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Shady Side, Maryland Real Estate Market Report

Shady Side MD Real Estate Market Report

Review the latest Shady Side real estate market activity, active homes for sale, waterfront property trends, buyer demand, and seller opportunities with local guidance from Scott Smolen and The Scott Smolen Team at RE/MAX Leading Edge.

Market Data Refreshed Daily from the IDX Feed | Page Last Updated: Today

This Shady Side market report works with dynamically updated listing and market activity where available. Market data is refreshed daily from the IDX feed, but listing availability, pricing, property status, and local market conditions can still change quickly.

Shady Side Real Estate Market Overview

This Shady Side MD real estate market report is prepared as a local housing resource from Scott Smolen and The Scott Smolen Team at RE/MAX Leading Edge. It is designed to help buyers and sellers better understand active listings, local pricing conditions, buyer demand, and property-specific value factors in Southern Anne Arundel County.

Shady Side is a water-oriented Southern Anne Arundel County community known for Chesapeake Bay character, residential neighborhoods, nearby marinas, outdoor recreation, and a quieter setting compared with more densely developed parts of the county. The area often appeals to buyers looking for access to the water, outdoor space, and a more relaxed coastal lifestyle.

The Shady Side housing market can vary significantly by property condition, lot size, water access, elevation, outdoor living space, renovation quality, and proximity to nearby waterfront amenities. For sellers, that means pricing and marketing should be hyper-local. For buyers, it means the right home should be evaluated for more than just bedroom count and square footage.

Current Shady Side Homes for Sale

The listings below are intended to show currently available Shady Side homes from the IDX feed where available. Because inventory can shift quickly, buyers should verify current status before relying on any single listing.

Use this page as a starting point for monitoring active Shady Side homes, new listings, price adjustments, waterfront opportunities, and properties that may match your preferred lifestyle, location, commute, and budget.

The active property section on this dynamic Real Geeks page may display below the custom market report content. Listing data is pulled from the IDX feed and can change as new homes are listed, updated, placed under contract, or sold.

What Impacts Home Values in Shady Side?

Water Access & Setting

Waterfront, water-view, water-access, marina proximity, pier potential, and Chesapeake Bay lifestyle features can strongly affect buyer interest and property value in Shady Side.

Condition & Updates

Updated kitchens, bathrooms, roofing, windows, mechanical systems, decks, flooring, and exterior maintenance can influence buyer confidence and final sale price.

Lot, Elevation & Usability

Lot size, parking, drainage, elevation, flood-zone considerations, outdoor living areas, and usable yard space all matter when evaluating Shady Side homes.

Guidance for Shady Side Home Sellers

Selling a home in Shady Side requires a local pricing strategy that considers property condition, water-oriented features, lot characteristics, competing listings, and the lifestyle buyers are seeking. A broad automated estimate usually does not account for the details that drive value in this market.

Seller Strategy Should Focus On:

  • Accurate pricing based on recent Shady Side, Deale, Churchton, and nearby Southern Anne Arundel County sales.
  • Clear marketing of water access, nearby marina access, lot features, outdoor living space, and privacy.
  • Professional photography that highlights condition, curb appeal, setting, and usable exterior areas.
  • Strong online exposure for buyers searching Shady Side homes and Chesapeake Bay area properties.
  • Ongoing showing feedback and market monitoring so pricing and positioning can be adjusted when needed.

If you are considering selling, start with a local value review through Scott Smolen’s home value resource or review the team’s home selling resources.

Guidance for Shady Side Home Buyers

Buyers considering Shady Side should evaluate the complete property picture. Location, setting, condition, water access, septic or well considerations, flood-zone factors, renovation quality, commute routes, and long-term maintenance can all affect whether a home is the right fit.

Buyer Strategy Should Focus On:

  • Confirming whether a property is waterfront, water-view, water-access, or simply near the water.
  • Reviewing condition carefully, especially exterior maintenance, crawl spaces, drainage, decks, and mechanical systems.
  • Evaluating commute patterns toward Annapolis, Washington, D.C., Joint Base Andrews, Fort Meade, and surrounding areas.
  • Comparing nearby Southern Anne Arundel County communities before making a final decision.
  • Being ready to act quickly when a well-priced Shady Side home matches your needs.

Popular Nearby Market Reports

Buyers and sellers often compare Shady Side with nearby Southern Anne Arundel County and Chesapeake Bay communities. These local market reports from Scott Smolen can help you understand pricing, inventory, and lifestyle differences.

Why Local Expertise Matters in Shady Side

Shady Side is not a one-size-fits-all market. Two homes with similar square footage can have very different values depending on lot characteristics, water access, property condition, outdoor living space, elevation, privacy, and buyer demand at the time of listing.

Scott Smolen and The Scott Smolen Team at RE/MAX Leading Edge help buyers and sellers evaluate local market movement, pricing strategy, buyer behavior, and property-specific value drivers throughout Anne Arundel County. For Shady Side homeowners, that means positioning the home around the features that actually matter to local and regional buyers.

Shady Side MD Real Estate Market FAQs

Is Shady Side a good place to buy a home?

Shady Side can be a strong fit for buyers who want a Southern Anne Arundel County location with Chesapeake Bay character, water-oriented neighborhoods, nearby marinas, outdoor recreation, and a quieter residential setting. The right fit depends on commute needs, budget, property condition, and whether water access is important.

Are waterfront homes in Shady Side priced differently from other homes?

Yes. Waterfront and water-oriented homes in Shady Side often require a more specific valuation approach. Water access, water views, pier potential, elevation, flood-zone considerations, property condition, and lot usability can all influence pricing.

How often is this Shady Side market report updated?

Market data on this page is designed to refresh daily from the IDX feed where available. Listing status, pricing, and availability can change quickly, so buyers and sellers should confirm current details before making decisions.

What should sellers know before listing a home in Shady Side?

Sellers should understand how their home compares with recent local sales and competing active listings. In Shady Side, property setting, water access, condition, outdoor living areas, lot features, and lifestyle marketing can have a major impact on buyer response.

Who can help me value my Shady Side home?

Scott Smolen and The Scott Smolen Team at RE/MAX Leading Edge can provide a local value review based on your home’s features, condition, location, and current buyer demand. You can start by requesting a value estimate through the home value page.

Thinking About Buying or Selling in Shady Side?

Whether you are preparing to sell a Southern Anne Arundel County home, comparing properties near the Chesapeake Bay, or trying to understand what your Shady Side home may be worth, Scott Smolen and The Scott Smolen Team can help you make a smarter move.

Address Beds Baths Living ft2 List Price Cost per ft2 DOM
1316 Juniper St 4 3 1,949 $549,900 $282 5 days
1211 Linton Ln 3 1 3,192 $799,000 $250 5 days
4958 Lerch Dr 3 2 1,887 $995,000 $527 4 days
1237 Spruce Ave 4 3 N/A $619,990 Unknown 11 days
6372 Shady Side Rd W 3 3 2,450 $380,000 $155 13 days
1241 Johnson Dr 3 3 2,176 $750,000 $344 7 days
1432 Heile/Haile Pkwy 2 1 576 $124,950 $216 16 days
5209 Al Jones Dr N/A N/A N/A $149,900 Unknown 20 days
4734 Oak Rd 4 3 2,511 $625,000 $248 25 days
6201 Shady Side Rd 4 3 2,807 $399,900 $142 27 days
4909 Olive St 3 3 1,848 $490,000 $265 39 days
4921 Olive St 3 1 1,008 $349,900 $347 41 days
1582 Snug Harbor Rd 4 3 1,915 $619,900 $323 37 days
1183 Cedar Ave 4 3 1,164 $535,000 $459 15 days
1172 Cedar Ave 3 1 864 $325,000 $376 45 days
4951 Bonniewood Dr 3 3 1,456 $475,000 $326 31 days
4950 Bonniewood Dr 3 2 2,304 $795,000 $345 45 days
1186 & 1188 Poplar Ave N/A N/A N/A $120,000 Unknown 48 days
4721 Oak Rd 4 3 1,868 $1,110,000 $594 52 days
1430 Haile Pkwy 4 4 3,100 $650,000 $209 55 days
5341 Al Jones Dr 3 2 1,962 $745,000 $379 59 days
1217 Pine Ave 3 2 2,006 $450,000 $224 75 days
1495 Shady Rest Rd N/A N/A N/A $125,000 Unknown 82 days
6285 Shady Side Rd N/A N/A N/A $725,000 Unknown 95 days
4912 Mariners Dr 3 2 1,386 $389,900 $281 63 days
1527 Lincoln Rd 3 3 1,200 $410,000 $341 45 days
4750 Frederick Ave 5 6 4,620 $3,500,000 $757 103 days
Haile Parkway N/A N/A N/A $100,000 Unknown 109 days
1445 & 1447 Haile Pkwy N/A N/A N/A $100,000 Unknown 109 days
Haile Pkwy N/A N/A N/A $25,000 Unknown 109 days
5314 Al Jones Dr 4 3 2,710 $649,990 $239 111 days
1235 Spruce Ave 4 3 2,710 $650,990 $240 125 days
1205 Poplar Ave N/A N/A N/A $25,000 Unknown 132 days
Pine Ave N/A N/A N/A $25,000 Unknown 119 days
1411 Haile Pkwy 4 3 1,905 $538,000 $282 137 days
1225 Juniper St 4 3 2,091 $589,990 $282 178 days
1209 Johnson Dr 4 3 2,068 $599,990 $290 152 days
1462 Snug Harbor Rd 4 2 2,144 $699,000 $326 191 days
1462 Snug Harbor Rd N/A N/A N/A $699,000 Unknown 192 days
1650 Cedar Ln 3 2 1,866 $729,900 $391 283 days
4907 Quince St N/A N/A N/A $50,000 Unknown 347 days
5235 Al Jones Dr N/A N/A N/A $349,870 Unknown 65 days
5250 Al Jones Dr N/A N/A N/A $95,000 Unknown 476 days
4846 Woods Wharf Rd N/A N/A N/A $249,999 Unknown 480 days
Average: 3.5 2.6 2,060 $531,478 $325 100 days
Viewing 1 - 44 of 44
Viewing 1 - 44 of 44
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
1161 Steamboat Rd 3 3 2,235 $439,900 $196 21 days
1311 Avalon Blvd 3 2 1,248 $375,000 $300 12 days
1500 Garst Rd 2 2 1,144 $364,000 $318 24 days
5211 Al Jones Dr 2 2 1,244 $535,000 $430 29 days
5222 Spring Ave 4 3 1,730 $495,000 $286 20 days
4912 Beech St 2 2 864 $365,000 $422 45 days
4738 Washington Ave 3 2 1,223 $349,900 $286 51 days
1222 Juniper St 3 3 1,598 $479,990 $300 46 days
1502 Garst Rd 2 1 736 $199,900 $271 65 days
1199 Oak Ave 4 2 1,399 $399,900 $285 137 days
1191 Poplar Ave 4 3 2,272 $525,000 $231 93 days
1451 Shady Rest Rd 3 1 N/A $99,000 Unknown 36 days
4908 Aspen St 3 3 1,500 $304,000 $202 28 days
1428 Haile Pkwy N/A N/A N/A $39,000 Unknown 4 days
6512 Shady Side Rd N/A N/A N/A $198,000 Unknown 3840 days
6508 Shady Side Rd N/A N/A N/A $185,000 Unknown 3840 days
Average: 2.9 2.2 1,432 $334,599 $294 48 days
Viewing 1 - 16 of 16
Viewing 1 - 16 of 16
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 DOM Sold Date
4725 Frederick Avenue 3 2 912 $465,000 $465,000 $509 26 days 7/24/26
1617 Winters Avenue 2 2 1,000 $354,500 $354,500 $354 16 days 7/24/26
4908 Olive Street 4 3 2,091 $599,990 $602,985 $288 99 days 7/15/26
6213 Shady Side Road 4 2 1,713 $560,000 $545,000 $318 10 days 7/13/26
4944 Beech Street 3 3 1,344 $399,000 $405,000 $301 6 days 7/1/26
1268 Hayes Road 3 2 1,964 $1,099,000 $1,099,000 $559 63 days 7/1/26
4939 Bonniewood Drive 4 2 2,464 $274,000 $274,000 $111 1 day 6/26/26
4936 Lerch Drive 4 3 2,200 $995,000 $995,000 $452 9 days 6/25/26
1205 Hawthorne Street 4 4 2,071 $600,000 $600,000 $289 23 days 6/24/26
1223 Pine Avenue 2 1 960 $325,000 $315,000 $328 10 days 6/15/26
1510 Callaway Drive 4 2 2,074 $480,000 $500,000 $241 3 days 5/28/26
1509 Callaway Drive 2 1 1,111 $349,000 $375,000 $337 3 days 5/18/26
1191 Spruce Avenue 3 2 1,296 $412,000 $400,000 $308 2 days 5/15/26
1469 Cedarhurst Road 3 2 1,040 $389,000 $420,000 $403 8 days 5/15/26
1237A Juniper Street 3 3 1,664 $475,000 $475,000 $285 3 days 5/15/26
5063 Lerch Drive 3 3 768 $370,000 $370,000 $481 1 day 5/12/26
1160 Oak Avenue 3 2 1,320 $439,900 $439,900 $333 11 days 5/8/26
1330 Jordan Drive 3 3 1,440 $399,900 $385,000 $267 53 days 5/6/26
1168 Maple Avenue 3 2 1,500 $460,000 $468,000 $312 3 days 5/4/26
5229 Al Jones Drive 3 3 2,200 $799,500 $850,000 $386 5 days 5/4/26
4951 Dogwood Street 4 3 2,586 $599,999 $599,999 $232 16 days 4/30/26
1205 Avalon Boulevard 3 3 1,500 $429,000 $440,000 $293 1 day 4/30/26
1241 Steamboat Road 2 2 1,728 $325,000 $314,400 $181 62 days 4/24/26
4728 Frederick Avenue 3 2 1,308 $599,900 $615,000 $470 4 days 4/23/26
5191 Spring Avenue 4 3 1,632 $460,000 $469,000 $287 19 days 4/21/26
4738 Washington Avenue 3 1 1,000 $345,000 $327,500 $327 162 days 4/20/26
4721 Girton Avenue 3 2 1,456 $419,900 $405,000 $278 159 days 4/17/26
1379 Mcdonald Road 4 3 2,485 $835,000 $835,000 $336 28 days 4/6/26
1340 E West Shady Side Road 3 3 2,225 $799,900 $795,000 $357 5 days 4/3/26
1176 Spruce Avenue 3 2 1,400 $395,000 $415,000 $296 0 days 3/31/26
1306 Spruce Street 4 3 2,424 $589,990 $592,860 $244 117 days 3/27/26
1218 Juniper Street 4 3 1,992 $550,000 $550,000 $276 1 day 3/27/26
5218 Nick Rd 3 2 1,099 $399,999 $400,000 $363 9 days 3/19/26
1408 & 1410 Haile Parkway N/A N/A N/A $65,000 $52,050 Unknown 145 days 3/6/26
5314 Al Jones Drive N/A N/A N/A $145,000 $130,000 Unknown 33 days 3/6/26
4937 Aspen Street 2 2 886 $379,999 $385,999 $435 15 days 2/27/26
4717 Frederick Avenue 2 1 714 $278,500 $274,000 $383 60 days 2/23/26
1512 Lincoln Road 3 3 1,512 $335,000 $309,000 $204 20 days 2/16/26
1160 Oak Avenue 3 2 1,320 $269,950 $260,000 $196 20 days 2/13/26
4929 Aspen Street 3 2 1,232 $395,000 $395,000 $320 9 days 2/10/26
1213 Oak Avenue 2 1 704 $295,000 $292,000 $414 35 days 1/30/26
Average: 3.1 2.3 1,547 $467,266 $468,175 $327 31 days
Viewing 1 - 41 of 41
Viewing 1 - 41 of 41