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MLS: #DENC2105858, Listed By: Earl Endrich, BHHS Fox & Roach - Hockessin, Source:Bright MLS

529 Contemplation Way

MIDDLETOWN, DE 19709
Mark as Favorite
Bed 4

Bed

Bath 3

Bath

SqFt2,375

Sqft

Acres0.19

Acre(Lot)

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.

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Detail Ic Property Details

Property Type : Residential

Price : $579,900

AD Id : 87850956

MLS Id : DENC2105858

Beds : 4

Lot Size : 0.19 Acre

Living Area Size : 2,375

Year Built : 2021

Garage : 2

County : NEW CASTLE

Subdivision: Whispering Woods

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Has Basement: Yes Basement: Full
  • Flooring Information

    Wood, Hardwood
  • Roofing Information

    Asphalt
  • Interior Features

    Eat-in Kitchen, Kitchen Island, Open Floorplan, Soaking Tub Roof: Asphalt Appliances: Range, Electric Water Heater, Built-In Range, Dishwasher, Stainless Steel Appliance(s), Microwave Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Forced Air Has Cooling: Yes Cooling: Central Air, Gas

  • Building Information

    Year Built: 2021 Building Area Total: 2375 Construction Materials: Vinyl Siding Patio And Porch Features: Patio, Porch Pool Features: Community Private Pool: No Association Fee Frequency: Monthly

  • Lot Information

    Lot Dimensions: 0.00 x 0.00 Lot Size Acres: 0.19 Lot Size Source: Assessor Lot Size Square Feet: 8276

    Property Information

    Subdivision: WHISPERING WOODS Source Property Type: Residential Postal Code Plus 4: 3307 Property SubType: Single Family Residence Levels: Two Property Age: 5

  • Listing Price Information

    Listing Price: $579900

  • Tax Information

    Parcel Number: 13-012.24-039 Tax Lot: 039 Tax Year: 2025 Annual Tax: $4538

  • Parking Information

    Parking Total: 2 Garage, Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2
    Homeowners Association Information
    Has Association: Yes HOA: $315.00 Community Features: Pool

  • School Information

    Elementary School: CEDAR LANE
    Junior High School: ALFRED G WATERS
    Senior High School: MIDDLETOWN
  • Location Information

    Direction: From DE-896 (Summit Bridge Road), turn onto Whispering Woods Road. Turn right to stay on Whispering Woods Road, then turn left onto Contemplation Way. The home will be on your left. WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
310 E Thomas Court, Middletown, DE, 19709 $665,000 4 3 2,725 2,725 SqFt
663 Gordon House Way, Middletown, DE, 19709 $685,000 4 3 3,642 3,642 SqFt
642 Gordon House Way, Middletown, DE, 19709 $649,900 4 3 2,889 2,889 SqFt
413 Rederick Lane, Middletown, DE, 19709 $575,000 5 3 3,925 3,925 SqFt
400 Rederick Lane #4 SA.., Middletown, DE, 19709 $582,500 3 2 2,200 2,200 SqFt
400 Rederick Lane #1 GR.., Middletown, DE, 19709 $619,000 4 3 3,021 3,021 SqFt
400 Rederick Lane #2 OX.., Middletown, DE, 19709 $582,500 4 3 2,357 2,357 SqFt
400 Rederick Lane #5 ED.., Middletown, DE, 19709 $614,000 4 3 3,195 3,195 SqFt
400 Rederick Lane #3 BE.., Middletown, DE, 19709 $624,000 4 3 3,000 3,000 SqFt
420 Winterberry Drive, Middletown, DE, 19709 $549,900 3 3 3,100 3,100 SqFt

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which ByOwner participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have closed or are no longer being offered for sale. Information Deemed Reliable But Not Guaranteed. Copyright © 2026 Bright MLS. All rights reserved.

ByOwner last updated this listing 07/17/2026 @ 16:19

MLS: DENC2105858 LISTED BY: Earl Endrich, BHHS Fox & Roach - Hockessin 302-999-9999 SOURCE: Bright MLS

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