5,187

Chester, MD Homes

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    • /79

      Est $853,284 Not Listed For Sale

      316 Macum Creek Dr, Chester, MD 21619

      • 4 Beds
      • 2.5 Baths
      • 2,901 Sq Ft
      • Built 2015
      316 Macum Creek Dr, Chester, MD 21619

      Last Sold Summary

      • 5% Above List Price
      • $279/SF
      • 38 Days On Market

      Last Sold Price $810,000

      Last Listing Agent Violeta Aguirre Long & Foster

  • /12

    $499,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    Magothy Plan at K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos, Chester, MD 21619

    Open airy floorplan on the first floor with private patio. Large gourmet kitchen and dining area, great for entertaining. Wonderful home office for your telecommuting needs. Sumptuous owner’s suite with spa bath . Fantastic great room with large windows for your viewing pleasure. Large secondary bedroom with opt. door to access patio. Pricing is inclusive of an average location premium.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36493007, Chester, MD 21619
  • /40

    $540,656 Sold Sep 19, 2025

    112 Harbour Sound Dr, Chester, MD 21619

    • 2 Beds
    • 3.5 Baths
    • 2,131 Sq Ft
    • Built 1989

    Last Sold Summary

    • $254/SF
    • 86 Days On Market

    Current Estimated Value $528,245

    Last Listing Agent Carlos Larraz Annapolis Properties LLC

    112 Harbour Sound Dr, Chester, MD 21619
    • /44

      Est $861,649 Not Listed For Sale

      326 Thomas White Blvd, Chester, MD 21619

      • 4 Beds
      • 3.5 Baths
      • 3,225 Sq Ft
      • Built 2013
      326 Thomas White Blvd, Chester, MD 21619

      Last Sold Summary

      • 11% Above List Price
      • $241/SF
      • 13 Days On Market

      Last Sold Price $778,000

      Last Listing Agent Tara Trout Samson Properties

  • /27

    $819,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,789 Sq Ft

    Kerr Plan at K. Hovnanian’s® Four Seasons at Kent Island - 40' Bay Series, Chester, MD 21619

    Extra Suite perfect for overnight guests. Private home office off foyer for working from home. Spacious great room with slider to covered patio. Stylish kitchen with island and large pantry. Luxurious primary suite with triple windows. Relaxing primary bath with split vanities and walk-in closet. Convenient 3-car tandem garage for additional storage space.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36469043, Chester, MD 21619
  • /60

    $339,900 Sold Jan 14, 2026

    30 C Queen Mary Ct, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1999

    Last Sold Summary

    • $236/SF
    • 81 Days On Market

    Last Listing Agent Dori Savani Douglas Realty, LLC

    30 C Queen Mary Ct, Chester, MD 21619
    • /46

      Est $618,404 Not Listed For Sale

      163 Claiborne St, Chester, MD 21619

      • 2 Beds
      • 2.5 Baths
      • 1,824 Sq Ft
      • Built 2012
      163 Claiborne St, Chester, MD 21619

      Last Sold Summary

      • 3% Above List Price
      • $329/SF
      • 3 Days On Market

      Last Sold Price $600,000

      Last Listing Agent Dave Luptak Long & Foster

  • /18

    $949,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    110 Boatswain Way Unit 41, Chester, MD 21619

    Welcoming foyer leads into open-concept living spaces. Gourmet kitchen featuring ample cabinetry & seamless connection to the dining area. Dry bar adds a stylish touch, ideal for hosting guests. Spacious great room highlighted by a cozy fireplace. Owner’s suite features a private sitting room & walk-in closet. Owner’s bath showcases a frameless shower door for a modern, elevated feel. Balcony

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 41, Chester, MD 21619
  • /30

    $1,350,000 Sold Feb 24, 2026

    132 Wheelhouse Way Unit 43, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $711/SF
    • 9,551 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos

    132 Wheelhouse Way Unit 43, Chester, MD 21619
    • /38

      Est $701,325 Not Listed For Sale

      121 Henry Stoupe Way, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,320 Sq Ft
      • Built 2012
      121 Henry Stoupe Way, Chester, MD 21619

      Last Sold Summary

      • 19% Above List Price
      • $254/SF
      • 41 Days On Market

      Last Sold Price $590,000

      Last Listing Agent Scott Schuetter BHHS PenFed (actual)

  • /40

    $899,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    311 Kingfisher Ln, Chester, MD 21619

    The Tuscaloosa, located on Lot 588, is scheduled for an April 2026 settlement and offers generous space with 5 bedrooms, 4.5 baths, and a 3-car garage—ideal for growing households and effortless entertaining. Designed with both comfort and function in mind, this home includes a private home office, a screened patio for relaxed outdoor living, and a striking stone fireplace complemented by ceiling

    Mary Anne Kowalewski KOVO Realty

    311 Kingfisher Ln, Chester, MD 21619
  • /10

    $541,900 Sold Jul 28, 2025

    121 Wheelhouse Way Unit 12, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $271/SF
    • 8 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos

    121 Wheelhouse Way Unit 12, Chester, MD 21619
    • /60

      Est $563,885 Not Listed For Sale

      215 John Gibson Dr, Chester, MD 21619

      • 3 Beds
      • 4 Baths
      • 2,240 Sq Ft
      • Built 2011
      215 John Gibson Dr, Chester, MD 21619

      Last Sold Summary

      • $252/SF
      • 25 Days On Market

      Last Sold Price $565,000

      Last Listing Agent Catherine Watson - Bye RE/MAX

  • /28

    $799,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 42, Chester, MD 21619

    Gourmet kitchen with designer cabinetry & vast center island. Inviting great room featuring a cozy electric fireplace. Dry bar creates a polished space for serving & entertaining. Peaceful owner's suite with stylish tray ceiling & private bath. Home office with double doors offers a quiet, flexible workspace. Balcony extends the living space outdoors for relaxing or unwinding.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 42, Chester, MD 21619
  • /24

    $224,000 Sold Sep 04, 2025

    2653 Cox Neck Rd, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Built 1975

    Last Sold Summary

    • 52% Below List Price
    • $144/SF
    • 94 Days On Market

    Current Estimated Value $301,016

    Last Listing Agent BJ Kilby Eastern Shore Real Estate, LLC

    2653 Cox Neck Rd, Chester, MD 21619
    • /70

      Est $727,944 Not Listed For Sale

      147 Carriage Heath, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft
      • Built 2015
      147 Carriage Heath, Chester, MD 21619

      Last Sold Summary

      • 2% Above List Price
      • $333/SF
      • 20 Days On Market

      Last Sold Price $715,000

      Last Listing Agent Yael Beckman Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /83

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    2000 Herons Nest Way Unit 401, Chester, MD 21619

    HERE IT IS! This Rare Luxurious Severn Penthouse, available immediately, offers a lifestyle that seamlessly blends comfort and elegance. Built in 2020, this beautifully maintained residence showcases an open floor plan with windows throughout that invite natural light to dance across its spacious interiors, creating a warm, inviting atmosphere. Step into the heart of the home, where a stunning

    Veronica Lawson Real Broker, LLC

    2000 Herons Nest Way Unit 401, Chester, MD 21619
  • /106

    $630,000 Sold Oct 30, 2025

    204 Skipper Ln, Chester, MD 21619

    • 6 Beds
    • 3 Baths
    • 3,760 Sq Ft
    • Built 1968

    Last Sold Summary

    • 3% Below List Price
    • $168/SF
    • 40 Days On Market

    Current Estimated Value $674,515

    Last Listing Agent Andy Schweigman Douglas Realty, LLC

    204 Skipper Ln, Chester, MD 21619
    • /20

      Not Listed For Sale

      2629 Cecil Dr, Chester, MD 21619

      2629 Cecil Dr, Chester, MD 21619

      Last Sold Summary

      • 4,184% Above List Price
      • 114 Days On Market

      Last Sold Price $12,500

      Last Listing Agent Gretchen Wichlinski Compass

  • /62

    $714,990 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    630 Warbler Way Unit 2224, Chester, MD 21619

    Introducing the Severn Lot 2224, projected to settle in May 2026. This thoughtfully designed home offers 3 bedrooms, 2.5 baths, and a 1-car garage. Interior highlights include a dry bar, electric fireplace, a spacious owner’s suite with a sitting room, and large walk-in closets. The kitchen is beautifully appointed with a single oven, microwave, gas cooktop, range hood, dishwasher, pendant

    Mary Anne Kowalewski KOVO Realty

    630 Warbler Way Unit 2224, Chester, MD 21619
  • /28

    $764,419 Sold Jun 20, 2025

    110 Hopkins Rd, Chester, MD 21619

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 2024

    Last Sold Summary

    • $294/SF
    • 123 Days On Market

    Last Listing Agent George Bailey Keller Williams Flagship

    110 Hopkins Rd, Chester, MD 21619
    • /12

      Est $571,657 Not Listed For Sale

      2510 Roberta Dr, Chester, MD 21619

      • Built 2024
      2510 Roberta Dr, Chester, MD 21619

      Last Sold Summary

      • 257% Above List Price
      • $81/SF
      • 32 Days On Market

      Last Sold Price $160,000

      Last Listing Agent Vincent Payne Realty Navigator

  • /63

    $659,990 Pending

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    176 Flagstaff Way Unit 2412, Chester, MD 21619

    The Magothy at Lot 2412 delivers a thoughtfully designed layout with modern comforts and refined details, offering a projected settlement of August 2026. This inviting home features 2 bedrooms, 2.5 baths, and a 1-car garage, making it an ideal blend of style and functionality. Standout features include a dedicated home office with lighted French doors, a stylish dry bar perfect for entertaining,

    Mary Anne Kowalewski KOVO Realty

    176 Flagstaff Way Unit 2412, Chester, MD 21619
  • /17

    $814,900 Sold Jul 23, 2025

    201 Switchgrass Way Unit 34, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $313/SF
    • 4 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos

    201 Switchgrass Way Unit 34, Chester, MD 21619
    • /53

      Not Listed For Sale

      1 F S Queen Victoria Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1983
      1 F S Queen Victoria Ct, Chester, MD 21619

      Last Sold Summary

      • $242/SF
      • 10 Days On Market

      Last Sold Price $304,500

      Last Listing Agent Peter Ayerle Cummings & Co. Realtors

  • /26

    $699,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 32, Chester, MD 21619

    Gourmet kitchen with central island for prep & dining. Home office with double doors adds privacy & style. Dining area enhanced by a convenient dry bar. Great room centered around an electric fireplace. Balcony extends living space off the great room. Owner’s suite with private balcony access for relaxation. Spa-like owner’s bath with dual sinks & sleek finishes.

    K. Hovnanian Homes Builder
    110 Boatswain Way Unit 32, Chester, MD 21619
  • /30

    $644,990 Sold Jan 13, 2026

    630 Warbler Way Unit 33, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $339/SF
    • 39 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Kent Island - Luxury Condos

    630 Warbler Way Unit 33, Chester, MD 21619
    • /49

      Est $390,467 Not Listed For Sale

      203 Dominion Ln, Chester, MD 21619

      • 3 Beds
      • 2 Baths
      • 1,074 Sq Ft
      • Built 2017
      203 Dominion Ln, Chester, MD 21619

      Last Sold Summary

      • 7% Below List Price
      • $390/SF
      • 7 Days On Market

      Last Sold Price $419,000

      Last Listing Agent Jim Davidson Coldwell Banker Waterman Realty

  • /40

    $1,099,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    121 Kinglet Ct, Chester, MD 21619

    Efficient kitchen featuring white cabinetry & quartz countertops. Open concept living area with vaulted ceiling & cozy fireplace. Pristine primary suite with stylish feature wall & ceiling treatment. Refreshing primary bath featuring a freestanding tub & brushed nickel finishes. Private Extra Suite & home office off foyer. Inviting screened patio for relaxing with friends. Attached 3-car tandem

    K. Hovnanian Homes Builder
    121 Kinglet Ct, Chester, MD 21619
  • /63

    $568,900 Sold May 20, 2025

    212 Switchgrass Way Unit 1623, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2024

    Last Sold Summary

    • $299/SF
    • 214 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    212 Switchgrass Way Unit 1623, Chester, MD 21619
    • /48

      Est $322,138 Not Listed For Sale

      55 Queen Caroline Ct, Chester, MD 21619

      • 2 Beds
      • 2 Baths
      • 1,370 Sq Ft
      • Built 1998
      55 Queen Caroline Ct, Chester, MD 21619

      Last Sold Summary

      • 13% Above List Price
      • $208/SF
      • 175 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Dee Dee McCracken Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /50

    $895,000 Under Contract

    • 3 Beds
    • 5 Baths
    • 2,818 Sq Ft

    635 Dominion Rd, Chester, MD 21619

    Beautiful waterfront property in Chester that is so unique in every way offering five levels that starts off with the first level two car garage, spacious carport outside and huge laundry room , half bath and storage area inside* Second level has front door entrance to foyer as well as the connecting stairs from first level, beautiful family room with a gallery of windows offering expansive views

    Constance Golihew Coldwell Banker Realty

    635 Dominion Rd, Chester, MD 21619
  • /55

    $500,900 Sold Sep 05, 2025

    211 Switchgrass Way Unit 1511, Chester, MD 21619

    • 2 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2024

    Last Sold Summary

    • $250/SF
    • 12 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1511, Chester, MD 21619
    • /3

      Not Listed For Sale

      lot 16 & 17 Cecil Dr, Chester, MD 21619

      lot 16 & 17 Cecil Dr, Chester, MD 21619

      Last Sold Summary

      • 3 Days On Market

      Last Sold Price $259,063

      Last Listing Agent Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

  • /54

    $899,990 Pending

    • 3 Beds
    • 3 Baths
    • 2,789 Sq Ft

    141 Redstart Dr, Chester, MD 21619

    The Kerr on Lot 529 offers a well-balanced layout with thoughtfully selected finishes, scheduled for a March 2026 settlement. Featuring 3 bedrooms, 3 baths, and a 3-car garage, this home provides flexibility, functionality, and refined comfort throughout. Notable highlights include a dedicated home office, a screened patio for relaxed outdoor living, and a shiplap-accented fireplace that anchors

    Mary Anne Kowalewski KOVO Realty

    141 Redstart Dr, Chester, MD 21619
  • /2

    $1,375,000 Sold Apr 11, 2025

    110 Kirwans Landing Ln, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 6,102 Sq Ft
    • Built 1986

    Last Sold Summary

    • $225/SF

    Current Estimated Value $1,414,651

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    110 Kirwans Landing Ln, Chester, MD 21619
    • /9

      Not Listed For Sale

      26K Queen Anne Way Unit 26K, Chester, MD 21619

      • 1 Bed
      • 1 Bath
      • 640 Sq Ft
      • Built 1983
      26K Queen Anne Way Unit 26K, Chester, MD 21619

      Last Sold Summary

      • $427/SF

      Last Sold Price $273,000

      Last Listing Agent John Cary Rosendale Realty

  • /27

    $849,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    539 Warbler Way, Chester, MD 21619

    Elegant kitchen featuring white cabinetry & pendant lighting. Vast center island, perfect for prepping family meals. Cozy fireplace adds character & warmth to spacious great room. Lavish primary suite & bath featuring generous walk-in closet. Secluded Extra Suite for overnight guests. Functional home office with barn doors for added privacy. Inviting covered patio for outdoor relaxation. Attached

    K. Hovnanian Homes Builder
    539 Warbler Way, Chester, MD 21619
  • /38

    $370,000 Sold Oct 03, 2025

    204 Dominion Ln, Chester, MD 21619

    • 4 Beds
    • 1 Bath
    • 1,492 Sq Ft
    • Built 1965

    Last Sold Summary

    • $248/SF
    • 13 Days On Market

    Current Estimated Value $374,339

    Last Listing Agent James Real Estate Group EXP Realty, LLC

    204 Dominion Ln, Chester, MD 21619
    • /98

      Est $756,290 Not Listed For Sale

      184 Evelyne St, Chester, MD 21619

      • 3 Beds
      • 2.5 Baths
      • 2,437 Sq Ft
      • Built 2013
      184 Evelyne St, Chester, MD 21619

      Last Sold Summary

      • $310/SF
      • 1 Day On Market

      Last Sold Price $755,000

      Last Listing Agent Carrie Rosela Curtis Real Estate Company

Showing Results 41 - 80, Page 2 of 18

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