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529 Contemplation Way

MIDDLETOWN, DE 19709
  • $569,900
  • STATUS: Active
  • ON SITE: 66 Days
  • MLS #: DENC2105858
UPDATED: 45 min ago
$569,900
  • 3
    BEDS
  • 0.19
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,375
    SQFT
  • $240
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
2021
County:

School Information

Elementary School:
Middle School:
High School:
School District:

Description

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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©2026 Bright MLS, All Rights Reserved. IDX information 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Kiliszek Real Estate Experts | EXP Realty. 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. Data last updated: 2026-09-14T22:52:46.52.
www.mynjhomesearch.net/homes/178615282
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529 Contemplation Way MIDDLETOWN, DE 19709

  • Price: $569,900
  • Status: Active
  • On Site: 66 Days
  • Updated: 45 min ago
  • MLS #: DENC2105858
3
Beds
2
Baths
1
½ Baths
0.19
Acres
2,375
SQFT
$240
$/SQFT
2021
Built
Neighborhood:
Whispering Woods
County:
New Castle
Area:
South Of The Canal (30907)
Elementary School:
Cedar Lane
Middle School:
Alfred G Waters
High School:
Middletown
School District:
Appoquinimink
Property Description
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.
Exterior Features

Architectural Style Carriage House Construction Materials Vinyl Siding Garage Spaces 2.00 Garage Type Garage - Front Entry Garage YN Yes Parking Types Attached Garage Patio And Porch Features Patio(s)Porch(es) Pool Yes - Community Property Condition Excellent Roof Asphalt Water Access YN No Water View YN No Waterfront YN No

Interior Features

Above Grade Fin SQFT 2375 Appliances Built-In MicrowaveBuilt-In RangeDishwasherStainless Steel Appliances Basement Full Basement YN Yes Below Grade Finished Area 0 Below Grade Unfinished Area 0 Cooling Central A/C Exclusions All Personal Property Fireplace YN No Flooring Hardwood Heating Forced Air Heating YN Yes Interior Features Bathroom - Soaking TubBathroom - Walk-In ShowerBreakfast AreaCombination Dining/LivingDining AreaCurved StaircaseEntry Level BedroomFloor Plan - OpenKitchen - Eat-InKitchen - GourmetKitchen - IslandPrimary Bath(s)Wood Floors Laundry Type Main Floor Levels 2 Main Level Bedrooms 1 Room List Dining RoomPrimary BedroomBedroom 2Bedroom 3Bedroom 4KitchenFamily RoomLoftOfficePrimary Bathroom Upper Level1 Bedrooms 2 Walls Ceilings 9'+ Ceilings

Property Features

Acceptable Financing CashConventionalFHAVA Accessibility Features None Association Amenities Bar/LoungeBilliard RoomClub HouseCommon GroundsCommunity CenterFitness CenterRecreational CenterPickleball CourtsMeeting Room Association Fee 315.00 Association Fee Frequency Monthly Association Fee Includes Common Area MaintenanceLawn MaintenancePool(s)Recreation FacilitySnow RemovalTrashExt Bldg Maint Association YN Yes Central Air YN Yes Condo YN No Cooling Fuel Natural Gas Foundation Details Concrete Perimeter Heating Fuel Natural Gas Hot Water Electric Navigable Water YN N New Construction YN No Original MLSNumber 805087198080 Ownership Interest Fee Simple Sale Type Standard Senior Community Age Requirement 55 Senior Community YN Yes Sewer Public Sewer Structure Design Type Detached Tax Annual Amount 4538.00 Tax Lot 039 Vacation Rental YN No Water Source Public Zoning S

Listing courtesy of BHHS Fox & Roach - Hockessin: .


©2026 Bright MLS, All Rights Reserved. IDX information 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. Some properties which appear for sale may no longer be available because they are for instance, under contract, sold, or are no longer being offered for sale. Information is deemed reliable but is not guaranteed accurate by the MLS or Kiliszek Real Estate Experts | EXP Realty. 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. Data last updated: 2026-09-14T22:52:46.52.
 
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