Gildersleeve Homes for Sale

Welcome to Gildersleeve, a hidden gem nestled in the charming town of Portland, Connecticut. This delightful neighborhood is known for its serene atmosphere and picturesque landscapes, making it an ideal place for families, retirees, and anyone seeking a peaceful retreat from the hustle and bustle of city life. With its proximity to the Connecticut River, residents can enjoy a variety of outdoor activities, from kayaking to hiking along scenic trails.

Gildersleeve boasts a friendly community spirit, where neighbors become friends and local events bring everyone together. The area is characterized by its beautiful tree-lined streets, well-maintained parks, and a mix of classic and contemporary homes that cater to diverse tastes and lifestyles. Whether you're looking for a cozy bungalow or a spacious family home, Gildersleeve has something to offer for everyone.

Currently, there are several homes for sale in this desirable neighborhood, each showcasing unique features and charm. From modern amenities to classic architectural details, these properties provide the perfect backdrop for creating lasting memories. With competitive pricing and a variety of options, now is the perfect time to explore the real estate opportunities in Gildersleeve.

In addition to its stunning homes, Gildersleeve is conveniently located near excellent schools, shopping centers, and dining options, ensuring that all your needs are just a short drive away. Experience the tranquility and warmth of Gildersleeve, where your dream home awaits! Come discover the perfect blend of community, comfort, and convenience in this enchanting neighborhood.

Newest Gildersleeve Homes for Sale

$500,000

2 Beds ⋅ 3 Baths ⋅ 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

$389,000

4 Beds ⋅ 2 Baths ⋅ 24189489 MLS

*** Highest and Best Tomorrow 7.15.26 by Noon*** Welcome to 564 Main St. Portland. This is the one you%27ve been waiting for! Brimming with Charm and Character, a spacious Eat In Kitchen and an Oversized Two Car Garage with electricity for Enthusiasts. This Well Built Quintessential Cape offers 4 bedrooms with a Main floor Primary loacated off the Living room for Privacy, or an In-Law situation, while the half bath is Conveniently located off the kitchen. A Full Dining room gives extra options for space, including a three season sunroom with a heater that stays. Hardwood Flooring throughout including under the brand new carpets. Upstairs you%27ll find three bedrooms and a full bathroom. Other Features include a Newer Furnace, Newer windows, Newer roof on home, Fridge approx. 2Y old, Dishwasher 6Y old, New Shed in 2020, and a clean unfinished basement with Tall ceilings giving an abundance of storage. Natural gas and public utilities complete your worry free living. Set on almost an acre, this Lush Private flat level yard is perfect for Sports, Entertaining Huge Outdoor bashes, or just relaxing in your private Oasis among tall trees including a historic Holly bush. Portland is home to many golf courses, The Ct River for Boating enthusiasts, and Minutes away from Downtown Middletown restaurants and shopping, yet quietly tucked away for the best of both worlds. Come see What this hometown has to offer!

564 Main St, Portland

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