49

Homes for Sale in 21629

Section Image Section Image
  • /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

    (443) 232-1392

    23296 Wilder Way, Denton, MD 21629
  • /71

    $500,000

    • 4 Beds
    • 2 Baths
    • 1,986 Sq Ft

    25699 Auction Rd, Federalsburg, MD 21632

    ***BUYER WALKED AWAY!!****Mortgage savings may be available for buyers of this home.Opportunity to purchase a working farm with remodeled residence - from new luxury vinyl plank flooring and Advantech subfloors to a fully replaced middle beam for lasting structural integrity. Nearly all windows and doors are brand new, the heating system has been upgraded to an efficient heat pump, and

    Barbara McCaffrey Redfin Corp

    25699 Auction Rd, Federalsburg, MD 21632
  • /26

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 3,838 Sq Ft

    1111 Daylily Ln, Denton, MD 21629

    Some homes just have that “stop everything and take a closer look” vibe and this is one of them. Discover a home that blends space, comfort, and small-town charm on Maryland’s beloved Eastern Shore. This 4-bedroom, 2.5-bath beauty offers thoughtful design, oversized rooms, and a backyard retreat you’ll never want to leave. Step inside through the soaring two-story foyer and you’re greeted by

    Terri Murray RE/MAX Executive

    1111 Daylily Ln, Denton, MD 21629
  • /51

    $654,000

    • 4 Beds
    • 4 Baths
    • 3,484 Sq Ft

    24324 Asbury Dr, Denton, MD 21629

    Lovely grand colonial with covered front porch located on almost 4 acres. The first floor offers a huge primary suite with walk in closet and bath with soaking tub, dual headed shower and double vanity.Dining room has gleaming hardwood floors with enough space to seat 20 people, lovely overhead chandelier and warming propane fireplace . Kitchen has all stainless appliances, plenty of

    Bonnie Johnson Keller Williams Realty

    24324 Asbury Dr, Denton, MD 21629
  • /90

    $700,000

    • 3 Beds
    • 4 Baths
    • 2,756 Sq Ft

    4 S 1st St, Denton, MD 21629

    Outstanding Business Opportunity! Rare Find with-in Downtown Denton! Property would make an excellent Restaurant, Bar, great Venue , or a Large Victorian Home! Features include but not limited to Residential, Commerical or Mixed Use. Large Wrap around Porch for entertaining, Patio with plenty of room for seating with Firepit. Park like setting with Open Space and Large Pond! Town ERU's are

    Kathleen Brenton Brenton Realty Group

    4 S 1st St, Denton, MD 21629
  • /51

    $525,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    23678 Willow Pond Rd, Denton, MD 21629

    Welcome to Willow Pond Road. This property rests on 5 acres, including much open field ready for horses, goats, chickens, or plenty of space for large gardens or more. Home offers updates throughout including new roof, also has been freshly painted, and new LVP flooring throughout, new Mini split on 2nd floor. updated bathrooms and all new appliances. Enjoy the park-like setting of the back deck

    Roger Boyce Chesapeake Real Estate Associates, LLC

    23678 Willow Pond Rd, Denton, MD 21629
  • /40

    $395,000

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

    1111 Trice Meadows Cir, Denton, MD 21629

    Welcome to 1111 Trice Meadows Circle in Denton, MD!This charming 4-bedroom, 2-bath detached single-family home offers comfort, style, and convenience in the sought-after Trice Meadows community. Featuring an open and inviting floor plan, this home is perfect for both everyday living and entertaining.The spacious living room flows seamlessly into a modern kitchen, complete with ample

    LaTanya Drayton United Real Estate Premier

    1111 Trice Meadows Cir, Denton, MD 21629
  • /60

    $710,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    28402 Liden School Rd, Denton, MD 21629

    Interest rates are down. Now is the time to come see this dream-come-true property meant for you! This home is on one acre with an additional 15.77 acres. This home says "home from the time you start up the drive up to this gorgeous rancher with comfort written all over." The kitchen has all stainless steel appliances (5 burner stove and double ovens; refrigerator, dishwasher) and a wonderful

    Bonnie Duley Long & Foster Real Estate, Inc.

    28402 Liden School Rd, Denton, MD 21629
  • /40

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,952 Sq Ft

    8452 Harmony Rd, Denton, MD 21629

    Huge price improvement! Your Own Slice of Paradise!Pride of ownership shines throughout this beautifully updated rancher, perfectly nestled on 4 acres of serene countryside complete with a pond stocked with koi, catfish and goldfish—a dream setting for nature lovers and outdoor enthusiasts alike. Step inside and fall in love with the modern touches and thoughtful upgrades throughout.

    Tracey Bellotte Coldwell Banker Realty

    8452 Harmony Rd, Denton, MD 21629
  • /30

    $430,000

    • 4 Beds
    • 2.5 Baths
    • 3,838 Sq Ft

    1111 Daylily Ln, Denton, MD 21629

    Welcome to your dream home at 1111 Daylily Ln, nestled in the desirable community of Cattail Commons. This spacious 4-bedroom, 2.5-bath home offers the perfect blend of functionality and style, thoughtfully designed for everyday living and effortless entertaining.The bright and airy main level features an open-concept kitchen and dining area, ideal for hosting gatherings, along with a

    Joni Barrow Keller Williams Realty

    1111 Daylily Ln, Denton, MD 21629
  • /34

    $440,000

    • 4 Beds
    • 2.5 Baths
    • 3,096 Sq Ft

    1207 Painted Fern Rd, Denton, MD 21629

    Welcome to 1207 Painted Fern Road — a beautifully maintained and thoughtfully upgraded home nestled in the heart of Denton. This spacious residence offers the perfect blend of modern comfort, functional design, and serene natural surroundings.Step inside to a dramatic two-story foyer that sets an elegant tone for the rest of the home. To the right, a private office provides an ideal space

    Trudie Colvin Coldwell Banker Realty

    1207 Painted Fern Rd, Denton, MD 21629
  • /30

    $385,000

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    313 S 3rd St, Denton, MD 21629

    Meticulously Maintained & Move In Ready!! Many recent Improvements to this 3 bedroom, 2 bath, Open floor plan rancher with Large Yard, Deck, Multiple Organically prepped Gardens (including an asparagus) ready for your harvest this summer, Covered Porch, Pool with Decking, Oversized 2 Car Garage. Top is off with a large bonus room ready to make it your own! Plenty of off street parking. Close

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    313 S 3rd St, Denton, MD 21629
  • /13

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,764 Sq Ft

    314 Kerr Ave, Denton, MD 21629

    Huge open backyard will easily accommodate a pool, playground, or outdoor games. There is a handicap ramp in the garage entry. The internal walls will allow wheelchair passage (37.5 inches). work bench in garage, shelving installed in garage. New carpeting installed in the three bedrooms on June 27, 2025. The new roof was put on and finished June 11,2025. Seller is motivated.

    Donald Schloss Taylor Properties

    314 Kerr Ave, Denton, MD 21629
  • /2

    $410,000 Coming Soon

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

    406 Morning Glory Dr, Denton, MD 21629

    Mary Stevens Long & Foster Real Estate, Inc.

    406 Morning Glory Dr, Denton, MD 21629
  • /67

    $419,900

    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    1612 Cattail Commons Way, Denton, MD 21629

    Discover this charming home in the desirable Cattail Commons neighborhood. Lots of recent upgrades completed and ready for you to move-in. As you arrive, you will immediately notice the brand new white fence which is ideal for privacy and the cozy front porch for those days you wish to unwind. Open the door and you are greeted with an expansive and open floorplan with fresh paint throughout. To

    Daniel Register Northrop Realty

    1612 Cattail Commons Way, Denton, MD 21629
  • /20

    $249,000

    • 1 Bath

    11146 Branch Ct, Denton, MD 21629

    1.65 Acres with Well and Septic in Place!! 3 Bay Garage with one Pass-thru Unit - Features include - extra storage, Office, Kitchenette,and Full Bath. Come Build your Dream Home.!! Lot features U shape Driveway with Plenty of parking and nicely landscaped with mature trees. . Check with County for all your many possiblities! Conviently located with in minutes to Downtown Denton, Choptank River

    Kathleen Brenton Brenton Realty Group

    11146 Branch Ct, Denton, MD 21629
  • /25

    $249,900

    • Studio
    • 1,820 Sq Ft

    207 Gay St, Denton, MD 21629

    Great investment opportunity. First floor unit generates $1100/month and second floor unit generates $1,000./month. Conveniently located, multi-family in Downtown Denton with the Denton Police Department directly across the street. Vinyl siding, replacement windows, ductless mini split HVAC and off-street parking in the rear.

    Andrew Beaven Wright Real Estate

    207 Gay St, Denton, MD 21629
  • /3

    $135,000

    • Land
    • 0.69 Acre
    • $195,652 per Acre

    1005 Market St, Denton, MD 21629

    A Rare Opportunity to Purchase a General Commercial Lot located in Denton off the High Visibility Corners of Market & Gay St. A Multitude of permissible uses. Water and Sewer hook ups are available for additional fee. There are not any structures on this cleared .69 ac lot. A wonderful Opportunity for the Entrepreneur with a Vision....Hurry to snag this one...

    Barbara Beaudet Brenton Realty Group

    1005 Market St, Denton, MD 21629
  • /52

    $344,900

    • 3 Beds
    • 2 Baths
    • 1,961 Sq Ft

    7881 Dyer Rd, Denton, MD 21629

    Country location - 3BR, 2BA Home on Private 1± Acre Lot!This beautifully maintained home offers comfort, updates, and space both inside and out. Enjoy peace of mind with recent upgrades including a new well, septic system, HVAC, roof, and driveway. The home features gleaming wood floors, a bright, updated kitchen and bathrooms, and flexible living spaces – potential for a first-floor

    Valerie Brown Charles C. Powell, Inc. Realtors

    7881 Dyer Rd, Denton, MD 21629
  • /6

    $195,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    546 N 6th St, Denton, MD 21629

    Deed reference 00616/00474, Plat reference 0027/1775 SDAT presents use as commercial Town Scale Residential has been zoning w/commercial zoning adopted 2/13/24. Leasing a possibility call listing agent for details.

    Randy Staats Benson & Mangold, LLC

    546 N 6th St, Denton, MD 21629
  • /3

    $104,900

    • 3 Beds
    • 2 Baths
    • 2,312 Sq Ft

    9709 Foy Rd, Denton, MD 21629

    Priced To Sell Fast! Investor Alert! Renovate & Resell, Buy and Hold or Tear Down and Develop. Major Rehab Needed, City Will Require Permits. Per the City Lot Can be Split into 3 Parcels. 1.72 Acres Total. 3 Level Colonial, Spacious Kitchen, Spacious Bedrooms, Hardwood Floors, Much More!! Just Waiting For Your Personal Cosmetics and Renovations to Make it Shine. Close to Schools, Shopping and

    Matthew Altizer ANR Realty, LLC

    9709 Foy Rd, Denton, MD 21629
  • /35

    $335,000

    • 4 Beds
    • 2 Baths
    • 1,326 Sq Ft

    1203 Tuckahoe Ct, Denton, MD 21629

    Take a look at this charming 4 BR 2 Bath Cape Cod. Many improvements have been done to make this place your sweet dream. The kitchen has all new cabinets with a new gas range and Corian countertops and the living room has new vinyl flooring. The kitchen and the dining area overlook the new contracted deck that leads to the large backyard with 2 sheds, 1 being new (2023), along with new

    Stephen Brown Iron Valley Real Estate Ocean City

    1203 Tuckahoe Ct, Denton, MD 21629
  • /13

    $240,000

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

    1202 Blue Heron Dr, Denton, MD 21629

    WELCOME HOME!!! 1753 SQ FT OF COMFORT...... 3 FLOORS, 3 SPACIOUS BEDROOMS, 3 BATHROOMS, WHITE WOOD CABINETS, MARBLE COUNTERTOPS, STAINLESS STEEL APPLIANCES, LUXURY VINYL FLOORING DOWNSTAIRS, FULLY CARPETED UPSTAIRS, LAUNDRY ROOM, PANTRY AND MORE. CORNER LOT/ QUICK ENTRY & EXIT/ PLAYGROUND/ POOL / CLUBHOUSE/ PET FRIENDLY NEIGHBORHOOD/ HOA / CLOSE DRIVE TO SCHOOLS, STORES, OCEAN CITY,

    SHANTA PHILLIPS EXP Realty, LLC

    1202 Blue Heron Dr, 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! 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 garage and a full

    Kathleen Brenton Brenton Realty Group

    300 S 1st St, Denton, MD 21629
  • /20

    $199,900

    • 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

    Bonnie Duley Long & Foster Real Estate, Inc.

    21948 Main St, Hillsboro, MD 21641
  • /20

    $199,900

    • 2 Beds
    • 1.5 Baths
    • 1,196 Sq Ft

    341 Academy Ave, Denton, MD 21629

    Welcome to Denton! Small town living with all the amenities nearby! Cute townhouse with two bedrooms, one and a half baths with washer/dryer in unit. Low maintenance and No HOA. Walk into town for coffee or a meal then walk down to the water along the Choptank River. Boat ramp and kayak/paddle board launch minutes away. Super Walmart and other shopping just minutes away. Don't miss this

    Jason Dey Kevin Dey Realty

    341 Academy Ave, Denton, MD 21629
  • /50

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    8409 Harmony Rd, Denton, MD 21629

    A Rare Blend of Modern Comfort & Serene Country Living! 8409 Harmony Road – A True Hidden Gem on 1.14 Acres!Step into the perfect balance of modern upgrades and rustic charm with this beautifully renovated, move-in-ready 3-bedroom, 2-bathroom home nestled on a peaceful 1.14-acre lot with dual road access from Towers Road and Harmony Road.Inside, you'll be welcomed by a bright, airy open

    Sandra Gendleman Long & Foster Real Estate, Inc.

    8409 Harmony Rd, Denton, MD 21629
  • /9

    $99,000

    • Land
    • 3.05 Acres
    • $32,459 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

    Deborah Callahan Benson & Mangold, LLC

    10440 Burrsville Branch Rd, Denton, MD 21629
  • /10

    $249,000

    • Land
    • 0.23 Acre
    • $1,082,609 per Acre

    520 S 5th Ave, Denton, MD 21629

    LET’S MAKE A DEAL***INVEST IN A PRIME MULTI USE SITE * DESIRABLE LOCATIONS * BUYERS CHOICEDEVELOP NOW? Or HOLD AND LET TIME INCREASE YPUR PROFIT OPPORTUNITY.... FOUR 10,000 SQ FT ADJOINING LOTS IN A GREAT IN TOWN SETTING S DUPLEX. IS ONE OF SEVERAL PERMITTED USES SO EASILY to build total 8 UNITS. Office, Shop or Studio with 2nd floor Residential for a Live Work

    Phil Riordan Meredith Fine Properties

    520 S 5th Ave, Denton, MD 21629
  • /62

    $365,900

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    1010 S 2nd St, Denton, MD 21629

    1010 S 2nd Street offers in-town living WITHOUT in-town Taxes!!! This home rests at the edge of town on 1.06 acres with mature plantings. This 3-bed 2-bath home boasts hardwood, LVP, and tile floors. A fireplace insert for the pellet stove for heat, while the seller uses the Hot water baseboard as a backup. Full basement for additional entertaining or storage. Screened-in porch overlooks

    Roger Boyce Chesapeake Real Estate Associates, LLC

    1010 S 2nd St, Denton, MD 21629
  • /55

    $899,900

    • 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
  • /25

    $259,000

    • Studio
    • 1,820 Sq Ft

    207 Gay St, Denton, MD 21629

    Price Improvement! Great investment. Perfect opportunity for an investor or owner-occupied duplex as first floor unit generates $1100/month and second floor unit is currently vacant.Conveniently located, multi-family in Downtown Denton with the Denton Police Department directly across the street.Vinyl siding, replacement windows, ductless mini split HVAC and off-street parking in the rear.

    Andrew Beaven Wright Real Estate

    207 Gay St, Denton, MD 21629
  • /24

    $153,000

    • Land
    • 3 Acres
    • $51,000 per Acre

    0 Asbury Dr, Denton, MD 21629

    Discover your ideal homesite in the scenic Asbury on the Choptank community, where peaceful living meets convenient access. This expansive 3-acre lot is perc approved for a three-bedroom septic system.Within this sought-after community, residents enjoy well-maintained roads, a private nature trail, and exclusive access to a community deepwater dock on the Choptank River. Ideal for boating

    Coard Benson Benson & Mangold, LLC

    0 Asbury Dr, Denton, MD 21629
  • /73

    $545,000

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

    22005 Main St, Hillsboro, MD 21641

    This fine, brick dwelling originating from the18th c. is situated in Hillsboro on Maryland's peaceful Eastern Shore. Hillsboro, nestled along the Tuckahoe River, conveniently located to all that is important to the Eastern Shore's sought-after lifestyle.The WILLIAM SMITH HOUSE, built in 1794, exemplifies the world of a successful Grain Merchant living in an important hub for grain and

    Nancy McGuire Maryland Heritage Properties

    22005 Main St, Hillsboro, MD 21641
  • /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
  • /10

    $225,000

    • Land
    • 0.06 Acre
    • $3,750,000 per Acre

    245 Briarwood Cir, Denton, MD 21629

    Hard to Find Great Construction Project waiting for you.Improved 4 adjoining townhouse parcels with concrete slab that needs to be replaced.Beginning of the Sandy Meadows community that is its own block offering privacy outside of crowded downtown for you to Build and sell or rent.Listing shows one lotLots 55, 56, 57 & 58 This is a unique opportunity for small project in

    Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, Denton, MD 21629
  • /10

    $225,000

    • Studio

    245 Briarwood Cir, Denton, MD 21629

    Improved 4 adjoining townhouse parcels with concrete slab that needs to be replaced.)Beginning of the Sandy Meadows community that is its own block offering privacy outside of crowded downtown for you to Build and sell or rent.Listing shows one lotLots 55, 56, 57 & 58 This is a unique opportunity for small project in a nice setting.Easy access to Route 404, shopping,

    Phil Riordan Meredith Fine Properties

    245 Briarwood Cir, 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
  • /16

    $249,900

    • Land
    • 3.4 Acres
    • $73,500 per Acre

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629

    Farm land or a Home site. Convenient to Denton and 404. 3 parcels totaling 21.11 acres are included in the offering. Tillable land and wooded. Great spot for someone with horses or that wants to hunt. Perk approval on Parcel 83. Approx. 3.7 tillable acreage.

    Eddie Matthews Benson & Mangold, LLC

    0 Shore Highway-404 Unit MDCM2004050, Denton, MD 21629
  • /2

    $21,000

    • Land
    • 0.18 Acre
    • $116,667 per Acre

    523 High St, Denton, MD 21629

    Check with the town on building your home on this lot.

    Pamela Geib Long & Foster Real Estate, Inc.

    523 High St, Denton, MD 21629

Showing Results 1 - 40, Page 1 of 2

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