Shady Side

4701 Girton Avenue Shady Side MD 20764

Shady Side, MD4701 Girton Avenue

Price$2,400,000

Est. Mortgage: $/month

MLS Number MDAA2103248

  • Single Family
  • Bedrooms 9
  • Bathroom 7
  • Square Feet 6,873
  • Acreage 0.69

This waterfront property at 4701 Girton Ave truly is a luxurious retreat, offering the perfect balance of space, privacy, and stunning views of the Chesapeake Bay and West River. This very private setting, an expansive home, has 260 feet of pristine waterfront, coupled with the boat lift, jet ski lifts, and large pier, offers unparalleled access to water activities. The pier also has deep water that can hold above average watercraft and gear for all the fun on the Chesapeake Bay. The in-law suite is a great touch for visitors or extended family, offering complete privacy with its own living space and entrance. It's clear that the home is designed for both functionality and luxury, from the chef's kitchen with its top-tier appliances and water views to the primary suite. Primary suite is located on the first floor and is expansive both on size and views. The vast living space includes an in-law suite with two bedrooms, there are five additional bedrooms on second floor with two bedrooms with private baths, total of eight bedrooms and six baths. There are two laundry rooms located on each level, special Geothermal heat and air system, three car garage, stucco siding, Anderson windows and heated driveway. Home will need up-dates to your personal liking. Possible AB&B no HOA buyer would need to research, Anne Arundel County requirements for AB&B and any local ordinances for restrictions and requirements. With its proximity to cities like Annapolis, DC, and Baltimore, this property offers the perfect combination of a tranquil waterfront retreat and access to urban conveniences. The ultimate game changer for this property is not only the space it provides, but the location and privacy.

Listed by Dee Dee R McCracken of Coldwell Banker Realty

$
$
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$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4923 Thomas Drive Shady Side MD 20764

Shady Side, MD4923 Thomas Drive

Price$1,448,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDAA2098520

  • Single Family
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,720
  • Acreage 0.18

Located just an hour from Washington, D.C., this custom-built waterfront estate on Chesapeake Bay offers a rare blend of modern luxury, serene views, and premier water access, making it the perfect retreat or high-potential vacation rental. At nearly 5,000 square feet, this thoughtfully designed home captures the essence of relaxation and recreation along over 100 feet of pristine shoreline. Built with gatherings in mind, this three-level residence features 4 spacious bedrooms and 4.5 refined bathrooms, making it a perfect choice for family vacations or group getaways. The main level showcases an open-concept design with soaring ceilings, rich maple hardwoods, and a striking stone-surround fireplace as the focal point of the living room-a welcoming feature for cozy evenings and gatherings. The gourmet chef's kitchen is outfitted with premium stainless steel appliances, double ovens, a gas cooktop, and granite countertops, while an adjoining screened-in porch offers a peaceful, sheltered space to enjoy Bay views over morning coffee or evening drinks. Each level of the home presents thoughtfully designed spaces for both entertainment and relaxation. The second-floor owner's suite is a private sanctuary, complete with a spa-like bath, sitting area, bonus room, and a private balcony overlooking the Bay's tranquil waters. Additional guest suites and a cozy den provide ample space for unwinding, while a main-level office offers a secluded retreat for work or planning the day's adventures. The third floor is dedicated to entertainment, with a spacious family room featuring a wet bar, refrigerator, and balcony offering panoramic views-an ideal spot for sunset gatherings or lounging after a day on the water. Outside, lush lawns lead to a custom pier with dual boat lifts, making water adventures effortlessly accessible. A private waterside entrance and full bath provide a convenient transition from outdoor fun to indoor comfort. Perfectly positioned for vacation rentals, this move-in-ready property is within reach of local amenities like a marina, boat ramp, swimming beach, and popular waterfront restaurants accessible by boat. Whether as a private retreat or an income-generating rental, this property offers a luxurious Chesapeake Bay lifestyle with proximity to the city and high demand for a premium waterfront experience.

Listed by Kara Chaffin Donofrio of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4754 Chestnut Road Shady Side MD 20764

Shady Side, MD4754 Chestnut Road

Price$1,350,000

Est. Mortgage: $/month

Pending

MLS Number MDAA2080416

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,142
  • Acreage 2.76

Gorgeous 2.76 acre waterfront estate with a beautiful Victorian style home on the Chesapeake Bay. Unique 3 bedroom 3 bath open flowing floor plan exudes casual elegance with quality design and workmanship, perfect for coastal living. This lovely home provides great entertaining spaces inside and out. Equipped with Anderson windows and french doors, multiple Trex decks and porches, hardwood and ceramic floors, cathedral ceilings, lofts, a two story wood-burning stone fireplace, turret room, gazebo, 110 foot rebuilt pier, an in-ground pool and so much more! Additionally, the estate provides the ability to build one additional home. The property is served by private well, public sewer, propane gas heat and cooking, and 400 AMP electric service.

Listed by Martin E Welsh of Monument Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4927 Hine Drive Shady Side MD 20764

Shady Side, MD4927 Hine Drive

Price$1,150,000

Est. Mortgage: $/month

Coming Soon

MLS Number MDAA2101480

  • Single Family
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,445
  • Acreage 0.31

A beautiful waterfront lot with southern exposure and wonderful view! House is a post & beam architect design with passive solar elements and lots of glass facing the water. 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 minutes. You can join Chesapeake Yacht Club at the end of Hine Drive and walk there! The Yacht Club offers slips, a pool, restaurant and other amenities.

Listed by William H Whitman and Amelia Whitman of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1133 Steamboat Road Shady Side MD 20764

Shady Side, MD1133 Steamboat Road

Price$997,000

Est. Mortgage: $/month

MLS Number MDAA2088058

  • Land

BRING ON THE RIVER BOATS... Unparalleled access to the Chesapeake Bay, ideal for boating, sailing, fishing and crabbing enthusiasts!!! Discover the perfect canvas for your waterfront dream home on this stunning undeveloped lot in the prestigious Shady Side community offering ample space for building a custom waterfront estate. With 80 feet of prime waterfront frontage on the Chesapeake Bay, this 1.6-acre property is an exceptional opportunity for discerning buyers seeking a serene and luxurious lifestyle. **Lot Size:** 1.6 acres **Waterfront:** 80 feet **Docks:** 2 with boat lifts **Water Depth:** Over 6 feet

Listed by John T Halpin III of RE/MAX Premiere Selections

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5070 Lerch Drive Shady Side MD 20764

Shady Side, MD5070 Lerch Drive

Price$875,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDAA2098684

  • Single Family
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,598
  • Acreage 0.25

Gorgeous waterfront home on the West River located in the Avalon Shores community of Shady Side. Offering 5 bedrooms, 3 full baths, and 2500+ sq.ft of sun-bathed living space on two levels. This beautiful home features an open floor plan with large wall of windows overlooking the rear yard and river, private pier w/ lift, mature landscaping, workshop/storage shed, and ample parking. The main level offers a modern open kitchen with granite countertops stainless-steel appliances, dining room, generous living/sitting area, 1 bedroom, 1 full bath, laundry/utility room, and rear covered deck for dining or relaxing. Upstairs the primary suite offers a full bath, sitting area, and ample closets. Three additional bedrooms, one with balcony, the 3rd bath, and open sitting area complete the second level. Hardwood floors throughout. Major updates completed in 2021. Short distance from groceries, parks, dining, and marinas. Short boat ride to dining in Galesville. Half hour to Annapolis and under an hour to DC, Avalon Shores offers two playgrounds, private community boat ramp and fishing pier. Don't miss this opportunity to live your best Chesapeake Bay life. Dry zone installed in 2016. This is a temperature and moisture control system installed in the entire crawl space. Deed reflects ownership of lot 1 and 2 total of .25 acres. Avalon Shore- it is a special community benefit district (SCBD)

Listed by Thomas A Keane and Marc Bertinelli of Washington Fine Properties,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1462 Snug Harbor Road Shady Side MD 20764

MLS Number MDAA2012164

  • Commercial
  • Property SubType Special Purpose
  • Subdivision Shady Side
  • Acreage 0.57

4 BEDS/1FULL BATH AND1/2 BATH WITH SHOWER. 2144SQ FT. Home income opportunity goes with this four bedroom home on .57 acres of (C1B) commercial zoned property. Additional .375 acres and .1243 acres of (MA2) marine zoned property totaling 1.0693 acres, with 135 feet of bulk headed waterfront, 200 foot pier, and 12 boat slips. Water depth from 4 to 8 feet that can accommodate boats in excess of 40 feet. Total income from 7 of the 12 slips in 2021 was $11,300. POTENTIAL $20,000. PLUS RENTAL INCOME IN ADDITION TO DRY STORAGE AVAILABLE. Many upgrades and extras. Information sheet in the document section of the listing or may be emailed to interested parties. Cold box has been removed.

Listed by George G Heine Jr. of Schwartz Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4801 Avery Road Shady Side MD 20764

Shady Side, MD4801 Avery Road

Price$795,000

Est. Mortgage: $/month

MLS Number MDAA2101544

  • Single Family
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,540
  • Acreage 0.42

An adorable cottage with almost 200' of waterfront facing Hopkins Cove with views of the Chesapeake Bay Bridge. This could be your weekend getaway cottage, or go all in and remodel to make it your own! The possibilities are endless..... The property is being sold "as is". Please contact AACO and the Critical Area Division regarding remodeling permit requirements.

Listed by Theresa Kurtz of EXP Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1462 Snug Harbor Road Shady Side MD 20764

Shady Side, MD1462 Snug Harbor Road

Price$795,000

Est. Mortgage: $/month

MLS Number MDAA2011224

  • Single Family
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,144
  • Acreage 0.57

4 beds/ 1 full bath and 1/2 bath with shower.2144 SQ FT. Home and income opportunity goes with this four bedroom home on .57 acres of (C1B) commercial zoned property. Additional .375 acres and .1243 acres of (MA2) marine zoned property, totaling 1.0693 acres, with 135 feet of bulk headed waterfront, 200 foot pier, and 12 boat slips. Water depth from 4 to 8feet, that can accommodate boats in excess of 40 feet. Total income from 7 of the 12 slips in 2021 was $11,300. POTENTIAL $20,000 PLUS RENTAL INCOME IN ADDITION TO DRY STORAGE AVAILABLE. Many upgrades and extras. Information sheet in the document section of the listing or may be emailed to interested parties. Cold box has been removed.

Listed by George G Heine Jr. of Schwartz Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1337 W River Road Shady Side MD 20764

Shady Side, MD1337 W River Road

Price$700,000

Est. Mortgage: $/month

MLS Number MDAA2092570

  • Single Family
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 862
  • Acreage 1.5

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, MD is 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 main road (West River Road ) follow signs to property. use GPS (once on West River Road make a left turn pass the first house on the left and follow gravel road to the end.)

Listed by Bruce C Thompson Sr. of Long & Foster Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4938 Rullman Road Shady Side MD 20764

Shady Side, MD4938 Rullman Road

Price$670,250

Est. Mortgage: $/month

Active With Contract

MLS Number MDAA2097800

  • Single Family
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,200
  • Acreage 0.25

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 is NO HOA . The Westelee Community was named in 2018 as the up and coming places to live in South County. The home is located on a dead end street. THE COMMUNITIES PRIVATE BEACH, BOAT RAMP, PLAYGROUND (NEW 2020),PIER W/ ELECTRIC,10+BOAT SLIPS,GAZEBO (2020) ,SWIMMING AND WATER SPORTS JUST 2 HOMES FROM YOUR FRONT DOOR!Bring your crabbing net for day/night time crabbing at the pier, swimming at the beach , fishing off the pier or kayak over to the local waterfront restaurants across the Creek. All is voluntary for $60.00 a year you can enjoy all of these wonderful amenities Westelee has to offer you and your family.LET THE KIDS ENJOY ALL OF THE COMMUNITY ACTIVITIES THAT ARE PLANNED SUCH AS CARDBOARD BOAT RACES FOR FATHERS DAY OR EVEN A HALLOWEEN PARADE. THESE ARE JUST 2 OF MANY EVENTS THE COMMUNITY HAS THROUGHOUT THE YEAR. Chesapeake Yacht club is about 5 homes away and you can join the yacht club and their amenities as well. Westelee is a very small private community located right off the West River. You can sit out in your backyard and entertain all summer long enjoying the bands music from across the river. Don't wait this home will not be on the market long!

Listed by Carey L Laycock of RE/MAX Leading Edge

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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4933 Aspen Street Shady Side MD 20764

Shady Side, MD4933 Aspen Street

Price$645,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDAA2098080

  • Single Family
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,613
  • Acreage 0.23

This 3600+ sq. ft. provides water views in a water privileged community to go along with this spacious home. This is one of the few houses of this size in the area. The main floor starts with a grand entrance that leads to the den, eat in kitchen, dining room and living room providing plenty of space for hosting and spending time with family. The half bathroom is in the middle of the action to provide your guests and your family with a main floor bathroom. The second floor is completely for living quarters with three large bedrooms and three full bathrooms. The master bedroom includes an en suite. The walk in master closet completes the oasis for the homeowners. The two guest bedrooms both have larger sized individual closets each complete with its own large, full bathroom. In the final floor, you have an extra large bedroom. It connects to a huge bonus room with water views. This room provides an excellent space to get creative for a bar, lounge, ping pong table and/ or movie room. The options are endless in this area of the home.

Listed by Pedro Sousa-Paz of Samson Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.89% last updated on Feb 6, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Copyright 2025 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Savercool Team | Long & Foster participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated February 9, 2025. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.