2,111

Caroline, MD Homes

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  • /54

    $595,000

    • 4 Beds
    • 2.5 Baths
    • 3,168 Sq Ft

    24766 Tribbett Cir, Ridgely, MD 21660

    Why wait months to build when you can start enjoying this meticulously built, and finely crafted contemporary farmhouse home right now? Situated on an .85 acre lot in the established community of Ashworth, this 2023 built, 3,168 square foot, 4 bedroom, 2.5 bath home contemporary farmhouse-style home blends rustic charm with contemporary elegance. The exterior features classic white siding,

    Barbara McCaffrey Redfin Corp

    24766 Tribbett Cir, Ridgely, MD 21660
  • /3

    $1,165 - $1,415 per month

    Sunset Hargraves Ridgely

    1 - 3 Beds

    502 Sunset Blvd, Ridgely, MD 21660

    Welcome to Sunset Hargraves Ridgely, where newly renovated affordable apartment homes meet the charm of Maryland’s Eastern Shore. Located in the heart of Ridgely, our spacious 1, 2, and 3-bedroom apartments feature brand-new kitchens, energy-efficient appliances, luxury vinyl plank flooring, new windows, and more. Community-wide upgrades include new roofing, gutters, and refreshed breezeways,

    502 Sunset Blvd, Ridgely, MD 21660
  • /16

    $265,000 Sold Jul 31, 2025

    • 1,136 Sq Ft
    • $233/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1991

    17 Greenridge Ave, Ridgely, MD 21660

    Move in Ready! Well Maintained Rancher with Public Water & Sewer offers 3 bedrooms, 1 bath, spacious rear yard with deck, Newly remodeled Bath with tile shower, floor and blue tooth ceiling feature. Central Heat & A/c installed in 2023 with less than 2 yrs old appliances: Refrigerator, Dishwasher and Washer & Dryer. Verizon FISO on premises. Don't miss out on this opportunity - schedule your

    Mary Mabry Keller Williams Select Realtors of Cambridge

    17 Greenridge Ave, Ridgely, MD 21660
    • /23

      Not Listed For Sale

      • Studio
      • 3,200 Sq Ft

      5 Park Ave, Ridgely, MD 21660

      5 Park Ave, Ridgely, MD 21660
  • /3

    $99,000

    • Land
    • 1.00 Acre
    • $99,000 per Acre

    0 Holly Rd Unit 24208711, Ridgely, MD 21660

    Own 1 Acre of Vacant Land in Caroline County, Maryland. This property offers 1 acre of vacant residential and agricultural land, featuring 250 feet of road frontage and access via the peaceful Holly Road. With a tranquil rural setting, this versatile property provides privacy, space, and zoning that supports both farming and single-family development. Property Highlights:Location:

    Community Lands

    0 Holly Rd Unit 24208711, Ridgely, MD 21660
  • /5

    $1,600 per month

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

    110 W Railroad Ave Unit B, Ridgely, MD 21660

    Large newly renovated Duplex for rent in Ridgely Md. 3 Br/ 1 Bath, available now W/D hook up, Oil heat, No pets, non smoking. 1600 per month plus utilities *water/sewer/electric/oil) Security deposit of 1600 ) First months and security deposit required to move in. If this isn’t a good fit for you kindly look for other options, no negative comments are necessary.. Application required before

    110 W Railroad Ave Unit B, Ridgely, MD 21660
  • /28

    $275,000 Sold Jul 08, 2025

    • 1,008 Sq Ft
    • $273/SF
    • 215 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1992

    104 Sunset Blvd, Ridgely, MD 21660

    This beautiful home is waiting for you! Pretty much everything is new! Just move right in! The outside is all maintenance free, with new 100 year Metal roof, new vinyl clad windows, new Amish made front and back doors, vinyl siding and new sidewalks. Inside you will find the updated kitchen with new fridge & counter tops, freshly painted cabinetry, center island with dish washer and large

    Marcia Rostien Long & Foster Real Estate, Inc.

    104 Sunset Blvd, Ridgely, MD 21660
    • /24

      Est $337,178 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,538 Sq Ft

      5 Seward Rd, Ridgely, MD 21660

      5 Seward Rd, Ridgely, MD 21660
  • /144

    $1,449,000

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    24512 Marblehead Rd, Ridgely, MD 21660

    This 99-acre wooded farm offers a well-rounded mix of equestrian, hunting, and homesteading features. Lovely 2 bedroom, 3 bath home, built in 2004, includes vaulted ceilings, a brick hearth propane fireplace with remote, hardwood flooring, and a fully conditioned crawlspace. A wrap-around front porch overlooks the horse pasture and garden, and the rear enclosed screen porch opens to a large brick

    Mike Arajakis

    24512 Marblehead Rd, Ridgely, MD 21660
  • /2

    $1,350 per month

    • 1 - 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    106 W Railroad Ave Unit 1A, Ridgely, MD 21660

    Welcome to this unique, 2Br/1 Bath apartment located in the heart of the charming town of Ridgely, MD. This rental offers a perfect blend of comfort, practicality, and town charm.Among the property's key features is a spacious open layout that makes the 1000 square foot space feel expansive and comfortable. Large windows welcome an abundance of natural light, enhancing the town views and

    106 W Railroad Ave Unit 1A, Ridgely, MD 21660
  • /15

    $315,000 Sold Jun 19, 2025

    • 1,638 Sq Ft
    • $192/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    11891 Central Ave, Ridgely, MD 21660

    3 bedroom, 2 bath rancher on 12.5+/- acres. This property is being sold AS/IS and is part of an estate.Owners have no information on this property. Full basement, screened porch at rear, backs to woods. The small garage is in poor condition.

    Andrew Beaven Wright Real Estate

    11891 Central Ave, Ridgely, MD 21660
    • /79

      Est $606,472 Not Listed For Sale

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

      13056 Hog Lot Rd, Ridgely, MD 21660

      13056 Hog Lot Rd, Ridgely, MD 21660
  • /44

    $449,900

    • 5 Beds
    • 2 Baths
    • 4,060 Sq Ft

    8 W Liberty St, Ridgely, MD 21660

    Welcome to this beautiful updated Custom Built Brick 5-bedroom, 2-bath home nestled on a generous double corner lot in the quaint town of Ridgely. Combining classic charm with modern updates. This property offers comfort and convenience—perfect for growing families or those who love to entertain. Property hightlights include: Updated kitchen featuring brand-new stainless steel appliances, new

    Barbara Blosser Long & Foster Real Estate, Inc.

    8 W Liberty St, Ridgely, MD 21660
  • /31

    $560,000 Sold Jun 06, 2025

    • 2,044 Sq Ft
    • $274/SF
    • 20 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1973

    24131 Carrlyn Dr, Ridgely, MD 21660

    Discover the property that checks every box! This meticulously cared-for property offers everything you could want. Step inside the spacious modern rancher, boasting gorgeous hardwood floors, a chef's kitchen with updated quartz countertops and newer appliances, two inviting living areas, dedicated office space, a primary bedroom with a beautiful en-suite and a versatile den that could serve as a

    Amanda Morgan Brenton Realty Group

    24131 Carrlyn Dr, Ridgely, MD 21660
    • /24

      Est $306,671 Not Listed For Sale

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

      23604 Henry Rd, Ridgely, MD 21660

      23604 Henry Rd, Ridgely, MD 21660
  • /29

    $415,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    24887 Holsinger Ln, Ridgely, MD 21660

    Welcome to this beautifully maintained property offers the perfect blend of privacy, comfort, and rural charm. Set on an expansive lot, 24887 Holsinger Lane features [insert 3 bedrooms and 2 bathrooms, with an open floor pain for both relaxing and entertaining.Inside, you'll find new hardwood floors, stainless steel appliances and a pellet stove making every room warm and inviting.

    Laura Anthony Benson & Mangold, LLC

    24887 Holsinger Ln, Ridgely, MD 21660
  • /121

    $835,000 Sold Jun 06, 2025

    • 5,328 Sq Ft
    • $157/SF
    • 47 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2012

    22879 Stevenson Rd, Ridgely, MD 21660

    Welcome to 22879 Stevenson Road, Ridgely, MD – a private oasis nestled down a winding country lane. This exquisite residence, adorned with elegant Hardie board siding, captivates from the moment you arrive with its inviting front porch and meticulous attention to detail.Step inside to discover the grandeur of a spacious 5,328 +/- square-foot home, where gorgeous bamboo hardwood floors and rich,

    Chris Rosendale CR Realty

    22879 Stevenson Rd, Ridgely, MD 21660
    • /13

      Est $269,534 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,026 Sq Ft

      12185 River Rd, Ridgely, MD 21660

      12185 River Rd, Ridgely, MD 21660
  • /28

    $420,000

    • 3 Beds
    • 3 Baths
    • 2,607 Sq Ft

    12615 Eveland Rd, Ridgely, MD 21660

    *COUNTRY living on 1 acre across from Adkins Arboretum. *HORSE farm fields surround. *HOT TUB in covered Gazebo. *60x40 POLE BARN w/200amp and wood stove for winter comfort. RUN A BUSINESS!*LARGE 2BR, 2 BA Rancher w/front porch for sitting & relaxing. *LARGE master suite. *LARGE Living room with Dining "L". *LARGE kitchen w/breakfast bar. *LARGE Sun or Game room. *SEPARATE laundry

    Lynn Collins Long & Foster Real Estate, Inc.

    12615 Eveland Rd, Ridgely, MD 21660
  • /59

    $415,000 Sold May 23, 2025

    • 1,500 Sq Ft
    • $277/SF
    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2016

    24905 Holsinger Ln, Ridgely, MD 21660

    Motivated Sellers have found home of choice!! Pastoral views are what you will find at this 3-bedroom, 2-bath home. Open floor plan and split bedroom locations. Located on over an acre of land so plenty of room for that garden, pool or just sit on the back deck and enjoy the wildlife. Easy access to major highway for easy commuting to beaches or Annapolis area. Wood burning stove to keep you

    Pamela Geib Long & Foster Real Estate, Inc.

    24905 Holsinger Ln, Ridgely, MD 21660
    • /36

      Est $730,666 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,521 Sq Ft

      24638 Tribbett Cir, Ridgely, MD 21660

      24638 Tribbett Cir, Ridgely, MD 21660
  • /30

    $349,900

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

    15 Ridgeway Dr, Ridgely, MD 21660

    Welcome to 15 Ridgeway Drive! Where comfort, convenience, and pride of ownership meet.This well maintained 3-bedroom, 2-bath home features an additional flex room perfect for a home office, den, or playroom. The updated kitchen features stainless steel appliances and a functional layout that opens into the living space, making it ideal for entertaining or everyday living.Step outside

    Jarnell Foster Benson & Mangold, LLC

    15 Ridgeway Dr, Ridgely, MD 21660
  • /46

    $439,500 Sold May 21, 2025

    • 1,923 Sq Ft
    • $229/SF
    • 31 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1995

    11489 Reed Cir, Ridgely, MD 21660

    The owner has refreshed this home throughout with neutral colors and a coastal vibe! Wonderful floor plan with Owners Suite wing, guest PLUS family or guest wing and with a beautiful kitchen and family room in the center of it all! Large Rambler style home with 4 spacious bedrooms and 2 1/2 Baths. The huge family boasts vaulted ceilings, a wall of Anderson glass doors opening to the rear patio

    Carol Delayo Chaney Homes, LLC

    11489 Reed Cir, Ridgely, MD 21660
    • /48

      Est $307,902 Not Listed For Sale

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

      6 Maple Ave, Ridgely, MD 21660

      6 Maple Ave, Ridgely, MD 21660
  • /63

    $470,000

    • 3 Beds
    • 3 Baths
    • 2,645 Sq Ft

    14957 Cherry Ln, Ridgely, MD 21660

    $29,000 reduction! Please check out the open house this weekend. Welcome to 14957 Cherry Ln. This property offers a pond and an in-ground pool. Large 2.5 acre lot. Home is over 2600 sq. ft. with the entire upstairs set-up as a primary suite with deck overlooking both the front and rear yard. Downstairs offer a large living area with kitchen and 2 additional bedrooms with 2 full baths. Oversized

    Eddie Matthews Benson & Mangold, LLC

    14957 Cherry Ln, Ridgely, MD 21660
  • /22

    $226,000 Sold May 07, 2025

    • 1,056 Sq Ft
    • $214/SF
    • 7 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1977

    8 N Maple Ave, Ridgely, MD 21660

    Cash or Conventional financing only!!! This home will not pass FHA, VA or USDA financing due to deferred exterior maintenance. Home is sold "AS IS" and with contents. The seller will not be making any repairs whatsoever. 3 bedroom 1 bath rancher on nice in-town lot. This one is priced to sell and will not last long.

    Blaine Williamson McClain-Williamson Realty, LLC

    8 N Maple Ave, Ridgely, MD 21660
    • /20

      Est $401,648 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,320 Sq Ft

      120 Lister Ln, Ridgely, MD 21660

      120 Lister Ln, Ridgely, MD 21660
  • /28

    $349,000

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

    208 Oriole Ave, Ridgely, MD 21660

    Come see this Beautiful well maintained Ranch home in the heart of Ridgely. The house is a block away from the local park. The house has had many upgrades including an addition in 2020. New siding in 2020. New deck after 2020. New windows in 2017. There are solar panels on the roof. Spacious back yard with a patio. Many other upgrades to come and see.

    Rachel Penska Long & Foster Real Estate, Inc.

    208 Oriole Ave, Ridgely, MD 21660
  • /68

    $545,000 Sold May 01, 2025

    • 3,276 Sq Ft
    • $166/SF
    • 8 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2023

    23730 Henry Rd, Ridgely, MD 21660

    Get ready for this property to truly capture your heart!! This sensational property offers so much!! High ceilings, open floor plan, recessed lighting & designer chandeliers, lots of finished space w/ room for more bedrooms if desired (bonus room), main level primary suite, state of the art smart appliances, encapsulated crawl space, attic space, handcrafted extra features & more. 3+ acres of

    Barbara Best RE/MAX One

    23730 Henry Rd, Ridgely, MD 21660
    • /21

      Est $202,430 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,150 Sq Ft

      209 Caroline Ave, Ridgely, MD 21660

      209 Caroline Ave, Ridgely, MD 21660
  • /6

    $399,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    10 Sunrise Ave, Ridgely, MD 21660

    This stunning two-story home "The Sunshine House" is currently being built by Lomaxx Custom Homes and will be thoughtfully designed to blend style, comfort, and functionality. Situated on Lot 11 in the charming new community of Sunrise Village, this spacious home will feature 4 bedrooms and 2.5 bathrooms.The open-concept main level will include luxury vinyl plank flooring, a gourmet

    Amy Betts Coldwell Banker Realty

    10 Sunrise Ave, Ridgely, MD 21660
  • /17

    $150,000 Sold Apr 30, 2025

    • 1,008 Sq Ft
    • $149/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1890

    207 Caroline Ave, Ridgely, MD 21660

    Great investment opportunity in Ridgely, MD! This 3-bedroom, 1.5-bath home sits on a spacious lot with off-street parking and offers strong potential for updates and added value. Located in a convenient area close to local amenities and major routes, this property is ideal for investors or buyers looking to build equity. Don’t miss the chance to make it your next project.

    Timothy Caropreso Keller Williams Flagship

    207 Caroline Ave, Ridgely, MD 21660
    • /33

      Est $425,436 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,500 Sq Ft

      24565 Holsinger Ln, Ridgely, MD 21660

      24565 Holsinger Ln, Ridgely, MD 21660
  • /6

    $384,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    8 Sunrise Ave, Ridgely, MD 21660

    To Be Built - Modern "Farmhouse "Rancher by Lomaxx Custom HomesThis to be built rancher is being thoughtfully designed and constructed by the reputable Lomaxx Custom Homes, offering the perfect combination of style, functionality, and comfort.This beautiful home will be situated on lot 10 in the new subdivision of Sunrise Village and feature 3 bedrooms, 2 full bathrooms, and an

    Amy Betts Coldwell Banker Realty

    8 Sunrise Ave, Ridgely, MD 21660
  • /19

    $287,000 Sold Apr 25, 2025

    • 1,216 Sq Ft
    • $236/SF
    • 168 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1895

    411 Maple Ave, Ridgely, MD 21660

    Completely remodeled 2 story home with 3 bedrooms and 2 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 an island and stainless steel appliances, cathedral style ceilings with recess lighting, new LVP flooring throughout main living areas, newly installed carpet in bedrooms, fully remodeled bathrooms

    Eric Haro The Parker Group

    411 Maple Ave, Ridgely, MD 21660
    • /36

      Est $300,843 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,914 Sq Ft

      202 Caroline Ave, Ridgely, MD 21660

      202 Caroline Ave, Ridgely, MD 21660
  • /33

    $399,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,628 Sq Ft

    12 Sunrise Ave, Ridgely, MD 21660

    To be completed soon, this stunning home brought to you by Lomaxx Custom Homes, should be at the top on your must see list! Lot 12 on Sunrise Ave will feature 4 bedrooms and 2 beautifully designed bathrooms. From the moment you step onto the brick steps of the front porch you'll notice the charm of the brick roll back edging which offers a smooth finish to your home entrance. Then inside you'll

    Crystal Smith RE/MAX Executive

    12 Sunrise Ave, Ridgely, MD 21660
  • /42

    $337,500 Sold Apr 16, 2025

    • 1,978 Sq Ft
    • $171/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    12041 Crouse Mill Rd, Ridgely, MD 21660

    THE LIST PRICE REPRESENTS THE OPENING OFFER AMOUNT NET TO SELLER. AGENTS - PLEASE VIEW AGENT REMARKS IN BRIGHT MLS. Welcome home to this 3-Bedroom, 2 Full Bathroom rancher sitting on 2 acres in a quiet, country setting in Caroline County but also conveniently located to the town of Ridgely. Less than 60 miles to Delaware beaches and even closer to Maryland's eastern shores. Well has no issues

    Justin Brewer Baltimore Realty, LLC

    12041 Crouse Mill Rd, Ridgely, MD 21660
    • /27

      Est $394,511 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,184 Sq Ft

      6 W Liberty St, Ridgely, MD 21660

      6 W Liberty St, Ridgely, MD 21660
  • /65

    $465,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,408 Sq Ft

    135 Walnut St, Ridgely, MD 21660

    Welcome to this Grande Home in Lister Estates. This home offer Three Full Levels of living space. Main floor features the Owners Primary with En Suite and two closets. 2 additional bedrooms and full bath. Dining Room or Office, Large open kitchen overlooks Great Room and added Morning Room for additional dining or needed space. Exterior backyard offers deck for entertaining and area for garden

    Roger Boyce Chesapeake Real Estate Associates, LLC

    135 Walnut St, Ridgely, MD 21660

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