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Pending
  • $750,000

    59 Sleepy Hollow Rd, Annapolis, MD 21401

    4beds
    2,152sqft
    : 
    $5,017/mo
    Get pre-qualified
    Single Family Residence
    Built in 1971
    10,454 Square Feet Lot
    $746,100 Zestimate®
    $349/sqft
    $-- HOA

    What's special

    Raised-hearth gas fireplaceRenovated kitchenOversized walk-in closetPrivate tree-lined settingDouble vanityWall of custom built-insComposite deck
    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.
    45 days
    |
    167
    |
    4
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Rachel Gontkovic 410-271-6246,

    EXP Realty, LLC 8888607369

    Source: Bright MLS,MLS#: MDAA2148920MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      • Main level bathrooms: 2
      • Main level bedrooms: 3
      Basement
      • Description: Percent Finished: 75.0
      • Area: 896
      Heating
      • Forced Air, Natural Gas
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Microwave, Dishwasher, Dryer, Self Cleaning Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Tankless Water Heater, Cooktop, Electric Water Heater
      • Laundry: Lower Level, Dryer In Unit, Washer In Unit
      Features
      • Attic, Ceiling Fan(s), Combination Dining/Living, Crown Molding, Open Floorplan, Primary Bath(s), Upgraded Countertops, Walk-In Closet(s)
      • Flooring: Ceramic Tile, Hardwood, Wood
      • Basement: Partial,Heated,Improved,Rear Entrance,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: Brick, Gas/Propane
      Interior area
      • Total structure area: 2,452
      • Total interior livable area: 2,152 sqft
      • Finished area above ground: 1,556
      • Finished area below ground: 596
      Video & virtual tour

      Property

      Parking
      • Parking features: Concrete, Driveway, On Street
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Split Foyer,Two
      • Stories: 2
      • Patio & porch: Deck, Enclosed, Porch, Screened
      • Exterior features: Stone Retaining Walls, Private Beach
      • Pool features: None
      • Has view: Yes
      • View description: Trees/Woods
      • Waterfront features: Canoe/Kayak, Swimming Allowed, Fishing Allowed, Boat - Powered, River
      • Body of water: Severn River
      Lot
      • Size: 10,454 Square Feet
      • Features: Backs to Trees, Corner Lot/Unit
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 020248512730505
      • Zoning: R2
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      Condition
      • Excellent
      • New construction: No
      • Year built: 1971

      Utilities & green energy

      • Sewer: Septic Exists
      • Water: Public
      • Utilities for property: Cable Available

      Community & HOA

      Community
      • Subdivision: Lindamoor On The Severn
      HOA
      • Has HOA: No
      • Amenities included: Pier/Dock, Water/Lake Privileges, Beach Access, Mooring Area
      • Services included: Pier/Dock Maintenance
      Location
      • Region: Annapolis

      Financial & listing details

      • Price per square foot: $349/sqft
      • Tax assessed value: $549,367
      • Annual tax amount: $5,623
      • Date on market: 6/26/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple

        Estimated market value

        $746,100

        $709,000 - $783,000

        $3,784/mo

        Price history

        DateEventPrice
        7/31/2026Pending sale$750,000$349/sqft
        Source: Bright MLS #MDAA2148920 Report a problem
        7/9/2026Contingent$750,000$349/sqft
        Source: Bright MLS #MDAA2148920 Report a problem
        6/26/2026Listed for sale$750,000+48.5%$349/sqft
        Source: Bright MLS #MDAA2148920 Report a problem
        3/7/2024Listing removed--
        Source: Zillow Rentals Report a problem
        2/14/2024Listed for rent$3,595+30.7%$2/sqft
        Source: Zillow Rentals Report a problem
        8/20/2020Sold$505,000-2.9%$235/sqft
        Source: Public Record Report a problem
        5/22/2020Pending sale$519,900$242/sqft
        Source: Coldwell Banker Residential Brokerage #MDAA427544 Report a problem
        4/29/2020Price change$519,900-1%$242/sqft
        Source: Coldwell Banker Residential Brokerage - Annapolis Church #MDAA427544 Report a problem
        4/8/2020Price change$525,000-2.8%$244/sqft
        Source: Coldwell Banker Residential Brokerage - Annapolis Church #MDAA427544 Report a problem
        3/19/2020Price change$539,900-1.8%$251/sqft
        Source: Coldwell Banker Residential Brokerage - Annapolis Church #MDAA427544 Report a problem
        3/4/2020Listed for sale$549,900+6.2%$256/sqft
        Source: Coldwell Banker Residential Brokerage #MDAA427544 Report a problem
        2/21/2020Listing removed$2,750$1/sqft
        Source: Owner Report a problem
        1/29/2020Listed for rent$2,750$1/sqft
        Source: Owner Report a problem
        10/15/2018Sold$518,000-1.3%$241/sqft
        Source: Public Record Report a problem
        8/14/2018Pending sale$525,000$244/sqft
        Source: Coldwell Banker Residential Brokerage - Annapolis Plaza #1002091022 Report a problem
        7/24/2018Listed for sale$525,000-4.5%$244/sqft
        Source: Coldwell Banker Residential Brokerage-Annapolis #1002091022 Report a problem
        8/12/2016Sold$549,500-4.2%$255/sqft
        Source: Public Record Report a problem
        4/28/2016Price change$573,500-2.6%$266/sqft
        Source: Natter Services Inc. #AA9609347 Report a problem
        3/29/2016Listed for sale$589,000+17.8%$274/sqft
        Source: Natter Services Inc. #AA9609347 Report a problem
        11/28/2005Sold$500,000+22.8%$232/sqft
        Source: Public Record Report a problem
        8/20/2004Sold$407,150$189/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,714 +12%$477,200 +2.4%
        2024$5,101 +2.8%$465,867 +2.5%
        2023$4,964 +7.2%$454,533 +2.6%
        2022$4,631 $443,200
        2021$4,631 -0.1%$443,200
        2020$4,636 -1%$443,200 -0.9%
        2019$4,681 +6.5%$447,100 +3.1%
        2018$4,397 +2.7%$433,633 +3.2%
        2017$4,283 $420,167 +3.3%
        2016-- $406,700
        2015-- $406,700
        2014-- $406,700 -4.4%
        2013-- $425,400
        2012-- $425,400
        2011-- $425,400 -14.2%
        2010-- $495,890 +8.3%
        2009-- $458,002 +9%
        2008-- $420,116 +9.9%
        2007-- $382,230 +16.3%
        2006-- $328,680 +19.5%
        2005-- $275,130 +24.2%
        2004-- $221,580 +10%
        2003-- $201,460 +11.1%
        2002-- $181,340 +12.5%
        2001-- $161,220
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 21401

        Getting around

        22 / 100
        Car-Dependent
        16 / 100
        Minimal Transit
        16 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: West Annapolis
        • Middle: Bates
        • High: Annapolis
        • District: Anne Arundel County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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