, adding both convenience and character. The location is hard to beat--approximately 5 minutes to historic Downtown Charleston, 15 minutes to Folly Beach, and just around the corner from James Island County Park. With its combination of character, thoughtful updates, flexible living spaces, and an exceptionally convenient James Island location, 27 Westside Drive offers a wonderful opportunity to enjoy the best of Charleston's coastal lifestyle.
Full Property Details
Full Property Details for 27 Westside Dr
General
- Price: $789,000
- Status: Active
- Type: Single Family
- Source: Charleston_Trident_MLS
- MLS ID: 26022996
- Updated: 8/13/2026
- Added to Site: 3 day(s) ago
Interior
- Interior Features: Beamed Ceilings, Ceiling - Cathedral/Vaulted, Ceiling - Smooth, High Ceilings, Walk-In Closet(s), Ceiling Fan(s), Bonus, Eat-in Kitchen, Family, Office, Pantry, Separate Dining, Study
- Fireplace: Yes
- Fireplace(s): Family Room
- Flooring: Carpet, Ceramic Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Ceiling Fan(s), Multiple Closets, Walk-In Closet(s), Lower, Upper
Other Rooms
- Laundry: Electric Dryer Hookup, Washer Hookup, Laundry Room
Exterior
- Exterior Features: Rain Gutters
- Deck/Patio: Deck, Patio, Front Porch
Parking
- Garage: Yes
- Garage Spaces: 1
- Covered Spaces: 1
- Total Spaces: 1
- Parking Features: 1 Car Garage, Detached, Off Street, Garage Door Opener
Location
- Area: 21 - James Island
- County: Charleston
- Subdivision: Crosscreek
- Driving Directions: From Folly Rd, Turn Onto Houghton Dr, Right On Westside Dr. 27 Westside Is On The Left Just In The Cul-de-sac.
School Information
- Elementary School: Harbor View
- Middle School: Camp Road
- High School: James Island Charter
Community
- Community Name: 21 - James Island
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Air
- Heating Type: Heat Pump
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Charleston Water Service, Dominion Energy
Structural Information
- Architectural Style: Cape Cod
- Construction: Wood Siding
- Foundation: Crawl Space
- Roof: Architectural
- Windows: Thermal Windows/Doors, Window Treatments - Some
- Entry Location: Ground Level
- Stories/Levels: 2
- Building Size: 2116
- Square Feet: 2,116
- Year Built: 1981
Lot Features
- Lot Size (Acres): 0.32
- Lot Size (Sq. Ft.): 13,939
- Lot Features: 0 - .5 Acre, Cul-De-Sac
- Fencing (Description): Fence - Metal Enclosed
Financial Considerations
- Terms: Cash, Conventional
Listed by EXP Realty LLC
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Schools
Schools serving 27 Westside Dr
School District:Charleston County School District
| Name | Grades | Distance |
|---|---|---|
Harbor View Elementary School 1576 Harbor View Road, Charleston, SC 29412 | PK-5 | 0.6 mi |
Murray Lasaine Elementary School 691 Riverland Drive, Charleston, SC 29412 | K-5 | 1 mi |
Camp Road Middle 1825 Camp Road, Charleston, SC 29412 | 6-8 | 1.6 mi |
James Island Charter High School 1000 Fort Johnson Road, Charleston, SC 29412 | 9-12 | 3.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 27 Westside Dr
Date
Details
Price
Change
Source
8/12/2026
Listed
$789,000
207%
MLS
9/26/2014
Sold
$257,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 27 Westside Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,195
18%
$12,360
—
2023
$1,865
5%
$12,360
—
2022
$1,782
-3%
$12,360
—
2021
$1,842
-3%
$12,360
15%
2020
$1,890
34%
$10,730
4%
2018
$1,411
2%
$10,280
—
2017
$1,388
4%
$10,280
—
2016
$1,332
-3%
$10,280
—
2015
$1,375
-58%
$10,280
-13%
2012
$3,271
—
$11,810
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 27 Westside Dr
27 Westside Drive, Charleston, SC 29412 (MLS# 26022996) is a Single Family property with 4 bedrooms and 3 full bathrooms. 27 Westside Drive is currently listed for $789,000 and was received on August 12, 2026. Want to learn more about 27 Westside Drive? Do you have questions about finding other Single Family real estate for sale in Downtown Charleston? You can browse all Downtown Charleston real estate or contact a Coldwell Banker agent to request more information.

