4749 Oak Rd, Shady Side, MD 20764
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Property image
OFF MARKET

4749 Oak Rd
Shady Side, MD 20764

  • 3 Beds
  • 2 Baths
  • 1,344 sqft

$801,000

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $4,663/mo*
Refinance Your Home

$801,000

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $4,663/mo*
Refinance Your Home
3 Beds
2 Baths
1,344 sqft

Local Information

  • Map ViewExplore the area around 4749 Oak Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Waterfront Cottage | 3 bedroom | 2 bath | 1344 sq.ft. | Single Car Detached Garage | Private Pier | Boat Lift Welcome Home to this Charming Waterfront Cottage on the Chesapeake Bay! As you arrive at the property, you'll immediately notice the lush greenery and mature trees. Walking around, you'll be captivated by the amazing views of the Chesapeake Bay. Upon entering the home, you'll step into the living room, surrounded by beautiful windows that offer spectacular views. The wood paneling gives the room a cozy cottage vibe, and the pellet stove invites you to relax on chilly, rainy days. Off the living room is an enclosed porch, perfect for extending the living space or as a quiet reading nook. Moving through the living room, you'll enter the kitchen, which exudes a classic cottage feel and is well-lit, ideal for setting up an indoor herb garden and indoor plants. The eat-in dining area provides a lovely spot to enjoy your morning coffee while taking in the views from the side of the home. Continuing on the main level, you'll find a laundry area, a full bath that connects to the primary bedroom, and a second bedroom, perfect for guests or use as an office. Upstairs, there's a large bedroom and another full bath, making it an ideal primary suite. The upstairs bedroom also offers an amazing view through a huge circular window. The roof was recently replaced in January 2024, adding value and security to the home. Stepping outside through the front door, you'll be greeted by stunning views of the bay. The walkway leads you past a firepit and down to your private dock, which was replaced in 2020 and includes a boat lift. Whether you want to enjoy the seating platform, go for a boat ride, or simply relax in your favorite chair, the inspiring views will continue to captivate you. Back at the house, you'll find a single-car detached garage connected to the home with a breezeway. The property encompasses two lots which creates a certain element of privacy! This is your perfect Waterfront Getaway!!
4749 Oak Rd, Shady Side, MD 20764 is a 3 bedroom, 2 bathroom, 1,344 sqft single-family home built in 1940. It last sold for the $710,000 asking price on Jun 21, 2024. More recently, it was listed as a rental in March 2011 with an asking price of $1,795 per month. That rental listing was removed on April 3, 2011. It is currently off market. The Trulia Estimate is $801,000, with a rent estimate of $3,047/month.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 4749 Oak Rd

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 1344 Square Feet
Appliances & Utilities
Utilities: Cable Available, Broadband, CableAppliances: Dishwasher, Disposal, Dryer, Refrigerator, Cooktop, Washer, Microwave, Exhaust Fan, Oven/Range - Electric, Water Heater, Electric Water HeaterDishwasherDisposalDryerLaundry: Has Laundry,Lower Level,Washer In Unit,Dryer In UnitMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Ceiling Fan(s),Ductless,Central Air,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Mantel(s), Free Standing, Pellet StoveHas a Fireplace
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Hardwood, Ceramic Tile, Vinyl, Wood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoAccessibility: OtherFloors: Hardwood, Ceramic Tile, Vinyl, Wood
View
Has a ViewView: Water, Bay

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: PatioFencing: Partial, Picket, WoodOther Structures: Above Grade, Below GradeFoundation: Crawl SpaceNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 1Parking: Garage Faces Front,On Street,Detached
Pool
Pool: None
Frontage
WaterfrontWaterfront: Bayfront, Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access, Swimming Allowed, Waterski/Wakeboard, BayOn Waterfront
Water & Sewer
Sewer: Public SewerWater Body: Jacks Creek / Chesapeake Bay
Farm & Range
Frontage Length: Water Frontage Ft: 101
Finished Area
Finished Area (above surface): 1344 Square Feet

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Cottage
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: Very GoodParcel Number: 020726700175619

Price & Status

Price
List Price: $710,000
Status Change & Dates
Off Market Date: Fri Jun 21 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: SHADY SIDECommunity: Felicity Cove
School Information
Elementary School: Shady SideElementary School District: Anne Arundel County Public SchoolsJr High / Middle School: SouthernJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: SouthernHigh School District: Anne Arundel County Public Schools

Building

Building Area
Building Area: 1344 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 10000 sqft

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, Other

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDAA2084714Water ViewWater View: Water, BayAbove Grade Unfinished Area: 1344
Last check for updates: about 2 hours ago
Listed by Mark Frisco Jr., (443) 532-8776
CENTURY 21 New Millennium
Bought with: Dave Luptak, (202) 841-9084, Long & Foster Real Estate, Inc.
Source: Bright MLS, MLS#MDAA2084714

Price History for 4749 Oak Rd

DatePriceEventSource
06/21/2024$710,000Sold
Bright MLS #MDAA2084714
05/22/2024$710,000PendingBright MLS #MDAA2084714
05/15/2024$699,900Listed For SaleBright MLS #MDAA2084714
08/15/2013$450,000Sold
N/A
06/29/2013$499,500PendingAgent Provided
06/01/2013$499,500PriceChange
Agent Provided
03/30/2013$525,000Listed For SaleAgent Provided
04/03/2011$1,795ListingRemovedAgent Provided
03/25/2011$1,795Listed For RentAgent Provided
11/22/2009$569,000ListingRemovedAgent Provided
10/09/2009$569,000Listed For SaleAgent Provided
08/01/2009$569,000ListingRemovedAgent Provided
04/23/2009$569,000PriceChange
Agent Provided
09/03/2008$695,000PriceChange
Agent Provided
06/06/2008$734,900Listed For SaleAgent Provided
06/13/2003$630,000Sold
N/A

Market trends in Shady Side

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
28
10MoM
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Property Tax and Assessment

Year2025
Tax$7,057
Assessment$510,633
Home facts updated by county records

Comparable Sales for 4749 Oak Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4722 Oak Rd, Shady Side, MD
0.10
Single-Family Home
$465,000
07/30/25
3
2
1,838
4728 Frederick Ave, Shady Side, MD
0.36
Single-Family Home
$615,000
04/23/26
3
2
1,308
4727 Oak Rd, Shady Side, MD
0.09
Single-Family Home
$525,000
09/30/25
3
2
1,806
4742 Chestnut Rd, Shady Side, MD
0.09
Single-Family Home
$404,000
01/02/26
3
2.5
1,630
4738 Idlewilde Rd, Shady Side, MD
0.21
Single-Family Home
$447,000
01/08/26
4
2
1,300
4721 Girton Ave, Shady Side, MD
0.34
Single-Family Home
$405,000
04/17/26
3
2
1,456
4723 Washington Ave, Shady Side, MD
0.28
Single-Family Home
$402,500
08/11/25
4
3
1,364
4738 Washington Ave, Shady Side, MD
0.25
Single-Family Home
$327,500
04/20/26
3
2
1,223
4715 Oak Rd, Shady Side, MD
0.15
Single-Family Home
$1,000,000
10/10/25
4
2.5
3,244
1700 Bayview Rd, Shady Side, MD
0.23
Single-Family Home
$325,000
10/27/25
2
1.5
852

Nearby homes

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Assigned Schools

These are the assigned schools for 4749 Oak Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Shady Side

At least 26 Trulia users voted on each feature.

  • 97 % Say yards are well-kept

  • 96 % Say car is needed

  • 91 % Say it's dog friendly

  • 89 % Say kids play outside

  • 81 % Say people would walk alone at night

  • 76 % Say it's quiet

  • 76 % Say parking is easy

  • 73 % Say neighbors are friendly

  • 73 % Say there's wildlife

  • 71 % Say there's holiday spirit

  • 50 % Say they plan to stay for at least 5 years

  • 43 % Say there are community events

  • 32 % Say it's walkable to restaurants

  • 29 % Say streets are well-lit

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Krmotto@gmail.com
    "the bay is so close, and the neighborhood is perfect for our small family. bike rides are fun, and good schools we think! "
    1
    Flag
  • Julie F.
    "We have nice parks and water access, and boat slips. Neighbors are friendly and watch out for each other "
    0
    Flag
  • Renee B.
    " If you want to live in a country or water setting this is a great area for just that. It is a relatively easy commute into DC, Annapolis or Baltimore. If you want box stores forget it! it's all about keeping it local down here. Enjoy the diverse community of friendly people who like to kayak, fish, sail, bike ride, power boat, motorcycle, hunt, eat local crabs & oysters, the arts, history at Captain Avery Museum, ride horses and so much more!! I gave the traffic an Excellent rating compared to the congested surrounding areas, every now and then you might get behind a farmers tractor who usually pulls over to let you pass! Public Transportation, there is a Park & Ride 15min away that has an excellent commuter bus into DC. School buses yes. Senior Citizen busses available. Community Involvement - Small 4th of July Parade, Oyster Festival, and just some good old fashioned neighborhood get togethers. "
    1
    Flag
  • Elena H.
    "For a quaint existence on the water where waking up to the tranquility of birds singing and going to sleep following an uninhibited view of the night sky are your drivers, this bucolic neighborhood is perfect! Ideal neighborhood for the boating crowd and a weekend home. "
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 4749 Oak Rd

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Off Market Homes Near 4749 Oak Rd

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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, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information