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$835,000

Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking, unobstructed water views and exceptional community amenities, this beautifully appointed three-bedroom, two-and-a-half-bath condominium is designed for those who appreciate comfort, elegance, and low-maintenance living. The light-filled, open-concept floor plan showcases luxury vinyl plank flooring throughout, recessed lighting, and expansive windows that capture stunning views of the Chester River from nearly every angle. The spacious living room is anchored by a cozy electric fireplace and flows seamlessly into the dining area and gourmet kitchen, creating the perfect space for entertaining or relaxing. The kitchen features stainless steel appliances, a gas cooktop, white cabinetry, generous countertop space, and an inviting layout that keeps everyone connected. Just beyond the living area, step onto the expansive waterside balcony and enjoy panoramic river views, morning coffee, spectacular sunsets, and endless opportunities to watch boats glide by. The luxurious primary suite is a private waterfront retreat, complete with direct balcony access, a spacious sitting area, two walk-in closets, and an elegant ensuite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms provide comfortable accommodations for guests, a home office, or hobbies. Additional highlights include a beautifully crafted built-in bar, electric blinds, a large laundry room, a dedicated storage room, and an attached one-car garage with new epoxy speckled floor. Residents enjoy an exceptional resort-style lifestyle with amenities that include indoor and outdoor swimming pools, a fitness center, clubhouse, library, billiards room, hot tub, Bocce Ball, pickleball and tennis courts, picnic areas, tot lots, and a community pier overlooking the Chester River. Ideally located just minutes from shopping, dining, golf, marinas, and the Chesapeake Bay Bridge, this exceptional waterfront residence offers the perfect blend of luxury, convenience, and carefree Eastern Shore living.

3 Beds ⋅ 3 Baths ⋅ MDQA2018120 MLS

Welcome to Four Seasons at Kent Island, where luxury waterfront living meets the ease of a premier 55+ lifestyle on the shores of the Chester River. Offering breathtaking, unobstructed water views and exceptional community amenities, this beautifully appointed three-bedroom, two-and-a-half-bath condominium is designed for those who appreciate comfort, elegance, and low-maintenance living. The light-filled, open-concept floor plan showcases luxury vinyl plank flooring throughout, recessed lighting, and expansive windows that capture stunning views of the Chester River from nearly every angle. The spacious living room is anchored by a cozy electric fireplace and flows seamlessly into the dining area and gourmet kitchen, creating the perfect space for entertaining or relaxing. The kitchen features stainless steel appliances, a gas cooktop, white cabinetry, generous countertop space, and an inviting layout that keeps everyone connected. Just beyond the living area, step onto the expansive waterside balcony and enjoy panoramic river views, morning coffee, spectacular sunsets, and endless opportunities to watch boats glide by. The luxurious primary suite is a private waterfront retreat, complete with direct balcony access, a spacious sitting area, two walk-in closets, and an elegant ensuite bath featuring dual vanities and a large walk-in shower. Two additional bedrooms provide comfortable accommodations for guests, a home office, or hobbies. Additional highlights include a beautifully crafted built-in bar, electric blinds, a large laundry room, a dedicated storage room, and an attached one-car garage with new epoxy speckled floor. Residents enjoy an exceptional resort-style lifestyle with amenities that include indoor and outdoor swimming pools, a fitness center, clubhouse, library, billiards room, hot tub, Bocce Ball, pickleball and tennis courts, picnic areas, tot lots, and a community pier overlooking the Chester River. Ideally located just minutes from shopping, dining, golf, marinas, and the Chesapeake Bay Bridge, this exceptional waterfront residence offers the perfect blend of luxury, convenience, and carefree Eastern Shore living.

201 Switchgrass Way Unit #34, Chester

$425,500

Seller is offering up to $9,000 toward the buyer's interest rate buydown or closing costs. That's real money applied at settlement, and on a home already carrying over $50,000 in owner improvements, it's the kind of combination that doesn't sit long. This is a renovated end-unit townhome with three bedrooms and three and a half baths in Bayside, an established waterfront community along the Chester River. Hardwood runs the main and upper levels — no carpet — beginning at a slate tile entry that opens into rooms filled with natural light. The renovated kitchen is the centerpiece: Thermador induction cooktop, GE Monogram wall oven, Bosch dishwasher, granite counters, updated cabinetry, and recessed lighting, all opening directly to the living area so the space works as one. That living area centers on a gas fireplace framed by built-in bookshelves. Just off it, a private deck with a retractable awning looks out to seasonal water views of the Chester River. Upstairs, the primary suite includes a walk-in closet, an ensuite bath with jetted soaking tub and separate shower, and a private deck of its own. The second upper-level bedroom has its own attached full bath. Above that, the top-floor space adds two walk-in closets and a third full bath, with the flexibility to serve as a guest room, home office, or studio. Recently updated HVAC. High-efficiency washer and dryer convey. Attached one-car garage for protected parking and storage. End-unit positioning means no neighbor on one side. The monthly fee covers lawn maintenance, snow removal, pool access, and recreation facilities — the maintenance is handled, the amenities are there, and the weekends are yours. Route 50/301 is minutes away, with shopping and dining close by. Nothing here needs doing. Ask about the $9,000 buyer credit and current availability.

3 Beds ⋅ 4 Baths ⋅ MDQA2017442 MLS

Seller is offering up to $9,000 toward the buyer's interest rate buydown or closing costs. That's real money applied at settlement, and on a home already carrying over $50,000 in owner improvements, it's the kind of combination that doesn't sit long. This is a renovated end-unit townhome with three bedrooms and three and a half baths in Bayside, an established waterfront community along the Chester River. Hardwood runs the main and upper levels — no carpet — beginning at a slate tile entry that opens into rooms filled with natural light. The renovated kitchen is the centerpiece: Thermador induction cooktop, GE Monogram wall oven, Bosch dishwasher, granite counters, updated cabinetry, and recessed lighting, all opening directly to the living area so the space works as one. That living area centers on a gas fireplace framed by built-in bookshelves. Just off it, a private deck with a retractable awning looks out to seasonal water views of the Chester River. Upstairs, the primary suite includes a walk-in closet, an ensuite bath with jetted soaking tub and separate shower, and a private deck of its own. The second upper-level bedroom has its own attached full bath. Above that, the top-floor space adds two walk-in closets and a third full bath, with the flexibility to serve as a guest room, home office, or studio. Recently updated HVAC. High-efficiency washer and dryer convey. Attached one-car garage for protected parking and storage. End-unit positioning means no neighbor on one side. The monthly fee covers lawn maintenance, snow removal, pool access, and recreation facilities — the maintenance is handled, the amenities are there, and the weekends are yours. Route 50/301 is minutes away, with shopping and dining close by. Nothing here needs doing. Ask about the $9,000 buyer credit and current availability.

807 Auckland Way, Chester

$699,000

Priced to sell at just $700,000, this is an exceptional opportunity. With a $160,000 lot premium and over $60,000 in builder upgrades, this home is offered below its replacement value. Experience everything Four Seasons has to offer without the wait. This meticulously maintained home shows like new and is located just steps from the community amenities and vibrant social spaces that make Four Seasons so desirable. 132 Wheelhouse Way offers one of the most desirable locations in the community, with exceptional water views, ground-level access, and an easy walk to the resort-style amenities. Inside, you'll find a gourmet kitchen with quartz countertops, GE Café double wall ovens, upgraded stainless steel appliances, luxury vinyl plank flooring, and an open-concept living space with an electric fireplace and beautiful water views. The primary suite features patio access, a walk-in closet, and a luxurious bath, while the second bedroom suite and private office provide comfort and flexibility. Residents enjoy the Chester House Clubhouse, indoor and outdoor pools, a fitness center, pickleball and tennis courts, walking trails, a kayak launch, fishing pier, dog park, tiki bar, and more. Perfectly located on Kent Island, this home offers an exceptional blend of luxury, convenience, and the Chesapeake Bay lifestyle.

2 Beds ⋅ 3 Baths ⋅ MDQA2017364 MLS

Priced to sell at just $700,000, this is an exceptional opportunity. With a $160,000 lot premium and over $60,000 in builder upgrades, this home is offered below its replacement value. Experience everything Four Seasons has to offer without the wait. This meticulously maintained home shows like new and is located just steps from the community amenities and vibrant social spaces that make Four Seasons so desirable. 132 Wheelhouse Way offers one of the most desirable locations in the community, with exceptional water views, ground-level access, and an easy walk to the resort-style amenities. Inside, you'll find a gourmet kitchen with quartz countertops, GE Café double wall ovens, upgraded stainless steel appliances, luxury vinyl plank flooring, and an open-concept living space with an electric fireplace and beautiful water views. The primary suite features patio access, a walk-in closet, and a luxurious bath, while the second bedroom suite and private office provide comfort and flexibility. Residents enjoy the Chester House Clubhouse, indoor and outdoor pools, a fitness center, pickleball and tennis courts, walking trails, a kayak launch, fishing pier, dog park, tiki bar, and more. Perfectly located on Kent Island, this home offers an exceptional blend of luxury, convenience, and the Chesapeake Bay lifestyle.

132 Wheelhouse Way Unit #11, Chester