- 3 beds
- 3 baths
- 2,375 sq ft
529 Contemplation Way, Middletown, DE, 19709
Community: Whispering Woods
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Year built
2021
-
Lot size
8,276 sq ft
-
Price per sq ft
$240
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Taxes
$4538 / Yr
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HOA fees
$315 / Mo
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Last updated
Today
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Views
3
Questions? Call us: (302) 279-5775
Overview
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.
Interior
Appliances
- Built-In Microwave, Built-In Range, Dishwasher, Stainless Steel Appliances
Bedrooms
- Bedrooms: 3
Bathrooms
- Total bathrooms: 3
- Half baths: 1
- Full baths: 2
Cooling
- Central A/C
Heating
- Forced Air
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
Levels
- 2
Size
- 2,375 sq ft
Exterior
Private Pool
- No
Patio & Porch
- Patio(s), Porch(es)
Roof
- Asphalt
Garage
- Garage Spaces: 2
Carport
- None
Year Built
- 2021
Lot Size
- 0.19 acres
- 8,276 sq ft
Waterfront
- No
Water Source
- Public
Sewer
- Public Sewer
Community Info
HOA Information
- Association Fee: $315
- Association Fee Frequency: Monthly
- Association Fee Includes: Bar/Lounge, Billiard Room, Club House, Common Grounds, Community Center, Fitness Center, Recreational Center, Pickleball Courts, Meeting Room, Common Area Maintenance, Lawn Maintenance, Pool(s), Recreation Facility, Snow Removal, Trash, Ext Bldg Maint
Taxes
- Annual amount: $4,538.00
- Tax year: 2025
Senior Community
- Yes
Location
- City: Middletown
Listing courtesy of: Earl Endrich, BHHS Fox & Roach - Hockessin Listing Agent Contact Information: teamendrich@foxroach.com
MLS ID: DENC2105858
The information included in this listing is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. BRIGHT MLS and 55places.com assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller.
Whispering Woods Real Estate Agent
Want to learn more about Whispering Woods?
Here is the community real estate expert who can answer your questions, take you on a tour, and help you find the perfect home.
Get started today with your personalized 55+ search experience!
Want to learn more about Whispering Woods?
Get in touch with a community real estate expert who can answer your questions, take you on a tour, and help you find the perfect home.
Get started today with your personalized 55+ search experience!
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Community Key Facts
Age Restrictions
- 55+
Amenities & Lifestyle
- See Whispering Woods amenities
- See Whispering Woods clubs, activities, and classes
Homes in Community
- Total Homes: 178
- Home Types: Single-Family, Attached
Gated
- No
Construction
- Construction Dates: 2017 - Present
- Builder: McKee Builders
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The following amenities are available to Whispering Woods - Middletown, DE residents:
- Clubhouse/Amenity Center
- Fitness Center
- Outdoor Pool
- Billiards
- Tennis Courts
- Bocce Ball Courts
- Outdoor Patio
- Multipurpose Room
There are plenty of activities available in Whispering Woods. Here is a sample of some of the clubs, activities and classes offered here.
- Barbecues
- Beach Trips
- Book Club
- Casino Nights
- Cocktail Parties
- Fitness Classes
- Golf Outings
- Holiday Parties
- Knitting Club
- Movie Nights
- Quilting Club
- Shopping Excursions




