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For sale
  • $1,495,000

    28091 Oaklands Cir, Easton, MD 21601

    5beds
    4,610sqft
    : 
    $9,900/mo
    Get pre-qualified
    Single Family Residence
    Built in 1974
    2.51 Acres Lot
    $1,399,700 Zestimate®
    $324/sqft
    $2/mo HOA

    What's special

    New pool coverGas fireplaceTraditional wood-burning fireplaceReplacement windowsOpen green spaceBeautifully updated kitchenBeautifully landscaped acres
    Some homes check the boxes. Others create a lifetime of memories......Welcome Home to 28091 Oaklands Circle Perfectly situated on over 2.5 beautifully landscaped acres in the highly desirable Oaklands community, this exceptional five-bedroom, four-and-a-half-bath custom home offers the rare combination of luxury, comfort, privacy, and a truly move-in-ready lifestyle. From the moment you arrive, you’ll appreciate the mature trees, manicured landscaping, fresh mulch, and natural privacy that surround this beautifully maintained property. Every detail reflects years of thoughtful care and pride of ownership. Inside, timeless craftsmanship meets thoughtful updates. Rich hardwood flooring flows throughout the home, complemented by replacement windows, recessed LED lighting, custom built-in shelving, window seats with hidden storage, and pocket doors that add both character and functionality. At the heart of the home is the beautifully updated kitchen featuring granite countertops, generous island workspace, coffee bar, breakfast area with lots of natural light and an inviting layout designed for everything from family dinners to holiday gatherings. With five spacious bedrooms, 4 1/2 bathrooms, great room, formal areas, and a fully finished bonus room above the attached three-car garage, the flexible floor plan easily accommodates growing, blended, or multi generational families, overnight guests, a home office, fitness room, or recreation space. Comfort can be found in every season. Enjoy the warmth of both a gas fireplace and a traditional wood-burning fireplace, or gather around the fire pit on cool evenings during cooler months. Just outside you will discover your own private retreat. Relax on the screened-in covered porch, multiple decks, spend afternoons and weekends lounging by the sparkling swimming pool with diving board, featuring a new pool cover and new pool pumps. Explore the custom tree fort and zip line, or simply enjoy the open green space that makes this property so special. Relax on any one of the multiple deck spaces overlooking the peaceful backyard or just simply soak up the AC in the summertime. A large storage shed provides plenty of room for lawn equipment, tools, and outdoor gear. Significant improvements—including replacement windows, approximately three-quarters of the roof replaced, and a whole-house backup generator—offer lasting value and peace of mind. A state-of-the-art security, alarm, and surveillance system adds another level of comfort for today’s homeowners. Located just minutes from historic downtown Easton or the waterfront town of Oxford, both with outstanding restaurants, boutique shopping, access to local healthcare, schools, and the waterfront lifestyle of Maryland’s Eastern Shore, this home offers the perfect balance of convenience and tranquility. Beautifully updated, meticulously maintained, and designed for everyday living as well as unforgettable entertaining, 28091 Oaklands Circle is more than a home—it’s where birthdays are celebrated, holidays are shared, and lifelong memories are made. Come experience the warmth, quality, and lifestyle that make this remarkable property truly one of Easton’s finest.
    23 days
    |
    1,182
    |
    44
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Jamie Latham 410-310-2701,

    Benson & Mangold, LLC (410) 770-9255,

    Co-Listing Agent: Shelby D Roney 410-253-3648,

    Benson & Mangold, LLC

    Source: Bright MLS,MLS#: MDTA2014418MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      • Main level bathrooms: 3
      • Main level bedrooms: 1
      Rooms
      • Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Den, Library, Foyer, Bedroom 1, Study, Laundry, Other
      Primary bedroom
      • Features: Flooring - Carpet
      • Level: Upper
      • Area: 182 Square Feet
      • Dimensions: 13 X 14
      Bedroom 1
      • Level: Unspecified
      Bedroom 2
      • Features: Flooring - Carpet
      • Level: Upper
      • Area: 143 Square Feet
      • Dimensions: 11 X 13
      Bedroom 3
      • Features: Flooring - Carpet
      • Level: Upper
      • Area: 121 Square Feet
      • Dimensions: 11 X 11
      Bedroom 4
      • Features: Flooring - Carpet
      • Level: Upper
      • Area: 168 Square Feet
      • Dimensions: 12 X 14
      Den
      • Features: Flooring - HardWood, Fireplace - Wood Burning
      • Level: Main
      • Area: 240 Square Feet
      • Dimensions: 12 X 20
      Dining room
      • Features: Flooring - HardWood
      • Level: Main
      • Area: 156 Square Feet
      • Dimensions: 12 X 13
      Family room
      • Features: Flooring - HardWood, Fireplace - Gas
      • Level: Main
      Foyer
      • Features: Flooring - HardWood
      • Level: Main
      • Dimensions: 11 X 0
      Kitchen
      • Features: Flooring - HardWood
      • Level: Main
      • Area: 342 Square Feet
      • Dimensions: 18 X 19
      Laundry
      • Level: Unspecified
      Library
      • Features: Flooring - HardWood
      • Level: Main
      • Area: 120 Square Feet
      • Dimensions: 10 X 12
      Living room
      • Features: Flooring - HardWood
      • Level: Main
      • Area: 260 Square Feet
      • Dimensions: 13 X 20
      Other
      • Level: Unspecified
      Study
      • Level: Unspecified
      Heating
      • Heat Pump, Electric
      Cooling
      • Ceiling Fan(s), Heat Pump, Zoned, Electric
      Appliances
      • Included: Electric Water Heater
      • Laundry: Washer/Dryer Hookups Only, Laundry Room
      Features
      • Family Room Off Kitchen, Kitchen - Table Space, Dining Area, Eat-in Kitchen, Primary Bath(s), Built-in Features, Chair Railings, Upgraded Countertops, Crown Molding, Entry Level Bedroom, Floor Plan - Traditional, Vaulted Ceiling(s)
      • Windows: Window Treatments
      • Has basement: No
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 4,610
      • Total interior livable area: 4,610 sqft
      • Finished area above ground: 4,610
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 17
      • Parking features: Inside Entrance, Garage Door Opener, Driveway, Off Street, Attached
      • Attached garage spaces: 3
      • Uncovered spaces: 14
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Patio, Screened, Porch, Deck
      • Has private pool: Yes
      • Pool features: In Ground, Private
      • Waterfront features: Canoe/Kayak, River
      • Body of water: Legates Cove
      Lot
      • Size: 2.51 Acres
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 2101049100
      • Zoning: W2
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Combination, Brick
      • Foundation: Crawl Space
      Condition
      • New construction: No
      • Year built: 1974

      Utilities & green energy

      • Sewer: On Site Septic, Septic Exists, Private Septic Tank
      • Water: Well

      Community & HOA

      Community
      • Subdivision: Oaklands
      HOA
      • Has HOA: Yes
      • Amenities included: Boat Dock/Slip, Picnic Area, Pier/Dock
      • Services included: Pest Control
      • HOA fee: $25 annually
      • HOA name: OAKLANDS ASSOCIATION
      Location
      • Region: Easton

      Financial & listing details

      • Price per square foot: $324/sqft
      • Tax assessed value: $836,633
      • Annual tax amount: $7,283
      • Date on market: 7/2/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple

        Estimated market value

        $1,399,700

        $1.33M - $1.47M

        $6,855/mo

        Price history

        DateEventPrice
        7/2/2026Listed for sale$1,495,000+134.5%$324/sqft
        Source: Bright MLS #MDTA2014418 Report a problem
        8/20/2012Sold$637,500+77.1%$138/sqft
        Source: Public Record Report a problem
        1/16/1996Sold$360,000$78/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025-- $795,767 +5.4%
        2024$6,817 +6.6%$754,900 +1%
        2023$6,394 +8.8%$747,467 -1%
        2022$5,876 +7.1%$754,900 +3%
        2021$5,489 +2.7%$732,600 +2.7%
        2020$5,345 +2.8%$713,467 -2.6%
        2019$5,202 +7.3%$732,600 +8.5%
        2018$4,849 +7.4%$675,200 +2.1%
        2017$4,516 +9.3%$661,400 +2.1%
        2016$4,133 $647,600 +2.2%
        2015$4,133 +49.7%$633,800
        2014$2,761 $633,800
        2013-- $633,800 -17%
        2012-- $763,900
        2011-- $763,900
        2010-- $763,900 -19.6%
        2009-- $950,390 +13.9%
        2008-- $834,270 +16.2%
        2007-- $718,150 +19.3%
        2006-- $602,030 +7.1%
        2005-- $562,206 +7.6%
        2004-- $522,383 +8.3%
        2003-- $482,560 +2.6%
        2002-- $470,230 +31.7%
        2001-- $357,110
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 21601

        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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