Gildersleeve Homes with Contemporary Style

Gildersleeve Homes with Contemporary Style

Welcome to Gildersleeve, a hidden gem nestled in the picturesque town of Portland, Connecticut. This charming neighborhood offers a perfect blend of serene suburban living and modern conveniences, making it an ideal choice for families, professionals, and retirees alike. With its tree-lined streets and friendly atmosphere, Gildersleeve invites you to experience a lifestyle that harmonizes nature with contemporary living.

One of the standout features of Gildersleeve is its stunning array of contemporary-style homes. These residences boast sleek lines, open floor plans, and abundant natural light, creating spaces that are both functional and aesthetically pleasing. Whether you’re seeking a cozy single-family home or a spacious abode for entertaining, Gildersleeve has something to suit every taste. Many homes in the area are designed with eco-friendly materials and energy-efficient systems, reflecting a commitment to sustainability and modern living.

The neighborhood is conveniently located near the heart of Portland, offering easy access to shopping, dining, and recreational activities. Residents can enjoy beautiful parks, scenic trails, and the serene Connecticut River, perfect for outdoor enthusiasts and families looking to enjoy nature. With top-rated schools and a strong sense of community, Gildersleeve is not just a place to live; it’s a place to thrive.

Explore the contemporary charm of Gildersleeve and discover why this neighborhood is the perfect backdrop for your next chapter. Embrace a lifestyle where modern design meets the warmth of community, and make Gildersleeve your new home today!

Newest Gildersleeve Homes with Contemporary Style

$500,000
2 Beds 3 Baths ACTIVE Status 24191576 MLS
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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