For Sale
Single family home for sale at 38 Pintail Dr, Ocean Pines, MD 21811 | MLS# MDWO2040964 | Listing updated on 2026-11-02
Photo 1 of Single family home for sale at 38 Pintail Dr, Ocean Pines, MD 21811 | MLS# MDWO2040964 | Listing updated on 2026-11-02
Photo 2 of Single family home for sale at 38 Pintail Dr, Ocean Pines, MD 21811 | MLS# MDWO2040964 | Listing updated on 2026-11-02
Photo 3 of Single family home for sale at 38 Pintail Dr, Ocean Pines, MD 21811 | MLS# MDWO2040964 | Listing updated on 2026-11-02
Photo 4 of Single family home for sale at 38 Pintail Dr, Ocean Pines, MD 21811 | MLS# MDWO2040964 | Listing updated on 2026-11-02
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Street View

$749,000

Monthly Est:$3,728

  • Beds Icon2 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,904sqft

38 Pintail Dr, Ocean Pines, MD 21811

$3,728/moEst:

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  • Single Family Residence

  • Built in 1982

  • $131.67/mo HOA

  • 10,500 sqft lot

  • $393/sq.ft

Description

$50,000 Price adjustment **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!**

  • Houzeo last checked: 8 minutes ago
  • Listing updated: November 2, 2026 at 2:35 pm
  • Listing Provided by: Deborah K. Bennington (410) 603-8065 | Berkshire Hathaway HomeServices PenFed Realty - OP (410) 208-3500
  • Source: Bright MLS-NJ | MLS#: MDWO2040964 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Worcester Md County

  • City

    Ocean Pines

  • Neighborhood

    --

  • Year Built

    1982

  • HOA Fees

    $131.67/mo

  • Finished Area

    1,904 sqft

  • Lot Size

    10,500 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDWO2040964

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    64

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Location

HOA Management

N/A

HOA Fees

$1,580/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Tennis Tennis

Basket Ball Basket Ball

Club House Club House

Pool Pool

Park Playground Park Playground

Golf Golf

Road Maintenance Road Maintenance

Reserve Funds Reserve Funds

Library Library

Sports Court Sports Court

Walk path Walk path

deck deck

Beach Beach

Marina/Marina Club Marina/Marina Club

Baseball Field Baseball Field

Common Area Maintenance Common Area Maintenance

Lake Lake

Pickleball Courts Pickleball Courts

Gift Shop Gift Shop

Management Management

Picnic Area Picnic Area

Pier/Dock Maintenance Pier/Dock Maintenance

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 2

    Bathrooms: 2

Interior

  • Appliances

    Built In Microwave, Built In Range, Dishwasher, Disposal, Dryer, Oven Self Cleaning, Oven/range Electric, Refrigerator, Washer, Water Heater

  • Exterior Features

    Outside Shower

  • Sewer

    Public Sewer

  • Cooling

    Other, Central A/c, Ceiling Fan(s)

  • Heating

    Central

  • Window Features

    Double Pane Windows

  • Flooring

    Carpet, Ceramic Tile, Laminate Plank

  • Interior Features

    Bathroom Tub Shower, Bathroom Walk In Shower, Breakfast Area, Built Ins, Carpet, Ceiling Fan(s), Combination Dining/living, Floor Plan Open, Pantry, Primary Bath(s), Upgraded Countertops, Window Treatments

Construction

  • Year Built

    Year Built: 1982

  • Home type

    Single Family Residence

  • Property Condition

    Excellent

  • Roof

    Asphalt

  • Foundation Details

    Crawl Space

  • Architectural Style

    Coastal

  • Construction Materials

    Stick Built

Utilities & Energy

  • Electric

    200+ Amp Service

  • Utilities

    Cable Tv

  • Security Features

    Smoke Detector

  • Association Amenities

    Baseball Field, Basketball Courts, Beach Club, Boat Dock/slip, Community Center, Dog Park, Gift Shop, Golf Club, Golf Course Membership Available, Jog/walk Path, Lake, Library, Marina/marina Club, Pickleball Courts, Picnic Area, Pool Indoor, Pool Outdoor, Pool Mem Avail, Racquet Ball, Tennis Courts, Tot Lots/playground

  • Water Source

    Public

  • Parking Features

    Asphalt Driveway

Other Features

  • Patio And Porch Features

    Deck, Enclosed, Porch, Patio, Screened

  • Lot Features

    Bulkheaded

  • Subdivision Name

    Ocean Pines Pintail Isle

Price History

DateEventPrice

10/12/2026

Source: mls_logoBright MLS-NJ #MDWO2040964

Price Decreased

$749,000 -6.26%

$393/sqft

08/31/2026

Source: mls_logoBright MLS-NJ #MDWO2040964

Listed for Sale

$799,000

$420/sqft

08/30/2026

Source: mls_logoBright MLS-NJ #MDWO2040964

Coming Soon

$799,000

$420/sqft

Nearby Homes

Based on information from Bright MLS through Nov 04, 2026, 10:00PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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