27690 Sterling Boulevard Millsboro, DE $ 3,995,000
27690 Sterling Boulevard
$ 3,995,000
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27690 Sterling Boulevard

Millsboro, DE, 19966
$ 3,995,000
Bedrooms5 Baths5.1 Sq 5,240

Monthly Estimate*

$ 25,225

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Single Family Home for sale in Millsboro, DE

for $3,995,000 with 5 bedrooms and 5 full baths, 1 half bath. This 5,240 square foot home was built in 2018 on a lot size of 0.32.

UNPARALLELED COASTAL LUXURY IN THE PENINSULA! Perched along Hole #7 of the Jack Nicklaus Signature Golf Course, this exceptional coastal estate offers over 5,000 square feet of finely crafted living space across three expansive levels of indoor & outdoor living. Perfectly positioned, this residence delivers sweeping, unobstructed views of the Indian River Bay and surrounding wildlife habitats. The light-filled main level features a soaring two-story living room anchored by a stone fireplace, built-ins, and floor-to-ceiling windows that frame the water and golf course vistas. Open to the living room, the gourmet chef's kitchen features a grand center island, custom cabinetry, a gas cooktop with pot filler, and seamless flow into both the formal dining space and a private main-level office. On the same level, the primary suite sanctuary offers direct access to outdoor living, dual custom walk-in California Closets, private laundry, and a luxurious en-suite bath with a deep soaking tub and dual vanities. Each of the additional 4 bedrooms also include private en-suite baths and custom California Closet systems. Complete with elevator access to all levels, radiant heated flooring on the first level, geothermal HVAC with air scrubbers, Hunter Douglas window treatments, and plantation shutters, every detail has been thoughtfully executed. Step outside to your personal backyard oasis, highlighted by a private in-ground heated saltwater pool with a stone waterfall, framed by custom hardscaping and a fully fenced yard. Enjoy the coastal breeze from multi-level verandas, including a ground-level porch featuring EZE-Breeze vinyl windows, and travertine flooring. Additional high-end mechanical and structural upgrades include a 24KW Generac standby generator, 2 vented garage bays with epoxy-coated flooring, and upgraded Renewal by Andersen windows. Beyond the estate itself, enjoy full access to the amenities of The Peninsula, a gated, 24/7 security-controlled community offering a private bay beach, nature trails, and a membership optional Jack Nicklaus Signature Golf Course, with grand clubhouse, 4 pools, state-of-the-art fitness center, tennis and pickleball courts, and more. Schedule your private tour today to experience luxury living at its finest!

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Single Family Active

Price

$ 3,995,000

Bedrooms

5

Full Bath

5

Half Bath

1

Property Type

Single Family

Taxes

$ 4,471

Style

Coastal,Contemporary

Lot Size

0.32

Year Built

2018

Town/City

Millsboro

County/Region

Sussex

MLS | Web ID

DESU2116556

Features
General
Living Area 5240
Sewer Public Sewer
Heating Forced Air Zoned
Cooling Zoned Central A/C
Possession Settlement
Roof Architectural Shingle
Appliances Built-In Microwave Cooktop Dishwasher Disposal Central Vacuum Extra Refrigerator/Freezer Icemaker Oven - Wall Oven/Range - Electric Range Hood Refrigerator Washer Dryer Water Heater Water Dispenser S
Zoning MR
HOA Fee 1218.00
Garage Spaces 2.00
Association Fee Includes Common Area Maintenance Management Pier/Dock Maintenance Security Gate Road Maintenance Reserve Funds
Patio/Porch Features Balconies- Multiple Deck(s) Patio(s) Porch(es)
Architectural Style Coastal Contemporary
Security Features 24 hour security Security System
Construction Materials Stick Built HardiPlank Type
School District INDIAN RIVER
Year Built 2018
View Bay Golf Course
Levels 3
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Building Name NONE AVAILABLE
Accessibility Elevator
Assoc Fee Paid Per Quarterly
County SUSSEX
New Construction N
Property Type Residential
Association Amenities Golf Course Membership Available Beach Jog/Walk Path Pier/Dock Tot Lots/Playground Gated Community
HOA Y
Subdivision Name PENINSULA
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 5
Status ACTIVE
Directions From DE-24 turn onto Bay Farm Road. Continue straight. At the traffic circle take the 2nd exit onto Peninsula Esplanade. At the next traffic circle take the first exit onto Sterling Blvd. The propert
City MILLSBORO
Body of Water Indian River Bay
Senior Community Y/N N
MLS Area Indian River Hundred (31008)
Lot Size Units Square Feet
Lot Size Square Feet 13947.00
Tax Annual Amount 4471.0
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 762.4
Acceptable Financing Cash Conventional
Vacation Rental Y/N N
Location Type Bayblock
Sussex DE Quadrants Between Rt 1 & 113
Standard Status Active
Year Built Source Assessor
Legal Subdivision Peninsula
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Interior
Interior Amenities Bar Bathroom - Soaking Tub Bathroom - Tub Shower Bathroom - Walk-In Shower Built-Ins Breakfast Area Carpet Ceiling Fan(s) Central Vacuum Dining Area Elevator Entry Level Bedroom Floor Plan - Open Kit
Heating Fuel Geo-thermal Natural Gas
Flooring Hardwood Carpet Tile/Brick
Total Fireplaces 1
Fireplace Features Mantel(s) Gas/Propane Stone
Hot Water Natural Gas
Basement (Y/N) N
Heating Y/N Y
Window Features Screens
Fireplace Y/N Y
Above Grade Finished Area 5240
Half Baths 1
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 0
Room Type Dining Room Primary Bedroom Kitchen Foyer Sun/Florida Room Great Room Laundry Loft Mud Room Office Recreation Room Storage Room Primary Bathroom Full Bath Half Bath Screened Porch Additional Bedroom
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor Upper Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 6
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Exterior
Exterior Amenities Outside Shower Extensive Hardscape Underground Lawn Sprinkler
Pool Yes - Community Yes - Personal
Fencing Aluminum Picket Rear
Parking Features Circular Driveway Concrete Driveway
Lot Features Adjoins - Open Space Landscaping Rear Yard
Water Source Public
Inclusions 2-Beverage/Wine Coolers Cabinets in Garage 4 Adirondack Chairs with Cushions around Outdoor Firepit 3 security cameras (2 fixed on front of house 1 motorized pan / tilt / zoom on the back top level)
Garage Features Additional Storage Area Built In Garage - Front Entry Inside Access
Type of Parking Attached Garage Driveway
Foundation Details Slab
Water View Y/N Y
Lot Dimensions 105.38 x 163.92 x 66.80 x 157.58
Lot Size Acres 0.32
Water Body Type Bay
Lot Size Source Estimated
Waterfront Y/N N
Navigable Water Y/N N
Water Oriented Y/N Y
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Internal Only
Street Number 1 27690
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* Excluded Features
List By
Berkshire Hathaway Homeservices Penfed Realty

Broker

leeann@leeanngroup.com

Email

Affordability Calculator

$25,597
Per Month
99%
1%
0%
Monthly Principal & Interest
$25,225
Monthly Property Taxes
$373
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2314467 Elementary School
2314468 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
8/5/2026$3,995,000 Listed Price

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27690 Sterling Boulevard, Millsboro, DE, 19966 is a Single Family Home for sale at $3,995,000 with 5,240 sqft and a lot size of 0.32. 27690 Sterling Boulevard has 5 bedrooms, 5.1 baths, and was built in 2018. The property's zip code is 19966 which is in Millsboro, DE