Date
Details
Price
Change
Source
4/09/2026
Listed
$3,599,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$3,599,900 Just Listed
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Property Description
ELEVATED DESIGN MEETS THE DELAWARE BAY! This spectacular 7-bedroom, 4.5-bath bay block coastal retreat in the coveted Cape Shores community delivers 3 levels of beautifully designed living space, jaw-dropping bay views, and the kind of turnkey luxury that commands top-tier vacation rental income season after season. From the moment you arrive, the architecture impresses with a striking three-story coastal craftsman with multiple decks, a screened porch, and a crowning rooftop observation deck where panoramic Delaware Bay views stretch as far as the eye can see. Whether you're watching the sunrise with coffee or the sunset with cocktails, this perch is nothing short of breathtaking. Inside, the open-concept main living area is bathed in natural light beneath soaring vaulted ceilings with skylights. The designer kitchen is a true showpiece: white shaker cabinetry with brass hardware, quartz countertops, a navy island, subway tile backsplash, built-in wine fridge, and a professional Wolf 8-burner range and oven that will delight any chef. The dining area flows seamlessly from the kitchen, anchored by a statement beaded chandelier and floor-to-ceiling windows framing the bay beyond. The great room is equally impressive: vaulted, light-filled, and styled with a coastal sophistication that photographs beautifully. The screened porch off the top level offers al fresco dining with ceiling fan and sweeping water views, while the rooftop deck with Adirondack seating is the undisputed crown jewel of this property. Seven generously sized bedrooms provide ample sleeping capacity for large groups, making this an exceptional income-producing asset in one of the Cape Region's most desirable communities. Cape Shores residents enjoy access to a community pier, private beach, outdoor pool, tennis courts, and community center - amenities that keep guests coming back year after year. Perfectly situated adjacent to Cape Henlopen State Park with miles of pristine beaches, hiking and biking trails, and fishing and just a short bike ride or drive to the charming boutiques, restaurants, and rich maritime history of historic downtown Lewes. Rehoboth Beach is only minutes away, adding even more to an already unbeatable location. This is Delaware beach living at its absolute finest, and now is the time to make it yours!
Full Property Details
Full Property Details for 142 Henlopen Shores Cir
General
- Price: $3,599,900
- HOA FEE: $208/month
- HOA FEE FREQ.: Annually
- Taxes: $6,393 (2025)
- Status: Active
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: DESU2108888
- Updated: 4/9/2026
- Added to Site: 3 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Kitchen, Foyer, Sun/Florida Room, Laundry, Mud Room, Storage Room, Primary Bathroom, Full Bath, Half Bath, Screened Porch, Additional Bedroom
- Interior Features: Bathroom - Soaking Tub, Breakfast Area, Built-Ins, Carpet, Ceiling Fan(s), Dining Area, Elevator, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Wine Storage
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Gas/Propane
- Appliances: Dishwasher, Disposal, Extra Refrigerator/Freezer, Icemaker, Microwave, Oven/Range - Gas, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Dryer, Six Burner Stove, Water Heater
- Flooring: Carpet, Hardwood, Tile/Brick
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 4
- Half Bathrooms: 1
- Upper 2 - Full Baths: 1
- Upper 2 - 1/2 Baths: 1
- Upper Floor Baths: 4
- Upper - Full Baths: 3
- Upper - 1/2 Baths: 1
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 7
- Bedrooms Upper: 5
- Bedrooms-Up2: 1
- Bedrooms Main & Up: 2
Other Rooms
- Laundry: Lower Floor, Main Floor
Additional Information
- Shared Amenities: Community Center, Pier/Dock, Pool - Outdoor, Swimming Pool, Tennis Courts
- Shared Pool: Yes
- Pool: Yes
Exterior
- Exterior Features: Underground Lawn Sprinkler, Outside Shower
- Porch/Patio/Deck: Deck(s), Porch(es), Balconies- Multiple, Roof
Parking
- Garage: Yes
- Garage Spaces: 3
- Total Spaces: 6
- Parking Features: Concrete Driveway
- Parking Type: Driveway, Attached Garage
- Garage Description: Garage - Side Entry, Garage Door Opener, Inside Access
Location
- Area: Lewes Rehoboth Hundred (31009)
- County: SUSSEX
- Subdivision: CAPE SHORES
- Driving Directions: Enter Cape Shores via W Cape Shores Dr. Continue on W Cape Shores Dr past the first right onto Henlopen Shores Cir. Property will on the right, on the corner of W Cape Shores Dr & Henlopen Shores Cir.
- Location Details: Corner Lot/Unit
- City Limits: Yes
School Information
- School District: Cape Henlopen
Community
- Association: Yes
- Assoc. Fees Include: Pier/Dock Maintenance, Pool(s), Reserve Funds
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C, Geothermal, Zoned
- Cooling Fuel: Electric
- Heating Type: Zoned
- Heating Fuel: Geo-thermal
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV, Electric Available, Propane
Structural Information
- Architectural Style: Contemporary
- Structure Type: Detached
- Construction: Stick Built, Cedar, Wood Siding
- Foundation: Pilings
- Roof: Architectural Shingle
- Windows: Insulated, Screens, Storm
- Doors: Insulated, Storm
- Stories Description: Main, Upper 1, Upper 2
- Square Feet: 4,600
- Sq. Ft. Source: Estimated
- Living Area: 4,600 Sq. Ft.
- Finished Above Grnd: 4,600 Sq. Ft.
- Year Built: 2000
- Year Built Source: Estimated
Lot Features
- Property View: Bay
- Lot Size (Acres): 0.1
- Lot Size (Sq. Ft.): 4,356
- Lot Size Source: Estimated
- Lot Dimensions: 88.00 x 51.00
- Zoning: RESIDENTIAL
- Lot Description: Corner, Landscaping
Water Features
- Water View: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Private Access, Public Beach
- Water Front Type: Bay
- Water Front Name: Delaware Bay
Financial Considerations
- Price Per Sq. Ft.: $782.59
- Land Lease Fee Freq: Annually
- Association Fee: $2,500
- Assoc Fee Freq.: Annually
- Assessment Year: 2025
- School Tax: $3,871
- City/TownTax: $2,086
- City/TownTax Freq: Annually
- County Tax: $436
- County Tax Freq: Annually
- Tax w/Assessment: $126,400
- Tax Amount: $6,393
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 1544
Disclosures and Reports
- Ownership: Land Lease
- Section: LE
- Lot Number: 82
Listed by Berkshire Hathaway HomeServices PenFed Realty, Lee Ann Wilkinson
We Value Your Privacy
We Value Your Privacy
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Listing agent
— 142 Henlopen Shores Cir —
Lee Ann Wilkinson
Berkshire Hathaway HomeServices PenFed Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 142 Henlopen Shores Cir
School District:Cape Henlopen School District
| Name | Grades | Distance |
|---|---|---|
Shields (Richard A.) Elementary School 820 Savannah Road, Lewes, DE 19958 | PK-5 | 2.2 mi |
Cape Henlopen High School 1250 Kings Highway, Lewes, DE 19958 | 8-12 | 2.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 142 Henlopen Shores Cir
Tax History
Tax History for 142 Henlopen Shores Cir
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,307
38%
$63,200
—
2023
$3,112
4%
$63,200
—
2022
$3,004
1%
$63,200
—
2021
$2,976
—
$63,200
—
2020
$2,967
—
$63,200
—
2019
$2,971
7%
$63,200
—
2018
$2,775
4%
$63,200
—
2017
$2,658
5%
$63,200
—
2016
$2,525
5%
$63,200
—
2015
$2,412
1%
$63,200
—
2014
$2,395
3%
$63,200
—
2013
$2,327
—
$63,200
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 142 Henlopen Shores Cir
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142 Henlopen Shores Circle, Lewes, DE 19958 (MLS# DESU2108888) is a Single Family property with 7 bedrooms, 4 full bathrooms and 1 partial bathroom. 142 Henlopen Shores Circle is currently listed for $3,599,900 and was received on April 09, 2026. Want to learn more about 142 Henlopen Shores Circle? Do you have questions about finding other Single Family real estate for sale in Lewes? You can browse all Lewes real estate or contact a Coldwell Banker agent to request more information.