5,168

Chester, MD Homes

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  • 3 D Queen Victoria Ct, Chester, MD 21619
    3 D Queen Victoria Ct, Chester, MD 21619
    3 D Queen Victoria Ct, Chester, MD 21619
    /7

    $275,000

    • 1 Bed
    • 1 Bath
    • 724 Sq Ft

    3 D Queen Victoria Ct, Chester, MD 21619

    Welcome home to Queens Landing. One bedroom condo with open concept kitchen and living room. The spacious bedroom has plenty of closet space and access to a gated private courtyard with locked storage area. Laundry closet is conveniently situated off the bedroom. Move in ready with fresh paint throughout, new LVP floors in the living areas, and new carpet in the bedroom. Queens Landing is a

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 888-0022

    3 D Queen Victoria Ct, Chester, MD 21619
  • 26D Queen Anne Way, Chester, MD 21619
    26D Queen Anne Way, Chester, MD 21619
    /2

    $1,750 per month

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft
    • Townhouse for Rent

    26D Queen Anne Way, Chester, MD 21619

    Super Cute Condo in popular Queen's Landing with views of the pond from your private back patio. Laundry in unit and 2 storage closets on patio along with convenient parking. Community features pool, tennis, fitness, walking paths, and access to cross island trail as well as restaurants and local marinas.

    26D Queen Anne Way, Chester, MD 21619
  • 330 Macum Creek Dr, Chester, MD 21619
    330 Macum Creek Dr, Chester, MD 21619
    330 Macum Creek Dr, Chester, MD 21619
    /55

    $989,000 Sold Sep 11, 2025

    330 Macum Creek Dr, Chester, MD 21619

    • 4 Beds
    • 3.5 Baths
    • 3,949 Sq Ft
    • Built 2015

    Last Sold Summary

    • $250/SF
    • 27 Days On Market

    Current Estimated Value $978,732

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    330 Macum Creek Dr, Chester, MD 21619
    • 1926 Sherman Dr, Chester, MD 21619
      1926 Sherman Dr, Chester, MD 21619
      1926 Sherman Dr, Chester, MD 21619
      /21

      Est $411,375 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,560 Sq Ft

      1926 Sherman Dr, Chester, MD 21619

      1926 Sherman Dr, Chester, MD 21619
  • 162 Kirwans Landing Ln, Chester, MD 21619
    162 Kirwans Landing Ln, Chester, MD 21619
    162 Kirwans Landing Ln, Chester, MD 21619
    /41

    $869,000

    • 4 Beds
    • 2.5 Baths
    • 2,404 Sq Ft

    162 Kirwans Landing Ln, Chester, MD 21619

    Private Waterfront Living in Kirwans Landing!Nestled on 1.4 acres in the water-privileged community of Kirwans Landing, this property offers the perfect blend of privacy, comfort, and resort-style outdoor living. Step outside to your own outdoor oasis, complete with a saltwater pool, spacious deck, and beautifully hardscaped patio surrounded by mature landscaping. A private 90-foot pier,

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 632-6538

    162 Kirwans Landing Ln, Chester, MD 21619
  • 1819 Sherman Dr, Chester, MD 21619
    1819 Sherman Dr, Chester, MD 21619
    1819 Sherman Dr, Chester, MD 21619
    /25

    $2,980 per month

    • 3 Beds
    • 2 Baths
    • 1,192 Sq Ft
    • House for Rent

    1819 Sherman Dr, Chester, MD 21619

    WATERFRONT RENTAL – ISLAND LIVING ON COX CREEK!Don’t miss this rare opportunity to enjoy waterfront living in this beautifully renovated 3-bedroom, 2-bath ranch-style home, available for immediate occupancy.Relax in the attached sunroom/porch—your own private oasis for watching stunning sunsets, enjoying a glass of wine, or fishing from your private pier.The landlord has completely

    Janet Craig Coldwell Banker Realty

    1819 Sherman Dr, Chester, MD 21619
  • 1106 Cox Neck Rd, Chester, MD 21619
    1106 Cox Neck Rd, Chester, MD 21619
    1106 Cox Neck Rd, Chester, MD 21619
    /52

    $553,000 Sold Apr 30, 2025

    1106 Cox Neck Rd, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 2,646 Sq Ft
    • Built 1975

    Last Sold Summary

    • $209/SF
    • 53 Days On Market

    Current Estimated Value $566,098

    Last Listing Agent April Heim Rosendale Realty

    1106 Cox Neck Rd, Chester, MD 21619
    • 135 Broadwater Dr, Chester, MD 21619
      135 Broadwater Dr, Chester, MD 21619
      135 Broadwater Dr, Chester, MD 21619
      /7

      Est $661,841 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,913 Sq Ft

      135 Broadwater Dr, Chester, MD 21619

      135 Broadwater Dr, Chester, MD 21619
  • 200 Newtown Rd, Chester, MD 21619
    200 Newtown Rd, Chester, MD 21619
    200 Newtown Rd, Chester, MD 21619
    /30

    $450,000 Open House 2/22

    • 3 Beds
    • 2.5 Baths
    • 1,296 Sq Ft

    200 Newtown Rd, Chester, MD 21619

    NO HOA! Beautifully maintained 2017-built home offering 3 bedrooms and 2.5 baths. Features a fenced yard for kids and pets, screened porch, large yard with concrete pad, and small storage shed. Temperature-controlled concrete crawl space, new sump pump, and septic contract for easy, worry-free living. Conveniently located near shopping and everything Kent Island has to offer.Make sure you see

    Agent Photo

    Linda Moran

    Berkshire Hathaway HomeServices PenFed Realty-WOC

    (410) 650-8215

    200 Newtown Rd, Chester, MD 21619
  • 107 Dundee Ave Unit 201, Chester, MD 21619
    107 Dundee Ave Unit 201, Chester, MD 21619
    107 Dundee Ave Unit 201, Chester, MD 21619
    /16

    $1,750 per month

    • 1 Bed
    • 1 Bath
    • 6,338 Sq Ft
    • Condo for Rent

    107 Dundee Ave Unit 201, Chester, MD 21619

    1 bedroom 1 bath apartment in Chester. Close to everything Kent Island. Secure building, keyless entry, 1 parking space per unit with plenty of overflow for one additional per unit. Large kitchens, full size washer & dryers in each unit. Water & sewer included. This is a NO SMOKING building. Pets under 35lbs welcome with pet rent of $50 per month. Closet on balcony is mechanical room and not

    Cindy Jacobs Maryland Residential Management Co

    107 Dundee Ave Unit 201, Chester, MD 21619
  • 203 Barren Ridge Rd, Chester, MD 21619
    203 Barren Ridge Rd, Chester, MD 21619
    203 Barren Ridge Rd, Chester, MD 21619
    /53

    $475,000 Sold Sep 29, 2025

    203 Barren Ridge Rd, Chester, MD 21619

    • 3 Beds
    • 1.5 Baths
    • 2,072 Sq Ft
    • Built 1988

    Last Sold Summary

    • $229/SF
    • 38 Days On Market

    Current Estimated Value $485,473

    Last Listing Agent Beth Bearinger Keller Williams Gateway LLC

    203 Barren Ridge Rd, Chester, MD 21619
    • 206 Price Rd, Chester, MD 21619
      206 Price Rd, Chester, MD 21619
      206 Price Rd, Chester, MD 21619
      /25

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,782 Sq Ft

      206 Price Rd, Chester, MD 21619

      206 Price Rd, Chester, MD 21619
  • 4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    4000 Herons Nest Way Unit 22, Chester, MD 21619
    /70

    $560,000

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

    4000 Herons Nest Way Unit 22, Chester, MD 21619

    ** New Listing! Four Seasons @ Kent Island - 55+ Community - Turnkey & Lovely 2nd Floor Condo in Elevator Building with 1 Car Garage plus 1 Car Outdoor Parking and Private, Secure Indoor Storage Area. This Chester Model offers 1900 sf with pond view and winter water views of Macum Creek. Enter to find an expansive, open floor plan featuring a beautiful white Kitchen with quartz counters, propane

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (410) 390-0346

    4000 Herons Nest Way Unit 22, Chester, MD 21619
  • 109 Dundee Ave Unit 202, Chester, MD 21619
    109 Dundee Ave Unit 202, Chester, MD 21619
    109 Dundee Ave Unit 202, Chester, MD 21619
    /13

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 681 Sq Ft
    • Condo for Rent

    109 Dundee Ave Unit 202, Chester, MD 21619

    1 bedroom 1 bath apartment in Chester. Close to everything Kent Island. Secure building, keyless entry, 1 parking space per unit with plenty of overflow for one additional per unit. Full size washer & dryer in unit. Balcony. Water & sewer included. This is a NO SMOKING, NO PET building. Unit over top office space. Balcony closet is mechanical and not for storage.

    Cindy Jacobs Maryland Residential Management Co

    109 Dundee Ave Unit 202, Chester, MD 21619
  • 318 Old Point Rd, Chester, MD 21619
    318 Old Point Rd, Chester, MD 21619
    318 Old Point Rd, Chester, MD 21619
    /43

    $1,025,000 Sold Nov 26, 2025

    318 Old Point Rd, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,656 Sq Ft
    • Built 2024

    Last Sold Summary

    • $619/SF
    • 6 Days On Market

    Last Listing Agent Annie Eaton Coldwell Banker Realty

    318 Old Point Rd, Chester, MD 21619
    • 136 Evelyne St, Chester, MD 21619
      136 Evelyne St, Chester, MD 21619
      136 Evelyne St, Chester, MD 21619
      /81

      Est $806,466 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,771 Sq Ft

      136 Evelyne St, Chester, MD 21619

      136 Evelyne St, Chester, MD 21619
  • 135 Nauset Ln, Chester, MD 21619
    135 Nauset Ln, Chester, MD 21619
    135 Nauset Ln, Chester, MD 21619
    /81

    $814,900

    • 3 Beds
    • 3 Baths
    • 2,399 Sq Ft

    135 Nauset Ln, Chester, MD 21619

    If you’ve ever dreamed of waking up and feeling like you’re on vacation—but with the comforts of home—welcome to 135 Nauset Lane.Tucked into a quiet corner of Kent Island’s Four Seasons community, this home isn’t just beautiful—it’s part of a lifestyle that’s hard to find and even harder to leave. The sellers were first drawn here by the energy of the community and the resort-style

    Agent Photo

    Riley White

    Real Broker, LLC - Annapolis

    (667) 295-8334

    135 Nauset Ln, Chester, MD 21619
  • 170 Harrier Way Unit 11, Chester, MD 21619
    170 Harrier Way Unit 11, Chester, MD 21619
    170 Harrier Way Unit 11, Chester, MD 21619
    /36

    $3,700 per month

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft
    • Condo for Rent

    170 Harrier Way Unit 11, Chester, MD 21619

    6 month lease! Fabulous opportunity to lease this main level condo offering 2,000' of luxurious space. Move-In ready! Located in the amenity rich 55+ community of Four Seasons at Kent Island! This home provides a gourmet kitchen, dining area, family room with electric fireplace, office, Primary wing, guest wing, laundry room, 2.5 baths, patio and a 1 car garage! Luxurious finishes throughout.

    Jimmy White Long & Foster Real Estate, Inc.

    170 Harrier Way Unit 11, Chester, MD 21619
  • 1833 Harbor Dr, Chester, MD 21619
    1833 Harbor Dr, Chester, MD 21619
    1833 Harbor Dr, Chester, MD 21619
    /46

    $350,000 Sold Apr 04, 2025

    1833 Harbor Dr, Chester, MD 21619

    • 3 Beds
    • 2 Baths
    • 1,024 Sq Ft
    • Built 1986

    Last Sold Summary

    • $342/SF
    • 106 Days On Market

    Current Estimated Value $353,970

    Last Listing Agent Janice O'Donnell Chaney Homes, LLC

    1833 Harbor Dr, Chester, MD 21619
    • 316 Macum Creek Dr, Chester, MD 21619
      316 Macum Creek Dr, Chester, MD 21619
      316 Macum Creek Dr, Chester, MD 21619
      /79

      Est $830,389 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,901 Sq Ft

      316 Macum Creek Dr, Chester, MD 21619

      316 Macum Creek Dr, Chester, MD 21619
  • 131 Flycatcher Way Unit 36451844, Chester, MD 21619
    131 Flycatcher Way Unit 36451844, Chester, MD 21619
    131 Flycatcher Way Unit 36451844, Chester, MD 21619
    /27

    $858,990 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,930 Sq Ft

    Franklin Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619

    Formal dining room off foyer for entertaining guests. Stylish kitchen with plenty of cabinet space and large island. Open and airy great room with slider to covered patio. Luxurious primary suite with triple windows. Private primary bath with optional freestanding tub. Convenient 2-car garage with storage space.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36451844, Chester, MD 21619
  • 615 Teal Ct, Chester, MD 21619
    615 Teal Ct, Chester, MD 21619
    615 Teal Ct, Chester, MD 21619
    /17

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,069 Sq Ft
    • Condo for Rent

    615 Teal Ct, Chester, MD 21619

    2 bedroom 2 bath end unit condo, freshly painted, new luxury vinyl plank flooring, new stainless steel kitchen appliances. Full size washer and dryer less than one year old. Faux wood blinds at all windows. Unit has a nice balcony with a bench included. The community has a clubhouse with a gym, party room, outdoor pool and hot tub, tennis courts, and more. Walking distance to restaurants and

    Cindy Jacobs Maryland Residential Management Co

    615 Teal Ct, Chester, MD 21619
  • 1407 Calvert Rd, Chester, MD 21619
    1407 Calvert Rd, Chester, MD 21619
    /2

    $430,000 Sold Jan 23, 2026

    1407 Calvert Rd, Chester, MD 21619

    • 3 Beds
    • 1.5 Baths
    • 1,693 Sq Ft
    • Built 1966

    Last Sold Summary

    • $254/SF
    • 2 Days On Market

    Last Listing Agent Dina Baxter Rosendale Realty

    1407 Calvert Rd, Chester, MD 21619
    • 326 Thomas White Blvd, Chester, MD 21619
      326 Thomas White Blvd, Chester, MD 21619
      326 Thomas White Blvd, Chester, MD 21619
      /44

      Est $863,262 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,225 Sq Ft

      326 Thomas White Blvd, Chester, MD 21619

      326 Thomas White Blvd, Chester, MD 21619
  • 131 Flycatcher Way Unit 36477689, Chester, MD 21619
    131 Flycatcher Way Unit 36477689, Chester, MD 21619
    131 Flycatcher Way Unit 36477689, Chester, MD 21619
    /12

    $886,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,512 Sq Ft

    Mykonos Plan at K. Hovnanian’s® Four Seasons at Kent Island - 60' Island Series, Chester, MD 21619

    Private home office off foyer for working from home. Formal dining room off foyer for entertaining guests. Open and airy floorplan with spacious great room. Striking kitchen with large center island. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with optional freestanding tub. Convenient 3-car tandem garage for additional storage.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36477689, Chester, MD 21619
  • 25 Queen Elizabeth Ct, Chester, MD 21619
    25 Queen Elizabeth Ct, Chester, MD 21619
    25 Queen Elizabeth Ct, Chester, MD 21619
    /36

    $2,800 per month

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Townhouse for Rent

    25 Queen Elizabeth Ct, Chester, MD 21619

    Wake up to breathtaking sunrises over the Chester River in this beautiful three-level townhouse-style condo. Featuring stunning water views, a modern kitchen with stainless steel appliances, a spacious loft, in-unit washer/dryer, ample storage, and a brand-new HVAC system. Located in a peaceful waterfront community with pool, gym, clubhouse, and optional boat slip—this home offers comfort,

    Evguenia Mathur Samson Properties

    25 Queen Elizabeth Ct, Chester, MD 21619
  • 211 Switchgrass Way Unit 1524, Chester, MD 21619
    211 Switchgrass Way Unit 1524, Chester, MD 21619
    211 Switchgrass Way Unit 1524, Chester, MD 21619
    /88

    $624,900 Sold Sep 19, 2025

    211 Switchgrass Way Unit 1524, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Built 2024

    Last Sold Summary

    • $240/SF
    • 147 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    211 Switchgrass Way Unit 1524, Chester, MD 21619
    • 163 Claiborne St, Chester, MD 21619
      163 Claiborne St, Chester, MD 21619
      163 Claiborne St, Chester, MD 21619
      /46

      Est $630,953 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,824 Sq Ft

      163 Claiborne St, Chester, MD 21619

      163 Claiborne St, Chester, MD 21619
  • 131 Flycatcher Way Unit 36474700, Chester, MD 21619
    131 Flycatcher Way Unit 36474700, Chester, MD 21619
    131 Flycatcher Way Unit 36474700, Chester, MD 21619
    /10

    $699,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,010 Sq Ft

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

    Secluded bedroom 2 and bath off foyer for overnight guests. Stylish home office off foyer for working from home. Open & airy great room with adjacent dining area. Striking kitchen with island & tons of cabinet space. Luxurious primary suite with oversized walk-in closet. Palatial primary bath with roomy shower. Convenient 3-car tandem garage for additional storage.

    K. Hovnanian Homes Builder
    131 Flycatcher Way Unit 36474700, Chester, MD 21619
  • 2610 Ellicott Dr, Chester, MD 21619
    2610 Ellicott Dr, Chester, MD 21619
    2610 Ellicott Dr, Chester, MD 21619
    /11

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    2610 Ellicott Dr, Chester, MD 21619

    Modernized single-level living in the desirable Harbor View community! This beautifully refreshed 3BR/2BA rancher offers a sleek, turnkey lifestyle on Kent Island. The bright interior is highlighted by brand-new luxury vinyl plank (LVP) flooring and a stunning kitchen featuring premium stone countertops and a suite of stainless steel appliances. The primary bedroom provides a private retreat with

    Kevin Waterman Coldwell Banker Waterman Realty

    2610 Ellicott Dr, Chester, MD 21619
  • 6004 Bridgepointe Dr, Chester, MD 21619
    6004 Bridgepointe Dr, Chester, MD 21619
    6004 Bridgepointe Dr, Chester, MD 21619
    /52

    $365,000 Sold Mar 25, 2025

    6004 Bridgepointe Dr, Chester, MD 21619

    • 3 Beds
    • 2.5 Baths
    • 1,885 Sq Ft
    • Built 1992

    Last Sold Summary

    • $194/SF
    • 26 Days On Market

    Current Estimated Value $366,291

    Last Listing Agent Kathleen Higginbotham Samson Properties

    6004 Bridgepointe Dr, Chester, MD 21619
    • 121 Henry Stoupe Way, Chester, MD 21619
      121 Henry Stoupe Way, Chester, MD 21619
      121 Henry Stoupe Way, Chester, MD 21619
      /38

      Est $698,834 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,320 Sq Ft

      121 Henry Stoupe Way, Chester, MD 21619

      121 Henry Stoupe Way, Chester, MD 21619
  • 131 Flycatcher Way Unit 36493007, Chester, MD 21619
    131 Flycatcher Way Unit 36493007, Chester, MD 21619
    131 Flycatcher Way Unit 36493007, Chester, MD 21619
    /12

    $494,990 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
  • 1820 Chester Dr, Chester, MD 21619
    1820 Chester Dr, Chester, MD 21619
    /2

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft
    • House for Rent

    1820 Chester Dr, Chester, MD 21619

    3 bedroom 2 bath ranch style home in Harbor View community. Deck off eat in kitchen, large yard, with a section fenced off. New shed being installed in back corner. Long driveway with room for 4 vehicles. Freshly painted and cleaned. Will be ready for November 1st. Close to all amenities that Kent Island provides. Easy on off of Rt. 50. Just minutes from the Bay Bridge.

    Cindy Jacobs Maryland Residential Management Co

    1820 Chester Dr, Chester, MD 21619
  • 1713 Bayside Dr, Chester, MD 21619
    1713 Bayside Dr, Chester, MD 21619
    1713 Bayside Dr, Chester, MD 21619
    /30

    $465,000 Sold Jun 10, 2025

    1713 Bayside Dr, Chester, MD 21619

    • 3 Beds
    • 3 Baths
    • 1,980 Sq Ft
    • Built 1972

    Last Sold Summary

    • $235/SF
    • 42 Days On Market

    Current Estimated Value $487,929

    Last Listing Agent Biana Arentz Coldwell Banker Realty

    1713 Bayside Dr, Chester, MD 21619
    • 215 John Gibson Dr, Chester, MD 21619
      215 John Gibson Dr, Chester, MD 21619
      215 John Gibson Dr, Chester, MD 21619
      /60

      Est $547,907 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,240 Sq Ft

      215 John Gibson Dr, Chester, MD 21619

      215 John Gibson Dr, Chester, MD 21619
  • 131 Flycatcher Way Unit 36469043, Chester, MD 21619
    131 Flycatcher Way Unit 36469043, Chester, MD 21619
    131 Flycatcher Way Unit 36469043, Chester, MD 21619
    /27

    $818,990 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
  • 226 Bentons Pleasure Rd, Chester, MD 21619
    226 Bentons Pleasure Rd, Chester, MD 21619
    226 Bentons Pleasure Rd, Chester, MD 21619
    /45

    $4,500 per month

    • 4 Beds
    • 3 Baths
    • 2,876 Sq Ft
    • House for Rent

    226 Bentons Pleasure Rd, Chester, MD 21619

    Awesome water front living on Cox Creek! This wonderful, spacious Home is a must see on Kent Islands in popular Bentons Pleasure Neighborhood! HUGE GREAT ROOM AND PRIMARY BEDROOM/BATH ADDITION! Wonderful open concept kitchen/ dining room & great room combo w/stone fireplace, handsome built-in book cases, Brazilian cherry hardwood floors, recessed lighting, custom wet bar, wine cooler and water

    Michael Roenigk Chaney Homes, LLC

    226 Bentons Pleasure Rd, Chester, MD 21619
  • 228 Warbler Way, Chester, MD 21619
    228 Warbler Way, Chester, MD 21619
    228 Warbler Way, Chester, MD 21619
    /42

    $649,900 Sold Apr 24, 2025

    228 Warbler Way, Chester, MD 21619

    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft
    • Built 2024

    Last Sold Summary

    • $233/SF
    • 9 Days On Market

    Last Listing Agent Mary Anne Kowalewski KOVO Realty

    228 Warbler Way, Chester, MD 21619
    • 147 Carriage Heath, Chester, MD 21619
      147 Carriage Heath, Chester, MD 21619
      147 Carriage Heath, Chester, MD 21619
      /70

      Est $719,008 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,148 Sq Ft

      147 Carriage Heath, Chester, MD 21619

      147 Carriage Heath, Chester, MD 21619

Showing Results 1 - 40, Page 1 of 18

Maryland Queen Annes County Chester

Real Estate & Homes

Home Trends in Chester, MD

On average, homes in Chester, MD sell after 100 days on the market compared to the national average of 53 days. The median sale price for homes in Chester, MD over the last 12 months is $630,000, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$630,000
Median Single Family Sale Price
$675,976
Median Townhouse Sale Price
$367,450
Median 2 Bedroom Sale Price
$555,900
Median 1 Bedroom Sale Price
$297,500
Average Price Per Sq Ft
$299
Number of Homes for Sale
68
Last 12 months Home Sales
197
Months of Supply
4.10
Median List Price
$651,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
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