529 CONTEMPLATION WAY, MIDDLETOWN, DE 19709

$579,900

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… Read More 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. Read Less

Courtesy of BHHS Fox & Roach - Hockessin

Listing Snapshot

Days Online

Last Updated

Jul 17, 2026

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

2,375

Lot Size

0.19 Acres

Year Built

2021

MLS Number

DENC2105858

Additional Details

Appliances & Equipment

Built-In Microwave, Built-In Range, Dishwasher, Stainless Steel Appliances

Basement

Full

Building

Built in 2021, Living area: 2375, Levels: 2, Construction Materials: Vinyl Siding

Cooling

Central A/C

Accessibility Features

None

Exterior Features

Patio/Porch Features: Patio(s), Porch(es)

Floors

Hardwood

Garage

2 spaces

Heating

Forced Air

Home Owner's Association

Association Fee: $315, Fee Frequency: Monthly, Fee Includes: Common Area Maintenance, Lawn Maintenance, Pool(s), Recreation Facility, Snow Removal, Amenities: Bar/Lounge, Billiard Room, Club House, Common Grounds, Community Center, Fitness Center, Recreational Center, Pickleball Courts, Meeting Room

Interior Features

Bathroom - Soaking Tub, Bathroom - Walk-In Shower, Breakfast Area, Combination Dining/Living, Dining Area, Curved Staircase, Entry Level Bedroom, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Gourmet, Kitchen - Island, Primary Bath(s), Wood Floors

Lot

0.19 acres, Dimensions: 0.00 x 0.00

Property

Excellent, Other structures: Above Grade, Below Grade

Roof

Asphalt

Sewer

Public Sewer

Taxes

Annual Amount: $4,538, Lot: 039, Year: 2025, Zoning: S

Utilities

Water Source: Public

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