76

Recently Sold Homes in 21663

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  • 9171 Deepwater Point Rd, Saint Michaels, MD 21663
    9171 Deepwater Point Rd, Saint Michaels, MD 21663
    9171 Deepwater Point Rd, Saint Michaels, MD 21663
    /25

    $880,000 Sold Feb 06, 2025

    • 4,102 Sq Ft
    • $215/SF
    • 8 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1992

    9171 Deepwater Point Rd, Saint Michaels, MD 21663

    Exceptional Waterfront Living Near Historic St. Michaels. Discover a unique opportunity to own a stunning waterfront property situated on over 6 acres, just minutes from Historic St. Michaels and directly across from the prestigious Links at Perry Cabin Golf Course. This expansive 4,000 sq. ft. single-story residence is designed for both comfort and luxury. The thoughtfully designed floor plan

    Wink Cowee Benson & Mangold, LLC

    9171 Deepwater Point Rd, Saint Michaels, MD 21663
  • 9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
    /28

    $395,000 Sold Feb 03, 2025

    • 1,800 Sq Ft
    • $219/SF
    • 119 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1973

    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663

    Nestled in the desirable Martingham community and backing to the scenic 2nd hole at the Links of Perry Cabin, this charming 2-bedroom, 2.5-bathroom condo offers a perfect retreat for low-maintenance living. The open living and dining area, featuring a cozy wood-burning fireplace, flows seamlessly into the inviting sunroom, creating the ideal space for relaxation. The primary bedroom boasts a

    Chuck Mangold Benson & Mangold, LLC

    9539 Quail Hollow Dr Unit 302, Saint Michaels, MD 21663
  • 1003 Riverview Terrace, Saint Michaels, MD 21663
    1003 Riverview Terrace, Saint Michaels, MD 21663
    1003 Riverview Terrace, Saint Michaels, MD 21663
    /50

    $2,600,000 Sold Jan 30, 2025

    • 4,320 Sq Ft
    • $602/SF
    • 3 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2006

    1003 Riverview Terrace, Saint Michaels, MD 21663

    Experience tranquil waterfront living in this stunning 4BR/4.5 BA home sited on .67 acres overlooking the Miles River. Built in 2006, this Craftsman-style home was thoughtfully designed by Lars Erickson and built by Don Foster to blend effortlessly with the beauty of the landscape. The exquisite architectural details are evident throughout and include vaulted ceilings, Australian Cypress

    Laura Carney TTR Sotheby's International Realty

    1003 Riverview Terrace, Saint Michaels, MD 21663
  • 202 Mulberry St, Saint Michaels, MD 21663
    202 Mulberry St, Saint Michaels, MD 21663
    202 Mulberry St, Saint Michaels, MD 21663
    /51

    $1,196,000 Sold Jan 21, 2025

    • 2,703 Sq Ft
    • $442/SF
    • 8 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1890

    202 Mulberry St, Saint Michaels, MD 21663

    Discover this charming historic home in the heart of St. Michaels, built circa 1890, where classic craftsmanship and timeless elegance come together. Starting with the expansive wrap-around porch, you can see this home is a traditional gem. Highlights of the home include 9ft. ceilings, hardwood floors throughout and original architectural details that define the craftsmanship. and charm. The

    Monica Penwell TTR Sotheby's International Realty

    202 Mulberry St, Saint Michaels, MD 21663
  • 7536 Quaker Neck Rd, Bozman, MD 21612
    7536 Quaker Neck Rd, Bozman, MD 21612
    7536 Quaker Neck Rd, Bozman, MD 21612
    /50

    $4,000,000 Sold Jan 21, 2025

    • 3,670 Sq Ft
    • $1,090/SF
    • 33 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    7536 Quaker Neck Rd, Bozman, MD 21612

    Welcome to this private paradise on Maryland's Eastern Shore with a slip for two boats. Ideal for outdoor enthusiasts, with 1400' of views oriented towards the water. The residence features an open floor plan with a spacious living and separate dining area with a fireplace, leading to the gourmet kitchen. The main floor also offers two bedrooms and a full bathroom. Upstairs is a primary bedroom

    Danielle Naeve TTR Sotheby's International Realty

    7536 Quaker Neck Rd, Bozman, MD 21612
  • 0 Oakwood Park Rd, Saint Michaels, MD 21663
    0 Oakwood Park Rd, Saint Michaels, MD 21663
    0 Oakwood Park Rd, Saint Michaels, MD 21663
    /37

    $250,000 Sold Jan 14, 2025

    • Land
    • 6 Acres
    • $44,326 per Acre
    • 480 Days On Market

    0 Oakwood Park Rd, Saint Michaels, MD 21663

    Indulge in the allure of Eastern Shore living with this exquisite premium building site, situated in the esteemed Estate area of Oakwood Park. Just a stone's throw from the historic charm of downtown St. Michaels, this parcel offers a serene escape surrounded by nature's beauty. Picture-perfect views of San Domingo Creek adorn this tranquil lot, dotted with mature trees. Anticipate the

    Connie Loveland Benson & Mangold, LLC

    0 Oakwood Park Rd, Saint Michaels, MD 21663
  • 23857 Ebb Point Rd, Bozman, MD 21612
    23857 Ebb Point Rd, Bozman, MD 21612
    23857 Ebb Point Rd, Bozman, MD 21612
    /67

    $1,040,000 Sold Jan 03, 2025

    • 2,250 Sq Ft
    • $462/SF
    • 65 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1986

    23857 Ebb Point Rd, Bozman, MD 21612

    Nestled on 2.5+/- wooded acres along Broad Creek, this contemporary four-bedroom, two-and-a-half-bath Lindal Cedar Home offers stunning water views from most rooms. Relax on the expansive waterside deck or enjoy the serenity of the screened porch with skylights. Surrounded by mature trees, this private retreat is perfect for nature lovers, with frequent sightings of wildlife and birds. Inside,

    Jane Baker Benson & Mangold, LLC

    23857 Ebb Point Rd, Bozman, MD 21612
  • 107 Carpenter St, Saint Michaels, MD 21663
    107 Carpenter St, Saint Michaels, MD 21663
    107 Carpenter St, Saint Michaels, MD 21663
    /30

    $820,000 Sold Jan 02, 2025

    • 1,228 Sq Ft
    • $668/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    107 Carpenter St, Saint Michaels, MD 21663

    Don't miss this St. Michaels gem! The perfect Captain's house in the ideal location. Situated in the heart of historic St. Michaels, it is in easy walking distance to the waterfront, shopping, dining, and the beloved Carpenter Street Saloon. The property is an active short term rental (airbnb). New owners will need to renew the rental license should they wish to continue to operate the

    Peter Heller Coldwell Banker Chesapeake Real Estate Company

    107 Carpenter St, Saint Michaels, MD 21663
  • 1110 Jefferson Ave, Saint Michaels, MD 21663
    1110 Jefferson Ave, Saint Michaels, MD 21663
    1110 Jefferson Ave, Saint Michaels, MD 21663
    /64

    $400,000 Sold Dec 30, 2024

    • 1,600 Sq Ft
    • $250/SF
    • 175 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    1110 Jefferson Ave, Saint Michaels, MD 21663

    Welcome to this updated ranch-style home in the water-privileged community of Rio Vista. Nestled near downtown St. Michaels, this charming residence offers access to a community marina and boat ramp on Spencer Creek and park with picnic area on the scenic Miles River. Enjoy the convenience of local shops and waterfront dining just moments away. The home’s exterior boasts a covered front porch and

    Christie Bishop Northrop Realty

    1110 Jefferson Ave, Saint Michaels, MD 21663
  • 8288 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8288 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8288 Bozman Neavitt Rd, Saint Michaels, MD 21663
    /64

    $1,550,000 Sold Dec 20, 2024

    • 3,282 Sq Ft
    • $472/SF
    • 189 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1998

    8288 Bozman Neavitt Rd, Saint Michaels, MD 21663

    This substantial brick home with gorgeous sunset views across Harris Creek is a private retreat just five miles from St. Michaels' shops and restaurants. Sited on 4.7 mostly-wooded acres, the home features a first floor primary suite with waterside sitting area, a family room with woodburning fireplace and a striking stone accent wall, dining room, spacious eat-in kitchen, den and screened porch.

    Debra Crouch Benson & Mangold, LLC

    8288 Bozman Neavitt Rd, Saint Michaels, MD 21663
  • 409 Seymour Ave, Saint Michaels, MD 21663
    409 Seymour Ave, Saint Michaels, MD 21663
    409 Seymour Ave, Saint Michaels, MD 21663
    /36

    $485,000 Sold Dec 18, 2024

    • 2,016 Sq Ft
    • $241/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    409 Seymour Ave, Saint Michaels, MD 21663

    We are in receipt of multiple offers on 409 Seymour Avenue, St Michaels. An offer deadline of Monday, December 2 at 4p.m has been set. Great St Michaels location just a short stroll to Sam Shore Park on the Miles River and downtown St. Michaels. Perfectly charming, impeccably maintained 3 Bedroom, 2/1 Bath Cape Cod home. Main level Primary Suite. Formal Living Room with French doors to formal

    Karen Hubble Bisbee Hubble Bisbee Christie's International Real Estate

    409 Seymour Ave, Saint Michaels, MD 21663
  • 803 New Ln, Saint Michaels, MD 21663
    803 New Ln, Saint Michaels, MD 21663
    803 New Ln, Saint Michaels, MD 21663
    /15

    $277,500 Sold Dec 18, 2024

    • 1,288 Sq Ft
    • $215/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1952

    803 New Ln, Saint Michaels, MD 21663

    Cute Bungalow in the town of Saint Michaels and just a few blocks to the town center and waterfront. House needs some work and is offered for sale " as is ". Great opportunity for a fun remodel and refresh. SELLER WILL BE REVIEWING OFFERS MONDAY, PLEASE SUBMIT BY NOVEMBER 11 , 12 NOON. THANK YOU

    Kelly Showell Benson & Mangold, LLC

    803 New Ln, Saint Michaels, MD 21663
  • 9794 Martingham Cir, Saint Michaels, MD 21663
    9794 Martingham Cir, Saint Michaels, MD 21663
    9794 Martingham Cir, Saint Michaels, MD 21663
    /34

    $935,000 Sold Nov 19, 2024

    • 2,135 Sq Ft
    • $438/SF
    • 10 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1990

    9794 Martingham Cir, Saint Michaels, MD 21663

    Waterfront Townhouse in St Michaels. Highly sought-after community of Martingham, minutes to historic downtown St. Michaels. Home features an entry level Bedroom with en-Suite bathroom, open floorplan featuring living and dining room, a wood burning fireplace (can be converted to gas), open kitchen with breakfast bar and table space. The second floor Guest Bedroom with private bath and an Large

    Brian Gearhart Benson & Mangold, LLC

    9794 Martingham Cir, Saint Michaels, MD 21663
  • 107 Chesapeake Ave, Saint Michaels, MD 21663
    107 Chesapeake Ave, Saint Michaels, MD 21663
    107 Chesapeake Ave, Saint Michaels, MD 21663
    /56

    $635,000 Sold Nov 18, 2024

    • 2,026 Sq Ft
    • $313/SF
    • 103 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2022

    107 Chesapeake Ave, Saint Michaels, MD 21663

    Welcome to your dream home in the charming town of St. Michaels! This stunning single-family residence with a 1ST FLOOR MASTER BEDROOM SUITE, crafted by the reputable Beracah builder, offers over 2000 square feet of luxury living space, featuring three bedrooms, two and a half baths, and a one-car garage with plenty of room for storage. Epitomizing modern comfort and convenience, this home boasts

    Jennifer Pogoda Chesapeake Bay Real Estate Plus, LLC

    107 Chesapeake Ave, Saint Michaels, MD 21663
  • 9789 Pintail Place, Saint Michaels, MD 21663
    9789 Pintail Place, Saint Michaels, MD 21663
    9789 Pintail Place, Saint Michaels, MD 21663
    /74

    $3,800,000 Sold Nov 18, 2024

    • 5,146 Sq Ft
    • $738/SF
    • 97 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2001

    9789 Pintail Place, Saint Michaels, MD 21663

    This property on a quiet three house cul-de-sac in the desirable Martingham neighborhood offers both close proximity to St. Michaels and breathtaking, panoramic and endless vistas of Porters Creek, Miles River, Wye River and the Eastern Bay by day and the sparkling lights of Kent Island Bridge at night. Sited high above a rip-rapped shoreline, the house’s rear wall is infilled with long windows

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9789 Pintail Place, Saint Michaels, MD 21663
  • 7709 Quaker Neck Rd, Bozman, MD 21663
    7709 Quaker Neck Rd, Bozman, MD 21663
    7709 Quaker Neck Rd, Bozman, MD 21663
    /39

    $1,512,500 Sold Nov 15, 2024

    • 3,360 Sq Ft
    • $450/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1977

    7709 Quaker Neck Rd, Bozman, MD 21663

    Welcome toThortonwood! The tree-lined driveway leads to a 4 bedroom/2.5 bath , 5.6 acre waterfront oasis on Broad Creek ( 3 'mlw) . This property has it all.............breathtaking ,wide water-views; an abundance of comfortable and versatile living area, a magnificent stone fireplace; a beautiful and perfectly situated kitchen; a rear deck; an inviting fenced in pool ( new in 2023) ; pier (

    Robert Lacaze TTR Sotheby's International Realty

    7709 Quaker Neck Rd, Bozman, MD 21663
  • 8941 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8941 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8941 Bozman Neavitt Rd, Saint Michaels, MD 21663
    /71

    $5,000,000 Sold Nov 15, 2024

    • 4,459 Sq Ft
    • $1,121/SF
    • 0 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2001

    8941 Bozman Neavitt Rd, Saint Michaels, MD 21663

    Welcome to your private oasis tucked away on ??Sadlers Cove, leading to Broad Creek. This exquisite ??French boasts over 700+/- feet of picturesque ??waterfrontage, offering unparalleled water views ??from nearly every point on the estate. The ?heart of ?the home is the fully updated kitchen, ?equipped with ?a 6-burner Wolf stove, two built-in Sub-Zero ?refrigerators, a wine cooler integrated

    Chuck Mangold Benson & Mangold, LLC

    8941 Bozman Neavitt Rd, Saint Michaels, MD 21663
  • 24375 Widgeon Place Unit 37, Saint Michaels, MD 21663
    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663
    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663
    /52

    $473,000 Sold Nov 14, 2024

    • 2,100 Sq Ft
    • $225/SF
    • 12 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1986

    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663

    Welcome to 24375 Widgeon Place, your haven of tranquility nestled in the picturesque Martingham Community just outside the historic town of St. Michaels on the Eastern Shore of Maryland. This 2100 square foot End Unit Townhome is the epitome of style and comfort, encapsulating all the charms of coastal living. Featuring 3 stunning bedrooms with 3 full bathrooms, offering generous living spaces

    Jennifer Pogoda Chesapeake Bay Real Estate Plus, LLC

    24375 Widgeon Place Unit 37, Saint Michaels, MD 21663
  • 1015 Riverview Terrace, Saint Michaels, MD 21663
    1015 Riverview Terrace, Saint Michaels, MD 21663
    1015 Riverview Terrace, Saint Michaels, MD 21663
    /43

    $1,875,000 Sold Nov 13, 2024

    • 3,301 Sq Ft
    • $568/SF
    • 24 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1958

    1015 Riverview Terrace, Saint Michaels, MD 21663

    Excellent opportunity to own a charming waterfront house on Riverview Terrace in St. Michaels, Md. This 5BR/ 4BA home is 3300+ SF, has spacious rooms and incredible views of the Miles River. Sited on .95 acres, this property is elevated, has an expansive back yard, and pier with boat lift (being sold as-is). The large waterside deck provides great entertaining and living space. There are 2 main

    Laura Carney TTR Sotheby's International Realty

    1015 Riverview Terrace, Saint Michaels, MD 21663
  • 109 E Maple Ave, Saint Michaels, MD 21663
    109 E Maple Ave, Saint Michaels, MD 21663
    109 E Maple Ave, Saint Michaels, MD 21663
    /72

    $850,000 Sold Nov 07, 2024

    • 2,400 Sq Ft
    • $354/SF
    • 178 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1950

    109 E Maple Ave, Saint Michaels, MD 21663

    Charming home in the heart of Saint Michaels, 3 blocks from the harbor!!REDUCED to 895,000 !!!!This home was completely rebuilt from the ground up in 2021.4 bedrooms, 3 bath 2400 square-foot home with Open floor plan, 1st floor Primary Suite, modern kitchen, private backyard with patio pavilion.Building Renovation:Interior:Home was stripped to the studs and

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    109 E Maple Ave, Saint Michaels, MD 21663
  • 0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663
    0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663
    0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663
    /8

    $55,000 Sold Oct 28, 2024

    • Land
    • 0.17 Acre
    • $323,529 per Acre
    • 87 Days On Market

    0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663

    Nice buildable lot in an up & coming neighborhood in St. Michaels! Town services, public water & sewer hookup available. Walk to Rails & Trails, ballpark, library, town center, waterfront. Close to Community Center, daycare & schools. Build your custom home in this beautiful, waterfront, historic town! Builder must conduct their own due diligence, verification, research, and inspections of lot to

    Andrew Becker Coldwell Banker Realty

    0 Brooks Ln Unit MDTA2008410, Saint Michaels, MD 21663
  • 24560 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    24560 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    24560 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
    /30

    $329,000 Sold Oct 18, 2024

    • 1,296 Sq Ft
    • $254/SF
    • 58 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    24560 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663

    There is a wonderful community lot with a Gazebo overlooking the Miles River for you and your invitees to take advantage of. This Bright and Airy single-story unit with wide Halls and no steps to enter from large parking area with rear views overlooking the Perry Cabin golf Corse #6. A Freshly painted interior using Bengerman Moor Ultra Paint. Spacious great room with gas fireplace wide halls to

    Skipper Marquess Coldwell Banker Realty

    24560 Deepwater Point Dr Unit 4, Saint Michaels, MD 21663
  • 9510 Martingham Cir, Saint Michaels, MD 21663
    9510 Martingham Cir, Saint Michaels, MD 21663
    9510 Martingham Cir, Saint Michaels, MD 21663
    /61

    $739,000 Sold Oct 11, 2024

    • 2,868 Sq Ft
    • $258/SF
    • 2 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1992

    9510 Martingham Cir, Saint Michaels, MD 21663

    Tranquility and Eastern Shore Charm combine in this home located in the community of Martingham which is situated alongside the Miles River. Enjoy meticulously maintained landscaping on an expansive private lot. Your backyard backs to the 15th fairway on the private golf course, The Links at Perry Cabin, an 18-hole course designed by the renowned Pete Dye. From crab feasts on your deck or

    Dennis Medlock Coldwell Banker Realty

    9510 Martingham Cir, Saint Michaels, MD 21663
  • 24545 New Post Rd, Saint Michaels, MD 21663
    24545 New Post Rd, Saint Michaels, MD 21663
    24545 New Post Rd, Saint Michaels, MD 21663
    /58

    $2,175,000 Sold Oct 08, 2024

    • 3,146 Sq Ft
    • $691/SF
    • 72 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1998

    24545 New Post Rd, Saint Michaels, MD 21663

    Nestled within the Chance Hope Farm community, this stunning property spans over 2 acres on the serene Hambleton Cove, a protected area off the Miles River. Enjoy breathtaking sunset views and access to a private dock equipped with water and electricity.The home features a circular driveway leading to an attached two-car garage with a workshop. Designed for one-level living, it also

    Clifford Meredith Meredith Fine Properties

    24545 New Post Rd, Saint Michaels, MD 21663
  • 9816 Martingham Cir, Saint Michaels, MD 21663
    9816 Martingham Cir, Saint Michaels, MD 21663
    9816 Martingham Cir, Saint Michaels, MD 21663
    /42

    $1,950,000 Sold Oct 07, 2024

    • 3,489 Sq Ft
    • $559/SF
    • 17 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1992

    9816 Martingham Cir, Saint Michaels, MD 21663

    Eastern Shore contemporary with fabulous views of Hambledon Cove and the Miles River in sought after Martingham location. Enjoy proximity to golf at the Links at Perry Cabin and weekend in scenic Saint Michaels where boutiques, antique shops , favorite restaurants and coffee shops, the Chesapeake Bay Maritime Museum and the St Michaels Motor Museum await.This home is move in ready with a

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9816 Martingham Cir, Saint Michaels, MD 21663
  • 107 E Maple Ave, Saint Michaels, MD 21663
    107 E Maple Ave, Saint Michaels, MD 21663
    107 E Maple Ave, Saint Michaels, MD 21663
    /21

    $385,000 Sold Oct 07, 2024

    • 1,508 Sq Ft
    • $255/SF
    • 70 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1968

    107 E Maple Ave, Saint Michaels, MD 21663

    Welcome to this charming 3-bedroom, 1.5-bathroom rancher located in the heart of Historical St. Michaels, MD. This home is conveniently situated just minutes from local shops, dining, and attractions, with the added benefit of being in close proximity to the local school. This well-maintained residence offers a blend of comfort and convenience, perfect for families or investors. Recent updates

    Katie Mister Keller Williams Select Realtors of Cambridge

    107 E Maple Ave, Saint Michaels, MD 21663
  • 24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663
    /46

    $349,000 Sold Oct 04, 2024

    • 1,865 Sq Ft
    • $187/SF
    • 72 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1979

    24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663

    Welcome to Swan Road Villas in Martingham located just outside the town limits of Historic St. Michaels which means no town taxes! You will love this updated 2 bedroom, 2 1/2 bath condo which overlooks the Pete Dye designed golf course, The Links at Perry Cabin. You will also have winter views of the water and are a very short distance from the Community waterfront lot on the Miles River which

    Leslie Stevenson Shore Living Real Estate

    24700 Deepwater Point Dr Unit 2, Saint Michaels, MD 21663
  • 8670 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8670 Bozman Neavitt Rd, Saint Michaels, MD 21663
    8670 Bozman Neavitt Rd, Saint Michaels, MD 21663
    /34

    $1,249,000 Sold Oct 03, 2024

    • 2,365 Sq Ft
    • $528/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1957

    8670 Bozman Neavitt Rd, Saint Michaels, MD 21663

    Beautiful views across Harris Creek, fabulous waterfront with sunset views. Private lot with many large trees and a winding long driveway to reach this 1957 built rancher that has been in the hands of the same family for 40 years. Its been loved and maintained well but it will need a complete renovation.There are 2 bedrooms and 2 bath on the first floor and 2 bedroom and a half a bath

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    8670 Bozman Neavitt Rd, Saint Michaels, MD 21663
  • 24700 Deepwater Point Dr Unit 8, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 8, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 8, Saint Michaels, MD 21663
    /34

    $342,000 Sold Sep 27, 2024

    • 1,652 Sq Ft
    • $207/SF
    • 54 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1979

    24700 Deepwater Point Dr Unit 8, Saint Michaels, MD 21663

    Price reduction and brand new HVAC just installed! Peace of mind with new HVAC and part of the HOA fees will be used for new roof/gutters in future. Welcome to St. Michaels, a beautifully furnished 2-bedroom, 2.5 bath townhome located in the prestigious Martingham community of Swan Villa just a short distance from historic downtown and The Inn at Perry Cabin. This waterfront community has a

    Janet Powers Berkshire Hathaway Homeservice Homesale Realty

    24700 Deepwater Point Dr Unit 8, Saint Michaels, MD 21663
  • 216 Madison Ave, Saint Michaels, MD 21663
    216 Madison Ave, Saint Michaels, MD 21663
    216 Madison Ave, Saint Michaels, MD 21663
    /48

    $410,000 Sold Sep 25, 2024

    • 1,196 Sq Ft
    • $343/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    216 Madison Ave, Saint Michaels, MD 21663

    3 bed 2 bath rancher in St Michaels! Just over 1 mile from the shops and restaurants. Spacious .35 acre lot with partial water views on a quiet street. Located in the community of Rio Vista with access to both a waterfront picnic area and community dock. Newer roof, newer full bath, freshly painted. Ready for finishing touches to make it your own!

    Larry Brennan TTR Sotheby's International Realty

    216 Madison Ave, Saint Michaels, MD 21663
  • 23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    /24

    $669,900 Sold Sep 13, 2024

    • 1,968 Sq Ft
    • $340/SF
    • 2 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1987

    23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

    Welcome to your dream home! This fully renovated property, completed in 2023, is situated on a picturesque 2-acre lot just minutes from the charming and historic downtown St. Michaels and the community park. As you step inside, you'll be greeted by a spacious living room featuring a cozy wood-burning fireplace, ideal for relaxing on cool evenings. The open- layout seamlessly connects the living

    Chuck Mangold Benson & Mangold, LLC

    23848 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
  • 24640 Yacht Club Rd, Saint Michaels, MD 21663
    24640 Yacht Club Rd, Saint Michaels, MD 21663
    24640 Yacht Club Rd, Saint Michaels, MD 21663
    /94

    $2,800,000 Sold Sep 13, 2024

    • 6,433 Sq Ft
    • $435/SF
    • 31 Days On Market
    • 10 Beds
    • 9.5 Baths
    • Built 1910

    24640 Yacht Club Rd, Saint Michaels, MD 21663

    Welcome to Ships Cove, an exceptional, absolutely charming, romantic waterfront property located less than a mile by land or sea, from historic St. Michaels! The recently renovated property consists of 4 buildings that include a main house with 6 bedrooms and 5.5 bathrooms, a 2 bedroom/2 bath guest house, 2 luxury bedroom and bath suites above a 3 car garage, a pool/boat/game house with full

    Kate Koeppen Chesapeake Bay Real Estate Plus, LLC

    24640 Yacht Club Rd, Saint Michaels, MD 21663
  • 122 W Chestnut St, Saint Michaels, MD 21663
    122 W Chestnut St, Saint Michaels, MD 21663
    122 W Chestnut St, Saint Michaels, MD 21663
    /53

    $1,175,000 Sold Sep 11, 2024

    • 1,890 Sq Ft
    • $622/SF
    • 28 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1975

    122 W Chestnut St, Saint Michaels, MD 21663

    The property is located in St. Michaels, a town known for its scenic waterfront and charming atmosphere. Here are the key features and highlights of this rare waterview property on W. Chestnut St.:Location: Situated adjacent to the waterfront park, public landing with a kayak launching ramp, and the St. Michaels nature trail. This prime location offers easy access to outdoor

    Wink Cowee Benson & Mangold, LLC

    122 W Chestnut St, Saint Michaels, MD 21663
  • 109 Chesapeake Ave, Saint Michaels, MD 21663
    109 Chesapeake Ave, Saint Michaels, MD 21663
    /2

    $865,000 Sold Aug 12, 2025

    • 2,168 Sq Ft
    • $399/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2022

    109 Chesapeake Ave, Saint Michaels, MD 21663

    Welcome to 109 Chesapeake Ave, a remarkable single-family home nestled in the heart of St. Michaels, MD. This newly constructed residence, completed in 2023, offers a harmonious blend of modern design and classic Colonial charm. Spanning 2,166 square feet, the home features four well-appointed bedrooms and 2.5 pristine bathrooms. The main level hosts the primary suite, providing a private

    Christopher Coppola Compass

    109 Chesapeake Ave, Saint Michaels, MD 21663
  • 109 W Chew Ave, Saint Michaels, MD 21663
    109 W Chew Ave, Saint Michaels, MD 21663
    /2

    $662,500 Sold Jul 18, 2025

    • 1,824 Sq Ft
    • $363/SF
    • 21 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    109 W Chew Ave, Saint Michaels, MD 21663

    Located in a prime location this 3-bedroom home is full of potential. Featuring a spacious yard, detached garage/workshop, and a breezy screened porch, it’s ready for your vision. Inside, you’ll find hardwood flooring, a beautiful formal dining room, den / office at the rear, and a eat-in kitchen with character-rich beamed ceilings. The second floor offers a large primary bedroom with private

    Barbara Watkins Benson & Mangold, LLC

    109 W Chew Ave, Saint Michaels, MD 21663
  • 24481 Rolles Range Rd, Saint Michaels, MD 21663
    24481 Rolles Range Rd, Saint Michaels, MD 21663
    /2

    $439,000 Sold Nov 15, 2024

    • 1,568 Sq Ft
    • $280/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    24481 Rolles Range Rd, Saint Michaels, MD 21663

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    24481 Rolles Range Rd, Saint Michaels, MD 21663

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