Whispering Woods Homes with Pool

Whispering Woods Homes with Pool

Welcome to Whispering Woods, a serene and inviting subdivision nestled in the heart of Middletown, Delaware. This charming community offers a perfect blend of tranquility and modern living, making it an ideal choice for families, retirees, and everyone in between. Here, you’ll find beautifully designed homes that reflect both style and comfort, all set against the backdrop of lush greenery and nature’s beauty.

One of the standout features of Whispering Woods is its stunning homes with pools. Imagine stepping into your backyard oasis, where you can unwind in your private pool, host summer barbecues, or simply soak up the sun on warm Delaware afternoons. These homes are designed not only for relaxation but also for entertaining friends and family, creating memories that will last a lifetime.

The subdivision is conveniently located near Middletown's vibrant downtown area, offering easy access to shopping, dining, and recreational activities. With excellent schools and parks nearby, Whispering Woods is an ideal location for families looking to settle down in a community that prioritizes quality living.

Whether you’re looking for a peaceful retreat or a place to connect with neighbors, Whispering Woods has something for everyone. Explore the charm of this delightful subdivision and discover your dream home with a pool today. Your perfect oasis awaits in Whispering Woods, where comfort, community, and convenience come together in perfect harmony.

Newest Whispering Woods Homes with Pool

$423,000
2 Beds ⋅ 2 Baths ⋅ DENC2106260 MLS
Nestled among the trees in the desirable 55+ Whispering Woods community of Middletown, Delaware, this charming coastal-style villa offers the ease of single-level living with a thoughtfully designed layout and quality finishes throughout. Featuring two bedrooms and two full bathrooms, the home combines comfort and style with luxury vinyl plank, plush carpet, and tile flooring. The open floor plan creates a bright and welcoming living space, enhanced by recessed lighting in the entry, living room, and kitchen. The spacious kitchen is designed for both everyday living and entertaining, complete with a gas stove, center island, and seamless flow into the main living and dining areas. The inviting primary suite showcases an elegant tray ceiling, abundant closet space, and a private ensuite bathroom featuring a step-in shower with built-in bench and safety grab bar and a spacious vanity. A second bedroom and full bath provide comfortable accommodations for guests or a home office. An energy efficient, on-demand hot water system not only helps reduce utility costs but also provides nearly instant hot water throughout the home for added comfort and convenience. The front garden and manicured lawn add to the curb appeal of this immaculately maintained residence. Enjoy low-maintenance living while taking advantage of exceptional community amenities, including a clubhouse with a fitness center, outdoor pool, and pickleball courts. Conveniently located, this home offers the perfect blend of peaceful, tree-lined surroundings and easy access to shopping, dining, healthcare and major roadways. This is a rare opportunity to experience low-maintenance living in an attractive neighborhood designed for comfort, convenience and an active lifestyle.

1428 Whispering Woods Rd, Middletown
$579,900
3 Beds ⋅ 3 Baths ⋅ DENC2105858 MLS
Welcome to 529 Contemplation Way, an exceptional home located in the highly sought-after Whispering Woods 55+ active adult community in Middletown, Delaware, where luxury, convenience, and a carefree lifestyle come together. Designed for buyers seeking the ease of first-floor living without sacrificing space, this beautifully maintained home offers the perfect blend of elegance, flexibility, and low-maintenance living. Outstanding curb appeal, a welcoming covered front porch, and manicured landscaping create an inviting first impression, while the dramatic two-story foyer and rich hardwood flooring throughout most of the main level immediately showcase the home's quality craftsmanship. The open-concept floor plan is filled with abundant natural light and soaring vaulted ceilings, creating a bright, spacious atmosphere ideal for everyday living and entertaining. The expansive family room flows seamlessly into the dining area before opening to the screened porch and oversized stamped concrete patio, providing exceptional indoor-outdoor living for morning coffee, relaxing evenings, or entertaining family and friends. The beautifully appointed kitchen is the centerpiece of the home, featuring stainless steel appliances, designer countertops, a stylish tile backsplash, abundant cabinetry, hardwood flooring, an undermount sink with a gooseneck faucet, and a large center island with seating and additional storage. Just beyond, the sun-filled breakfast area with its vaulted ceiling offers the perfect place to begin each day. The spacious main-level primary suite provides the comfort today's buyers desire with a tray ceiling, generous closet space, and a private bath featuring a double vanity and walk-in shower. A dedicated first-floor office offers flexibility for working from home, hobbies, crafts, or a quiet reading room, while the convenient first-floor laundry room and powder room complete the thoughtfully designed main level. Upstairs, you'll discover three additional spacious rooms along with an open loft overlooking the main living area, creating the perfect second family room, media room, game room, or private retreat for overnight guests and visiting family. Whether you're hosting holidays or simply need additional living space, this versatile layout adapts beautifully to your lifestyle. The expansive unfinished basement provides exceptional storage and endless possibilities for future finished living space, including a recreation room, fitness studio, workshop, hobby room, or home theater. Beyond the home itself, Whispering Woods offers one of Middletown's premier active adult lifestyles, featuring a beautifully appointed clubhouse, fitness center, outdoor swimming pool, gathering spaces, and an active social calendar filled with clubs, activities, and community events. Lawn care and snow removal are included, allowing homeowners more time to travel, relax, and enjoy everything the community has to offer. Ideally located just minutes from Historic Downtown Middletown, residents enjoy convenient access to outstanding restaurants, boutique shopping, coffee shops, grocery stores, healthcare, parks, walking trails, golf courses, and major commuter routes including Route 1, while remaining within easy reach of Delaware's beaches, Wilmington, and Philadelphia. Combining timeless architecture, an open and flexible floor plan, abundant natural light, outstanding indoor and outdoor living spaces, resort-style community amenities, and the convenience of move-in-ready first-floor living, 529 Contemplation Way presents a rare opportunity to enjoy the lifestyle you've been waiting for in one of Middletown's most desirable 55+ communities.

529 Contemplation Way, Middletown
$495,000
2 Beds ⋅ 2 Baths ⋅ DENC2103400 MLS
Welcome to this warm and inviting end unit carriage-style home located in the 55+ community neighborhood of Whispering Woods. This home offers one floor living with 2 bedrooms & 2 full baths on the main level. Upon entering you will be greeted by LVP flooring which resembles a hardwood look that flows throughout the main living areas. The open-concept layout features a modern kitchen with quartz countertops, stainless steel appliances, a gas range, and a large island perfect for casual dining or entertaining. The living area offers a gas fireplace and outdoor access. The spacious primary suite is a true retreat with a tray ceiling, a walk-in closet and a beautifully tiled shower in the en-suite bath. Lots of windows allow natural light to stream in adding warmth to the home, but if you desire fresh air, just step outside to enjoy the beautifully designed screened in porch. The residents enjoy access to a clubhouse, swimming pool, and a variety of other top-tier amenities designed to support an active and social lifestyle. Conveniently located near shopping, dining and recreational options, this home is an exceptional opportunity to embrace low-maintenance, resort-style living. Schedule a showing today and discover the charm and comfort of this wonderful home!

1426 Whispering Woods Rd, Middletown
$895,000
5 Beds ⋅ 4 Baths ⋅ NJCB2027984 MLS
Located in the prestigious Whispering Woods Community, this pristine two-story, 5 bedroom, 3.5 bath home is truly ready for new beginnings. The second level features a well-appointed main hall bathroom and four spacious bedrooms, including an impressively sized primary suite complete with an oversized walk-in closet and a private ensuite bathroom with spa tub and dual vanities that complete your own peaceful retreat. Step through the exquisite foyer on the main level to find a thoughtfully designed layout offering a formal dining room, den, family room, an additional bedroom, and a full bathroom, making this ideal for guests or multi-generational living. The open kitchen seamlessly connects to the laundry room, three-car garage, and a raised concrete deck with patio that overlooks the in-ground pool, creating the perfect flow for everyday living and entertaining. The finished basement showcases the most recent updates to the home and serves as an entertainer’s dream. This expansive entertainment lair includes an in-home theater room, full bar with barstools, pool table, shuffleboard, video arcade game, and ample space for high-top tables and seating—perfect for hosting memorable gatherings of any size. With generous living space, flexible accommodations for in-laws or extended family, and endless indoor and outdoor entertainment options, this home truly has it all. Schedule your private showing today and experience everything this exceptional Whispering Woods property has to offer.

1869 Whispering Woods Way, Vineland
Start Your Search