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$1,225,000
Monthly Est:$6,097
5 Beds
- 4 Baths
3 full baths + 1 half bath
4,329sqft
929 Sherwood Forest Rd, Annapolis, MD 21401
$1,225,000
$6,097/moEst:
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Single Family Residence
Built in 1990
$-- HOA
2.75 acres lot
$283/sq.ft
Description
Some homes offer a change of scenery. Others offer an entirely different perspective.
Tucked away on 2.75 wooded acres bordering the Sherwood Forest Nature Preserve, 929 Sherwood Forest Road is a refreshing departure from the expected. Mature trees, natural beauty, and an exceptional sense of privacy create a setting that feels worlds away, yet remains just minutes from the heart of Annapolis. It's a rare balance of seclusion, convenience, and character.
Inside, the home is every bit as compelling as its surroundings. Soaring vaulted ceilings, expansive windows, and a thoughtfully connected floor plan create an immediate sense of openness, with natural light and wooded views taking center stage. At the heart of the home, a beautifully designed kitchen makes a statement with a quartz waterfall island, a quartz backsplash, and a custom, handcrafted Italian induction range and oven. Envisioned for everyday living and effortless entertaining, the kitchen flows seamlessly into the main gathering spaces, including an inviting family room anchored by a wood-burning fireplace. Multiple decks extend the living experience outdoors. The upper level continues the home's inviting atmosphere, with the primary suite and additional bedrooms offering comfortable accommodations and flexibility for family or other evolving needs. The primary suite brings an entirely different level of comfort to everyday living. A beautifully renovated en-suite bath with dual vanities and an oversized shower creates a spa-like experience, while a spacious walk-in closet adds thoughtful functionality. The true standout is a private balcony overlooking the wooded landscape, where the natural surroundings become an extension of your own personal retreat.
With more than 4,300 square feet of finished living space, there's room to entertain, create, unwind, and everything in between. The finished walkout lower level offers additional space for recreation and guests, while a detached custom studio presents an inspiring opportunity for a private office, creative retreat, or something entirely your own. An attached two-car garage adds everyday convenience without compromising the home's distinctive character.
Beyond its architectural appeal, the property has benefited from substantial improvements, including a new roof (2020), a new front porch (2022), a new HVAC system (2025), and all-new electrical throughout. The septic system was also professionally pumped in 2025, further reflecting the care and attention invested in the home.
929 Sherwood Forest Road is more than a beautiful place to call home. It's an opportunity to experience Annapolis living from an entirely different perspective.
- Houzeo last checked: 4 minutes ago
- Listing updated: November 6, 2026 at 9:01 pm
- Listing Provided by: Joshua Plevy (240) 380-0945 | Keller Williams Realty Centre (410) 312-0000
- Source: Bright MLS-NJ | MLS#: MDAA2159716

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1990
HOA Fees
-
Finished Area
4,329 sqft
Lot Size
2.75 acres lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDAA2159716
MLS Status
ACTIVE-BRIGHT
Days on Market
2

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 4
Interior
Exterior Features
Gutter System, Outbuilding(s), Secure Storage
Sewer
Septic Exists
Interior Features
Attic, Breakfast Area, Dining Area, Family Room Off Kitchen, Floor Plan Open, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Wood Floors
Heating
Heat Pump(s)
Appliances
Microwave, Oven Single, Cooktop, Dishwasher, Dryer, Oven Wall, Refrigerator, Washer, Washer Front Loading, Water Conditioner Owned
Cooling
Other
Construction
Year Built
Year Built: 1990
Home type
Single Family Residence
Architectural Style
Contemporary, Loft
Construction Materials
Cedar
Foundation Details
Slab
Utilities & Energy
Parking Features
Gravel Driveway
Water Source
Well
Basement
Fully Finished, Heated, Improved, Walkout Level, Windows
Other Features
Subdivision Name
Annapolis
Patio And Porch Features
Deck, Porch, Roof
Price History
| Date | Event | Price |
|---|---|---|
11/05/2026 Source: | Listed for Sale | $1,225,000 $283/sqft |
10/30/2026 Source: | Coming Soon | $1,225,000 +50.31% $283/sqft |
07/05/2022 Source: | Sold | $815,000 $188/sqft |
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