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55+ Condos for Sale, Kent Island Condos, Maryland Golf Course Condos for Sale, Maryland Senior CommunitiesPublished May 18, 2026
Four Seasons at Kent Island Condo for Sale | Luxury Waterfront Living in Chester MD
Luxury waterfront condo living meets resort-style amenities at 190 Harrier Way #21 in the Four Seasons at Kent Island community in Chester, Maryland. This impeccably finished corner residence offers more than 2,600 square feet of upgraded living space, seasonal Chester River views, garage parking, elevator access, and one of the most private settings currently available in this sought-after 55+ waterfront community on Maryland’s Eastern Shore. Four Seasons at Kent Island has quickly become one of Maryland’s premier active adult communities, known for its waterfront setting, resort-style amenities, and low-maintenance luxury living near Annapolis and Kent Narrows.

Luxury Condo Living at Four Seasons at Kent Island

Located in the Four Seasons at Kent Island community in Chester MD, this beautifully upgraded condo combines the convenience of low-maintenance living with the comfort and space typically associated with a single-family home. Unlike many interior-facing units, this residence enjoys windows on three sides and no buildings directly between the home and the shoreline, creating peaceful winter water views and abundant natural light throughout the day.

The balcony overlooks a tranquil pond-to-river setting filled with fountains, wildlife, and seasonal Chester River views beyond. The combination of privacy, water views, and surrounding green space helps this residence stand out from other condos currently available at Four Seasons at Kent Island.
Thoughtfully Upgraded Interior Spaces
Inside, decorator-selected finishes and extensive upgrades elevate the home well beyond standard builder-grade inventory. Wide-plank luxury vinyl flooring, plantation shutters throughout, soaring ceilings, crown molding, upgraded lighting, and a stacked stone fireplace create a warm and refined atmosphere throughout the main living areas.

The spacious kitchen was designed equally for everyday living and entertaining, featuring white cabinetry, white quartz countertops, under-cabinet lighting, stainless steel appliances, gas cooking, and a seamless 8-foot island with breakfast bar seating for up to eight. A separate beverage center between the kitchen and dining area adds additional serving and storage space while helping define the open floorplan.

French sliders connect the living room to the balcony, creating an easy indoor-outdoor flow and extending the living space toward the surrounding waterfront scenery.
Spacious Bedrooms and Exceptional Storage
The oversized primary suite is privately positioned at the rear of the residence and includes a separate sitting room with balcony access, two large walk-in closets, and a spacious spa-style bath with dual vanities, a step-in shower, private water closet, and generous storage throughout.

Bedrooms two and three each feature two walk-in closets and share a Jack-and-Jill bath with dual vanities and tub shower. Additional highlights include four more closets, a powder room, a large laundry room with built-ins, a secure storage room near the garage level elevator access, an attached one-car garage, and keyless entry to both the unit and garage.
Resort-Style Amenities at Four Seasons at Kent Island
Four Seasons at Kent Island has quickly become one of the Eastern Shore’s premier active adult communities, offering resort-style amenities designed around waterfront living, outdoor recreation, and year-round social activities.

Residents enjoy a 24,000 square foot waterfront clubhouse with indoor heated pool and spa, outdoor beach-entry pool overlooking the Chester River, fitness center, ballroom, lounge, library, and gathering spaces. Outdoor amenities include pickleball, tennis, basketball, and bocce courts, walking and biking trails, kayak and paddleboard launch and storage, fishing pier and boat dock, dog park, waterfront fire pits, tiki bar, and a waterfront amphitheater for concerts and events.

A full-time lifestyle director coordinates clubs, fitness classes, social gatherings, and community celebrations throughout the year, creating one of the most active and social 55+ communities in Maryland.
Waterfront Living Near Kent Narrows and Annapolis
Located in Chester MD on Kent Island, Four Seasons at Kent Island offers convenient access to Kent Narrows waterfront dining and marinas, the Cross Island Trail, Annapolis, Baltimore, Washington DC, and the Eastern Shore of Maryland.

For buyers searching for luxury waterfront condos in Maryland, active adult communities on Kent Island, or low-maintenance Eastern Shore living with resort-style amenities, 190 Harrier Way #21 offers a rare opportunity to move directly into one of the community’s most upgraded and beautifully positioned residences.
Interested in seeing what waterfront living at Four Seasons at Kent Island actually feels like? Schedule your private tour of 190 Harrier Way #21 and experience the views, light, amenities, and lifestyle for yourself. Use our contact form below to get in touch!
FAQs About Four Seasons at Kent Island
Is Four Seasons at Kent Island a 55+ community?
Yes. Four Seasons at Kent Island is an active adult 55+ community in Chester MD offering luxury condos, resort-style amenities, waterfront recreation, and a full calendar of social events and activities on Maryland’s Eastern Shore.
What amenities are available at Four Seasons at Kent Island?
Residents enjoy a 24,000 square foot waterfront clubhouse, indoor heated pool and spa, outdoor beach-entry pool, fitness center, pickleball and tennis courts, walking trails, kayak and paddleboard launch, fishing pier, tiki bar, waterfront fire pits, amphitheater, and community gathering spaces.
Where is Four Seasons at Kent Island located?
Four Seasons at Kent Island is located in Chester MD on Kent Island, just minutes from Kent Narrows waterfront dining and marinas, the Cross Island Trail, Annapolis, Baltimore, Washington DC, and Maryland’s Eastern Shore destinations.
Are there waterfront condos at Four Seasons at Kent Island?
Yes. Many residences at Four Seasons at Kent Island offer pond, shoreline, or seasonal Chester River water views, along with low-maintenance luxury living designed around the Chesapeake Bay lifestyle.
Are pets allowed at Four Seasons at Kent Island?
Yes. Four Seasons at Kent Island is a pet-friendly 55+ community with walking trails, open green space, and a dedicated dog park designed for residents and their pets to enjoy the waterfront lifestyle together.
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