Recently Sold Homes in Chartwell, MD

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SOLD SEP 19, 2025

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
A fantastic opportunity in the desirable Benfield Manor Community of Severna Park. This brick split foyer features 4 bedrooms, 2.5 bathrooms, and sits on a spacious lot with mature trees. The main level features a bright and open living/dining area that flows into the eat-in kitchen with plenty of cabinetry and awaits your personal touch. Down the hall, you will find 3 bedrooms, including a primary suite with a private bath. The lower level offers additional living space, featuring a large open family room, a fourth bedroom or office space, and interior access to the one-car garage. Outside, the backyard is perfect for gardening, entertaining, or simply relaxing. This home is ready for it's

$473,000 Last sold price

3 beds2 baths1,828 sq ft

504 Grandin Ave, Severna Park, MD 21146

(443) 372-7171

SOLD DEC 1, 2025

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
Welcome to 114 Longfellow Drive in the highly desirable Brittingham community, served by Severna Park schools. This stunning 5-bedroom, 4.5-bath residence is tastefully updated, offering luxurious amenities and exceptional indoor/outdoor living for both everyday comfort and grand entertaining. A long private driveway leads to this elegant brick home, highlighted by paver walkways and wrought iron railings. Inside, a dramatic two-story foyer showcases both the spacious living room and formal dining room, creating an inviting and open introduction to the home. The remodeled chef’s kitchen boasts custom cabinetry, GE Monogram appliances, an oversized granite island with seating, and a wa

$1,550,000 Last sold price

5 beds4.5 baths5,772 sq ft

114 Longfellow Dr, Millersville, MD 21108

(443) 906-3848

SOLD NOV 7, 2025

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
Charming 3-Bedroom Home in Carrollton Manor – Water-Oriented Community with Marina Access Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable waterfront community of Carrollton Manor. Embrace the Chesapeake Bay lifestyle with access to multiple water access points, a private marina with boat slips, and a community fishing pier—perfect for boating, paddleboarding, or simply relaxing by the water. Step inside to a bright and spacious living room featuring vaulted ceilings and abundant natural light. The main level offers a convenient primary suite, while the upper level includes two additional bedrooms and a full bath—perfect for gue

$505,000 Last sold price

3 beds2 baths1,644 sq ft

526 West Dr, Severna Park, MD 21146

(410) 544-8800

SOLD OCT 30, 2025

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
Here it is: the charming, totally renovated coastal-style home you've been looking for! Welcome to this beautiful Cape Cod located in Severna Park's water-privileged community of Carrollton Manor. Situated on a quiet street just blocks from the Severn River, this 3-bedroom home features thoughtfully curated upgrades and inviting indoor and outdoor living spaces. The current owner has made substantial improvements in 2024-25, including a new Bosch HVAC system, full primary suite renovation with walk-in closet and deluxe primary bath, new KitchenAid electric convection range, dishwasher, refrigerator and microwave (with convection oven and air fryer), NEW larger electric water heater, new car

$589,000 Last sold price

3 beds1.5 baths1,594 sq ft

521 Kenmore Rd, Severna Park, MD 21146

(410) 429-7425

SOLD BY REDFIN SEP 22, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
Fixer-Upper in Desirable Chartwell! Rare opportunity in Chartwell on the Severn! This 4 BR, 3 BA home with a 3-car garage and finished basement sits on a generous lot, offering endless renovation potential. Bring your vision to life in a community known for top-rated Severna Park schools, Chartwell Golf & Country Club, Kinder Farm Park, and easy access to shopping and commuter routes. Solid bones, prime location — your dream home starts here! HOME SOLD AS IS - seller will not make any repairs.

$611,000 Last sold price

4 beds3 baths2,086 sq ft

27 Saint Andrews Rd, Severna Park, MD 21146

Property at 467 Cornwall Ct, Severna Park, MD 21146, 4 beds, 3.5 baths

$950,000 Last sold price

4 beds3.5 baths3,867 sq ft

467 Cornwall Ct, Severna Park, MD 21146

(410) 544-8800

Property at 680 Wellerburn Ave, Severna Park, MD 21146, 4 beds, 3.5 baths

$795,000 Last sold price

4 beds3.5 baths1,820 sq ft

680 Wellerburn Ave, Severna Park, MD 21146

(301) 469-4700

Property at 442 Fairford Ct, Severna Park, MD 21146, 4 beds, 3 baths

$610,000 Last sold price

4 beds3 baths2,407 sq ft

442 Fairford Ct, Severna Park, MD 21146

(410) 544-4000

Property at 490 Derby Ct, Severna Park, MD 21146, 3 beds, 2.5 baths

$685,000 Last sold price

3 beds2.5 baths2,058 sq ft

490 Derby Ct, Severna Park, MD 21146

(410) 729-7700

Property at 528 Lakeview Cir, Severna Park, MD 21146, 4 beds, 2.5 baths

$900,000 Last sold price

4 beds2.5 baths2,785 sq ft

528 Lakeview Cir, Severna Park, MD 21146

(410) 266-0600

Property at 747 Rock Elm Ct, Millersville, MD 21108, 4 beds, 3.5 baths

$842,747 Last sold price

4 beds3.5 baths2,804 sq ft

747 Rock Elm Ct, Millersville, MD 21108

(202) 338-0500

Property at 148 Drexel Dr, Severna Park, MD 21146, 4 beds, 2.5 baths

$820,000 Last sold price

4 beds2.5 baths2,544 sq ft

148 Drexel Dr, Severna Park, MD 21146

(443) 372-7171

Property at 37 Severndale Rd, Severna Park, MD 21146, 4 beds, 2.5 baths

$560,000 Last sold price

4 beds2.5 baths2,429 sq ft

37 Severndale Rd, Severna Park, MD 21146

(410) 729-7700

Property at 114 Clarence Ave, Severna Park, MD 21146, 4 beds, 3 baths

$615,000 Last sold price

4 beds3 baths2,112 sq ft

114 Clarence Ave, Severna Park, MD 21146

(410) 544-4000

Property at 114 Overlea Dr E, Severna Park, MD 21146, 5 beds, 4.5 baths

$795,000 Last sold price

5 beds4.5 baths— sq ft

114 Overlea Dr E, Severna Park, MD 21146

(410) 560-3556

Property at 250 Gough Ct, Severna Park, MD 21146, 5 beds, 3.5 baths

$875,000 Last sold price

5 beds3.5 baths3,252 sq ft

250 Gough Ct, Severna Park, MD 21146

(410) 280-5600

Property at 112 Overlea Dr E, Severna Park, MD 21146, 5 beds, 4.5 baths

$795,000 Last sold price

5 beds4.5 baths3,140 sq ft

112 Overlea Dr E, Severna Park, MD 21146

(410) 560-3556

$600,000

4 beds2 baths1,644 sq ft

513 Benforest Dr, Severna Park, MD 21146

$699,000

— beds2.5 baths2,134 sq ft

542 Benforest Dr, Severna Park, MD 21146

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BOUGHT WITH REDFIN NOV 7, 2025

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
Welcome to 301 Light Street Avenue—where comfort meets convenience in the heart of Pasadena. This beautifully maintained home sits on a spacious lot with two horseshoe-shaped asphalt driveways, offering parking for six to seven vehicles—perfect for hosting gatherings or accommodating a multi-driver household. Step inside to discover a thoughtfully designed interior that blends functionality with charm. The open-concept kitchen, breakfast room, and family room layout creates an ideal space for entertaining and everyday living. Whether you're relaxing in the cozy living room, preparing meals in the well-appointed kitchen, or enjoying quiet mornings in sunlit bedrooms, every corner

$550,000 Last sold price

3 beds2 baths1,790 sq ft

301 Light Street Ave, Pasadena, MD 21122

(410) 544-4000 Redfin Corp

SOLD NOV 14, 20253D WALKTHROUGH

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
Welcome to 110 Longfellow Drive in Brittingham! This meticulously maintained 6-bedroom, 4 full bath, 2 half bath Converse-built home offers over 6,500 square feet of finished living space, combining timeless craftsmanship with thoughtful upgrades in one of the area’s most sought-after neighborhoods. The main level features a custom-designed, multi-room suite perfect for extended family, a home office, or media room. The open-concept kitchen shines with modern updates, flowing seamlessly into generous living and entertaining spaces. Highlights include: * Over 6,500 sq. ft. of finished living space * Custom main-level in-law or flex suite (not an addition) * Finished basement (app

$1,225,000 Last sold price

6 beds5 baths6,490 sq ft

110 Longfellow Dr, Millersville, MD 21108

(443) 901-2200

SOLD OCT 16, 2025

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
Welcome home to 88 Stratford Drive! You’ll fall in love at first sight when you see this home nestled in the Severna Park. The yard is professionally landscaped and re-sodded. The moment you step inside, you’ll see that every aspect of this house has been tastefully updated with luxury vinyl plank flooring, new carpet and fresh neutral paint throughout the house. The upgraded dine-in kitchen showcases stainless appliances and elegant granite countertops. Dine this fall in your screened-in porch just off the kitchen, overlooking a private backyard. The fully finished basement has a large recreation room to offer additional space for an office, craft room, football hangout, or exe

$480,000 Last sold price

3 beds2.5 baths2,124 sq ft

88 Stratford Dr, Severna Park, MD 21146

(410) 729-7700

SOLD NOV 14, 2025

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
Open House: Sunday, 10/19, from 10AM to Noon! Welcome to 401 Green Grove Court, a spacious colonial-style home featuring a cul-de-sac setting and fantastic Shipley's Choice location, with both the elementary school and the Swim and Tennis Club within easy walking distance. The main floor features a sun-drenched living room with vaulted ceiling, skylights, and gas fireplace with stone surround. Just off the living room, an expansive deck overlooks the fully fenced backyard with hot tub! These spaces flow seamlessly for entertaining, grilling out, or relaxing by the fire. The updated open plan kitchen includes counter seating and an eat-in area as well as gas for cooking, matching LG stainles

$850,000 Last sold price

5 beds3 baths2,803 sq ft

401 Green Grove Ct, Millersville, MD 21108

(410) 429-7425

SOLD OCT 23, 2025

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
* Offer Deadline 9.22.25 5PM * Welcome to 800 Cool Glade Ct, a 5-bedroom, 3.5-bath home in the sought-after Shipley’s Choice community. Set on a quiet cul-de-sac, it’s an easy walk to the swim club, school, and playgrounds. Offering over 3,600+ finished square feet, this home features a bright, open layout, a private in-law/ au pair suite, and a fabulous four-season sunroom. The large kitchen features an island, ample storage, a cheerful breakfast nook, and opens to a separate dining room. Recent upgrades include new stainless steel appliances: refrigerator, stove, and microwave. The kitchen opens to the family room, which offers a cozy natural gas fireplace with stone surround

$880,000 Last sold price

5 beds3.5 baths3,647 sq ft

800 Cool Glade Ct, Millersville, MD 21108

(410) 429-7425

SOLD SEP 22, 2025

ABOUT THIS HOME
Recently Sold Home in Chartwell, MD:
The Lifestyle You Want. The Neighborhood You Love. Modern Comfort & Timeless Charm in the Heart of Shipley’s Choice. Welcome to 798 Helmwood Court, a beautifully updated Colonial tucked away on a peaceful cul-de-sac in the heart of Shipley’s Choice, one of Anne Arundel County’s most sought-after communities. With 4 bedrooms, 3.5 bathrooms, and over 3,700 square feet of finished living space across three levels, this home offers the perfect blend of comfort, flexibility, and modern design—all within the top-rated Severna Park school system. Step inside to a light-filled open layout, where the kitchen, breakfast nook, and family room flow seamlessly together, cre

$855,000 Last sold price

4 beds3.5 baths3,495 sq ft

798 Helmwood Ct, Millersville, MD 21108

(410) 429-7425

Property at 4 Belhaven Ct, Severna Park, MD 21146, 4 beds, 3 baths

$640,000 Last sold price

4 beds3 baths2,020 sq ft

4 Belhaven Ct, Severna Park, MD 21146

(410) 255-3690

Property at 339 Light Street Ave, Severna Park, MD 21146, 6 beds, 4.5 baths

$701,500 Last sold price

6 beds4.5 baths2,550 sq ft

339 Light Street Ave, Severna Park, MD 21146

(301) 855-8600

Property at 104 Retriever Way, Severna Park, MD 21146, 5 beds, 3.5 baths

$920,000 Last sold price

5 beds3.5 baths3,938 sq ft

104 Retriever Way, Severna Park, MD 21146

(410) 429-7425

$250,000

— beds1 bath1,404 sq ft

101 Mulberry Ave, Pasadena, MD 21122

$610,000

— beds2.5 baths3,272 sq ft

315 Beech Grove Ct, Millersville, MD 21108

Property at West Dr, Severna Park, MD 21146

$186,000 Last sold price

— beds— baths— sq ft

West Dr, Severna Park, MD 21146

(410) 224-0600

Recently Sold Homes in Chartwell

There are currently 19 recently sold homes for sale in Chartwell. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Popular neighborhoods include Woods Edge, Old Severna Park, Linstead-on-the-Severn, Whitehurst, and Round Bay. This map is refreshed with the newest listings in Chartwell every 15 minutes.

Find your dream home in Chartwell using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chartwell are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chartwell. If you're looking to sell your home in the Chartwell area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chartwell with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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