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Browse All Properties for Sale Near South Shore

906 Buttonwood   Trail, Crownsville image
906 Buttonwood Trail, Crownsville $280,000

Located in the water-oriented community of Herald Harbor, residents enjoy access to community waterfront amenities, including beaches, boat launches, parks, and opportuni...

  • 2 Beds
  • 1 Baths
  • MDAA2147854 MLS
753 Eddy Rd, Crownsville image
753 Eddy Rd, Crownsville $415,000 ▼

Nestled in the peaceful Herald Harbor community and just steps from the Eddy Road boat launch, this beautifully & newly finished home blends modern comfort with classic c...

  • 3 Beds
  • 2 Baths
  • MDAA2153040 MLS
503 Teak Rd, Crownsville image
503 Teak Rd, Crownsville $1,350,000

Welcome home to 503 Teak Road, an exceptional estate set on nearly one acre (0.97) of beautifully maintained grounds in a quiet, sought-after neighborhood. Mature landsca...

  • 5 Beds
  • 5 Baths
  • MDAA2150318 MLS
788 Paul Birch Dr, Crownsville image
788 Paul Birch Dr, Crownsville $495,000 ▼

RARE CROWNSVILLE FIND WITH NO HOA! Unmatched RV infrastructure, prime location, and the freedom to use your property your way. Whether you are seeking space for your toys...

  • 3 Beds
  • 2 Baths
  • MDAA2148966 MLS
949 Buttonwood   Trail, Crownsville image
949 Buttonwood Trail, Crownsville $615,000

Beautifully updated home offering stunning winter views of the Severn River in water-privileged Herald Harbor! This residence features a new front porch with planned land...

  • 3 Beds
  • 3 Baths
  • MDAA2143320 MLS
684 N Riverside   Drive, Crownsville image
684 N Riverside Drive, Crownsville $1,050,000

Waterfront living at its finest in the water-privileged community of Herald Harbor! Perfectly positioned on a point at the mouth of Valentine Creek where it opens to the ...

  • 2 Beds
  • 2 Baths
  • MDAA2145052 MLS
440 Bobwhite Trl, Crownsville image
440 Bobwhite Trl, Crownsville $749,990 ▲

Welcome to your hilltop hideaway in the sought-after Herald Harbor community of Crownsville. Set on nearly half an acre, surrounded by mature trees, this beautifully main...

  • 4 Beds
  • 4 Baths
  • MDAA2148238 MLS
993 Round Bay Rd, Crownsville image
993 Round Bay Rd, Crownsville $949,000 ▼

Welcome to this charming waterfront retreat perfectly positioned along the shores of Browns Cove with breathtaking panoramic water views from nearly every window. Origina...

  • 2 Beds
  • 2 Baths
  • MDAA2147336 MLS
1327 Generals   Highway, Crownsville image
1327 Generals Highway, Crownsville $550,500

You have to see this home—photos truly do not do it justice! Discover an incredibly unique property offering an exceptional amount of space and versatility, perfectly sui...

  • 4 Beds
  • 4 Baths
  • MDAA2139494 MLS
1175 Gumbottom   Road, Crownsville image
1175 Gumbottom Road, Crownsville $1,166,000

Brick-front beauty filled with natural sunlight, perfectly sited on a generous 1.32-acre lot in the desirable Blakely Woods community of Crownsville. Offering approximate...

  • 5 Beds
  • 5 Baths
  • MDAA2137316 MLS
369 Beech   Trail, Crownsville image
369 Beech Trail, Crownsville $560,000

Nestled in the desirable, water-privileged Herald Harbor, this three-level split home offers a perfect blend of modern updates, functional spaces, and inviting outdoor ar...

  • 3 Beds
  • 2 Baths
  • MDAA2138596 MLS
1305 Eva Gude   Drive, Crownsville image
1305 Eva Gude Drive, Crownsville $3,500,000

Welcome to the moment you fell in love with this stunningly renovated deep water waterfront oasis! Over 2.5 acres of peace, tranquility, and the most expansive views on t...

  • 4 Beds
  • 4 Baths
  • MDAA2135762 MLS
478 Mountain   Road, Crownsville image
478 Mountain Road, Crownsville $775,000

Welcome home!!! This fabulous home in this very sought after community is ready for it's new owner. The perfect oasis after along day also gives you the space and ammen...

  • 5 Beds
  • 3 Baths
  • MDAA2128186 MLS
1404 Cotton   Court, Crownsville image
1404 Cotton Court, Crownsville $792,500

Nestled in the serene enclave of Spring Fields, this exquisite contemporary residence offers a harmonious blend of luxury and comfort. Spanning over 3,272 square feet, th...

  • 4 Beds
  • 3 Baths
  • MDAA2136470 MLS
1527 Wild Cranberry Dr, Crownsville image
1527 Wild Cranberry Dr, Crownsville $995,900 ▼

VERY! VERY MOTIVATED SELLERS! Welcome to 1527 Wild Cranberry Dr., An Impressive, Truly Gorgeous Colonial distinguished by its tall white pillars and brick exterior. Th...

  • 5 Beds
  • 4 Baths
  • MDAA2138514 MLS
852 Birch   Trail, Crownsville image
852 Birch Trail, Crownsville $490,000

Water privileged Herald Harbor Community. This sought after community offers a boat ramp, kayak launch/storage and sandy beach. Great home, three finished levels. Storag...

  • 3 Beds
  • 3 Baths
  • MDAA2119616 MLS
942 Buttonwood   Trail, Crownsville image
942 Buttonwood Trail, Crownsville $509,900

Absolutely Stunning Home in Sought After Herald Harbor! New Hybrid Core Lodge Maple Flooring (2025), New Kitchen remodel (2024) w/ Walnut Island, New Windows, front Door,...

  • 3 Beds
  • 2 Baths
  • MDAA2131772 MLS
530 Wilson   Road, Crownsville image
530 Wilson Road, Crownsville $645,000

***OFFER DEADLINE 7/29 @ 5PM*** Gorgeous Renovated Home in Coveted Waterfront Community! Welcome to this beautifully renovated 4-bedroom, 3-bath home with seasonal wate...

  • 4 Beds
  • 3 Baths
  • MDAA2121612 MLS
200 Long Point   Road, Crownsville image
200 Long Point Road, Crownsville $1,800,000

Exceptional waterfront paradise offering the most breathtaking, unobstructed views of the Severn River and just minutes from Smith’s Marina for boating enthusiasts. Close...

  • 3 Beds
  • 3 Baths
  • MDAA2121154 MLS
425 Mountain   Road, Crownsville image
425 Mountain Road, Crownsville $405,000

This charming 4-bedroom, 2-bathroom home offers the ultimate coastal lifestyle with access to a private community beach, a convenient boat ramp for easy days on the water...

  • 4 Beds
  • 2 Baths
  • MDAA2120308 MLS
550 Defense   Highway, Crownsville image
550 Defense Highway, Crownsville $655,000

Renovated and well-maintained, almost 2,200 finished square feet and $300,000 worth of improvements in the last 10 years. Covered front porch. Hardwood floors in the foy...

  • 3 Beds
  • 3 Baths
  • MDAA2124106 MLS
1345 Fairfield Loop   Road, Crownsville image
1345 Fairfield Loop Road, Crownsville $600,000

SELLERS RELOCATING- Bring all reasonable offers!!! Don’t miss out on this fantastic home—schedule your showing today! Welcome to this beautifully updated home, situated ...

  • 4 Beds
  • 4 Baths
  • MDAA2114550 MLS
396 Laurel   Trail, Crownsville image
396 Laurel Trail, Crownsville $355,000

Herald Harbor presents to you this affordable single family home situated on a corner lot & just steps away from the community boat ramp. The modern kitchen has granite c...

  • 3 Beds
  • 1 Baths
  • MDAA2120376 MLS
521 Teak   Road, Crownsville image
521 Teak Road, Crownsville $1,290,000

Welcome to Severn Landing! This newly built home is perched on a private lot backing to trees and conservation area. The expansive main level features hardwood floors, hi...

  • 4 Beds
  • 4 Baths
  • MDAA2114438 MLS
1606 Upton Scott   Way, Crownsville image
1606 Upton Scott Way, Crownsville $1,200,000

Enjoy this custom built 4,380 sq ft 6 bedroom, 5.5 bath home on a private, partially wooded 1.2 acre lot in Belvoir Farms community. Belvoir Farms has tennis courts, a to...

  • 6 Beds
  • 6 Baths
  • MDAA2099206 MLS
356 Hickory   Trail, Crownsville image
356 Hickory Trail, Crownsville $440,000

This beautifully updated 2-bedroom, 2-bath home with bonus in-law/au pair suite in lower level is the perfect blend of character and modern comfort! Nestled in the heart ...

  • 2 Beds
  • 2 Baths
  • MDAA2117236 MLS
529 Wilson   Road, Crownsville image
529 Wilson Road, Crownsville $575,000

529 Wilson Road • Crownsville, MD Marina Living Without the Maintenance! Welcome to 529 Wilson Road—where waterfront charm meets everyday comfort. Backing directly to Smi...

  • 4 Beds
  • 2 Baths
  • MDAA2117740 MLS
252 Long Point   Road, Crownsville image
252 Long Point Road, Crownsville $2,090,000

Completely Renovated & Turn-Key Waterfront Retreat on the Severn River Spectacular views! Perched along the scenic shores of Round Bay the widest part of the Severn Rive...

  • 4 Beds
  • 3 Baths
  • MDAA2103688 MLS
941 Buttonwood   Trail, Crownsville image
941 Buttonwood Trail, Crownsville $457,000

Nestled in the sought-after water-privileged community of Herald Harbor, this beautifully renovated ranch-style home on Buttonwood Trail offers a perfect blend of modern ...

  • 3 Beds
  • 2 Baths
  • MDAA2109014 MLS
918 N Forest   Trail, Crownsville image
918 N Forest Trail, Crownsville $325,000

Seller has set an offer deadline for Wed. April 16th at 8pm. Come experience the charm of Chesapeake Bay living in this affordable, 2-bedroom, 2 bath rancher. It offers ...

  • 2 Beds
  • 2 Baths
  • MDAA2108884 MLS
835 Birch   Trail, Crownsville image
835 Birch Trail, Crownsville $715,000

Welcome to this stunning residence nestled in the sought-after Herald Harbor community, where waterfront living meets modern comfort. Built in 2019, this four-bedroom hom...

  • 4 Beds
  • 4 Baths
  • MDAA2105092 MLS
720 N Riverside   Drive, Crownsville image
720 N Riverside Drive, Crownsville $699,000

Welcome Home to this enchanting three-bedroom, two-bathroom cottage nestled in the idyllic Herald Harbor neighborhood. This meticulously maintained and updated home offer...

  • 3 Beds
  • 2 Baths
  • MDAA2108684 MLS
355 Cedar   Trail, Crownsville image
355 Cedar Trail, Crownsville $510,000

Experience the Chesapeake Bay lifestyle in this charming home with Severn River water privileges! Located in a vibrant community, this lovely residence offers a perfect b...

  • 3 Beds
  • 3 Baths
  • MDAA2099968 MLS
806 Fairfield Estates   Court, Crownsville image
806 Fairfield Estates Court, Crownsville $895,000

PRICE REDUCTION: MOTIVATED SELLERS Are you in search of a move in ready, neo - eclectic colonial, nestled in a sleepy suburban CUL-DE-SAC? Look no further…and drive no f...

  • 5 Beds
  • 4 Baths
  • MDAA2102206 MLS
384 Chestnut   Trail, Crownsville image
384 Chestnut Trail, Crownsville $395,000

Discover the charm of Chesapeake Bay living in this delightful 2-bedroom, 1-bath cottage-style home with Severn River water privileges! Flooded with natural light, the ho...

  • 2 Beds
  • 1 Baths
  • MDAA2102062 MLS
372 Lake   Road, Crownsville image
372 Lake Road, Crownsville $322,000

Welcome to Herald Harbors water privileged community. This particular home has 2 bedrooms and 1 bathroom, and has been freshly painted. Inside, you'll find an electric fi...

  • 2 Beds
  • 1 Baths
  • MDAA2100822 MLS
735 Eddy   Road, Crownsville image
735 Eddy Road, Crownsville $380,000

Incredible and affordable opportunity to live in the coveted, water-privileged community of Herald Harbor. This lovely, turn-key home has over 1,400 sq ft and is only ste...

  • 2 Beds
  • 2 Baths
  • MDAA2099764 MLS
1341 Furlongs   Lane, Crownsville image
1341 Furlongs Lane, Crownsville — Cranberry Woods $1,200,000

Absolutely stunning all brick colonial perfectly tucked away in the sought after community of Cranberry Woods!! Where do we even begin with this gorgeous home?!? You wi...

  • 5 Beds
  • 5 Baths
  • MDAA2096536 MLS
  • Cranberry Woods Bldg.
350 Lake   Trail, Crownsville image
350 Lake Trail, Crownsville $465,000

Step into this beautifully maintained 3-bedroom, 2.5-bath colonial, offering an inviting open floor plan perfect for modern living. The spacious kitchen flows seamlessly ...

  • 3 Beds
  • 3 Baths
  • MDAA2096068 MLS
550 Osprey Point   Road, Crownsville image
550 Osprey Point Road, Crownsville $3,200,000

Nestled on a prestigious perch overlooking the waterfront, this exquisite estate offers the epitome of luxury living with unparalleled privacy and deep-water dockage. Si...

  • 4 Beds
  • 7 Baths
  • MDAA2093560 MLS
1213 Tailwind   Court, Crownsville image
1213 Tailwind Court, Crownsville $1,250,000

Welcome to this stunning 4 bed colonial home, offering elegance and luxury in every detail! Inside, you'll find an updated gourmet kitchen, perfect for any chef. The exp...

  • 4 Beds
  • 7 Baths
  • MDAA2095892 MLS
440 Bobwhite   Trail, Crownsville image
440 Bobwhite Trail, Crownsville $725,000

Escape to the tranquility of this hilltop retreat, partially tucked into the lush woods of Herald Harbor. Established over 100 years ago, this historic community offers b...

  • 4 Beds
  • 4 Baths
  • MDAA2096658 MLS
831 Boxwood   Trail, Crownsville image
831 Boxwood Trail, Crownsville $425,000

***Recent Price Improvement*** Welcome to 831 Boxwood Trail! This wonderful home is located in quaint and tranquil Herald Harbor, and is anxiously awaiting its new owner...

  • 3 Beds
  • 2 Baths
  • MDAA2092624 MLS
1117 Valentine Creek   Drive, Crownsville image
1117 Valentine Creek Drive, Crownsville $785,000

Discover Tranquil Elegance in Valentine Creek Nestled in the serene community of Valentine Creek, this exquisite detached home offers a perfect blend of privacy and luxur...

  • 4 Beds
  • 5 Baths
  • MDAA2092080 MLS
953 Fern   Trail, Crownsville image
953 Fern Trail, Crownsville $517,000

Welcome home to this adorable 3 bedroom, 2.5 bathroom colonial in Herald Harbor. This home features a wonderful main level with beautiful hardwood floors, crown molding, ...

  • 3 Beds
  • 3 Baths
  • MDAA2094352 MLS
954 Hart   Road, Crownsville image
954 Hart Road, Crownsville $700,000

**PRICE IMPROVEMENT**Welcome to 954 Hart Rd., a beautiful home located in the water-privileged Palisades on the Severn community in Crownsville, MD. This exceptional prop...

  • 4 Beds
  • 4 Baths
  • MDAA2088052 MLS
1221 Tailwind   Court, Crownsville image
1221 Tailwind Court, Crownsville $910,000

Welcome home to The Overlook in Crownsville. A picture perfect colonial home perched on a premium end of cul-de-sac lot, this fabulous acre and a half homesite retreat o...

  • 5 Beds
  • 3 Baths
  • MDAA2083756 MLS
1263 Bacon Ridge   Road, Crownsville image
1263 Bacon Ridge Road, Crownsville $750,000

EXPAND and BREATHE in this WINSOME RANCHER NESTLED ON 2 WOODED ACRES yet JUST MINUTES from ANNAPOLIS/DC/BALTIMORE METRO AMENITIES! Bask in the glorious seasons from your ...

  • 4 Beds
  • 3 Baths
  • MDAA2091064 MLS
1915 Chaparrall   Court, Crownsville image
1915 Chaparrall Court, Crownsville $1,200,000

Welcome to your dream home! This expansive, custom-built luxury residence is impeccably maintained, move-in ready, and now available for sale. Nestled on a 1.35-acre prop...

  • 5 Beds
  • 5 Baths
  • MDAA2086990 MLS
814 Boxwood   Trail, Crownsville image
814 Boxwood Trail, Crownsville $450,000

Charming updated home in Herald Harbor on the scenic Severn River! Nestled on a dead-end street with an oversized landscaped lot! A newer concrete driveway and wide steps...

  • 3 Beds
  • 2 Baths
  • MDAA2086456 MLS

Crownsville Real Estate & Homes Near South Shore

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Crownsville, MD. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

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Considering selling or refinancing your home? Get an INSTANT property valuation now!

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