59 Sleepy Hollow Rd

Annapolis, MD 21401

$750,000
Price
4
Beds
2,152 Sq. Ft.
$349 / Sq. Ft.
2,152
Sq. Ft.
$349
per Sq. Ft.
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Open: 6/28 11:00AM - 01:00PMVirtual Tour
Open: 6/28 11:00AM - 01:00PMVirtual Tour

Description

Professional photos coming friday! Open saturday 6/27 and sunday 6/28 11-1! Nestled in the sought-after water-privileged community of Lindamoor, this beautifully updated home blends timeless character with modern comfort. Original hardwood floors complement a renovated kitchen featuring natural wood cabinetry, granite countertops, stainless steel appliances, and a raised breakfast bar with decorative glass accents. The private, tree-lined setting creates a serene backdrop for the screened porch and...Professional photos coming friday! Open saturday 6/27 and sunday 6/28 11-1! Nestled in the sought-after water-privileged community of Lindamoor, this beautifully updated home blends timeless character with modern comfort. Original hardwood floors complement a renovated kitchen featuring natural wood cabinetry, granite countertops, stainless steel appliances, and a raised breakfast bar with decorative glass accents. The private, tree-lined setting creates a serene backdrop for the screened porch and composite deck, perfect for relaxing or entertaining. The spacious primary suite offers a vaulted ceiling, oversized walk-in closet, and a luxurious bath with a Kohler air-jet tub, double vanity, separate shower, and cathedral ceiling. The lower level features durable flooring throughout the family room and fourth bedroom or office, complete with a wall of custom built-ins and convenient access to a full bath with jetted tub. A raised-hearth gas fireplace anchors the family room, which opens to a covered paver patio overlooking the backyard and wooded buffer. Additional highlights include a 3-4 car paver parking pad, abundant indoor storage, and a dedicated outdoor storage room with workbench. Voluntary Lindamoor Improvement Association membership ($150/year) provides access to community paths leading to Cove of Cork and the Severn River, a community pier, sandy beach and a mooring area.
  1. Listed by Rachel Gontkovic • EXP Realty, LLC
    P: (410)-271-6246 rachel@rachelshomes.com

Property Details for 59 Sleepy Hollow Road

Tax ID Number
020248512730505
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Split Foyer
Levels/Stories
2
Waterfront
No

Open Houses

Sunday, Jun 28th11:00 AM - 1:00 PM
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LISTING UPDATED: 06/26/2026 08:39 AM

Property Details for 59 Sleepy Hollow Road

StatusActive
MLS #MDAA2148920
Days on Market2
Taxes$5,623 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1971
Lot Size0.24 AC / 10,454 SF
CountyAnne Arundel County
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Location

Listing Courtesy of EXP Realty, LLC
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Building Information for 59 Sleepy Hollow Road

Stories2Year Built1971Building Size-Lot Size0.24 AC / 10,454 SF

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$4,206 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,737

Property Taxes

$469

HOA Dues

$0

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Property Information for 59 Sleepy Hollow Road

Location
Location
  • In City Limits: No
  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140671932
  • Elementary School: WEST ANNAPOLIS (ANNE ARUNDEL MD)
  • Middle Or Junior School: BATES (ANNE ARUNDEL MD)
  • High School: ANNAPOLIS (ANNE ARUNDEL MD)
  • County: ANNE ARUNDEL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: Yes
  • Water Access Features: Canoe/Kayak, Private Beach, Swimming Allowed, Fishing Allowed, Boat - Powered
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: No
  • Water Body Name: SEVERN RIVER
  • Water Body Type: River
  • Docks Count: 0
Association / Community Info
Association / Community Info
  • HOA Condo Coop Fee Includes: Pier/Dock Maintenance
  • HOA Condo Coop Amenities: Pier/Dock, Water/Lake Privileges, Beach, Mooring Area
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: Yes
  • Association Recreation Fee: $150
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2026
  • Tax Assessed Value: $549,367
  • Year Assessed: 2026
  • County Tax: $5,197
  • Improvement Assessed Value: $313,500
  • Land Assessed Value: $380,200
  • Clean Green Assessed: No
  • Municipal Trash: Yes
  • Land Use Code: 011
  • Refuse Fee: $298
  • Loss Mitigation Fee: No
  • Agricultural Tax Due: No
  • Historic: No
  • Zoning: R2
  • Tax Lot: 65
  • School Tax: $0
  • Tax Page Number: 28
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
All Lower Levels
  • # Bedrooms All Lower Levels: 1
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Full All Lower Levels: 1
Lower Level 1
  • # Bedrooms Lower Level: 1
  • # Bathrooms Lower Level: 1
  • # Bathrooms Full Lower Level: 1
Rooms
  • Stories: Lower 1, Main
Building Info
Building Info
  • Total Finished SQFT: 2,152.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 1,936.00
  • Total SQFT: 2,452.00
  • Total SQFT Source: Estimated
  • Construction Materials: Vinyl Siding
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8050/9156/6496/805091566496_512_384_WM_8jXl_KYrNsOWmXnB.jpg
  • Flooring Type: Ceramic Tile, Hardwood
  • Basement Type: Daylight, Partial, Heated, Improved, Rear Entrance, Walkout Level
  • Basement Finished Percent: 75.00
  • Basement Footprint Percent: 75.00
  • Foundation Details: Concrete Perimeter
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bedrooms-Lower Level 1-1, Bathrooms Full-Lower Level 1-1
  • # Bathrooms Full: 3
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Estimated
  • Lot Features: Backs to Trees
  • Location Type: Corner Lot/Unit
  • Parcel ID: 15185062
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Driveway, On Street
  • Parking Features: Concrete Driveway
Interior Features
Interior Features
  • Interior Features: Attic, Ceiling Fan(s), Combination Dining/Living, Crown Moldings, Floor Plan - Open, Primary Bath(s), Upgraded Countertops, Walk-in Closet(s), Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Brick, Gas/Propane
  • Appliances: Built-In Microwave, Dishwasher, Dryer, Oven - Self Cleaning, Refrigerator, Stainless Steel Appliances, Washer, Water Heater - Tankless, Stove
  • Accessibility Features: None
  • Laundry Type: Lower Floor, Dryer In Unit, Washer In Unit
  • Virtual Tour URL Unbranded: https://unbranded.youriguide.com/59_sleepy_hollow_rd_annapolis_md/
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Stone Retaining Walls, Private Beach
  • Outdoor Living Structures: Deck(s), Enclosed, Porch(es), Screened
  • Pool: No Pool
  • Horse: No
Utilities
Utilities
  • Utilities: Cable TV Available
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas
  • Hot Water: Electric, Tankless
  • Water Source: Public
  • Sewer Septic: Septic Exists
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS
  • List Agent URL: www.RachelsHomes.com

Property History for 59 Sleepy Hollow Road

DateEvent & SourcePriceAppreciation
Jun 26, 2026

Listed (Active)

BRIGHT #MDAA2148920

$750,000—
Jun 22, 2020

Closed (Public Record)

Public Record #676668794

$505,000

-1.4% / yr

Jun 22, 2020

Closed

BRIGHT #MDAA427544

$505,000—
DateEvent & SourcePrice
06/26/2026

Listed (Active)

BRIGHT #MDAA2148920

$750,000
06/22/2020

Closed (Public Record)

Public Record #676668794

$505,000

-1.4% / yr

06/22/2020

Closed

BRIGHT #MDAA427544

$505,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 59 Sleepy Hollow Road

Taxable ValueLand$219,000Additions$258,200Total$477,200
Tax Record2025$5,714 ($476 / month)
Home Facts
Beds0Baths3Total Finished SqFt1,936 SqFtAbove Grade Finished SqFt1,340 SqFtFinished Basement SqFt596 SqFtStories1Lot Size10,362 SqFtStyleSingle Family ResidenceYear Built1971ZoningR2CountyANNE ARUNDELAPN02-485-12730505Fireplace TypeHas Fireplace

Schools near 59 Sleepy Hollow Road

This home is within Anne Arundel County Public Schools.
Rating
School
Type
Grades
Distance
West Annapolis Elementary School
Public - K to 5
Wiley H. Bates Middle School
Public - 6 to 8
Annapolis High School
Public - 9 to 12
Phoenix Academy
Public - 6 to 12
Rating
School
Distance
West Annapolis Elementary School
PublicK to 5

Wiley H. Bates Middle School
Public6 to 8

Annapolis High School
Public9 to 12

Phoenix Academy
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 59 Sleepy Hollow Road, Annapolis, MD 21401

59 Sleepy Hollow Road is a single family home for sale in Annapolis, MD 21401. This property was listed for sale on June 26, 2026 by EXP Realty, LLC, it's currently listed at $750,000. It has been on the market for a total of 2 days and was last sold on June 22, 2020. This listing's school district is Anne Arundel County Public Schools. Nearby schools include West Annapolis Elementary School, Wiley H. Bates Middle School and Annapolis High School. 59 Sleepy Hollow Road is a 4-bed, 3-bath, 2,152 sqft single family home built in 1971.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of EXP Realty, LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 06/26/2026 08:39 AM