46,421

Sherwood Forest, MD Homes

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  • /2

    $749,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,004 Sq Ft

    1442 Fairfield Loop Rd, Crownsville, MD 21032

    Nestled on a private 3-acre lot in sought-after Crownsville, this beautifully rebuilt home offers the perfect blend of craftsmanship, space, and versatility. Completely reconstructed from the ground up approximately 15 years ago and meticulously maintained by a contractor-owner, the home showcases quality construction and thoughtful design throughout. Featuring 4 spacious bedrooms and 2 full

    Agent Photo

    Kelly Harris

    Coldwell Banker Realty

    (443) 227-4204

    1442 Fairfield Loop Rd, Crownsville, MD 21032
  • /39

    $1,845 - $3,380 per month

    Westwinds Apartments

    1 - 2 Beds

    1029 Spa Rd, Annapolis, MD 21403

    Discover luxury apartment living at Westwinds Apartments in Annapolis, MD. Ideally located less than 2 miles from Downtown Annapolis and 3 miles from Annapolis Harbor, this community offers unmatched convenience. Choose from renovated one and two-bedroom apartments featuring in-home washers and dryers, large closets, private storage, updated flooring, and modern kitchens with custom-style

    1029 Spa Rd, Annapolis, MD 21403
  • /40

    $1,098,000 Sold Jan 05, 2026

    168 Green St, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 1,922 Sq Ft
    • Built 1885

    Last Sold Summary

    • $571/SF
    • 32 Days On Market

    Current Estimated Value $1,055,146

    Last Listing Agent Luke Rozansky Compass

    168 Green St, Annapolis, MD 21401
    • /36

      Est $584,881 Not Listed For Sale

      104 Bosun Rd, Arnold, MD 21012

      • 3 Beds
      • 3 Baths
      • 1,916 Sq Ft
      • Built 1970
      104 Bosun Rd, Arnold, MD 21012

      Last Sold Summary

      • 5% Above List Price
      • $290/SF
      • 15 Days On Market

      Last Sold Price $556,000

      Last Listing Agent Cindy Loveless Home Sweet Home Real Estate LLC

  • /33

    $345,000

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    2006 Peggy Stewart Way Unit 204, Annapolis, MD 21401

    Welcome to this beautiful 2-bedroom, 2-bath condo in the highly sought-after Tidewater Colony community of Annapolis. Inside, you’ll find 9-foot ceilings, luxury vinyl plank floors, custom blinds, and a modern kitchen with granite countertops, gas cooking, and a built-in microwave. The spacious primary suite features a double vanity and a luxurious bath with separate shower and soaking tub.

    Agent Photo

    Julie Procopio

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 501-2774

    2006 Peggy Stewart Way Unit 204, Annapolis, MD 21401
  • /38

    $3,200 per month

    • 2 Beds
    • 3.5 Baths
    • 2,458 Sq Ft
    • Townhouse for Rent

    503 Captain John Brice Way Unit 503, Annapolis, MD 21401

    *FULLY FURNISHED 6 Month Lease Available ( May 1-Oct. 31, 2026) Welcome to this beautifully maintained three-story, fully furnished townhome with a garage, offering nearly 2,500 finished square feet. This spacious home features 2 bedrooms and 3.5 bathrooms, providing plenty of room to live, work, and relax. The lower level includes a versatile recreation room or guest bedroom with a full

    Lindsey Yokitis Veterans First Realty

    503 Captain John Brice Way Unit 503, Annapolis, MD 21401
  • /24

    $425,000 Sold Sep 19, 2025

    1219 Driftwood Ct, Arnold, MD 21012

    • 3 Beds
    • 3.5 Baths
    • 1,500 Sq Ft
    • Built 1980

    Last Sold Summary

    • $283/SF
    • 113 Days On Market

    Current Estimated Value $425,844

    Last Listing Agent Jeremy McDonough Mr. Lister Realty

    1219 Driftwood Ct, Arnold, MD 21012
    • /32

      Est $1,265,389 Not Listed For Sale

      470 Cornwall Ct, Severna Park, MD 21146

      • 5 Beds
      • 3 Baths
      • 3,220 Sq Ft
      • Built 1977
      470 Cornwall Ct, Severna Park, MD 21146

      Last Sold Summary

      • 3% Below List Price
      • $406/SF
      • 2 Days On Market

      Last Sold Price $1,306,000

      Last Listing Agent Eric McPhee Cummings & Co. Realtors

  • /84

    $3,199,950

    • 5 Beds
    • 2 Baths
    • 5,522 Sq Ft

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

    Welcome to 1979 Baltimore Annapolis Blvd — where original charm meets opportunity. Set along one of the Severn River’s most desirable stretches with unobstructed views of the U.S. Naval Academy, this distinctive residence offers 5,522 finished square feet across three levels—seamlessly blending timeless character with a 2015 expansion and thoughtful modern updates. Enjoy a front-row seat to the

    Agent Photo

    Angelica Dennis

    Keller Williams Capital Properties

    (443) 781-6808

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
  • /28

    $1,973 - $5,890 per month

    Crosswinds at Annapolis Town Center

    Studio - 2 Beds

    1903 Towne Centre Blvd, Annapolis, MD 21401

    Crosswinds at Annapolis Town Center offers you upscale apartment finishes and exquisite amenity spaces you won't find anywhere else, alongside a community focused on local connection. Vibrant, urban, and just minutes from historic downtown Annapolis, Crosswinds is redefining traditional luxury living. With the best shopping, dining, and entertainment just moments away, you can find the perfect

    1903 Towne Centre Blvd, Annapolis, MD 21401
  • /44

    $600,000 Sold Jul 03, 2025

    108 Bosun Rd, Arnold, MD 21012

    • 3 Beds
    • 2.5 Baths
    • 2,272 Sq Ft
    • Built 1972

    Last Sold Summary

    • $264/SF
    • 2 Days On Market

    Current Estimated Value $602,153

    Last Listing Agent Tiffany Clay Northrop Realty

    108 Bosun Rd, Arnold, MD 21012
    • /41

      Est $683,286 Not Listed For Sale

      440 Bendale Dr, Severna Park, MD 21146

      • 4 Beds
      • 3 Baths
      • 2,228 Sq Ft
      • Built 1967
      440 Bendale Dr, Severna Park, MD 21146

      Last Sold Summary

      • 1% Below List Price
      • $308/SF
      • 1 Day On Market

      Last Sold Price $687,000

      Last Listing Agent Donna Reichert Keller Williams Flagship

  • /53

    $624,999 Open Sat 11AM - 1PM

    • 3 Beds
    • 4 Baths
    • 2,288 Sq Ft

    2820 Pennypond Ln N, Annapolis, MD 21401

    Welcome to 2820 Pennypond Ln, a rare end-of-row townhome occupying a premium position within the neighborhood. The home is tucked against a private, natural buffer that provides a surprisingly peaceful and private setting not typically found in a townhome community. The home’s side-entry design enhances the sense of privacy, opening into a bright, voluminous floorplan defined by vaulted ceilings

    Agent Photo

    Charles Dwayne Hoyt

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 364-4389

    2820 Pennypond Ln N, Annapolis, MD 21401
  • /53

    $6,750 per month

    • 4 Beds
    • 3 Baths
    • 3,038 Sq Ft
    • House for Rent

    753 Rolling View Dr, Annapolis, MD 21409

    Enjoy stunning views and all the Annapolis lifestyle has to offer from your waterfront haven on the Broadneck Peninsula! This recently renovated, 4 BR / 3 BA home is nestled on a quiet, tree-lined street and seamlessly blends indoor and outdoor living all year round. Situated on tranquil Deep Creek -- just off the Magothy River and Chesapeake Bay -- the property boasts a newly refinished private

    Jody Cumberpatch Dillon Hubble Bisbee Christie's International Real Estate

    753 Rolling View Dr, Annapolis, MD 21409
  • /61

    $872,000 Sold May 15, 2025

    1218 Whetstone Dr, Arnold, MD 21012

    • 4 Beds
    • 2.5 Baths
    • 5,081 Sq Ft
    • Built 2007

    Last Sold Summary

    • $172/SF
    • 77 Days On Market

    Current Estimated Value $904,143

    Last Listing Agent Lynne Ferrante Berkshire Hathaway HomeServices PenFed Realty

    1218 Whetstone Dr, Arnold, MD 21012
    • /52

      Est $686,284 Not Listed For Sale

      968 Shadewater Way, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,739 Sq Ft
      • Built 1984
      968 Shadewater Way, Annapolis, MD 21401

      Last Sold Summary

      • 1% Above List Price
      • $391/SF
      • 21 Days On Market

      Last Sold Price $680,000

      Last Listing Agent Jack Papaleonti Academy Realty Inc.

  • /53

    $2,350,000

    • 3 Beds
    • 3.5 Baths
    • 3,743 Sq Ft

    245 Long Point Rd, Crownsville, MD 21032

    Experience the beauty of waterfront living at 245 Long Point Road on sought-after Little Round Bay. Perfectly positioned across from St. Helena Island, this stunning home offers breathtaking water views and effortless indoor-outdoor living. Inside, the open floor plan is designed to capture the views, featuring a dramatic family room with cathedral ceilings, a cozy gas fireplace, and an

    Agent Photo

    Julie Procopio

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 843-0661

    245 Long Point Rd, Crownsville, MD 21032
  • /35

    $2,005 - $3,827 per month

    The James

    Studio - 2 Beds

    251 Admiral Cochrane Dr, Annapolis, MD 21401

    Sophistication and elegance make every apartment home at The James worth remembering. Each apartment home is expertly designed with custom home style finishes and spacious floorplans. Situated in Annapolis, residents will enjoy the communitys close proximity to unique shopping, cultural venues, and world-class dining.

    251 Admiral Cochrane Dr, Annapolis, MD 21401
  • /38

    $542,285 Sold May 30, 2025

    78 Old Mill Bottom Rd N Unit 105, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,416 Sq Ft
    • Built 2024

    Last Sold Summary

    • $383/SF
    • 26 Days On Market

    Current Estimated Value $548,943

    Last Listing Agent Scott Sealy McWilliams/Ballard, Inc.

    78 Old Mill Bottom Rd N Unit 105, Annapolis, MD 21409
    • /65

      Est $634,427 Not Listed For Sale

      1185 Harbor Oak Dr, Crownsville, MD 21032

      • 4 Beds
      • 3.5 Baths
      • 2,224 Sq Ft
      • Built 1978
      1185 Harbor Oak Dr, Crownsville, MD 21032

      Last Sold Summary

      • 10% Above List Price
      • $260/SF
      • 21 Days On Market

      Last Sold Price $577,500

      Last Listing Agent Deric Beckett BHHS PenFed (actual)

  • /7

    $800,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,243 Sq Ft

    584 Park Rd, Severna Park, MD 21146

    New construction in sought-after Carrollton Manor offering 4 bedrooms, 2.5 baths, and approximately 2,400 sq. ft. of thoughtfully designed living space. The open main level features luxury vinyl flooring, recessed lighting, and a spacious family room with a floating fireplace and ceiling fan. The kitchen is well-appointed with quartz countertops, a large center island, stainless steel appliances,

    Agent Photo

    Michele Hagan

    CENTURY 21 New Millennium

    (410) 896-6560

    584 Park Rd, Severna Park, MD 21146
  • /30

    $2,500 per month

    • 3 Beds
    • 1.5 Baths
    • 1,037 Sq Ft
    • Townhouse for Rent

    63 Town Pines Ct, Annapolis, MD 21401

    Live in the heart of Annapolis where historic charm and vibrant downtown energy come together. This 3-bedroom, 1 full and 1 half-bath townhome offers comfortable living space just two blocks from the iconic Maryland State House and moments from the waterfront. Inside, you’ll find a functional layout with spacious bedrooms, inviting living areas, and plenty of natural light. The home offers the

    Lisa Wallace Keller Williams Fairfax Gateway

    63 Town Pines Ct, Annapolis, MD 21401
  • /50

    $1,550,000 Sold May 09, 2025

    2000 Haverford Cir, Crownsville, MD 21032

    • 5 Beds
    • 5.5 Baths
    • 6,707 Sq Ft
    • Built 2014

    Last Sold Summary

    • $231/SF
    • 5 Days On Market

    Current Estimated Value $1,541,330

    Last Listing Agent Jennifer Chino Compass

    2000 Haverford Cir, Crownsville, MD 21032
    • /34

      Est $1,078,167 Not Listed For Sale

      867 Coachway, Annapolis, MD 21401

      • 5 Beds
      • 2.5 Baths
      • 2,824 Sq Ft
      • Built 1980
      867 Coachway, Annapolis, MD 21401

      Last Sold Summary

      • 3% Above List Price
      • $372/SF
      • 2 Days On Market

      Last Sold Price $1,050,000

      Last Listing Agent Brad Kappel TTR Sotheby's International Realty

  • /84

    $1,400,000

    • 6 Beds
    • 5.5 Baths
    • 6,414 Sq Ft

    1623 Wyatts Ridge, Crownsville, MD 21032

    Welcome to 1623 Wyatts Ridge Road — where every space is designed for unforgettable entertaining in the prestigious, water-privileged community of Belvoir Farms. This architectural masterpiece sits on a beautifully manicured 0.94-acre lot and delivers nearly 7,000 square feet of finished living space across three levels. From the moment guests arrive, the dramatic two-story white marble foyer

    Agent Photo

    Glenn Hedgecoth

    Compass

    (410) 237-8629

    1623 Wyatts Ridge, Crownsville, MD 21032
  • /36

    $2,550 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,236 Sq Ft
    • Condo for Rent

    1972 Scotts Crossing Way Unit 202, Annapolis, MD 21401

    Largest Model in the Community | 1,298 Sq. Ft. | 3BR/2BA Annapolis CondoEnjoy spacious second-floor living in this beautifully laid-out 3-bedroom, 2-bath condo offering 1,298 sq. ft. of living space. As the largest model in the community, this home combines comfort, functionality, and an excellent Annapolis location.The open floor plan features a large living room with a gas

    1972 Scotts Crossing Way Unit 202, Annapolis, MD 21401
  • /35

    $562,500 Sold Apr 25, 2025

    878 Rudder Way, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,661 Sq Ft
    • Built 1988

    Last Sold Summary

    • $339/SF
    • 40 Days On Market

    Current Estimated Value $573,842

    Last Listing Agent Kate Liscinsky Compass

    878 Rudder Way, Annapolis, MD 21401
    • /70

      Est $848,264 Not Listed For Sale

      2979 Valley View Rd, Annapolis, MD 21401

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 1963
      2979 Valley View Rd, Annapolis, MD 21401

      Last Sold Summary

      • $405/SF
      • 0 Days On Market

      Last Sold Price $851,000

      Last Listing Agent Ryan Briggs Anne Arundel Properties, Inc.

  • /37

    $699,900 Under Contract

    • 3 Beds
    • 3.5 Baths
    • 2,867 Sq Ft

    308 Clifton Ave, Arnold, MD 21012

    OFFER DEADLINE: Monday, March 16 @ 5 PM. Welcome Home to 308 Clifton Ave! This beautifully maintained 3-bedroom, 3.5-bath single family home has a private in-law suite/guest apartment. If you're looking for independent or multi-generational living, look no further! With 3 fully finished levels of comfortable living, you are welcomed inside by hardwood floors, a spacious formal sitting room, and

    Ari Musliu Redfin Corp

    308 Clifton Ave, Arnold, MD 21012
  • /20

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • House for Rent

    1334 Waterbury Rd, Crownsville, MD 21032

    Location, Location, Location! Nestled in a beautiful wooded country setting, this charming home offers privacy and convenience. Inside, you’re welcomed by hardwood floors into an inviting living area that flows in one direction toward the three bedrooms/two full baths and in the other toward the kitchen, dining area, and deck. The kitchen has been updated with a brand-new stove, new microwave,

    Kerry Foley EXP Realty, LLC

    1334 Waterbury Rd, Crownsville, MD 21032
  • /58

    $555,000 Sold Aug 29, 2025

    434 Capstan Ct Unit 44, Arnold, MD 21012

    • 4 Beds
    • 3.5 Baths
    • 2,940 Sq Ft
    • Built 1988

    Last Sold Summary

    • $189/SF
    • 10 Days On Market

    Current Estimated Value $588,150

    Last Listing Agent Matthew Wyble Next Step Realty

    434 Capstan Ct Unit 44, Arnold, MD 21012
    • /48

      Est $474,266 Not Listed For Sale

      940 Astern Way Unit 311, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,588 Sq Ft
      • Built 2008
      940 Astern Way Unit 311, Annapolis, MD 21401

      Last Sold Summary

      • 1% Above List Price
      • $296/SF
      • 32 Days On Market

      Last Sold Price $470,000

      Last Listing Agent Pattee McInerney Scott McInerney RE/MAX

  • /61

    $1,375,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    There are so many option available for this property in the heart of Historic Annapolis. You may want to convert the entire home back to one living unit. You may want to live in one, long-term rent the other two or short term rent one. You may choose that it be be used for a couple/single person to live in one apt and rent out 2 or have a multigenerational combined family living in 1, 2 (while

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • /13

    $2,995 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    647 Saltzman Rd, Severna Park, MD 21146

    AVAILABLE NOW-3 BR 2.5 bath duplex. Open floor plan on main level with 1/2 bath, deck, fenced yard, unfinished basement and off street parking. Short walk to down town Severna Park. Dog considered with reference and pet fee. Min credit score 640, Min gross household income $115,000. Available NOW. TEXT Tom to schedule your showing.

    647 Saltzman Rd, Severna Park, MD 21146
  • /31

    $570,000 Sold May 27, 2025

    529 Ridge Rd, Annapolis, MD 21401

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft
    • Built 1970

    Last Sold Summary

    • $279/SF
    • 29 Days On Market

    Current Estimated Value $598,284

    Last Listing Agent Melissa Marsden Hoffman Real Estate Group, LLC

    529 Ridge Rd, Annapolis, MD 21401
    • /56

      Est $1,203,274 Not Listed For Sale

      22 Dean St Unit 2, Annapolis, MD 21401

      • 3 Beds
      • 3.5 Baths
      • 1,820 Sq Ft
      • Built 2008
      22 Dean St Unit 2, Annapolis, MD 21401

      Last Sold Summary

      • 5% Below List Price
      • $692/SF
      • 2 Days On Market

      Last Sold Price $1,260,000

      Last Listing Agent Teresa Klem Long & Foster

  • /95

    $1,790,000

    • 3 Beds
    • 2.5 Baths
    • 2,731 Sq Ft

    975 Phillips Dr, Arnold, MD 21012

    PRICE REDUCTION! Waterfront living at its finest in newly renovated and updated home on Deep Creek with easy access to the Magothy River, Chesapeake Bay, and downtown Annapolis! Unique location where you can kayak, paddle-board, or canoe to protected nature preserve, use a power boat or sailboat to explore the Magothy, Bay, and surrounding areas, and walk or take any boat option to Donnelly's

    Mary Gatton Redfin Corp

    975 Phillips Dr, Arnold, MD 21012
  • /31

    $6,500 per month

    • 6 Beds
    • 4.5 Baths
    • 4,796 Sq Ft
    • House for Rent

    1707A A Ritchie Hwy, Annapolis, MD 21409

    Escape to your own private Estate. 6100+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 6 Bedrooms, 4.5 Bathrooms, with 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county). A stone's throw to downtown without the city taxes. Across from B&A bike Trail & WWII Memorial. Direct access to Rt50

    Mary Saba Hayden Realty & Development, LLC

    1707A A Ritchie Hwy, Annapolis, MD 21409
  • /45

    $540,000 Sold Mar 18, 2026

    519 Kenmore Rd, Severna Park, MD 21146

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $321/SF
    • 32 Days On Market

    Current Estimated Value $548,496

    Last Listing Agent Anne Henslee Cummings & Co. Realtors

    519 Kenmore Rd, Severna Park, MD 21146
    • /24

      Not Listed For Sale

      141 West St Unit 203, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 964 Sq Ft
      • Built 2020
      141 West St Unit 203, Annapolis, MD 21401

      Last Sold Summary

      • $747/SF
      • 12 Days On Market

      Last Sold Price $720,000

      Last Listing Agent Vic Pascoe Keller Williams Select Realtors of Annapolis

Showing Results 81 - 120, Page 3 of 18

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