Caroline County Public Schools Homes with Garage - Side Entry Garage Description

Caroline County Public Schools Homes with Garage - Side Entry Garage Description

Welcome to Caroline County, a charming locale that perfectly blends small-town charm with modern conveniences, making it an ideal place for families and individuals alike. One of the standout features of this community is the highly regarded Caroline County Public Schools, known for their commitment to academic excellence and student development. With a variety of programs designed to meet the diverse needs of students, parents can feel confident that their children are receiving a top-notch education in a supportive environment.

The school district boasts a range of educational offerings, from innovative STEM programs to arts and athletics, ensuring that every student can find their niche and thrive. With dedicated teachers and staff, Caroline County Public Schools foster a strong sense of community, encouraging parental involvement and collaboration to enhance the learning experience. Families residing in this area will appreciate the close-knit atmosphere and the opportunities for their children to engage in extracurricular activities, which are abundant in this vibrant district.

In addition to the exceptional educational opportunities, Caroline County is home to an array of beautiful homes featuring side-entry garages. These thoughtfully designed residences not only enhance curb appeal but also offer practical benefits, providing easy access to your vehicle while maximizing the use of outdoor space. Whether you’re looking for a cozy starter home or a spacious family residence, you’ll find an impressive selection of properties with side-entry garages, perfect for today’s modern lifestyle.

Discover the charm of Caroline County, where quality education and beautiful homes come together to create a welcoming community for all.

Newest Caroline County Public Schools Homes with Garage - Side Entry Garage Description

$579,900
4 Beds ⋅ 3 Baths
Welcome to this meticulously crafted 2023 contemporary farmhouse, perfectly positioned on a spacious .85-acre lot in the established community of Ashworth. Offering 3,168 square feet, 4 bedrooms, and 2.5 baths, this beautifully designed home blends timeless farmhouse charm with modern finishes and thoughtful upgrades throughout. The striking exterior showcases classic white siding, bold black trim, and expansive windows that create an inviting first impression. Inside, the open-concept layout features luxury vinyl plank flooring, soaring ceilings, and abundant natural light. The great room is anchored by a decorative gas fireplace, offering both comfort and style. The kitchen is designed to impress with granite countertops, stainless steel appliances, a large center island, and a NEW Samsung smart refrigerator. Custom cabinetry, subway tile backsplash, and a pot filler complete the space with both function and flair. Just off the kitchen, the dining area is filled with natural light and opens seamlessly to a spacious deck with a privacy wall—overlooking the expansive, level backyard ideal for entertaining, play, or relaxing. Upstairs, generously sized secondary bedrooms share a well-appointed hall bath, while the primary suite offers a peaceful retreat with a large walk-in closet and spa-like bath featuring a double vanity, custom tile flooring, and an oversized shower. A NEW GE smart washer and dryer are conveniently located on the bedroom level. The fully finished lower level provides flexible space perfect for a home office, gym, or recreation area. The attached sideload two-car garage offers ample parking and additional storage. The home is also wired with Cat6 cable, ideal for modern living, work-from-home needs, and entertainment. Located in the charming town of Ridgely, Ashworth offers a welcoming community setting with convenient access to local shops, dining, and outdoor recreation. Enjoy nearby Martinak State Park with trails, waterfront activities, and scenic picnic areas. Commuters will appreciate easy access to Easton, Denton, Route 404, Route 50, the Bay Bridge, and the beaches of Maryland and Delaware. A perfect blend of quality, style, and location—this is the one you’ve been waiting for. Mortgage savings may be available for buyers of this listing.

24766 Tribbett Cir, Ridgely

Listing courtesy of Redfin Corp. Contact: 3016586186
$699,000
3 Beds ⋅ 5 Baths
Tucked away on a private lot, this spacious property offers a combination of privacy and convenience. The main level features LVP flooring, a large updated kitchen with cherry cabinetry and an owner’s suite for easy one-floor living. A breezy screened porch overlooks the peaceful backyard and provides the perfect setting for relaxing or entertaining. Upstairs, you’ll find a generous recreation room with powder room, along with a family room and office area above the attached two-car garage. A walk-in attic provides extra storage and bonus space potential. Outside, the oversized pole barn offers plenty of space for a workshop, hobbies and equipment. Conveniently located just minutes from shopping, restaurants, and the waterfront park. New roof August 2026. New first floor air conditioning 2025. All new ductwork 2025. Electric hot water heater replaced 2025.

24634 Pealiquor Rd, Denton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$624,000
4 Beds ⋅ 4 Baths
Welcome to 10930 Holt Court in the Hackett's Garden community in Denton/Hillsboro Maryland. This beautiful 4 bedroom, 3.5 bath home is resting on a 1.69 acre manicured lot at the very end of the cul-de-sac is awaiting it's next owner. As you arrive at this home, you'll immediately notice the care and pride that the current owners have in this home, The large just resurfaced driveway leading to the side entry garage is just the beginning of your journey through this home. As you enter, you'll notice the open floor plan, cathedral ceilings, hardwood flooring and your eyes will be drawn through the home to the rear feature wall and the gas fireplace. On either side of the fireplace, you'll notice the glass doors leading to the rear sunroom that expands across a large part of the rear of the home along with a pellet stove for warm relaxing evenings. To the right you'll find the formal dining room and to the left are two bedrooms and a full bath. Moving through the home and entering the large family room, the gourmet kitchen is to the right featuring Silestone counters and a dining table for informal dining. Passing through to the left is a half bath, to the right is the laundry room leading to the oversized garage and then you'll find the primary bedroom, his and her closets, full bath featuring a dual vanity, soaking tub and walk-in shower. You will also find the stairs leading to the 2nd level, 2nd primary bedroom with full bath. Now it's time to visit the rear of this home. Proceed through the sunroom and you can only imagine the entertaining that can take place in the rear professionally designed area of the home. Multiple patios and seating areas along with walk-ways, pergolas, outdoor bar and landscaping that would make the editors of home and garden magazine green with envy. The greenery and gardens along with outdoor lighting and a rear fenced yard allow for exceptional outdoor living.

10903 Holt, Denton

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$649,900
3 Beds ⋅ 3 Baths
**Thoughtfully Renovated & Move-In Ready** Welcome to a beautifully renovated home offering 3 bedrooms plus a flexible bonus space with potential for a 4th bedroom in the water front community of Two Johns. Extensively updated from top to bottom, this home offers a fresh, modern feel while maintaining a warm and inviting atmosphere. As you enter, you’ll immediately notice the all-new flooring and lighting throughout, freshly painted rooms, new interior doors, and crown molding featured in most spaces, creating a clean and cohesive look throughout the home. The updated kitchen combines style and functionality with beautiful quartz countertops and stainless steel appliances, making it the perfect space for everyday living and entertaining. All three bathrooms have been thoughtfully updated, including a beautifully redesigned and custom-appointed primary suite bathroom. Step outside and enjoy the best of outdoor living from the spacious screened-in porch overlooking the private rear yard. The backyard retreat features an inviting in-ground pool and a 1,000-gallon pond with a tranquil waterfall, creating a peaceful setting for relaxing, entertaining, and enjoying your own private oasis. The exterior has received an impressive facelift as well, featuring brand-new siding, Azek window trim, new exterior doors, and new exterior lighting, giving the home a fresh and welcoming appearance from the moment you arrive. The spacious two-car garage offers even more versatility with a full bonus room on the second floor, complete with heat and A/C on both levels—perfect for a home office, gym, entertainment space, guest area, or potential additional living space. A lean-to extends off the back of the garage, providing even more room for storage, hobbies, equipment, or outdoor necessities. With extensive updates throughout and incredible indoor and outdoor living spaces, this home is move-in ready and waiting for its new owners!

7737 Westerly Dr, Preston

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$365,000
3 Beds ⋅ 2 Baths
Welcome to 737 Glen Cove Drive, a 3-bedroom, 2-bath home located in the desirable Lake Land’Or community. This spacious split-foyer offers a functional layout with comfortable living areas and plenty of potential. The upper level features a bright living room, an eat-in kitchen, two bedrooms, and a full bath. New carpet adds a fresh touch and enhances the home's move-in appeal. The lower level provides additional living space with a family room, laundry area, and a private primary suite complete with a walk-in closet and en-suite bath. Enjoy the convenience of an attached two-car garage and the outdoor space this property provides, perfect for relaxing or entertaining. Located in the Lake Land’Or community with access to recreational amenities, this home offers an opportunity to enjoy a convenient location, community amenities, and make the space your own. Schedule your showing today!

737 Glen Cove Dr, Ruther Glen

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$729,900
3 Beds ⋅ 3 Baths
Enjoy the space, privacy, and convenience of country living on 9 beautiful acres in Caroline County! This brick-front rambler offers comfortable one-level living just minutes from Thornburg, I-95, and the area’s growing selection of shopping, dining, and everyday conveniences. Step inside to hardwood floors that flow throughout the main level and a bright, open floor plan designed for easy living and entertaining. The centrally located kitchen keeps you connected to the heart of the home, while the wood-burning brick fireplace adds warmth and character. A versatile bonus room gives you options for a private home office, guest space, workout room, hobby room, or more. The spacious primary suite is a retreat of its own, featuring a huge walk-in closet and a luxury bath with dual shower heads plus a separate tub and shower combination. Outside, relax on the deck overlooking the lush backyard and enjoy all the possibilities that come with 9 acres. Two storage sheds provide extra space for tools, equipment, and outdoor gear. Added peace of mind comes with a newer HVAC system and an encapsulated crawl space by JES. With acreage, one-level living, flexible space, and a location convenient to Thornburg’s continued growth, this home offers room to live, relax, and make it your own.

13080 Paige Rd, Woodford

Listing courtesy of Coldwell Banker Elite. Contact:

$450,000
3 Beds ⋅ 2 Baths
Eastern Shore living at its finest! Nestled in the desirable Tuckahoe Springs subdivision, this beautifully maintained home offers the perfect blend of comfort, style, and serene outdoor living. Step inside to an inviting foyer that leads to a dedicated laundry area and an expansive, well‑appointed kitchen featuring cabinetry galore, upgraded stainless‑steel appliances, and quartz countertops. The kitchen flows seamlessly into a bright dining area accented with custom shiplap, creating an ideal space for everyday meals or entertaining. The formal living room is a true showstopper—anchored by a whitewashed brick wood fireplace and bathed in natural light, it’s the perfect place to unwind. Down the hall, you’ll find a guest bathroom, two comfortable bedrooms, and the private primary suite. The full basement expands your living possibilities with additional recreational space, thoughtfully divided into a potential living area and a generous storage section. Off the dining room, the spacious sunroom provides year‑round enjoyment, offering peaceful views of the backyard oasis. Outdoors, tranquility awaits. The backyard has been thoughtfully transformed with multiple gathering spaces including a cozy fire pit area, dedicated grilling zones, garden beds, and a private yard that captures the true Eastern Shore peace and quiet. The neighborhood also provides a private community water access to the Tuckahoe Creek with a picnic area and dock. This is your chance to experience a home that offers comfort, character, and the lifestyle you’ve been searching for. Don’t miss the opportunity to make this incredible property yours. Roof, HVAC, Septic and multiple other upgrades completed since 2022, providing the peace of mind you want in your next home!

23118 Tuckahoe Springs Dr, Denton

Listing courtesy of Brenton Realty Group. Contact: 4104794663
$650,000
4 Beds ⋅ 4 Baths
Timeless character, exceptional flexibility, and nearly 1 acre in the heart of Bowling Green! Inspired by classic Colonial Williamsburg architecture, this distinctive property combines historic-style charm with the space, updates, and versatility you have been searching for, including an approximately 900-square-foot detached apartment above a three-car garage. Step inside the main residence to find rich hardwood flooring, beautiful architectural details, and inviting living spaces designed for both everyday comfort and entertaining. The kitchen features granite countertops, custom refinished walnut cabinetry, stainless steel appliances, a pantry, and breakfast nook, with a formal dining room nearby for holidays and special gatherings. Two masonry wood-burning fireplaces bring warmth and character to the home, including one in the formal living room and another in the spacious family room with custom built-in cabinetry. A light-filled sunroom creates the perfect place to relax year-round, while a main-level office with an adjacent full bathroom provides valuable flexibility for guests, a potential fifth bedroom, or a dedicated work-from-home space. Upstairs, the spacious primary suite offers a private en-suite bathroom plus an adjoining bonus room that can easily become a sitting room, nursery, fitness area, dressing room, or second home office. Two additional generously sized bedrooms and another full bathroom complete the upper level. What truly sets this property apart is the detached apartment above the three-car garage. With approximately 900 square feet, a private entrance, full kitchen, laundry, and living space, the possibilities are impressive. Use it for multigenerational living, extended-stay guests, a private home office, recreation space, or potential rental income. Outside, enjoy the privacy and breathing room of approximately 1 acre, along with a premium Brazilian hardwood deck ideal for grilling, outdoor dining, entertaining, or simply unwinding at the end of the day. Located in Bowling Green, Virginia, this unique property offers small-town charm while keeping Fredericksburg, Richmond, shopping, dining, and major commuter routes within convenient reach. If you've been searching for more than a standard home, more space, more flexibility, more character, and more possibilities, this is one you need to see in person.

120 Lacy Ln, Bowling Green

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 5407359176
$1,200,000
4 Beds ⋅ 4 Baths
Bayfront living with exceptional waterfront amenities! This home offers a rare opportunity to enjoy water views, a boat dock with slip, and a private beach area. The sunroom/sun porch provides the perfect space to relax, entertain, or simply take in the peaceful waterfront setting. The home features a desirable first-floor primary suite with its own private exterior entrance and generous closet space. A separate suite over the garage, also with its own private entry, adds wonderful flexibility for guests, extended living, a home office, studio, or private retreat. With a spacious and versatile layout, multiple private-entry living areas, and direct access to the water, this property is full of potential and ready for its next chapter.

30019 Goose Point Ct, Port Royal

Listing courtesy of 1st Choice Better Homes & Land, LC. Contact: (540) 786-0088
$467,900
3 Beds ⋅ 4 Baths
Charming Victorian home in the heart of Ridgely, ideally situated on a picturesque, tree-shaded corner lot. This timeless property offers classic character, curb appeal, and a prime location close to local amenities. An expansive wraparound front porch sets the stage for this beautiful home, featuring a gracious entryway, stunning columned foyer, and gleaming hardwood floors that enhance its classic charm and elegance. The kitchen boasts new warm hardwood floors, granite countertops, and a new refrigerator. Thoughtfully designed with a custom center island, stunning decorative copper farmhouse sink, and a charming stone hearth with wine cooler, this space is both stylish and functional. The adjacent family room features a vaulted wood-plank ceiling, creating a warm and inviting atmosphere, and is conveniently complemented by a full bath. Additional features include a convenient side entrance, laundry room, and pantry. Just off the kitchen, the sunroom opens to a beautiful, shady backyard that is fully fenced and complete with a storage shed—perfect for outdoor enjoyment and storage. The attached one-car garage offers valuable bonus space above, featuring a half bath and flexible living area that could serve as an additional bedroom, home office, hobby room, or guest retreat. Upstairs, you'll find a spacious primary suite featuring vaulted wood-plank ceilings, abundant natural light, and a private half bath. Two additional charming bedrooms offer beautiful wood flooring and share a hall bath highlighted by a classic clawfoot tub. A large walk-up attic provides excellent potential for future expansion and could be finished to create additional living space, a fourth bedroom, home office, or recreational area. Modern comforts include central air conditioning throughout the home, a new heat pump installed in 2023, and a traditional oil furnace that provides dependable supplemental heat during the coldest winter months. Please be sure to mark your calendars for the upcoming open house Saturday from 11 to 2 pm. I look forward to seeing you there. If you can not make the open house please give me a call to schedule a private tour!

202 Central Ave, Ridgely

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$230,000
2 Beds ⋅ 1 Baths
Nestled in a quiet setting, 3894 Old Denton Rd is a charming rancher that offers the ease of true single-level living. The home features an inviting, open layout where a spacious living room leads into the kitchen and dining area, making it feel bright and connected. Two comfortable bedrooms are tucked away for privacy, while a bright sunroom, a covered front porch, and a rear screened porch provide plenty of peaceful spots to relax and enjoy the outdoors. The property is as functional as it is cozy, boasting an unfinished basement with endless potential for storage, a workshop, or future living space. Outside, you’ll find ample parking, a carport, and storage sheds for all your gear. Schedule your private tour today!

3894 Old Denton Rd, Federalsburg

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458
$499,500
5 Beds ⋅ 3 Baths
Rare find! A split foyer Lake Retreat with 5 bedrooms! This home has nice finishes, open floorplan, 2 car garage, back deck, nice yard. If you are looking for space, then this one needs to be on the must-see list. A great balance of Lake living with everyday convenience. CLOSE TO GOLF, WINERY, SHOPPING, YMCA, LIBRARY, CAROLINE COUNTY AGRICULTURE FAIR, CAROLINE COMMUNITY THEATER, FARMERS MARKET, KINGS DOMINION, MEADOW EVENT PARK, DOMINION RACEWAY & NEW KALAHARI RESORT WATERPARK COMING SOON ONLY 10 MILES NORTH !! LOT'S TO DO !!

66 Albertson Ct, Ruther Glen

Listing courtesy of Hometown Realty Services, Inc.. Contact:

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