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Welcome home to spacious comfort and thoughtful design in this inviting six-bedroom, three-bath residence nestled on a quiet lane in Chester. With over 3,700 square feet of interior living space, there’s room here for everyone—and maybe even that home office or gym you’ve been dreaming about. Step inside to find an updated kitchen ready for your culinary adventures, featuring modern finishes and plenty of counter space. Two cozy fireplaces offer the perfect backdrop for relaxing winter evenings, and when the weather warms up, the outdoor spaces truly shine. Take a soak in the hot tub just off the deck and the primary bedroom, gather around the paver patio’s firepit with friends, or let kids and pets play safely in the fully fenced backyard. Located just a short stroll from the Cross Island Trailhead at Macum Creek, outdoor enthusiasts will love the access to beautiful trails and waterfront views. Whether you're walking, biking, or just enjoying nature, you’ll appreciate having this scenic gem mere steps from your front door. The layout balances privacy and openness, ideal for both entertaining and everyday living. The primary bedroom offers a quiet retreat, perfect for unwinding after a long day. With its generous square footage and array of features, this home offers flexibility for growing families, multi-generational living, or simply spreading out in style.

6 Beds ⋅ 3 Baths

Welcome home to spacious comfort and thoughtful design in this inviting six-bedroom, three-bath residence nestled on a quiet lane in Chester. With over 3,700 square feet of interior living space, there’s room here for everyone—and maybe even that home office or gym you’ve been dreaming about. Step inside to find an updated kitchen ready for your culinary adventures, featuring modern finishes and plenty of counter space. Two cozy fireplaces offer the perfect backdrop for relaxing winter evenings, and when the weather warms up, the outdoor spaces truly shine. Take a soak in the hot tub just off the deck and the primary bedroom, gather around the paver patio’s firepit with friends, or let kids and pets play safely in the fully fenced backyard. Located just a short stroll from the Cross Island Trailhead at Macum Creek, outdoor enthusiasts will love the access to beautiful trails and waterfront views. Whether you're walking, biking, or just enjoying nature, you’ll appreciate having this scenic gem mere steps from your front door. The layout balances privacy and openness, ideal for both entertaining and everyday living. The primary bedroom offers a quiet retreat, perfect for unwinding after a long day. With its generous square footage and array of features, this home offers flexibility for growing families, multi-generational living, or simply spreading out in style.

204 Skipper Ln, Chester

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: EXP Realty, LLC.

$569,000

Move-in ready and full of upgrades, this thoughtfully designed home offers a bright, open layout perfect for everyday living and entertaining. The renovated kitchen features quartz counters, a coastal tile backsplash, and opens to the dining and living areas with soaring ceilings and access to the deck and fenced yard. The fire pit and mature landscaping makes for a private, serene setting. A private path through the backyard connects directly to Four Seasons and the Cross Island Trail—ideal for walking, biking, or enjoying the outdoors. The main level includes a bedroom and bonus room/office, while upstairs offers three additional bedrooms including a spacious primary suite with attached bath. Additional highlights include a two-car garage with extra storage, side gardens, tankless water heater, paved driveway with bonus parking, and no HOA. All this in a prime Kent Island location, just minutes to local shopping, dining, trails, and Rt. 50 for easy commuting to Annapolis, St. Michaels, Washington, D.C., Baltimore, and beyond. Don’t miss this opportunity to own a conveniently located, beautifully updated home in Castle Marina! Schedule your tour today - you won't want to miss this conveniently located and move in ready gem on Kent Island.

4 Beds ⋅ 3 Baths

Move-in ready and full of upgrades, this thoughtfully designed home offers a bright, open layout perfect for everyday living and entertaining. The renovated kitchen features quartz counters, a coastal tile backsplash, and opens to the dining and living areas with soaring ceilings and access to the deck and fenced yard. The fire pit and mature landscaping makes for a private, serene setting. A private path through the backyard connects directly to Four Seasons and the Cross Island Trail—ideal for walking, biking, or enjoying the outdoors. The main level includes a bedroom and bonus room/office, while upstairs offers three additional bedrooms including a spacious primary suite with attached bath. Additional highlights include a two-car garage with extra storage, side gardens, tankless water heater, paved driveway with bonus parking, and no HOA. All this in a prime Kent Island location, just minutes to local shopping, dining, trails, and Rt. 50 for easy commuting to Annapolis, St. Michaels, Washington, D.C., Baltimore, and beyond. Don’t miss this opportunity to own a conveniently located, beautifully updated home in Castle Marina! Schedule your tour today - you won't want to miss this conveniently located and move in ready gem on Kent Island.

306 Skipper Ln, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Executive.

$555,000

KENT ISLAND ** CUSTOM RANCHER ** Welcome to the sought-after neighborhood of Castle Marina. There are No HOA or Association fees in this established community. You can walk to your boat in the marina, stroll to the local pub for dinner or hit the Cross Island Trail to get in your steps for the day. So close to all of the amenities Kent Island has to offer, yet tucked away behind Four Seasons, with mature landscaping and friendly neighbors. ** This single level home with 2,470 sq ft, offers plenty of living space and is perfect for entertaining. Beyond the welcoming foyer is the living room with large bay window, skylights and comforting wood stove, opening to the spacious kitchen with recently updated appliances, plenty of cabinetry and leads to the open dining room and heading out to the delightful sunroom, surrounded by windows and nestled in the landscaped back yard. The home offers a large primary bedroom with double closets and bathroom with double sink vanity and large tile shower. There are two more large bedrooms each with a skylight and oversized closets and a hall bath with double vanity and tiled tub/shower. Plus there is the Bonus Rom (guest room, homeschool room, craft room, gym, library or whatever you need it to be) with french doors for privacy and a separate laundry/mud room. ** Outside is a 2 car garage, concrete driveway, and large Amish built shed. All of this sits on a 1/2 acre landscaped, fenced yard with fig trees, magnolias, evergreens, crape mrytles and more. ** The owners have made all of the expensive updates within the past few years- New Roof 2017, New Water Heater 2019, New HVAC 2021, New Washer & Dryer 2022, New Shed 2024, New Garage Door 2026, New Windows 2026. ** The property is serviced by the public sewer system. Water is accessed by the private well and run through the homes water conditioning system. This home is built on a slab, so no wet, moldy crawl space to maintain. In 2019, the owners had the plumbing in the slab abandoned and all new plumbing run through the attic and walls with access throughout. ** If you are ready to live the Island Lifestyle in a low maintainence home in a great neighborhood with ameneties close by, call for your showing today.

3 Beds ⋅ 2 Baths

KENT ISLAND ** CUSTOM RANCHER ** Welcome to the sought-after neighborhood of Castle Marina. There are No HOA or Association fees in this established community. You can walk to your boat in the marina, stroll to the local pub for dinner or hit the Cross Island Trail to get in your steps for the day. So close to all of the amenities Kent Island has to offer, yet tucked away behind Four Seasons, with mature landscaping and friendly neighbors. ** This single level home with 2,470 sq ft, offers plenty of living space and is perfect for entertaining. Beyond the welcoming foyer is the living room with large bay window, skylights and comforting wood stove, opening to the spacious kitchen with recently updated appliances, plenty of cabinetry and leads to the open dining room and heading out to the delightful sunroom, surrounded by windows and nestled in the landscaped back yard. The home offers a large primary bedroom with double closets and bathroom with double sink vanity and large tile shower. There are two more large bedrooms each with a skylight and oversized closets and a hall bath with double vanity and tiled tub/shower. Plus there is the Bonus Rom (guest room, homeschool room, craft room, gym, library or whatever you need it to be) with french doors for privacy and a separate laundry/mud room. ** Outside is a 2 car garage, concrete driveway, and large Amish built shed. All of this sits on a 1/2 acre landscaped, fenced yard with fig trees, magnolias, evergreens, crape mrytles and more. ** The owners have made all of the expensive updates within the past few years- New Roof 2017, New Water Heater 2019, New HVAC 2021, New Washer & Dryer 2022, New Shed 2024, New Garage Door 2026, New Windows 2026. ** The property is serviced by the public sewer system. Water is accessed by the private well and run through the homes water conditioning system. This home is built on a slab, so no wet, moldy crawl space to maintain. In 2019, the owners had the plumbing in the slab abandoned and all new plumbing run through the attic and walls with access throughout. ** If you are ready to live the Island Lifestyle in a low maintainence home in a great neighborhood with ameneties close by, call for your showing today.

206 Anchor Ln, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$490,000

Welcome to Your Refreshing New Home with First-Floor Living! This beautifully updated residence offers the perfect blend of comfort and convenience with three spacious bedrooms and two full baths, all on the main level. The expansive primary suite features a private, fully updated bath for your relaxation. The gorgeous kitchen is a true standout, boasting quartz countertops, brand new stainless steel appliances, and a bright breakfast room ideal for casual dining. Enjoy entertaining in the formal dining room or unwind in the inviting family room with refinished hard wood floors and a cozy fireplace. Recent updates include, New roof, Luxury vinyl plank (LVP) flooring, refinished hardwoods, new carpet, Modernized beautiful bathrooms, fresh paint and a new water treatment system. Step outside to enjoy the large three-season porch, perfect for relaxing or entertaining, overlooking a fenced backyard with mature trees offering beauty and privacy. Located just minutes from shopping, churches, and with an easy commute to the bridge, this home combines comfort, style, and convenience. Don’t miss the opportunity to make this move-in-ready gem your own!

3 Beds ⋅ 2 Baths

Welcome to Your Refreshing New Home with First-Floor Living! This beautifully updated residence offers the perfect blend of comfort and convenience with three spacious bedrooms and two full baths, all on the main level. The expansive primary suite features a private, fully updated bath for your relaxation. The gorgeous kitchen is a true standout, boasting quartz countertops, brand new stainless steel appliances, and a bright breakfast room ideal for casual dining. Enjoy entertaining in the formal dining room or unwind in the inviting family room with refinished hard wood floors and a cozy fireplace. Recent updates include, New roof, Luxury vinyl plank (LVP) flooring, refinished hardwoods, new carpet, Modernized beautiful bathrooms, fresh paint and a new water treatment system. Step outside to enjoy the large three-season porch, perfect for relaxing or entertaining, overlooking a fenced backyard with mature trees offering beauty and privacy. Located just minutes from shopping, churches, and with an easy commute to the bridge, this home combines comfort, style, and convenience. Don’t miss the opportunity to make this move-in-ready gem your own!

307 Skipper Ln, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.