New28
$495,000
4 bd · 3 ba · 2,254 sqft
16 Ancient Oak Dr, Lewes, DE
Lee Ann Wilkinson · Berkshire Hathaway HomeServices PenFed Realty
Est. $4,306/moGet pre-qualified$184/sqft · 61 days on Realty
5
Beds
4
Baths
3,534
Sqft
2005
Built
Welcome to desirable Henlopen Landing, ideally located just minutes from Lewes beaches, Cape Henlopen State Park, downtown Lewes, shopping, dining, and Route 1. Meticulously maintained and in exceptional condition, this home offers a refined blend of comfort, convenience, and value in one of the area’s most sought-after communities. A standout feature is the luxurious first-floor primary suite, providing the rare convenience of single-level living. The spacious retreat includes a beautiful tray ceiling, two walk-in closets, and a spa-inspired en-suite bath with a Jacuzzi tub and walk-in shower. The fifth bedroom, currently used as a game room, includes its own full bath and offers exceptional flexibility as a second primary suite, private guest accommodations, or a versatile living area. The spacious kitchen and inviting eat-in area flow seamlessly onto the deck, creating an ideal setting for entertaining, outdoor dining, or relaxing with your morning coffee. A dedicated first-floor office provides a comfortable and functional space for working from home or whatever suits your desires. The Henlopen Landing clubhouse is conveniently located just half a block away on the same street, offering easy access to the community pool and gym. Recent updates support a smooth, worry-free transition, including a new top-of-the-line roof installed in 2025 with a transferable 50-year warranty, a new sump pump installed in 2025, and a 2021 hot water heater. With luxurious first-floor living, flexible spaces, thoughtful updates, and an exceptional Lewes location, this home offers an outstanding opportunity to enjoy the coastal lifestyle in comfort and style.
Listing agent
Heather Renee Buckman
Courtesy of Compass
(302) 365-4177
Bright MLS · Listing DESU2119752
Range $552,170 – $642,132 · as of August 30, 2026
ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $900,193 in June 2025; lowest $521,621 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$129,800
Estimated monthly payment
$4,306/mo
Loan amount $519,200. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
School ratings (A+ to F) from HJN community data.
Cape Henlopen High School
9-12 · Regular · Cape Henlopen School District
1,889 students · 15.1:1 student–teacher
Love Creek Elementary School
KG-5 · Regular · Cape Henlopen School District
631 students · 15.0:1 student–teacher
Frederick D. Thomas Middle School
6-8 · Regular · Cape Henlopen School District
451 students · 16.7:1 student–teacher
Lewes Elementary School
KG-5 · Regular · Cape Henlopen School District
620 students · 14.1:1 student–teacher
Beacon Middle School
6-8 · Regular · Cape Henlopen School District
427 students · 10.7:1 student–teacher
Sussex Consortium
PK-12 · Special Education · Cape Henlopen School District
439 students · 5.1:1 student–teacher
Bright MLSThis content last refreshed on 2026-10-14 22:31:13 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
New28
$495,000
4 bd · 3 ba · 2,254 sqft
16 Ancient Oak Dr, Lewes, DE
Lee Ann Wilkinson · Berkshire Hathaway HomeServices PenFed Realty
68$648,500
4 bd · 3 ba · 2,696 sqft
32825 Pear Tree Ct, Lewes, DE
TYSON MAYERS · Keller Williams Realty
Price Reduced72$749,999
4 bd · 3 ba · 5,148 sqft
22403 Ocala Way, Lewes, DE
AMY HAMER CZYZIA · Iron Valley Real Estate at The Beach
31$749,000
4 bd · 4 ba · 2,448 sqft
436 River Birch Dr, Lewes, DE
JOSEPH LINGO · Patterson-Schwartz-Rehoboth
Price Reduced67$669,900
4 bd · 3 ba · 3,192 sqft
31368 Topsail Dr, Lewes, DE
AUDREY HAMMOND · Active Adults Realty
Price Reduced61$639,000
4 bd · 3 ba · 3,136 sqft
30950 Edgewood Dr, Lewes, DE
Brian Donahue · Long & Foster Real Estate, Inc.
Within 2 miles of this home: 33 restaurants and cafés, 4 grocery stores, 1 park or green space, and 1 transit stop.
Place data from OpenStreetMap.
Surf Bagel
Coastal Highway
Bangkok Thai Cuisine
Thai restaurant
Pats Pizzeria
Arby's
Coastal Highway
Grotto Pizza
Coastal Highway
Nicola Pizza
Ocean One Plaza
Ocean Grill & Bar
North Village Main Boulevard
Fit Body Boot Camp
North Village Main Boulevard
Redner's
Zinfandel Lane
Weis
North Village Main Boulevard
Jerusalem International Grocery
Tenley Court
Acme
Coastal Highway
Goslee Mill Pond
Lewes Transit Center





Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Lewes camera map6 license-plate readers mapped within ½ mile of this home. Nearest: 0.2 mi north. Operator named in the data: Lowe's.
| Device type | Within ½ mi | Within 1 mi |
|---|---|---|
| License-plate readers | 6 | 6 |
Community-reported via OpenStreetMap; may be incomplete. Data as of . © OpenStreetMap contributors (ODbL)
License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.