Cockeysville Homes with Pool

Cockeysville Homes with Pool

Welcome to Cockeysville, Maryland—a charming community nestled within Baltimore County that seamlessly blends suburban tranquility with vibrant local culture. Known for its picturesque landscapes and welcoming neighborhoods, Cockeysville offers residents a unique lifestyle that emphasizes both comfort and convenience.

One of the standout features of homes in this area is the availability of properties with private pools, perfect for those warm Maryland summers. Imagine stepping into your backyard oasis, where you can unwind and entertain friends and family in style. Whether you seek a serene retreat for relaxation or a lively space for summer barbecues, Cockeysville's homes with pools cater to every lifestyle.

Cockeysville is not just about beautiful homes; it also boasts a rich array of amenities. Residents enjoy easy access to a variety of parks, shops, and excellent dining options. The nearby Loch Raven Reservoir is a favorite among outdoor enthusiasts, offering trails for hiking, biking, and stunning views of nature. With its strong sense of community and excellent schools, Cockeysville is an ideal place for families looking to plant roots.

Additionally, the city’s location provides convenient access to major highways, making commutes to Baltimore and surrounding areas a breeze. Whether you’re exploring the vibrant arts scene in the city or enjoying a quiet evening at home, Cockeysville truly offers the best of both worlds.

Discover your dream home with a pool in Cockeysville and experience the perfect blend of suburban charm and modern living. Your oasis awaits!

Newest Cockeysville Homes with Pool

1 Beds ⋅ 1 Baths

Within the Gem of Hunt Valley; High View, find your next one-bedroom residence ready for your personal touches! This first floor light filled Stanza floorplan has 850+ square feet of open layout. A generously sized kitchen with eat-in bar features newer appliances and replaced lighting. Luxury Vinyl Tile extends from the foyer through the living and dining spaces. Light filters in over the separate dining area through to the large living room which has a gas fireplace and access to the outdoor patio. The primary suite also has access to the patio along with a truly spacious walk-in closet. The bathroom with double vanities also has a separate soaking tub and shower along with ample storage. Explore what makes High View at Hunt Valley one of Baltimore County’s premier condo destinations. Perfectly situated just steps from Hunt Valley Town Center, restaurants, nightlife, and more, live a resort lifestyle in the fitness center, outdoor pool, multiple private courtyards, movie theatre, and lively social scene!

400 Symphony Cir Unit #215I, Cockeysville

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

4 Beds ⋅ 4 Baths

Nestled on a hilltop in the charming Cockeysville community of Clearfield Estates, this stunning Colonial 4 Bedroom * 3.5 Bath home exudes warmth and character, perfect for those seeking a serene retreat. Set on a generous 1.75-acre lot, the property adjoins open space and backs onto parkland, offering a picturesque backdrop for outdoor enjoyment. If you're looking for a MAIN FLOOR BEDROOM home w/ Full Bath you found it! There is an additional Primary En-Suite with luxury bath, bonus room, 2 walk-in closets and office. Not to forget 2 additional bedrooms with bathroom. Upper Level Laundry makes life easier. Many features and updates of the home are: brand new central air (2026), Roof (2015) recently painted, recessed lighting, 2 fireplaces, gas heat, crown moldings, gleaming hardwood floors and exterior veranda, deck & balcony you will fall in love with...especially the view. Please Note: The basement is unfinished but great for storage. This home is being Sold "As Is" The one you've been waiting for!!

10518 Pot Spring Rd, Cockeysville

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

3 Beds ⋅ 3 Baths

The best homes don't compete for your attention...they quietly earn it. Tucked among mature trees in the sought-after Greencroft community, this beautifully maintained residence offers a rare combination of timeless elegance, peaceful surroundings, and thoughtfully curated updates that make coming home the best part of your day. Inside, you'll find generously proportioned rooms filled with natural light, rich hardwood flooring, detailed millwork, and an effortless flow designed for both everyday living and entertaining. The finished lower level provides exceptional flexibility for recreation, hobbies, a home gym, media room, or additional gathering space, while the inviting family room with fireplace creates the perfect place to unwind. The luxurious primary suite is a true retreat. Thoughtfully renovated, it features a spa-inspired bath complete with a freestanding soaking tub, expansive glass-enclosed shower, dual vanities, and a private water closet. Adjacent to the suite is a boutique-inspired dressing room with custom built-in organization, thoughtfully created from the home's original fourth bedroom. While currently enjoyed as a luxurious dressing room, the space offers exceptional flexibility and can easily be converted back to a traditional fourth bedroom, home office, nursery, or fitness room. Step outside and discover what the current owners have treasured most—peaceful mornings with coffee on the deck, birds singing in the background, and beautiful seasonal blooms surrounding the home. It's a setting that offers both privacy and a daily connection to nature. Recent improvements include a brand-new architectural shingle roof (2026), recently replaced water heater, updated front sidewalk and landscaping, and a septic system pumped in April 2026, providing added peace of mind for the next owner. Residents of Greencroft enjoy a community pool, clubhouse, neighborhood events, snow removal on main roads, and beautifully maintained common areas, all just minutes from Hunt Valley, shopping, dining, parks, and major commuter routes. Luxury isn't always measured by square footage. Sometimes it's measured by how a home makes you feel the moment you walk through the door.

14210 Greencroft Ln, Cockeysville

Listing courtesy of Compass. Contact: (410) 886-7342

3 Beds ⋅ 3 Baths

Move right into this beautifully updated Cape Cod offering the rare combination of 3 bedrooms, 3 full bathrooms, and a finished lower level—Fresh paint, new flooring and carpet, updated appliances, and a bright, inviting interior make this home truly move-in ready. The sun-filled living room flows into the spacious eat-in kitchen, while the flexible floor plan features a main-level bedroom and full bath, convenient main-level laundry, and a bonus office or reading nook. The finished lower level provides additional space for a recreation room, home gym, playroom, or home office. Step outside to enjoy the fully fenced FLAT backyard, complete with a new paver patio, above-ground pool, and plenty of space for relaxing, entertaining, or summer cookouts. Recent improvements include central air conditioning (2020), a reglazed bathtub, and a new dryer (2025). A wonderful opportunity to own a move-in ready home in a convenient location with the space, updates, and everything you are looking for! Ideally located just minutes from shopping just up the street, restaurants, parks, and I-83. You'll be minutes from the Hunt Valley Towne Center with Wegmans, movie theatre, gyms and so much more, or jump on I-83 S and easily get to downtown. Simply unpack and start enjoying everything this wonderful home has to offer! Check out the virtual tour!

14 Gibbons Blvd, Cockeysville

Listing courtesy of Redfin Corp. Contact: 4102028454

4 Beds ⋅ 3 Baths

Welcome home to this beautiful and spacious brick-front Colonial nestled on a quiet court in the desirable Springdale community. Situated on a picturesque .20-acre lot, this charming 4-bedroom, 2 full-bath and half-bath home offers timeless appeal, thoughtful updates, and plenty of space for everyday living and entertaining. Recent improvements include updated bathrooms and kitchen with quartz counters, new appliances, new carpeting, some new flooring, and fresh paint throughout. Gorgeous and gleaming hardwood floors flow throughout much of the home, adding warmth and character. The inviting family room features exposed beam ceilings and a wood-burning fireplace, creating the perfect setting for cozy evenings. The bright and airy eat-in kitchen with brand new quartz counters offers a lovely view of the backyard, while the formal dining room provides ample space for hosting memorable dinner parties. A generously sized living room is ideal for large gatherings and features elegant French doors leading to the backyard. Each of the upper level bedrooms have ample space and Primary Suite is truly a suite, with plenty of room for a King sized bed and a sitting area with a great sized walk-in closet! Built in 1968, this well-maintained home offers peace of mind with a roof and gutter guards installed in 2015, along with several replacement windows completed the same year. The unfinished basement provides abundant storage and endless possibilities for future expansion, recreation space, or a workshop. Springdale residents enjoy a voluntary community association featuring a neighborhood pool and a variety of family-friendly activities. Surrounded by mature trees and abundant wildlife, this established community is known for its welcoming atmosphere and highly rated schools. Conveniently located close to shopping, dining, parks, and commuter routes, this home truly offers the perfect blend of tranquility and convenience.

6 Fireoak Ct, Cockeysville

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

3 Beds ⋅ 2 Baths

NEW PRICE—NOW OFFERED AT $439,900! DON'T LET SUMMER SLIP AWAY—MAKE THIS BACKYARD YOURS BEFORE THE SEASON IS OVER! FROM MORNING COFFEE ON THE SCREENED PORCH TO POOL DAYS, FIRE PIT NIGHTS, AND BACKYARD BBQS ON THE EXPANSIVE DECK, THIS IS THE HOME YOU'LL WANT TO ENJOY ALL SEASON LONG. Move right into this charming Cape Cod featuring HARDWOOD FLOORS, FRESH PAINT, abundant natural light, an UPDATED KITCHEN WITH STAINLESS STEEL APPLIANCES, and a NEWER ROOF. The flexible layout offers TWO BEDROOMS AND A FULL BATH ON THE MAIN LEVEL, a PRIVATE UPPER-LEVEL BEDROOM, and a SECOND FULL BATH in the FINISHED LOWER LEVEL. Outside, the FULLY FENCED BACKYARD is ready for entertaining with a SCREENED PORCH, COVERED PATIO, EXPANSIVE DECK, ABOVE-GROUND POOL WITH SUN DECK, FIRE PIT, and mature landscaping. Kitchen appliances, washer, dryer, and pool equipment all convey. A THREE-CAR DRIVEWAY provides plenty of off-street parking. SPECIAL FINANCING AVAILABLE! Ask about a lender INTEREST RATE BUY-DOWN for a better rate! Conveniently located near Hunt Valley, York Road shopping and dining, Oregon Ridge Park, I-83, and the Warren Road Light Rail station. Schedule your private showing today—BEFORE SOMEONE ELSE IS ENJOYING THE REST OF SUMMER HERE!

411 Warren Rd, Cockeysville

Listing courtesy of RE/MAX Advantage Realty. Contact:

1 Beds ⋅ 1 Baths

Rarely available larger one-bedroom Libretto model in Hunt Valley's luxury High View community! Clean and move-in ready: neutral paint, updated carpet, LED lighting, double-pane windows, and two-panel arch-style doors. Large open kitchen is the heart of the open living space with 42-inch white cabinetry, appliances, luxury plank floor, pantry, and center island with seating area, the perfect hub for gathering with friends. The dining room is perfect for intimate dinners (or office space) and opens to a private, covered balcony with wooded vista and oak deck. A three-sided gas fireplace enhances the living area with warmth and comfort. The spacious owner's suite has an adjoining walk-in closet and bright, clean full bath. Gas heat, A/C, dishwasher, and laundry with shelving for added storage! Elevator, assigned garage parking, guest parking, trash chute and mail room are conveniently located near the unit. Enjoy the ultimate resort lifestyle with concierge service, secure package room, swimming pool, fitness center, tennis & pickleball courts, movie theater, clubhouse, card room, cafe, snack machines, library, conference room, and computer room. Unit has security alarm, fire sprinklers. Elevator building, secure access-control, garage parking space included, EV parking available. Hayfields Country Club nearby. Walking distance to Hunt Valley shopping, restaurants, entertainment, recreation and Light Rail; easy access to Park & Ride, I-83 and I-695. New garbage disposal 2026, CO2 alarm 2026, water heater 2023, washer 2019. HVAC refurbished 2025. Furniture negotiable. Water, sewer, trash, recycling included in HOA.

400 Symphony Cir Unit #209I, Cockeysville

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663

2 Beds ⋅ 2 Baths

Find the perfect blend of comfort and convenience in this stylish unit located in the desirable High View at Hunt Valley. This well maintained 2 bedroom 2 bath home with over 1,200 square feet of living space. When you step inside you will find an open floor plan with ceramic tile and plush carpeting. The spacious living area is perfect for relaxing or those special entertaining events. Enjoy cooking in the welcoming kitchen with upgraded counter tops and an island. You also have the convenience of in unit washer and dryer. This home comes with 3 parking spaces #1148, 1163, 1161 and 2 storage units. Many update have been done such as: New shower door 2023, Refrigerator 2021, new carper 2026, freshly painted 2026,new smoke detectors 2026. This incredible community features exceptional amenities. There is is an out door pool, fitness center, media room, conference room, library, theater room, and a beautifully maintained common grounds that are perfect for nice walk or picnic. The security services will ensure peace of mind. There is even a car wash on site. Located minutes away from shopping, dinning and recreation.

400 Symphony Cir Unit #206J, Cockeysville

Listing courtesy of Garceau Realty. Contact:

5 Beds ⋅ 3 Baths

Welcome to 4 Jonathans Court — a truly unique home offering resort-style living tucked away on a nearly 3.4-acre cul-de-sac lot. Perfectly manicured grounds, lush gardens, and a tree-lined backdrop create an unmatched setting for outdoor entertaining and everyday relaxation. Inside, enjoy an open and bright floor plan with generous living spaces throughout. The crown jewel is the stunning indoor pool pavilion — flooded with light and featuring a walkout to the beautifully landscaped grounds. The expansive lower level offers a private bedroom, full bath, excellent recreation space, and ample storage. MUST SEE!

4 Jonathans Ct, Cockeysville

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344

5 Beds ⋅ 5 Baths

Live Authentically. For those who value architecture over excess, craftsmanship over trend, and homes with a meaningful story to tell, the Ashland School House stands in a category of its own. Commissioned in 1881 by Ashland Iron Works for its families, designed by Baltimore Architect Frank E. Davis, constructed by Robert G. Merryman. This architecturally significant Queen Anne residence, adapted for residential use in the 1930s, and updated over the years, was recently expanded and elevated with curated detail by its current owners. Every surface, system, and finish has been approached with respect for the home’s architectural legacy and an eye toward elevated daily living. Elements rooted in history. Butler Quarry marble ashlar, southern gumwood paneling and trim, heart pine floors, soaring glazed windows, exposed trusses and 25 ft barrel roll ceilings, stone fireplace with cozy inglenook seating are subtly grounding in a fast-moving world. Modern amenities for the discerning. Quiet main floor Primary Suite spoils with a steam shower walk in closet and heated floors. Second floor Primary Suite with luxe bath and laundry rivals the main floor. Dedicated Office space to reflect. Inspiring Great Room bathed in light. Enviable Butler Pantry to store, brew or imbibe. Swanky Mudroom entry captures muddy paws and feet. Jaw dropping Kitchen with heated floor flanked by original butler stone and 16 feet of windows that peel back to seamlessly blend into a European inspired beautifully lit courtyard overlooking pool, stone walls and terraces. Lighting and pool all app controlled for ease. Across the courtyard a fully renovated 2 bed/2 bath Guest House with equally thoughtful finishes – multi generational living, studio/home office, or long-term guests. Carriage style Garage with vaulted ceiling offers additional flexibility for collectors, workshop space, a vehicle lift, fitness studio, or golf simulator — tailored to the next owner’s vision. Too many details and features to list – this is a must see or make inquiry for more. Tucked within stone walls and mature landscaping, the property offers a rare sense of remove just minutes from daily conveniences. Shopping and dining at Hunt Valley Town Center and the York Road Corridor. Bike, run or stroll the NCR Trail with access on foot at the Ashland Trailhead. Explore nature and agriculture at Oregon Ridge Park or the Maryland Ag Center. Special dinners at The Milton Inn or The Oregon Grill. Convenient to Downtown Baltimore City dining and culture in under 30 minutes and BWI Airport/Amtrak under 40. The art of uniting human and home.

200 Ashland Rd, Cockeysville

Listing courtesy of Krauss Real Property Brokerage. Contact: (410) 804-7921

3 Beds ⋅ 3 Baths

Welcome to Top Field--A wonderful community with a woven tapistry of beautiful grounds and graceful living. 20 Pickburn Court has been meticulously maintained and professionally cleaned. This Immaculate home sparkles! A large, inviting Foyer introduces this lightly lived in property. Relax in style in the Sun-drenched Living Room with 2 sliders and a fireplace. A Charming Dining Area is perfect for entertaining. A Sparkling Kitchen with upgraded counters and plenty of cabinets awaits your own Culinary creations. There is also a Powder Room and a Laundry Room on the Main Level. The Upper Level features a Grand Primary Suite with brand new carpet, Private Bath and plenty of closet space. There are 2 additional spacious bedrooms and a Spotless Hall Bath. This Beautiful home also offers a Cozy Courtyard (ideal for morning coffee) and a Private Patio to have those Delightful cook-outs or just relax and enjoy a soft Summer evening. 2 Unassigned Parking Spaces in front of house. All this plus a Community Swimming Pool and Tennis Court make this a 5 Star Property* **Condo fee includes Repair and replacement of roof and gutters and water and sewer**

20 Pickburn Ct Unit #D, Cockeysville

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

3 Beds ⋅ 3 Baths

**Highlights**: Backs to open lawn with rolling hillside views | Fully renovated kitchen and bathrooms, cabinetry, countertops, flooring, fixtures & lighting throughout | New appliances | Fresh paint throughout | Primary suite with walk-in shower | New HVAC (2025) | New water heater (2024) |Privacy fenced front courtyard + an private rear patio | Outdoor pool & tennis courts | Condo fee covers roof, exterior maintenance, water, sewer & pool lifeguard Views like this don't usually come with condo living. Until now. Tucked into one of Cockeysville's most beautiful pockets, this fully renovated townhouse condo backs to a sweeping open lawn and overlooks the rolling hillside — a setting that will genuinely stop you in your tracks. Most condos at this price point give you a parking lot view and a maintenance headache. This one gives you a private retreat with scenery and outdoor space. The fully fenced front courtyard and private rear patio create outdoor living options that are rare at this price — whether you're hosting friends, unwinding after a long day, or letting the dog stretch his legs. Inside, a stunning new kitchen showcases crisp cabinetry, fresh countertops, and all new appliances. Updated flooring, fixtures, and lighting carry that polished, move-in-ready feel through every room. The combined living and dining space centers on a striking fireplace — warmth and character that makes this feel like a real home, not a temporary landing spot. The primary suite delivers generous closet storage and a private bath with walk-in shower. The big-ticket items are already done — and recently. New HVAC in 2025. New water heater in 2024. All new appliances throughout. This is not a home where you'll be opening your checkbook anytime soon. Now, about that condo fee — because it deserves a real conversation, not fine print. For what you pay each month, the condo association covers your roof, all exterior maintenance, water, sewer, an outdoor pool with a lifeguard, and tennis courts. Do the math: roof replacement alone runs $10,000 to $20,000 on a standalone home. Water and sewer bills in Maryland average $600–$900 per year. Pool memberships in the area run $800–$1,500 per season. The condo fee isn't an extra expense — it's a bundled lifestyle with built-in financial protection. The community offers an outdoor pool and tennis courts. The location puts you minutes from the shopping, dining, and commuter access of Cockeysville and Hunt Valley. At 37 Pickburn Court, you only need to unpack. Homes that combine this level of updates, this setting, and this price point don't last. Come see it before someone else makes it theirs.

37 Pickburn Ct Unit #C, Cockeysville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

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