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Browse All Chesterfield Properties for Sale

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8061 Croydon Way, Pasadena $339,900

Welcome to 8061 Croydon Way, a well-maintained three-level townhome in Pasadena's Chesterfield community. The main level offers a spacious living room, combination kitche...

  • 2 Beds
  • 3 Baths
  • MDAA2152474 MLS
7825 Acorn Bank, Pasadena image
7825 Acorn Bank, Pasadena $512,000

Exceptional Properties. Exceptional Clients. Nestled on a quiet cul-de-sac in the desirable Chesterfield community, 7825 Acorn Bank offers over three levels of thoughtful...

  • 3 Beds
  • 3 Baths
  • MDAA2147468 MLS
7882 Brighton Ct, Pasadena image
7882 Brighton Ct, Pasadena $485,000

Well Maintianed Split Foyer available in one of Pasadena's premier subdivisons. Backyard oasis with a screened in porch, patio, and a salt water pool surrounded by vinyl ...

  • 4 Beds
  • 2 Baths
  • MDAA2152100 MLS
3460 Brookhaven   Road, Pasadena image
3460 Brookhaven Road, Pasadena $446,500

The seller has set an OFFER DEADLINE for Sunday, June 28th at 4pm Set within Pasadena’s Chesterfield community, this 3 bedroom, 2.5 bath detached home delivers nearly 1,...

  • 3 Beds
  • 3 Baths
  • MDAA2148524 MLS
8090 Round Table   Court, Pasadena image
8090 Round Table Court, Pasadena $375,000

Buyer financing fell through - their loss, your opportunity! Back on the market and ready for a strong new buyer. Don't miss this second chance at an incredible home befo...

  • 4 Beds
  • 2 Baths
  • MDAA2141988 MLS
7909 Wellesley   Court, Pasadena image
7909 Wellesley Court, Pasadena $341,700

This well-maintained townhome offers comfortable living with thoughtful updates throughout. The main level features beautiful hardwood floors, creating a warm and invitin...

  • 2 Beds
  • 2 Baths
  • MDAA2147602 MLS
7854 Centergate   Court, Pasadena image
7854 Centergate Court, Pasadena $420,000

Welcome to 7854 Centergate Ct in the established Queens Park community of Pasadena. This well cared home offers space, updates, and everyday functionality. The main level...

  • 3 Beds
  • 3 Baths
  • MDAA2144818 MLS
3634 Robin Air Ct, Pasadena image
3634 Robin Air Ct, Pasadena $342,500

This 2 bedroom, 2 bathroom end unit is a sought-after rarity in the Chesterfield community! With a recently-remodeled (2023) kitchen, newly remodeled stairs, updated bath...

  • 2 Beds
  • 2 Baths
  • MDAA2149922 MLS
3547 Brickwall   Lane, Pasadena image
3547 Brickwall Lane, Pasadena $520,000

Welcome Home- From the moment you arrive and see the welcoming front porch, this spacious home feels warm, inviting and designed for comfortable everyday living and enter...

  • 4 Beds
  • 4 Baths
  • MDAA2142394 MLS
3652 Seaford   Court, Pasadena image
3652 Seaford Court, Pasadena $315,000

Welcome to 3652 Seaford Ct in Pasadena—where style, comfort, and convenience come together seamlessly. This beautifully updated home is truly move-in ready, featuring br...

  • 2 Beds
  • 2 Baths
  • MDAA2143012 MLS
8010 Hadfield Ct, Pasadena image
8010 Hadfield Ct, Pasadena $299,999

Welcome home to this refreshed 2-bedroom, 2-bath interior townhome in Pasadena. The kitchen features brand new stainless steel dishwasher, stove and refrigerator, creatin...

  • 2 Beds
  • 2 Baths
  • MDAA2149808 MLS
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2903 W Almondbury Drive, Pasadena $439,900

Nestled in the charming Chesterfield community, this delightful Colonial-style home offers a perfect blend of comfort and functionality. Built in 1987, this well-maintain...

  • 4 Beds
  • 3 Baths
  • MDAA2142380 MLS
2904 Golden Fleece Dr, Pasadena image
2904 Golden Fleece Dr, Pasadena $465,000

Welcome to 2904 Golden Fleece Drive, a well-maintained 3-bedroom, 2.5-bath home situated on a cul-de-sac. The interior features an open floor plan with abundant natural l...

  • 3 Beds
  • 3 Baths
  • MDAA2133236 MLS
7915 Kings Bench Pl, Pasadena image
7915 Kings Bench Pl, Pasadena $469,900

Beautifully Updated Split-Level Home in Sought-After Pasadena! This gorgeous 3-bedroom, 3-full-bath home offers the perfect blend of modern updates and comfortable living...

  • 3 Beds
  • 3 Baths
  • MDAA2148558 MLS
7854 Tick Neck Rd, Pasadena image
7854 Tick Neck Rd, Pasadena $435,000 ▼

Welcome to this spacious and beautifully maintained home located in one of Pasadena's most sought-after communities! Enjoy an exceptional lifestyle with outstanding neigh...

  • 3 Beds
  • 3 Baths
  • MDAA2147980 MLS
7845 Flintshire   Court, Pasadena image
7845 Flintshire Court, Pasadena — Chesterfield $410,000

GREAT HOME FOR SOMEONE LOOKING FOR A BIT OF A FIXER UPPER, BUT PRICED ACCORDINGLY**NEUTRAL CARPET & PAINT THROUGHOUT**LARGE LIVING ROOM AND DINING ROOM WITH VAULTED CEILI...

  • 4 Beds
  • 3 Baths
  • MDAA2144316 MLS
  • Chesterfield Bldg.
2926 Golden Fleece   Drive, Pasadena image
2926 Golden Fleece Drive, Pasadena $562,000

Professional Photos Coming Soon! Welcome to this beautifully maintained home with 4 bedrooms, 2 full baths, and 2 half baths in the sought-after Chesterfield community o...

  • 4 Beds
  • 4 Baths
  • MDAA2143552 MLS
3608 Chadwick Ct, Pasadena image
3608 Chadwick Ct, Pasadena $359,900 ▼

Welcome home to this beautifully updated and move-in ready 3-bedroom, 1.5-bath townhome in Pasadena, offering modern finishes, flexible living space, and desirable commun...

  • 3 Beds
  • 2 Baths
  • MDAA2147652 MLS
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7903 Mansion House Xing Crossing, Pasadena $469,900

Discover your dream home in the charming Chesterfield community! This beautifully maintained split-level residence, built in 1981, offers a perfect blend of comfort and s...

  • 4 Beds
  • 3 Baths
  • MDAA2139148 MLS
3421 Halifax   Court, Pasadena image
3421 Halifax Court, Pasadena $501,000

Welcome to 3421 Halifax Ct, nestled in the highly sought-after, amenity-rich community of Chesterfield! This stunning, move-in-ready home has been beautifully updated and...

  • 3 Beds
  • 3 Baths
  • MDAA2141374 MLS
7838 Tick Neck   Road, Pasadena image
7838 Tick Neck Road, Pasadena $371,000

Priced to sell, this Chesterfield home offers an excellent opportunity to own a single-family home at an exceptional value! Featuring a spacious layout with great bones, ...

  • 4 Beds
  • 2 Baths
  • MDAA2144732 MLS
7880 Mansion House Xing, Pasadena image
7880 Mansion House Xing, Pasadena $435,000

Welcome home to this beautifully maintained 4-bedroom, 2-bath split foyer in the sought-after Chesterfield community! With fresh updates and a spacious layout, this home ...

  • 4 Beds
  • 2 Baths
  • MDAA2146168 MLS
8083 Pendragon   Way, Pasadena image
8083 Pendragon Way, Pasadena $442,500

This stunning colonial property in the coveted Chesterfield community boasts three bedrooms and two and a half baths. Maple hardwood flooring runs throughout, complementi...

  • 3 Beds
  • 3 Baths
  • MDAA2144178 MLS
3636 Saltwood Gln, Pasadena image
3636 Saltwood Gln, Pasadena $325,000 ▼

Tucked away all the way in the back of the Chesterfield Community, this beautifully maintained home offers the perfect blend of comfort and privacy. Step inside to a spac...

  • 2 Beds
  • 2 Baths
  • MDAA2144000 MLS
2959 Beaver Brook   Court, Pasadena image
2959 Beaver Brook Court, Pasadena $545,000

Welcome to 2959 Beaver Brook Ct, a beautifully renovated home on a quiet cul-de-sac offering space and comfort throughout. The main level features a bright living room wi...

  • 4 Beds
  • 3 Baths
  • MDAA2136530 MLS
7913 Kings Bench   Place, Pasadena image
7913 Kings Bench Place, Pasadena — Chesterfield $415,000

BACK ON THE MARKET! Welcome home to this spacious split-level retreat! Featuring an open floor plan and hardwood floors throughout, this home offers the perfect blend of...

  • 4 Beds
  • 2 Baths
  • MDAA2124814 MLS
  • Chesterfield Bldg.
3448 Brookhaven   Road, Pasadena image
3448 Brookhaven Road, Pasadena $470,000

Check out this list of updates! Roof, Washer and Dryer, Sump Pump - 2017... Hot Water Heater and HVAC - 2019... Composite Deck - 2020... Microwave - 2023... Sid...

  • 3 Beds
  • 3 Baths
  • MDAA2137616 MLS
2942 E Almondbury   Drive, Pasadena image
2942 E Almondbury Drive, Pasadena $460,000

OPEN HOUSES Saturday Feb 7th(11am-2pm) and Sunday Feb 8th(10am-2pm) are the Only showing times. Beautiful, turn-key split foyer in Chesterfield featuring numerous recent...

  • 3 Beds
  • 3 Baths
  • MDAA2136022 MLS
7946 Sutherland   Court, Pasadena image
7946 Sutherland Court, Pasadena $336,500

MOVE IN READY!! End Unit Townhouse Back to Woods. This completely updated townhouse is an end unit with 2 assigned parking spots. Home is a beauty and MOVE IN READY!...

  • 2 Beds
  • 2 Baths
  • MDAA2134346 MLS
8080 Wolsey   Court, Pasadena image
8080 Wolsey Court, Pasadena $305,000

Great End-unit in Desirable Chesterfield! 2 Spacious Bedrooms and full bath up and Primary Bedroom has Built-in-Vanity and 2 closets - Main Level has Dining room...

  • 2 Beds
  • 2 Baths
  • MDAA2134332 MLS
3436 Marble Arch   Drive, Pasadena image
3436 Marble Arch Drive, Pasadena $430,000

Please submit offers by Monday 2/9 at Noon. Don’t miss this well-maintained single-family home offering comfort, function, and standout outdoor living! As you enter, you’...

  • 3 Beds
  • 2 Baths
  • MDAA2135142 MLS
7914 Leeds   Drive, Pasadena image
7914 Leeds Drive, Pasadena $505,000

WOW! You Won't Believe This Huge 4 Bedroom 3 Full Bath, 2 Car Garage Colonial in Sought After Chesterfield! Stunning Kitchen with Stainless Appliances, Gorgeous Hard Wood...

  • 4 Beds
  • 3 Baths
  • MDAA2135218 MLS
8085 Castle Rock Ct, Pasadena image
8085 Castle Rock Ct, Pasadena $350,000 ▼

Welcome Home! This beautiful Colonial duplex is just waiting for you! Step in to find a Living room with wood burning fireplace, separate Dining room & Granite counters...

  • 3 Beds
  • 2 Baths
  • MDAA2136396 MLS
3639 Handel   Court Unit #75, Pasadena image
3639 Handel Court Unit #75, Pasadena $355,000

Beautiful Pasadena END OF GROUP home renovated just 2 years ago. updated new roof with Architectural shingles, updated kitchen appliances, laminate flooring. New Deck on...

  • 3 Beds
  • 2 Baths
  • MDAA2133674 MLS
7887 Mansion House   Crossing, Pasadena image
7887 Mansion House Crossing, Pasadena $440,000

Welcome to this beautiful move in ready, four bedroom and two full bath home, in the sought after Chesterfield neighborhood of Pasadena. Ideally situated, backing up to t...

  • 4 Beds
  • 2 Baths
  • MDAA2133436 MLS
3628 Robin Air   Court, Pasadena image
3628 Robin Air Court, Pasadena $325,000

OPEN HOUSE**Sat, Dec 6 12:00 PM - 1:00 PM** Upgraded kitchen with granite counter tops, custom backsplash, and stainless steel appliances with hardwood flooring thought t...

  • 2 Beds
  • 2 Baths
  • MDAA2129838 MLS
8131 Tower Bridge   Drive, Pasadena image
8131 Tower Bridge Drive, Pasadena $305,000

Welcome to 8131 Tower Bridge Dr. This beautifully maintained home offers a comfortable and inviting living experience, featuring two spacious bedrooms and one and a half ...

  • 2 Beds
  • 2 Baths
  • MDAA2130070 MLS
8080 Pendragon   Way, Pasadena image
8080 Pendragon Way, Pasadena $435,000

Welcome home to this beautifully refreshed home in the heart of the coveted Chesterfield/Green Haven neighborhood of Pasadena—your ideal move into homeownership without c...

  • 4 Beds
  • 2 Baths
  • MDAA2131386 MLS
7861 Red Lion   Way, Pasadena image
7861 Red Lion Way, Pasadena $399,900

This beautiful home will exceed the expectations of even the most discerning buyers. If you are seeking a meticulously maintained residence that showcases pride of owners...

  • 2 Beds
  • 2 Baths
  • MDAA2129474 MLS
3500 Davenport   Court Unit #L, Pasadena image
3500 Davenport Court Unit #L, Pasadena $220,000

***All Reasonable Offers will be Considered*** Charming Top-Floor Condo with Balcony in Pasadena Welcome to this beautifully updated penthouse-level condominium in the ...

  • 2 Beds
  • 1 Baths
  • MDAA2122790 MLS
7824 Acorn Bank, Pasadena image
7824 Acorn Bank, Pasadena $475,000

Nestled at the end of a quiet cul-de-sac in the desirable Chesterfield community, this larger-than-expected, extensively renovated home blends modern updates with invitin...

  • 3 Beds
  • 3 Baths
  • MDAA2122766 MLS
3631 Chadwick   Court, Pasadena image
3631 Chadwick Court, Pasadena — Chesterfield $350,000

Turnkey End-Unit Townhome in Prime Chesterfield Community – Ideal for First-Time Buyers or Savvy Investors! -- Welcome to this beautifully updated 3-bedroom end-unit town...

  • 3 Beds
  • 3 Baths
  • MDAA2122068 MLS
  • Chesterfield Bldg.
7900 Blue Anchor   Court, Pasadena image
7900 Blue Anchor Court, Pasadena $385,000

Beautifully Maintained End-Unit Townhome in the Chesterfield Community Welcome to this spacious and meticulously cared-for end-unit townhome in the desirable Chesterfiel...

  • 3 Beds
  • 3 Baths
  • MDAA2128888 MLS
2957 Crystal Palace   Lane, Pasadena image
2957 Crystal Palace Lane, Pasadena $370,000

This charming property is located in the lovely Chesterfield neighborhood, offering both comfort and convenience. Step inside and be greeted by spacious living areas that...

  • 3 Beds
  • 2 Baths
  • MDAA2124052 MLS
8088 Wolsey   Court, Pasadena image
8088 Wolsey Court, Pasadena $305,000

Welcome to 8088 Wolsey Ct in the desirable Chesterfield community of Pasadena! This beautifully updated 2-bedroom, 1.5-bath townhome offers modern comfort and convenience...

  • 2 Beds
  • 2 Baths
  • MDAA2122906 MLS
7858 Tick Neck   Road, Pasadena image
7858 Tick Neck Road, Pasadena $450,000

**Check out the Video Tour**Beautifully Updated & Move-In Ready! Located in a sought-after community with two inground pools, tennis and basketball courts, walking trails...

  • 4 Beds
  • 2 Baths
  • MDAA2123512 MLS
2917 Crystal Palace   Lane, Pasadena image
2917 Crystal Palace Lane, Pasadena $460,000

This charming split foyer home in the desirable Chesterfield neighborhood offers a perfect blend of comfort and functionality. With 1,594 square feet of thoughtfully desi...

  • 4 Beds
  • 2 Baths
  • MDAA2126702 MLS
7917 Wellesley   Court, Pasadena image
7917 Wellesley Court, Pasadena $340,000

Beautifully updated home in the amenity rich, sought after Chesterfield Community! Move in ready! All big ticket items have been updated!! This home boasts new windows...

  • 3 Beds
  • 2 Baths
  • MDAA2125308 MLS
7913 Wellesley   Court, Pasadena image
7913 Wellesley Court, Pasadena $319,900

Move-in ready home in the popular Chesterfield Community. This homes exterior includes a beautiful front porch large enough to sit and relax on, a large deck on rear of h...

  • 2 Beds
  • 2 Baths
  • MDAA2125310 MLS
7918 Mansion House   Crossing, Pasadena image
7918 Mansion House Crossing, Pasadena $454,000

Wonderful move in ready home with granite kitchen counters, stainless steel appliances. beautiful sunroom with deck. Open dining/ kitchen/ living room. Lower level has 3...

  • 3 Beds
  • 2 Baths
  • MDAA2120844 MLS

Chesterfield Real Estate & Homes

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Chesterfield, Pasadena MD. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

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Considering selling or refinancing your home? Get an INSTANT property valuation now!

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