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Single family home for sale at 929 Sherwood Forest Rd, Annapolis, MD 21401 | MLS# MDAA2159716 | Listing updated on 2026-11-06
Photo 1 of Single family home for sale at 929 Sherwood Forest Rd, Annapolis, MD 21401 | MLS# MDAA2159716 | Listing updated on 2026-11-06
Photo 2 of Single family home for sale at 929 Sherwood Forest Rd, Annapolis, MD 21401 | MLS# MDAA2159716 | Listing updated on 2026-11-06
Photo 3 of Single family home for sale at 929 Sherwood Forest Rd, Annapolis, MD 21401 | MLS# MDAA2159716 | Listing updated on 2026-11-06
Photo 4 of Single family home for sale at 929 Sherwood Forest Rd, Annapolis, MD 21401 | MLS# MDAA2159716 | Listing updated on 2026-11-06
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$1,225,000

Monthly Est:$6,097

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon4,329sqft

929 Sherwood Forest Rd, Annapolis, MD 21401

$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 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Anne Arundel Md County

  • City

    Annapolis

  • 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

DateEventPrice

11/05/2026

Source: mls_logoBright MLS-NJ #MDAA2159716

Listed for Sale

$1,225,000

$283/sqft

10/30/2026

Source: mls_logoBright MLS-NJ #MDAA2159716

Coming Soon

$1,225,000 +50.31%

$283/sqft

07/05/2022

Source: mls_logoBright MLS-NJ #MDAA2032830

Sold

$815,000

$188/sqft

Nearby Homes

Based on information from Bright MLS through Nov 07, 2026, 08:15AM. 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. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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