2,111

Caroline, MD Homes

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  • /2

    $450,000 Sold Apr 14, 2025

    • 2,880 Sq Ft
    • $156/SF
    • 87 Days On Market
    • Studio
    • Built 1988

    403 W 4th St, Ridgely, MD 21660

    This quadplex is located on the corner of Sunset and 4 St in the town of Ridgley MD, and offers 4 two bed one bath units. All units are separately metered. As with most rentals in the region occupancy is near 100%. Call today for more details.

    BJ Kilby Eastern Shore Real Estate, LLC

    403 W 4th St, Ridgely, MD 21660
    • /48

      Est $577,311 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,074 Sq Ft

      24668 Tribbett Cir, Ridgely, MD 21660

      24668 Tribbett Cir, Ridgely, MD 21660
  • /2

    $599,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,005 Sq Ft

    23290 Ninetown Rd, Ridgely, MD 21660

    Welcome to 23290 Ninetown Rd! A BRAND NEW 4 bedroom, 2 bath home crafted by Lomaxx Custom Homes on a beautiful 4.32 +/- acre lot with a peaceful stream on the property!An open concept, gleaming quartz countertops, and thoughtful design invite you to live, gather, and grow. This isn't just a house-it's the beginning of something beautiful. Come on in and make yourself at home

    Shirley Coulbourne Coldwell Banker Realty

    23290 Ninetown Rd, Ridgely, MD 21660
  • /45

    $308,000 Sold Apr 11, 2025

    • 1,168 Sq Ft
    • $264/SF
    • 47 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1995

    3 Oak St, Ridgely, MD 21660

    This charming and well-maintained rancher is move-in ready offering 3-bedrooms and 2-baths. The front door opens to a bright and inviting living room which flows into the spacious kitchen and dining area, complete with new stainless steel appliances, a pantry and a sliding glass door leading to a fenced backyard with patio space, ideal for outdoor enjoyment. Laminate wood flooring runs

    Kim Crouch Ozman Benson & Mangold, LLC

    3 Oak St, Ridgely, MD 21660
    • /49

      Est $946,275 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,244 Sq Ft

      13389 Mason Branch Rd, Ridgely, MD 21660

      13389 Mason Branch Rd, Ridgely, MD 21660
  • /3

    $445,000 Coming Soon

    • 5 Beds
    • 2.5 Baths
    • 2,692 Sq Ft

    5 Lister Ln, Ridgely, MD 21660

    Lovely 5 Bedroom 2.5 Bath Home in very sought after Lister Estates. High ceilings and partially open main floor plan with a warm and sunny bump-out breakfast nook, Kitchen and Family Room along with Powder room, and a separate Dinning and Sitting room area. The upper floor boasts a Huge primary bedroom with room for a sitting area, walk-in closet, primary bath with jetted/soaking tub and

    Connie Mahaney Schwartz Realty, Inc.

    5 Lister Ln, Ridgely, MD 21660
  • /49

    $484,900 Sold Apr 09, 2025

    • 2,190 Sq Ft
    • $221/SF
    • 7 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2021

    11310 Maplewood Dr, Ridgely, MD 21660

    How lucky are you to be able to get another buying opportunity in the community of Maplewood Estates! These resales do not come on very often so if you see what you like do not wait and schedule your showing today! This home originally built by Red Oak Properties, and loaded with upgrades from the start featuring Double oven in the kitchen, cooktop, farmhouse sink, fireplace, tray ceilings in

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    11310 Maplewood Dr, Ridgely, MD 21660
    • /26

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      12171 River Rd, Ridgely, MD 21660

      12171 River Rd, Ridgely, MD 21660
  • /54

    $499,500 Under Contract

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft

    11575 Maplewood Dr, Ridgely, MD 21660

    Giving you another opportunity to buy in this community but this time with an inground pool, tiki hut and more! Homes in this community do not come on very often, so lets grab it while we can. A popular model built by Mike's Custom Homes featuring 3 bedrooms, and 2 baths on the main floor and a bedroom/den on the second floor also with a full bath and walk in closet. Located in the covenant

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    11575 Maplewood Dr, Ridgely, MD 21660
  • /38

    $565,000 Sold Mar 25, 2025

    • 2,373 Sq Ft
    • $238/SF
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    24742 Tribbett Cir, Ridgely, MD 21660

    This home is currently under construction. The projected completion date is the end of April but is subject to change based on the weather and other factors. These photos are photos of this model and are for reference to layout only. These photos are not of the actual home currently being built. The current home is a side entry garage with gray siding and No Stone on the front. Depending on

    Kimberly Utz RE/MAX Executive

    24742 Tribbett Cir, Ridgely, MD 21660
    • /12

      Est $322,696 Not Listed For Sale

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

      2 Greenridge Ave, Ridgely, MD 21660

      2 Greenridge Ave, Ridgely, MD 21660
  • /71

    $434,500 Under Contract

    • 4 Beds
    • 3 Baths
    • 4,304 Sq Ft

    122 Lister Ln, Ridgely, MD 21660

    Welcome to 122 Lister Lane in the charming town of Ridgely, MD, nestled on a picturesque corner lot in the highly coveted Lister Estates community. This delightful home is a treasure trove of possibilities, catering to a diverse range of lifestyles.As you approach the property, you'll be greeted by its stunning brick facade that exudes classic elegance, complemented by a fully fenced

    Chris Rosendale CR Realty

    122 Lister Ln, Ridgely, MD 21660
  • /7

    $120,000 Sold Mar 20, 2025

    • Land
    • 3.75 Acres
    • $32,000 per Acre
    • 124 Days On Market

    0 Burnt Mill Rd Unit MDCM2004842, Ridgely, MD 21660

    Discover the ideal blend of tranquil nature and prime location! 3.75 acres with mature trees, offering unparalleled privacy and peaceful country living in one of the area's most scenic subdivisions -- all just minutes away from Ridgely and Denton, and less than 1 mile from North Caroline High School. Build your dream home on this beautiful level building lot, providing an even terrain

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2004842, Ridgely, MD 21660
    • /13

      Est $254,675 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,008 Sq Ft

      25 Greenridge Ave, Ridgely, MD 21660

      25 Greenridge Ave, Ridgely, MD 21660
  • /5

    $140,000

    • Land
    • 3.75 Acres
    • $37,333 per Acre

    0 Burnt Mill Rd Unit MDCM2006056, Ridgely, MD 21660

    Discover the ideal blend of tranquil nature and prime location! 3.75 acres with mature trees, offering unparalleled privacy and peaceful country living in one of the area's most scenic subdivisions -- all just minutes away from Ridgely and Denton, and less than 1 mile from North Caroline High School. Build your dream home on this beautiful level building lot, providing an even terrain throughout

    Stephan Strothe Washington Fine Properties, LLC

    0 Burnt Mill Rd Unit MDCM2006056, Ridgely, MD 21660
  • /7

    $132,500 Sold Mar 19, 2025

    • Land
    • 3.54 Acres
    • $37,429 per Acre

    0 Burnt Mill Rd Unit MDCM2005304, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 3.5-acre wooded lot at the end of the cul-de-sac on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005304, Ridgely, MD 21660
    • /32

      Est $350,452 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,264 Sq Ft

      8 Caroline Ave, Ridgely, MD 21660

      8 Caroline Ave, Ridgely, MD 21660
  • /19

    $315,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    14 N Maple Ave, Ridgely, MD 21660

    Fully Renovated Rancher with a bonus shed fitted out with electric and drywall!Welcome to this beautifully remodeled 3-bedroom, 1-bath ranch-style home in the heart of Ridgely, Maryland. Every inch of this home has been thoughtfully updated—featuring a brand new roof, siding, energy-efficient windows, and new front and back doors for enhanced curb appeal and peace of mind.Step inside

    Joshua Clark Chesapeake Real Estate Associates, LLC

    14 N Maple Ave, Ridgely, MD 21660
  • /7

    $132,500 Sold Mar 19, 2025

    • Land
    • 3.62 Acres
    • $36,602 per Acre

    0 Burnt Mill Rd Unit MDCM2005302, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 3.6-acre wooded lot near the end of the cul-de-sac on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005302, Ridgely, MD 21660
    • /11

      Est $277,662 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,056 Sq Ft

      408 Maple Ave, Ridgely, MD 21660

      408 Maple Ave, Ridgely, MD 21660
  • /24

    $299,000

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

    505 Maryland Ave, Ridgely, MD 21660

    Welcome to this beautifully updated 3-bedroom, 2-bath rancher located in the charming town of Ridgely, Maryland. Renovated just about two years ago, this home has been lovingly maintained and offers stylish, move-in-ready living with modern finishes throughout. The open-concept kitchen features granite countertops, a spacious island perfect for entertaining, soft-close cabinetry, and

    Kaitlyn Collins Benson & Mangold, LLC

    505 Maryland Ave, Ridgely, MD 21660
  • /21

    $25,000 Sold Mar 18, 2025

    • Land
    • 3.55 Acres
    • $7,042 per Acre
    • 143 Days On Market

    12760 Cow Barn Rd, Ridgely, MD 21660

    Great opportunity for 3.55 Acres of land available for sale in the Town of Ridgely. Zoned Commercial in front and residential in back. Has a 20x20 concrete shed on the lot. Lot is not perc tested. Located a few minutes from downtown, short drives to Tuckahoe and Martinak State Park (fishing, kayaking, trails, picnic area & more), 25 minutes to Bay Bridge, 30 minutes to Dover. Convenient to Route

    Jennifer Young Keller Williams Realty

    12760 Cow Barn Rd, Ridgely, MD 21660
    • /39

      Est $327,407 Not Listed For Sale

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

      12 Oakview Ct, Ridgely, MD 21660

      12 Oakview Ct, Ridgely, MD 21660
  • /6

    $199,900

    • Land
    • 4.00 Acres
    • $49,975 per Acre

    12316 Ridgely Rd, Ridgely, MD 21660

    BUILD YOUR DREAM HOME IN HISTORIC RIDGELY, MARYLANDNestled just outside the charming town of Ridgeley, this expansive 4-acre parcel offers a unique opportunity to create your custom retreat amidst the rich tapestry of Maryland's Eastern Shore. Ridgeley, often referred to as the ' Dream City', was meticulously planned in 1867 during the post -Civil War railroad boom. Though the grand vision of a

    Gary Lucks Keller Williams Realty

    12316 Ridgely Rd, Ridgely, MD 21660
  • /19

    $440,000 Sold Mar 11, 2025

    • 1,712 Sq Ft
    • $257/SF
    • 3 Beds
    • 2 Baths
    • Built 2020

    11255 Maplewood Dr, Ridgely, MD 21660

    Another opportunity to become a homeowner in 2025 in the very polular community of Maplewood Estates. This stunning 3-bedroom, 2.5-bathroom ranch-style home offers the perfect blend of modern comfort and rural charm. Built in 2020, this 1,712 square foot residence sits on a spacious 1.63-acre lot, providing ample space for outdoor activities and future expansions.Step inside to discover

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    11255 Maplewood Dr, Ridgely, MD 21660
    • /25

      Est $177,508 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 962 Sq Ft

      208 W 2nd St, Ridgely, MD 21660

      208 W 2nd St, Ridgely, MD 21660
  • /31

    $290,000

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

    202 Maryland Ave, Ridgely, MD 21660

    INCREDIBLE VALUE! Looking for a well maintained and move-in ready home with no HOA?! Look no further - this home is just awaiting your personal touch, and you can move in with peace of mind with the one-year home warranty the sellers are offering to the new buyer! Situated on a corner lot, 202 Maryland Avenue comes with a large back yard - perfect for entertaining, gardening, or turning into your

    Mikeshia Wilson Chesapeake Real Estate Associates, LLC

    202 Maryland Ave, Ridgely, MD 21660
  • /26

    $449,000 Sold Feb 14, 2025

    • 2,346 Sq Ft
    • $191/SF
    • 6 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2019

    11490 Maplewood Dr, Ridgely, MD 21660

    Grab it while you can! Homes in this community do not come on very often. A popular model built by Mike's Custom Homes featuring 3 bedrooms, and 2 baths on the main floor and a bedroom/den on the second floor also with a full bath and walk in closet. Located in the covenant community of Maplewood Estates this home is loaded with upgrades both inside and out featuring granite counters, lvp

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    11490 Maplewood Dr, Ridgely, MD 21660
    • /19

      Est $326,746 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,480 Sq Ft

      6 Oak St, Ridgely, MD 21660

      6 Oak St, Ridgely, MD 21660
  • /74

    $1,213,650

    • Land
    • 135 Acres
    • $9,000 per Acre

    0 Marblehead Rd, Ridgely, MD 21660

    Your Eastern Shore Hunting Legacy Awaits on Marblehead Road!Presenting 134.85 +/- acres of prime hunting land nestled on Marblehead Road in Ridgely, Maryland – a true Hunter's Paradise poised to deliver unforgettable adventures and a lifetime of cherished memories.Imagine stepping onto your own expansive tract, meticulously crafted by nature for the avid sportsman. This property

    Dale Hunter Bayside Realty

    0 Marblehead Rd, Ridgely, MD 21660
  • /25

    $350,000 Sold Feb 06, 2025

    • 1,512 Sq Ft
    • $231/SF
    • 65 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1902

    407 Maryland Ave, Ridgely, MD 21660

    Welcome to this completely remodeled Farmhouse style home located in the heart of Ridgely, Maryland. This one of a kind property features 4 bedrooms and 2 full bathrooms, a brand new kitchen with Quartz countertops and stainless steel appliances, fully remodeled bathrooms, electric fireplace, new LVP flooring throughout the house, brand new HVAC system, newly installed architectural shingles and

    Eric Haro The Parker Group

    407 Maryland Ave, Ridgely, MD 21660
    • /54

      Est $456,219 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,898 Sq Ft

      3 Robins Ct, Ridgely, MD 21660

      3 Robins Ct, Ridgely, MD 21660
  • /6

    $125,000

    • Land
    • 2.40 Acres
    • $52,083 per Acre

    0 Burnt Mill Rd Unit MDCM2005300, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.4-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you enter the Oasis, you're greeted by a

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005300, Ridgely, MD 21660
  • /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
    • /18

      Est $231,126 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 864 Sq Ft

      4 N Maple Ave, Ridgely, MD 21660

      4 N Maple Ave, Ridgely, MD 21660
  • /6

    $125,000

    • Land
    • 2.54 Acres
    • $49,213 per Acre

    0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.5-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you enter the Oasis, you're greeted by a

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660
  • /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
    • /32

      Est $382,415 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,140 Sq Ft

      12 Lister Ln, Ridgely, MD 21660

      12 Lister Ln, Ridgely, MD 21660
  • /7

    $125,000

    • Land
    • 2.31 Acres
    • $54,113 per Acre

    0 Burnt Mill Rd Unit MDCM2005294, Ridgely, MD 21660

    Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.3-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life.As you enter the Oasis, you're greeted by a

    Gretchen Wichlinski Compass

    0 Burnt Mill Rd Unit MDCM2005294, Ridgely, MD 21660
  • /80

    $460,000 Sold Dec 20, 2024

    • 2,624 Sq Ft
    • $175/SF
    • 66 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    14645 Fox Chase Cir, Ridgely, MD 21660

    Welcome to this stunning and TURNKEY 2-story, 3 bedroom, 2 full bath contemporary home, nestled on a large, 3.13 acre private and park-like lot. NEW ROOF, NEW HVAC , AND NEW WATER HEATER! The first floor features a spacious living area with sleek flooring, a modern fireplace, and expansive windows that frame picturesque views of the private setting. The open floor plan seamlessly connects the

    Barbara McCaffrey Redfin Corp

    14645 Fox Chase Cir, Ridgely, MD 21660

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