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Under contract
  • $3,100,000

    23961 Lynnewood Dr, Saint Michaels, MD 21663

    4beds
    4,035sqft
    : 
    $20,274/mo
    Get pre-qualified
    Single Family Residence
    Built in 1994
    5.34 Acres Lot
    $2,839,300 Zestimate®
    $768/sqft
    $-- HOA

    What's special

    Waterside poolLarge brick fireplacePool bathBuilt-in bookcaseCustom gazeboSoaring ceilingsCathedral ceilings
    Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining options. There is a gorgeous gourmet kitchen complete with quartz counters, stainless steel appliances and walk in pantry, seamlessly flowing into a spacious family room with a timeless double sided brick fireplace and built-in bookcase. An architecturally stunning screened octagonal porch—perfect for relaxing or entertaining. A brick-floored sunroom with gas fireplace and pool bath leads to an expansive patio overlooking the waterside pool, framed by a rock waterfall, and custom gazebo. The luxurious primary suite features cathedral ceilings, French doors leading to the sunroom and a spa-inspired bath with walk in tile shower and soaking tub. Two additional en-suite bedrooms, a large den with custom built-ins perfect for library or additional bedroom, and a spacious butler’s pantry with granite counters, extra refrigerator, stainless sink and additional cabinetry. A separate study and conditioned workshop offer versatile space. Set on five beautifully landscaped acres with southern exposure, the property boasts 370+/- feet of protected shoreline and a 350-foot private pier with 6 feet of deep water. Boating enthusiasts will appreciate the 15,000-lb and 8,000-lb lifts, two additional slips, and a floating dock. A gated 30' x 40' flower/vegetable garden with raised beds, an oversized 2-car garage and large garden shed complete this beautiful home. Septic is for 3 BR but office could be BR #4.
    272 days
    |
    782
    |
    28
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Barbara Watkins 410-310-2021,

    Benson & Mangold, LLC (410) 822-1415

    Source: Bright MLS,MLS#: MDTA2012318MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      • Main level bathrooms: 4
      • Main level bedrooms: 4
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Breakfast Room, Sun/Florida Room, Laundry, Office, Bonus Room, Primary Bathroom, Full Bath, Half Bath
      Primary bedroom
      • Level: Main
      • Area: 442 Square Feet
      • Dimensions: 17 X 26
      Bedroom 2
      • Level: Main
      • Area: 169 Square Feet
      • Dimensions: 13 X 13
      Bedroom 3
      • Level: Main
      • Area: 182 Square Feet
      • Dimensions: 13 X 14
      Primary bathroom
      • Level: Main
      Bonus room
      • Level: Main
      Breakfast room
      • Level: Main
      • Area: 120 Square Feet
      • Dimensions: 10 X 12
      Dining room
      • Level: Main
      • Area: 210 Square Feet
      • Dimensions: 14 X 15
      Family room
      • Level: Main
      • Area: 360 Square Feet
      • Dimensions: 18 X 20
      Foyer
      • Level: Main
      • Area: 143 Square Feet
      • Dimensions: 11 X 13
      Other
      • Level: Main
      Other
      • Level: Main
      Half bath
      • Level: Main
      Kitchen
      • Level: Main
      • Area: 225 Square Feet
      • Dimensions: 15 X 15
      Laundry
      • Level: Main
      • Area: 210 Square Feet
      • Dimensions: 10 X 21
      Living room
      • Level: Main
      Office
      • Level: Main
      • Area: 187 Square Feet
      • Dimensions: 11 X 17
      Screened porch
      • Level: Main
      • Area: 256 Square Feet
      • Dimensions: 16 X 16
      Other
      • Level: Main
      • Area: 384 Square Feet
      • Dimensions: 12 X 32
      Heating
      • Other, Electric, Geothermal
      Cooling
      • Geothermal
      Appliances
      • Included: Cooktop, Dishwasher, Double Oven, Oven, Oven/Range - Gas, Refrigerator, Stainless Steel Appliance(s), Washer, Dryer, Electric Water Heater
      • Laundry: Has Laundry, Main Level, Washer In Unit, Dryer In Unit, Laundry Room
      Features
      • Attic, Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Open Floorplan, Kitchen - Gourmet, Kitchen Island, Primary Bath(s), Primary Bedroom - Bay Front, Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), Bathroom - Tub Shower, Combination Dining/Living, Crown Molding, Eat-in Kitchen, Kitchen - Table Space, 9'+ Ceilings, Cathedral Ceiling(s), High Ceilings
      • Flooring: Ceramic Tile, Hardwood, Carpet
      • Has basement: No
      • Number of fireplaces: 3
      • Fireplace features: Double Sided, Gas/Propane
      Interior area
      • Total structure area: 4,035
      • Total interior livable area: 4,035 sqft
      • Finished area above ground: 4,035
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 8
      • Parking features: Garage Faces Side, Garage Door Opener, Driveway, Detached
      • Garage spaces: 2
      • Uncovered spaces: 6
      Accessibility
      • Accessibility features: Other
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Deck, Porch, Patio, Screened, Terrace, Screened Porch
      • Exterior features: Lighting, Flood Lights, Chimney Cap(s), Rain Gutters
      • Has private pool: Yes
      • Pool features: Gunite, In Ground, Private
      • Has spa: Yes
      • Spa features: Bath
      • Has view: Yes
      • View description: Water, Garden, Panoramic, River, Scenic Vista
      • Has water view: Yes
      • Water view: Water,River
      • Waterfront features: Rip-Rap, Private Dock Site, River, Fishing Allowed, Canoe/Kayak, Boat - Powered, Personal Watercraft (PWC), Swimming Allowed, Waterski/Wakeboard, Private Access, Sail
      • Body of water: Broad Creek
      • Frontage length: Water Frontage Ft: 370
      Lot
      • Size: 5.34 Acres
      • Features: Landscaped, Poolside, Private, Rip-Rapped
      Details
      • Additional structures: Above Grade, Below Grade, Outbuilding
      • Parcel number: 2102111349
      • Zoning: R
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch/Rambler,Coastal
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Crawl Space
      Condition
      • Very Good
      • New construction: No
      • Year built: 1994

      Utilities & green energy

      • Sewer: Septic Exists
      • Water: Well
      • Utilities for property: Underground Utilities

      Community & HOA

      Community
      • Subdivision: Lynnewood
      HOA
      • Has HOA: No
      Location
      • Region: Saint Michaels

      Financial & listing details

      • Price per square foot: $768/sqft
      • Tax assessed value: $2,018,100
      • Annual tax amount: $18,470
      • Date on market: 11/17/2025
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple

        Estimated market value

        $2,839,300

        $2.70M - $2.98M

        $5,182/mo

        Price history

        DateEventPrice
        8/5/2026Contingent$3,100,000$768/sqft
        Source: Bright MLS #MDTA2012318 Report a problem
        6/9/2026Listed for sale$3,100,000$768/sqft
        Source: Bright MLS #MDTA2012318 Report a problem
        6/9/2026Contingent$3,100,000$768/sqft
        Source: Bright MLS #MDTA2012318 Report a problem
        11/17/2025Listed for sale$3,100,000+67.1%$768/sqft
        Source: Bright MLS #MDTA2012318 Report a problem
        11/15/2019Sold$1,855,000-7%$460/sqft
        Source: Public Record Report a problem
        6/13/2019Price change$1,995,000-11.3%$494/sqft
        Source: Benson & Mangold, LLC #MDTA135352 Report a problem
        5/28/2019Listed for sale$2,250,000+18.4%$558/sqft
        Source: Benson & Mangold LLC #MDTA135352 Report a problem
        8/27/2010Sold$1,900,000$471/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $2,018,100 +6.2%
        2024$17,163 +12.5%$1,900,700 +6.6%
        2023$15,254 +15.3%$1,783,300 +7%
        2022$13,227 +9.8%$1,665,900 +3.6%
        2021$12,043 +3.8%$1,607,433 +3.8%
        2020$11,605 +3.9%$1,548,967 +3.9%
        2019$11,167 +4.3%$1,490,500
        2018$10,703 +5.2%$1,490,500
        2017$10,177 +4%$1,490,500 -1.5%
        2016$9,788 $1,513,700
        2015$9,788 +12.6%$1,513,700
        2014$8,694 $1,513,700 -2.9%
        2013-- $1,559,700
        2012-- $1,559,700
        2011-- $1,559,700 -4.6%
        2010-- $1,635,300 +8.1%
        2009-- $1,512,826 +8.8%
        2008-- $1,390,353 +9.7%
        2007-- $1,267,880 +8.9%
        2006-- $1,164,176 +9.8%
        2005-- $1,060,473 +10.8%
        2004-- $956,770 +9.3%
        2003-- $875,422 +10.2%
        2002-- $794,076 +11.4%
        2001-- $712,730
        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.
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        Climate risks

        Neighborhood: 21663

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Talbot 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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