Pikesville Homes with Pool

Pikesville Homes with Pool

Welcome to Pikesville, Maryland—a charming suburb nestled in Baltimore County that perfectly blends suburban tranquility with urban convenience. Known for its rich history, diverse community, and excellent amenities, Pikesville is an ideal place for families and professionals alike. With its picturesque tree-lined streets, vibrant local shops, and a variety of dining options, this community offers a warm and welcoming atmosphere.

One of the standout features of Pikesville is its impressive selection of homes, particularly those with pools. Imagine coming home to your own private oasis, where you can unwind and enjoy the warm Maryland sunshine. Homes with pools in Pikesville provide the perfect backdrop for summer gatherings, barbecues, or simply relaxing with a good book by the water. Whether you’re looking for a contemporary estate or a charming colonial, the real estate market here offers a diverse range of options to suit every taste and budget.

In addition to the beautiful homes, Pikesville boasts excellent schools, parks, and recreational facilities, making it a great place for families to settle down. The community is also conveniently located near major highways, providing easy access to Baltimore’s vibrant culture, entertainment, and employment opportunities.

If you’re searching for a home that combines comfort, style, and the luxury of a pool, Pikesville is the perfect destination. Dive into the lifestyle you’ve always dreamed of in this beautiful Maryland suburb!

Newest Pikesville Homes with Pool

2 Beds ⋅ 2 Baths

Welcome to Unit 210 at 7 Slade Avenue, a beautifully updated 2-bedroom, 2-bath condominium offering the perfect blend of comfort, style, and convenience. This bright and inviting home features an open, sun-filled layout, updated finishes, and custom-designed closets that maximize storage and organization throughout. Enjoy the ease of low-maintenance living with outstanding community amenities, including a doorman, secure building access, community pool, and abundant parking for residents and guests. The monthly condominium fee includes both electric and water, providing exceptional value and predictable monthly expenses. Ideally located close to shopping, dining, major commuter routes, and everything Pikesville has to offer, this move-in-ready home is an excellent opportunity for those seeking convenience, security, and modern living.

7 Slade Ave Unit #210, Pikesville

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

2 Beds ⋅ 2 Baths

37 Stonehenge Cir Unit #10, Pikesville

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

5 Beds ⋅ 5 Baths

Coming Soon in sought-after Regency Park! One of the largest villa models in the community, this exceptional home offers over 5 bedrooms, 4.5 baths, and the perfect blend of spacious living with the ease of a low maintenance lifestyle. Whether you're downsizing from a larger home or simply looking for room to entertain without sacrificing comfort, this home offers incredible flexibility for every stage of life. The sun-filled main level features beautiful parquet wood floors, a private office with wet bar, a spacious kitchen with breakfast area that opens to the inviting family room, and elegant formal living and dining rooms ideal for holidays and entertaining. Multiple balcony decks provide the perfect place to enjoy your morning coffee or unwind while overlooking the peaceful open green space behind the home. Upstairs, you'll find four generously sized bedrooms and three full baths, creating comfortable accommodations for visiting family and guests. The finished lower level expands your living space even further with room for a home gym, recreation area, game room, or media space, plus an additional bedroom and full bath, making it ideal for extended stays or multi-generational living. Perfectly positioned near the end of a quiet cul-de-sac, the home enjoys one of the community's most peaceful settings with expansive green space just beyond the backyard. Major exterior updates have already been completed, including a brand new roof and siding within the past year. Regency Park residents also enjoy a beautifully renovated private pool, along with newly updated tennis and pickleball courts just a short walk away, close enough for convenience while thoughtfully positioned away from the home's quiet setting. A rare opportunity to own one of the community's largest and most versatile villas in an exceptional location.

5 Whitebridge Ct Unit #5, Pikesville

Listing courtesy of Northrop Realty. Contact: 4106537700

2 Beds ⋅ 2 Baths

Beautifully updated and impeccably maintained 2-bedroom, 2-bath condominium in desirable Stevenson Village! This light-filled home features a spacious open-concept living and dining area, an airy kitchen with ample cabinetry and workspace, and an oversized screened porch—perfect for relaxing or entertaining. The generous primary suite offers a walk-in closet and private en-suite bathroom, while abundant storage throughout adds everyday convenience. Don't miss this wonderful opportunity—schedule your private tour today!

25 Stonehenge Cir Unit #25-5, Pikesville

Listing courtesy of Pickwick Realty. Contact: 4438023770

3 Beds ⋅ 4 Baths

Introducing this stunning home in the sought-after Villages At Woodholme, a premier active-adult 55+ gated community that offers resort-style living and endless amenities. This end-of-group home features three levels of exquisite living with three bedrooms and three-and-one-half bathrooms. Inside, soaring ceilings and sun-filled windows create a bright, inviting atmosphere with rich hardwood floors throughout the main level. The front living room boasts a two-story vaulted ceiling with skylights, and the dining room is graced with elegant chair railing and an artwork lighting system. Prepare your favorite meals in the spacious eat-in kitchen that is equipped with stainless steel appliances, including a double wall oven and separate cooktop, granite counters, a backsplash, 42-inch cabinets, a center island with seating, and a pantry. Just beyond the kitchen, the sunroom with a vaulted ceiling provides a cozy spot to relax and has access to the deck, complete with a retractable awning for outdoor enjoyment. Located on the main level, the primary bedroom suite features a tray ceiling and a walk-in closet with organizers. The luxurious en-suite bathroom has a dual-sink vanity, a glass-enclosed walk-in shower with a bench, and a jetted whirlpool walk-in tub. Completing the main level are a half bathroom and a laundry room with storage cabinets, a wall-mounted ironing board, and access to the attached one-car garage. Upstairs, a versatile loft is ideal for an office, lounge, or reading nook, along with two additional bedrooms and a shared hallway full bathroom. The fully-finished lower level offers a massive recreation room with space for everyone to gather and a wet bar with a mini fridge and extra dishwasher. A versatile office could also serve as an additional bedroom with another full bathroom around the corner. The utility room and two storage rooms ensure you always stay organized. The gated community of the Villages At Woodholme offers a wide variety of amenities, including a community center with social events, library, meeting and media rooms, fitness center, and exercise room. Outdoors you can enjoy the pool, tennis and pickleball courts, putting green, patios, and gathering spaces. Recent updates include a new roof in November 2025 and new HVAC in June 2025.

4415 Summer Grape Unit #4415, Pikesville

Listing courtesy of Northrop Realty. Contact: 4106537700

2 Beds ⋅ 2 Baths

Huge Price Adjustment!! Discover the charm of this beautifully maintained 2-bedroom, 2-bathroom condo in Stevenson Village, that boasts walk right in access. With 1,210 sq. ft. of inviting living space, this home features an open floor plan that seamlessly connects the living and dining areas, perfect for entertaining or cozy evenings in. The gourmet kitchen is a chef's delight, equipped with stainless steel appliances, wood cabinetry, granite counters, a built-in microwave and self-cleaning oven, along with ample table space, a pantry for all your culinary needs, and large granite island. Natural light pours in through the windows, highlighting the elegant wood floors and recessed lighting throughout. The spacious entry-level bedroom offers convenience, while the primary suite boasts a walk-in closet and a luxurious bathroom with a stall shower for ultimate relaxation. Step outside onto your enclosed patio for year round enjoyment. Enjoy the community amenities, including a sparkling outdoor pool and a welcoming clubhouse. The beautifully landscaped grounds feature secure storage options and well-maintained sidewalks, creating a serene environment for leisurely strolls. Additional features include in-unit washer and dryer, ensuring laundry day is a breeze. With a dedicated parking lot and a range of association services covering maintenance, security, and more, this condo offers a low-maintenance lifestyle without sacrificing comfort. Embrace the opportunity to make this delightful condo your new home!

5 Stonehenge Cir Unit #2, Pikesville

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

3 Beds ⋅ 4 Baths

Welcome to this end-unit villa-style former model home, backing to peaceful green space, in the Villages at Woodholme a desirable 55+ active adult community. Offering 3 bedrooms, 2 full baths, and 2 half baths. The open-concept main level features hardwood floors throughout the living and dining areas, flowing seamlessly into a spacious kitchen with granite countertops, a center island, tile flooring, and a sunny breakfast area. Step outside to the private deck overlooking a tranquil park-like setting, perfect for relaxing or entertaining. The main level also includes a laundry room, convenient access to the 2-car garage, and a half bath. Upstairs, you'll find two generously sized bedrooms, a full bath, and a spacious landing that is ideal for a sitting area, home office, or reading nook. The fully finished walk-out basement provides additional living space with built-ins, a bonus room, a half bath, and access to a charming brick patio. Combining comfort, thoughtful design, and a desirable private setting, this home is the perfect place to call your own.

4300 Scotch Rose Ct Unit #4300, Pikesville

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

4 Beds ⋅ 4 Baths

Rarely Available!!! Outstanding End of Group Villa with loads of updates in great location in Grey Rock Villas! The landscaped walkway leads to a side entrance and opens to separate Living and Dining Rooms with hardwood floors & crown moldings. The updated rear Kitchen with island, gas cooking, stainless appliances and quartz counters opens to a 2 story Family Room with gas fireplace & ceiling fan with access to deck. There is a Powder Room on this level as well! The Upper Level includes a Primary suite w/vaulted ceiling, 2 walk-in Chesapeake closets & an updated Primary Bath (1 yr) with double vanity,, whirlpool tub, shower, new lighting & luxury vinyl floor. There are 2 additional bedrooms & a hall bath on this level as well as laundry. The lower level Rec Room includes a 2nd gas fireplace, recessed lighting and a walkout sliding glass door to the yard. There is a full bath and a room being used as a bedroom as well as an office/crafts room on this level. Parking is no problem as there is a garage, driveway and additional parking spaces adjacent to this home. The garage comes complete with an EV charger. Grey Rock enjoys a gated entry, pool, ponds and beautiful common areas! Exterior maintenance including roof, lawn maintenance, water & more are included in monthly fee. Come see this home today!

110 Old Plantation Unit #110, Pikesville

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

2 Beds ⋅ 2 Baths

Beautifully updated 5th-floor condo in the sought-after Annen Woods community! Offering approximately 1,352 square feet of comfortable living space, this move-in-ready residence features fresh paint throughout, new luxury vinyl plank flooring, updated kitchen and bathroom vanities, and a recently installed HVAC system for added peace of mind. The spacious layout is filled with natural light and opens to a private balcony, perfect for enjoying your morning coffee or unwinding at the end of the day. Residents enjoy the convenience of an elevator building, secured entrance access, and a low-maintenance lifestyle in one of the area's most desirable condo communities. Annen Woods offers an impressive array of amenities, including a community swimming pool, tennis courts, beautifully maintained grounds, and more. Ideally located near shopping, dining, parks, and major commuter routes including I-795 and I-695, this home combines comfort, convenience, and value in a prime Baltimore County location. Feature Highlights for Bright MLS - Fresh Paint Throughout - New Luxury Vinyl Plank Flooring - Updated Kitchen Vanities - Updated Bathroom Vanities - Recently Installed HVAC - Private Balcony - Elevator Building - Secured Entrance - Approximately 1,352 Sq Ft Community Pool Tennis Courts Annen Woods Community Convenient Access to Shopping & Major Commuter Routes

2 High Stepper Ct Unit #505, Pikesville

Listing courtesy of Corner House Realty. Contact: (443) 499-3839

3 Beds ⋅ 5 Baths

List price to be opening bid at online only auction. Online auction to be conducted on Auctioneers website. Bidding begins Friday, August 7th at 1:00 pm & ends Wednesday, August 12th at 11:00 am. Luxury, Space, and Serenity in a Premier Pikesville Enclave Welcome to your private oasis. Nestled on a spectacular 1.68-acre wooded lot, this magnificent Two-Story Contemporary-Style brick estate offers the perfect blend of secluded natural beauty and modern architectural sophistication. Boasting approximately 5,625 square feet of total area of which 3,250 square feet is above-grade luxury plus a massive finished lower level, this home is designed for both grand-scale entertaining and comfortable multi-generational living. Pre-Auction Offers are Encouraged! Property Highlights • Expansive Living: 3+ Bedrooms, 4.5 Bathrooms • Total Square Footage: 5,625 sq. ft., ( 3,250 sq. ft. above grade + 2,375 sq. ft. lower level) • Outdoor Paradise: 1.68-acre wooded lot featuring a rear entertainment deck and an in-ground pool • Comfort & Efficiency: Two-zone heating and A/C system, well, and septic. The Main Level: Grandeur Meets Main-Level Living Step through the front door into a dramatic 2-story foyer that sets a tone of elegance. The main floor is masterfully designed to offer both soaring open spaces and functional privacy. • Great Rooms: A breathtaking 2-story family room features custom built-ins and a cozy fireplace. Adjacent, the living room-dining room combination boasts dramatic cathedral ceilings, making it perfect for hosting dinner parties. • The Spacious Kitchen & Conveniences: A spacious, sunlit kitchen serves as the heart of the home, complemented by a dedicated main-floor laundry room and a convenient hallway half-bath. • The Primary Sanctuary: Escape to the expansive First-Floor Primary Bedroom Suite, complete with a private sitting area, an oversized walk-in closet, and a bath featuring a deep soaking tub and a separate shower. • Flexible Office Space: A main-level Office/Bedroom with custom built-ins offers the ultimate "work-from-home" setup or an ideal guest space. • Garage & Storage: An oversized 2-car garage includes a massive storage area equipped with custom built-in cabinets. The Upper Level: Elevated Privacy • A beautiful gallery hallway overlooks both the foyer and the family room below. • Two additional generously sized bedrooms, each featuring its own private, en-suite full bathroom, ensuring maximum comfort for family or guests. The Lower Level: The Ultimate Walk-Out Suite Spanning approximately 2,375 square feet of nearly fully finished space, this massive lower level offers incredible flexibility and doubles perfectly as a separate living unit/in-law suite. • Entertainment Hub: A massive recreation/family room highlighted by extensive custom built-ins and modern recessed lighting. • Full Amenities: Equipped with its own kitchen and full bathroom. • Outdoor Access: Seamless walk-out access leads directly to the beautifully landscaped yard and pool area. Outdoor Living & Neighborhood The exterior of the home is a private retreat wrapped in a predominantly brick facade. Spend your summers lounging by the in-ground pool, dining al fresco on the rear deck, or exploring your own 1.68 acres of serene, wooded property. The Location: Pikesville Convenience While you'll feel miles away from the hustle and bustle, you are actually centrally located in the heart of Pikesville. • Minutes from Reisterstown Road and the Baltimore Beltway (I-695). • Easy access to premier dining, vibrant shopping centers, recreational facilities, and top-rated schools.

10 Valley Gate Way, Pikesville

Listing courtesy of Alex Cooper Auctioneers, Inc.. Contact:

5 Beds ⋅ 5 Baths

YOU NEED TO SEE THIS FOR YOURSELF!!! Attention to detail shows everywhere in this 6000 s/f rancher that has has 5 Br's & 4.5 BA's where everything has been enlarged, redesigned, remodeled and upgraded throughout from the covered front entry to the special Interior! The upper level has 4 bedrooms. And there is 1 more bedroom (currently being used as the poker table game room) in the lower, walkout level. Also included in the lower level is the rec room area with a bar, a big laundry room, full bath, utility & storage area, and convenient to walk out to the pool area. Every door in this home has been replaced with European-designed doors, stunning bathrooms, mahogany floors throughout, new HVAC systems, a brand-new large 75-gallon water heater, new kitchen & appliances, new fencing, and cabinetry in the entire home has been upgraded. Plus--- the original home has doubled in size with easy living and entertaining in mind! Huge, spacious rooms, additions, 2 driveways! - one directly to the refloored oversized 2 car garage with a Tesla charger. The ground level attached wine room/pool house boasts a covered rear patio off the living room overlooking the inground pool and fenced yard. All electric and water services have been improved. The entire home is serviced by an ethernet service and an extensive security system (camera & lights). Also included are the solar panels, the full house generator, kitchen water purifier, 3 zoned A/C, 2-sided f/p, main level TV room, insulated walls, and extra land included on side of home.

3213 Woodvalley Dr, Pikesville

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

2 Beds ⋅ 2 Baths

Beautifully renovated first-floor condo in Grey Rock Flats featuring 2 bedrooms, 2 full baths, and a one car garage. Step-free living offers exceptional ease and accessibility. Bright interiors are enhanced by oversized windows and abundant natural light. Enjoy outdoor relaxation on the private patio. Located in a gated community and convenient to I-695, I-795, and I-83, providing easy access to shopping, dining, and commuting routes. A perfect blend of comfort, convenience, and location!!

9136 Ruth Elder Ln Unit #9136, Pikesville

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

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