4,731

Caroline, MD Homes

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  • /22

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    25432 Piney Branch Ln, Denton, MD 21629

    Beautiful country rancher sitting on private 1.16 +- acre lot with mature landscaping. The property features 3 bedrooms, 2 bathrooms, large kitchen, family room, and attached 2 car garage. A bright screened in porch off the back of the home leads to a spacious yard and additional storage shed. Single level with modern amenities, just minutes to downtown Denton shopping and restaurants!

    Brian Gearhart Benson & Mangold, LLC

    25432 Piney Branch Ln, Denton, MD 21629
  • /24

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • House for Rent

    318 S 4th St, Denton, MD 21629

    Charming newly renovated home in the heart of Denton, Md. for rent. This 3 br 2 full bath home boasts upgraded appliances, privacy fenced back yard with shed. Lease terms are for 1 or 24 months. First month rent and deposit with signed lease. No Pets No Smoking. Complete application through Rent Spree. Applicant pays 49.99. Go to the following link to access application

    Agent Photo

    Darrel Reel

    Corner House Realty

    (410) 541-1263

    318 S 4th St, Denton, MD 21629
  • /44

    $390,000 Sold Jul 31, 2025

    • 1,228 Sq Ft
    • $318/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2014

    10803 Greensboro Rd, Denton, MD 21629

    Pride in Ownership! Amazingly maintained rancher offering one-level living with open floor plan. Chill on your front porch looking out on the fields that make this area so special. Or relax on the new huge back deck while you grill or pick crabs with family and friends. This quiet setting is removed from the hustle and bustle of daily life, yet close to highway access points to DE and the Bay

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    10803 Greensboro Rd, Denton, MD 21629
    • /10

      Est $408,024 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,300 Sq Ft

      1101 Trice Meadows Cir, Denton, MD 21629

      1101 Trice Meadows Cir, Denton, MD 21629
  • /102

    $1,450,000

    • 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,

    Brian Gearhart Benson & Mangold, LLC

    23296 Wilder Way, Denton, MD 21629
  • /16

    $465 - $1,290 per month

    Riverwoods at Denton

    1 - 3 Beds

    101 Quinn Cir, Denton, MD 21629

    Riverwoods at Denton is an affordable housing community featuring newly renovated existing apartments and 36 apartment homes. All of the apartments offer the latest Green energy-saving and conserving features and include a modern kitchen, with abundant cabinetry as well as dishwasher, disposal and microwave. Handicap accessible apartments are also available.Riverwoods at Denton features a 1,500

    101 Quinn Cir, Denton, MD 21629
  • /57

    $405,000 Sold Jul 25, 2025

    • 2,994 Sq Ft
    • $135/SF
    • 20 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2006

    1208 Painted Fern Rd, Denton, MD 21629

    BEST VALUE IN THE SOUGHT AFTER COMMUNITY OF SAVANNAH OVERLOOK! This pristine 2006 built, 4 bedroom, 2.5 bath updated colonial is situated on a .25 lot and offers newly installed privacy fence, pemium 50-year architectural roofing system installed 2022 (transferable warranty included), brand new laundry appliances, 2024, new carpeting throughout, 2024, contemporary lighting upgrades interior

    Barbara McCaffrey Redfin Corp

    1208 Painted Fern Rd, Denton, MD 21629
    • /15

      Est $386,523 Not Listed For Sale

      • 3 Beds
      • 2 Baths

      204 Briarwood Cir, Denton, MD 21629

      204 Briarwood Cir, Denton, MD 21629
  • /40

    $485,000

    • 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
  • /38

    $2,650 per month

    • 3 Beds
    • 3 Baths
    • 3,316 Sq Ft
    • House for Rent

    25369 Harpers Branch Dr, Denton, MD 21629

    Privacy abounds at this rustic 3 bed 3 bath waterfront home. Home features cathedral ceiling in the living room, wood laminate floors, large bedrooms 1 with fireplace , 1 with woodstove and kitchenette. A 3 season room with hot-tub and water views ad to the relaxing experience of living at this home. Tenant has access and use of shed and 1 bay garage on the left of the main garage.

    Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

    25369 Harpers Branch Dr, Denton, MD 21629
  • /18

    $425,000 Sold Jul 23, 2025

    • 3,482 Sq Ft
    • $122/SF
    • 78 Days On Market
    • Studio
    • Built 1890

    8 N 2nd St, Denton, MD 21629

    Price Improvement! Historic District in Downtown Denton. The Downes House consists of four apartments and a commercial office. Fourth unit was most recently occupied by Caroline County Chamber of Commerce but contains a kitchen with full bath and can be utilized as a commercial office or an apartment ( flex space ). Most recent fully occupied yearly gross income was $57,000.Replacement windows

    Andrew Beaven Wright Real Estate

    8 N 2nd St, Denton, MD 21629
    • /3

      Est $64,000 Not Listed For Sale

      510 Lincoln St, Denton, MD 21629

      510 Lincoln St, Denton, MD 21629
  • /29

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 2,508 Sq Ft

    614 Market St, Denton, MD 21629

    Welcome to 614 Market Street. Situated on a corner lot, conveniently located in town of Denton. Just a short walk to downtown to enjoy the local shops, eateries, parks, and the beautiful Choptank River. This historical, charmer will not let you down. Home features a spacious, traditional floor plan, table space in the large kitchen, separate/formal dining room, large home office, welcoming

    Michael Bozek Michael J. Bozek

    614 Market St, Denton, MD 21629
  • /2

    $670 - $1,109 per month

    Riverview Gardens

    1 - 4 Beds

    500 High St, Denton, MD 21629

    500 High St, Denton, MD 21629
  • /30

    $390,000 Sold Jul 21, 2025

    • 2,475 Sq Ft
    • $158/SF
    • 21 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2021

    333 Morning Glory Dr, Denton, MD 21629

    Stunning 4-Bedroom Single Family Home with Bonus Room & Modern Touches!Welcome to your dream home! Built in 2021, this beautifully maintained three-story single family home offers 2,475 sq. ft. of stylish living space designed for comfort, function, and entertaining.Step inside to discover a bright open floor plan featuring a spacious kitchen with granite countertops, a beautiful

    Danny Martin Keller Williams Flagship

    333 Morning Glory Dr, Denton, MD 21629
    • /13

      Not Listed For Sale

      • Studio
      • 2,184 Sq Ft

      712 Gay St, Denton, MD 21629

      712 Gay St, 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
  • /5

    $1,300 per month

    • 2 - 3 Beds
    • 1 Bath
    • 100 Sq Ft
    • Condo for Rent

    810 Market St Unit B, Denton, MD 21629

    AVAILABLE 9/1 second, floor, 2 Br 1 bath duplex. Electric heat,W/D hookup in unit, Walking distance to heart of Denton, short drive to shopping and medical services. 1300 month plus electric and water and sewer (100.00) Non smoking, No pets, Application required for showings, first months rent security deposit to move in.

    810 Market St Unit B, Denton, MD 21629
  • /10

    $222,500 Sold Jul 18, 2025

    • 1,753 Sq Ft
    • $127/SF
    • 114 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    1302 Blue Heron Dr, Denton, MD 21629

    Spacious Mallard Landing End unit . Ready to move into. Three bedrooms, 2 1/2 baths. Nice kitchen with breakfast bar, pantry. Neutral colors, through out. Private, spacious primary bedroom and bath. Large, walk in closet. End unit features extra windows for nice and bright space. Separate utility room includes washer & dryer.Community pool, volleyball court, boat/rv storage, tot

    Mona Mohr Long & Foster Real Estate, Inc.

    1302 Blue Heron Dr, Denton, MD 21629
    • /5

      Est $39,163 Not Listed For Sale

      26302 Sennett Rd, Denton, MD 21629

      26302 Sennett Rd, Denton, MD 21629
  • /59

    $374,000

    • 4 Beds
    • 1.5 Baths
    • 2,974 Sq Ft

    107 Butler Dr, Denton, MD 21629

    Charming Home with Timeless Character, Modern Updates & Expansion PotentialStep into this beautifully maintained 4-bedroom, 1.5-bath home that perfectly blends classic charm with thoughtful modern updates. Nestled on a generous 1/3-acre fenced-in town lot, this property offers the privacy and space you’ve been looking for, complete with mature shade trees that create a peaceful,

    Justin Pokrywka Meredith Fine Properties

    107 Butler Dr, Denton, MD 21629
  • /5

    $1,850 per month

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • Condo for Rent

    213 S 6th St, Denton, MD 21629

    Welcome to this inviting rental opportunity in the charming town of Denton, MD. Situated conveniently near a department store, this property provides easy access to shopping and local amenities, making it an ideal choice for those who appreciate convenience.This residence features well-sized bedrooms and bathrooms, ensuring comfort for all occupants. The thoughtfully designed floor area

    213 S 6th St, Denton, MD 21629
  • /5

    $150,000 Sold Jul 17, 2025

    • Land
    • 17 Acres
    • $8,824 per Acre
    • 219 Days On Market

    0 Wilhelm Rd, Denton, MD 21629

    17 AC of Land. Currently being tilled by Farmer Tenant. This land has never been perked. Lots of Potential

    Barbara Beaudet Brenton Realty Group

    0 Wilhelm Rd, Denton, MD 21629
    • /34

      Est $486,111 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,050 Sq Ft

      23287 Magnolia Hills Rd, Denton, MD 21629

      23287 Magnolia Hills Rd, Denton, MD 21629
  • /46

    $325,000

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

    8409 Harmony Rd, Denton, MD 21629

    Charming Single-Level Living on 1.14 Acres – Income Potential + Upgrades Galore!Welcome to this Beautifully updated, Move-In-Ready home tucked away on 1.14 Peaceful Acres with mature trees and dual road access (Towers Rd & Harmony Rd). Whether you're looking for comfort, space, or income potential—this property delivers, with the possibility of earning $2,000/month in rental

    Sandra Gendleman Long & Foster Real Estate, Inc.

    8409 Harmony Rd, Denton, MD 21629
  • /3

    $290,000 Sold Jul 15, 2025

    • 1,348 Sq Ft
    • $215/SF
    • 2 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    524 N 6th St, Denton, MD 21629

    This 3 bedroom 2 bath, single family home is brightened by natural light all throughout the day. The kitchen is any cook or baker's dream with a large island and open feel. The house has ample closet space for all your storage needs. Relax on the back patio and in the back yard with a 6' privacy fence or cozy up in the living room next to the gas fireplace. Just 0.25 miles off Rt. 404 and 1

    Yvonne Andres Keller Williams Select Realtors of Annapolis

    524 N 6th St, Denton, MD 21629
    • /37

      Est $363,613 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,816 Sq Ft

      1103 Trice Meadows Cir, Denton, MD 21629

      1103 Trice Meadows Cir, Denton, MD 21629
  • /62

    $375,000

    • 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
  • /12

    $225,000 Sold Jul 15, 2025

    • 1,000 Sq Ft
    • $225/SF
    • 93 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1981

    119 Edenton Ln, Denton, MD 21629

    *BRAND NEW ROOF INSTALLED WITH ARCHITECTURAL SHINGLES, NEW SOFFIT AND FACIA*This charming 3-bedroom, 1-bath rancher is the perfect blend of cozy and functional, nestled on a beautiful half-acre lot with plenty of space to breathe.Outside, the expansive backyard is a dream—whether you envision weekend bonfires, a flourishing garden, or a play area for kids or pets.This

    Shirley Coulbourne Coldwell Banker Realty

    119 Edenton Ln, Denton, MD 21629
    • /49

      Est $403,018 Not Listed For Sale

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

      1111 Trice Meadows Cir, Denton, MD 21629

      1111 Trice Meadows Cir, 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
  • /73

    $674,000 Sold Jul 14, 2025

    • 3,165 Sq Ft
    • $213/SF
    • 255 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1997

    8178 New Bridge Rd, Denton, MD 21629

    W A T E R F R O N T ... This is the opportunity to live the Eastern Shore waterfront lifestyle. Embrace nature on all levels with this unique home that brings outdoor living inside! Located on the Tuckahoe River, this 3,165 +/- s.f. home has undergone a complete transformation to become an open floor plan contemporary style home that welcomes family and friends to enjoy each of the outdoor

    Judith Germain Benson & Mangold, LLC

    8178 New Bridge Rd, Denton, MD 21629
    • /19

      Est $356,683 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,580 Sq Ft

      344 Meadow Vale Ln, Denton, MD 21629

      344 Meadow Vale Ln, Denton, MD 21629
  • /21

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    27381 Greenwood Rd, Denton, MD 21629

    Surrounded by farmland is what you will find at this spacious 3 bedroom, 2 bath home. Small fenced in area for small pets. Listen to the rain on the tin roof. Galley kitchen opens into the dining area that is open to the large living room. Primary bedroom located on the first floor with an extra-large bathroom. Upstairs bedrooms have mini split systems for heating and air. Plenty of parking

    Pamela Geib Long & Foster Real Estate, Inc.

    27381 Greenwood Rd, Denton, MD 21629
  • /25

    $195,000 Sold Jul 11, 2025

    • 1,199 Sq Ft
    • $163/SF
    • 154 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1955

    707 Camp Rd, Denton, MD 21629

    Welcome to this charming 3-bedroom, 1-bathroom ranch-style home, nestled on a generous 0.53-acre lot. Step inside to discover a traditional floor plan that maximizes space and flow. The inviting living area features a cozy fireplace, perfect for relaxing evenings. The kitchen is equipped with essential appliances, including an electric oven/range, refrigerator, and range hood, making meal

    Daniel Register Northrop Realty

    707 Camp Rd, Denton, MD 21629
    • /12

      Est $375,542 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,500 Sq Ft

      1108 Trice Meadows Cir, Denton, MD 21629

      1108 Trice Meadows Cir, Denton, MD 21629
  • /106

    $580,000

    • 4 Beds
    • 3 Baths
    • 3,039 Sq Ft

    8534 Briar Patch Dr, Denton, MD 21629

    Welcome to 8534 Briar Patch Drive. This very well maintained home has so much to offer. This beautifully maintained property offers four spacious bedrooms and three bathrooms, providing ample space and comfort for family living or entertaining guests. The main floor includes a foyer, living room, formal dining room, family room, living room, kitchen, sunroom, and a breakfast nook that

    Alana Taylor Worthington Realty Group, LLC

    8534 Briar Patch Dr, Denton, MD 21629
  • /26

    $375,000 Sold Jul 08, 2025

    • 1,648 Sq Ft
    • $228/SF
    • 197 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    22965 Tuckahoe Springs Dr, Denton, MD 21629

    New and Improved! Welcome to Tuckahoe Springs, where easy living meets the Eastern Shore! This ranch style home has so much to offer. Step into the spacious living area open to the recently renovated kitchen/dining room featuring rustic cabinetry aplenty and granite countertops. Off the main living area, there is a smaller sitting room and laundry area. Down the hall you will find two

    Amanda Morgan Brenton Realty Group

    22965 Tuckahoe Springs Dr, Denton, MD 21629
    • /38

      Est $361,666 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,700 Sq Ft

      323 Sydney Ln, Denton, MD 21629

      323 Sydney Ln, 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Denton, MD

Housing Trends

Median Sale Price
$387,500
Median Single Family Sale Price
$390,000
Average Price Per Sq Ft
$262
Number of Homes for Sale
1
Last 12 months Home Sales
32
Months of Supply
0.40
Median List Price
$385,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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