3,279

Shady Side, MD Homes

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  • /32

    $399,900

    • 4 Beds
    • 1.5 Baths
    • 1,399 Sq Ft

    1199 Oak Ave, Shady Side, MD 20764

    Coastal Comfort, Steps to the Beach - Tucked in the water privileged community of Cedarhurst on the Bay and just a short stroll to the beach and neighborhood amenities, this charming cottage offers relaxed coastal living with a layout full of character. The home features three bedrooms, two with beautiful coffered ceilings that add height and architectural interest. The full bath includes a tub

    Agent Photo

    Bill Franklin

    Long & Foster Real Estate, Inc.

    (410) 835-7611

    1199 Oak Ave, Shady Side, MD 20764
  • /18

    $1,950 Per Month

    • 1 Bed
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    1012 S Creek View Ct, Churchton, MD 20733

    Stunning waterfront studio tucked away in a tranquil community on South Creek! Blending comfort, charm and lifestyle seamlessly, you may never leave! This studio offers a full updated kitchen with an eat in area with beautiful views of the water, a full sized washer and dryer and a private entrance to the patio. Upstairs offers a wonderful open concept studio designed for relaxation-a cozy living

    Kelly Parks Coldwell Banker Realty

    1012 S Creek View Ct, Churchton, MD 20733
  • /100

    $940,000

    Sold Aug 29, 2025

    1015 S Creek View Ct, Churchton, MD 20733

    • 5 Beds
    • 3.5 Baths
    • 5,694 Sq Ft
    • Built 1996

    Last Sold Summary

    • $165/SF
    • 39 Days On Market

    Current Estimated Value $972,465

    Last Listing Agent Phil Gerdes Real Broker, LLC - Annapolis

    1015 S Creek View Ct, Churchton, MD 20733
    • /42

      Est $288,814

      Not Listed For Sale

      1191 Bay View Ave, Shady Side, MD 20764

      • 2 Beds
      • 1 Bath
      • 782 Sq Ft
      • Built 1981
      1191 Bay View Ave, Shady Side, MD 20764

      Last Sold Summary

      • 8 Days On Market

  • /2

    $495,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,730 Sq Ft

    5222 Spring Ave, Shady Side, MD 20764

    Agent Photo

    Chris James

    Northrop Realty

    (410) 541-1258

    5222 Spring Ave, Shady Side, MD 20764
  • /16

    $2,795 Per Month

    • 3 Beds
    • 2 Baths
    • 1,414 Sq Ft
    • House for Rent

    1304 Avalon Blvd, Shady Side, MD 20764

    AVAILABLE MAY 30- UPDSTED # BR - 2,5 Bath - VERY CLEAN HOME. This community offers wonderful amenities including boat ramp, fishing pier, beach, playgrounds and picnic areas! The home offers newer vinyl plank flooring, owner's suite with full bath & double sinks, open floor plan, wrap-around porch, fully-fenced yard and back deck! MIN CREDIT SCORE OF 640 AND GROSS HOUSEHOLD INCOME OF $100,000.

    (443) 775-2445

    1304 Avalon Blvd, Shady Side, MD 20764
  • /65

    $710,000

    Sold Aug 28, 2025

    1109 Cherry Point Rd, West River, MD 20778

    • 4 Beds
    • 4.5 Baths
    • 3,352 Sq Ft
    • Built 2011

    Last Sold Summary

    • $212/SF
    • 64 Days On Market

    Current Estimated Value $808,675

    Last Listing Agent Ray Mudd Schwartz Realty, Inc.

    1109 Cherry Point Rd, West River, MD 20778
    • /14

      Est $352,469

      Not Listed For Sale

      1299 Steamboat Rd, Shady Side, MD 20764

      • 3 Beds
      • 1.5 Baths
      • 1,240 Sq Ft
      • Built 1987
      1299 Steamboat Rd, Shady Side, MD 20764

      Last Sold Summary

      • 10 Days On Market

  • /33

    $595,990

    New Construction $16K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,091 Sq Ft

    1225 Juniper St, Shady Side, MD 20764

    THIS IS A TO BE BUILT HOME

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    (410) 724-1190

    1225 Juniper St, Shady Side, MD 20764
  • /23

    $1,800 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • House for Rent

    4740 Frederick Ave, Shady Side, MD 20764

    Enjoy stress-free living with electric, water, sewer, and lawn care all included in the rent (tenant responsible for internet/cable). This charming home offers beautiful views of the West River and is nestled in a quiet, water-privileged community. Features include brand-new LVP flooring, fresh paint throughout, in-unit washer and dryer, and sliding doors leading to a spacious deck overlooking

    Ray Mudd Schwartz Realty, Inc.

    4740 Frederick Ave, Shady Side, MD 20764
  • /57

    $319,900

    Sold Jan 12, 2026

    4950 W End Ave, Shady Side, MD 20764

    • 2 Beds
    • 1.5 Baths
    • 984 Sq Ft
    • Built 1950

    Last Sold Summary

    • $325/SF
    • 6 Days On Market

    Current Estimated Value $323,417

    Last Listing Agent Pattee McInerney Scott McInerney RE/MAX One

    4950 W End Ave, Shady Side, MD 20764
    • /62

      Est $919,782

      Not Listed For Sale

      605 Lavender Ct, West River, MD 20778

      • 5 Beds
      • 3.5 Baths
      • 4,808 Sq Ft
      • Built 2003
      605 Lavender Ct, West River, MD 20778

      Last Sold Summary

      • 0 Days On Market

  • /22

    $599,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,946 Sq Ft

    1003 Henry Ave, West River, MD 20778

    Located in the charming Back Bay Beach area of West River, 1003 Henry Avenue offers the relaxed feel of Southern Anne Arundel County living with easy access to the water, marinas, local dining, and nearby historic Galesville. Enjoy the laid-back coastal lifestyle of the West River, with Galesville Wharf, waterfront restaurants, boating access, and scenic outdoor destinations just minutes away.

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    (410) 883-0935

    1003 Henry Ave, West River, MD 20778
  • /39

    $3,200 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,261 Sq Ft
    • House for Rent

    1527 Snug Harbor Rd, Shady Side, MD 20764

    Beautiful home with full inlaw suite located on 1.41 acres and across from Shady Side Elementary school. Home offers hardwood floors thru out (except inlaw suite), kitchen with granite counter tops, ss appliances, family room with gas fireplace, sliders to rear deck, living room, inlaw suite with separate entrance, kitchen, full bath, separate hvac (subleasing not permitted). Three bedroom and 2

    Ray Mudd Schwartz Realty, Inc.

    1527 Snug Harbor Rd, Shady Side, MD 20764
  • /29

    $667,000

    Sold Jun 24, 2025

    4938 Rullman Rd, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 2022

    Last Sold Summary

    • $303/SF
    • 6 Days On Market

    Current Estimated Value $688,829

    Last Listing Agent Carey Laycock RE/MAX Leading Edge

    4938 Rullman Rd, Shady Side, MD 20764
    • /30

      Est $475,318

      Not Listed For Sale

      1421 Snug Harbor Rd, Shady Side, MD 20764

      • 3 Beds
      • 2 Baths
      • 1,786 Sq Ft
      • Built 1950
      1421 Snug Harbor Rd, Shady Side, MD 20764

      Last Sold Summary

      • 10 Days On Market

  • /55

    $650,990

    New Construction $1K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    1235 Spruce Ave, Shady Side, MD 20764

    AUGUST Delivier!!!!Enjoy water views of the community harbor with 60 boat slips and direct access to the Chesapeake Bay—a dream setting for boating and coastal living. This beautifully crafted home features classic board-and-batten siding and a welcoming front porch that creates timeless curb appeal. Inside, the open-concept layout seamlessly connects the dining area and family room, making

    Agent Photo

    Jamie Richardson

    RE/MAX United Real Estate

    (443) 363-1364

    1235 Spruce Ave, Shady Side, MD 20764
  • /42

    $2,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft
    • House for Rent

    1512 Lincoln Rd, Shady Side, MD 20764

    This is a luxury home in Shady Side- turn key in every way for long term low maintenance living. This is not a cosmetic renovation. This home has been comprehensively rebuilt from the inside out, offering the rare combination of modern luxury finishes and complete system-level replacement in an established gated, water-privileged community in Shady Side. Every major component has been replaced,

    Pedro Paz Coldwell Banker Realty

    1512 Lincoln Rd, Shady Side, MD 20764
  • /66

    $515,000

    Sold Jul 08, 2025

    4726 Poplar Rd, Shady Side, MD 20764

    • 5 Beds
    • 3.5 Baths
    • 2,179 Sq Ft
    • Built 1976

    Last Sold Summary

    • $236/SF
    • 34 Days On Market

    Current Estimated Value $551,351

    Last Listing Agent Suzanne Kerill Taylor Properties

    4726 Poplar Rd, Shady Side, MD 20764
    • /35

      Est $516,926

      Not Listed For Sale

      5031 Lerch Dr, Shady Side, MD 20764

      • 4 Beds
      • 2.5 Baths
      • 1,960 Sq Ft
      • Built 2013
      5031 Lerch Dr, Shady Side, MD 20764

      Last Sold Summary

      • 36 Days On Market

  • /37

    $550,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,905 Sq Ft

    1411 Haile Pkwy, Shady Side, MD 20764

    Price reduction! This thoughtfully designed and 2022-built home blends modern finishes with a tranquil setting set against a backdrop of mature woods, creating a bright, open, and inviting space for both everyday living and entertaining. An open two-story foyer welcomes you inside to the main living area with vaulted ceilings, while 9' ceilings throughout the rest of the home enhance the airy,

    Mary Gatton Redfin Corp

    1411 Haile Pkwy, Shady Side, MD 20764
  • /28

    $2,250 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft
    • House for Rent

    1193 Maple Ave, Shady Side, MD 20764

    Check out this beautifully updated home just steps from the Chesapeake Bay and close to the community pier, beach, marina, playground, and more. The interior features fresh paint throughout, brand-new carpet, and laminate flooring on the main level. The spacious primary bedroom includes a private ensuite bathroom for added comfort. Enjoy relaxing on the welcoming front porch with views of the

    George Heine Schwartz Realty, Inc.

    1193 Maple Ave, Shady Side, MD 20764
  • /52

    $565,000

    Sold Dec 05, 2025

    5122 Marx Dr, West River, MD 20778

    • 3 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • Built 1989

    Last Sold Summary

    • $222/SF
    • 124 Days On Market

    Current Estimated Value $615,697

    Last Listing Agent Tom Atwood Keller Williams Legacy

    5122 Marx Dr, West River, MD 20778
    • /17

      Est $377,792

      Not Listed For Sale

      1196 Bay View Ave, Shady Side, MD 20764

      • 3 Beds
      • 1.5 Baths
      • 1,120 Sq Ft
      • Built 1980
      1196 Bay View Ave, Shady Side, MD 20764

      Last Sold Summary

      • 3 Days On Market

  • /48

    $745,000

    • 3 Beds
    • 2 Baths
    • 1,962 Sq Ft

    5341 Al Jones Dr, Shady Side, MD 20764

    Fantastic opportunity to own your own land lighthouse-inspired round house with water views! Perfect serene retreat for the commuter and/or investment opportunity. Quiet neighborhood, blue heron sightings, and all the advantages of coastal living without the summer beach traffic. Freshly painted! This unique home features 3 bedrooms, 2 full bathrooms, an open-concept layout, and a spacious family

    Melissa Wilson Redfin Corp

    5341 Al Jones Dr, Shady Side, MD 20764
  • /20

    $600,000

    Sold Sep 12, 2025

    1601 Snug Harbor Rd, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 2,392 Sq Ft
    • Built 1999

    Last Sold Summary

    • $251/SF
    • 46 Days On Market

    Current Estimated Value $625,005

    Last Listing Agent Alex Estill Long & Foster Real Estate, Inc.

    1601 Snug Harbor Rd, Shady Side, MD 20764
    • /3

      Est $237,333

      Not Listed For Sale

      1452 Shady Rest Rd, Shady Side, MD 20764

      1452 Shady Rest Rd, Shady Side, MD 20764

      Last Sold Summary

      • 16 Days On Market

  • /32

    $419,900

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    4921 Olive St, Shady Side, MD 20764

    Coastal charm meets modern comfort in Avalon Shores! This sun-drenched, corner-lot 1940s cottage boasts beautiful water views from both floors. The inviting interior features a spacious kitchen with stainless steel appliances, while wrap-around windows flood the entire main living area with bright, natural light. Relax or entertain on the cozy screened-in front porch, or step out into the level,

    Eric Hovanky Redfin Corp

    4921 Olive St, Shady Side, MD 20764
  • /2

    $550,000

    Sold Mar 27, 2026

    1218 Juniper St, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 1,992 Sq Ft
    • Built 2019

    Last Sold Summary

    • $276/SF

    Last Listing Agent Ray Mudd Schwartz Realty, Inc.

    1218 Juniper St, Shady Side, MD 20764
    • /30

      Not Listed For Sale

      1222 Hawthorne St, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,564 Sq Ft
      • Built 2019
      1222 Hawthorne St, Shady Side, MD 20764

      Last Sold Summary

      • 37 Days On Market

  • /31

    $465,000

    $14K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 912 Sq Ft

    4725 Frederick Ave, Shady Side, MD 20764

    Adorable and fully renovated rancher situated on a rare double lot in the water-oriented Idlewild community of Shady Side! This cozy yet spacious home has been thoughtfully updated from top to bottom and offers easy one-level living with modern finishes throughout. Open concept living and kitchen area overlooks the expansive rear yard, creating the perfect space for entertaining or everyday

    Colleen Kerrigan Redfin Corp

    4725 Frederick Ave, Shady Side, MD 20764
  • /3

    $255,500

    Sold Aug 05, 2025

    5027 Chalk Point Rd, West River, MD 20778

    • 3 Beds
    • 1 Bath
    • 1,794 Sq Ft
    • Built 1940

    Last Sold Summary

    • $142/SF
    • 18 Days On Market

    Current Estimated Value $284,107

    Last Listing Agent Gina Gargeu Century 21 Downtown

    5027 Chalk Point Rd, West River, MD 20778
    • /39

      Est $536,462

      Not Listed For Sale

      1220 Juniper St, Shady Side, MD 20764

      • 4 Beds
      • 2.5 Baths
      • 1,936 Sq Ft
      • Built 2019
      1220 Juniper St, Shady Side, MD 20764

      Last Sold Summary

      • 0 Days On Market

  • /30

    $424,700

    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    1527 Lincoln Rd, Shady Side, MD 20764

    Experience the best of the Chesapeake Bay in this 3-bedroom, 2.5-bathroom Colonial, in the sought-after Columbia Beach neighborhood! Nestled in a quiet, gated, water-privileged community, this home offers more than just a place to live—it offers a lifestyle complete with a private pier, boat ramp, tennis/basketball courts, and a playground. The heart of the home is the beautifully curated

    Mike Benton Home Towne Real Estate

    1527 Lincoln Rd, Shady Side, MD 20764
  • /7

    $1,800,000

    Sold Oct 17, 2025

    1114 Cherry Point Rd, West River, MD 20778

    • 4 Beds
    • 4.5 Baths
    • 5,757 Sq Ft
    • Built 2026

    Last Sold Summary

    • $313/SF
    • 0 Days On Market

    Current Estimated Value $901,457

    Last Listing Agent Michael Reible Realty Advantage of Maryland LLC

    1114 Cherry Point Rd, West River, MD 20778
    • /37

      Est $475,780

      Not Listed For Sale

      6318 Linden St, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft
      • Built 2010
      6318 Linden St, Shady Side, MD 20764

      Last Sold Summary

      • 7 Days On Market

  • /2

    $535,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,964 Sq Ft

    1183 Cedar Ave, Shady Side, MD 20764

    Photos coming soon! Rarely available and proudly offered for the first time, this spacious split-foyer home sits on nearly a quarter-acre lot in the desirable water-privileged community of Cedarhurst. Built and lovingly maintained by the original owner, this home features 4 bedrooms, 3 full bathrooms, two separate living areas, and an updated open-concept kitchen designed for comfortable everyday

    John Tarpley Schwartz Realty, Inc.

    1183 Cedar Ave, Shady Side, MD 20764
  • /35

    $530,000

    Sold Jul 31, 2025

    1041 Harding Blvd, West River, MD 20778

    • 4 Beds
    • 2.5 Baths
    • 2,058 Sq Ft
    • Built 1964

    Last Sold Summary

    • $258/SF
    • 5 Days On Market

    Current Estimated Value $540,085

    Last Listing Agent Ray Mudd Schwartz Realty, Inc.

    1041 Harding Blvd, West River, MD 20778
    • /65

      Est $789,995

      Not Listed For Sale

      5317 Birch Ct, West River, MD 20778

      • 3 Beds
      • 2.5 Baths
      • 3,946 Sq Ft
      • Built 2002
      5317 Birch Ct, West River, MD 20778

      Last Sold Summary

      • 6 Days On Market

  • /6

    $249,999

    • Land
    • 33,541 Sq Ft
    • $324,674 per Acre

    4846 Woods Wharf Rd, Shady Side, MD 20764

    Vacant Lot Ideal for Expansion or New Venture. Perfect for Boat Storage or New Building. Leverage its proximity to high-demand recreational areas for profitable boat and trailer storage, or business vehicles, or develop the lot into a commercial building for your business, or to lease the space to a business who is looking to serve the local community.

    Scott Cleary RE/MAX One

    4846 Woods Wharf Rd, Shady Side, MD 20764

Showing Results 1 - 40, Page 1 of 18

Home Prices in Shady Side, MD

Home Price Trends

Median Sale Price
$429,500
Median Single Family Sale Price
$447,000
Median 2 Bedroom Sale Price
$335,000
Median 1 Bedroom Sale Price
$315,000
Average Price Per Sq Ft
$323
Number of Homes for Sale
31
Last 12 months Home Sales
92
Months of Supply
4.00
Median List Price
$449,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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