Chesterfield Homes with Pool

Chesterfield Homes with Pool

Welcome to Chesterfield, a picturesque subdivision nestled in the heart of the United States, where charm meets modern living! Known for its friendly atmosphere and vibrant community spirit, Chesterfield is the perfect place to call home. With tree-lined streets, beautifully manicured lawns, and an array of amenities, this delightful neighborhood offers a serene escape from the hustle and bustle of city life.

One of the standout features of Chesterfield is the stunning selection of homes, many of which boast private pools. Imagine stepping into your backyard oasis on a warm summer day, where you can relax by the shimmering waters or host lively gatherings with family and friends. These homes with pools provide not just a refreshing retreat but also an inviting space for making cherished memories.

Chesterfield is not just about beautiful homes; it’s also about a lifestyle. Residents enjoy access to top-rated schools, local parks, and a variety of shopping and dining options. The community hosts regular events that foster camaraderie and connection among neighbors, making it easy to meet new friends and feel right at home.

Whether you’re looking for a cozy family retreat or a spacious residence for entertaining, Chesterfield offers a diverse array of homes to suit your needs. With the added luxury of a pool, your new home in Chesterfield will be a sanctuary where relaxation and joy come together. Come discover the charm of Chesterfield, where your dream home awaits!

Newest Chesterfield Homes with Pool

$429,900
4 Beds ⋅ 3 Baths
Welcome to this exceptional two-story home in the desirable Chesterfield subdivision of Carlisle Borough, conveniently located near the Carlisle Area School District campus. Built in 2007, this home is anything but builder grade, offering extensive upgrades ($100k+) and thoughtful improvements throughout. Outstanding curb appeal begins with the stone façade, soffit-mounted exterior lighting, and a new roof installed in 2025 featuring premium 50-year certified architectural shingles with a transferable warranty. The fenced backyard is designed for entertaining and relaxation, featuring a 6-foot vinyl privacy fence with lattice top, a fire pit, a 16' x 24' deck with gazebo, a brand-new 12' x 12' TimberTech deck leading to the 52-inch above-ground saltwater pool, and a storage shed for pool equipment. Step through the ProVia front door into a dramatic two-story foyer and spacious living room with newer carpeting. The beautifully renovated kitchen (2025) showcases soft-close cabinetry, quartz countertops, a gunmetal farmhouse sink, and a new appliance package. The custom laundry room on the main level includes built-in cabinetry and a butcher block countertop, while both second-floor bathrooms were tastefully updated in 2019. A new Pella sliding glass door opens from the kitchen to the backyard oasis. Additional features include efficient natural gas forced-air heat, central air conditioning, PEX plumbing, a furnace equipped with a UV light and whole-house humidifier, and a new water softener with charcoal filtration system (2025). The partially finished basement provides approximately 350 square feet of additional living space, ideal for a recreation room, home office, or fitness area. This meticulously maintained home offers quality, comfort, and exceptional outdoor living in one of Carlisle's most desirable neighborhoods.

3 Sussex Dr, Carlisle

Listing courtesy of Wolfe & Company REALTORS. Contact: 7172431551
$339,900
2 Beds ⋅ 3 Baths
Welcome to 8061 Croydon Way, a well-maintained three-level townhome in Pasadena's Chesterfield community. The main level offers a spacious living room, combination kitchen and dining area, along with a convenient half bath. The fully fenced backyard with deck provides a great space to relax or entertain. Upstairs you'll find two spacious bedrooms and a full bath. The finished lower level offers flexible living space ideal for a family room, home office, gym, or guest area, along with a second half bath, laundry, and additional storage. Recent improvements include painted kitchen cabinets (2022), HVAC (2024), dishwasher (2026), washer (2026), dryer (2026), and upstairs bathroom flooring (2026). Two assigned parking spaces are located directly in front of the home. Chesterfield residents enjoy a community pool and neighborhood amenities, with convenient access to shopping, dining, parks, Fort Meade, BWI Airport, Annapolis, Baltimore, and major commuter routes.

8061 Croydon Way, Pasadena

Listing courtesy of Taylor Properties. Contact:

$485,000
4 Beds ⋅ 2 Baths
Well-maintained split foyer in the sought-after Chesterfield community of Pasadena. A welcoming two-story tiled foyer opens to a bright family/dining room featuring hardwood floors, a striking tongue-and-groove wood plank ceiling, and a bay window that fills the space with natural light. The eat-in kitchen offers tile flooring, stainless steel appliances, matching wood plank ceiling, and direct access to the screened-in sunroom and deck. The primary suite features a vanity station, walk-in closet with shelving, and private access to the updated full bath with a tiled shower. Two additional bedrooms complete the main level. The finished lower level includes a spacious recreation room with luxury laminate flooring and walkout access to a screened porch and patio overlooking the private backyard retreat. Enjoy summers in the saltwater pool surrounded by vinyl fencing. This level also offers a fourth bedroom, home office, full bath, and laundry room with a separate side entrance. Recent improvements include a two-year-old HVAC system and a brand-new pool liner. Residents of Chesterfield enjoy outstanding community amenities, including an outdoor pool, basketball and tennis courts, walking trails, and playgrounds. Conveniently located near Routes 100, 2, and I-97 for an easy commute.

7882 Brighton Ct, Pasadena

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700
$435,000
3 Beds ⋅ 3 Baths
Welcome to this spacious and beautifully maintained home located in one of Pasadena's most sought-after communities! Enjoy an exceptional lifestyle with outstanding neighborhood amenities, including tennis courts, baseball fields, playgrounds, and a community pool complete with an active swim team. Designed for both everyday living and entertaining, this home offers generous living spaces, and a backyard retreat you'll love. Step outside to your private oasis featuring an in-ground pool, expansive patio, and a beautifully sized yard perfect for summer gatherings, relaxing weekends, and creating lasting memories with family and friends. The property is equipped with solar panels, helping to enhance energy efficiency while providing long-term savings. Combining comfort, functionality, and incredible outdoor living space, this home offers the perfect blend of convenience, recreation, and charm in the heart of Pasadena.

7854 Tick Neck Rd, Pasadena

Listing courtesy of Keller Williams Flagship. Contact:

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