166 Heartleaf Rd, Hilton Head Island, SC 29926

Pending

$723,511

Est. $4,217/mo —

•

2,253

sq ft

166 Heartleaf Rd, Hilton Head Island, SC 29926

About this home

Nestled along the picturesque Jarvis Creek, this stunning new home boasts three levels of refined coastal living. The ground floor boasts a spacious two-car garage, a covered patio, and ample storage. The main level is perfect for entertaining, featuring an open-concept great room, dining area, and a large dream kitchen. There's also a study or an optional fourth bedroom with a powder room attached. The upper level is a private oasis, with a luxurious primary suite featuring a spa-like bath, walk-in closet, covered balcony, and two additional bedrooms and a shared bath. Welcome to Bailey's Cove where nature and low country living coexist in harmony

Single-familyProperty Type

2026Year Built

2,744 sq ftLot Size

$321Price/Sq.Ft.

2 car garageParking

Listed by Dream Finders Homes (River Oaks) Preston • DFH Realty Georgia, LLC

Listing updated: Sep 13, 2026 at 12:42pm

Redfin checked: a few seconds ago

•Source:LRMLS #197055

Payment calculator

$4,217 per month

Principal and interest$3,948

Property taxes

$87

HOA dues

Home insurance

$181

Utilities

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Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 9AM TO 11AM
$745,000
3 beds2 baths1,365 sq ft
80 Burnt Church Rd, Bluffton, SC 29910
0.8 acre lot • 2 garage spots • Built 1979
The Brunori Group LLC, (843) 415-3460
OPEN SAT, 10:30AM TO 5PM
$1,053,439
4 beds3.5 baths2,822 sq ft
226 Sandy Oaks Ln, Hilton Head Island, SC 29926
4,356 sq ft lot • Parking • Built 2027
K. Hovnanian Homes, (843) 303-9302
OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$1,440,000
3 beds2 baths1,622 sq ft
1 Bittern St, Hilton Head Island, SC 29928
8,938 sq ft lot • Parking • Pool
Greenplate Group Brokered by eXp Realty, (843) 310-0197
OPEN SAT, 12PM TO 2PM
$549,900
4 beds3.5 baths2,414 sq ft
62 Westbury Park Way, Bluffton, SC 29910
5,662 sq ft lot • Parking • Community pool
Engel & Volkers, (843) 715-4422
OPEN SAT, 12PM TO 3PM
$579,000
2 beds2 baths1,200 sq ft
100 Colonnade Dr #142, Hilton Head Island, SC 29928
$642 HOA • Community pool • Built 1986
RE/MAX Island Realty, (843) 785-5252
OPEN SAT, 1PM TO 4PM3D WALKTHROUGH
$579,000
3 beds2 baths1,449 sq ft
3 Corey Trce, Hilton Head Island, SC 29926
0.23 acre lot • 2 garage spots • Built 2013
Dunes Real Estate, (843) 842-1111
OPEN SUN, 12PM TO 3PM
$575,000
3 beds2.5 baths2,264 sq ft
6 Gold Oak Dr, Hilton Head Island, SC 29926
3,484 sq ft lot • 2 garage spots • Community pool
Lowcountry Live Oak Realty, (843) 384-1685
OPEN SUN, 12PM TO 3PM
$489,900
3 beds2 baths1,703 sq ft
47 Muirfield Dr, Bluffton, SC 29909
0.27 acre lot • 2 garage spots • Community pool
Real Broker, LLC, (864) 504-4314
OPEN SUN, 1PM TO 4PM
$2,495,000
6 beds6 baths5,291 sq ft
27 Madison Ln, Hilton Head Island, SC 29926
0.36 acre lot • 3 garage spots • Community pool
Howard Hanna Allen Tate Lowcountry, (843) 341-3700
OPEN SUN, 1PM TO 3PM3D WALKTHROUGH
$1,395,000
2 beds2 baths1,442 sq ft
57 Ocean Ln #3405, Hilton Head Island, SC 29928
$970 HOA • Community pool • Built 1994
Greenplate Group Brokered by eXp Realty, (843) 310-0197

Around this home

Schools

K - 12
Preschool & daycare

Hilton Head Island International Baccalaureate Elementary School

Public 1-5 • Assigned • 1.2mi

7/10

Hilton Head Island Middle School

Public 6-8 • Assigned • 1.6mi

5/10

Hilton Head Island High School

Public 9-12 • Assigned • 1.4mi

7/10

Provided by GreatSchools

About

Jonesville

Jonesville, located between Shelter Cove Harbour & Marina and the Cross Island Parkway, is a residential and golf-oriented Hilton Head Island neighborhood with live-oak canopies and lagoon-lined fairways. The neighborhood’s character concentrates around the Jonesville Road corridor near the Cross Island Parkway, where low-slung shopping plazas and service storefronts set a practical, island-local rhythm. Nearby, Shelter Cove Harbour & Marina, the Arts Center of Coastal Carolina, and the Coastal Discovery Museum act as cultural anchors. Streetscapes lean toward planned communities with landscaped entries, winding drives, and views that open to water and greens. Daily life tracks the island’s outdoors-first geography, with breezy connections to marinas, trails, and beach-bound routes.

Provided by Walk Score and Local Logic

Market insights

166 Heartleaf Rd · $723,511

DAYS ON MARKET

The average home goes pending in 74 days.

SALE-TO-LIST

Most homes are selling 3% below list price.

LIST PRICE

Median sale price in this area is $648,110. (10% lower than this home)

PRICE DROP

25% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Interior features
Total of 3 bathrooms (2 full, 1 half)

Bathrooms
Two full bathrooms
One half bathroom

Sale and tax history for 166 Heartleaf Rd

Sale History
Tax History

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Public record

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Year renovated

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Finished Sq. Ft.

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Unfinished Sq. Ft.

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Total Sq. Ft.

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Year built

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Style

Single Family Residential

County

Beaufort County

APN

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Parking Spaces

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Basement

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Accessible

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HOA Dues

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Last updated by owner on Jun 26, 2026.

Historical weather

Hilton Head Island, SC • 29926

Average low and high temperatures (°F)

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Dec

Sun exposure

99/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 5% for direct sun exposure in Hilton Head Island. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.7 hrs

6.8 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 166 Heartleaf Rd

$713,408

$10K under list price of $724K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $600K to $700K.

SOLD AUG 3, 2026
133 Heartleaf Rd, Hilton Head Island, SC 29926
$684,990 Last sold price
4 beds3 baths2,253 sq ft
133 Heartleaf Rd, Hilton Head Island, SC 29926
$17/sq ft
smaller lot
1 year older
SOLD JUN 4, 2026
138 Heartleaf Rd, Hilton Head Island, SC 29926
$699,990 Last sold price
4 beds3 baths2,439 sq ft
138 Heartleaf Rd, Hilton Head Island, SC 29926
$34/sq ft
smaller lot
SOLD JUL 2, 2026
125 Heartleaf Rd, Hilton Head Island, SC 29926
$650,000 Last sold price
4 beds3 baths2,253 sq ft
125 Heartleaf Rd, Hilton Head Island, SC 29926
$32/sq ft
smaller lot
SOLD JUN 5, 2026
126 Heartleaf Rd, Hilton Head Island, SC 29926
$650,000 Last sold price
5 beds3 baths2,439 sq ft
126 Heartleaf Rd, Hilton Head Island, SC 29926
$54/sq ft
smaller lot
SOLD JUN 4, 2026
134 Heartleaf Rd, Hilton Head Island, SC 29926
$599,990 Last sold price
4 beds3.5 baths1,999 sq ft
134 Heartleaf Rd, Hilton Head Island, SC 29926
$21/sq ft
smaller lot
SOLD AUG 31, 2026
129 Heartleaf Rd, Hilton Head Island, SC 29926
$609,990 Last sold price
4 beds3.5 baths1,999 sq ft
129 Heartleaf Rd, Hilton Head Island, SC 29926
$16/sq ft
smaller lot

Rental earnings

Est. $3,556 per month, based on comparable rentals

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Chris Goll

Hilton Head Island Redfin Agent

Chris Goll typically replies in about 25 minutes

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New listings for sale in 29926

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Details provided by LRMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Market insights

Property details

Sale and tax history for 166 Heartleaf Rd

Public record

Historical weather

Sun exposure

Redfin Estimate for 166 Heartleaf Rd

This home is pending

Have questions?

Nearby similar homes

New listings for sale in 29926

More real estate resources