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Sold for $849,000
    • Zillow Home logoZestimate®
    $849,000

    1249 Stillwoods Way, Annapolis, MD 21403

    4beds
    4,120sqft
    Single Family Residence
    Built in 2005
    0.37 Acres Lot
    $849,000 Zestimate®
    $206/sqft
    $5,627 Estimated rent

    Home value

    $849,000

    $798,000 - $900,000

    $5,627/mo

    Zestimate® history
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    What's special

    Oversized walk-in showerFull finished lower levelSophisticated yet inviting atmosphereGourmet kitchenBeautiful granite countertopsFour bedroomsStriking freestanding soaking tub
    Welcome to 1249 Stillwoods Way, an elegant and exceptionally well-appointed residence offering nearly 4,200 square feet of beautifully finished living space, a full finished lower level, and an enviable combination of comfort, style, and functionality. From the moment you enter, the home presents a sophisticated yet inviting atmosphere. The gourmet kitchen is designed for both everyday living and entertaining, featuring beautiful granite countertops and generous workspace. The main level offers an effortless flow between living and dining spaces, with a screened porch providing a tranquil extension of the home and an ideal setting for morning coffee, leisurely afternoons, or evening gatherings. The private primary suite is a true retreat. The updated primary bath evokes a spa-like experience with a striking freestanding soaking tub, an oversized walk-in shower, and beautifully updated mirrors featuring integrated lighting and built-in defrosting—thoughtful details that elevate the everyday. With four bedrooms, three full baths, and a convenient half bath on the main level, the home offers exceptional flexibility for family, guests, or a dedicated home office. The fully finished basement expands the possibilities even further, providing valuable additional living and entertaining space. A two-car garage adds both convenience and coveted storage, while the screened porch and thoughtfully designed interiors create a seamless balance between indoor comfort and outdoor enjoyment. Ideally situated in Annapolis, 1249 Stillwoods Way offers the rare opportunity to enjoy an elevated residential lifestyle while remaining close to the area’s renowned waterfront, historic charm, dining, shopping, and recreation.

    Zillow last checked:

    Listing updated:

    Listed by:

    Corey Kayea 410-212-8292,

    TTR Sotheby's International Realty

    Bought with:

    Christian Schou, 681156

    TTR Sotheby's International Realty

    Brad Kappel, 0639620

    TTR Sotheby's International Realty

    Source: Bright MLS,MLS#: MDAA2156616MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 3
    • 1/2 bathrooms: 1
    • Main level bathrooms: 1
    Rooms
    • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Bedroom 1, Exercise Room, Office, Bathroom 1, Bathroom 2, Bathroom 3, Bonus Room, Half Bath
    Primary bedroom
    • Features: Attached Bathroom, Cathedral/Vaulted Ceiling, Ceiling Fan(s), Flooring - Carpet, Walk-In Closet(s), Window Treatments
    • Level: Upper
    Bedroom 1
    • Features: Flooring - Carpet, Walk-In Closet(s), Window Treatments
    • Level: Upper
    Bedroom 2
    • Features: Flooring - Carpet, Window Treatments, Walk-In Closet(s)
    • Level: Upper
    Bedroom 3
    • Features: Flooring - HardWood
    • Level: Upper
    Bathroom 1
    • Features: Soaking Tub, Bathroom - Walk-In Shower, Countertop(s) - Quartz, Double Sink, Flooring - Ceramic Tile
    • Level: Upper
    Bathroom 2
    • Features: Bathroom - Tub Shower, Countertop(s) - Quartz, Double Sink, Flooring - Ceramic Tile
    • Level: Upper
    Bathroom 3
    • Features: Bathroom - Stall Shower
    • Level: Lower
    Bonus room
    • Features: Flooring - Laminate Plank
    • Level: Lower
    Dining room
    • Features: Chair Rail, Crown Molding, Flooring - HardWood
    • Level: Main
    Exercise room
    • Features: Flooring - Ceramic Tile, Recessed Lighting
    • Level: Lower
    Family room
    • Features: Built-in Features, Flooring - Carpet, Recessed Lighting, Ceiling Fan(s)
    • Level: Lower
    Foyer
    • Features: Cathedral/Vaulted Ceiling, Flooring - HardWood
    • Level: Main
    Half bath
    • Features: Granite Counters, Flooring - HardWood
    • Level: Main
    Kitchen
    • Features: Breakfast Bar, Breakfast Room, Granite Counters, Flooring - HardWood, Kitchen Island, Eat-in Kitchen, Kitchen - Gas Cooking, Lighting - Pendants, Recessed Lighting, Pantry
    • Level: Main
    Living room
    • Features: Flooring - HardWood, Fireplace - Gas
    • Level: Main
    Office
    • Features: Crown Molding, Flooring - HardWood
    • Level: Main
    Heating
    • Forced Air, Heat Pump, Natural Gas
    Cooling
    • Central Air, Zoned, Electric
    Appliances
    • Included: Cooktop, Dishwasher, Disposal, Exhaust Fan, Ice Maker, Microwave, Double Oven, Oven, Oven/Range - Gas, Refrigerator, Water Conditioner - Owned, Water Heater, Electric Water Heater
    • Laundry: Hookup, Main Level, Washer/Dryer Hookups Only
    Features
    • Chair Railings, Combination Kitchen/Dining, Combination Kitchen/Living, Crown Molding, Family Room Off Kitchen, Open Floorplan, Kitchen - Gourmet, Kitchen Island, Kitchen - Table Space, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Wainscotting, 9'+ Ceilings
    • Flooring: Carpet, Hardwood, Tile/Brick, Wood
    • Windows: Window Treatments
    • Basement: Full,Finished,Heated,Improved,Exterior Entry,Rear Entrance,Shelving,Side Entrance,Walk-Out Access,Windows,Workshop
    • Number of fireplaces: 1
    • Fireplace features: Gas/Propane
    Interior area
    • Total structure area: 4,120
    • Total interior livable area: 4,120 sqft
    • Finished area above ground: 2,592
    • Finished area below ground: 1,528

    Property

    Parking
    • Total spaces: 2
    • Parking features: Garage Door Opener, Attached, Off Street
    • Attached garage spaces: 2
    Accessibility
    • Accessibility features: None
    Features
    • Levels: Three
    • Stories: 3
    • Patio & porch: Deck, Screened
    • Exterior features: Play Area
    • Pool features: None
    • Spa features: Hot Tub
    • Has view: Yes
    • View description: Trees/Woods
    Lot
    • Size: 0.37 Acres
    • Features: Backs to Trees, Cul-De-Sac, Landscaped, No Thru Street
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 020275890217589
    • Zoning: R-1
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • HardiPlank Type
    • Foundation: Concrete Perimeter
    • Roof: Composition
    Condition
    • Very Good
    • New construction: No
    • Year built: 2005
    Details
    • Builder name: SYLMAR HOMES

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Well
    • Utilities for property: Cable Connected, Natural Gas Available

    Community & HOA

    Community
    • Subdivision: Stillwoods
    HOA
    • Has HOA: Yes
    • Services included: Common Area Maintenance, Snow Removal
    • HOA fee: $275 annually
    Location
    • Region: Annapolis

    Financial & listing details

    • Price per square foot: $206/sqft
    • Tax assessed value: $905,300
    • Annual tax amount: $6,408
    • Date on market: 9/15/2026
    • Listing agreement: Exclusive Right To Sell
    • Listing terms: Cash,Conventional,FHA,VA Loan
    • Inclusions: Parking Included In Listprice, Bowflex Gym, Sauna, Master Tv, Kitchen Tv, Hot Tub, Shed
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    10/8/2026Sold$849,000$206/sqft
    Source: Bright MLS #MDAA2156616 Report a problem
    9/18/2026Contingent$849,000$206/sqft
    Source: Bright MLS #MDAA2156616 Report a problem
    9/15/2026Listed for sale$849,000+37.5%$206/sqft
    Source: Bright MLS #MDAA2156616 Report a problem
    6/10/2016Sold$617,500-1.9%$150/sqft
    Source: Public Record Report a problem
    4/14/2016Pending sale$629,500$153/sqft
    Source: Coldwell Banker Residential Brokerage - Annapolis Plaza #AA9589141 Report a problem
    3/17/2016Listed for sale$629,500-4.6%$153/sqft
    Source: Coldwell Banker Residential Brokerage - Annapolis Plaza #AA9589141 Report a problem
    11/11/2014Listing removed$660,000$160/sqft
    Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA8470877 Report a problem
    10/2/2014Listed for sale$660,000-2.8%$160/sqft
    Source: Coldwell Banker Residential Brokerage - Annapolis Church #AA8470877 Report a problem
    5/24/2013Listing removed$679,000$165/sqft
    Source: Long & Foster Real Estate #AA8018829 Report a problem
    4/30/2013Price change$679,000-2.9%$165/sqft
    Source: Long & Foster Real Estate #AA8018829 Report a problem
    2/28/2013Listed for sale$699,000+11.3%$170/sqft
    Source: Long & Foster Real Estate #AA8018829 Report a problem
    5/19/2005Sold$628,115$152/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$8,381 +2.9%$754,767 +1.5%
    2024$8,143 +1.8%$743,633 +1.5%
    2023$7,999 +5.7%$732,500 +1.2%
    2022$7,567 +1.2%$724,100 +1.2%
    2021$7,479 +1.1%$715,700 +1.2%
    2020$7,398 +4.6%$707,300
    2019$7,075 +8.3%$707,300 +9.8%
    2018$6,531 +4.6%$644,100 +5.2%
    2017$6,243 $612,500 +1.8%
    2016-- $601,467 +1.9%
    2015-- $590,433 +1.9%
    2014-- $579,400
    2013-- $579,400
    2012-- $579,400 -8.8%
    2011-- $635,420 +1.5%
    2010-- $625,860 +1.6%
    2009-- $616,300 +1.6%
    2008-- $606,740 +8.1%
    2007-- $561,222 +8.8%
    2006-- $515,706 +9.7%
    2005-- $470,190 +953.2%
    2004-- $44,646 +15%
    2003-- $38,813
    Find assessor info on the county website

    Neighborhood: 21403

    Nearby homes

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Hillsmere
    • Middle: Annapolis
    • 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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    Estimated market value
    $849,000
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    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
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