Property

Millsboro, DE 19966 27690 Sterling Boulevard

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Presented By: Lee Ann Wilkinson with Berkshire Hathaway HomeServices PenFed Realty - 3026456661;
  • MLS# DESU2116556
  • 08/05/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Full/Half Baths • 5 / 1
  • SQFT • 5,240
  • Garage • 2

Home Details

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!
Presented By: Lee Ann Wilkinson with Berkshire Hathaway HomeServices PenFed Realty - 3026456661;

Interior Features for 27690 Sterling Boulevard

Bedrooms

Bedrooms Count All Lower Levels1
Bedrooms Count All Upper Levels3
Bedrooms Count Lower Level 11
Bedrooms Count Upper Level 13
Main Level Bedrooms1
Total Bedrooms5

Bathrooms

Bathrooms Half Main Level1
Bathrooms Full Upper Level 13
Bathrooms Full Lower Level 11
Bathrooms Full All Upper Levels3
Bathrooms Full All Lower Levels1
Bathrooms Count Upper Level 13.00
Bathrooms Count Lower Level 11.00
Bathrooms Count All Upper Levels3
Bathrooms Count All Lower Levels1
Half Baths1
Total Baths6

Other Interior Features

LivingAreaSourceEstimated
Below Grade Unfin Area UnitsSquare Feet
Below Grade Unfin SQFT0
Below Grade Unfin SQFT SourceAssessor
Above Grade Unfin Area UnitsSquare Feet
Above Grade Unfin SQFT SourceEstimated
Above Grade Finished Area5240
Above Grade Finished Area SourceEstimated
Above Grade Finished Area Unit TypeSquare Feet
Basement (Y/N)No
Below Grade Finished Area0
Below Grade Finished Area SourceAssessor
Below Grade Finished Area Unit TypeSquare Feet
Central Air Y/NYes
Fireplace FeaturesMantel(s), Gas/Propane, Stone
Fireplace Y/NYes
FlooringHardwood, Carpet, Tile/Brick
Heating FuelGeo-thermal, Natural Gas
Heating Y/NYes
Hot WaterNatural Gas
Interior AmenitiesBar, 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
Laundry TypeMain Floor, Upper Floor
Total Fireplaces1
Window FeaturesScreens

Other Rooms

Room TypeDining 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

Room Details for 27690 Sterling Boulevard

Additional Bedroom

level Lower 1
description Attached Bathroom, Ceiling Fan(s), Flooring - Carpet

Additional Bedroom # 2

level Upper 1
description Attached Bathroom, Flooring - Carpet, Ceiling Fan(s), Walk-In Closet(s)

Additional Bedroom # 3

level Upper 1
description Attached Bathroom, Ceiling Fan(s), Flooring - Carpet, Walk-In Closet(s)

Additional Bedroom # 4

level Upper 1
description Attached Bathroom, Balcony Access, Ceiling Fan(s), Flooring - HardWood, Walk-In Closet(s)

Dining Room

level Main
description Built-Ins, Countertop(s) - Quartz, Flooring - HardWood

Foyer

level Main
description Flooring - HardWood

Full Bath

level Lower 1
description Bathroom - Walk-In Shower, Flooring - Tile/Brick

Full Bath # 2

level Upper 1
description Bathroom - Tub Shower, Countertop(s) - Quartz, Flooring - Tile/Brick

Full Bath # 3

level Upper 1
description Countertop(s) - Quartz, Bathroom - Tub Shower, Flooring - Tile/Brick

Full Bath # 4

level Upper 1
description Bathroom - Walk-In Shower, Countertop(s) - Granite, Flooring - Tile/Brick

Great Room

level Main
description Built-Ins, Ceiling Fan(s), Flooring - HardWood, Fireplace - Gas

Half Bath

level Main
description Countertop(s) - Quartz, Flooring - HardWood

Kitchen

level Main
description Breakfast Bar, Countertop(s) - Quartz, Flooring - HardWood, Kitchen - Electric Cooking, Island, Pantry

Laundry

level Main
description Built-Ins, Flooring - HardWood

Laundry # 2

level Upper 1
description Countertop(s) - Granite, Built-Ins, Flooring - Tile/Brick

Loft

level Upper 1
description Balcony Access, Ceiling Fan(s), Flooring - HardWood

Mud Room

level Lower 1
description Built-Ins, Flooring - Tile/Brick

Office

level Main
description Built-Ins, Balcony Access, Ceiling Fan(s), Flooring - HardWood

Primary Bathroom

level Main
description Bathroom - Walk-In Shower, Bathroom - Soaking Tub, Countertop(s) - Quartz, Double Sink, Flooring - Tile/Brick

Primary Bedroom

level Main
description Attached Bathroom, Flooring - HardWood, Walk-In Closet(s)

Recreation Room

level Lower 1
description Built-Ins, Flooring - Tile/Brick, Wet Bar

Screened Porch

level Main
description Ceiling Fan(s)

Storage Room

level Lower 1
description Flooring - Tile/Brick

Sun/Florida Room

level Lower 1
description Flooring - Tile/Brick

Sun/Florida Room # 2

level Main
description Ceiling Fan(s), Flooring - HardWood

General for 27690 Sterling Boulevard

Above Grade Unfin SQFT1654
Acceptable FinancingCash, Conventional
AccessibilityElevator
AppliancesBuilt-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
Architectural StyleCoastal, Contemporary
Assoc Fee Paid PerQuarterly
Association AmenitiesGolf Course Membership Available, Beach, Jog/Walk Path, Pier/Dock, Tot Lots/Playground, Gated Community
Association Fee IncludesCommon Area Maintenance, Management, Pier/Dock Maintenance, Security Gate, Road Maintenance, Reserve Funds
Bathrooms Count Main Level2.00
Bathrooms Full Main Level1
Body of WaterIndian River Bay
Building NameNONE AVAILABLE
CityMILLSBORO
Condo/Coop Association fee Y/NNo
Construction MaterialsStick Built, HardiPlank Type
Contingency TypeFinancing Approval, Home Sale, Home Inspection
Cool FuelElectric
CoolingZoned, Central A/C
CountySUSSEX
DirectionsFrom 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
Full Baths5
Garage Spaces2.00
Garage Y/NYes
HOAYes
HOA Fee$1218.00
HeatingForced Air, Zoned
Legal SubdivisionPeninsula
Levels3
Living Area5240
Location TypeBayblock
Lot Size Square Feet13947.00
Lot Size UnitsSquare Feet
MLS AreaIndian River Hundred (31008)
New ConstructionNo
Other StructuresAbove Grade, Below Grade
OwnershipFee Simple
Patio/Porch FeaturesBalconies- Multiple, Deck(s), Patio(s), Porch(es)
PossessionSettlement
Price Per Sq Ft Total AG762.4
Property ConditionExcellent
Property TypeResidential
RoofArchitectural Shingle
School DistrictINDIAN RIVER
Security Features24 hour security, Security System
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive Under Contract
StatusACTIVE UNDER CONTRACT
Structure TypeDetached
Subdivision NamePENINSULA
Sussex DE QuadrantsBetween Rt 1 & 113
Tax Annual Amount4471.0
Tax Year2025
Total SQFT6894
Vacation Rental Y/NNo
ViewBay, Golf Course
Water Access Y/NNo
Year Built2018
Year Built SourceAssessor
ZoningMR

Exterior for 27690 Sterling Boulevard

# of Attached Garage Spaces2
Exterior AmenitiesOutside Shower, Extensive Hardscape, Underground Lawn Sprinkler
FencingAluminum, Picket, Rear
Foundation DetailsSlab
Garage FeaturesAdditional Storage Area, Built In, Garage - Front Entry, Inside Access
Inclusions2-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),
Land Use Code1 1
Lot Dimensions105.38 x 163.92 x 66.80 x 157.58
Lot FeaturesAdjoins - Open Space, Landscaping, Rear Yard
Lot Size Acres0.32
Lot Size SourceEstimated
LotDimensionsSourceEstimated
Navigable Water Y/NNo
Parking FeaturesCircular Driveway, Concrete Driveway
PoolYes - Community, Yes - Personal
Total Parking Spaces5
Type of ParkingAttached Garage, Driveway
Water Body TypeBay
Water Oriented Y/NYes
Water SourcePublic
Water View Y/NYes
Waterfront Y/NNo

Additional Details

Price History

Tina Torres

Broker/Owner
Price $3,995,000
MLS#DESU2116556
List Date 08/05/2026
Property Type Contingent
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