Gildersleeve Homes with Colonial Style

Gildersleeve Homes with Colonial Style

**Welcome to Gildersleeve: A Hidden Gem in Portland, CT**

Nestled in the charming town of Portland, Connecticut, the Gildersleeve neighborhood offers a delightful blend of suburban tranquility and vibrant community spirit. Known for its picturesque landscapes and friendly atmosphere, Gildersleeve is the perfect place for families, professionals, and retirees alike to call home.

One of the standout features of Gildersleeve is its stunning array of Colonial-style homes. These stately residences, characterized by their symmetrical facades, gabled roofs, and classic brick or clapboard exteriors, evoke a sense of timeless elegance. Many of these homes are set on spacious lots adorned with manicured lawns and mature trees, providing both beauty and privacy. Inside, you’ll often find traditional layouts with hardwood floors, cozy fireplaces, and modern amenities that seamlessly blend with historical charm.

The neighborhood is not just about beautiful homes; it also boasts a strong sense of community. Residents enjoy easy access to local parks, walking trails, and recreational facilities, perfect for outdoor enthusiasts and families seeking an active lifestyle. Gildersleeve is conveniently located near top-rated schools, shopping centers, and dining options, making it an ideal spot for those who appreciate both convenience and quality of life.

Whether you're looking to settle down in a Colonial-style home or simply explore the enchanting streets of Gildersleeve, you’ll find a warm welcome and a vibrant community waiting for you. Discover the charm and character of Gildersleeve today—your dream home awaits!

Newest Gildersleeve Homes with Colonial 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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