Gildersleeve Homes for Sale

Welcome to the charming neighborhood of Gildersleeve in Portland, CT, located in Middlesex County. Gildersleeve offers a peaceful and idyllic setting for those looking to settle down in a welcoming community. With its tree-lined streets and close-knit atmosphere, Gildersleeve is the perfect place to call home.

For those looking to make a move to this lovely neighborhood, there are a variety of homes for sale in Gildersleeve. Whether you're in the market for a cozy starter home, a spacious family residence, or a stylish townhouse, Gildersleeve has something to offer every type of buyer. From traditional colonial-style properties to modern new constructions, there's a diverse range of real estate options to explore in this sought-after area.

Living in Gildersleeve means enjoying the best of both worlds - a peaceful suburban environment with easy access to the amenities and conveniences of Portland. With local parks, schools, and shops just a stone's throw away, residents can enjoy a relaxed lifestyle without sacrificing convenience.

If you're ready to make Gildersleeve your new home, browse the available properties for sale in this desirable neighborhood and discover the perfect place to put down roots. Don't miss out on the opportunity to live in one of Portland's most charming communities - Gildersleeve awaits!

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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