Gildersleeve Condos for Sale

Gildersleeve Condos for Sale

Welcome to Gildersleeve, a hidden gem nestled in the charming town of Portland, Connecticut, within the picturesque Middlesex County. This delightful neighborhood offers a perfect blend of suburban tranquility and vibrant community life, making it an ideal place for families, professionals, and retirees alike.

Gildersleeve boasts a serene atmosphere, characterized by tree-lined streets and beautifully maintained homes. Residents enjoy easy access to a variety of local parks, where children can play, and adults can unwind amidst nature. The close-knit community hosts seasonal events, fostering a friendly environment where neighbors become friends.

Conveniently located, Gildersleeve provides easy access to major highways, making commuting to nearby cities a breeze. Portland's quaint downtown area is just a stone's throw away, featuring delightful shops, restaurants, and cafes that showcase local flavors. For outdoor enthusiasts, the nearby Connecticut River offers recreational opportunities such as kayaking, fishing, and scenic trails for hiking and biking.

If you're considering a move to Gildersleeve, you'll be pleased to find an array of condos for sale that cater to diverse lifestyles. These modern residences offer spacious layouts, contemporary amenities, and often stunning views of the surrounding landscape. With maintenance-free living, condo owners can spend more time enjoying the community and less time worrying about upkeep.

Discover the charm of Gildersleeve and find your perfect condo today. Embrace a lifestyle that combines comfort, convenience, and community in this beautiful corner of Connecticut!

Newest Gildersleeve Condos for Sale

$500,000
2 Beds 3 Baths 24192478 MLS Bartlett Hill BLDG.
Location, Location, Location! Welcome to the sought-after 55+ community of Bartlett Hill! This move-in ready Berkshire style home offers 1,503 sq. ft. of comfortable living on a quiet cul-de-sac, backing to peaceful woods for exceptional privacy. An inviting front porch, beautifully landscaped gardens, and charming curb appeal welcome you home. Inside, the open floor plan is perfect for everyday living and entertaining. The first-floor primary suite features a walk-in closet and full bath with shower stall, providing the ease of one-level living. The kitchen flows into the dining area and cozy sunroom. The living room offers a direct-vent gas fireplace and convenient half bath. Hardwood floors enhance the entryway and kitchen.Enjoy your private rear deck overlooking the woods, perfect for relaxing and enjoying nature. Upstairs, you'll find a guest suite(perfect for live-in caregiver) with a full bath, generous closet space, and a versatile loft ideal for a home office, reading nook, or exercise area. The unfinished lower level provides abundant storage and future expansion potential, while the attached two-car garage adds convenience. Bartlett Hill offers beautifully maintained grounds, a welcoming atmosphere, clubs, social activities, pool exercise, scenic walking streets, strong association finances, and a low HOA fee. Conveniently located near golf, shopping, and dining, this home offers the perfect blend of privacy, low-maintenance living, and community. Schedule a tour

19 Plumrose Court Unit 19, Portland

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