$868,000
$27K PRICE DROP

35 Winding Trail Ln Hilton Head Island, SC 29926

Hilton Head Plantation Neighborhood

Estimated payment $5,041/month

Total Views 7,192
3 Beds
2 Baths
2,030 Sq Ft
$428 Price per Sq Ft

Highlights

  • Lagoon View
  • Attic
  • Tennis Courts
  • Hilton Head Island High School Rated A-
  • Community Pool
  • Community Garden

About This Home

Stylish & sunlit lagoon-view retreat in Hilton Head Plantation! This sleek single-story home dazzles w/ 9’ smooth ceilings, chic pendant lighting, floating vanities, floor-to-ceiling tiled showers, & a modern stone fireplace. Kitchen pops w/ ceiling-height dark cabinetry, pantry & a breakfast bar perfect for casual dining. Expanded laundry/work zone & 2-car garage & exterior storage closet add function to the fashion. Thoughtfully updated throughout w/ fresh, high-end finishes. Owners enjoy access to HHP’s golf, pickleball, tennis, pool, trails & more. No short-term rentals=true community. A place to unwind, entertain & feel at home.

Last Listed By

Christina Forbis

Charter One Realty Listed on: 03/18/2025

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $2,299

Year Built

  • Built in 1990

Parking

  • 2 Car Garage

Home Design

  • Patio Home
  • Asphalt Roof
  • Wood Siding
  • Tile

Interior Spaces

  • 2,030 Sq Ft Home
  • 1-Story Property
  • Tray Ceiling
  • Ceiling Fan
  • Fireplace
  • Window Treatments
  • Living Room
  • Dining Room
  • Utility Room
  • Lagoon Views
  • Pull Down Stairs to Attic

Kitchen

  • Self-Cleaning Convection Oven
  • Microwave
  • Dishwasher
  • Disposal

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 2 Full Bathrooms

Laundry

  • Laundry Room
  • Dryer
  • Washer

Outdoor Features

  • Outdoor Shower
  • Patio
  • Rain Gutters

Additional Features

  • Northeast Facing Home
  • Central Heating and Cooling System

Listing and Financial Details

  • Tax Lot 193
  • Assessor Parcel Number R510-004-00D-0245-0000

Community Details

Amenities

  • Community Garden
  • Picnic Area

Recreation

  • Tennis Courts
  • Pickleball Courts
  • Community Pool
  • Trails

Additional Features

  • Headlands Subdivision
  • Security Guard

Home Details

Home Type

Single Family

Est. Annual Taxes

$2,299

Year Built

Built in 1990

Lot Details

0

Parking

2

Listing Details

  • Property Sub Type: Single Family Residence
  • Prop. Type: Residential
  • Lot Size: 0.2714
  • Road Surface Type: Paved
  • Ownership: Trust
  • Special Listing Conditions: None
  • Subdivision Name: HEADLANDS
  • Architectural Style: One Story, Patio Home
  • Garage Yn: Yes
  • Building Stories: 1
  • Year Built: 1990
  • Property Sub Type Additional: Single Family Residence
  • Special Features: VirtualTour
  • Stories: 1

Interior Features

  • Furnished: Unfurnished
  • Appliances: Convection Oven, Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Self Cleaning Oven, Washer
  • Full Bathrooms: 2
  • Total Bedrooms: 3
  • Fireplace: Yes
  • Flooring: Luxury Vinyl, Luxury VinylPlank, Tile
  • Interior Amenities: Attic, Tray Ceiling(s), Ceiling Fan(s), Fireplace, Main Level Primary, Multiple Closets, Pull Down Attic Stairs, Window Treatments
  • Living Area: 2030.0
  • Dining Room Type: Dining Room, Kitchen, Laundry, Living Room, Utility Room
  • Window Features: Other, Screens, Window Treatments

Exterior Features

  • Lot Features: < 1/4 Acre
  • Pool Features: Community
  • View: Lagoon
  • View: Yes
  • Construction Type: Wood Siding
  • Direction Faces: Northeast
  • Exterior Features: Outdoor Shower, Patio, Rain Gutters
  • Patio And Porch Features: Patio
  • Roof: Asphalt

Garage/Parking

  • Garage Spaces: 2.0
  • Parking Features: Garage, Two Car Garage

Utilities

  • Cooling: Central Air, Electric
  • Cooling Y N: Yes
  • Heating: Central, Electric
  • Heating Yn: Yes
  • Water Source: Public

Condo/Co-op/Association

  • Community Features: Gutter(s), Pool
  • Amenities: Garden Area, Picnic Area, Pickleball, Pool, Guard, Tennis Court(s), Trail(s)

Lot Info

  • Number Of Lots: 1
  • Parcel #: R510-004-00D-0245-0000
  • Zoning Description: Residential

Tax Info

  • Tax Lot: 193

Map

Range of Values:

Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2024 $2,299 $29,588 $5,000 $24,588
2023 $2,299 $29,588 $5,000 $24,588
2022 $2,070 $16,956 $2,800 $14,156
2021 $2,118 $16,956 $2,800 $14,156
2020 $1,986 $16,048 $2,800 $13,248
2019 $2,102 $16,048 $2,800 $13,248
2018 $1,882 $13,350 $0 $0
2017 $1,676 $11,610 $0 $0
2016 $1,537 $11,610 $0 $0
2014 $1,434 $11,610 $0 $0
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
05/03/2025 05/03/25 Price Changed $868,000 -3.0% $428 / Sq Ft
03/18/2025 03/18/25 For Sale $895,000 -- $441 / Sq Ft
Source: REsides

Mortgage History

Date Status Loan Amount Loan Type
Closed $100,000 Credit Line Revolving
Closed $140,000 New Conventional
Closed $130,000 Unknown
Source: Public Records

Similar Homes in Hilton Head Island, SC

  • 22 Twisted Cay Ln, Hilton Head Island, SC 29926

    $889,900

    • 3 Beds
    • 2.5 Baths
    • 2,429 Sq Ft
    • 22 Twisted Cay Ln
    • Hilton Head Island, SC

    This well maintained & beautifully updated 3br/2.5ba home w/a 2-car garage is a hidden gem on a serene cul-de-sac in the Crooked Pond area of HHP. Enjoy 2,429sqft w/tons of natural light. The eat-in kitchen has SS appliances; granite counters & flows seamlessly into a spacious great room perfect for entertaining. Large picture windows frame 180 degrees of lagoon views & natural surroundings. The

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty

    Section Image
  • 12 Sweetwater Ln, Hilton Head Island, SC 29926

    $879,900

    • 4 Beds
    • 3.5 Baths
    • 2,672 Sq Ft
    • 12 Sweetwater Ln
    • Hilton Head Island, SC

    Tucked in a serene, wooded setting overlooking the conservancy. This beautiful Lowcountry home blends charm w/ comfort. Featuring 4 bedrooms & 3.5 baths with a spacious first-floor primary suite with a soaking tub, walk-in shower, & dual vanities. The inviting layout includes hardwood floors, a formal dining room, & an eat-in kitchen that opens to a light-filled great room w/ a fireplace.

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty

    Section Image
  • 40 Bermuda Pointe Cir, Hilton Head Island, SC 29926

    $699,000

    • 3 Beds
    • 3.5 Baths
    • 2,490 Sq Ft
    • 40 Bermuda Pointe Cir
    • Hilton Head Island, SC

    Fantastic Full Size Island Home with In Law Suite in Gated Waterfront community with dock + pool. Bring your boat golf cart and Kayak to this open living concept home with 2500 sqft of high quality construction ( Builders Previous Home) and enjoy a relaxed waterfront HHI lifestyle. Bermuda Pointe is situated between Hudsons and Bennys restaurants on Skull Creek. This spacious light and bright

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty

    Section Image
  • 15 Oyster Bay Place, Hilton Head Island, SC 29926

    $809,000

    • 3 Beds
    • 3.5 Baths
    • 2,679 Sq Ft
    • 15 Oyster Bay Place
    • Hilton Head Island, SC

    Great Opportunity with this 3 bed + den / 3.5 bath ranch in Hilton Head Plantation! Light and Bright living room with a gorgeous setting overlooking a quiet lagoon. Newer roof and great floor plan. HHP has excellent community amenities including a community pool, lazy river, gardens, marina, beach, playground, tennis and leisure paths.

    Dacia Allen Team Keller Williams Realty

    Section Image
  • 23 Oyster Bay Place, Hilton Head Island, SC 29926

    $999,000

    • 3 Beds
    • 2.5 Baths
    • 3,120 Sq Ft
    • 23 Oyster Bay Place
    • Hilton Head Island, SC

    Tucked away on a quiet cul-de-sac street in the Oyster Reef area of HHP, this inviting 3br/2.5ba home sits on a full-size lot & offers convenient single-story living. Inside you'll find custom moldings, vaulted ceilings & tons of natural light throughout. The eat-in kitchen is open to the family room, perfect for gatherings & entertaining. The Carolina room overlooks the 18th fairway of Oyster

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty

    Section Image
  • 29 Lancaster Place, Hilton Head Island, SC 29926

    $950,000

    • 4 Beds
    • 3.5 Baths
    • 3,096 Sq Ft
    • 29 Lancaster Place
    • Hilton Head Island, SC

    This stunning 3,096 sq ft home is located on half an acre in the desirable Indigo Run golf community. The east wing features a spacious main suite with custom walk-in closets, a jetted tub, separate shower, and dual sinks. Entering the foyer, you’ll find a dining and living area, then a great room with cathedral ceilings and a wood-burning fireplace. The gourmet kitchen has upgraded appliances

    Ledeen Hangen Realty One Group - Lowcountry

    Section Image
  • 13 King Rail Ln, Hilton Head Island, SC 29926

    $930,000

    • 3 Beds
    • 2.5 Baths
    • 2,232 Sq Ft
    • 13 King Rail Ln
    • Hilton Head Island, SC

    8th fairway vistas Oyster Reef Golf Course. 1-story home w/ three bedrooms & 2.5 baths. Vaulted ceilings in the living room enhance the spacious ambiance. Kitchen boasts center island; showcases dramatic architecture high ceilings & beams. Wood floors seamlessly connect a solarium-style eating area with a planked & beamed ceiling. Off kitchen is a built-in desk area & laundry room. Formal dining

    Jo Anne Rizza Hilton Head Real Estate Partners

    Section Image
  • 1 Hickory Knoll Place, Hilton Head Island, SC 29926

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 2,624 Sq Ft
    • 1 Hickory Knoll Place
    • Hilton Head Island, SC

    This completely remodeled 4br + flex room/3.5ba home is in the highly sought-after Hickory Forest neighborhood, with its own private Beach Access, in HHP. Everything has been tastefully touched & features LVP flooring, eat-in kitchen w/quartz counters, multiple living areas & Carolina Room. The vaulted ceilings allow natural light to flow throughout. The primary suite is complete w/dual sinks,

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty

    Section Image
  • 84 Circlewood Dr, Hilton Head Island, SC 29926

    $659,000

    • 4 Beds
    • 2.5 Baths
    • 2,251 Sq Ft
    • 84 Circlewood Dr
    • Hilton Head Island, SC

    PRICED TO SELL—motivated sellers ready to make a deal. This 2019 home is in a gated community on HHI, a 5-min WALK TO THE BEACH! 4 bd, 2.5 bth, this home blends luxury & coastal charm w/cathedral ceilings, elegant crown molding, & a first-floor primary suite. The open-concept kitchen & living space features quartz countertops, perfect for entertaining or relaxing w/guests. Fully fenced backyard,

    Coast Professionals COAST PROFESSIONALS Brokered by EXP Realty

    Section Image
See All Homes in Hilton Head Island

Source: REsides

MLS Number: 451705

REsides

APN: R510-004-00D-0245-0000

South Carolina Beaufort County Hilton Head Island 29926 Hilton Head Plantation

35 Winding Trail Ln, Hilton Head Island, SC

This home is located at 35 Winding Trail Ln, Hilton Head Island, SC 29926 and is currently priced at $868,000, approximately $427 per square foot. This property was built in 1990. 35 Winding Trail Ln is a home located in Beaufort County with nearby schools including Hilton Head Island Early Childhood Center, Hilton Head Island Elementary School, and Hilton Head Island Middle School.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

REsides We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. All area measurements and calculations are approximate and should be independently verified. Data may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market”. © [2025] REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

Nearby Homes
Christina Forbis
Listing Agent
Christina Forbis
Section Image
Charter One Realty
(843) 301-7339