7,154

Homes in ZIP Code 21666

Section Image Section Image
  • /47

    $2,695,000

    Open Sun 12PM - 2PM $54K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,897 Sq Ft

    137 Tanners Point Dr, Stevensville, MD 21666

    Welcome home to this stunning waterfront property in Cove Creek Club on Kent Island. This remarkable five bedroom, four bathroom home offers an unparalleled blend of privacy, elegance, and panoramic coastal beauty all located on your very own private peninsula. With an impressive 566 feet of protected shoreline where Tanner’s Creek converges with Cove Creek, opening directly to the Eastern Bay,

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 824-5374

    137 Tanners Point Dr, Stevensville, MD 21666
  • /44

    Starting at $1,850 Per Month

    • Studio - 2 Beds

    214 Pier 1 Rd, Stevensville, MD 21666

    Experience a lifestyle inspired by the water at Bay Manor Apartments, a brand-new residential community in the heart of Stevensville, Maryland — just steps from the Chesapeake Bay. Here, you’ll find coastal elegance paired with modern comfort, where each home has been carefully designed to offer a refined yet relaxed way of living. Every apartment is brand new, meaning you’ll be the very first to

    Bay Manor Apartments

    (847) 807-4153

    214 Pier 1 Rd, Stevensville, MD 21666
  • /23

    $405,000

    Sold Jun 16, 2025

    233 Keenan Way, Stevensville, MD 21666

    • 3 Beds
    • 4 Baths
    • 1,884 Sq Ft
    • Built 2012

    Last Sold Summary

    • $215/SF
    • 88 Days On Market

    Current Estimated Value $445,489

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    233 Keenan Way, Stevensville, MD 21666
    • /34

      Est $427,521

      Not Listed For Sale

      227 Love Point Ave, Stevensville, MD 21666

      • 3 Beds
      • 1 Bath
      • 1,080 Sq Ft
      • Built 1977
      227 Love Point Ave, Stevensville, MD 21666

      Last Sold Summary

      • 2% Above List Price
      • $389/SF
      • 24 Days On Market
      • Last Sold Price $420,000
      • May 09, 2025

      Last Listing Agent Mary Wagner Cummings & Co. Realtors

  • /40

    $679,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,696 Sq Ft

    402 Conor Dr, Stevensville, MD 21666

    Welcome to this beautifully maintained home in Ellendale on Kent Island, ideally situated on a premium corner lot with peaceful pond views and a spacious, fenced backyard. Offering four bedrooms and two and a half bathrooms, this home combines thoughtful upgrades, comfortable living spaces, and scenic surroundings, all in one of the most conveniently located communities on the Eastern

    Agent Photo

    Elizabeth Arentz

    Coldwell Banker Realty

    (443) 323-0113

    402 Conor Dr, Stevensville, MD 21666
  • /20

    $3,250 Per Month

    • 4 Beds
    • 3 Baths
    • 1,905 Sq Ft
    • Townhouse for Rent

    217 Mikes Way, Stevensville, MD 21666

    Property Id: 2517457Experience the leisure of Eastern Shore lifestyle in this stunning Lacrosse townhome in the sought-after Ellendale community. Perfect for families seeking modern luxury and outdoor adventure, this 4-bedroom, 2.5-bath residence offers versatility and modern finishes, (New appliances 2026).The HomeFlexible Living: The main level features a private bonus

    (443) 748-9669

    217 Mikes Way, Stevensville, MD 21666
  • /29

    $440,000

    Sold Jun 26, 2025

    123 Somerset Rd, Stevensville, MD 21666

    • 3 Beds
    • 2 Baths
    • 1,275 Sq Ft
    • Built 1967

    Last Sold Summary

    • $345/SF
    • 48 Days On Market

    Current Estimated Value $450,530

    Last Listing Agent Billy Rabbitt The Southside Group Real Estate

    123 Somerset Rd, Stevensville, MD 21666
    • /70

      Est $611,844

      Not Listed For Sale

      761 Moorings Cir, Stevensville, MD 21666

      • 3 Beds
      • 3 Baths
      • 2,098 Sq Ft
      • Built 2018
      761 Moorings Cir, Stevensville, MD 21666

      Last Sold Summary

      • 8% Above List Price
      • $270/SF
      • 103 Days On Market
      • Last Sold Price $567,000
      • Oct 30, 2024

      Last Listing Agent Alison Wisnom Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /44

    $579,000

    • 3 Beds
    • 3 Baths
    • 1,536 Sq Ft

    126 Watermans Cove Ln, Chester, MD 21619

    Welcome to this beautifully maintained 3-bedroom, 2.5-bathroom home in the Waterman’s Cove community in Chester. Nestled on a quiet street along scenic Cox Creek, this charming property offers the perfect blend of comfort, style, and convenience. An inviting front porch welcomes you home, while water views greet you upon arrival and can also be enjoyed from the spacious rear composite deck, built

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 222-1760

    126 Watermans Cove Ln, Chester, MD 21619
  • /5

    $2,750 Per Month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • House for Rent

    307 Irene Way, Stevensville, MD 21666

    Property Id: 1560319Modest single-story house on 1/3rd acre of waterfront property with pier. The home is well-built and dates from the 1960's. The windows were upgraded within the last 5 years. It has 3 bedrooms, 1 full bathroom, living room, dining room, and laundry room. It also has an unfinished attic (great for storage) and a detached single car garage. It is within 1.5 miles of the

    (443) 258-5173

    307 Irene Way, Stevensville, MD 21666
  • /33

    $390,000

    Sold Mar 02, 2026

    116 Talbot Rd, Stevensville, MD 21666

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1961

    Last Sold Summary

    • $339/SF
    • 150 Days On Market

    Current Estimated Value $396,000

    Last Listing Agent Austin Johnson Real Broker, LLC - Annapolis

    116 Talbot Rd, Stevensville, MD 21666
    • /62

      Est $498,852

      Not Listed For Sale

      211 Keenan Way, Stevensville, MD 21666

      • 4 Beds
      • 4 Baths
      • 2,256 Sq Ft
      • Built 2013
      211 Keenan Way, Stevensville, MD 21666

      Last Sold Summary

      • $222/SF
      • 42 Days On Market
      • Last Sold Price $500,000
      • Mar 24, 2025

      Last Listing Agent Matthew Wyble Next Step Realty

  • /58

    $1,397,500

    • 5 Beds
    • 4.5 Baths
    • 4,529 Sq Ft

    208 Tower Dr, Stevensville, MD 21666

    This stunning 4,500+ sq ft home with 5 bedrooms and 4.5 baths is set on a private 1.25-acre lot in the sought-after water-privileged Tower Gardens community—just minutes from the Bay Bridge. Ideal for generational living, the home features primary suites on both the first and second floors, offering flexibility for a variety of lifestyles. At the heart of the home, the gourmet kitchen boasts a

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 205-1360

    208 Tower Dr, Stevensville, MD 21666
  • /29

    $3,450 Per Month

    • 3 Beds
    • 3 Baths
    • 2,074 Sq Ft
    • Townhouse for Rent

    906 Moorings Cir Unit 9, Stevensville, MD 21666

    3 Bedroom / 3 Bathroom for Rent at Bay Bridge Cove, a New 55+ Community on Kent Island. This beautiful model has 2,074sf on 2 levels. The main level features 2 Bedrooms with 2 full bathrooms and a den with cathedral ceilings. Enjoy an open floor plan that allows for a living room, dining room and sitting area just off the beautiful kitchen with center island. Upstairs there is an open loft that

    Curtis Cunningham Innovative Properties, Inc.

    906 Moorings Cir Unit 9, Stevensville, MD 21666
  • /7

    $605,650

    Sold Mar 26, 2026

    136 Bay Dr, Stevensville, MD 21666

    • 3 Beds
    • 2 Baths
    • 2,139 Sq Ft
    • Built 1964

    Last Sold Summary

    • 10% Above List Price
    • $283/SF
    • 7 Days On Market

    Current Estimated Value $698,333

    Last Listing Agent James Anselmo Taylor Properties

    136 Bay Dr, Stevensville, MD 21666
    • /41

      Est $474,333

      Not Listed For Sale

      1701 Batts Neck Rd, Stevensville, MD 21666

      • 3 Beds
      • 2.5 Baths
      • 1,524 Sq Ft
      • Built 2016
      1701 Batts Neck Rd, Stevensville, MD 21666

      Last Sold Summary

      • 2% Above List Price
      • $306/SF
      • 2 Days On Market
      • Last Sold Price $467,000
      • Jun 18, 2024

      Last Listing Agent Julie Owens Fiv Realty Co Maryland LLC

  • /44

    $719,000

    • 3 Beds
    • 2 Baths
    • 1,538 Sq Ft

    102 Golf Ct, Stevensville, MD 21666

    Tucked on a private 1-acre corner lot in the desirable Cove Creek community, this home offers 3 bedrooms, 2 baths, and 1,538 square feet of single-level living. Following a complete renovation, every detail has been refreshed—pairing modern updates with a light-filled open floor plan. Expansive windows and vaulted ceilings create a bright, airy feel, while the family room’s wood-burning fireplace

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 517-7406

    102 Golf Ct, Stevensville, MD 21666
  • /62

    $3,750 Per Month

    • 3 Beds
    • 3 Baths
    • 2,800 Sq Ft
    • Townhouse for Rent

    312 Topside Dr Unit 223, Stevensville, MD 21666

    Welcome to Bay Bridge Cove, Kent Island’s premier 55+ community, the Gateway to Maryland’s Eastern Shore. This popular Laurel model, is one of the largest homes in the community, offering over 2,800 sq. ft. of open, living space in a desirable end-unit that backs to one of the community’s scenic ponds and walking/jogging paths. The main level features a bright, open floor plan with 9-foot

    Ralph Kennedy RE/MAX Executive

    312 Topside Dr Unit 223, Stevensville, MD 21666
  • /61

    $565,000

    Sold Aug 01, 2025

    158 Ackerman Dr, Stevensville, MD 21666

    • 4 Beds
    • 2.5 Baths
    • 1,984 Sq Ft
    • Built 2021

    Last Sold Summary

    • $285/SF
    • 3 Days On Market

    Current Estimated Value $575,488

    Last Listing Agent Vincent Principe Keller Williams Flagship

    158 Ackerman Dr, Stevensville, MD 21666
    • /56

      Not Listed For Sale

      212 Switchgrass Way Unit 1641, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,602 Sq Ft
      • Built 2024
      212 Switchgrass Way Unit 1641, Chester, MD 21619

      Last Sold Summary

      • $390/SF
      • 1 Day On Market
      • Last Sold Price $1,014,900
      • Apr 28, 2025

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • /16

    $174,900

    • Land
    • 24,393 Sq Ft
    • $312,321 per Acre

    0 Touhey Dr Unit MDQA2016822, Kent Island, MD 21666

    This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas, providing both privacy and a natural aesthetic that enhances the property's overall appeal. Strategically positioned just about

    Agent Photo

    Petra Quinn

    Realty Navigator

    (410) 883-7500

    0 Touhey Dr Unit MDQA2016822, Kent Island, MD 21666
  • /20

    $4,700 Per Month

    • 4 Beds
    • 3 Baths
    • 1,996 Sq Ft
    • House for Rent

    105 King George Ct, Stevensville, MD 21666

    A truly unique opportunity on Kent Island. This house was fully renovated in 2024. This is a 4 bedroom and 3 FULL bathroom rambler home with a 2 car garage, located on a beautiful plot of land of over 4 acres in the community of Tower Gardens. Relax in the Spacious living room with wonderful natural light, original hardwood floors and a pellet stove. Enjoy cooking in a renovated kitchen and

    Curtis Cunningham Innovative Properties, Inc.

    105 King George Ct, Stevensville, MD 21666
  • /47

    $569,000

    Sold Jun 13, 2025

    151 Beacon Place Unit 60, Stevensville, MD 21666

    • 2 Beds
    • 2 Baths
    • 1,788 Sq Ft
    • Built 2019

    Last Sold Summary

    • $318/SF
    • 23 Days On Market

    Current Estimated Value $584,050

    Last Listing Agent Deborah Laggini Long & Foster Real Estate, Inc.

    151 Beacon Place Unit 60, Stevensville, MD 21666
    • /29

      Not Listed For Sale

      3674 Gratitude Way, Stevensville, MD 21666

      • 3 Beds
      • 3.5 Baths
      • 3,235 Sq Ft
      • Built 2025
      3674 Gratitude Way, Stevensville, MD 21666

      Last Sold Summary

      • $180/SF
      • 8 Days On Market
      • Last Sold Price $582,985
      • Mar 31, 2025

      Last Listing Agent Tineshia Johnson NVR, INC.

  • /46

    $568,000

    Under Contract
    • 2 Beds
    • 2 Baths
    • 2,088 Sq Ft

    932 Moorings Cir, Stevensville, MD 21666

    Welcome to Bay Bridge Cove! This highly desired, 55+ luxury, waterfront community is known for its gorgeous setting, beautifully maintained grounds, exceptional amenities, and a true easy, low-maintenance lifestyle. This thoughtfully designed and updated 2BR/2BA villa offers a warm, inviting layout with bonus living space that truly sets it apart. Inside, hardwood flooring and an open floor plan

    Agent Photo

    Monica Shano

    Long & Foster Real Estate, Inc.

    (410) 941-3195

    932 Moorings Cir, Stevensville, MD 21666
  • /2

    $2,550 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,232 Sq Ft
    • Townhouse for Rent

    341 Creekside Commons Ct, Stevensville, MD 21666

    Beautifully maintained 2 bedroom, 2.5 bath townhome located on Kent Island and ready for occupancy Aug. 1st. This low-maintenance home offers a bright, comfortable layout, well-kept finishes, and a fenced rear yard perfect for outdoor enjoyment. Enjoy the ease of Eastern Shore living with quick access to local restaurants, shopping, parks, marinas, and nearby boat ramps. Whether you love boating,

    Whitney Ward Berkshire Hathaway HomeServices PenFed Realty

    341 Creekside Commons Ct, Stevensville, MD 21666
  • /2

    $120,000

    Sold Jul 15, 2025

    lots 28& 29 Baltimore Dr, Stevensville, MD 21666

    • Land
    • 22,215 Sq Ft
    • $235,294 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Barry Waterman Coldwell Banker Waterman Realty

    lots 28& 29 Baltimore Dr, Stevensville, MD 21666
    • /48

      Not Listed For Sale

      212 Switchgrass Way Unit 1642, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2024
      212 Switchgrass Way Unit 1642, Chester, MD 21619

      Last Sold Summary

      • $376/SF
      • 96 Days On Market
      • Last Sold Price $714,900
      • May 01, 2025

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • /80

    $869,900

    $5K PRICE DROP Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    122 N Lake Dr, Stevensville, MD 21666

    New Price! Experience refined coastal living at 122 N. Lake Drive—a nearly new waterfront residence nestled along the tranquil waters of Carter Creek in Stevensville’s sought-after Tower Gardens community. With exclusive community beach access, a private boat launch, and close proximity to Romancoke Fishing Pier, this home is perfectly positioned to embrace the best of Eastern Shore living.

    Agent Photo

    Gretchen Wichlinski

    Compass

    (443) 272-4197

    122 N Lake Dr, Stevensville, MD 21666
  • /35

    $2,175,000

    Sold Apr 23, 2026

    216 Lighthouse View Dr, Stevensville, MD 21666

    • 4 Beds
    • 4.5 Baths
    • 4,138 Sq Ft
    • Built 1996

    Last Sold Summary

    • 1% Below List Price
    • $526/SF
    • 6 Days On Market

    Current Estimated Value $1,966,306

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    216 Lighthouse View Dr, Stevensville, MD 21666
    • /48

      Not Listed For Sale

      212 Switchgrass Way Unit 1632, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2024
      212 Switchgrass Way Unit 1632, Chester, MD 21619

      Last Sold Summary

      • $360/SF
      • 15 Days On Market
      • Last Sold Price $684,900
      • Apr 16, 2025

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • /9

    $569,000

    New Construction Open House 5/24 $10K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    107 Chestnut Rd, Stevensville, MD 21666

    Location, Location , Location - this gorgeous new custom 4BR home is just 2 blocks from the Bay and convenient to route 50 & the Bay Bridge for quicker commute. Walk to the waterfront community playground/rec area or put your boat in or fish at several nearby ramps/piers/parks. Lots of room and charm in this large home featuring a separate large freezer and refrigerator in the kitchen, granite

    Agent Photo

    Brenda Fornos

    Taylor Properties

    (410) 642-5631

    107 Chestnut Rd, Stevensville, MD 21666
  • /48

    $400,000

    Sold Jan 30, 2026

    423 Victoria Way, Stevensville, MD 21666

    • 3 Beds
    • 2.5 Baths
    • 1,532 Sq Ft
    • Built 1996

    Last Sold Summary

    • 11% Below List Price
    • $261/SF
    • 53 Days On Market

    Current Estimated Value $415,696

    Last Listing Agent Pasquale Carannante RE/Max Experience

    423 Victoria Way, Stevensville, MD 21666
    • /38

      Est $557,141

      Not Listed For Sale

      116 Tennessee Rd, Stevensville, MD 21666

      • 3 Beds
      • 2 Baths
      • 1,654 Sq Ft
      • Built 2024
      116 Tennessee Rd, Stevensville, MD 21666

      Last Sold Summary

      • 2% Below List Price
      • $343/SF
      • 67 Days On Market
      • Last Sold Price $567,000
      • Mar 07, 2025

      Last Listing Agent Linda Austin Long & Foster

  • /16

    $549,000

    New Construction Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    0 Tennessee Rd, Kent Island, MD 21666

    Coming soon — brand new construction opportunity! This thoughtfully designed ranch-style home will be breaking ground soon and offers the chance to secure a brand-new home before construction begins. Featuring convenient one-level living, this home will include an open floor plan with vaulted ceilings and quality finishes throughout.The kitchen is planned to feature quartz countertops,

    Agent Photo

    Jim Davidson

    Coldwell Banker Waterman Realty

    (410) 498-7103

    0 Tennessee Rd, Kent Island, MD 21666
  • /65

    $665,000

    Sold Mar 31, 2026

    145 N Lake Dr, Stevensville, MD 21666

    • 5 Beds
    • 3 Baths
    • 3,400 Sq Ft
    • Built 1974

    Last Sold Summary

    • $196/SF
    • 147 Days On Market

    Current Estimated Value $679,516

    Last Listing Agent John Freeman Coldwell Banker Realty

    145 N Lake Dr, Stevensville, MD 21666
    • /51

      Not Listed For Sale

      218 Peregrine Dr, Chester, MD 21619

      • 3 Beds
      • 3 Baths
      • 2,772 Sq Ft
      • Built 2024
      218 Peregrine Dr, Chester, MD 21619

      Last Sold Summary

      • $290/SF
      • 56 Days On Market
      • Last Sold Price $805,000
      • Mar 25, 2025

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

  • /16

    $549,000

    New Construction Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,620 Sq Ft

    0 Baltimore Dr, Stevensville, MD 21666

    Coming soon — brand new construction opportunity! This thoughtfully designed ranch-style home will be breaking ground soon and offers the chance to secure a brand-new home before construction begins. Featuring convenient one-level living, this home will include an open floor plan with vaulted ceilings and quality finishes throughout.The kitchen is planned to feature quartz countertops,

    Agent Photo

    Jim Davidson

    Coldwell Banker Waterman Realty

    (443) 991-7721

    0 Baltimore Dr, Stevensville, MD 21666
  • /53

    $499,900

    Sold Mar 31, 2026

    114 Birch Rd, Stevensville, MD 21666

    • 4 Beds
    • 2 Baths
    • 1,856 Sq Ft
    • Built 1978

    Last Sold Summary

    • 2% Above List Price
    • $269/SF
    • 96 Days On Market

    Current Estimated Value $476,777

    Last Listing Agent Gregory Bennett Jr. Five Star Real Estate

    114 Birch Rd, Stevensville, MD 21666
    • /42

      Not Listed For Sale

      228 Warbler Way, Chester, MD 21619

      • 4 Beds
      • 3 Baths
      • 2,791 Sq Ft
      • Built 2024
      228 Warbler Way, Chester, MD 21619

      Last Sold Summary

      • $233/SF
      • 9 Days On Market
      • Last Sold Price $649,900
      • Apr 24, 2025

      Last Listing Agent Mary Anne Kowalewski KOVO Realty

Showing Results 1 - 40, Page 1 of 18

How to Buy a Home How to Finance a Home How to Sell a Home