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$1,250,000
6 Beds ⋅ 4 Baths
A private contemporary retreat on over five picturesque acres in the heart of Woodbine! This exceptional property offers the perfect blend of peaceful country living and modern convenience with 6 bedrooms, 4 full bathrooms, an expansive open floor plan, no HOA, and endless opportunities to enjoy both indoor and outdoor living. From the moment you step inside, you'll appreciate the soaring cathedral ceilings, exposed wood beams, abundant natural light, and beautiful hardwood floors that create a warm yet dramatic atmosphere. The thoughtfully designed mudroom provides everyday convenience with a main-level laundry area, full bath ideal for pool guests, butler's pantry with granite countertops, and direct access to the attached two-car garage. The beautifully updated kitchen is the heart of the home, featuring black stainless steel appliances, Silestone countertops, Ceramic flooring, with an open concept to the Family Room featuring a cozy wood burning stove, vaulted ceilings with exposed beams, and picturesque views overlooking the resort-style backyard. Whether hosting family gatherings or quiet evenings at home, this space was made to be enjoyed. The spacious living room showcases floor-to-ceiling windows, filling the home with natural light, along with a second wood-burning fireplace and sliding glass doors leading to a large private balcony where you can relax and take in the breathtaking views of the surrounding countryside. The main level also features four generously sized bedrooms, including an impressive primary suite with a large walk-in closet and a luxurious en-suite bath complete with a jetted soaking tub, double vanity, and separate shower. Two beautifully renovated bathrooms (2019) offer today's finishes, including quartz countertops, double vanities, and a custom multi-jet rain shower. The finished walkout lower level expands your living space with two additional bedrooms, a fourth full bath, an oversized family room with recessed lighting, Bose surround sound, access for a 3rd fireplace or wood/Pellet stove, abundant storage, and direct access to the private patio and backyard oasis. Step outside and experience your own private resort. The spectacular lagoon-style heated in-ground pool is surrounded by mature trees and lush landscaping, creating the perfect setting for summer entertaining, weekend relaxation, or simply enjoying the peaceful surroundings. Significant updates include a new roof, and new siding with stone accents (2017), renovated bathrooms (2019), well pump (2024), chimney cap (May 2026), and fresh professional landscaping (June 2026). Offering the privacy of country living while remaining just minutes from major commuter routes, shopping, dining, and top-rated Howard County amenities, this one-of-a-kind property truly offers the best of both worlds. Be sure to explore the virtual tour and experience everything this remarkable home has to offer. An ADDED bonus: The property offers enough space for a future private driveway, should the new owner prefer their own dedicated entrance. Privacy. Space. Stunning views. Resort-style amenities. This is more than a home—it's a lifestyle."

15612 Bushy Park Rd, Woodbine

Listing courtesy of Redfin Corp. Contact: 4102028454
$164,900
2 Beds ⋅ 1 Baths
Just 5 homes from the lake and a short stroll to the clubhouse and pool, this beautifully maintained 2-bedroom Holly Lake retreat offers the perfect blend of comfort, location, and affordable shore ownership. Welcome to 34 Wildwood Ave in the highly desirable Holly Lake Resort. This clean, well-maintained home features 2 bedrooms and 1 full bathroom, along with thoughtful updates that add to the home’s comfort and appeal. Upgraded flooring creates a warm, elevated feel throughout the living spaces, and the roof was replaced in 2020 for added peace of mind. The home offers comfortable living and sleeping areas, a functional kitchen, and a Florida room for additional living space. Being offered mostly furnished (some exclusions), it’s easy to move right in and start enjoying your summer getaway. Step outside to enjoy both a front deck and a rear patio—ideal for relaxing or entertaining—plus a storage shed for added convenience. Own your land in the highly desirable Holly Lake Resort—offering a rare opportunity to enjoy shore living without ground rent. The annual condo fee is $1,800 (including contingency fund), covering water, sewer, trash, and full access to community amenities. Property taxes are paid separately to Dennis Township, making this an affordable and low-maintenance way to enjoy the season. Holly Lake is a gated, seasonal resort community open March 1 through November 30, offering fantastic amenities including a lake for kayaking and fishing, pools, clubhouse, playgrounds, bathhouses (one open year-round), and wooded trails. Owners are responsible for maintaining their own unit and land, while common areas are managed by the Association. Ideally located just a short drive to Wildwood, Cape May, and Sea Isle City, you’re close to all the best beaches, dining, and boardwalk attractions—while still enjoying the peace and charm of this hidden gem community. With limited inventory available, this is a great opportunity to secure your place at the shore.

34 Wildwood Unit #34, Woodbine

Listing courtesy of Keller Williams Realty - Wildwood Crest. Contact: (609) 729-2100
$78,500
2 Beds ⋅ 1 Baths
**Price Improved! Motivated Sellers – Now Offered at $78,500! **Welcome to Unit #516 in the gated seasonal community of Carol Lynn Resorts East in Woodbine! This sun-filled, fully furnished cottage offers resort-style living from April 1 through November 1, just minutes from the Jersey Shore, beaches, and Belleplain State Forest. Conveniently located near the front of the community for easy access, this charming retreat features a covered front porch with low-maintenance composite decking—perfect for relaxing with your morning coffee or entertaining after a day at the beach. Mature trees provide shade and privacy throughout the summer season. Inside, the bright open-concept floor plan showcases vaulted ceilings, abundant natural light, and newer ceiling fans. The spacious Florida room is furnished with Cape May wicker furniture, Levolor blinds, and a queen-size sleeper sofa, providing additional space for family and guests. **One of the standout features of this home is that it offers amenities rarely found in Carol Lynn Resorts East—a built-in dishwasher and an in-home stackable washer and dryer.** The well-appointed kitchen also includes a propane stove/oven, refrigerator, built-in microwave, double sink, garbage disposal, ample cabinetry, breakfast bar with seating for four, and a tankless water heater that provides unlimited hot water. This turnkey 2-bedroom home comfortably accommodates family and friends, with built-in dressers, nightstands, mirrored closets, and a full bathroom featuring a tub/shower combination, vanity, and skylight. Carol Lynn Resorts East is an all-ages seasonal community offering fantastic amenities, including a swimming pool, bathhouses, playground, and basketball court. There are **no guest fees**, and both pets and golf carts are welcome. An 8' x 10' storage shed is also included. Annual land lease is $9,300 (utilities not included), and all buyers must receive park approval.

165 Freemont Ave Unit #516, Woodbine

Listing courtesy of Keller Williams Prime Realty. Contact: (856) 362-5072
$599,900
3 Beds ⋅ 3 Baths
PRICE ADJUSTMENT!!! WELCOME HOME TO THE HIGHLY SOUGHT-AFTER COMMUNITY OF PLEASANT RIDGE. THIS WELL-MAINTAINED, ALL-BRICK, 3-BEDROOM, 2.5-BATH HOME SITS ON 2.18 ACRES AND OFFERS AN OPPORTUNITY TO CREATE YOUR DREAM HOME WHILE ENJOYING THE PRIVACY AND CHARM OF COUNTRY LIVING.FEATURING OVER 3,100 SQUARE FEET, THIS HOME SHOWCASES BEAUTIFULLY MAINTAINED ORIGINAL HARDWOOD FLOORING THROUGHOUT THE MAIN LEVEL. THE SUN-FILLED LIVING ROOM FEATURES VAULTED CEILINGS, CEILING FANS, AND A LARGE BAY WINDOW THAT BRINGS IN AN ABUNDANCE OF NATURAL LIGHT. THE SPACIOUS PRIMARY SUITE OFFERS A PRIVATE BATHROOM. THE LOWER LEVEL INCLUDES A COZY WOOD-BURNING FIREPLACE FOR THOSE WINTER MONTHS, AS WELL AS A HALF BATH FOR GUESTS. WITH ITS BLANK CANVAS, THE LOWER LEVEL ALSO OFFERS THE POTENTIAL FOR AN ADDITIONAL BEDROOM. SLIDING GLASS DOORS OPEN TO A BACKYARD RETREAT, COMPLETE WITH AN IN-GROUND SWIMMING POOL AND POOL HOUSE. THE LEVEL YARD IS IDEAL FOR GARDENING, ENTERTAINING, OR SIMPLY RELAXING OUTDOORS. MAJOR SYSTEMS, INCLUDING THE ROOF, WELL, AND SEPTIC SYSTEM, HAVE BEEN MAINTAINED. ADDITIONALLY, THE HOME FEATURES A 2-CAR GARAGE WITH AMPLE SPACE FOR PARKING AND STORAGE. THIS PROPERTY OFFERS A PEACEFUL SETTING WITH ROLLING LANDSCAPES AND A TRUE SENSE OF TRANQUILITY. WHETHER YOU ARE LOOKING TO RENOVATE, CUSTOMIZE, OR INVEST, THIS IS A UNIQUE OPPORTUNITY TO OWN A HOME ON ACREAGE IN ONE OF CARROLL COUNTY'S MOST SOUGHT-AFTER LOCATIONS AT AN EXCEPTIONAL VALUE. COME TOUR THIS BEAUTIFUL HOME TODAY!

5422 Woodbine Rd, Woodbine

Listing courtesy of Coldwell Banker Realty. Contact:

$1,125,000
5 Beds ⋅ 4 Baths
Welcome to 1687 Village Green Drive in Woodbine, MD! This stunning five-bedroom,three-and-a-half bath home combines traditional elegance with modern comfort. Step inside to find beautiful crown molding throughout the 1st floor and a spacious combination kitchen and dining area, perfect for entertaining. The cozy family room, complete with a gas fireplace, creates a warm and inviting atmosphere. the primery luxurious suite has a full bath with spa-like elements includes separate vanities and a generous walk-in closet. Of the 3 other bedrooms upstairs, one bedroom has built-in shelving with a window bench seating area with storage below. The second bathroom on the second floor has dual vanities. completely beautiful finished basement, you will be amazed at the elegant entertainment room. outside, you'll enjoy a sparkling heated pool, perfect for relaxation, and the outside is an entertainer's delight, with a beautiful fire pit and seating area perfect for relaxing and watching the sunrise or sunset. Don't miss the chance to make this exceptional property your own!

1687 Village Green Dr, Woodbine

Listing courtesy of Smart Realty, LLC. Contact: 3012525515
$3,900,000
16 Beds ⋅ 12 Baths
Culturally, historically, and architecturally significant, Oakdale, circa 1838 and 1898, ancestral home of Maryland Governor Edwin Warfield, is a magnificent estate on a tranquil 180-acres only 20 miles from both the Washington and Baltimore beltways. On The National Register of Historic Places, the main house boasts 24 rooms and 5.1 baths, comprising over 9,500 sq. ft. Impressive, original detail and craftsmanship are prominent throughout, including 12-inch-thick brick walls, 12 fireplaces and the grand front porch graced by 18' Roman Doric columns. Additional residences include the Carriage House and Gardener's Cottage. Adjoining the main house via a 120' covered colonnade, Oakdale Hall, circa 2005, is artfully integrated and provides an additional 9 rooms and 5.1 baths comprising 8,870 sq. ft. of space, providing a superb setting for grand entertaining or concerts and a recreation facility along with the adjoining 60x30 pool. Farming and equestrian endeavors are served by a massive 3-level bank-barn stable, plus a silo and an equipment shed. Other outbuildings include a brick smokehouse, pond-side gazebo, and tool shed. The beautiful setting is further enhanced by a stunning 2-acre spring fed pond and several streams. With remarkable visual impact and an evocative setting, Oakdale singularly connects the past and present, offering myriad possibilities on a grand scale for the discerning buyer. Includes the main 175-acre parcel which is in Agricultural Preservation and cannot be subdivided, and a 5.8-acre lot.

16449 Ed Warfield Rd, Woodbine

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4107303456
$3,900,000
16 Beds ⋅ 12 Baths
Culturally, historically, and architecturally significant, Oakdale, circa 1838 and 1898, ancestral home of Maryland Governor Edwin Warfield, is a magnificent estate on a tranquil 180-acre tract only 20 miles from both the Washington and Baltimore beltways. On The National Register of Historic Places, the main house boasts 24 rooms and 5.1 baths, comprising over 9,500 sq. ft. Impressive, original detail and craftsmanship are prominent throughout, including 12-inch-thick brick walls, 12 fireplaces and the grand front porch graced by 18' Roman Doric columns. Adjoining the main house via a 120' covered colonnade, Oakdale Hall (2005), is artfully integrated and provides an additional 9 rooms and 5.1 baths comprising 8,870 sq. ft. of space. It provides a superb setting for grand entertaining or concerts and as a recreation facility along with the adjoining 60x30 pool. Outbuildings on the estate include the Carriage House and Gardener's Cottage residences, as well as a brick smokehouse, pond-side gazebo, and tool shed. Equestrian endeavors are served by a massive 3-level bank-barn stable, and farming operations are supported by an additional barn along with a silo and an equipment shed. The beautiful setting is further enhanced by a stunning 2-acre spring fed pond and several streams. With remarkable visual impact and an evocative setting, Oakdale singularly connects the past and present, offering myriad possibilities on a grand scale for the discerning buyer. Includes the main 175-acre parcel which is in Agricultural Preservation and cannot be subdivided, and a 5.8-acre lot.

16449 Ed Warfield Rd, Woodbine

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4107303456
$65,000
1 Beds ⋅ 1 Baths
Price Just Dropped by $6,000 – Motivated Sellers! Welcome to your own sun-filled cottage—Unit #512 in Carol Lynn Resorts East, located in Woodbine and just 20 minutes from Sea Isle City. Now listed at $65,000, this well-maintained 1-bedroom seasonal home offers comfort, charm, and affordability near the shore. Set on a spacious corner lot near the front of this gated community, the unit provides easy access and plenty of outdoor space. Enjoy morning coffee or evening relaxation on the large composite front porch or paver patio, shaded by mature trees—perfect for entertaining or unwinding. Inside, the Florida Room features vaulted ceilings, an open layout, and plenty of natural light. While the interior retains its original charm, it’s in solid condition, including a propane stove that’s less than two years old. The kitchen includes a double sink, built-in microwave, refrigerator, and ample cabinet space. The Florida room and living room both offer queen-size pull-out beds, ideal for hosting guests. The rear bedroom includes built-in dressers, mirrored closets, and nightstands. A full bathroom features a tub/shower combo and a corner vanity, and the beach-themed decor throughout the home enhances the relaxed, coastal feel. An 8’ x 8’ vinyl-sided shed is also included for extra storage. Carol Lynn Resorts East is a seasonal, all-ages community open from April 1 to November 1. Residents enjoy access to a pool, playground, basketball court, laundry room, and clean bathhouses. Pets and golf carts are welcome, and there are no guest fees, making it easy to invite family and friends. The updated annual land lease is $8,889 (water & sewer included).

165 Fremont Ave Unit #512, Woodbine

Listing courtesy of Keller Williams Prime Realty. Contact: (856) 362-5072