Caroline County Public Schools Homes for Sale

18588 Sparta Rd, Milford

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 5403717653

Just a few months old and ready for you to move right in! This beautifully maintained 3-bedroom, 2-bath rancher offers the ease of one-level living with a bright, open layout and the benefits of a nearly brand-new home—without the wait. The spacious kitchen and living areas flow seamlessly together, creating an inviting space for everyday living and entertaining. The large primary suite features a walk-in closet and private en-suite bathroom with a walk-in shower. Additional highlights include a washer and dryer, garage door opener, upgraded blinds package, and smart home package—all already in place for the next owner. The seller’s work is taking them in another direction, creating an opportunity for you to take advantage of this nearly new home. Furniture is also negotiable, making this an easy transition for a buyer looking for a move-in-ready property. Located in Kinnamon Meadows, an up-and-coming community in Greensboro, with convenient access to local amenities and outdoor recreation. Enjoy fishing and kayaking along the Choptank River at nearby parks, as well as tennis and pickleball courts and playgrounds. Greensboro is also home to a brand-new elementary school. With a central location convenient to Denton, Easton, Chestertown, Delaware, and less than an hour to the Bay Bridge this home offers the perfect combination of modern living, low-maintenance convenience, and an easy commute at a fantastic price!

101 Parkland Rd, Greensboro

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$349,900

3 Beds ⋅ 2 Baths

Discover the charm of this beautifully designed ranch-style home, built in 2016, offering a perfect blend of comfort and modern living. Meticulously kept with 1,563 square feet of thoughtfully laid-out space, this residence features three spacious bedrooms and two full bathrooms, ideal for relaxation and privacy. Step into the heart of the home, where a well-appointed kitchen awaits. Enjoy cooking with stainless steel appliances, including a built-in microwave, range, and dishwasher, all designed to make meal prep a breeze. Natural light floods the home, enhancing the warm ambiance throughout. The main floor laundry adds convenience to your daily routine, while the attached garage provides easy access and ample storage. Outside, a lovely deck overlooks serene pasture views, creating a tranquil space for morning coffee or evening relaxation. New roof installed 2025 too! The expansive 0.33-acre lot offers plenty of room for outdoor activities or gardening. Located in a peaceful neighborhood, this home combines modern amenities with a welcoming atmosphere, making it the perfect place to create lasting memories. Don't miss the opportunity to make this delightful property your own!

11 Ridgeway Dr, Ridgely

Listing courtesy of Central Properties, LLC,. Contact:

$1,250,000

4 Beds ⋅ 3 Baths

This offering is two separate lots totaling 2.4 acres. The MLS only has data on one lot. Find your private world in this in this four over four center-hall-colonial from 1846, directly on the Rappahannock River in an historic town. Riverview brings you as close to the river as possible to view a panoramic parade of tidal water, wildlife, and landscapes. After 180 years of sunlight pouring through windows, the heart of pine floor develops a patina, a tint which is warm, almost glowing. Rooms are spacious with high ceilings magnifying proportions of rooms celebrating streams of light from large windows. The owners removed one story additions and then built two story wings to bring forth the modern necessities/conveniences such as the kitchen with great views of the river and bathrooms, also with great water views. Resulting is a pristine 180-year-old gem with integrity and the modern necessities artfully at hand. Eight fireplaces, 3 bedrooms, 3 large full baths, gracing 2.4 acres are in the heart of the historic area of a Town chartered in 1744. The grounds are as compelling as the architecture. A boxwood walk from Water Street to the house has been carefully, meticulously, cared for since the original. The boxwood walk opens to an oval near the house for a small flower garden. The riverbank was terraced at or near the construction of the 1846 house. A staircase with rails leads to a dock. The porch off the center hall is large with rocking chairs to loose oneself in the views of the river and all that goes with it. Nearby, Townfield, circa 1745, is under a conservation easement to the Virginia Department of historic resources. Placing a conservation easement on Riverview might generate a Virginia and federal tax deduction. Riverview is on both the Virginia and National Registers of Historic Places. A 125-acre US Fish and Wildlife Service Refuge with miles of trails is less than a leisurely five-minute walk from Riverview. A detailed Narrative is found in the Document section of the MLS and contains hot links to a 3D interactive house plan, video, history, aerial photos with many photos, both interior and exterior. The house survived bombardment by Union gunboats during the Civil War and is now an opportunity for the next legacy. No AI or artificial sweeteners were used in this description.

923 Water St, Port Royal

Listing courtesy of Weichert, REALTORS. Contact: 5403797359

$415,000

3 Beds ⋅ 3 Baths

Welcome to 14377 Farmer Drive, a beautifully maintained three-level Colonial situated on 1.07 private wooded acres in the Holly Oaks community of Woodford, Virginia. Offering 3 bedrooms, 2 full bathrooms, 1 half bathroom, approximately 2,496 finished square feet, a partially finished walkout basement, 2-car garage, and a brand-new HVAC system installed in 2026, this home delivers the space, privacy, and flexibility today’s buyers are searching for. Step inside to a bright and inviting main level designed for comfortable everyday living and entertaining. The kitchen features beautiful granite countertops and opens to a light-filled morning room/eat-in area, creating the perfect spot for casual meals and morning coffee. A formal dining room offers space for holidays and gatherings, while the spacious living room provides plenty of room to relax and entertain. Patio doors lead directly from the kitchen to a large rear deck overlooking the expansive backyard and mature trees. With more than an acre to enjoy, the outdoor space offers a peaceful, private setting with room for entertaining, gardening, recreation, or simply unwinding and enjoying the surrounding nature. The partially finished walkout basement adds valuable living space and versatility. Create a recreation room, home office, fitness area, media room, or hobby space to fit your lifestyle. The unfinished portion provides additional storage and features a dedicated workshop area—ideal for tools, projects, and DIY enthusiasts. Direct backyard access adds even more functionality to this level. Upstairs, you’ll find three generously sized bedrooms and two full bathrooms, including a spacious primary suite offering a comfortable retreat at the end of the day. Additional highlights include a 2-car garage, approximately 2,496 finished square feet across three levels, and the peace of mind of a new HVAC system installed in 2026. Tucked away in Holly Oaks in Woodford, VA, this home offers a hard-to-find combination of over an acre of land, a private wooded setting, generous indoor and outdoor living space, a walkout basement, workshop, two-car garage, and thoughtful updates. 14377 Farmer Dr offers room to spread out, space to make your own, and a peaceful place to call home.

14377 Farmer Dr, Woodford

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 5407359176

$349,900

3 Beds ⋅ 3 Baths

Welcome to effortless lake living in this beautifully renovated 3-bedroom, 2.5-bath Cape Cod, perfectly positioned on a quiet cul-de-sac within the sought-after gated community of Lake Caroline! Just a short two-minute stroll from the lake and boat slips, this exceptional home pairs timeless charm with stylish updates, valuable system improvements, and a wonderfully private setting bordered by mature woods. The expansive front porch creates an unforgettable first impression and offers the perfect place to relax and enjoy the changing seasons. Inside, updated LVP flooring and fresh paint flow throughout a bright, inviting floor plan designed for both everyday comfort and effortless entertaining. The spacious family room features a cozy gas fireplace and abundant windows, while the open-concept kitchen and dining area showcase beautiful butcher-block countertops, stainless steel appliances, generous cabinetry, a breakfast bar, and double glass doors overlooking the backyard. A rare main-level primary suite provides exceptional convenience, offering two closets and a private spa-inspired bath with a dual vanity, large soaking tub, tiled walk-in shower, and updated flooring. The main level also includes a stylish powder room and an oversized laundry/mudroom with tile flooring, storage cabinetry, a newer washer and dryer, and direct backyard access. Upstairs, two generously sized bedrooms are joined by a beautifully renovated full bath and a versatile bonus area with built-in bookcases—ideal for a library, reading retreat, home office, recreation room, or creative space. Outside, the fully fenced backyard—completed in May 2025—offers privacy, mature trees, room to relax, and a storage shed. Even more impressive are the major recent improvements: TWO brand-new HVAC systems installed in August 2025, plus a septic system inspected in August 2026 with the distribution box and drainfield trenches replaced. Lake Caroline delivers the lifestyle you’ve been dreaming of, with 24-hour gated security, a community pool, clubhouse, two sandy beaches, nine recreation areas, playgrounds, basketball, pickleball and tennis courts, boat slips, lake access, and more. Beautifully updated, thoughtfully improved, and moments from the water—this is more than a home; it’s your opportunity to enjoy resort-style living every day!

10 Betsy Ross Cv, Ruther Glen

Listing courtesy of Q Real Estate, LLC. Contact:

$625,000

4 Beds ⋅ 3 Baths

**CONTEMPORARY LIVING ON PORTOBAGO CREEK!** Discover the perfect blend of space, privacy, and waterfront living in this distinctive contemporary home offering approximately 3,000 finished square feet on 4.85 scenic acres. Step inside to a light-filled floor plan designed for comfortable everyday living and easy entertaining. The main-level primary suite creates a convenient private retreat, while spacious gathering areas provide plenty of room to spread out. Unwind in the inviting recreation room featuring vaulted ceilings, a striking brick backdrop, and a cozy wood-burning stove. Outdoors, the screened porch and deck invite you to slow down, take in the peaceful surroundings, and enjoy the natural beauty of Portobago Creek. An unfinished basement provides excellent storage and exciting potential for future living space, a workshop, fitness area, or hobby room. Located in the sought-after Portobago Bay community along the Rappahannock River, residents enjoy access to waterfront amenities and opportunities for boating, fishing, kayaking, and more. With acreage, water frontage, and a unique contemporary design, this property offers a rare opportunity to enjoy the Virginia waterfront lifestyle.

30724 Portobago Trl, Port Royal

Listing courtesy of Coldwell Banker Elite. Contact:

$785,000

3 Beds ⋅ 4 Baths

A 1912 farmhouse, rebuilt for the next century, on nearly 10 acres — and it qualifies for no money down USDA financing. 19005 Tidewater Trail is the kind of property that stops the scroll. Originally built over a hundred years ago and completely reconstructed. With USDA loan eligibility, qualified buyers may be able to purchase with zero down. Space you can feel. From the moment you walk in, the home defies expectations — and the first thing you'll notice is the ceiling height. A full 8 feet on every level, including the basement. That's rare in any home, let alone a reconstructed farmhouse. Combined with recessed lighting throughout and light-toned luxury plank vinyl flooring across the main and upper levels, the result is a home that feels open, bright, and unmistakably modern. A kitchen built to gather. Quartz countertops, stainless steel appliances, soft-close cabinetry and drawers, and a large center island with seating anchor the eat-in kitchen. A rough-in is already in place for pendant lights over the island, so you can add your own finishing touch. Flexibility where it counts. 3 spacious bedrooms upstairs, 2 full bathrooms Main-level bonus room with its own full bath — ideal for guests, a home office, or multigenerational living Primary suite with a ceiling fan rough-in, ready for your customization Walk-out basement with 8-foot ceilings, full-size windows, another bathroom (shower rough-in ready), and the original 1912 hardwood floors — beautifully restored as a nod to the home's history What's been done for you — the big stuff: Dual HVAC system for zoned comfort on every level Brand-new roof Brand-new septic system Whole-house water filtration and softener system ($9,000 value, already installed) Outside, the canvas is yours. Nearly 10 private acres mean room for gardens, animals, recreation, or simply the kind of elbow room that's getting harder to find. A 16x21 concrete pad is already poured and ready for your future garage, workshop, or storage building. A concrete sidewalk wraps the exterior of the home, leading to the backyard deck. The circular gravel driveway welcomes you home every time. Location that gives you the best of both worlds. You'll feel worlds away from everything, yet you're minutes from the Massaponax area for shopping, dining, healthcare, and everyday needs. Commuters have straightforward access to the VRE and I-95 toward Richmond, D.C., and points beyond. A fully revisioned1912 farmhouse on 10 acres, built to modern standards and eligible for USDA financing — there isn't another property like this on the market. 19005 Tidewater Trail isn't just a home. It's the start of something. Come see it.

19005 Tidewater Trl, Fredericksburg

Listing courtesy of Coldwell Banker Elite. Contact: 5403730100

$350,000

4 Beds ⋅ 2 Baths

Welcome to this well-maintained home offering the space and flexibility that are increasingly hard to find. Enjoy the benefits of a spacious property with room to spread out while still maintaining convenient access to nearby cities and commuter routes. Inside, numerous recent updates and improvements add to the home's appeal. The hardwood floors were refinished and stained in 2026, and the entire interior was freshly painted in 2026. The partially finished basement provides additional living space and features a practically new bedroom and full bathroom, along with a bar and pool table that convey with the home. Major updates include the replacement of both the indoor and outdoor HVAC components in December 2025. The roof was replaced within the last 10 years, and the water heater was installed in 2020. The washer was replaced in 2023, and the dryer was replaced in 2025. Outside, the property offers plenty of space to enjoy, with a backyard fence added in 2024 and the driveway milled in 2023. An EV charging connection has also been professionally installed and attached to the home. Additional improvements include a whole-house water filtration system with two filters and a water softener with an optional bypass. The outbuilding features a new subfloor and conveys as-is. Enjoy the extra space and privacy of the property without sacrificing convenience. Located within commuting distance of Richmond, Fredericksburg, and the greater Northern Virginia area, this home offers an opportunity to enjoy a more spacious setting while remaining connected to nearby employment, shopping, dining, and everyday amenities.

24294 Ruther Glen Road Rd, Ruther Glen

Listing courtesy of Real Broker, LLC. Contact: 8504500442

$330,000

2 Beds ⋅ 1 Baths

A great opportunity to own a home at a modest price! This charming brick rambler offers comfortable one-level living on a full acre, making it an appealing choice for a first-time buyer, someone looking to simplify, or anyone who wants the benefits of homeownership without stretching the budget. Inside, you'll find two bedrooms, a full bath, a spacious living room, separate family room, kitchen, and an additional room that provides flexibility for a home office, hobby space, or whatever fits your needs. Outside, there is plenty of room to enjoy the property, along with a covered carport and multiple outbuildings for storage. Central air adds year-round comfort. If you've been waiting for a home that combines a manageable size, useful space, a one-acre lot, and an attainable price point, 18260 Beazley Lane deserves a look. Come see how comfortably homeownership could fit your budget.

18260 Beazley Ln, Milford

Listing courtesy of Ascendancy Realty LLC. Contact: 5407675063

$399,999

4 Beds ⋅ 2 Baths

7262 Port St, Port Royal

Listing courtesy of Coldwell Banker Elite. Contact:

$345,000

3 Beds ⋅ 3 Baths

Welcome home to this well maintained Cape Cod located close to everything!! Open floor plan.. Kitchen has granite countertops, stainless steel appliances and ample space!! Garage has built in cabinetry and finished floors!! Large Family Room opens to Light drenched sunroom that leads to a maintenance free deck with a retractable awning that looks over a private backyard with a stream in the back end!! Shed included for extra storage!! 1st floor Owners Suite with Walk In Closet and private Bathroom!! 1st floor laundry & additional half bath!! Upstairs is 2 generously sized bedrooms and another bathroom!! Gutter Helmets on the back of the house and wire mesh over the front gutters.. This house is move in ready and waiting for it's new owners!!

307 Sydney Ln, Denton

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

Caroline County Public Schools Homes for Sale

Newest Caroline County Public Schools Homes for Sale