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PASADENA

One of the most popular communities provided by Charis Realty Group - Christine Issler, Broker

PASADENA

About PASADENA

Discover Pasadena, MD Real Estate

Welcome to Pasadena, Maryland — Your Affordable Gateway to Coastal Living on the Chesapeake Bay!

Perched on a sprawling peninsula in northern Anne Arundel County, Pasadena is a vibrant, water-privileged community that offers an unbeatable coastal lifestyle without the premium price tag of neighboring Annapolis. Bound by the Patapsco River, the Magothy River, and the wide-open waters of the Chesapeake Bay, Pasadena is a true haven for boaters, fishermen, and beach lovers. If you are looking for a place where you can trade city noise for bay breezes, Pasadena is the perfect spot to drop anchor.

Why Choose Pasadena, MD for Your Next Home?

Pasadena is one of the best-kept secrets in the Mid-Atlantic for high-value waterfront and water-privileged living. It offers a relaxed, laid-back "permanent vacation" vibe while keeping the major employment hubs of Baltimore, Annapolis, and Fort Meade entirely within reach. With an exceptionally high homeownership rate and an active, community-oriented culture, Pasadena is a place where neighbors become lifelong friends.

Top Features of Pasadena Real Estate

  • Water-Privileged Communities: Dozens of neighborhoods featuring private community beaches, boat ramps, piers, and marinas for residents.
  • Incredible Housing Variety: Everything from cozy, mid-century water cottages in Riviera Beach to modern, luxury waterfront estates along the shores of Lake Shore.
  • Generous, Private Lots: Residential areas characterized by spacious yards, long driveways, and plenty of room to park a boat or RV.
  • Unmatched Value: Offers some of the most accessible single-family home pricing on the water in Anne Arundel County.

Benefits of Living in Pasadena

1. A Living, Breathing Water Culture
In Pasadena, life revolves around the tides. Whether you enjoy kayaking up the quiet creeks, crabbing off a community dock, or taking a powerboat out to the Chesapeake Bay Bridge, the water is your backyard. Local marinas and yacht clubs host year-round events, making it incredibly easy to embrace the maritime lifestyle.

2. Premier County Parks on the Coast
Pasadena is home to two of Anne Arundel County's finest waterfront parklands:

  • Downs Park: Located at the tip of the peninsula, offering panoramic views of the Chesapeake Bay, miles of paved walking trails, a playground, and one of the region's only dedicated dog beaches.
  • Fort Smallwood Park: Features a historic gun battery, a large public boat ramp, a popular fishing pier, and prime views of massive cargo ships navigating toward the Port of Baltimore.

3. Strategic Tri-Metro Commuter Access
Pasadena offers an ideal central location for professionals on the move. Thanks to quick access to Route 100, Route 2 (Ritchie Highway), and I-695, your commute is streamlined:

  • Downtown Baltimore: 25 minutes
  • Historic Annapolis: 20 minutes
  • Fort Meade / NSA Hub: 25 minutes

4. Strong Community Schools & Youth Sports
Families put down roots here with confidence. The local schools—anchored by Chesapeake High School and Northeast High School—are known for their strong community support, active PTAs, and highly competitive athletic programs. Youth sports are a major part of the local culture, bringing the community together every weekend.

5. Local Dining & Coastal Flavors
From casual dockside tiki bars to classic Maryland crab houses, Pasadena’s food scene celebrates the Bay:

  • The Broken Oar: A local favorite for waterfront dining, live music, and fresh seafood.
  • Two Rivers Steak & Fish House: Known for its upscale, rustic atmosphere and incredible local menu.
  • Pit Beef & Crabs: Local roadside stands offering authentic Maryland pit beef and steamed blue crabs by the bushel.

Explore Available Properties

The Pasadena, MD real estate market offers options to fit every vision of the coastal dream:

  • Charming Water Cottages perfect for first-time buyers or weekend getaways.
  • Updated Split-Levels and Ranchers in established, tree-lined subdivisions.
  • Newer Construction Townhomes featuring modern, low-maintenance layouts.
  • Custom Waterfront Manors with private deep-water slips and panoramic bay views.

Invest in Pasadena, MD Real Estate Today

With its rare combination of affordable waterfront access, excellent regional connectivity, and stable property appreciation, purchasing a home in Pasadena is a sound investment for both your financial future and your quality of life.

Ready to find your slice of paradise on the peninsula? Contact a local expert on the Charis Realty Group team for personalized guidance and the latest market insights! 

One of the most popular communities provided by Charis Realty Group - Christine Issler, Broker
145
# of Listings
3
Avg # of Bedrooms
$292
Avg. $ / Sq.Ft.
$554,435
Med. List Price

Browse PASADENA Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

9 Properties Found. Page 1 of 1.

Welcome to “The Staycation Home”—an extraordinary private retreat tucked away on nearly 4 secluded acres in sought-after Cross Creek at Compass Pointe. Hidden from the cul-de-sac behind mature trees, a long private driveway opens to this impressive brick-front Colonial with a spacious parking area, designer-paver entrance and welcoming covered front porch. Offering more than 8,300 sq. ft. of finished living space, this home delivers an incredible combination of space, privacy and resort-style living. Enter the dramatic 2-story foyer with designer hardwood staircase, formal living and dining rooms, and a light-filled conservatory. Beyond the foyer, the home opens to a spacious family room with gas fireplace, kitchen and sunroom. The kitchen features granite countertops, stainless steel appliances, center island and custom pantry. A second staircase, tucked-away desk area, mudroom/laundry and access to the 3-car garage add everyday convenience. The family room and sunroom feature remote-controlled blinds. A main-level bedroom with private full bath offers the perfect space for guests or multigenerational living. Double doors open directly to the incredible wraparound 3-season deck. The sunroom also opens through French doors, allowing the indoor and outdoor spaces to flow together. Designed for entertaining, the deck features peaked wood ceilings, skylights, 4 remote-controlled ceiling fans, rope lighting, speakers and a custom grill with hood—all overlooking the backyard oasis. Upstairs are 5 bedrooms, including an impressive primary suite with tray ceiling, spacious bath with dual vanity, jetted soaking tub and separate shower, plus an exceptional custom walk-in closet featuring built-in organizers, felt-lined locking jewelry drawers, pull-out clothing-prep bars, full-length pull-out mirror and dedicated tie and belt storage. One additional bedroom has a private full bath, two share a Jack-and-Jill bath, and another features its own full bath. All bedrooms include custom closet systems, ceiling fans and blinds. The expansive lower level is an entertainer's dream! Multiple bonus rooms offer flexibility for a gym, office, guest space or hobbies. Enjoy an open recreation area, dedicated theater room, family room with gas fireplace, custom-designed bar with sink, additional lounge area, office, pantry and abundant storage. The pool table currently in the recreation area conveys with the home. Walk out to a covered paver patio with rope lighting, remote-controlled ceiling fans and speakers, then step into your own private resort. The heated saltwater pool and spa feature a large sun-shelf entry, waterfalls, extensive landscaping and an oversized paver patio perfect for lounging, dining and entertaining. A designated playground area adds even more outdoor enjoyment, while the surrounding mature tree line creates an incredible sense of privacy. Front and backyard irrigation helps maintain the beautifully landscaped grounds. The owners have also invested in the updates that matter most, including a new roof, 3 updated furnace/A/C systems and hot water heater installed in 2021. The interior has been recently painted throughout in a fresh neutral palette, cabinetry has been refreshed, bathroom vanities updated, and original recessed lighting replaced with modern flat-panel LED lighting. Open the doors, fire up the grill, swim beneath the waterfalls, soak in the spa, watch a movie in your theater or gather around the custom bar. With 6 bedrooms, 3 finished levels, a 3-car garage and nearly 4 private acres surrounded by nature, this isn't simply a home—it's a lifestyle. Welcome to your year-round Staycation!
#MDAA2152606

PASADENA

1654 BRAID HILLS DRIVE

6 Beds

6 Baths

8,300 Sq.Ft.

$1,874,000

MLS#: MDAA2152606

Welcome to Your Private 2-Acre Luxury Resort – 6 Bedrooms | 5.5 Baths | 8,205 Finished Sq Ft Tucked away at the end of a quiet dead-end street in the highly sought-after Chesapeake School District, this extraordinary 4-level colonial estate offers the perfect combination of luxury, privacy, and resort-style living. Situated on nearly 2 partially wooded acres with no HOA, the property is fully enclosed by a 6' privacy fence and secured by a newly updated electric gated entrance. Inside, over 8,200 finished square feet showcase exceptional craftsmanship, including soaring 19' ceilings, a dramatic curved staircase, hardwood floors, solid wood doors, crown molding, plantation shutters, and extensive 2024-2026 updates featuring fresh designer paint, premium carpeting, modern lighting, smart switches, outlets, and plumbing fixtures. The gourmet kitchen is designed for entertaining with a commercial-grade gas range, double wall ovens, oversized island, dry bar with wine refrigerator, new LG counter-depth refrigerator, and spacious breakfast area. The adjoining sunroom features heated floors, cathedral ceilings, custom built-ins, an ice maker, under-counter refrigerator, and direct access to the outdoor living spaces. The luxurious owner's wing offers a true private retreat with a tray ceiling, gas fireplace, oversized walk-in closet, private laundry, and spa-inspired bath featuring heated floors, smart toilet, Jacuzzi tub, and oversized dual-head shower. A private staircase leads to an incredible fourth-level bonus suite with 10' ceilings, five dormers, gas fireplace, wet bar, and refrigerator—ideal as a home office, library, or private lounge. The home also features a main-level guest/in-law suite with an updated full bath, an upper-level guest suite with private bath, plus two additional bedrooms connected by a renovated Jack-and-Jill bath... The walk-out lower level was designed for entertainment and wellness with a large recreation room, fireplace, built-in media center, dedicated theater featuring a 150" laser projection system with 9.2.4 Dolby Atmos surround sound, home gym, custom sauna, and full bath. Step outside to your own private resort. The backyard showcases a spectacular 45,000-gallon heated saltwater Roman-style pool with waterfalls, oversized spa, stamped concrete decking, covered dining pavilion, and a two-story pool house with new HVAC and second-floor studio. The Jandy Smart Pool System, updated equipment, and included premium wicker furniture make this outdoor oasis truly turnkey. Additional premium features include dual tankless gas water heaters with instant recirculation, a 20KW whole-house natural gas generator, Ring security system with exterior cameras, smart lighting, Wi-Fi thermostats, smart locks, EV charging station, heated 3-car garage, and extensive exterior lighting creating stunning evening curb appeal. Offering an unmatched blend of elegance, technology, privacy, and resort-style amenities, this one-of-a-kind estate is truly a rare opportunity. Schedule your private tour today.
#MDAA2151522

PASADENA

11 WALTERS WAY

6 Beds

5 Baths

8,205 Sq.Ft.

$1,749,900

MLS#: MDAA2151522

Discover a prime investment opportunity with this expansive 25.85-acre parcel of land, poised for significant appreciation in a rapidly developing area. This undeveloped land offers a blank canvas for visionary investors looking to capitalize on future growth. Strategically located, this property is ideal for a variety of uses. The size and versatility of the lot provide ample space for multiple projects, enhancing the potential for high returns on investment. As urban expansion continues, this land is positioned to benefit from increased demand, making it a smart addition to any investment portfolio. The potential for appreciation, coupled with the opportunity to create a tailored development, makes this property a compelling choice for those looking to maximize their investment in real estate. Seize this chance to invest in a promising future-this land is not just a purchase; it's a strategic move towards financial growth.
#MDAA2078070

PASADENA

8270 EDWIN RAYNOR BOULEVARD

None Beds

None Baths

25.85 acres

$1,550,000

MLS#: MDAA2078070

Prime Waterfront Location with Nearly 8 Acres! Discover the possibilities with this unique 5-bedroom, 2-full-bath waterfront home on 7.92 acres, offering a serene and private setting that feels like you’re on vacation every day. Enjoy beautiful water views, a large pier with two boat lifts and approximately 6–9 feet of water depth plus a spacious screened-in porch perfect for relaxing and enjoying peaceful evenings by the water. The property also features a children’s play area, volleyball area, ample parking, basement laundry, and a convenient basement bathroom with outdoor access. Cherished as a family home for many years, this property has been the setting for countless memorable occasions, including weddings, church services, parties, showers, campfires, business meetings, and gatherings of more than 100 people. Private, peaceful, and full of possibilities—bring your ideas, add your personal touch, and make this one-of-a-kind waterfront retreat your own!
#MDAA2154254

PASADENA

285 COVE ROAD

5 Beds

2 Baths

1,656 Sq.Ft.

$1,500,000

MLS#: MDAA2154254

New on site 1 day ago
WELCOME HOME! Located on 3.5 acres of private, wooded grounds along the tranquil waters of Black Hole Creek, lies an exquisite Colonial-style residence that offers a rare blend of sophisticated design, modern luxury and effortless waterfront living. Tucked away in a remarkably private setting, the property delivers an unparalleled sense of peace while showcasing a home thoughtfully designed for the most discerning buyer. From the moment you arrive, the residence makes a striking impression with its private circular driveway and lush landscape. The classic architecture provides timeless character, while the interiors have been professionally designed from top to bottom with a sleek, modern aesthetic and an exceptionally curated selection of finishes and features. Offering 3,300 finished square feet, four bedrooms, two full baths and two half baths, this magnificent 3-level home with in-ground pool, large deck/patio and expansive backyard to the water, provides an ideal balance of entertaining spaces and private retreat. With over $460,000 in improvements by current owner, enhancements on exterior include Pella Architectural windows, custom expanded Pella double front door, custom garage doors, custom sliding doors on back of house to deck/patio and pool, glass block basement windows, all new doors on exterior of house and cabana pool doors, Leaf Guard gutters, backyard black fence, exterior lighting, guest parking feature wall in Eldorado Stone. As you enter the home on main level, you're greeted with a warmth of stylish furnishings and enhancements that include Le Grand light switches and outlets throughout, upgraded laminate flooring on main, an inviting family/living room with floor-to-ceiling decorative hearth with Quadra-Fire wood burning stove for cozy evenings, recessed lighting. The chef's kitchen will dazzle you with sleek custom Italian cabinetry (soft-close/pull-outs), kitchen island and a full suite of German Miele SS appliances to include a built-in coffee station, speed oven with Master Chef features, steam oven, warming drawer, full size oven, 36-inch induction cooktop with vent hood, 48-inch refrigerator/freezer and a knock-knock (handle-less) dishwasher. Quartz countertops, upgraded faucets and backsplash accompany with eat-in kitchen space and large dining room off kitchen. Three sets of sliding glass doors off family/living/kitchen spaces will take you out to the expansive deck/patio and pool. Remodeled powder room. As you go up curved staircase to upper level, you're greeted with four generous-sized bedrooms. Upper-level floors refinished. Oversized primary suite includes wood-burning fireplace, remodeled closet organizer and remodeled luxurious ensuite bathroom with dual vanities, roman soaking tub/open glass shower. Remodeled hallway bathroom. The finished lower level includes a large recreation room with Quadra-Fire pellet stove and custom built-in entertainment bar with refreshment refrigerator and microwave - perfect for movie night! Other half of finished basement includes an expansive built-in laundry station with ceramic farm sink, floor-to-ceiling cabinetry, folding table and extra-efficient built-in Miele washer and ventless dryer. Included in this area is additional space for gym/playroom/office. Remodeled half bath. Outdoor pool has been refurbished with new filtration system/pump. New deck/patio and cabana bathroom remodeled. Existing dock/pier conveys as-is and is ready for your final touches. New roof. Electrical panel upgraded. New sump pump. Water softener system. Thoughtfully incorporated eco-friendly features include geothermal HVAC conversion, nitrogen-reducing septic tank, reverse-osmosis water filtration system and solar attic fan. Whether enjoying a quiet morning surrounded by nature, entertaining guests in beautifully designed interiors or simply taking in the spectacular views, this property offers a lifestyle defined by privacy, elegance and connection to the outdoors. A Must See!
#MDAA2156934

PASADENA

322 EAGLE HILL ROAD

4 Beds

2 Baths

3,300 Sq.Ft.

$1,350,000

MLS#: MDAA2156934

Own a statement-home in one of the most sought-after communities on the Chesapeake watershed. This bespoke residence will grace an expansive 2-acre lot, commanding both scale and privacy. Prepare to indulge in: • Up to 5,500 sq ft of exquisitely finished living space • Up to 6 luxurious bedrooms, – First Floor Primary Suite with En Suite Option Available! • Up to 5.5 spa-inspired bathrooms, designer curated • A 3-car garage sized for today’s lifestyle • High-end finishes throughout: artisan millwork, premium stone, designer touches And the community setting? Unrivaled. • Gated access, controlled-entry – protection and prestige • Panoramic waterfront orientation & deep-water vistas • Waterfront common areas, kayak/paddle craft zones, private pier • Quiet, manicured boulevard and tree-lined streets Rarely do both acreage and signature architecture combine in a market like this. If you’re seeking a true luxury estate with the lifestyle to match, this one is poised to deliver. Annesley by the Bay is located on Wall Cove and Rock Creek and has pier access for recreational use. Walking distance to Mike's Crab House and White Rocks Marina and Boatyard and 2 miles from Compass Pointe. Exterior Photo is Artist Rendering. Interior Photos are of Previously Built Like Model and may show additional spaces Finished. Rendering shown with Landscaping Package is not included.
#MDAA2131954

PASADENA

17 VINTER LANE

4 Beds

3 Baths

4,300 Sq.Ft.

$1,349,999

MLS#: MDAA2131954

New on site today
Welcome to 7845 June Drive—a truly once-in-a-lifetime property nestled right in the heart of Pasadena. Imagine a space where multiple generations can live together, share memories, and gather for summer barbecues, all while maintaining their own luxurious, fully independent spaces. This isn't just a home; it is an exclusive, fully fenced private compound that flawlessly blends connection with privacy. The Primary Residence: The main residence features four spacious bedrooms and three full bathrooms, and has been completely renovated from top to bottom. The kitchen, bathrooms and primary suite have been masterfully reimagined with high-end finishes for modern living. Outside, you have plenty of spaces to unwind: sip your morning coffee on the covered front porch, host dinners on the large covered rear patio, or slip into your personal saltwater hot tub. The home also includes an attached two-car garage and, most importantly, direct access out your back door to your private resort-style oasis. The Shared Centerpiece: Situated perfectly between the two homes is the stunning in-ground pool that brings everyone together. Completely overhauled in 2026, the pool features brand-new equipment, new plaster, fresh coping, and new epoxy. It even boasts a custom shallow tanning shelf so you can stay cool in the water while catching some sun. The 10/10 Guest House: Just on the other side of the pool is what makes this property so incredibly special: a 1,536 sqft guest house. We all know that secondary homes can often feel like an afterthought, lacking the amenities and finishes they truly deserve. Not here. The guest house at 7845 June Drive is an absolute 10/10. Offering two bedrooms, two full bathrooms and a den, this home greets you with tall ceilings and a gorgeous open floor plan. The reimagined kitchen and bathrooms are equally as new and beautiful as the primary residence. Every detail in the guest house was designed for luxury and comfort. You’ll love the dedicated walk-in pantry with plenty of space for a custom coffee bar, a beautiful tile fireplace with a wood stove insert, and a built-in mini-fridge for easy entertaining. The oversized en-suite bathroom is heaven, boasting a rare double-shower setup. The guest house also features its own oversized two-car garage, private outdoor patio spaces, and a private gated entrance for the driveway. The guest house also features owned solar panels that are ready to be connected by the new owner. Other features include tankless water heaters, propane cooking, dual-fuel heating, plumbing rough-ins for an outdoor shower, dedicated circuit for future car charging, ghost gate, raised dishwashers, and even Christmas light electric outlets up near the roofline. The Community: As the cherry on top, this spectacular estate includes access to a community boat ramp to help you take full advantage of the local Pasadena waterways. Properties that offer this level of quality, privacy, and true multi-generational living rarely hit the market. Don't miss your chance to bring the whole family together at 7845 June Drive!
#MDAA2157030

PASADENA

7845 JUNE DRIVE

5 Beds

None Baths

3,705 Sq.Ft.

$1,300,000

MLS#: MDAA2157030

New on site today
Welcome to 7845 June Drive—a truly once-in-a-lifetime property nestled right in the heart of Pasadena. Imagine a space where multiple generations can live together, share memories, and gather for summer barbecues, all while maintaining their own luxurious, fully independent spaces. This isn't just a home; it is an exclusive, fully fenced private compound that flawlessly blends connection with privacy. The Primary Residence: The main residence features four spacious bedrooms and three full bathrooms, and has been completely renovated from top to bottom. The kitchen, bathrooms and primary suite have been masterfully reimagined with high-end finishes for modern living. Outside, you have plenty of spaces to unwind: sip your morning coffee on the covered front porch, host dinners on the large covered rear patio, or slip into your personal saltwater hot tub. The home also includes an attached two-car garage and, most importantly, direct access out your back door to your private resort-style oasis. The Shared Centerpiece: Situated perfectly between the two homes is the stunning in-ground pool that brings everyone together. Completely overhauled in 2026, the pool features brand-new equipment, new plaster, fresh coping, and new epoxy. It even boasts a custom shallow tanning shelf so you can stay cool in the water while catching some sun. The 10/10 Guest House: Just on the other side of the pool is what makes this property so incredibly special: a 1,536 sqft guest house. We all know that secondary homes can often feel like an afterthought, lacking the amenities and finishes they truly deserve. Not here. The guest house at 7845 June Drive is an absolute 10/10. Offering two bedrooms, two full bathrooms and a den, this home greets you with tall ceilings and a gorgeous open floor plan. The reimagined kitchen and bathrooms are equally as new and beautiful as the primary residence. Every detail in the guest house was designed for luxury and comfort. You’ll love the dedicated walk-in pantry with plenty of space for a custom coffee bar, a beautiful tile fireplace with a wood stove insert, and a built-in mini-fridge for easy entertaining. The oversized en-suite bathroom is heaven, boasting a rare double-shower setup. The guest house also features its own oversized two-car garage, private outdoor patio spaces, and a private gated entrance for the driveway. The guest house also features owned solar panels that are ready to be connected by the new owner. Other features include tankless water heaters, propane cooking, dual-fuel heating, plumbing rough-ins for an outdoor shower, dedicated circuit for future car charging, ghost gate, raised dishwashers, and even Christmas light electric outlets up near the roofline. The Community: As the cherry on top, this spectacular estate includes access to a community boat ramp to help you take full advantage of the local Pasadena waterways. Properties that offer this level of quality, privacy, and true multi-generational living rarely hit the market. Don't miss your chance to bring the whole family together at 7845 June Drive!
#MDAA2156168

PASADENA

7845 JUNE DRIVE

6 Beds

5 Baths

3,705 Sq.Ft.

$1,300,000

MLS#: MDAA2156168

Extraordinary opportunity! This lot has been in the for 50+ years and is the last buildable lot in Windmill Pt. Enjoy the Chesapeake lifestyle and build your dream home on this waterfront lot, featuring 134 feet of riprap water frontage, pier, oversize platform, two boat lifts, and, as an added bonus, a boat ramp! Plans w/AA County to construct 2500 sq ft home. This does not include the walkout basement or the two car garage.Imagine watching the sunrise over the Chesapeake Bay and taking in magnificent sunsets over the Magothy River and Redhouse Cove. Located toward the end of Mountain Road and a stone's throw from Gibson Island, you don't want to miss this opportunity!
#MDAA2128256

PASADENA

5169 MOUNTAIN ROAD

None Beds

None Baths

0.61 acres

$1,200,000

MLS#: MDAA2128256

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