166

Caroline County MD Homes for Sale

Section Image
  • 24766 Tribbett Cir, Ridgely, MD 21660
    24766 Tribbett Cir, Ridgely, MD 21660
    24766 Tribbett Cir, Ridgely, MD 21660
    /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
  • 25432 Piney Branch Ln, Denton, MD 21629
    25432 Piney Branch Ln, Denton, MD 21629
    25432 Piney Branch Ln, Denton, MD 21629
    /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
  • 23296 Wilder Way, Denton, MD 21629
    23296 Wilder Way, Denton, MD 21629
    23296 Wilder Way, 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
  • 26442 Bee Tree Rd, Henderson, MD 21640
    26442 Bee Tree Rd, Henderson, MD 21640
    26442 Bee Tree Rd, Henderson, MD 21640
    /7

    Call for Price

    • Land
    • 39 Acres

    26442 Bee Tree Rd, Henderson, MD 21640

    1,620 sq.ft home on 39.16 acres in Caroline County, Maryland. Home was built in 1993 and has 3 bedrooms and 2 bathrooms. Land is non-contiguous (see overhead mapping pictures).Address:26442 Bee Tree RoadHenderson, MD 21640 Account No.: 01-001485Please see auction page to view this property and place your bids! This residential real estate auction is

    GovDeals GovDeals

    26442 Bee Tree Rd, Henderson, MD 21640
  • 0 Holly Rd Unit 24208711, Ridgely, MD 21660
    0 Holly Rd Unit 24208711, Ridgely, MD 21660
    0 Holly Rd Unit 24208711, 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
  • 24512 Marblehead Rd, Ridgely, MD 21660
    24512 Marblehead Rd, Ridgely, MD 21660
    24512 Marblehead 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
  • 15184 Jarrell Rd, Goldsboro, MD 21636
    15184 Jarrell Rd, Goldsboro, MD 21636
    15184 Jarrell Rd, Goldsboro, MD 21636
    /80

    $749,900

    • 6 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    15184 Jarrell Rd, Goldsboro, MD 21636

    AMAZING PRICE REDUCTION - WELL BELOW PROFESSIONAL APPRAISAL - OWNER SAY: "COME ON DOWN, LET'S MAKE A DEAL" The Possibilities are endless on this, serene 12.12 acres just ready and waiting for you to turn it into your dream. The Property includes a Beautiful 5000+ square foot home and a Massive Detached 60X42 Morton Building with electric and HVAC to house anything needed for your farm. The

    Leslie Fulford Mann & Sons, Inc.

    15184 Jarrell Rd, Goldsboro, MD 21636
  • 3 Bridges Rd, Federalsburg, MD 21632
    3 Bridges Rd, Federalsburg, MD 21632
    3 Bridges Rd, Federalsburg, MD 21632
    /10

    $32,000

    • Land
    • 1.00 Acre
    • $32,000 per Acre

    3 Bridges Rd, Federalsburg, MD 21632

    Discover 1 acre of vacant land for sale in peaceful Caroline County, Maryland. Located in Federalsburg, this wooded property offers 110 ft of road frontage along 3 Bridges Rd. The terrain is flat and tree-covered, providing the perfect canvas for a small homestead, garden, or recreational getaway.Property Highlights Size: 1 acre of wooded, undeveloped land Access: 110 ft of road

    Community Lands

    3 Bridges Rd, Federalsburg, MD 21632
  • 8 W Liberty St, Ridgely, MD 21660
    8 W Liberty St, Ridgely, MD 21660
    8 W Liberty St, 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
  • 8452 Harmony Rd, Denton, MD 21629
    8452 Harmony Rd, Denton, MD 21629
    8452 Harmony Rd, 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
  • 614 Market St, Denton, MD 21629
    614 Market St, Denton, MD 21629
    614 Market 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
  • 14 N Maple Ave, Ridgely, MD 21660
    14 N Maple Ave, Ridgely, MD 21660
    14 N Maple 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
  • 504 Pintail St, Greensboro, MD 21639
    504 Pintail St, Greensboro, MD 21639
    504 Pintail St, Greensboro, MD 21639
    /26

    $320,000

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    504 Pintail St, Greensboro, MD 21639

    Practically New Home in Greensboro, MD — Built in 2024!Why wait to build when you can move right into this stunning, barely lived-in home? Built in 2024 and meticulously maintained, this property offers the perfect blend of modern style and low-maintenance living.Step inside to an inviting open floor plan filled with natural light. The spacious kitchen features sleek granite countertops,

    Kaitlyn Collins Benson & Mangold, LLC

    504 Pintail St, Greensboro, MD 21639
  • 1111 Daylily Ln, Denton, MD 21629
    1111 Daylily Ln, Denton, MD 21629
    1111 Daylily Ln, 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
  • 107 Butler Dr, Denton, MD 21629
    107 Butler Dr, Denton, MD 21629
    107 Butler Dr, 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
  • 26674 Bentley Place, Henderson, MD 21640
    26674 Bentley Place, Henderson, MD 21640
    26674 Bentley Place, Henderson, MD 21640
    /50

    $442,000

    • 4 Beds
    • 2.5 Baths
    • 2,124 Sq Ft

    26674 Bentley Place, Henderson, MD 21640

    This beauty was built in 2004, current owners moved in 2006 added the in-ground salt water pool and property sits on 1.30 acres!! This large 4 bedroom and 2.5 bath home is just the perfect size. Beautiful hard wood floors throughout the first floor, with an open floor plan. Fireplace on first floor runs on propane, which seller does not use or have a propane tank being sold "as-is". The

    Sally Fricke RE/MAX Solutions

    26674 Bentley Place, Henderson, MD 21640
  • 8409 Harmony Rd, Denton, MD 21629
    8409 Harmony Rd, Denton, MD 21629
    8409 Harmony 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
  • 6074 Newton Rd, Preston, MD 21655
    6074 Newton Rd, Preston, MD 21655
    6074 Newton Rd, Preston, MD 21655
    /64

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft

    6074 Newton Rd, Preston, MD 21655

    Welcome to 6074 Newton Road Preston, MD - Winding gravel drive invites you to 5.82 acres, a Nature Lover's Paradise of woods and open spaces on Crowberry Creek just off the Choptank River. Enjoy the stone walkway heading to the front door and enter the foyer of this 2,060 Sq. Ft Home. Enjoy as you walk past a more formal living area, past the totally updated Country Kitchen and into the

    James Bent Benson & Mangold, LLC

    6074 Newton Rd, Preston, MD 21655
  • 26943 Fueller Dr, Marydel, MD 21649
    26943 Fueller Dr, Marydel, MD 21649
    26943 Fueller Dr, Marydel, MD 21649
    /61

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 3,819 Sq Ft

    26943 Fueller Dr, Marydel, MD 21649

    Serene 18-Acre Retreat with Endless Potential!Welcome to your private escape, nearly 18 acres of open space, wooded serenity, and room to bring your vision to life. Whether you're dreaming of a homestead, hobby farm, or multi-use property, this one-of-a-kind opportunity offers versatility, space, and freedom.The home boasts over 3,800 sq ft of thoughtfully designed living space,

    Crystal Smith RE/MAX Executive

    26943 Fueller Dr, Marydel, MD 21649
  • 24887 Holsinger Ln, Ridgely, MD 21660
    24887 Holsinger Ln, Ridgely, MD 21660
    24887 Holsinger Ln, 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
  • 12615 Eveland Rd, Ridgely, MD 21660
    12615 Eveland Rd, Ridgely, MD 21660
    12615 Eveland 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
  • 135 Kerney St, Federalsburg, MD 21632
    135 Kerney St, Federalsburg, MD 21632
    135 Kerney St, Federalsburg, MD 21632
    /56

    $357,000

    • 3 Beds
    • 2 Baths
    • 2,504 Sq Ft

    135 Kerney St, Federalsburg, MD 21632

    Welcome to this well-maintained home that exudes pride in ownership with just over 2500 square feet of living space. This home boasts upgrades throughout. The kitchen features Granite countertops, stainless steel appliances large island, and a spacious pantry. Large dining room or convert to another living area. Well-appointed bedrooms and a primary with ex large walk-in closet and bathroom. As

    Roger Boyce Chesapeake Real Estate Associates, LLC

    135 Kerney St, Federalsburg, MD 21632
  • 1010 S 2nd St, Denton, MD 21629
    1010 S 2nd St, Denton, MD 21629
    1010 S 2nd St, 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
  • 13001 Beech Ln, Greensboro, MD 21639
    13001 Beech Ln, Greensboro, MD 21639
    13001 Beech Ln, Greensboro, MD 21639
    /80

    $409,000

    • 5 Beds
    • 3.5 Baths
    • 2,330 Sq Ft

    13001 Beech Ln, Greensboro, MD 21639

    Your dream home is waiting for you! Nestled in the woods of Fox Grape Farms, 13001 Beech Lane features a DOUBLE LOT giving you just over an acre of land. This 5 Bedroom 3.5 Bathroom home includes, Multiple Outbuildings, Huge Yard, Income Producing Solar Panels, Primary Suite Loft with Balcony, Wood Burning Stove, Recently Remodeled Kitchen, & Wood Burning Fireplace. LVP & hardwood floors

    Megan Rosendale Rosendale Realty

    13001 Beech Ln, Greensboro, MD 21639
  • 15 Ridgeway Dr, Ridgely, MD 21660
    15 Ridgeway Dr, Ridgely, MD 21660
    15 Ridgeway Dr, 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
  • 27381 Greenwood Rd, Denton, MD 21629
    27381 Greenwood Rd, Denton, MD 21629
    27381 Greenwood Rd, 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
  • 502 N Academy St, Greensboro, MD 21639
    502 N Academy St, Greensboro, MD 21639
    502 N Academy St, Greensboro, MD 21639
    /59

    $399,500

    • 3 Beds
    • 2 Baths
    • 2,378 Sq Ft

    502 N Academy St, Greensboro, MD 21639

    Welcome to 502 Academy Street, Greensboro, MD, a charming retreat that embodies the essence of cozy cottage living. This turnkey property has been meticulously cared for and spans almost 2,400 square feet of thoughtfully designed space on a beautifully landscaped lot.Inside, you'll find three inviting bedrooms, with two located on the lower level for added privacy and convenience. Each of the two

    Chris Rosendale CR Realty

    502 N Academy St, Greensboro, MD 21639
  • 111 Maple Ave, Greensboro, MD 21639
    111 Maple Ave, Greensboro, MD 21639
    111 Maple Ave, Greensboro, MD 21639
    /47

    $339,990

    • 4 Beds
    • 2 Baths
    • 2,774 Sq Ft

    111 Maple Ave, Greensboro, MD 21639

    SELLER OFFERING CONCESSIONS TOWARD CLOSING !!!Under contract with next home and motivated to sell !!! Welcome to your dream home, a charming farmhouse-style residence that beautifully blends historic character with modern comforts, that is situated on a 0.21 acre lot. Over $70,000 in upgrades since the home was purchased!!! The recently installed 6ft privacy, fenced back yard, brick patio and

    Betsy Brown Long & Foster Real Estate, Inc.

    111 Maple Ave, Greensboro, MD 21639
  • 313 S 3rd St, Denton, MD 21629
    313 S 3rd St, Denton, MD 21629
    313 S 3rd St, 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
  • 208 Oriole Ave, Ridgely, MD 21660
    208 Oriole Ave, Ridgely, MD 21660
    208 Oriole Ave, 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
  • 506 Pintail St, Greensboro, MD 21639
    506 Pintail St, Greensboro, MD 21639
    506 Pintail St, Greensboro, MD 21639
    /15

    $319,900

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    506 Pintail St, Greensboro, MD 21639

    Nearly new ranch style home with large front porch. Three bedrooms and two full baths plus spacious laundry room enhance this home. Large kitchen with center island with stainless appliances and granite countertops are a focal point of this open floor plan. Move in ready and waiting for a new family!

    Bonnie Johnson Keller Williams Realty

    506 Pintail St, Greensboro, MD 21639
  • 22403 Marsh Creek Rd, Preston, MD 21655
    22403 Marsh Creek Rd, Preston, MD 21655
    22403 Marsh Creek Rd, Preston, MD 21655
    /35

    $384,900

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    22403 Marsh Creek Rd, Preston, MD 21655

    Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. New Well and septic being installed. Upgrades include new windows, CAC, new roof new electric service and plumbing

    Barbara Nichols Results Realty Inc.

    22403 Marsh Creek Rd, Preston, MD 21655
  • 21948 Main St, Hillsboro, MD 21641
    21948 Main St, Hillsboro, MD 21641
    21948 Main St, Hillsboro, MD 21641
    /20

    $219,900

    • 3 Beds
    • 1 Bath
    • 1,904 Sq Ft

    21948 Main St, Hillsboro, MD 21641

    This home is high on a hill so little chance of flooding from the Choptank River that is across the street -- with some winter views. The park is across the street with 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

    Bonnie Duley Long & Foster Real Estate, Inc.

    21948 Main St, Hillsboro, MD 21641
  • 148 Main St, Preston, MD 21655
    148 Main St, Preston, MD 21655
    148 Main St, Preston, MD 21655
    /44

    $225,000

    • 4 Beds
    • 2 Baths
    • 2,884 Sq Ft

    148 Main St, Preston, MD 21655

    Welcome to this timeless 1880 Federal style House, where historic charm meets thoughtful modern updates. Situated on a serene and spacious lot dotted with beautiful mature fruit trees, this 4 bedroom, 2 bath home offers approximately 2800 sq ft of character-filled space. Many renovations have already been completed- preserving original architectural details while adding essential modern

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    148 Main St, Preston, MD 21655
  • 3069 Choptank Rd, Preston, MD 21655
    3069 Choptank Rd, Preston, MD 21655
    3069 Choptank Rd, Preston, MD 21655
    /88

    $899,000

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

    3069 Choptank Rd, Preston, MD 21655

    Welcome to 3069 Choptank Rd – Your 30-Acre Farmette Retreat on Maryland’s Eastern ShoreJust outside the charming town of Preston lies this exceptional 30-acre farmette, offering a rare blend of modern comfort, rural charm, and natural beauty.The centerpiece of the property is a beautifully updated single-story home boasting approximately 2,500 square feet of living space all 2X6

    Eddie Matthews Benson & Mangold, LLC

    3069 Choptank Rd, Preston, MD 21655
  • 312 Fountain Ave, Denton, MD 21629
    312 Fountain Ave, Denton, MD 21629
    312 Fountain Ave, Denton, MD 21629
    /30

    $289,000

    • 3 Beds
    • 1.5 Baths
    • 1,092 Sq Ft

    312 Fountain Ave, Denton, MD 21629

    Charming in-town living in this Beautifully Remodeled 3-Bedroom Rancher! Updates include Fresh Paint, NEW Luxury Vinyl Plank Flooring, NEW Kitchen Cabinets, NEW Tile Backsplash and NEW Quartz Countertops! Ceiling Fans in all Bedrooms, Living Room and Dining area to ensure comfort throughout. Turn-Key and ready for you to move right in! Situated on a large Corner Lot with a Spacious Driveway

    Pamela Ackermann-Doll RE/MAX Executive

    312 Fountain Ave, Denton, MD 21629
  • 1904 Blue Heron Dr, Denton, MD 21629
    1904 Blue Heron Dr, Denton, MD 21629
    1904 Blue Heron Dr, Denton, MD 21629
    /25

    $309,000

    • 4 Beds
    • 3.5 Baths
    • 2,640 Sq Ft

    1904 Blue Heron Dr, Denton, MD 21629

    Welcome to Mallard Landing and your own private townhouse in the quiet, peaceful outskirts of Denton. This charming 2,640 sq ft townhouse offers thoughtfully designed living space, including four spacious bedrooms, four bathrooms, a bar-counter dine-in kitchen, and a formal dining room. As you step inside the front door, you’ll notice three levels of spacious room sizes, a walk-in closet in the

    Ralph Harvey ListWithFreedom.com

    1904 Blue Heron Dr, Denton, MD 21629
  • 341 Academy Ave, Denton, MD 21629
    341 Academy Ave, Denton, MD 21629
    341 Academy Ave, Denton, MD 21629
    /20

    $219,998

    • 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
  • 215 Academy Ave, Federalsburg, MD 21632
    215 Academy Ave, Federalsburg, MD 21632
    215 Academy Ave, Federalsburg, MD 21632
    /18

    $119,000

    • 2 Beds
    • 2 Baths
    • 1,520 Sq Ft

    215 Academy Ave, Federalsburg, MD 21632

    This property offers an exceptional chance for a BRRRR investment, fix and flip opportunities or a DIY restoration project. Recent improvements, including partial window replacements and a newer roof, set the stage for a transformative renovation. The property features two bedrooms on the second floor, a bonus room, two bathrooms, a flex room, an enclosed front porch, large driveway and a fairly

    Nora Turner Long & Foster Real Estate, Inc.

    215 Academy Ave, Federalsburg, MD 21632
  • 21182 Marsh Creek Rd, Preston, MD 21655
    21182 Marsh Creek Rd, Preston, MD 21655
    21182 Marsh Creek Rd, Preston, MD 21655
    /17

    $65,000

    • 3 Beds
    • 2 Baths
    • 1,116 Sq Ft

    21182 Marsh Creek Rd, Preston, MD 21655

    Move-In Ready 3BR/2BA Home in Dover Bridge Park – Built in 2020!Looking for a comfy, modern place to call home? Check out this 3 bedroom, 2 bath mobile home in Dover Bridge Park—just built in 2020 and ready for you to move right in!You’ll love the open floor plan that connects the kitchen, dining, and living room—great for hanging out or hosting friends. The home features luxury

    Toni McDowell Keller Williams Select Realtors of Annapolis

    21182 Marsh Creek Rd, Preston, MD 21655

Showing Results 1 - 40, Page 1 of 5

Maryland Caroline County

Real Estate & Homes for Sale in Caroline County, MD

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

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group