3,270

Shady Side, MD Homes

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  • /4

    $52,500

    • Land
    • 0.33 Acre
    • $159,091 per Acre

    1209 Poplar Ave, Shady Side, MD 20764

    Located in the Cedarhurst Subdivision in Anne Arundel County just blocks away from the Chesapeake Bay. Three lots being sold together. Fantastic opportunity for a new owner. Road has yet to be built for this parcel. Buyer is responsible for conducting all due diligence on property including location, use, restrictions, and taxes. This property is now active in an online auction. All offers must

    Agent Photo

    Samuel Kim

    Jason Mitchell Group

    (410) 936-7840

    1209 Poplar Ave, Shady Side, MD 20764
  • /13

    $2,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    1154 Steamboat Rd, Shady Side, MD 20764

    Spacious home w/ hardwood floors, 4 bedrooms , 2.5 baths, screened porch and patio, rec room with pool table, on an acre of land that backs to woods. Wildlife abounds! This is a substantial home built with cinder block, concrete and stucco! Garage Apartment is rented and has separate entrance and electric meter from the main house. Garage is retained for landlord storage. Plenty of parking and

    Paul Lee Long & Foster Real Estate, Inc.

    1154 Steamboat Rd, Shady Side, MD 20764
  • /32

    $300,000 Sold May 02, 2025

    • 950 Sq Ft
    • $316/SF
    • 15 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    5215 Park Ave, Shady Side, MD 20764

    Welcome Home to 5215 Park Avenue!! This Beautifully updated Rancher has the space you need to create a life you desire! Boasting an array of sleek finishes throughout this 3 Bedroom, 1 Bathroom home has so much to offer! Featuring an open concept layout with spacious living room, kitchen, 3 entry level bedrooms, full bathroom and laundry. Kitchen boasts S/S appliances, white shaker cabinets,

    Lois Alberti Alberti Realty, LLC

    5215 Park Ave, Shady Side, MD 20764
    • /63

      Est $467,879 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,914 Sq Ft

      1306 Butternut St, Shady Side, MD 20764

      1306 Butternut St, Shady Side, MD 20764
  • /66

    $569,900

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

    4726 Poplar Rd, Shady Side, MD 20764

    Ready for Viewing! Welcome to this wonderfully unique and updated home in the small community of Felicity Cove. Felicity Cove is a private, waterfront community of only 34 homes with a large community pier and outdoor areas. With part-time and full-time residences there is not a lot of turnover in the community. This home is 2 story brick and vinyl clad Cape Cod style with a Mid-century Modern

    Suzanne Kerill Taylor Properties

    4726 Poplar Rd, Shady Side, MD 20764
  • /55

    $4,000 per month

    • 5 Beds
    • 2.5 Baths
    • 1,992 Sq Ft
    • House for Rent

    1305 Maple St, Shady Side, MD 20764

    Showings will be after 3/3/2025 ---Welcome to 1305 Maple St, a beautifully renovated residence available for rent in the sought-after waterfront community of Avalon Shores. Blending modern style with thoughtful design, this home offers an elevated living experience from start to finish. The luxury vinyl plank flooring flows throughout, creating a warming atmosphere.At the heart of the

    Kelly DePaulo Keller Williams Capital Properties

    1305 Maple St, Shady Side, MD 20764
  • /21

    $325,000 Sold Apr 25, 2025

    • 960 Sq Ft
    • $339/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1989

    1230 Avalon Blvd, Shady Side, MD 20764

    Welcome to this absolutely charming ranch-style home located in the highly desirable, water-privileged community of Avalon Shores. This contemporary cottage offers a cozy and inviting atmosphere, highlighted by a warm wood-burning fireplace and an open floorplan that enhances the space with cathedral ceilings, creating a bright and airy living environment.The well-sized owner’s bedroom boasts

    Patricia Frostbutter CENTURY 21 New Millennium

    1230 Avalon Blvd, Shady Side, MD 20764
    • /30

      Est $458,107 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,786 Sq Ft

      1421 Snug Harbor Rd, Shady Side, MD 20764

      1421 Snug Harbor Rd, Shady Side, MD 20764
  • /26

    $729,000

    • 2 Beds
    • 1.5 Baths
    • 1,540 Sq Ft

    4801 Avery Rd, Shady Side, MD 20764

    Water! Water everywhere! This adorable mid-century cottage faces Hopkins Cove , borders Parish Creek and looks out to the Chesapeake Bay Bridge. It is a dream come true for those who love living on the water, and could be your weekend getaway cottage. Not a fan of cottages? Then, go all in and remodel to make it your own! The possibilities are endless..... The property is being sold "as is".

    Theresa Kurtz EXP Realty, LLC

    4801 Avery Rd, Shady Side, MD 20764
  • /48

    $3,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,511 Sq Ft
    • House for Rent

    4734 Oak Rd, Shady Side, MD 20764

    Enjoy breathtaking Chesapeake Bay views from this charming rental home in the quaint community of Felicity Cove. The ground level features a bedroom, a full bath, a living room, and a second kitchen—perfect for in-laws or guests. The main living area is situated on the second floor to maximize the stunning views and includes a screened porch off the primary kitchen, as well as the bedroom. The

    David Way Schwartz Realty, Inc.

    4734 Oak Rd, Shady Side, MD 20764
  • /33

    $645,000 Sold Apr 18, 2025

    • 2,868 Sq Ft
    • $225/SF
    • 28 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1989

    4920 Thomas Dr, Shady Side, MD 20764

    Beautifully maintained 4-bedroom, 2.5-bath home in the coveted Westelee neighborhood. This residence has everything you desire and more, including a spacious eat-in kitchen with a separate dining room, a main-level office, spa-inspired bathrooms, fresh paint, and new carpet. The upper level features a huge bonus room over the garage that can serve as a playroom or a potential 5th bedroom. Primary

    Rene Livesay Curtis Real Estate Company

    4920 Thomas Dr, Shady Side, MD 20764
    • /3

      Est $43,500 Not Listed For Sale

      1452 Shady Rest Rd, Shady Side, MD 20764

      1452 Shady Rest Rd, Shady Side, MD 20764
  • /30

    $589,900

    • 2 Beds
    • 1.5 Baths
    • 1,244 Sq Ft

    5211 Al Jones Dr, Shady Side, MD 20764

    Just in time for summer, this coastal contemporary “cottage” offers you panoramic views and the soothing sounds of the Chesapeake Bay. This Bay fronting property has an open airy interior, warm and inviting, with two story vaulted ceilings, walls of windows which showcase the Bay view. The ease of main level living, enhanced with wood floors, includes the living, dining, kitchen, 2 bedrooms, a

    Celeste Blessin Coldwell Banker Realty

    5211 Al Jones Dr, Shady Side, MD 20764
  • /16

    $305,000 Sold Apr 16, 2025

    • 960 Sq Ft
    • $318/SF
    • 0 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1985

    1510 Cedarhurst Rd, Shady Side, MD 20764

    This home is a perfect home for first time buyers or buyers looking to downsize to one level living. The spacious rancher boasts an open floor plan with 3 bedrooms and a full bathroom. Lots of closet space in the bathroom and bedrooms. You also have a separate laundry/mudroom space with it's own outside entrance located right behind the kitchen...great for keeping those muddy shoes out of your

    Daniel Toth EXP Realty, LLC

    1510 Cedarhurst Rd, Shady Side, MD 20764
    • /12

      Est $131,149 Not Listed For Sale

      1190 Steamboat Rd, Shady Side, MD 20764

      1190 Steamboat Rd, Shady Side, MD 20764
  • /7

    $850,000

    • 5 Beds
    • 3 Baths
    • 3,052 Sq Ft

    5235 Chalk Point Rd, West River, MD 20778

    Updated Colonial Retreat in Prime West River Location!Welcome to 5235 Chalk Point Road – a beautifully updated 5-bedroom, 3.5-bath Colonial offering 3,052 sq ft of refined living space on a serene 1.37-acre lot. Built in 1990 and thoughtfully enhanced throughout, this spacious home features two primary suites, including one conveniently located on the main floor—perfect for flexible living.Recent

    Bonnie O'Donnell RE/MAX One

    5235 Chalk Point Rd, West River, MD 20778
  • /55

    $525,000 Sold Apr 14, 2025

    • 2,240 Sq Ft
    • $234/SF
    • 39 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2021

    1209 Avalon Blvd, Shady Side, MD 20764

    Stunning 2021-Built Home with Modern Elegance in Shady Side, MDDiscover your dream home in the charming Bayside community of Avalon Shores in Shady Side! Built in 2021, this 4-bedroom, 2.5-bathroom beauty showcases an impeccable, modern design, thoughtful upgrades like crown moldings, high ceilings, and other luxurious details throughout. The heart of the home is a bright, open-concept living

    Joan Stansfield Samson Properties

    1209 Avalon Blvd, Shady Side, MD 20764
    • /39

      Est $527,657 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,936 Sq Ft

      1220 Juniper St, Shady Side, MD 20764

      1220 Juniper St, Shady Side, MD 20764
  • /89

    $1,180,000

    • 5 Beds
    • 5.5 Baths
    • 8,143 Sq Ft

    6561 Shady Side Rd, Shady Side, MD 20764

    Merchant Unmatched water views. Nearly 8,000 sq ft of curated living. A property that doesn’t just stand out—it stands alone.Tucked away in the quiet, rural charm of Shady Side, this architecturally bold residence offers year-round views of the West River and a lifestyle that feels worlds away—yet keeps you close to everything that matters. Step inside and you’re immediately immersed in nearly

    Phil Gerdes Real Broker, LLC - Annapolis

    6561 Shady Side Rd, Shady Side, MD 20764
  • /42

    $405,000 Sold Apr 11, 2025

    • 1,320 Sq Ft
    • $307/SF
    • 44 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1996

    5207 Nick Rd, Shady Side, MD 20764

    Charming single-story home on 1 acre in Shady Side! This move-in ready property features 4 bedrooms, 2 bathrooms, and hardwood floors . The kitchen shines with white cabinetry, a subway tile backsplash, and stainless steel appliances, all set in an open-concept layout perfect for gatherings. Modern bathrooms, spacious bedrooms with natural light, and built-in storage add to its practicality.

    Scott Swahl Redfin Corp

    5207 Nick Rd, Shady Side, MD 20764
    • /37

      Est $449,943 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft

      6318 Linden St, Shady Side, MD 20764

      6318 Linden St, Shady Side, MD 20764
  • /66

    $879,900

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

    1109 Cherry Point Rd, West River, MD 20778

    First time on the market! This custom-built water view home, set on a picturesque one-acre lot, was thoughtfully designed by its original owners. Featuring a first-floor primary suite, wide hallways and doors for wheelchair accessibility, and a roll-in shower in the primary bath, every detail was carefully planned. The exquisite gourmet kitchen boasts a commercial gas stove, wall oven, spacious

    Ray Mudd Schwartz Realty, Inc.

    1109 Cherry Point Rd, West River, MD 20778
  • /37

    $560,000 Sold Apr 09, 2025

    • 1,834 Sq Ft
    • $305/SF
    • 27 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    1000 Hawk Channel Ct, West River, MD 20778

    Nicely updated single family in the sought after water privileged community of Cedarlea. This lovely home offers the best of both contemporary and traditional floor plans with bright, open spaces, large windows and vaulted ceilings in the living room and primary bedroom. It features 3 good sized bedrooms on the upper level with a total of 2.5 baths and sits on a private corner lot that is fenced

    Carol Tinnin RE/MAX Leading Edge

    1000 Hawk Channel Ct, West River, MD 20778
    • /55

      Est $425,298 Not Listed For Sale

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

      5707 Shady Side Rd, Churchton, MD 20733

      5707 Shady Side Rd, Churchton, MD 20733
  • /33

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 3,445 Sq Ft

    4927 Hine Dr, Shady Side, MD 20764

    Open Saturday, April 26 11:00 to 1:00. Post & beam architect design home with passive solar elements and lots of glass facing the water. A beautiful waterfront lot with southern exposure and wonderful view! Very well protected water on West River, stone rip rap. Pier only a few years old. Hop in your boat and be at one of 2 waterfront restaurants or West River Sailing Club in a couple of

    William Whitman Long & Foster Real Estate, Inc.

    4927 Hine Dr, Shady Side, MD 20764
  • /30

    $380,000 Sold Apr 03, 2025

    • 1,344 Sq Ft
    • $283/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1955

    6432 Shady Side Rd, Shady Side, MD 20764

    Rare Find on half acre lot in idyllic location! This beautifully updated 3 bedroom/2 full bath "super" rancher, surrounded by natural beauty and mature trees, offers space, style, and an unbeatable location! Vaulted ceilings in the kitchen and living room create a bright, open feel, while fresh paint and brand-new flooring add a modern touch throughout. The extra-large primary suite features a

    Parker Jones Engel & Völkers Annapolis

    6432 Shady Side Rd, Shady Side, MD 20764
    • /65

      Est $753,118 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 3,946 Sq Ft

      5317 Birch Ct, West River, MD 20778

      5317 Birch Ct, West River, MD 20778
  • /34

    $759,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,920 Sq Ft

    4922 Lerch Dr, Shady Side, MD 20764

    PRICE REDUCED! Waterfront Stunner! This home features main-level living with a large bedroom and full bath. The kitchen opens to the living area with tons of natural light. Upstairs, two additional bedrooms with private baths ensure everyone has their own space & privacy. Outside is a small finished entertainment area or walk to your private dock. Crab in the summer or take a kayak, SUP, or canoe

    Dorothy Bistransin Redfin Corp

    4922 Lerch Dr, Shady Side, MD 20764
  • /42

    $470,000 Sold Apr 03, 2025

    • 1,888 Sq Ft
    • $249/SF
    • 46 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    5134 Cedarlea Dr, West River, MD 20778

    Discover this charming home nestled in a cul-de-sac within the sought-after, water-privileged community of Cedarlea. This inviting property boasts gleaming hardwood floors throughout the family room, living room, dining room, and all bedrooms. The family room features a cozy wood-burning fireplace, perfect for chilly evenings, while the dining area opens to a spacious screened porch overlooking a

    Ray Mudd Schwartz Realty, Inc.

    5134 Cedarlea Dr, West River, MD 20778
    • /53

      Est $399,136 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,388 Sq Ft

      1727 Columbia Beach Rd, Shady Side, MD 20764

      1727 Columbia Beach Rd, Shady Side, MD 20764
  • /10

    $700,000

    • 2 Beds
    • 1 Bath
    • 862 Sq Ft

    1337 W River Rd, Shady Side, MD 20764

    Your Own Private Retreat, get away from the Rat Race and make this a great place for you and your family.1337 West River Road , located in Shady Side, MDis a secluded waterfront property that sits on 1.5 acres with 592 feet of waterfront on the South Creek.This property has a home with 2 beds and 1 bath that will need remodeling and/or teardown.it's located 1/4 mile off the

    Bruce Thompson Long & Foster Real Estate, Inc.

    1337 W River Rd, Shady Side, MD 20764
  • /36

    $515,000 Sold Mar 28, 2025

    • 2,000 Sq Ft
    • $258/SF
    • 1 Day On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1940

    1435 Shady Rest Rd, Shady Side, MD 20764

    Come see this beautifully renovated Cape Cod situated on over an acre of land! The light-filled kitchen boasts granite countertops, stainless steel appliances, and crisp white cabinetry, while hardwood floors flow throughout the kitchen and living room. The main-level primary bedroom features a full bath for added convenience. Upstairs, you'll find four additional bedrooms and another full bath.

    Ray Mudd Schwartz Realty, Inc.

    1435 Shady Rest Rd, Shady Side, MD 20764
    • /11

      Est $295,678 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft

      5806 Shady Side Rd, Churchton, MD 20733

      5806 Shady Side Rd, Churchton, MD 20733
  • /30

    $598,337 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,135 Sq Ft

    4958 Filbert St, Shady Side, MD 20764

    New Construction (To-Be-Built). Meet the Monroe: this stunning home design comes with three distinct elevations to choose from, ensuring your home reflects your unique style and preferences: Traditional, Modern, or Craftsman. The spacious layout encompasses four bedrooms, Owner's suite with ensuite bathroom, and 2nd Floor laundry. Work from home effortlessly in the dedicated office space,

    Jamie Richardson Coldwell Banker Realty

    4958 Filbert St, Shady Side, MD 20764
  • /52

    $743,750 Sold Mar 28, 2025

    • 2,268 Sq Ft
    • $328/SF
    • 4 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2015

    4922 Hine Dr, Shady Side, MD 20764

    This stunning home offers the perfect blend of serene coastal living and modern style & convenience—without the waterfront price tag! Experience breathtaking, unobstructed water views in this almost waterfront home! Enjoy the beauty of the water from your windows, with direct access just steps away. Completely rebuilt in 2018, this home will WOW you with its HGTV-style, open concept, SOARING

    Joan Stansfield Samson Properties

    4922 Hine Dr, Shady Side, MD 20764
    • /14

      Est $414,962 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft

      1437 Cedarhurst Rd, Shady Side, MD 20764

      1437 Cedarhurst Rd, Shady Side, MD 20764
  • /29

    $670,250 Under Contract

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

    4938 Rullman Rd, Shady Side, MD 20764

    Westelee Welcome's You Home! This 2 year old "Pottery Barn" Colonial home is set perfectly on a corner lot with views of the West River. This home has 4 bedrooms and 2.5 baths. Patio was just put in and a 6 foot privacy fence around the backyard in 2024. GREAT FOR HAVING A CRAB FEAST IN THE SUMMER OR BONFIRES IN THE FALL. THIS YARD IS GREAT FOR ENTERTAINING BRING YOUR FAMILY AND FRIENDS. There

    Carey Laycock RE/MAX Leading Edge

    4938 Rullman Rd, Shady Side, MD 20764
  • /57

    $410,000 Sold Mar 21, 2025

    • 1,356 Sq Ft
    • $302/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1990

    4911 Chestnut St, Shady Side, MD 20764

    ****OPEN HOUSE Sat Feb 8th 10am-12pm**** Experience the ease of one-level living with this highly sought-after open floor plan in Avalon Shores! Step into the vaulted-ceiling living area, complete with a cozy wood-burning fireplace, seamlessly flowing into the eat-in kitchen with breakfast bar. Clear sight lines lets you overlook your formal dining area. New carpet freshly installed in all the

    Nicki Palermo RE/MAX One

    4911 Chestnut St, Shady Side, MD 20764
    • /53

      Est $325,457 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,182 Sq Ft

      1728 Maryland Ave, Shady Side, MD 20764

      1728 Maryland Ave, Shady Side, MD 20764
  • /46

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,216 Sq Ft

    1012 S Creek View Ct, Churchton, MD 20733

    Ideally situated on 1+ acre of land with 126 feet of South Creek waterfrontage, this stunning custom-built home is private and peaceful. The well-maintained community of South Creek View, with 32 homes, welcomes you with mature trees and landscaped yards. The private pier has 4-5 ft water depth and two boat slips, a boat lift, and a lounging platform. Located on the pristine South Creek, you are

    Reid Buckley Long & Foster Real Estate, Inc.

    1012 S Creek View Ct, Churchton, MD 20733

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