Sykesville Homes with Pool

Sykesville Homes with Pool

Welcome to Sykesville, Maryland – a hidden gem that perfectly blends small-town charm with modern conveniences. Nestled in Carroll County, Sykesville is renowned for its picturesque streets, vibrant community, and rich history. With its quaint downtown area, you’ll find an array of delightful shops, local eateries, and seasonal events that foster a strong sense of community. The town’s scenic landscapes and lush parks provide an ideal backdrop for outdoor enthusiasts, making Sykesville a wonderful place to call home.

For those seeking the ultimate in relaxation and recreation, Sykesville offers a selection of stunning homes with pools. Imagine stepping into your backyard oasis on a warm summer day, where you can unwind by your private pool, host family gatherings, or simply enjoy the tranquil ambiance. These homes not only provide the luxury of a swimming pool but also feature spacious layouts, modern amenities, and beautifully landscaped yards that enhance your living experience.

Living in Sykesville means you’re just a short drive away from larger cities like Baltimore, allowing for easy access to urban amenities while still enjoying the peacefulness of a close-knit community. With top-rated schools, friendly neighbors, and a variety of recreational activities, Sykesville is perfect for families, retirees, or anyone looking for a serene lifestyle.

Explore the charm of Sykesville and discover your dream home with a pool today – where relaxation meets community spirit in this enchanting Maryland town!

Newest Sykesville Homes with Pool

$1,500,000
4 Beds ⋅ 4 Baths ⋅ MDCR2036632 MLS
A truly rare offering in Sykesville, 1070 Fannie Dorsey Road presents nearly 30 acres of unmatched privacy, endless possibilities, and an ideal commuter location in Carroll County, just off Route 97. Opportunities like this are few and far between—a thoughtfully maintained estate where you can create the lifestyle you've always envisioned while remaining just minutes from downtown Sykesville, Howard County, Fort Meade, shopping, dining, and major commuter routes. Here, you'll feel like you're miles from everything, while being close to it all. The outdoor amenities make this property unlike any other. Explore approximately one mile of private wooded trails winding through nearly 30 acres, complete with 2 peaceful stream, abundant wildlife, and exceptional hunting opportunities and target practice. The impressive detached three-car garage provides ample space for vehicles, boats, or a workshop. The second 3 bay garage adds additional space for equipment, hobbies, animals, and storage. Whether your dream is horses, goats, livestock, gardens, ATV trails, or simply owning your own private retreat, this extraordinary property provides the space and freedom to make it a reality. After enjoying everything the land has to offer, you'll appreciate the beautifully updated home, built in the 2000s with a spacious, functional layout designed for family living and entertaining. The heart of the home is the stunning custom kitchen, completely renovated in 2020 with high-end finishes and premium appliances. The primary suite was further enhanced with a beautifully remodeled spa-inspired bathroom in 2023. The fully finished lower level includes a complete in-law suite, creating exceptional flexibility for multigenerational living, extended family, or long-term guests. Step outside to the spectacular in-ground pool, offering the perfect place to relax, entertain, and enjoy the peaceful surroundings after a day spent exploring your own private estate. Properties that combine 30 acres, extensive recreational amenities, agricultural potential, a beautifully updated home, and an unbeatable commuter location are exceptionally rare. Served by sought-after Linton Springs Elementary and Century High School, this is more than a home—it's an opportunity to build the lifestyle you've been dreaming about.

1070 Fannie Dorsey Rd, Sykesville
$1,999,850
5 Beds ⋅ 5 Baths ⋅ MDCR2036000 MLS
Only a select few get to call this prestigious community home. One of 24 total homesites situated in southern Carroll, Century school school district, nearby Piney run park, downtown Sykesville “Best little town winner”. This is a First time offering in Chimney Rock. Dwell amidst commanding vistas, on 2-1/2 acres backing to hundreds of acres of farmland and gently rolling hillsides. Exquisitely positioned for captivating sunsets in a warm weather Paradise. Bespoke outdoor living at its finest. An ideal place to gather and enjoy the company of friends and family year-round . Luxuriate poolside with a cool beverage at the outdoor living area, relax on the covered porch complete with dual propane heaters, & built-in television to enjoy the game. BBQ chefs will delight in the outdoor kitchen with built-in grill. Be soothed by the cascading water in the heated, inground pool or enjoy cool evenings by the built in fire pit. A welcoming front porch invites you through the custom mission style entry. Inside you will find a gracefully appointed home with 9 foot ceilings on the main level and a grand two-story entry and more than 7900 ft.² of finished living space on Three levels. The main level offers dual stairs to the second level, a formal dining room with double crown, moldings and chair, rail and an adjoining butlers pantry with wine fridge. The gourmet kitchen offers induction cooking, double ovens, and a huge island open to the morning room and family room with fireplace. A well appointed office overlooks the rear yard. A sunlit conservatory rounds out the first floor. The upper level offers a primary bedroom suite boasts a commanding view of the rear yard, an adjacent sitting room, dual walk-in closets with built-ins, a spa like, tiled primary bath with an oversized shower, and dual shower heads. Bedroom level laundry room. Jack and Jill bedroom suites, and an additional bedroom with adjoining sitting area/bonus room. The lower level offers a built-in bar, full bath, exercise room/possible sixth bedroom/in law, suite, as well as a fully appointed home theater with built-in seating, projection and surround sound, and an additional rec room with walk out stairs to the rear yard. Don’t miss the drone video tour of this majestic beauty. * OPEN SUNDAY 8/2/26 1 TO 3 PM.*

6704 Senecca Ln, Sykesville
$525,000
4 Beds ⋅ 2 Baths ⋅ MDCR2035758 MLS
Welcome to 4307 Howard Drive in Sykesville, MD! Nestled on a spacious lot in the desirable Klee Mill Terrace community, this beautifully maintained rancher offers the ease of one-level living with additional space below. Complete with an updated in-ground pool and an attached one-car garage, this home has been thoughtfully maintained and updated throughout. Recent improvements include a new roof (2020), HVAC system, well pump and pressure tank (2024), pool retiled and resurfaced (2021), and the addition of a UV water filtration system and reverse osmosis system, providing added peace of mind for the next owner. This move-in ready home offers the perfect combination of comfort, convenience, and modern updates. Don't miss it! The main level features a bright and inviting living room filled with natural light, hardwood flooring, and plenty of room for gathering with family and friends. The updated kitchen boasts abundant cabinetry, ample counter space, stainless steel appliances, and a center island with breakfast seating, creating a functional and welcoming space for everyday living and entertaining. The open dining area is a bright space that flows directly to the kitchen and serves as a social point between the kitchen and living room. This level also includes four bedrooms, the first being the expansive primary suite with a large closet for storage, and lots of floor space for any living arrangements. The additional bedrooms each offer comfortable accommodations and flexibility for guests, a home office space, or hobbies. A full bathroom serves the main level, as well as a convenient laundry room for easy access from all bedrooms. The lower level provides additional unfinished space, complete with a second full bath, offering the possibility for upgrades to a recreation room, home gym, or additional entertaining area. The lower level also provides convenient entry to the attached one-car garage. Step outside to your own private backyard retreat. Situated on over half an acre, the expansive yard features a large deck overlooking the fenced-in yard, an in-ground pool, and a cozy hot tub landscaped and paved, creating the perfect setting for outdoor entertaining and relaxing weekends at home. Conveniently located near historic downtown Sykesville, residents enjoy easy access to local shops, restaurants, parks, and community events. Nearby outdoor recreation opportunities include Piney Run Park, Freedom Park, and numerous walking and hiking trails throughout Carroll County. Commuters will appreciate convenient access to Routes 32, 26, and 97 for travel to Baltimore, Columbia, and beyond. Don't miss this opportunity to own a move-in-ready rancher with exceptional outdoor living spaces in one of Sykesville's most sought-after locations!

4307 Howard Dr, Sykesville
$1,398,500
4 Beds ⋅ 6 Baths ⋅ MDCR2035828 MLS
Welcome to this exceptional custom home offering over three levels of beautifully appointed living space, designed for both everyday comfort and elegant entertaining. From the moment you enter the dramatic two-story foyer, you'll appreciate the quality craftsmanship, including extensive triple crown molding throughout the main level. The heart of the home is the gourmet kitchen featuring granite countertops, tile backsplash, center island, double wall ovens, downdraft cooktop, spacious eat-in area, built-in work station, butler's pantry, and an impressive walk-in pantry. The sunken family room boasts soaring two-story ceilings and a stunning propane fireplace, creating a warm and inviting gathering space. Retreat to the luxurious owner's suite complete with tray ceilings, private sitting area, fireplace, balcony, dual walk-in closets, spa-inspired bath with whirlpool tub, oversized walk-in shower, separate vanities, and private water closet. The upper level offers generously sized secondary bedrooms, each with walk-in closets, including a Jack-and-Jill bath and an open loft overlooking the family room below. Dual staircases provide both convenience and architectural appeal. Designed for entertaining on every level, the fully finished walk-out lower level showcases a private home theater with projector, screen, seating, and equipment included, creating a true cinematic experience without leaving home. The lower level also features a recreation room with wet bar and kitchenette, fitness room, den, full bath, and extensive storage, making it the perfect space for hosting family and friends. Step outside to your private backyard oasis featuring a heated saltwater in-ground pool, fenced yard, and expansive pool deck. Additional highlights include a finished 3-car garage, mudroom/laundry room, propane heat, three-zone HVAC system, newer water tank, and multiple recent updates. This extraordinary property offers the perfect blend of luxury, functionality, and resort-style living.

6050 Moore Dr, Sykesville
$619,990
4 Beds ⋅ 3 Baths ⋅ MDCR2035644 MLS
Seller has painted main level and upper level of interior .PRICE ADJUSTMENT! THIS PROPERTY INCLUDES 2 OTHER PARCELS SO THE TOTAL LOT SIZE IS 1.41 ACRES!! These extra lots are already fenced in with the original lot for the house. There is a marker on the front yard to the right that is an estimated property corner. Tucked away in a quaint neighborhood this property offers extra land , lots of living space and loads of space. The 4 level split has main level kitchen complete w/SS appliances, table space, access to rear deck, access to garage and the informal living room. You will enjoy hosting your family and friends in the updated kitchen complete w/ gas ( propane) stove, double sink, extra counter space and more. The upper level offers 3 bedrooms inclulding the Primary with 2 closets, and updated bath for your relaxing pleasure. LL 1 offers the family room complete w/a Harmon pellet stove so those winter nights aren't so cold. As on this level is the 4th bedroom and full bath. LL2 offers soooo much storage and laundry space or finish the area for even more livable space. Enjoy the outdoors on this HUGE lot complete w/in ground pool, deck, horse shoe pit area and open space. Call today for your tour.... Restricted times to show and must give 2 hours notice.

4265 Home Dale Rd, Sykesville
$1,250,000
4 Beds ⋅ 5 Baths ⋅ MDCR2034264 MLS
Set on a private 1.61-acre lot along a quiet no-outlet road, this custom all-brick estate offers over 7,400 square feet of living space, exceptional craftsmanship, and resort-style amenities. Designed for both grand entertaining and everyday comfort, the home features energy-efficient geothermal heating and cooling, a 35KW whole-house generator with automatic transfer switch, and an oversized insulated garage with high ceilings. A dramatic two-story foyer with travertine flooring welcomes you inside, where dual staircases, a soaring great room with a floor-to-ceiling stone fireplace, and expansive windows create an impressive yet inviting atmosphere. The gourmet kitchen is equipped with commercial-grade stainless steel appliances, granite countertops, an oversized center island, and a sun-filled bay window breakfast area. The main-level primary suite serves as a private retreat with a sitting room, dual walk-in closets, and a spa-inspired bath. Upstairs, a second primary suite offers outstanding flexibility for multigenerational living or long-term guests, accompanied by two additional bedrooms, a hall bath, and a convenient second-floor laundry hookup. The expansive walkout lower level features rough-in plumbing for a future bath and multiple access points, providing endless possibilities for customization and additional living space. Outside, enjoy a private backyard oasis highlighted by a Caribbean-style swimming pool, mature landscaping, and heated pool potential with an existing 500-gallon underground propane tank. Additional features include updated well equipment, including pump, pressure tank, and filtration system. Combining privacy, scale, quality construction, and modern infrastructure, this exceptional property offers a rare opportunity just minutes from shopping, dining, and major commuter routes—with no HOA.

5530 Jim Pickett Rd, Sykesville
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