# 499 OAKLAND Drive, Oakland, MD 21550 > **TL;DR:** other, $1,750,000, built 1972. > A/C. Est. $9,359/mo. Listed 1574 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $1,750,000 | | Year Built | 1972 | | Lot Size | 59,677 sqft (1.37 acres) | | Property Type | Other (Other) | | Status | Active | | Days on Market | 1574 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $8,849 | | Estimated Insurance | $510 | | **Total** | **$9,359** | ## Key Amenities - A/C ## Property Highlights - Built in 1972 - 1.37 acre lot - 50 parking spaces ## Description ### Agent Description "The Alley" a well-established business in Oakland that has been a center of attraction many years and a staple to the Oakland Community. A Turn Key operation, this 12-lane bowling complex was completely renovated in 2014, this 15,000 sq ft facility with the installation of new heating and cooling systems, fire protection sprinkler system, upgrades to the lanes, installation of new Brunswick GS - X pin setting machines, new Vector Pus scoring system, Cosmic Bowling System from Omnisistem, State of the Art Clutch Interactive Bowling System which provide interactive graphics on the lanes to enhance any bowlers experience no matter what skill level. Advanced POS system to track sales and inventory. New Jayhawk Tri Oval Drilling machine and certified staff to custom fit your every bowling need. Other areas include an Arcade area with token machine, dozens of games, pool tables, shuffle board and more! There is a separate meeting area with lockers for individual storage. Full-service kitchen which is fully equipped with large walk-in refrigerator and walk in freezer. Individual office space which includes all monitoring systems and video monitoring system. Huge lounge area which makes this facility great for parties or corporate gatherings. Established Leagues play throughout the year. ## Location - **Address:** 499 OAKLAND Drive, Oakland, MD 21550 - **County:** GARRETT - **Coordinates:** 39.40251577, -79.38749744 - **Google Maps:** https://www.google.com/maps?q=39.40251577,-79.38749744 ## Listing Agent - **Name:** Larry E Smith · **License:** 532070 - **Brokerage:** Railey Realty, Inc. - **Broker Phone:** (301) 387-2000 ## Photos ![499 OAKLAND Drive - Photo 1](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f3190884043r.jpg) ![499 OAKLAND Drive - Photo 2](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f2331065394r.jpg) ![499 OAKLAND Drive - Photo 3](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f55501582r.jpg) ![499 OAKLAND Drive - Photo 4](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f2360115850r.jpg) ![499 OAKLAND Drive - Photo 5](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f4108032117r.jpg) ![499 OAKLAND Drive - Photo 6](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f510034368r.jpg) ![499 OAKLAND Drive - 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Photo 97](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f3862067250r.jpg) ![499 OAKLAND Drive - Photo 98](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f1463139092r.jpg) ![499 OAKLAND Drive - Photo 99](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f942849487r.jpg) ![499 OAKLAND Drive - Photo 100](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f1630932360r.jpg) ![499 OAKLAND Drive - Photo 101](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f537583397r.jpg) ![499 OAKLAND Drive - Photo 102](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f3487954969r.jpg) ![499 OAKLAND Drive - Photo 103](http://lh.rdcpix.com/a1d0fc7203430ad40e732563dba63601l-f383265151r.jpg) --- **MLS#:** MDGA2003394 | **Updated:** 2026-10-20 **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://staging.propertysimple.ai/listing/499-oakland-drive-oakland-md-21550-8148f061c82a465fba3b390cf2d67aa7) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/499-oakland-drive-oakland-md-21550-8148f061c82a465fba3b390cf2d67aa7#listing", "url": "https://staging.propertysimple.ai/listing/499-oakland-drive-oakland-md-21550-8148f061c82a465fba3b390cf2d67aa7", "name": "499 OAKLAND Drive, Oakland, MD 21550", "description": "\"The Alley\" a well-established business in Oakland that has been a center of attraction many years and a staple to the Oakland Community. A Turn Key operation, this 12-lane bowling complex was completely renovated in 2014, this 15,000 sq ft facility with the installation of new heating and cooling systems, fire protection sprinkler system, upgrades to the lanes, installation of new Brunswick GS - X pin setting machines, new Vector Pus scoring system, Cosmic Bowling System from Omnisistem, State of the Art Clutch Interactive Bowling System which provide interactive graphics on the lanes to enhance any bowlers experience no matter what skill level. Advanced POS system to track sales and inventory. New Jayhawk Tri Oval Drilling machine and certified staff to custom fit your every bowling need. Other areas include an Arcade area with token machine, dozens of games, pool tables, shuffle board and more! There is a separate meeting area with lockers for individual storage. Full-service kitchen which is fully equipped with large walk-in refrigerator and walk in freezer. Individual office space which includes all monitoring systems and video monitoring system. Huge lounge area which makes this facility great for parties or corporate gatherings. 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