15,756

Caroline, MD Homes

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  • /18

    $285,000 Sold Jan 31, 2025

    • 1,376 Sq Ft
    • $207/SF
    • 35 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1946

    26220 Auction Rd, Federalsburg, MD 21632

    All brick bungalow on nearly 1 acre featuring 3 bedrooms, 1.5 bathrooms, large loft, fireplace and huge 3 car garage. Includes adjacent 5.34 acre parcel with approved perc. (Legal Description: 5.34 AC L-4 W/S RT 313 NW of Federalsburg).

    Peter Stark Benson & Mangold, LLC

    26220 Auction Rd, Federalsburg, MD 21632
    • /15

      Est $322,847 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,360 Sq Ft

      1311 Fairfield Ct, Denton, MD 21629

      1311 Fairfield Ct, Denton, MD 21629
  • /39

    $399,000 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 2,780 Sq Ft

    8912 Osterman Ct, Denton, MD 21629

    Coming Soon. Great Mid Shore Location convenient to anywhere not he Delmarva. Great home for larger Family with a spacious fenced back yard, sweet little Patio house and extra driveway for Outdoor Rv or boating storage. All Bedrooms and 3 Full baths up, Laundry Center up with Large Master containing Walk in Closet and 4pc Master Bath. Lovely mature landscaping in front and located on

    Nanci Gardner Meredith Fine Properties

    8912 Osterman Ct, Denton, MD 21629
  • /8

    $470,000 Sold Jan 30, 2025

    • 1,560 Sq Ft
    • $301/SF
    • 127 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1965

    23209 Gilpin Point Rd, Preston, MD 21655

    Perfect waterfront retreat for hunters and nature lovers! Views of the 485’ water frontage from living room as well as creek views from kitchen. Enjoy everything the Shore has to offer with this home. Fully renovated and remodeled one level cottage offering gorgeous water and sunset views. Great waterfowl hunting and fishing potential in front and back of property. Property also offers 100 foot

    rachael harrison Coldwell Banker Realty

    23209 Gilpin Point Rd, Preston, MD 21655
    • /22

      Est $309,379 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,560 Sq Ft

      401 S 2nd St, Denton, MD 21629

      401 S 2nd St, Denton, MD 21629
  • /34

    $335,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,058 Sq Ft

    22329 Tanyard Rd, Preston, MD 21655

    Tucked away on 2.75 serene, wooded acres—yet less than 15 minutes to downtown Easton—this 3-bed, 1-bath beautiful rancher is pure Eastern-Shore magic. Follow the tree-lined drive and arrive at a home wrapped in towering oaks and whispering pines, where songbirds outnumber passing cars. Inside, gleaming hardwood floors run wall-to-wall, the living room anchors the layout with a cozy wood-burning

    Laura Anderson Coldwell Banker Realty

    22329 Tanyard Rd, Preston, MD 21655
  • /27

    $218,990 Sold Jan 28, 2025

    • 1,365 Sq Ft
    • $160/SF
    • 90 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    103 Riverwalk Terrace, Federalsburg, MD 21632

    Tour 103 Riverwalk Terrace, a new home located in the new townhome community of Riverwalk Terrace in Federalsburg, MD. The Jefferson is an open-concept 1,365 square foot two-story townhome with three bedrooms and two and a half bathrooms.The first floor is spacious with a large, thoughtfully designed kitchen with ample gray cabinet space, stainless steel appliances, a storage closet, and

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    103 Riverwalk Terrace, Federalsburg, MD 21632
    • /30

      Est $228,590 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,560 Sq Ft

      1208 Blue Heron Dr, Denton, MD 21629

      1208 Blue Heron Dr, Denton, MD 21629
  • /13

    $247,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    513 Vaughn Ave, Greensboro, MD 21639

    Newly refurbished with new flooring and paint throughout, cabinets painted/hardware replaced, all new applicances, mini-split units in all rooms - lovely family neighborhood with plenty of storage and charm. New roof 2025.

    Chad Muse KD Realty Inc

    513 Vaughn Ave, Greensboro, MD 21639
  • /28

    $231,990 Sold Jan 28, 2025

    • 1,365 Sq Ft
    • $170/SF
    • 71 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    114 Riverwalk Terrace, Federalsburg, MD 21632

    Explore the beauty of Federalsburg, MD at 114 Riverwalk Terrace a new home located in the new community of Riverwalk Terrace. The Jefferson is an open-concept 1,365 square foot two-story end-of-unit townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with ample gray cabinet space, stainless steel appliances, a

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    114 Riverwalk Terrace, Federalsburg, MD 21632
    • /10

      Est $191,777 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,236 Sq Ft

      208 N Academy St, Greensboro, MD 21639

      208 N Academy St, Greensboro, MD 21639
  • /15

    $265,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    3181 Gallagher Rd, Preston, MD 21655

    Price Improvement! 3 bedroom, 2 bath rancher sitting on 2 acres just outside of Preston. Conveniently located approximately 15 minutes from Easton. This home has a new roof, new heat pump, new kitchen, new flooring, new fixtures and has been freshly painted. Call to schedule your showing today as this one will not last.

    Andrew Beaven Wright Real Estate

    3181 Gallagher Rd, Preston, MD 21655
  • /27

    $209,990 Sold Jan 27, 2025

    • 1,365 Sq Ft
    • $154/SF
    • 169 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    104 Riverwalk Terrace, Federalsburg, MD 21632

    Welcome to 104 Riverwalk Terrace a new home in Federalsburg, MD located in the new townhome community of Riverwalk Terrace. The Jefferson is an open-concept 1,365 square foot two-story townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with ample white cabinet space, stainless steel appliances, a storage closet, and a

    Kathleen Cassidy D R Horton Realty of Virginia LLC

    104 Riverwalk Terrace, Federalsburg, MD 21632
    • /3

      Est $281,092 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,104 Sq Ft

      26220 Shore Hwy, Denton, MD 21629

      26220 Shore Hwy, Denton, MD 21629
  • /88

    $825,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,644 Sq Ft

    25129 Adams Landing Rd, Denton, MD 21629

    WATERFRONT! * 214 FT ON RIVER! * AWESOME WIDE ALL SEASON VIEWS! CONTINUOUS GENTLE BREEZES! MAJOR RENOVATIONS 2020!*DEDICATED OFICE! * MULTIPLE LIVING AREAS! LIVING ROOM! FAMILY ROOM AREA with GAS FIREPLACE! DINING ROOM! SPECTACULAR SUNROOM WITH WIDE VISTAS of RIVER! * PRIMARY SUITE & THREE ADDITIONAL BEDROOMS! *SPACIOUS PRIMARY SUITE BATH with WALK-IN SHOWER! PRIMARY SUITE BATHROOM

    Candace Harman Long & Foster Real Estate, Inc.

    25129 Adams Landing Rd, Denton, MD 21629
  • /27

    $1,350,000 Sold Jan 24, 2025

    • 1,664 Sq Ft
    • $811/SF
    • 212 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1900

    12805 Kibler Rd, Greensboro, MD 21639

    Kibler Road Farm: Two parcels totaling +/- 109 acres in Caroline County, Maryland. This farm consists of +/- 87.43 acres of tillable farmland (per FSA measurements), +/- 13 wooded acres with a beautiful farm pond, and +/- 9 improved acres (3 acres are enrolled in CRP with 6 years remaining, and 3 acres are in forest conservation). The farm is entitled with well permits to add 3 center pivot

    Nick Campanaro The Land Group

    12805 Kibler Rd, Greensboro, MD 21639
    • /26

      Est $584,686 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,512 Sq Ft

      6105 Laurel Grove Rd, Denton, MD 21629

      6105 Laurel Grove Rd, Denton, MD 21629
  • /44

    $399,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,228 Sq Ft

    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
  • /32

    $320,000 Sold Jan 23, 2025

    • 1,405 Sq Ft
    • $228/SF
    • 27 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2003

    6608 Harmony Rd, Preston, MD 21655

    Welcome to your woodland haven! Nestled on 10 peaceful acres off Harmony Road, this property combines privacy and tranquility with convenient proximity to Denton, Preston, and Easton. Enjoy the serenity of rural living while staying close to shopping, dining, and other amenities.The 1,405 sq. ft. home offers three bedrooms and two baths, perfectly suited for various lifestyles. Built in

    Coard Benson Benson & Mangold, LLC

    6608 Harmony Rd, Preston, MD 21655
    • /59

      Est $287,394 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,456 Sq Ft

      403 Mallard Dr, Greensboro, MD 21639

      403 Mallard Dr, Greensboro, MD 21639
  • /39

    $415,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,088 Sq Ft

    22776 Squire Ln, Queen Anne, MD 21657

    Set on 1.35 acres along a quiet cul-de-sac street, this classic Cape Cod offers space, style, and thoughtful updates inside and out. With four bedrooms, two and a half baths, and a layout built for both everyday ease and entertaining, it’s a home that welcomes you from the moment you arrive. Beautiful fresh landscaping leads to the front door, where you step into a spacious living room filled

    Keith Sharp Northrop Realty

    22776 Squire Ln, Queen Anne, MD 21657
  • /22

    $275,000 Sold Jan 23, 2025

    • 1,512 Sq Ft
    • $182/SF
    • 56 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1945

    12087 Lincoln St, Ridgely, MD 21660

    Completely remodeled 2 story home with 3 bedrooms and 3 full baths sitting on a spacious corner lot in the town of Ridgely, MD. This home features a brand new kitchen with granite countertops including stainless steel appliances, hardwood flooring throughout main living areas,fully remodeled bathrooms with walk in showers, two brand new water heater and HVAC system. Schedule your in person tour

    Lawrence Lessin Save 6, Incorporated

    12087 Lincoln St, Ridgely, MD 21660
    • /11

      Est $286,671 Not Listed For Sale

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

      112 Carolin Ct, Preston, MD 21655

      112 Carolin Ct, Preston, MD 21655
  • /31

    $340,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft

    406 N Academy St, Greensboro, MD 21639

    Charming 3-bedroom, 2-bath ranch with endless potential! This home boasts an open-concept design,featuring an eat-in kitchen and a bright sunroom overlooking the backyard. A full basement offers plenty ofspace to customize however you wish. Fresh updates include brand-new luxury vinyl plank flooringthroughout, modern appliances, and a recently painted interior. With a newer roof, HVAC system, and

    Predaricka Mendez-Lopez Realty One Group Performance, LLC

    406 N Academy St, Greensboro, MD 21639
  • /23

    $299,000 Sold Jan 21, 2025

    • 1,360 Sq Ft
    • $220/SF
    • 58 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2003

    1306 Fairfield Ct, Denton, MD 21629

    Back on the market at no fault to the seller. Motivated seller. Sold as is. Discover this charming 3 bedroom, 2.5 bath home nestled in a peaceful cul de sac. Offering comfort, style, and space, this property is perfect for anyone looking to find their dream home,Features include:Spacious 3 bedrooms and a convenient 2.5 bathroomsOpen-concept living room and dining room area, ideal for

    Erene Katris Coldwell Banker Realty

    1306 Fairfield Ct, Denton, MD 21629
    • /64

      Est $422,161 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,452 Sq Ft

      25610 Beauchamp Branch Rd, Denton, MD 21629

      25610 Beauchamp Branch Rd, Denton, MD 21629
  • /30

    $334,999 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    123 Briarwood Cir, Denton, MD 21629

    Get ready to fall in love with this charming Cape Cod, built in 2015 and beautifully maintained. Nestled on a peaceful street in the heart of Denton, this 3-bedroom, 2.5-bath home offers 2,000+ square feet of bright, comfortable living space.From the moment you arrive, you’ll notice the inviting curb appeal and classic Cape Cod character. Step inside to discover a spacious main level with

    Lou Chirgott Core Maryland Real Estate LLC

    123 Briarwood Cir, Denton, MD 21629
  • /30

    $320,000 Sold Jan 17, 2025

    • 1,232 Sq Ft
    • $260/SF
    • 16 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    16 N Maple Ave, Ridgely, MD 21660

    Lovingly updated one-level living in the sweet quaint town of Ridgely. This adorable home in this tight-knit community is within walking distance to some of the best that Caroline County has to offer, including the best neighborhood for Trick-or-Treating in the fall, a whimsy Winter Wonderland enjoyed by all ages in the Winter, the World Famous Strawberry Festival in the Spring, and a local

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    16 N Maple Ave, Ridgely, MD 21660
    • /30

      Est $279,351 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,336 Sq Ft

      429 N 6th St, Denton, MD 21629

      429 N 6th St, Denton, MD 21629
  • /5

    $160,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 640 Sq Ft

    28471 Kinder Rd, Federalsburg, MD 21632

    Tucked away at the end of a quiet, private lane, this cozy 640 sq ft rancher offers the perfect blend of seclusion and natural beauty. The property spans 4.5 acres, featuring a mix of wooded areas and open clearing- ideal for gardening, expansion, hunting or simply enjoying the outdoors. Wildlife lovers will appreciate the frequent sightings of deer and other native animals right from the yard.

    Gillian Walsh Worthington Realty Group, LLC

    28471 Kinder Rd, Federalsburg, MD 21632
  • /37

    $224,900 Sold Jan 15, 2025

    • 1,140 Sq Ft
    • $197/SF
    • 117 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2001

    320 Park Ave, Federalsburg, MD 21632

    Bring the furnishings is all this home is missing. Three bedrooms and 2 baths with many upgrades.Fresh paint, flooring, appliances and most recent the outside HVAC unit has been replaced.Great back porch overlooks the spacious private back yard.Chambers Park has playground equipment, tennis courts, picnic area, etc to make living in the area a friendly family spot for entertaining and

    Kat Thompson Benson & Mangold, LLC.

    320 Park Ave, Federalsburg, MD 21632
    • /14

      Est $307,289 Not Listed For Sale

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

      24352 Robins Creek Rd, Preston, MD 21655

      24352 Robins Creek Rd, Preston, MD 21655
  • /10

    $129,000 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,423 Sq Ft

    103 Reliance Ave, Federalsburg, MD 21632

    A diamond in the rough that you can make your own. Charming 1423 Sq Ft. Colonial home on Reliance Ave in Federalsburg with open views overlooking the river. Needing some TLC, spacious bedrooms, 1.5 baths, front porch, large driveway for parking and 2 car detached garage (with electric). A large loft room above with outdside stairs. Thoughtful details throughout. Partially renovated, replacement

    rachael harrison Coldwell Banker Realty

    103 Reliance Ave, Federalsburg, MD 21632
  • /18

    $344,900 Sold Jan 14, 2025

    • 1,104 Sq Ft
    • $312/SF
    • 120 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1999

    24207 Mallow Dr, Preston, MD 21655

    Welcome to your next home sweet home! This splendid three-bedroom, two-bathroom house stands out as a beacon of comfort and modern convenience. Freshly installed flooring throughout whispers luxury underfoot, setting the scene for your new beginning in the charming town of Preston.Step through the front door, and you'll find yourself swept into an inviting atmosphere, where each room

    Januari Coates Exit Leading Edge Realty

    24207 Mallow Dr, Preston, MD 21655
    • /7

      Est $202,785 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,164 Sq Ft

      3477 Holland Dr, Federalsburg, MD 21632

      3477 Holland Dr, Federalsburg, MD 21632
  • /35

    $615,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft

    12459 Kibler Rd, Greensboro, MD 21639

    Outstanding small farm property on quiet country road! This spacious home features 3 bedrooms and two baths, kitchen with new stainless steel appliances, breakfast bar and dining area. The large living room with wood floors over looks the expansive front yard and opens to the front porch where you can enjoy your morning coffee. In the rear of the home there is a large family room that offers

    Marcia Rostien Long & Foster Real Estate, Inc.

    12459 Kibler Rd, Greensboro, MD 21639
  • /31

    $405,000 Sold Jan 10, 2025

    • 3,182 Sq Ft
    • $127/SF
    • 38 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2007

    1305 Trice Meadows Cir, Denton, MD 21629

    Must see home in Trice Meadows! Original builder's model with 3182 sq ft of living space (one of, if not the largest in development) with coveted covered back patio and fenced in back yard for privacy. Split floor plan downstairs with Master Suite at the back, overlooking private yard, with walk in closet, attached full bath with soaking tub and double vanities plus walk in shower. 2 further

    Michele Palmer Doug Ashley Realtors, LLC

    1305 Trice Meadows Cir, Denton, MD 21629
    • /34

      Est $301,613 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,432 Sq Ft

      1311 Chesapeake Dr, Denton, MD 21629

      1311 Chesapeake Dr, Denton, MD 21629
  • /2

    $258,000 Under Contract

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

    318 S 5th Ave, Denton, MD 21629

    This home is spruced up on the inside and new siding on the outside. Owner estimates to complete it by late June or July. One car garage for extra storage. Close to all amenities.

    Barbara Beaudet Brenton Realty Group

    318 S 5th Ave, Denton, MD 21629
  • /26

    $115,000 Sold Dec 27, 2024

    • Land
    • 8 Acres
    • $14,198 per Acre
    • 71 Days On Market

    13416 Greensboro Rd, Greensboro, MD 21639

    *MOTIVATED SELLERS!* Hunting Season is NOW! Looking for 8 Acres of Privacy and Nature? Then you found it with this wooded, waterfront gem! Property consists of 8.1+/- Acres ready for your imagination. Come relax and unwind, take the paddle boat out, enjoy the deer, turkeys and geese on the property, and unplug for a while. This recreation property has been used for hunting, water activities,

    Erin Anderson Chesapeake Real Estate Associates, LLC

    13416 Greensboro Rd, Greensboro, MD 21639

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