# 38 PINTAIL Drive, Ocean Pines, MD 21811 > **TL;DR:** 2bd/2ba single family, $799,000 ($420/sqft), built 1982, 1,904 sqft. > Waterfront, A/C, 2-car garage. Est. $5,853/mo. Listed 25 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $799,000 | | Price/sqft | $420 | | Bedrooms | 2 | | Bathrooms | 2 full | | Square Feet | 1,904 | | Year Built | 1982 | | Lot Size | 10,498 sqft (0.24 acres) | | Stories | 2 | | Garage | 2-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 25 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $4,040 | | Estimated Insurance | $233 | | HOA | $1,580 | | **Total** | **$5,853** | ## Nearby Schools - **Elementary:** SHOWELL - **Middle:** STEPHEN DECATUR - **High:** STEPHEN DECATUR ## Key Amenities - Waterfront - A/C - 2-car garage ## Property Highlights - Built in 1982 - 0.24 acre lot - 2 stories - 6 parking spaces - Waterfront ## Description ### Agent Description **Live the Coastal Dream in Pintail Isle!** This unique coastal-style home in the desirable Pintail Isle section of Ocean Pines offers the waterfront lifestyle you've been waiting for, with gorgeous canal and bay views and boating access just seconds from your private dock. Imagine starting your mornings with peaceful water views, spending afternoons on the bay, and ending the day entertaining friends and family as the sun sets over the water. Inside, the recently remodeled kitchen is a true showstopper, featuring beautiful granite countertops, upgraded stainless appliances, and designer cabinetry. The unbelievable three-season room is the perfect place to relax and take in the ever-changing views of the bay, with expansive windows bringing the outdoors in. Step directly onto the oversized deck and enjoy the ultimate setting for outdoor dining, entertaining, or simply soaking up the coastal breeze. The spacious primary suite features a newer walk-in tiled shower, while the second bath offers a tub/shower combination with ceramic tile surround and tiled flooring. Freshly painted throughout, the home also features new carpeting in the bedrooms and new laminate flooring in the kitchen, great room, and first-level family room that could easily be converted into a third bedroom creating a fresh, inviting, move-in-ready atmosphere. The oversized garage is truly a dream, offering abundant storage, a dedicated workroom, and plenty of room for parking. An oversized driveway provides ample space for guests, boats, and all your coastal toys. Energy-efficient central oil-fired hot-water heat keeps the home warm and comfortable throughout the year. Roof is only 4 years old! Whether you're looking for a year-round residence, coastal getaway, or waterfront retreat, this Pintail Isle gem delivers the best of **boating, beautiful views, outdoor living, and relaxed Eastern Shore style.** Bring your boat, unpack your bags, and start enjoying the coastal lifestyle-**this home is truly move-in ready!** ## Location - **Address:** 38 PINTAIL Drive, Ocean Pines, MD 21811 - **County:** WORCESTER - **Neighborhood:** OCEAN PINES - PINTAIL ISLE - **Coordinates:** 38.38194, -75.13044 - **Google Maps:** https://www.google.com/maps?q=38.38194,-75.13044 ## Listing Agent - **Name:** Deborah K. Bennington · **License:** 621595 - **Brokerage:** Berkshire Hathaway HomeServices Penfed Realty - **Phone:** 4106038065 - **Broker Phone:** (866) 225-5778 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/38-Pintail-Dr_Ocean-Pines_MD_21811_M69978-76647?f=listhub&s=TRENDPA&m=MDWO2040964&c=propsimple) ## Photos ![38 PINTAIL Drive - Photo 1](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f1048864608r.jpg) ![38 PINTAIL Drive - Photo 2](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f984292735r.jpg) ![38 PINTAIL Drive - Photo 3](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f2942478468r.jpg) ![38 PINTAIL Drive - Photo 4](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f145010792r.jpg) ![38 PINTAIL Drive - Photo 5](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f1188292483r.jpg) ![38 PINTAIL Drive - Photo 6](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f691802390r.jpg) ![38 PINTAIL Drive - Photo 7](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f4155651705r.jpg) ![38 PINTAIL Drive - 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Photo 88](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f3133932033r.jpg) ![38 PINTAIL Drive - Photo 89](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f153688460r.jpg) ![38 PINTAIL Drive - Photo 90](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f1461048307r.jpg) ![38 PINTAIL Drive - Photo 91](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f2484319681r.jpg) ![38 PINTAIL Drive - Photo 92](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f685258549r.jpg) ![38 PINTAIL Drive - Photo 93](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f1197952232r.jpg) ![38 PINTAIL Drive - Photo 94](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f2047147185r.jpg) ![38 PINTAIL Drive - Photo 95](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f2879229771r.jpg) ![38 PINTAIL Drive - Photo 96](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f1828598285r.jpg) ![38 PINTAIL Drive - Photo 97](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f2071115606r.jpg) ![38 PINTAIL Drive - Photo 98](http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f2024696093r.jpg) --- **MLS#:** MDWO2040964 | **Updated:** 2026-09-21 **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/38-pintail-drive-ocean-pines-md-21811-o2040964) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/38-pintail-drive-ocean-pines-md-21811-o2040964#listing", "url": "https://www.propertysimple.ai/listing/38-pintail-drive-ocean-pines-md-21811-o2040964", "name": "38 PINTAIL Drive, Ocean Pines, MD 21811", "description": "**Live the Coastal Dream in Pintail Isle!** This unique coastal-style home in the desirable Pintail Isle section of Ocean Pines offers the waterfront lifestyle you've been waiting for, with gorgeous canal and bay views and boating access just seconds from your private dock. Imagine starting your mornings with peaceful water views, spending afternoons on the bay, and ending the day entertaining friends and family as the sun sets over the water. Inside, the recently remodeled kitchen is a true showstopper, featuring beautiful granite countertops, upgraded stainless appliances, and designer cabinetry. The unbelievable three-season room is the perfect place to relax and take in the ever-changing views of the bay, with expansive windows bringing the outdoors in. Step directly onto the oversized deck and enjoy the ultimate setting for outdoor dining, entertaining, or simply soaking up the coastal breeze. The spacious primary suite features a newer walk-in tiled shower, while the second bath offers a tub/shower combination with ceramic tile surround and tiled flooring. Freshly painted throughout, the home also features new carpeting in the bedrooms and new laminate flooring in the kitchen, great room, and first-level family room that could easily be converted into a third bedroom creating a fresh, inviting, move-in-ready atmosphere. The oversized garage is truly a dream, offering abundant storage, a dedicated workroom, and plenty of room for parking. An oversized driveway provides ample space for guests, boats, and all your coastal toys. Energy-efficient central oil-fired hot-water heat keeps the home warm and comfortable throughout the year. Roof is only 4 years old! Whether you're looking for a year-round residence, coastal getaway, or waterfront retreat, this Pintail Isle gem delivers the best of **boating, beautiful views, outdoor living, and relaxed Eastern Shore style.** Bring your boat, unpack your bags, and start enjoying the coastal lifestyle-**this home is truly move-in ready!**", "image": [ "http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f1048864608r.jpg", "http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f984292735r.jpg", "http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f2942478468r.jpg", "http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f145010792r.jpg", "http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f1188292483r.jpg", "http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f691802390r.jpg", "http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f4155651705r.jpg", "http://lh.rdcpix.com/5314c15b9279665f7bd1110bfec0f578l-f4112970074r.jpg", 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