32

Homes for Sale in 21629

Section Image Section Image
  • 23296 Wilder Way, Denton, MD 21629
    23296 Wilder Way, Denton, MD 21629
    23296 Wilder Way, Denton, MD 21629
    /102

    $1,395,000

    • 4 Beds
    • 3.5 Baths
    • 3,356 Sq Ft

    23296 Wilder Way, Denton, MD 21629

    Right out of HGTV! Custom Built in 2020, this 3,350+/- sq ft one-level home offers an abundance of amenities including high ceilings, 4 bedrooms, 3.5 Baths, large open floorplan with huge gourmet kitchen with quartz/ss appliances, separate pantry, family room with stacked stone gas fireplace. The Primary Bedroom is located at one end of the house and includes a large bath with double vanity,

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 376-8486

    23296 Wilder Way, Denton, MD 21629
  • 1106 Osprey Ln, Denton, MD 21629
    1106 Osprey Ln, Denton, MD 21629
    1106 Osprey Ln, Denton, MD 21629
    /37

    $295,000

    • 3 Beds
    • 2.5 Baths
    • 1,752 Sq Ft

    1106 Osprey Ln, Denton, MD 21629

    Welcome to 1106 Osprey Lane in Mallards Landing — a fantastic opportunity to own a spacious 4-bedroom, 2.5 bath home in one of Denton’s most desirable communities. While in overall average condition, it presents an excellent opportunity for cosmetic updates and improvements that can truly elevate the space. Fresh paint and new carpeting would go a long way in transforming the interior and

    Barbara McCaffrey Redfin Corp

    1106 Osprey Ln, Denton, MD 21629
  • 11142 Log Cabin Rd, Denton, MD 21629
    11142 Log Cabin Rd, Denton, MD 21629
    11142 Log Cabin Rd, Denton, MD 21629
    /55

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    11142 Log Cabin Rd, Denton, MD 21629

    Welcome to 11142 Log Cabin Road! This unique property offers the perfect combination of residential living and valuable commercial space, all on one expansive, 4.53 acre lot. This beautiful colonial-style home has great curb appeal with its classic look, neatly trimmed landscaping, and a spacious front yard shaded by mature trees. The main home spans over 2,700 square feet and features four

    Courtney Gallagher Keller Williams Realty Central-Delaware

    11142 Log Cabin Rd, Denton, MD 21629
  • 406 Morning Glory Dr, Denton, MD 21629
    406 Morning Glory Dr, Denton, MD 21629
    406 Morning Glory Dr, Denton, MD 21629
    /50

    $399,000

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

    406 Morning Glory Dr, Denton, MD 21629

    SUPER PRICE IMPROVEMENT!! 2020-BUILT EASTERN SHORE COLONIAL. On the outskirts of historic Denton, you will find this 4-bedroom, 2.5 bathroom home in the pleasant neighborhood of “The Gardens!" This one-owner home offers high-end detailing including a fresh decorator neutral paint palette, free-flowing open concept floor plan, beautiful NEW carpeting, as well as luxury vinyl tile flooring, a

    Mary Stevens Long & Foster Real Estate, Inc.

    406 Morning Glory Dr, Denton, MD 21629
  • 207 S 7th St, Denton, MD 21629
    207 S 7th St, Denton, MD 21629
    207 S 7th St, Denton, MD 21629
    /27

    $349,000

    • 3 Beds
    • 1.5 Baths
    • 1,622 Sq Ft

    207 S 7th St, Denton, MD 21629

    3BR, 1.5BA home on LARGE in town lot featuring Corian countertops, hardwood floors and built-in bookshelves. Enjoy a welcoming front porch and screened breezeway connecting a 2 car attached garage with additional lean-to storage. Roof replaced 2021. Full Walkout Dry basement with French drain and sump pump. Convenient in town location close to local amenities, all that is missing is your car in

    Amy Betts Coldwell Banker Realty

    207 S 7th St, Denton, MD 21629
  • 300 S 1st St, Denton, MD 21629
    300 S 1st St, Denton, MD 21629
    300 S 1st St, Denton, MD 21629
    /47

    $625,000

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    300 S 1st St, Denton, MD 21629

    Peaceful Living on the Choptank River!!! One level Living! Brand New Roof! Offering 3 Bed and 1.5 Bath. Home features an open Floor Plan with Large Living Room w/ Gas Burning Stove., Spacious Kitchen with Tons of Storage, Breakfast Bar, and plenty of space for your Table and Chairs! Primary Bedroom facing the Water with Great Waterfront Views. Home also features a paved driveway with 2 door

    Kathleen Brenton Brenton Realty Group

    300 S 1st St, Denton, MD 21629
  • 8578 Tuckahoe Rd, Denton, MD 21629
    8578 Tuckahoe Rd, Denton, MD 21629
    8578 Tuckahoe Rd, Denton, MD 21629
    /64

    $405,000

    • 4 Beds
    • 3 Baths
    • 1,680 Sq Ft

    8578 Tuckahoe Rd, Denton, MD 21629

    This property boasts with a 4 bedroom 3 full bathroom cape cod on a 1 acre lot in a beautiful wide open country setting! Fresh paint throughout the entire house, new refrigerator, new oven, new dryer AND new HVAC! All of the hard work has been done! Minutes to Denton or Easton. Move in ready!

    Megan Rosendale Rosendale Realty

    8578 Tuckahoe Rd, Denton, MD 21629
  • 23267 Shady Oak Ln, Denton, MD 21629
    23267 Shady Oak Ln, Denton, MD 21629
    23267 Shady Oak Ln, Denton, MD 21629
    /59

    $439,000

    • 7 Beds
    • 4 Baths
    • 3,376 Sq Ft

    23267 Shady Oak Ln, Denton, MD 21629

    Welcome to 23267 Shady Oak Lane in Denton, MD — a prime investment opportunity with tremendous upside potential. Situated on a large, spacious lot, this property offers room to expand, reimagine, or create exceptional outdoor living space. Whether you're considering an addition, detached garage, workshop, garden, or simply maximizing the yard’s potential, the lot size adds significant value and

    Mike Cowan Coldwell Banker Realty

    23267 Shady Oak Ln, Denton, MD 21629
  • 1302 Trice Meadows Cir, Denton, MD 21629
    1302 Trice Meadows Cir, Denton, MD 21629
    1302 Trice Meadows Cir, Denton, MD 21629
    /22

    $369,000

    • 3 Beds
    • 2 Baths
    • 2,412 Sq Ft

    1302 Trice Meadows Cir, Denton, MD 21629

    Lovely Raised Rancher consisting of 2,412 square feet of living with the main level having 3 bedrooms, 2 bathrooms, office/den, living room, kitchen and laundry area with a split floor plan of the bedrooms and the owner's suite on the opposite end of house. No worries about parking your vehicles with this nice 2 car attached garage and on street parking. Additionally, the second floor 52x15 bonus

    George Thompson Long & Foster Real Estate, Inc.

    1302 Trice Meadows Cir, Denton, MD 21629
  • 1107 Osprey Ln, Denton, MD 21629
    1107 Osprey Ln, Denton, MD 21629
    1107 Osprey Ln, Denton, MD 21629
    /31

    $379,900

    • 4 Beds
    • 2.5 Baths
    • 2,132 Sq Ft

    1107 Osprey Ln, Denton, MD 21629

    This well maintained 4 bedroom 2.5 bath home in the excellent community setting of Mallard Landing is ready for its new owners! This 2000 sq ft property features a partially fenced yard with a lovely patio/firepit area and plenty of room for gardening, fresh cabinets & counter tops, built in electric fireplaces throughout, new washer & dryer, oversized attached 2 car garage currently set up as a

    Megan Rosendale Rosendale Realty

    1107 Osprey Ln, Denton, MD 21629
  • 112 S 5th Ave, Denton, MD 21629
    112 S 5th Ave, Denton, MD 21629
    112 S 5th Ave, Denton, MD 21629
    /31

    $469,000

    • 4 Beds
    • 1.5 Baths
    • 2,885 Sq Ft

    112 S 5th Ave, Denton, MD 21629

    Homes like this is what they use for Christmas cards, large wrap around porch, entry foyer, detailed fireplaces, hard wood floors, and so much more. This is waiting for the right owner to continue the 126 years this home has stood. Everything in this home is in grand size. Large rooms, make this an easy home for a large family . Located in historic Denton which sits on the Choptank River. A short

    Kat Thompson Benson & Mangold, LLC.

    112 S 5th Ave, Denton, MD 21629
  • 28402 Liden School Rd, Denton, MD 21629
    28402 Liden School Rd, Denton, MD 21629
    28402 Liden School Rd, Denton, MD 21629
    /60

    $699,000

    • 3 Beds
    • 2 Baths

    28402 Liden School Rd, Denton, MD 21629

    Private serene living at its finest! This property has it all -- gorgeous rancher with 3 BR and 2 full baths; large pantry in the kitchen, family room with pellet stove and brick fireplace that can burn wood if buyer desires to do so; two large walk-in closets in primary bedroom; so much to mention here that you really must come see for yourself -- fresh air, peace and quiet, birds singing,

    Bonnie Duley Long & Foster Real Estate, Inc.

    28402 Liden School Rd, Denton, MD 21629
  • 311 Kerr Ave, Denton, MD 21629
    311 Kerr Ave, Denton, MD 21629
    311 Kerr Ave, Denton, MD 21629
    /23

    $355,000

    • 3 Beds
    • 2 Baths
    • 1,753 Sq Ft

    311 Kerr Ave, Denton, MD 21629

    Discover this beautifully updated 3-bedroom, 2-bath corner lot rancher in Denton, Maryland, offering style, comfort, and unbeatable convenience! This single-story gem features gorgeous bamboo flooring throughout, creating a warm and modern ambiance. The traditional floor plan gives the living room area with wood burning fireplace a perfect cozy space for relaxing. Step into the Eat in Kitchen

    Justin Damadio Iron Valley Real Estate Ocean City

    311 Kerr Ave, Denton, MD 21629
  • 1111 Trice Meadows Cir, Denton, MD 21629
    1111 Trice Meadows Cir, Denton, MD 21629
    1111 Trice Meadows Cir, Denton, MD 21629
    /41

    $389,000

    • 4 Beds
    • 2.5 Baths
    • 2,138 Sq Ft

    1111 Trice Meadows Cir, Denton, MD 21629

    Discover your dream home in the highly sought-after Trice Meadows community! This delightful 4-bedroom, 2-bathroom detached single-family home perfectly combines comfort, style, and modern convenience. Its open and inviting floor plan is designed for both day-to-day living and entertaining, making it an ideal choice for families and social gatherings alike. Experience the seamless flow from the

    LaTanya Drayton United Real Estate Premier

    1111 Trice Meadows Cir, Denton, MD 21629
  • 501 Lincoln St, Denton, MD 21629
    501 Lincoln St, Denton, MD 21629
    501 Lincoln St, Denton, MD 21629
    /15

    $135,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    501 Lincoln St, Denton, MD 21629

    Property is being sold As/ Is. Located on a corner lot. Owner has completed some work to the property, but additional work will be required. Please contact Denton Planning and Codes to verify remaining requirements to obtain an occupancy permit.

    Diane Wenk Wright Real Estate

    501 Lincoln St, Denton, MD 21629
  • 21948 Main St, Hillsboro, MD 21641
    21948 Main St, Hillsboro, MD 21641
    21948 Main St, Hillsboro, MD 21641
    /20

    $174,500

    • 3 Beds
    • 1 Bath
    • 1,904 Sq Ft

    21948 Main St, Hillsboro, MD 21641

    This home is high on a hill across from the Tuckahoe Creek with some winter views of the water. --the park across the street has a ramp for boats, kayaks, and canoes. The home has 3 bedrooms and a small room for office or nursery or whatever you want it to be; and one full bath -- all upstairs. The front porch entrance opens to a foyer and the living room to the right and then the dining room and

    Bonnie Duley Long & Foster Real Estate, Inc.

    21948 Main St, Hillsboro, MD 21641
  • 28241 Hickman Cannery Rd, Denton, MD 21629
    28241 Hickman Cannery Rd, Denton, MD 21629
    28241 Hickman Cannery Rd, Denton, MD 21629
    /24

    $279,900

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    28241 Hickman Cannery Rd, Denton, MD 21629

    Welcome to 28241 Hickman Cannery Road, a refreshed two-story home in Denton, MD, blending classic charm with modern, low-maintenance updates. Luxury vinyl plank flooring runs throughout both levels, creating a cohesive, move-in-ready feel. The main level offers a bright living room, a flexible den ideal for a home office or family room, a spacious kitchen, dedicated laundry room, and a full

    Billy Mister Keller Williams Realty

    28241 Hickman Cannery Rd, Denton, MD 21629
  • 804 Gay St, Denton, MD 21629
    804 Gay St, Denton, MD 21629
    804 Gay St, Denton, MD 21629
    /3

    $99,000

    • 2 Beds
    • 1 Bath
    • 956 Sq Ft

    804 Gay St, Denton, MD 21629

    Property is being sold in as/ is condition.

    Diane Wenk Wright Real Estate

    804 Gay St, Denton, MD 21629
  • 10819 Greensboro Rd, Denton, MD 21629
    10819 Greensboro Rd, Denton, MD 21629
    10819 Greensboro Rd, Denton, MD 21629
    /3

    $265,000

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft

    10819 Greensboro Rd, Denton, MD 21629

    This home will be a Total Renovation in 2026. Consisting of 2 BR and 1 Bath. Situated on almost a half ac. Lovely back yard, and new Well.

    Barbara Beaudet Brenton Realty Group

    10819 Greensboro Rd, Denton, MD 21629
  • 0 Laurel Ln, Denton, MD 21629
    0 Laurel Ln, Denton, MD 21629
    0 Laurel Ln, Denton, MD 21629
    /6

    $85,000

    • Land
    • 1.15 Acres
    • $73,913 per Acre

    0 Laurel Ln, Denton, MD 21629

    Beautiful, wooded lot ready to be built on available in established Forest Landing. Conveniently located between Denton and Easton. Lot has approved perc for a 4 bedroom mound system. Community offers a private beach area, picnic tables, great spot to launch your canoe or kayak or do a little fishing. Not many opportunities to build your next home in a mature neighborhood left around.

    Michael Bozek Michael J. Bozek

    0 Laurel Ln, Denton, MD 21629
  • 1303 Fairfield Ct, Denton, MD 21629
    1303 Fairfield Ct, Denton, MD 21629
    1303 Fairfield Ct, Denton, MD 21629
    /20

    $290,000

    • 2 Beds
    • 1 Bath
    • 1,426 Sq Ft

    1303 Fairfield Ct, Denton, MD 21629

    This charming ranch-style home in the Fairfield subdivision offers a blend of comfort and convenience. Built in 2003, the property features durable vinyl siding and a well-maintained exterior with a gutter system, sidewalks, and street lights enhancing the neighborhood's appeal. The 0.14-acre lot includes a private rear fenced yard, perfect for outdoor activities. Inside, the home boasts 1,426

    Tricia Wilson Wilson Realty & Staging LLC

    1303 Fairfield Ct, Denton, MD 21629
  • 0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629
    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629
    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629
    /3

    $69,000

    • Land
    • 2.08 Acres
    • $33,173 per Acre

    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629

    Beautiful 2.08 acre flat lot. Was approved for a potential mound system in 1991. All paperwork is included in the disclosures. Buyer to verify well and septic approval before closing.

    Toni Lynne Advance Realty, Inc.

    0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629
  • 24276 Asbury Dr, Denton, MD 21629
    24276 Asbury Dr, Denton, MD 21629
    24276 Asbury Dr, Denton, MD 21629
    /50

    $642,900

    • 4 Beds
    • 2.5 Baths
    • 2,920 Sq Ft

    24276 Asbury Dr, Denton, MD 21629

    Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Expansive lot sizes give you the privacy needed within a walkable neighborhood. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    24276 Asbury Dr, Denton, MD 21629
  • 6401 Laurel Grove Rd, Denton, MD 21629
    6401 Laurel Grove Rd, Denton, MD 21629
    6401 Laurel Grove Rd, Denton, MD 21629
    /23

    $1,100,000

    • 2,320 Sq Ft

    6401 Laurel Grove Rd, Denton, MD 21629

    Nestled on an expansive 52.08-acre estate, this stunning ranch-style farm offers a harmonious blend of luxury and tranquility, perfect for those seeking an exclusive lifestyle in a serene rural setting. The property boasts a traditional architectural design, complemented by aluminum siding that enhances its timeless appeal. Step inside to discover a thoughtfully designed interior that exudes

    Michelle Anderson Coldwell Banker Premier - Rehoboth

    6401 Laurel Grove Rd, Denton, MD 21629
  • 22005 Main St, Hillsboro, MD 21641
    22005 Main St, Hillsboro, MD 21641
    22005 Main St, Hillsboro, MD 21641
    /74

    $525,000

    • 3 Beds
    • 3 Baths
    • 3,088 Sq Ft

    22005 Main St, Hillsboro, MD 21641

    PLEASE NOTE that the Owner has listened to the current market, Price has been reduced to $525,000. It is a property of beautifully preserved quality on 3⁄4 of an acre in an urban setting. Most unusual! When compared to equivalent historic properties it is now very competitively priced! This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern

    Nancy McGuire Maryland Heritage Properties

    22005 Main St, Hillsboro, MD 21641
  • 10440 Burrsville Branch Rd, Denton, MD 21629
    10440 Burrsville Branch Rd, Denton, MD 21629
    10440 Burrsville Branch Rd, Denton, MD 21629
    /9

    $89,000

    • Land
    • 3.05 Acres
    • $29,180 per Acre

    10440 Burrsville Branch Rd, Denton, MD 21629

    3+ ACRES PARTLY WOODED AND BACKS TO FARMLAND. NOT LOCATED IN A COMMUNITY AND NO HOA. (PLAT REFLECTS 3.235 +- ACRES, WHILE SDAT REFELCTS 3.05+- ACRES) PROPERTY IS IMPROVED WITH A 2 STORY HOME THAT WAS BUILT IN 1900 . THIS IS A TEAR DOWN OR PERHAPS POSSIBLY A FIXER UPPER. ***** DO NOT ENTER RESIDENCE***** THERE IS ALSO AN EXISTING WELL AND SEPTIC ON THE PROPERTY. HOUSE, WELL AND SEPTIC ARE AS-IS

    Deborah Callahan Benson & Mangold, LLC

    10440 Burrsville Branch Rd, Denton, MD 21629
  • 1907 Blue Heron Dr, Denton, MD 21629
    1907 Blue Heron Dr, Denton, MD 21629
    1907 Blue Heron Dr, Denton, MD 21629
    /30

    $309,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 2,640 Sq Ft

    1907 Blue Heron Dr, Denton, MD 21629

    Highly sought after large townhome in the desirable community of Mallard Landing in Denton, featuring almost double the square footage, and a rear deck off of the kitchen. Multi-generational living has a full bedroom and bath, as well as a large family room on the main floor. A few easy steps to the second floor brings you to a beautiful open kitchen, dining, and living room. The third floor

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    1907 Blue Heron Dr, Denton, MD 21629
  • 106 S 6th St, Denton, MD 21629
    106 S 6th St, Denton, MD 21629
    106 S 6th St, Denton, MD 21629
    /9

    $159,000

    • 3 Beds
    • 2 Baths
    • 2,776 Sq Ft

    106 S 6th St, Denton, MD 21629

    Charming colonial in the heart of Denton, thoughtfully converted into a two-unit multifamily property. Nestled on a quiet street, this home offers flexible living options with spacious layouts, classic character, and excellent potential for rental income or multigenerational living. A wonderful opportunity to invest or reside in a peaceful in-town setting. Great investment property.

    Amy Betts Coldwell Banker Realty

    106 S 6th St, Denton, MD 21629
  • 1204 Blue Heron Dr, Denton, MD 21629
    1204 Blue Heron Dr, Denton, MD 21629
    1204 Blue Heron Dr, Denton, MD 21629
    /16

    $250,000

    • 3 Beds
    • 2.5 Baths
    • 1,693 Sq Ft

    1204 Blue Heron Dr, Denton, MD 21629

    Come on in to explore this beautifully maintained 3-level home offering the perfect blend of modern convenince and comfortable living. This beauty features 3 spacious bedrooms and 2.5 baths, with an open floor plan that creates an inviting flow throughout the main living areas. The home has been thoughtfully updated with fresh paint, new appliances and more to ensure it's move-in ready for you.

    Carolyn A. Page Shore Results Realty

    1204 Blue Heron Dr, Denton, MD 21629
  • 22464 Hillsboro Rd, Denton, MD 21629
    22464 Hillsboro Rd, Denton, MD 21629
    22464 Hillsboro Rd, Denton, MD 21629
    /8

    $120,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    22464 Hillsboro Rd, Denton, MD 21629

    Investment Opportunity on 2.4± Acres with Expansion Potential Discover the possibilities on this 2.4± acre property featuring a 1 bed, 1 bath home including a 3-bedroom approved septic system already in place for future expansion or new construction. The well was replaced in 2013, offering added peace of mind. A detached sub-panel is installed and ready to support future building plans, making

    Shawn Moore Meredith Fine Properties

    22464 Hillsboro Rd, Denton, MD 21629
  • 11289 Gregg Rd, Denton, MD 21629
    11289 Gregg Rd, Denton, MD 21629
    11289 Gregg Rd, Denton, MD 21629
    /26

    $499,000

    • 4 Beds
    • 1.5 Baths
    • 2,320 Sq Ft

    11289 Gregg Rd, Denton, MD 21629

    Rare opportunity to purchase 19.1 acres with 2 dwellings, included property identified as 11285 Gregg Rd. Endless options to either rent one or have an in-law suite. It is said to have three septic systems, three electric services all on one property. Then main house which has the basement is in need of some remodeling, has 4 bedrooms and 1.1/4 baths, the remodling process has been started. The

    Kat Thompson Benson & Mangold, LLC.

    11289 Gregg Rd, Denton, MD 21629
  • E/S MD RT480 Unknown, Hillsboro, MD 21641
    E/S MD RT480 Unknown, Hillsboro, MD 21641
    /2

    $55,000

    • Land
    • 4.17 Acres
    • $13,189 per Acre

    E/S MD RT480 Unknown, Hillsboro, MD 21641

    Seller is waiting for perk results from Caroline county health department

    Diane Wenk Wright Real Estate

    E/S MD RT480 Unknown, Hillsboro, MD 21641
Maryland Caroline County Denton 21629

Real Estate & Homes for Sale in 21629

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group