# 27690 STERLING Boulevard, Millsboro, DE 19966 > **TL;DR:** 5bd/6ba single family, $3,750,000 ($716/sqft), built 2018, 5,240 sqft. > Pool, Fireplace, A/C, 2-car garage. Est. $21,274/mo. Listed 86 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $3,750,000 | | Price/sqft | $716 | | Bedrooms | 5 | | Bathrooms | 5 full, 1 half | | Square Feet | 5,240 | | Year Built | 2018 | | Lot Size | 13,948 sqft (0.32 acres) | | Stories | 3 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 86 | ## Why This Home Stands Out - **Pool** - Pool listed; type not specified ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $18,962 | | Estimated Insurance | $1,094 | | HOA | $1,218 | | **Total** | **$21,274** | ## Key Amenities - Pool - Fireplace - A/C - 2-car garage ## Property Highlights - Built in 2018 - 0.32 acre lot - 3 stories - 5 parking spaces - Private pool - Fireplace ## Description ### Agent Description 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! Back on the market through no fault of the seller or the property. The previous transaction fell through solely because the buyer was denied mortgage approval before the appraisal was conducted. There were no issues with the home inspection or the seller. An excellent opportunity for the next qualified buyer! ## Location - **Address:** 27690 STERLING Boulevard, Millsboro, DE 19966 - **County:** SUSSEX - **Neighborhood:** PENINSULA - **Coordinates:** 38.60688, -75.15682 - **Google Maps:** https://www.google.com/maps?q=38.60688,-75.15682 ## Listing Agent - **Name:** Lee Ann Wilkinson · **License:** RA-0002064 - **Brokerage:** Berkshire Hathaway HomeServices PenFed Realty - **Broker Phone:** (302) 227-6101 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/27690-Sterling-Blvd_Millsboro_DE_19966_M52212-78875?f=listhub&s=TRENDPA&m=DESU2116556&c=propsimple) ## Photos ![27690 STERLING Boulevard - Photo 1](http://lh.rdcpix.com/25545d1031b390e1fb4f79b7805a8406l-f290750198r.jpg) ![27690 STERLING Boulevard - Photo 2](http://lh.rdcpix.com/25545d1031b390e1fb4f79b7805a8406l-f2897529531r.jpg) ![27690 STERLING Boulevard - Photo 3](http://lh.rdcpix.com/25545d1031b390e1fb4f79b7805a8406l-f2443352185r.jpg) ![27690 STERLING Boulevard - 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Photo 94](http://lh.rdcpix.com/25545d1031b390e1fb4f79b7805a8406l-f2733638060r.jpg) ![27690 STERLING Boulevard - Photo 95](http://lh.rdcpix.com/25545d1031b390e1fb4f79b7805a8406l-f276664065r.jpg) ![27690 STERLING Boulevard - Photo 96](http://lh.rdcpix.com/25545d1031b390e1fb4f79b7805a8406l-f2765794321r.jpg) --- **MLS#:** DESU2116556 | **Updated:** 2026-10-28 **Source:** listhub *Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/27690-sterling-boulevard-millsboro-de-19966-d5a2b12dbe324ec79d24c81ef79ea81c) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/27690-sterling-boulevard-millsboro-de-19966-d5a2b12dbe324ec79d24c81ef79ea81c#listing", "url": "https://www.propertysimple.ai/listing/27690-sterling-boulevard-millsboro-de-19966-d5a2b12dbe324ec79d24c81ef79ea81c", "name": "27690 STERLING Boulevard, Millsboro, DE 19966", "description": "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! Back on the market through no fault of the seller or the property. The previous transaction fell through solely because the buyer was denied mortgage approval before the appraisal was conducted. There were no issues with the home inspection or the seller. 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