CHARIS REALTY GROUP

Raised Ranch/Rambler

255 REDSTART DRIVE

CHESTER , MD 21619

MLS#: MDQA2016024

$829,990

Status: Active
Listing number: MDQA2016024
Listing provided by: KOVO Realty
Listing agent phone: None
Last update: 2 hours ago
New on site today
Browse Properties
FOUR SEASONS AT KENT ISLAND - Residential

Property

Beds

4

Full Baths

3

1/2 Baths

None

Year Built

2026

Sq.Footage

2,791

The Simone is a beautifully designed home with a projected settlement of May 2026, offering the space and features you are looking for. With 4 bedrooms, 3 full baths, and a 2-car garage, this home balances everyday comfort with thoughtful design details. A dedicated home office provides the perfect space for remote work or study, while the great room is anchored by a striking two-story shiplap fireplace with a granite surround, creating a warm and inviting focal point. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, French-door refrigerator, and pendant lighting, complemented by a tile backsplash and quartz countertops that continue into the owner’s bath. LVP flooring flows through the foyer, kitchen, dining area, great room, owner’s suite, and bedroom two, while tile finishes the full baths and laundry room. Plush carpeted spaces in the loft, second floor, and additional bedrooms add comfort where it counts. The owner’s bath features a spa-like shower with seating, a handheld wand, and double sinks for added convenience. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

Features & Amenities

Interior

  • Total Bedrooms

    4

  • Bathrooms

    3

  • Above Grade Finished Area

    2791.0

  • Basement YN

    NO

  • Cooling YN

    YES

  • Cooling

    Central Air, Electric

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Propane, Forced Air

  • Main Level Bedrooms

    2

  • Pet friendly

    N/A

Exterior

  • Garage

    Yes

  • Garage spaces

    2

  • Parking

    Garage, Driveway, Attached

  • Pool

    Yes

  • Pool Features

    Community

  • Waterfront YN

    NO

Area & Lot

  • Lot Size(acres)

    0.16

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Raised Ranch/Rambler

Price

  • Sales Price

    $829,990

  • Sq. Footage

    2, 791

  • Price/SqFt

    $297

HOA

  • Association

    Yes

  • Association Fee

    $263

  • Association Fee Frequency

    Monthly

  • Association Fee Includes

    N/A

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Association Amenities

    Billiard Room, Clubhouse, Fitness Center, Game Room

  • Foundation Details

    Slab

  • Senior Community YN

    YES

  • Sewer

    Public Sewer

  • Water Source

    Public

Schedule a Showing

Showing scheduled successfully.

<
>
IN PERSON
VIA CHAT

What is 3 + 4 ?


Change time

Mortgage calculator

Estimate your monthly mortgage payment, including the principal and interest, property taxes, and HOA. Adjust the values to generate a more accurate rate.

Your payment

Principal and Interest:

$

Property taxes:

$

HOA fees:

$

Total loan payment:

$

Total interest amount:

$

Location

County

QUEEN ANNES

Elementary School

Middle School

High School

Listing Courtesy of Mary Anne Kowalewski , KOVO Realty

RealHub Information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. RealHub website owner shall not be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.

Agent David Ayala

AGENT

David Ayala

Call David today to schedule a private showing.

(240) 638-6992

david@charisrealty.com


* Listings on this website come from the FMLS IDX Compilation and may be held by brokerage firms other than the owner of this website. The listing brokerage is identified in any listing details. Information is deemed reliable but is not guaranteed. If you believe any FMLS listing contains material that infringes your copyrighted work please click here to review our DMCA policy and learn how to submit a takedown request.© 2024 FMLS.
The Simone is a beautifully designed home with a projected settlement of May 2026, offering the space and features you are looking for. With 4 bedrooms, 3 full baths, and a 2-car garage, this home balances everyday comfort with thoughtful design details. A dedicated home office provides the perfect space for remote work or study, while the great room is anchored by a striking two-story shiplap fireplace with a granite surround, creating a warm and inviting focal point. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, French-door refrigerator, and pendant lighting, complemented by a tile backsplash and quartz countertops that continue into the owner’s bath. LVP flooring flows through the foyer, kitchen, dining area, great room, owner’s suite, and bedroom two, while tile finishes the full baths and laundry room. Plush carpeted spaces in the loft, second floor, and additional bedrooms add comfort where it counts. The owner’s bath features a spa-like shower with seating, a handheld wand, and double sinks for added convenience. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

255 REDSTART DRIVE

Message successfully sent.

What would you like to know?

What is 3 + 4 ?

Related Properties

This single-family home portfolio can be purchased as an investment property package and is currently occupied by tenants in good standing. All homes are located within ten minutes of each other in the City of Chester. The package includes 918 Highland Ave (49-11-01628-00), 708 Ward St (49-11-02091-00), 714 Ward St (49-11-02094-00), 937 McDowell Ave (49-05-00813-00), and 1125 Morton Ave (49-02-01368-02). MLS #PADE2106302, #PADE2106310, #PADE2106336, #PADE2106344, #PADE2106346
#PADE2106348

CHESTER

5 PROPERTY PORTFOLIO

15 Beds

6 Baths

6,276 Sq.Ft.

$835,000

MLS#: PADE2106348

The Tuscaloosa, located on Lot 588, is scheduled for an April 2026 settlement and offers generous space with 5 bedrooms, 4.5 baths, and a 3-car garage—ideal for growing households and effortless entertaining. Designed with both comfort and function in mind, this home includes a private home office, a screened patio for relaxed outdoor living, and a striking stone fireplace complemented by ceiling beams that add warmth and character to the main living area. The kitchen is beautifully appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all finished with quartz countertops that extend into the owner’s bath. Hardwood flooring welcomes you through the foyer and flows into the kitchen, dining area, great room, and hallways, while tile flooring enhances all full baths and the laundry room. Plush carpeted spaces include the owner’s bedroom, extra suite, home office, loft, and bedrooms 3–5. The owner’s suite features a spa-inspired Plus shower with seat, handheld shower wand, frameless shower doors, and dual sinks, creating a relaxing retreat at the end of the day. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may show options, upgrades, or features not included in this home. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.
#MDQA2015840

CHESTER

311 KINGFISHER LANE

5 Beds

4 Baths

3,225 Sq.Ft.

$969,990

MLS#: MDQA2015840

The Chester at Lot 2433 offers a thoughtfully designed open-concept layout with a projected settlement date of August 2026, making it an excellent opportunity for buyers planning ahead. This home features 2 bedrooms, 2.5 baths, and a 1-car garage, delivering comfort, functionality, and efficient use of space. Standout features include a dedicated home office with lighted French doors, a dry bar ideal for entertaining, an electric fireplace for added ambiance, and a convenient storage room to keep everything organized. Luxury vinyl plank flooring runs throughout the home, with tile in both full baths for durability and easy maintenance. The kitchen is well-appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by quartz countertops. The owner’s bath features a shower with seat, handheld shower wand, double sinks, and quartz countertops, creating a comfortable and refined retreat. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.
#MDQA2015874

CHESTER

176 FLAGSTAFF WAY 2433

2 Beds

2 Baths

1,900 Sq.Ft.

$869,990

MLS#: MDQA2015874

The Tuscaloosa home offers a thoughtfully designed layout with elevated finishes throughout, with a projected settlement of April 2026. Featuring 2 bedrooms, 2.5 baths, and a 3-car garage, this home blends everyday functionality with timeless style. Standout features include a dedicated home office, a screened patio perfect for outdoor relaxation, and a shiplap-accented fireplace paired with ceiling beams that add warmth and architectural character to the great room. The kitchen is well-appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all finished with Quartz countertops that continue into the owner’s bath for a cohesive, upscale look. Luxury Vinyl Plank flooring flows through the foyer, extended foyer, kitchen, dining area, great room, HovHall, owner’s suite, and extra suite, while tile enhances all full baths. Carpeted secondary spaces provide comfort in additional bedrooms and the loft. The owner’s bath features a shower with seat, handheld shower wand, and double sinks, creating a relaxing retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.
#MDQA2015794

CHESTER

110 KINGLET COURT

5 Beds

4 Baths

3,225 Sq.Ft.

$969,990

MLS#: MDQA2015794

Welcome to Luxury Condo Living at The Four Seasons at Kent Island, An active 55+ Community packed with tons of amenities . Move -in to this turn key luxury condo with plenty of natural light with "Perfect Fit" planation shutters and ample privacy on all windows and doors. The kitchen has a gourmet package including quartz countertops and a large island with space for barstool eating, subway tile backsplash, staggered cabinets, and stainless steel modern appliances. The great room has a seasonal view of the Chester River and a traditional electric fire place with shiplap accents fostering a feeling of warmth and tranquility. The primary bedroom/bathroom is spacious with two sizeable walk-in closets. The primary bedroom also includes attached sitting room with water-view and access to the balcony overlooking a pond that attracts wildlife. All bedrooms of this Severn Model offer custom closets designed and constructed by "Chesapeake Closets". The unit comes with a first floor assigned one car garage and an assigned climate-controlled storage closet. Come join the easy life! Call for your private showing!
#MDQA2014528

CHESTER

200 HARRIER WAY 21

3 Beds

2 Baths

2,600 Sq.Ft.

$674,900

MLS#: MDQA2014528

The Magothy at Lot 2412 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining, and a cozy electric fireplace that anchors the living space. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by sleek Quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile in both full baths for durability and easy maintenance. The owner’s bath is designed for comfort, featuring a walk-in shower with seat, handheld shower wand, double sinks, and Quartz countertops, creating a spa-like retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.
#MDQA2015806

CHESTER

176 FLAGSTAFF WAY 2412

2 Beds

2 Baths

2,003 Sq.Ft.

$699,990

MLS#: MDQA2015806

The Magothy at Lot 2411 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining, and a cozy electric fireplace that anchors the living space. The kitchen is well-appointed with a gas cooktop, single oven, microwave, range hood, dishwasher, pendant lighting, and a tile backsplash, all complemented by sleek Quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile in both full baths for durability and easy maintenance. The owner’s bath is designed for comfort, featuring a walk-in shower with seat, handheld shower wand, double sinks, and Quartz countertops, creating a spa-like retreat. For a full list of included features, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.
#MDQA2015804

CHESTER

176 FLAGSTAFF WAY 2411

2 Beds

2 Baths

2,003 Sq.Ft.

$699,990

MLS#: MDQA2015804

If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane. Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style amenities. But what really sold them was the way this home made everyday life feel easy, peaceful, and a little bit indulgent. From the moment you walk through the front door, the open layout just flows. The gourmet kitchen is the heart of the home—with a massive island, double ovens, gas cooktop, and more cabinet space than you’ll know what to do with. It opens to a sunny dining area and a living room that invites you to sink in and stay awhile. Downstairs, you’ll find two spacious bedrooms, including a primary suite that feels like a retreat. The spa-like bathroom, walk-in closet, and tray ceiling add a touch of everyday luxury. There’s also a den that can flex into a home office, reading room, or whatever you need it to be. Upstairs is a private guest suite with a third bedroom, full bath, and a bonus loft space that’s perfect for movie nights or extra living space. But the magic continues outside. The oversized patio was made for entertaining—complete with a built-in firepit, gas line for your grill , and even a five-person Thermospa hot tub. Whether it’s coffee in the morning or wine after sunset, this is where you’ll want to be. Other thoughtful touches? There’s a heated and cooled garage with extra space for a third vehicle or golf cart, and a sky basement for bonus storage. Throughout the home, you'll find upgrades like luxury vinyl plank flooring, under-cabinet kitchen lighting, custom bathroom finishes, recessed lighting, and so much more. And then there’s the community. Four Seasons at Kent Island is truly one-of-a-kind. Want to start your day with yoga? Go for a paddle on the river? Meet friends at the outdoor bar to catch the game by the firepit? It's all here. There’s a 24,000 sq ft clubhouse, both indoor and outdoor pools, a state-of-the-art gym, game room, pickleball and tennis courts, walking and biking trails, a pier for fishing and boating, a kayak launch, and even a dog park. The community is tucked away, peaceful and private—but you're just minutes from restaurants, wineries, breweries, and shops. And if you ever need a city fix, Annapolis and Easton are an easy 20-30 minute drive away. The best way to describe this home and community? It’s a place where life slows down in the best way. Where neighbors become friends. Where the to-do list gets a lot shorter—and the “want-to-do” list gets a whole lot longer. So if you're looking for more than just a new house—if you're ready for a new chapter filled with connection, ease, and everyday joy—135 Nauset Lane might be exactly what you’ve been waiting for.
#MDQA2015026

CHESTER

135 NAUSET LANE

3 Beds

3 Baths

2,399 Sq.Ft.

$814,900

MLS#: MDQA2015026

The Simone at Lot 547 features a well-balanced open-concept floorplan with a projected settlement date of March 2026, offering both style and functionality for modern living. This home includes 4 bedrooms, 3 baths, and a 2-car garage, with flexible spaces designed to adapt to everyday needs. Notable highlights include a dedicated home office and a welcoming shiplap-accented fireplace that anchors the main living area. Luxury vinyl plank flooring flows through the foyer, extended foyer, kitchen, dining area, great room, Bedroom 2, the owner’s suite, and the HovHall, while tile finishes enhance all full baths and the laundry room. Plush carpet adds comfort to the loft, second floor, and Bedrooms 3 and 4. The kitchen is thoughtfully equipped with a single oven, microwave, gas cooktop, range hood, dishwasher, French door refrigerator, pendant lighting, and a tile backsplash, all paired with quartz countertops that continue into the owner’s bath. The owner’s bath is designed for comfort with a shower featuring a built-in seat, handheld shower wand, and double sinks. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.
#MDQA2015878

CHESTER

259 REDSTART DRIVE

4 Beds

3 Baths

2,791 Sq.Ft.

$829,990

MLS#: MDQA2015878

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service