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Houses for Sale in 21666

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  • /2

    $359,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 2.5 Baths
    • 1,284 Sq Ft

    116 Creekside Commons Ct, Stevensville, MD 21666

    Welcome home to this beautifully updated and move in ready condo offering comfort, convenience, and charm in the heart of Kent Island.The main level features durable LVP flooring and a bright, newly upgraded kitchen complete with quartz countertops and opens to the dining and living areas—ideal for both relaxing and entertaining. Step through the sliding doors off the living room to enjoy

    Agent Photo

    Elizabeth Arentz

    Coldwell Banker Realty

    (410) 673-4418

    116 Creekside Commons Ct, Stevensville, MD 21666
  • /69

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 3,268 Sq Ft

    717 Cloverfields Dr, Stevensville, MD 21666

    Arguably one of the most stunning homes in Cloverfields! This beautifully expanded 3,268 sq ft residence features a breathtaking custom kitchen addition that’s tailor-made for family gatherings and entertaining. With over 600 sq ft of thoughtfully designed space, you'll enjoy vaulted ceilings, skylights, a spacious dining, and a stacked-stone fireplace in the cozy sitting area.The kitchen

    Darlene Winegardner RE/MAX Executive

    717 Cloverfields Dr, Stevensville, MD 21666
  • /52

    $650,000

    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    109 Woodmoor Rd, Stevensville, MD 21666

    Welcome to this beautiful single-family home, where comfort meets style in a thoughtfully designed layout featuring 4 spacious bedrooms and 3 full baths. From the moment you step inside, you're greeted by an open-concept floor plan, soaring ceilings, and interiors flooded with natural light, creating a warm and inviting atmosphere. The cozy living area centers around a charming fireplace, perfect

    Jonathan Scheffenacker Redfin Corp

    109 Woodmoor Rd, Stevensville, MD 21666
  • /74

    $515,000

    • 3 Beds
    • 2 Baths
    • 1,731 Sq Ft

    603 Broadcreek Dr, Stevensville, MD 21666

    WATER-view Rancher- Spacious ONE-LEVEL boasting bright, open floor-plan w/ attached 2-Car Garage- Open- floor-plan & vaulted ceilings capture ample natural light with Chesapeake Bay/Broad Creek views! Updated kitchen, stylish baths, gleaming hardwood floors, cozy gas fireplace, attached 2-car garage/ over-sized workshop, & detached one-Car Garage/Run-in shed, gives ample storage space! Updated

    Jennifer Chaney Chaney Homes, LLC

    603 Broadcreek Dr, Stevensville, MD 21666
  • /43

    $3,725,000 Open Sat 10AM - 1PM

    • 4 Beds
    • 5 Baths
    • 5,900 Sq Ft

    200 Mallard Cove Ln, Stevensville, MD 21666

    Stevensville MD - 15-acre waterfront estate located 23 miles from Annapolis. Mallard Cove features a custom home updated and maintained to the highest standards with quality materials, thoughtful design, and convenient features for Shore Living. This unique property has nearly five acres of farmland, a one-acre freshwater pond with gazebo, approximately 450 feet of shoreline with stone

    Coard Benson Benson & Mangold, LLC

    200 Mallard Cove Ln, Stevensville, MD 21666
  • /12

    $872,900 New Construction

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

    Mykonos, 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

    K Hovnanian's Four Seasons

    Mykonos, Chester, MD 21619
  • /26

    $807,900 New Construction

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

    Kerr, 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's Four Seasons

    Kerr, Chester, MD 21619
  • /24

    $659,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    Jenkins II, Chester, MD 21619

    Private home office for working from home. Stylish kitchen with large center island and spacious pantry. Spacious great room with slider to covered patio. Luxurious primary suite with oversized walk-in closet. Palatial primary bath with split vanities. Convenient HovHall off garage for keeping home tidy.

    K Hovnanian's Four Seasons

    Jenkins II, Chester, MD 21619
  • /10

    $740,900 New Construction

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

    Taylor, 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's Four Seasons

    Taylor, Chester, MD 21619
  • /27

    $844,900 New Construction

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

    Franklin, 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's Four Seasons

    Franklin, Chester, MD 21619
  • /40

    $836,900 New Construction

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

    Tuscaloosa, Chester, MD 21619

    Extra Suite with full bath for overnight guests. Private home office off foyer for working from home. Spacious great room with adjacent dining area. Beautiful 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's Four Seasons

    Tuscaloosa, Chester, MD 21619
  • /23

    $999,999 Open Sun 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    101 Beachside Dr, Stevensville, MD 21666

    OPEN HOUSE. SUNDAY august 3rd 11-1. Nantucket meets the Bay in this 5 bedroom, 3-4 bath Carriage Style Waterfront. This Coastal Charmer has views from 3 sides and offers a Community Boat Ramp next door and Sandy Bayfront Beach directly across the street. Recent renovations include handsome hardwood floors, upgraded baths, new kitchen, new windows, new doors and new siding. Main level offers

    Candice Friday Coastal Realty Maryland

    101 Beachside Dr, Stevensville, MD 21666
  • /60

    $739,000

    • 5 Beds
    • 5 Baths
    • 3,100 Sq Ft

    219 Ackerman Rd, Stevensville, MD 21666

    A One-of-a-Kind Coastal RetreatDiscover the epitome of luxury living in this extraordinary home featuring five spacious bedrooms and five full bathrooms, perfectly designed for comfort and style. This residence boasts three exquisite primary suites, including a stunning first-floor primary suite that has been meticulously updated, complete with his and her walk-in closets and ample space

    Justin Kennedy Samson Properties

    219 Ackerman Rd, Stevensville, MD 21666
  • /66

    $811,000

    • 6 Beds
    • 4 Baths
    • 4,256 Sq Ft

    247 Breeding Blvd, Stevensville, MD 21666

    Spacious 6-Bedroom Home in Sought-After Ellendale—Minutes from the Bay Bridge! Welcome to this stunning 6-bedroom, 6-bathroom home nestled in the highly desirable community of Ellendale. Perfectly located just seconds from the Bay Bridge, this home offers both convenience and charm—ideal for commuters and families alike. Third Floor:Retreat to the upper level, where you'll

    Jeffrey Robinson Douglas Realty LLC

    247 Breeding Blvd, Stevensville, MD 21666
  • /75

    $1,100,000

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

    407 Craney Creek Rd, Stevensville, MD 21666

    Nestled along the shores of the Chesapeake Bay, this charming Cape Cod offers the ultimate waterfront lifestyle with its own private pier and dock, set against panoramic bay views and a rip-rapped shoreline with approximately 5 feet of mean low water. With direct access to the Bay, you can fish, boat, paddleboard, or simply relax and take in breathtaking sunsets and the abundant wildlife that

    Jackie Ball Daley Northrop Realty

    407 Craney Creek Rd, Stevensville, MD 21666
  • /23

    $1,099,000

    • 5 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    101 Beachside Dr, Stevensville, MD 21666

    OPEN HOUSE. SUNDAY JULY 20th, 11-1. Nantucket meets the Bay in this 5 bedroom, 3-4 bath Carriage Style Waterfront. This Coastal Charmer has views from 3 sides and offers a Community Boat Ramp next door and Sandy Bayfront Beach directly across the street. Recent renovations include handsome hardwood floors, upgraded baths, new kitchen, new windows, new doors and new siding. Main level offers

    Candice Friday Coastal Realty Maryland

    101 Beachside Dr, Stevensville, MD 21666
  • /90

    $749,000

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    201 Beachside Dr, Stevensville, MD 21666

    Fully updated home in a quiet family-oriented neighborhood. Four bed 3 bath split foyer with attached 2 car garage. Full kitchen renovation in 2018 including custom island with drawer microwave, built in bookshelf, wine rack and ample storage. Full main bath renovation in 2019 including walk-in shower with heated floors and heated towel rack and 2 Velux skylights with remote power shades. The

    Joshua Woods Berkshire Hathaway HomeServices Homesale Realty

    201 Beachside Dr, Stevensville, MD 21666
  • /56

    $845,000

    • 4 Beds
    • 4.5 Baths
    • 4,793 Sq Ft

    238 Nichols Manor Dr, Stevensville, MD 21666

    Sometimes, bigger IS better- THE BEST VALUE per square foot in all of Stevensville just got better! Start summer right in this STUNNING, Custom-built colonial boasting nearly 4800 SF on nearly 1/2 acre in coveted Cloverfields community with unmatched amenities including: sandy beach, over-sized pool, double boat ramp, sports court & more- all for only $200/YEAR!! Stately colonial features 9'

    Jennifer Chaney Chaney Homes, LLC

    238 Nichols Manor Dr, Stevensville, MD 21666
  • /48

    $654,900

    • 4 Beds
    • 3.5 Baths
    • 3,276 Sq Ft

    402 Web Foot Ln, Stevensville, MD 21666

    The desired community of MALLARD RUN on Kent Island welcomes you to this stunning move-in ready Colonial Home! Nestled on a peaceful quarter acre lot backing to serene woods you will enjoy the sounds of nature and privacy! With 4 spacious Bedrooms to include a NEW Main Level 550 sqft In-law Suite with private access and a Home Office, Sunroom, 3.5 Bathrooms- this almost 3500 sqft Home offers

    Pamela Ackermann-Doll RE/MAX Executive

    402 Web Foot Ln, Stevensville, MD 21666
  • /36

    $715,000

    • 4 Beds
    • 3 Baths
    • 3,151 Sq Ft

    242 Peregrine Dr, Chester, MD 21619

    Introducing the Simone – Where Modern Comfort Meets Farmhouse Charm. This 6 month old Simone offers the perfect blend of open-concept living and timeless Farmhouse style with 4 spacious bedrooms, 3 full baths, and a 2-car garage, this home is designed with both functionality and flair. Step inside to find stylish laminate flooring flowing through the foyer, hallways, home office, great room,

    Pamela Owens Anchor Group Realty, LLC

    242 Peregrine Dr, Chester, MD 21619
  • /50

    $714,900 New Construction

    • 2 Beds
    • 2 Baths
    • 1,993 Sq Ft

    509 Warbler Way, Chester, MD 21666

    Settle into style with the Jenkins, a 2-bedroom, 2-bath home that balances cozy charm with functional upgrades. A 2-car garage, dedicated home office, and a screened patio offer flexibility and space for everyday living and entertaining.The heart of the home includes a stone fireplace and a thoughtfully designed kitchen featuring a single oven, gas cooktop, range hood, French door

    Mary Anne Kowalewski KOVO Realty

    509 Warbler Way, Chester, MD 21666
  • /14

    $679,900 New Construction

    • 3 Beds
    • 2 Baths

    114 Queens Colony High Rd, Stevensville, MD 21666

    New Construction to be built in Queen Anne Colony. Water Privileged plus a community park and kayak launch. A serene lifestyle awaits you for full-time living or vacation home, all on 1 level. Make this your home with your personal selections, The best of Eastern Shore living at the first exit just 5 minutes from the Bay Bridge. Enjoy your home as well as golf, hiking trails, and fine dining.

    George Bailey Keller Williams Flagship

    114 Queens Colony High Rd, Stevensville, MD 21666
  • /81

    $739,950 New Construction

    • 2 Beds
    • 2 Baths
    • 2,147 Sq Ft

    137 Warbler Way, Stevensville, MD 21666

    No waiting on the builder here! Treat yourself to this STUNNING move-in-ready Four Seasons beauty- Boasting soaring ceilings, flooded with natural light, spacious, open-floor plan nearly 2200 SF, with generously-sized primary suite & spa-like bath with walk-in-closet, double sinks & walk-in-shower. 2nd bedroom & bath across home offers privacy for guests. Custom barn doors open to bonus space-

    Jennifer Chaney Chaney Homes, LLC

    137 Warbler Way, Stevensville, MD 21666
  • /12

    $869,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,601 Sq Ft

    Munich ESP, Chester, MD 21619

    Extra Suite Plus for multi-generational living. Striking kitchen with large center island and corner pantry. Spacious great room with tons of windows for natural sun light. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with split vanities and optional freestanding tub. Private home office off foyer for working from home.

    K Hovnanian's Four Seasons

    Munich ESP, Chester, MD 21619
  • /11

    $762,900 New Construction

    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    Kelly, Chester, MD 21619

    Private home office for working from home. Spacious great room with slider to covered patio. Beautiful kitchen with large island and roomy pantry. Luxurious primary suite with triple windows. Relaxing primary bath with spacious shower and walk-in closet. Convenient covered patio with screen patio option.

    K Hovnanian's Four Seasons

    Kelly, Chester, MD 21619
  • /13

    $691,900 New Construction

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

    Simone, Chester, MD 21619

    Private bedroom 2 located off foyer for overnight guests. Striking kitchen with large island and plenty of counter space. Open and airy great room with slider to covered patio. Convenient covered patio with screened patio option. Luxurious primary suite with oversized walk-in closet. Relaxing primary bath with split vanities. Versatile loft on second

    K Hovnanian's Four Seasons

    Simone, Chester, MD 21619
  • /23

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    401 Kent Way, Stevensville, MD 21666

    Charming home in a water-oriented neighborhood. Three beds, 2 baths, a cozy sun room, fireplace (recently repaired and serviced), and large deck for gatherings, and so much more. Nicely situated on a corner lot. Garage and shed for tons of storage.

    Tonia Parent RE/MAX Realty Group

    401 Kent Way, Stevensville, MD 21666
  • /32

    $600,000

    • 4 Beds
    • 3 Baths
    • 2,462 Sq Ft

    109 Woodmoor Rd, Stevensville, MD 21666

    HUGE PRICE IMPROVEMENT! Experience the Quintessential Stevensville Lifestyle at 109 Woodmoor Rd! Where sophisticated comfort seamlessly blends with an unparalleled lifestyle. This meticulously designed home, boasting 4 spacious bedrooms and 3 luxurious full baths, is a testament to refined living. From the moment you cross the threshold, you'll be enveloped by an open-concept floor plan, graced

    Carlos Contreras Caprika Realty

    109 Woodmoor Rd, Stevensville, MD 21666
  • /68

    $585,000

    • 5 Beds
    • 2.5 Baths
    • 2,418 Sq Ft

    714 Dixon Dr, Stevensville, MD 21666

    Welcome to this beautifully maintained 5-bedroom, 2.5-bath Colonial located in the water-privileged Cloverfields community on the Chester River! Situated on a .37-acre lot, this 2,418 sq ft home offers spacious living inside and out, with major system upgrades scheduled for buyer peace of mind—new 30 yr architectural roof (2025) and new water heater (2025) to be installed by settlement. The main

    Elizabeth DuLaney EXP Realty, LLC

    714 Dixon Dr, Stevensville, MD 21666
  • /24

    $335,000

    • 4 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    100 Kent Point Rd, Stevensville, MD 21666

    Rare Opportunity on Kent Island!Don't miss your chance to own this charming 4-bedroom, 1.5-bath single-family home situated on a corner lot with waterviews of the creek from the front yard. Just a short walk away is the community beach on the Chesapeake Bay, perfect for relaxing or enjoying waterfront activities.This home features brand new carpet, new LVT flooring in the kitchen and

    Verna Downey Clark & Co Realty, LLC

    100 Kent Point Rd, Stevensville, MD 21666
  • /50

    $589,000

    • 3 Beds
    • 2.5 Baths
    • 1,932 Sq Ft

    104 Jib Way, Stevensville, MD 21666

    Welcome Home to 104 Jib Way, an elegantly designed home featuring 3 bedrooms and 2.5 baths. Inside, enjoy the warmth of newly finished hardwood floors that flow seamlessly throughout the kitchen and living spaces. The spacious owner's suite includes oversized walk-in closets, while the additional two bedrooms provide plenty of room for comfort.The kitchen showcases 42” maple cabinets and

    Justin Kennedy Samson Properties

    104 Jib Way, Stevensville, MD 21666
  • /63

    $569,900 Open Wed 5PM - 7PM

    • 3 Beds
    • 2 Baths
    • 1,784 Sq Ft

    713 Bay Dr, Stevensville, MD 21666

    Seller is offering a 1% interest rate buy down for reasonable offers. Open House, Wednesday, 7/30, 5pm - 7pm. Welcome home to this Coastal Retreat at 713 Bay Drive! Enjoy stunning water views of Chesapeake Bay and Tolson Creek from this fully renovated 3 bedroom ranch-style home and live every day like you are on vacation. Situated on an expansive corner lot of approximately 0.91 acres, this

    Gretchen Wichlinski Compass

    713 Bay Dr, Stevensville, MD 21666
  • /26

    $499,900

    • 4 Beds
    • 2 Baths
    • 1,650 Sq Ft

    116 Kent Point Rd, Stevensville, MD 21666

    *Freshly painted throughout, this move in ready home features a brand new well pump, HVAC system, stove, and refrigerator. Square footage differs from public records, it is closer to 1,900 sq ft, buyer to verify. For added peace of mind a 1 year home warranty is also included* Located in the storied area of Bloody Point, this lovingly maintained original-owner home offers a rare opportunity to

    Marti McGinty Chesapeake Real Estate Associates, LLC

    116 Kent Point Rd, Stevensville, MD 21666
  • /60

    $464,900

    • 4 Beds
    • 2 Baths
    • 2,628 Sq Ft

    223 Baltimore Rd, Stevensville, MD 21666

    ***JUST LISTED & OPEN SUNDAY - 1PM-3PM*** Dreaming of a place with a large backyard to host all your gatherings with your friends and family? This absolutely lovely 4BR, 2BA home could be the one!! Come see for yourself! Freshly painted and newer flooring throughout to provide you the best possible experience as you walk in! Enjoy, not 1, not 2, but 3 separate living spaces! Upstairs you will

    Violeta Aguirre Long & Foster Real Estate, Inc.

    223 Baltimore Rd, Stevensville, MD 21666
  • /45

    $529,900 Open Wed 5PM - 7PM

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    312 William Way, Stevensville, MD 21666

    Excited to present 312 William Way! Thoughtfully renovated with long-term plans, this rancher has been updated from top to bottom with over $155,000 in improvements—all within the past year. The current owners invested in high-quality upgrades that combine function, style, and everyday ease.Inside, you'll find a beautifully remodeled gourmet kitchen with quality finishes and designed with

    Susan Reinhart Compass

    312 William Way, Stevensville, MD 21666
  • /36

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    117 Church St, Stevensville, MD 21666

    JUST IN! Seller OFFERING 1 Point Rate Buy Down for acceptable offer received by July 28th! Welcome to charming downtown Stevensville, where this beautiful traditional-style home sits on a coveted corner lot and features an enchanting covered wrap porch--perfect for rocking the day away. Complete with three bedrooms, 2.5 baths, attic storage above the garage, and upper level bonus room that

    Tricia Wilson Wilson Realty & Staging LLC

    117 Church St, Stevensville, MD 21666
  • /47

    $460,000

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    108 Maryland Ave, Stevensville, MD 21666

    Charming 1906 Farmhouse on Almost Half an AcreStep back in time with this beautifully maintained 1906 farmhouse, perfectly situated on nearly half an acre of land. This inviting home blends timeless character with thoughtful updates and is ready for its next chapter.The property includes two versatile outbuildings, both with electric. A newly constructed 20x20 two-level shop

    Dee Dee McCracken Coldwell Banker Realty

    108 Maryland Ave, Stevensville, MD 21666
  • /42

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    212 Ackerman Dr, Stevensville, MD 21666

    OPEN DAILY BY APPT!! Over $30,000 worth of improvements were done in this home since it was built in 2024. Not a single thing to do but move in! You do not have to worry about any of the big ticket items for YEARS!! Seller is offering up to $10,000 toward your closing costs with an acceptable offer. Listing Agent is offering a FREE home inspection. Nothing to lose, and so much to gain in this

    Violeta Aguirre Long & Foster Real Estate, Inc.

    212 Ackerman Dr, Stevensville, MD 21666
  • /80

    $565,000

    • 4 Beds
    • 2.5 Baths
    • 2,164 Sq Ft

    822 Kimberly Way, Stevensville, MD 21666

    ***Price Improvement*** Create a life you won't want to escape from in this 4 BR, 2.5 bath water access home in highly sought after Cloverfields community! The unique floor plan is perfect for multi-generational living; you have two large primary suites to choose from, one on the main floor with an attached full bath to include a jetted tub, separate shower and huge walk-in closet. The bright

    Nicki Palermo RE/MAX One

    822 Kimberly Way, Stevensville, MD 21666
  • /53

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 2,204 Sq Ft

    204 Queen Anne Club Dr, Stevensville, MD 21666

    UNOBSTRUCTED BAY VIEW RANCHER with PRIVATE PIER in Kent Island’s QUEEN ANNE COLONY! UNRIVALED PANORAMIC VIEWS across the Bay to Annapolis & Naval Academy! A mere 5 miles from the Bay Bridge, the property has been meticulously maintained & updated both inside and out, offering professional hardscaping, well-cultivated landscaping, and a 2022 bulkhead with 110’ pier. (Boat lift ready! )

    Mary Stevens Long & Foster Real Estate, Inc.

    204 Queen Anne Club Dr, Stevensville, MD 21666

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