Redfin is joining Rocket

Discover how we're simplifying your journey home.

$950,000

255 Sailcloth Way Chester, MD 21619

4 beds
4 full
3,450 sqft
0.2 acres
$275 / sqft
House

Property details

About 255 Sailcloth Way

Welcome to 255 Sailcloth Way in Chester’s premier 55+ community—K. Hovnanian’s Four Seasons at Kent Island. This upgraded Santorini model is perfectly situated on a cul-de-sac premium lot and features 4 bedrooms, 4 full baths, and double primary suites—ideal for multigenerational living or hosting guests in comfort. Enjoy high-end finishes throughout, including LVP flooring, a chef’s kitchen with upgraded cabinetry and gas cooking, luxury baths with roll-in showers, a loft, and a rare sky basement for added storage space. . You will fall in love with open concept kitchen and family room. The 12 foot island will surely be the focal point and heart of the home perfect for prep or serving gatherings. The walk in pantry and beverage station add a touch of luxury to the already well appointed kitchen. The wall of windows that frames the family room includes a slider out to your private screened in porch with recessed lighting and two ceiling fans - perfect for enjoying your morning coffee or a crab feast. The upgraded loft is ideal for guests or in home caretaker with private living space, a full bath and bedroom with a walk in closet. This home is classy, stylish and luxurious all while offering maintenance free living. The time is now to enjoy the Resort-style amenities, stunning design, and unbeatable location—this one checks every box!

Highlights

Home typeSingle Family Residence
HeatingHeat Pump
StatusActive
(ACTIVE)
CoolingCentral Air, Ceiling Fan(s)
Size3,450 sqft
Lot size0.17 Acres
Year built2021
ParkingGarage - Side Entry,Garage Door Opener,Additional Storage Area,Inside Access, Attached Garage,Detached Garage
MLS #MDQA2013944
Garage6 spaces

Summary

  • Full Bathrooms: 4
  • Basement: No
  • Total Bedroom Count: 4
  • Garage Space: 6 spaces
  • Parking: Garage - Side Entry,Garage Door Opener,Additional Storage Area,Inside Access, Attached Garage,Detached Garage
  • Architectural Style: Coastal, Contemporary, Craftsman
  • Heating: Heat Pump
  • Cooling: Central Air, Ceiling Fan(s)
  • List Price: $950,000
  • Price/SqFt: $275
  • HOA Amount: $305 Monthly
  • Annual Tax Amount: $6,121
  • Tax Year: 2024
  • Directions: Enter Four Seasons community, turn left onto Sailcloth, follow to the cul de sac, last house on the left.
  • Year Built: 2021
  • Stories: 1
  • Living Area: 3,450 SqFt
  • Lot Size: 0.17 Acres
  • MLS Number: MDQA2013944
  • MLS Name: BRIGHT
  • Office Name: Keller Williams Flagship
  • Office Phone: (410) 729-7700
  • Listing Agent: Kathleen Higginbotham
  • Agent Phone: (301) 370-5696
  • Agent Email: kathy@kentislandkathy.com

IDX Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which participates, and is provided by BRIGHT through a licensing agreement.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.

BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 7/22/2025, 1:45:45 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Price information

Property sales

DateEventPrice
May 12, 2022
Home Sold
$841,999

Tax history

YearAssessmentProperty Tax
2024$681,933$6,121
2023$649,800$6,121
2022$634,967$-
2021$46,200$-

History based on county public records data.

Nearby schools

9

Bayside Elementary School

Public District 3-5

0.9 mi

301 Church St

10

Matapeake Elementary School

Public District PK-5

2.7 mi

651 Romancoke Rd

8

Grasonville Elementary School

Public District PK-5

5.6 mi

5435 Main St

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $72,151. The most common annual income of people living in Chester, MD is between $35k-100k. Most families are single, no kids. The most common level of education of people living in this area is post secondary degree.

How much money do the neighbors make?

21%
<35k
49%
35k-100k
25%
100k-200k
5%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

43%
Single, No Kids
11%
Single, with Kids
30%
Married, No Kids
16%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

14%
<11 yrs old
8%
12-17 yrs old
14%
18-34 yrs old
48%
35-64 yrs old
16%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • PGA/LPGAPGA/LPGA
  • College FootballCollege Football

Where do the neighbors shop?

  • BJs Wholesale ClubBJs Wholesale Club
  • Stein MartStein Mart
  • Express/Express For MenExpress/Express For Men

Where do the neighbors go to eat?

  • PaneraPanera
  • Cracker BarrelCracker Barrel
  • SonicSonic

What do the neighbors drive?

  • InfinitiInfiniti
  • LexusLexus
  • KiaKia

What do the neighbors listen to?

  • Adult HitsAdult Hits
  • OldiesOldies
  • New CountryNew Country
All data provided by Home Junction and Claritas

Similar homes for sale

Frequently asked questions

About 255 Sailcloth Way

The listing price of 255 Sailcloth Way property is $950,000.

The property 255 Sailcloth Way is a house located in Chester, Maryland, 21619.

Active Listing: 255 Sailcloth Way is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 255 Sailcloth Way are: Bayside Elementary School (GreatSchools Rating 9/10), Matapeake Elementary School (GreatSchools Rating 10/10), Grasonville Elementary School (GreatSchools Rating 8/10), Stevensville Middle School (GreatSchools Rating 5/10), Matapeake Middle School (GreatSchools Rating 9/10), Wiley H. Bates Middle School (GreatSchools Rating 5/10), Kent Island High School (GreatSchools Rating 4/10), Broadneck High School (GreatSchools Rating 8/10), Chesapeake High School (GreatSchools Rating 7/10).

According to the records, the last property tax for 2024 is $6,121 (source: MLS/based on county public records data).

The last sale was on May 12, 2022 for $841,999 (source: MLS/tax record).

The property at 255 Sailcloth Way has 4 bedrooms and 4 bathrooms.

The property 255 Sailcloth Way is 3,450 SqFt (source: MLS/tax record).

The year of construction for 255 Sailcloth Way is 2021.

This home is located at 255 Sailcloth Way in Chester, MD and zip code 21666 in the Kent Island neighborhood. This 3,450 square foot home, which was built in 2021, sits on a 0.17 acre lot. Features: 4 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since July 14, 2025 and is currently priced at $950,000.

From Rocket Homes Real Estate and based on county public records data.

More resources