Date
Details
Price
Change
Source
5/20/2026
Listed
$2,295,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$2,295,000 Just Listed
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Property Description
Brand new, fully furnished Hilton Head Island home with private pool, elevator to all floors, luxury high-end furniture and turnkey rental-ready design. This spacious 7-bedroom home features 10-foot ceilings on the main level and primary suite, 9 foot-ceilings upstairs, wide plank flooring, exposed beam ceilings, electric fireplace and a grand staircase with chandelier. The chefs kitchen includes quartz countertops, built-in wine chiller, Forno gas double oven and stove, Forno double refrigerator/freezer combo, stainless appliances and an oversized island. Dual sliders open from the living room to a huge covered balcony. The home offers two laundry areas, a first floor primary suite with dual vanities, four bedrooms upstairs, two additional garage level bedrooms and an oversized garage. Enjoy an in-ground private pool, large side yard and generous spacing from neighboring homes. Ideal as a primary residence, second home or investment property.
Full Property Details
Full Property Details for 37 Oleander St
General
- Price: $2,295,000
- Status: Active
- Type: Single Family
- Source: 2263
- MLS ID: 509321
- Updated: Today (5/20/2026)
- Added to Site: Today
Interior
- Interior Features: Ceiling Fan(s), Elevator, Multiple Closets, Smooth Ceilings, Upper Level Primary, Kitchenette
- Appliances: Dishwasher, Freezer, Oven, Refrigerator
- Furnished: Yes
- Furnishings: Furnished
- Flooring: Luxury Vinyl, Luxury VinylPlank
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 7
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Electric Heat, Private
- Security/Safety: Smoke Detector(s)
Exterior
- Exterior Features: Balcony
- Porch/Patio/Deck: Balcony
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking Features: Garage, Two Car Garage
Location
- County: Beaufort
- Subdivision: HOLIDAY HOMES
Community
- Community Name: Folly Field
Heating & Cooling
- Central air: Yes
- Air Conditioning: Yes
- Cooling Type: Central Air, Heat Pump
- Heating Type: Central, Heat Pump
Utilities
- Water: Public
Structural Information
- Architectural Style: Two Story
- Detached/Attached: Detached
- Model: Custom
- Construction: Fiber Cement
- Roof: Asphalt
- Windows: Insulated Windows
- Stories/Levels: 2
- Square Feet: 3,246
- Living Area: 3,246 Sq. Ft.
- Year Built: 2026
Lot Features
- Property View: Landscaped
- Lot Size: .1721
- Lot Features: 1/4 Acre
Financial Considerations
- Terms: Cash, Conventional, 1031 Exchange
Disclosures and Reports
- Special Conditions: None
- Lot Number: 63
Listed by RE/MAX Island Realty, Rick Ross (843) 298-1433
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Listing agent
— 37 Oleander St —
Rick Ross
RE/MAX Island Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 37 Oleander St
School District:Beaufort County School District
| Name | Grades | Distance |
|---|---|---|
Hilton Head Island International Baccalaureate Elementary School 30 School Road, Hilton Head Island, SC 29926 | PK-5 | 2.4 mi |
Hilton Head Island Middle School 55 Wilborn Road, Hilton Head Island, SC 29926 | 6-8 | 2.5 mi |
Hilton Head Island High School 70 Wilborn Road, Hilton Head Island, SC 29926 | 9-12 | 2.4 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 37 Oleander St
Tax History
Tax History for 37 Oleander St
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,244
1%
$13,800
—
2024
$4,203
3%
$13,800
—
2023
$4,092
73%
$13,800
112%
2022
$2,370
—
$6,520
—
2021
$2,378
-12%
$6,520
—
2019
$2,700
3%
$6,520
—
2018
$2,620
6%
$6,520
15%
2017
$2,481
4%
$5,670
—
2016
$2,383
2%
$5,670
—
2015
$2,327
1%
$5,670
-94%
2014
$2,309
2%
$94,500
1567%
2013
$2,265
—
$5,670
—
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 37 Oleander St
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37 Oleander Street, Hilton Head Island, SC 29928 (MLS# 509321) is a Single Family property with 7 bedrooms, 4 full bathrooms and 1 partial bathroom. 37 Oleander Street is currently listed for $2,295,000 and was received on May 20, 2026. Want to learn more about 37 Oleander Street? Do you have questions about finding other Single Family real estate for sale in Chaplin? You can browse all Chaplin real estate or contact a Coldwell Banker agent to request more information.