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$1,225,000

929 Sherwood Forest Rd

Annapolis, MD
ACTIVE-BRIGHT
5
Bedrooms
3.5
Bathrooms
4,656
Square Feet
2.75
Lot Size (acres)
1990
Year Built
18
Days On Market

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 4,600 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.

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Listing Information

Listing Updated
1 hours ago
Listed By
Joshua Plevy, 2403800945 · Keller Williams Realty Centre, 4103120000
MLS#
MDAA2159716
Source
Bright
Status
ACTIVE-BRIGHT

Open Houses

  • Saturday, November 7
    11:00 AM – 1:00 PM

Facts & Features

Location

Community Information

Address
929 Sherwood Forest Rd, Annapolis, MD 21401
City
Annapolis
County
Anne Arundel
Neighborhood
ANNAPOLIS
Zip Code
21401

Architecture

Bedrooms
5
Bathrooms
3.5
Year Built
1990
Style
Contemporary, Loft
Construction Materials
Cedar
Building Area
4,656 sq. ft.
Foundation
Slab
Levels
Two
Garage
Yes
Garage Spaces
2
Parking Features
Gravel, Driveway, Attached, Other, Garage, Off Street

Features & Amenities

Interior Features
Recessed Lighting, Open Floorplan
Appliances
Dryer, Dishwasher, Electric Water Heater, Microwave, Refrigerator, Washer, Cooktop, Oven, Water Purifier
Flooring
Wood
Exterior Features
Storage, Rain Gutters
Patio and Porch
Deck, Porch
Cooling
Electric, Other
Heating
Electric, Heat Pump

Property Features

Lot Size
2.75 Acres
Water
Well
Sewer
Septic Tank

Square Footage

Above Grade
3,024 sq. ft.
Total
4,329 sq. ft.

Tax & Financial Information

List Price
$1,225,000
Annual Taxes
$8,946

Schools

99/100
Rolling Knolls Elementary
Elementary · Grades PK–05 · 1.6 mi
City
Annapolis
Students
412
Parent reviews
5.0★ avg · 2 reviews
Student body
58% White · 21% Hispanic / Latino · 11% Black
Free/reduced lunch
33%
Phone
(410) 222-5820
98/100
Severna Park Elementary
Elementary · Grades PK–05 · 3.7 mi
City
Severna Park
Students
400
Parent reviews
5.0★ avg · 2 reviews
Student body
87% White · 4% Hispanic / Latino · 3% Asian
Free/reduced lunch
5%
Phone
(410) 222-6577
88/100
West Annapolis Elementary
Elementary · Grades KG–05 · 3.6 mi
City
Annapolis
Students
234
Student–teacher
12.5
Parent reviews
5.0★ avg · 2 reviews
Student body
68% White · 20% Hispanic / Latino · 6% Two or More Races
Free/reduced lunch
18%
Phone
(410) 222-1635
77/100
Annapolis High
High · Grades 09–12 · 3.2 mi
City
Annapolis
Students
1,981
Parent reviews
5.0★ avg · 4 reviews
Student body
35% Hispanic / Latino · 32% White · 27% Black
Free/reduced lunch
43%
Phone
(410) 266-5240
76/100
Monarch Academy Annapolis Elementary School
Elementary · Grades PK–05 · 3 mi
City
Annapolis
Students
691
Parent reviews
5.0★ avg · 6 reviews
Student body
51% Black · 26% Hispanic / Latino · 16% White
Free/reduced lunch
57%
Phone
(410) 934-1444
75/100
South Shore Elementary
Elementary · Grades KG–05 · 2.6 mi
City
Crownsville
Students
335
Parent reviews
5.0★ avg · 2 reviews
Student body
68% White · 17% Hispanic / Latino · 9% Two or More Races
Free/reduced lunch
28%
Phone
(410) 222-3865
65/100
Germantown Elementary
Elementary · Grades PK–05 · 3.6 mi
City
Annapolis
Students
467
Parent reviews
4.0★ avg · 2 reviews
Student body
55% Hispanic / Latino · 22% White · 19% Black
Free/reduced lunch
76%
Phone
(410) 222-1615
62/100
Jones Elementary
Elementary · Grades KG–05 · 2.9 mi
City
Severna Park
Students
293
Parent reviews
3.5★ avg · 4 reviews
Student body
74% White · 8% Two or More Races · 7% Hispanic / Latino
Free/reduced lunch
14%
Phone
(410) 222-6565

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
10/20/2026Listed for sale$1,225,000

Listed by Joshua Plevy · Keller Williams Realty Centre · 4103120000

Listing information provided exclusively for consumers' 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 deemed reliable but not guaranteed by the MLS. Copyright 2026, Bright. All rights reserved.

Last Updated: November 7, 2026 at 2:05 PM | Source: Bright | MLS#: MDAA2159716

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