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Chester MD Real Estate

The town of Chester is located on Kent Island, the largest island in the Chesapeake Bay. From condos and townhomes to waterfront homes and estates, you’ll find a variety of real estate in Chester. Browse current Queen Anne's County real estate listings in Chester MD below.

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1700 Piney Creek Rd Chester MD 21619

Chester, MD1700 Piney Creek Rd

Price$3,500,000

Est. Mortgage: $/month

Pending

MLS Number MDQA141780

  • Land
  • Acreage 14.51
  • Zoning TC

Combined Undeveloped Parcels Creating 14.506+/- Acres of Land Strategically Located in the heart of ~Kent Island~ Maryland,Ideally located between the expanding Annapolis MD market and theRapidly developing markets of Denton MD and Middletown DE;SDAT Parcel Identifiers: 04-003098 and 04-003152

Listed by Marisa A Mullins of The Hogans Agency

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2888 Cox Neck Rd Chester MD 21619

Chester, MD2888 Cox Neck Rd

Price$1,590,000

Est. Mortgage: $/month

MLS Number MDQA142834

  • Single Family
  • Address 2888 Cox Neck Rd
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3539

Broad water views and light fill this elegant contemporary located in the desirable community of Southwind. This custom built home has an outstanding floor plan offering 3539' of living space. Walls of glass surround the waterside 2 story family room which is open to the gourmet kitchen with Granite counter tops, stainless appliances and island. The kitchen is large enough for a comfy table and chairs. There is a separate dining room too. Upstairs are 4 bedrooms and 3 full baths. Two bedrooms are connected with Jack and Jill bath. The third bedroom has an attached bath with hallway entrance. Lovely master suite is spacious with sitting room, huge bath, his and her walk in closets and waterside 32 x 14 private deck. Hardwoods and water views throughout. Exterior shower enclosure and 3 car garage. Located at end of community in cul de sac for more privacy and steps from clubhouse, tennis cts and community water features.

Listed by Jimmy J White Jr. and Mary E Casson of Long & Foster Real Estate, Inc.

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2903 Cox Neck East Rd E Chester MD 21619

Chester, MD2903 Cox Neck East Rd E

Price$1,400,000

Est. Mortgage: $/month

MLS Number MDQA142750

  • Single Family
  • LocationType Bayfront
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 5328

Great, Custom Colonial on Crab Alley Bay, located in the community of Southwind. Home features large open spaces on first and third floor, custom kitchen, new master bath, freshly painted throughout, Tile & Hardwood, 5 bedrooms & 3.5 baths. Use your flex space on the third floor for exercise room, home theater, run a home business or much more. Watch the beautiful sunrises, kayak and take your boat out for a spin from your pier. Set up for outdoor living with a beautiful built in pool, large screened porch.Virtual Tour Link https://thru-the-lens-ivuf.view.property/1277650?idx=1

Listed by DEE DEE R MCCRACKEN of Coldwell Banker Residential Brokerage

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2838 Cox Neck Rd Chester MD 21619

Chester, MD2838 Cox Neck Rd

Price$1,399,999

Est. Mortgage: $/month

MLS Number 1002054676

  • Single Family
  • LocationType Creek/Stream
  • Address 2838 Cox Neck Rd
  • Bathroom 4
  • Bedrooms 4

New Price! Stunning Southwind home w/living area of 4,248 sq. ft. Gourmet kitchen off great room with soaring windows to enjoy the Eastern Bay views. Hardwood floors, granite counters, formal dining area - it's all here! First floor bedroom with 3 additional bedrooms up. Office wing could be add'l bedroom. Huge master with sitting room. Radiant heat. Commercially constructed pier and boat lifts and waterside "adirondeck." Community club house, tennis, beach, scenic trails. Motivated sellers.

Listed by Merry M Tobin of RE/MAX Executive

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$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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609 Serenity Ln Chester MD 21619

Chester, MD609 Serenity Ln

Price$1,249,000

Est. Mortgage: $/month

MLS Number MDQA142592

  • Single Family
  • Address 609 Serenity Ln
  • Bathroom 5
  • Bedrooms 4
  • Square Feet 4407

Ohhh MY!! DREAM HOMES Like THIS Don't Come to Market Often... Better Hurry! Custom-Built Craftsman Boasting Over 4400 SF Perfectly Perched Upon 3.1 Acres on Crab Alley Bay! Protected Waterfront Living with Ease of Navigation- Perfect Combo! Every. Single. Desire. Answered Here! THIS is the Home You've Worked For! Entertain Like a Master! In-Ground Gunite Salt-Water Pool, w/ Waterfall! Large Patio Overlooking Water's Edge & Private Pier! Fishing, Crabbing, Hunting- From Your Backyard! Inside, A Gourmet Kitchen Straight from the Magazines! White & Bright Custom Cabinetry, Gleaming Granite, Shiny Stainless Appliances Including Cooktop & Hood, Wall-Oven & Wine Fridge! A Chef's Delight! Large Pantry, Oversized Breakfast Bar & Breakfast Room with Shiplap Ceilings, Exposed Beam & 360-Degree WaterViews Opens to Huge Covered Porch- Extended Outdoor Living Space! This Home Was Built to Entertain! AMAZING Flow, Natural Light & Attention to Detail! Soaring 2-Story Ceilings in Family Room are Anchored by Stacked Stone Wood-Burning Fireplace for Cozy Nights! Main-Level Master Suite Rivals a 5-Star Hotel! Simply FABULOUS Master Bath! Coastal Touches with High-End Finishes- Soaking Tub, Double Vanity w/ Ample Storage & 2-Person Shower! Upstairs, 3 Spacious Bedrooms Suites Make Privacy & Spreading Out a Breeze! Each Bedroom with Full Bath Attached! Large Den Overlooks Family Room & Leads to HUGE Walk-in-Storage Room! Attached 3-Car OverSized Garage! Private, Peaceful Location Just 10 Mins From Bay Bridge- 1-Hr DC! Easy Boating to Chesapeake Bay, Kent Narrows & St Michaels! Discover What 'Eastern Shore Waterfront Living' is All About! Claim This Gem Soon & Start Planning the Pool Parties & Boating Trips...Before Your Competition Does! Take Your Personal Tour NOW: https://my.matterport.com/show/?m=74ncLe3QtRS

Listed by Jennifer S Chaney of Chaney Homes, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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202 Winchester Street Chester MD 21619

Chester, MD202 Winchester Street

Price$1,199,990

Est. Mortgage: $/month

MLS Number MDQA141294

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3624
  • Year Built 2018

Our gorgeous Craftsman-style Kingston Model is a must see today. This home won't last long! Located on a corner home site by the community pavillion and fishing pier, this home offers 4 bedrooms, 4 baths,10 foot ceilings on the first floor, 9 on the 2nd and 3rd floor. Patio with kitchen & fire pit and so much more. For those who love to entertain, this is the home for you! Do not miss out on this opportunity to own this beautiful Koch Homes Kingston model home. Home not available for immediate occupancy.

Listed by Jennifer Kenney of Koch Realty, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2813 Cox Neck Rd Chester MD 21619

Chester, MD2813 Cox Neck Rd

Price$1,195,000

Est. Mortgage: $/month

Active With Contract

MLS Number MDQA143026

  • Single Family
  • Address 2813 Cox Neck Rd
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 3694

Come see the new look to this beautiful custom home on Crab Alley Bay. Gourmet chef's kit w/new quartz X large island and back-splash. Outside deck now offers waterfall steps to a multi level very large gorgeous paver patio and fire pit. Upstairs now offers 5~ wide hand scraped hardwoods 3/4~ not engineered. You will be amazed at how well built this custom home is, from the Anderson windows to the two Trane HVAC systems. Did I mention the brand new architectural roof installed in 2019, the list goes on and on. You will never have to worry about any drafts in this house, it's well built. Be sure to take a look at both attics upstairs, one of them can be finished as a large bonus room for those kids or grand kids to enjoy. 1 perfect acre, room for a pool and only 5 min to the Bay Bridge.

Listed by Jimmy J White Jr. and Mary E Casson of Long & Foster Real Estate, Inc.

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

2867 Cox Neck Rd Chester MD 21619

Chester, MD2867 Cox Neck Rd

Price$1,150,000

Est. Mortgage: $/month

Pending

MLS Number MDQA140280

  • Single Family
  • Address 2867 Cox Neck Rd
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 6068

TRUSTEE SALE ! MUST SELL! One level living at it's finest. Breathtaking water views of Eastern Bay. large open living concept. Screened porch over looks private in ground pool, and flat yard leading to your own private dock. Located in Southwinds, this home will not disappoint!

Listed by Michael Buckmaster of A Real Estate Advantage

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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228 Bentons Pleasure Rd Chester MD 21619

Chester, MD228 Bentons Pleasure Rd

Price$1,075,000

Est. Mortgage: $/month

MLS Number MDQA143022

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Square Feet 3571
  • Year Built 2005

JUST LISTED!! Summer IS Coming... Better Hurry to. This GORGEOUS Custom-Built Kent Island WATERFRONT! It's what 'Island Living' is All About! Private Pier, w/ Boat Lift & Jet Ski Lift Just Begging For Playtime! Boating, Jet Ski, Crabbing, Fishing- all from your back door! Your Private Island Oasis! Million-Dollar Sunsets & SPACE! Boasting Over 3200 sq ft of Exquisite Craftsmanship, Millwork & Style- the Open, Generously Sized Floor-Plan Affords Something for All! Inviting, 2-Story Foyer Greets Guests, Leading to Spacious Family Room w/ Wall of French Doors to Stunning Waterfront Views! Stacked Stone Gas Fireplace is one of FOUR for Cozy Nights! Gourmet Kitchen w/ Gleaming Granite, Custom Cabinetry & Large Breakfast Bar Opens to Morning Room w/ Table Space for Waterfront Dining! Main-Level Master Suite w/ Fireplace & Sliders to Private Waterfront Patio! Spa-Like Master Bath & Huge Walk-in-Closet! Main-Level Den w/ Fireplace & Built-Ins Makes Perfect Office or Tucked-in Sanctuary! 3 Upper-Level Bedrooms Each Attached to Full Bath are accessed over Catwalk w/ Inescapable Water-Views! Private Waterfront Balcony off 2nd Bedroom will have Guests Never Wanting to Leave! Large Private Bath & Fireplace. Jack-and-Jill shared Full Bath for Large 3rd/4th Bedrooms. Ample Storage! Over-Sized 2-Car Garage, Walk-in-Storage Room Above & Generously-Sized Closets Throughout! 10 Mins from Bay Bridge- 1-Hr DC. 20 Mins by Boat to St Michaels! Claim this Stylish Beauty Soon... Before your competition is living YOUR Waterfront Dream!

Listed by Jennifer S Chaney of Chaney Homes, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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328 Bentons Pleasure Rd Chester MD 21619

Chester, MD328 Bentons Pleasure Rd

Price$949,900

Est. Mortgage: $/month

MLS Number MDQA142874

  • Single Family
  • LocationType Creek/Stream
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 1725

This truly special waterfront home has been the joy of the Owners (and theirextended family) for more than 30 years. One visit and you will know why- It is what everyoneDREAMS about when they imagine their perfect "Shore Home". Placed with a commanding view ofCox Creek (and truly spectacular sunsets), this 3 Bedroom, 2-1/2 bath gem was designed tocelebrate the outdoors. The Entry Foyer opens into the Living Room with a large brick fireplace.The two large bedrooms have their own beautifully detailed bathrooms. The third smaller,upstairs bedroom would also make a terrific home office, nursery or craft room.There is anenormous screened porch that connects to the wonderful gourmet kitchen. It opens onto acovered porch that has steps to a slate tile patio (partially heated along with the steps and frontsidewalk!). The expansive yard sits well above the flood plain and has some mature trees thatshade the second floor balcony. The concrete pool is a shady oasis that has outstanding,panoramic water views. The dock has TWO boat lifts and 4'+ MLW. Great crabbing, fishing andwatersports await! There is truly nothing quite like it! *Recent appraisal by May and Assoc.indicate $1M valuation!

Listed by Steven S Saunders of Coldwell Banker Waterman Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

2839 Cox Neck Rd Chester MD 21619

Chester, MD2839 Cox Neck Rd

Price$939,000

Est. Mortgage: $/month

Pending

MLS Number MDQA140800

  • Single Family
  • Address 2839 Cox Neck Rd
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2664

Move right in to this 1 level waterfront home in Southwinds. Lovely brick home w/ 2664' of living space. Elegant foyer. Spacious family room. First floor master suite. Main level laundry room. Perfect for entertaining or relaxing. 2 car garage and driveway. Broad water views and perfect sunrises across Crab Alley Bay.

Listed by Jimmy J White Jr. and Mary E Casson of Long & Foster Real Estate, Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

108 Carriage Heath Chester MD 21619

Chester, MD108 Carriage Heath

Price$800,000

Est. Mortgage: $/month

MLS Number MDQA143454

  • Single Family
  • Address 108 Carriage Heath
  • Bathroom 4
  • Bedrooms 5
  • Square Feet 4334

Take a 3D Virtual tour - https://my.matterport.com/show/?m=Xvzq2LQ77qH ! Stunning water-view home in Gibson's Grant! Open floor plan main level features wood floors, coffered ceilings and a master bedroom suite. Entertain in open kitchen with quartz counters, stainless steel appliances, gas cooking and oversized island with bar seating. The living room features a cozy gas fireplace and wall of windows to bring the peaceful river views to you. Private main-floor master suite features a luxurious bathroom with custom dual-headed shower, generous walk-in closet and separate access to the back deck. Work from home? Need a private space for guests or family? The separate space above the garage features a huge room and ensuite bath. The upper level boasts a unique, open family living room space with beautiful water views. Spend sunsets and evenings on the upper level porch enjoying the scenery! Three additional large bedrooms on the upper level for tons of flexibility. Thoughtfully designed with a gracious front porch and large back deck, you'll love spending time outside this home as well. Best of all, the amenities of Gibson's Grant provide you with year round outdoor options as well as a fitness center, pool and riverside pier and pavilion. This stunning community is a wonderful place to call home!

Listed by Jennifer Holden of Coldwell Banker Residential Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 3.33% last updated on Apr 2, 2020
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Copyright 2020 BRIGHT, All Rights Reserved.  Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Chuck Mangold participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Data last updated April 9, 2020. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.

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