$579,900

529 Contemplation Way Middletown, DE 19709

Odessa Area

Estimated payment $3,825/month

Total Views 1,220
4 Beds
2.5 Baths
2,375 Sq Ft
$244 Price per Sq Ft

Highlights

  • Active Adult
  • Open Floorplan
  • Cape Cod Architecture
  • Eat-In Gourmet Kitchen
  • Curved or Spiral Staircase
  • Vaulted Ceiling

About This Home

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.

Listing Agent

Earl Endrich

(302) 999-9999 gail.renulfi@foxroach.com BHHS Fox & Roach - Hockessin Brokerage Phone: 3029999999 License #R3-0019527 Listed on: 07/09/2026

BHHS Fox & Roach - Hockessin

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $4,538

Year Built

  • Built in 2021

Lot Details

  • 8,276 Sq Ft Lot
  • Property is in excellent condition

HOA Fees

  • $315 Monthly HOA Fees

Parking

  • 2 Car Attached Garage
  • Front Facing Garage

Home Design

  • Cape Cod Architecture
  • Asphalt Roof
  • Vinyl Siding

Interior Spaces

  • 2,375 Sq Ft Home
  • Property has 2 Levels
  • Open Floorplan
  • Curved or Spiral Staircase
  • Vaulted Ceiling
  • Family Room
  • Combination Dining and Living Room
  • Home Office
  • Loft
  • Wood Flooring
  • Basement Fills Entire Space Under The House

Kitchen

  • Eat-In Gourmet Kitchen
  • Breakfast Area or Nook
  • Built-In Range
  • Built-In Microwave
  • Dishwasher
  • Stainless Steel Appliances
  • Kitchen Island

Bedrooms and Bathrooms

  • En-Suite Bathroom
  • Soaking Tub
  • Walk-in Shower

Laundry

  • Laundry Room
  • Laundry on main level

Outdoor Features

  • Patio
  • Porch

Schools

  • Cedar Lane Elementary School
  • Alfred G Waters Middle School
  • Middletown High School

Utilities

  • Forced Air Heating and Cooling System
  • Cooling System Utilizes Natural Gas
  • Heating System Uses Natural Gas
  • Electric Water Heater

Listing and Financial Details

  • Tax Lot 039
  • Assessor Parcel Number 13-012.24-039

Community Details

Overview

  • Active Adult
  • Active Adult | Residents must be 55 or older
  • Whispering Woods Subdivision

Recreation

  • Community Pool

Home Details

Home Type

Single Family

Est. Annual Taxes

$4,538

Year Built

Built in 2021

Lot Details

8,276 Sq Ft Lot

HOA Fees

$315 per month

Parking

2

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Cape Cod
  • Ownership: Fee Simple
  • Exclusions: All Personal Property
  • New Construction: No
  • Story List: Main, Upper 1
  • Year Built: 2021
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Built-In Microwave, Built-In Range, Dishwasher, Stainless Steel Appliances
  • Flooring Type: Hardwood
  • Interior Amenities: 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
  • Fireplace: No
  • Foundation Details: Other
  • Levels Count: 2
  • Room List: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Loft, Office, Primary Bathroom
  • Basement: Yes
  • Basement Type: Full
  • Laundry Type: Main Floor
  • Total Sq Ft: 2375
  • Living Area Sq Ft: 2375
  • Price Per Sq Ft: 244.17
  • Above Grade Finished Sq Ft: 2375
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 4
  • Main Level Bedrooms: 1
  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Main Level Bathrooms: 2.00
  • Upper Level Bathrooms: 1
  • Upper Level Bathrooms: 1.00
  • Main Level Full Bathrooms: 1
  • Main Level Half Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Construction Materials: Vinyl Siding
  • Roof: Asphalt
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: Yes - Community
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage Spaces: 2.00
  • Garage: Yes
  • Garage Features: Garage - Front Entry
  • Attached Garage Spaces: 2
  • Total Garage And Parking Spaces: 2
  • Type Of Parking: Attached Garage

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Natural Gas
  • Cooling Type: Central A/C
  • Heating Fuel: Natural Gas
  • Heating Type: Forced Air
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Public Sewer
  • Water Source: Public

Condo/Co-op/Association

  • HOA Fees: 315.00
  • HOA Fee Frequency: Monthly
  • Condo Co-Op Association: No
  • HOA: Yes
  • Senior Community Age Requirement: 55
  • Senior Community: Yes
  • Community Pool Features: In Ground

Schools

  • Elementary School Source: Listing Agent
  • High School Source: Listing Agent
  • Middle School Source: Listing Agent
  • School District Source: Listing Agent
  • Elementary School: CEDAR LANE
  • High School: MIDDLETOWN
  • Middle Or Junior School: ALFRED G WATERS

Lot Info

  • Lot Size Acres: 0.19
  • Lot Dimensions: 0.00 x 0.00
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 8276.00
  • Outdoor Living Structures: Patio(s), Porch(es)
  • Property Condition: Excellent
  • Zoning: S
  • In City Limits: No

Rental Info

  • Vacation Rental: No

Tax Info

  • School Tax: 3558.00
  • Tax Annual Amount: 4538.00
  • Assessor Parcel Number: 13-012.24-039
  • Tax Lot: 039
  • County Tax Payment Frequency: Annually
  • Tax Year: 2025

MLS Schools

  • School District Name: APPOQUINIMINK

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $4,194 $519,600 $113,600 $406,000
2024 $4,116 $95,100 $11,100 $84,000
2023 $3,530 $95,100 $11,100 $84,000
2022 $3,472 $95,100 $11,100 $84,000
2021 $195 $5,500 $5,500 $0
2020 $192 $5,500 $5,500 $0
2019 $178 $5,500 $5,500 $0
2018 $171 $5,500 $5,500 $0
2017 $0 $0 $0 $0
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
07/09/2026 07/09/26 For Sale $579,900 -- $244 / Sq Ft
Source: Bright MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Deed $427,507 None Listed On Document
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Open $327,043 New Conventional
Previous Owner $4,500,000 Commercial
Source: Public Records

Source: Bright MLS

MLS Number: DENC2105858

Bright MLS

APN: 13-012.24-039

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