131

Homes for Sale near Stevensville Middle School

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  • /57

    $1,850,000

    • 4 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    211 Prospect Bay Dr W, Grasonville, MD 21638

    Welcome to your dream waterfront retreat in the sought-after golf community of Prospect Bay. Perfectly situated on a beautifully landscaped one-acre lot, this exceptional home offers the best of Eastern Shore living with resort-style amenities and breathtaking views.Step inside to discover a thoughtfully designed layout featuring a main-level primary suite, ideal for comfort and

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 846-6784

    211 Prospect Bay Dr W, Grasonville, MD 21638
  • /62

    $530,000

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

    4000 Herons Nest Way Unit 22, Chester, MD 21619

    Four Seasons @ Kent Island - 55+ Community - $10,000 Closing Cost Assistance Available - Turn Key & 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

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (410) 936-3917

    4000 Herons Nest Way Unit 22, Chester, MD 21619
  • /2

    $1,050,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,641 Sq Ft

    330 Macum Creek Dr, Chester, MD 21619

    COMING SOON IN GIBSON'S GRANT! Move in ready with custom upgrades throughout, 330 Macum Creek Drive offers luxury living in one of Kent Island’s most sought after communities. A few highlights of the property include a main level primary with custom closets, finished room over the garage with a full bathroom, open concept kitchen and living space, custom butler's pantry, bonus living space with

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (667) 256-7961

    330 Macum Creek Dr, Chester, MD 21619
  • /11

    $299,000

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft

    6141 Main St, Queenstown, MD 21658

    Location, location, location! Welcome home to this home situated on over an acre and a quarter of land with a detached two car garage. Minutes from Route 50, this freshly painted home features a new stove in the kitchen, washer/dryer, new base board heaters, fresh carpet, and a fully encapsulated crawlspace. The detached two car garage is the perfect place for storage or creating your dream

    Agent Photo

    Biana Arentz

    Coldwell Banker Realty

    (410) 844-8143

    6141 Main St, Queenstown, MD 21658
  • /57

    $499,000

    • 2 Beds
    • 2.5 Baths
    • 1,586 Sq Ft

    34 Queen Anne Way, Chester, MD 21619

    CHESTER RIVER WATERFRONT on the Eastern Shore! Nestled within the water-privileged resort-style community of Queen's Landing, along the scenic Chester River and Macum Creek off the Chesapeake Bay. Step into the light-filled foyer and head up the stairs to the main level, you will find this lovely 2 bedroom, 2.5 bath condominium is move in ready. Just bring your patio chairs, sit back and enjoy

    Agent Photo

    Lona Todd

    Taylor Properties

    (667) 291-8898

    34 Queen Anne Way, Chester, MD 21619
  • /11

    $499,000

    • Land
    • 5 Acres
    • $96,518 per Acre

    3001 Bennett Point Rd, Queenstown, MD 21658

    Discover a rare opportunity to own a stunning 5.172-acre parcel in the prominent Bennett Point community of Queenstown, Maryland. This expansive, perc-approved lot is ideal for building a luxurious estate or a private retreat amidst serene natural surroundings. This property offers the perfect blend of privacy and accessibility, with nearby amenities and a vibrant community. Whether you envision

    Agent Photo

    Shane Hall

    Compass

    (443) 960-8084

    3001 Bennett Point Rd, Queenstown, MD 21658
  • /49

    $425,000

    • 3 Beds
    • 3.5 Baths
    • 2,044 Sq Ft

    109 Bayview, Grasonville, MD 21638

    Bayview @ Kent Narrows - Waterfront Community - Renovated Contemporary Townhouse with Boat Slip - Located just over the Kent Narrows Bridge on Maryland's beautiful Eastern Shore this 3 Bedroom, 3.5 Bath Contemporary Townhouse with Garage awaits a very special buyer. Features beautiful NEW kitchen with gray shaker cabinets, granite counters and new stainless steel appliances, NEW Luxury Vinyl

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (443) 971-3495

    109 Bayview, Grasonville, MD 21638
  • /61

    $799,000

    • 3 Beds
    • 3 Baths
    • 2,453 Sq Ft

    194 Sailcloth Way, Chester, MD 21619

    Welcome to your dream home situated on a coveted premium lot that backs to the woods giving you endless views of wildlife. The first-floor living is ideal for all homeowners and offers you a large primary bedroom, an office/2nd bedroom and a completely open concept on the main level. The kitchen boasts custom cabinets, stainless steel appliances, double oven, gas range with exhaust hood and

    Ross Hunsberger Coldwell Banker Realty

    194 Sailcloth Way, Chester, MD 21619
  • /66

    $599,900

    • 3 Beds
    • 3.5 Baths
    • 2,044 Sq Ft

    121 Bayview, Grasonville, MD 21638

    Welcome to 121 Bayview Drive—Where Waterfront Living Meets Everyday LuxuryPerfectly positioned with panoramic views of the Chester River and Chesapeake Bay, this 3-bedroom, 3.5-bath coastal townhome offers the ideal blend of comfort, charm, and convenience. Whether you're sipping coffee from one of your three private outdoor spaces or toasting the 4th of July fireworks with friends on the

    Matthew Wyble Next Step Realty

    121 Bayview, Grasonville, MD 21638
  • /74

    $545,000

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

    170 Harrier Way Unit 11, Chester, MD 21619

    Move-In Ready 2-Bedroom Condo in Four Seasons at Kent Island!Discover this stunning 2-bedroom, 2.5-bath condo in the sought-after 55+ community of Four Seasons at Kent Island! Completely move-in ready, this home boasts a gourmet kitchen, a formal dining area, and a cozy family room, all enhanced by luxurious finishes throughout.The spacious primary bedroom features a full ensuite bath, while the

    Scott Swahl Redfin Corp

    170 Harrier Way Unit 11, Chester, MD 21619
  • /12

    $862,900 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
  • /27

    $797,900 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
  • /25

    $649,900 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

    $730,900 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
  • /12

    $474,990 New Construction

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

    Magothy, 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

    K Hovnanian's Four Seasons

    Magothy, Chester, MD 21619
  • /27

    $834,900 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
  • /42

    $826,900 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
  • /100

    $574,900 Pre-Foreclosure

    • Land
    • 0.34 Acre
    • $1,690,882 per Acre

    215 Nichols Manor Dr, Stevensville, MD 21666

    Welcome to 214 Nichols Manor Drive in Stevensville. This beautifully renovated split foyer home is located on Kent Island in one of the Eastern Shore’s most desirable communities. Just minutes from the Bay Bridge, this property offers the perfect blend of modern upgrades, functional space, and access to the Chesapeake Bay lifestyle. With multiple public boat ramps nearby, including Shipping

    Mike Arajakis Whitetail Properties Real Estate

    215 Nichols Manor Dr, Stevensville, MD 21666
  • /41

    $850,000

    • 2 Beds
    • 1 Bath
    • 1,268 Sq Ft

    1000 Chester River Dr, Grasonville, MD 21638

    Exceptional Waterfront Opportunity in Chester River BeachDiscover the charm and potential of this brick rancher, ideally situated on a rare double lot with 93 feet of stunning Chester River frontage. Located in the sought-after Chester River Beach community, this home offers 2 bedrooms, 1 full bath, hardwood floors, and a sun-drenched Florida room showcasing sweeping water

    Kathleen Armiger Coldwell Banker Realty

    1000 Chester River Dr, Grasonville, MD 21638
  • /46

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,379 Sq Ft

    432 Oyster Cove Dr, Grasonville, MD 21638

    Welcome to this rarely available, TOP (3rd) FLOOR condo offering PANORAMIC WATERFRONT views and incredible indoor-outdoor living! You will love the 4 walls of floor-to-ceiling windows in living/dining rooms. This 1-level villa is located in an elevator building. Fabulous SUNSETS! It is located on a deep-water, protected marina in the sought-after, gated community of Oyster Cove and is a

    Anita Snyder Star Realty

    432 Oyster Cove Dr, Grasonville, MD 21638
  • /39

    $569,000

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    25 Queen Elizabeth Ct, Chester, MD 21619

    Experience breathtaking sunrises over the Chester River and Chesapeake Bay from this beautifully updated, three-level townhouse-style condo. Located in a serene waterfront community, this home offers the perfect blend of modern amenities and natural beauty. The front entrance welcomes you with a porcelain-tile foyer and a river-rock inset, leading into an open living area with stunning water

    Evguenia Mathur Samson Properties

    25 Queen Elizabeth Ct, Chester, MD 21619
  • /39

    $895,000

    • 3 Beds
    • 3.5 Baths
    • 3,054 Sq Ft

    4 Bunker Ct, Grasonville, MD 21638

    Enjoy a waterfront country club lifestyle with the privacy of wooded views at 4 Bunkers Court! This beautifully updated and private creek front home is tucked away on a wooded 1.53 acre cul-de-sac lot at the top of Little Greenwood Creek in the sought after waterfront golf course community of Prospect Bay. From soaring vaulted ceilings to thoughtful upgrades throughout, this home combines

    Jennifer Gregorski Washington Fine Properties

    4 Bunker Ct, Grasonville, MD 21638
  • /44

    $875,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    644 Chester River Beach Rd, Grasonville, MD 21638

    Soak up all that summer has to offer in this beautiful waterfront rancher in Chester River Beach! As you walk in, you'll be captivated by the open concept kitchen and living room with expansive views of Winchester Creek. The updated kitchen showcases white cabinets and granite countertops. The fully conditioned four season room is perfect for enjoying the views all year long and has brand new

    Annie Eaton Coldwell Banker Realty

    644 Chester River Beach Rd, Grasonville, MD 21638
  • /39

    $479,000

    • 3 Beds
    • 4 Baths
    • 1,899 Sq Ft

    312 Blenny Ln, Chester, MD 21619

    You do not want to miss this opportunity to enjoy island living in this maintenance free, WATER VIEW-End UNIT! Come enjoy island living in the Bayside Community. Offering POND views from every window in this sought after end unit home complete with beautiful landscaping. Relax on your spacious deck overlooking the pond complete with 2 fountains or invite family and friends to enjoy a cookout

    Judith Brown Samson Properties

    312 Blenny Ln, Chester, MD 21619
  • /56

    $875,000

    • 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, over $104/SF LESS than average! 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

    Jennifer Chaney Chaney Homes, LLC

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

    $669,000

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

    402 Web Foot Ln, Stevensville, MD 21666

    REDUCED $20K!! Make YOUR move NOW before someone else does! 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,

    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
  • /45

    $749,900

    • 4 Beds
    • 2 Baths
    • 2,580 Sq Ft

    42 Prospect Bay Dr W, Grasonville, MD 21638

    Available immediately, a significantly expanded and open Rancher in the sought after golf and marina neighborhood of Prospect Bay. Enjoy country club and coastal living in this 4 bedroom, 2 bath, spacious rancher, situated on a 1+ acre lot on the Prospect Bay Golf Course. Includes views of multiple golf tees and greens from your expansive backyard. Open concept, one level living with crown

    Thomas Moore Benson & Mangold, LLC

    42 Prospect Bay Dr W, Grasonville, MD 21638
  • /45

    $649,400

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

    154 Harrier Way, Chester, MD 21619

    *** WELCOME to 154 HARRIER WAY and FOUR SEASONS at KENT ISLAND***The Donegal model is a spacious and airy 2 bedroom, 2 bath home boasting an expansive open floor plan with nearly 2000 square feet of luxurious living space on one level. This home features a lavish gourmet kitchen and dining area, a spacious and airy great room with gas fireplace, plus office or den. You decide! The

    Ralph Kennedy RE/MAX Executive

    154 Harrier Way, Chester, MD 21619
  • /62

    $789,000

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

    103 John Gibson Dr, Chester, MD 21619

    PRICE REDUCED!!!! Freshly painted and ready to go! Take a tour of this beautiful home in the sought after community of Gibsons Grant on Kent Island. This home rests just minutes from the Chesapeake Bay Bridge, Annapolis, Baltimore or DC. Everything in this home has been meticulously cared for. You will find ceramic tile flooring as you enter transitioning to beautiful plank flooring

    Edward Beres RE/MAX Executive

    103 John Gibson Dr, Chester, MD 21619
  • /77

    $750,000

    • 3 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    132 Claiborne St, Chester, MD 21619

    Sitting pretty on one of the largest, level lots in the prestigious Gibson's Grant Community, w/ beautiful landscaping, flowers now blooming, and a lawn irrigation system. The lot is enhanced with landscape lighting and a wood fence. This front porch Chatham model is inviting w/sidewalk extension and has a good view of the peaceful pond and natural surroundings. The foyer and main level have

    Melanie Mcknight RE/MAX Professionals

    132 Claiborne St, Chester, MD 21619
  • /58

    $684,900 New Construction

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

    201 Switchgrass Way Unit 1433, Chester, MD 21619

    Welcome home to the Chester, a beautifully crafted 2-bedroom, 2.5-bath residence with a 1-car garage, offering low-maintenance luxury and stylish finishes throughout. Ideal for full-time living or a lock-and-leave lifestyle, this home delivers comfort, flexibility, and charm in every room.Inside, you’ll find a dedicated home office with lighted French doors, perfect for remote work or a

    Mary Anne Kowalewski KOVO Realty

    201 Switchgrass Way Unit 1433, Chester, MD 21619
  • /51

    $684,900 New Construction

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

    516 Warbler Way, Chester, MD 21619

    Charming Comfort & Elevated Style – Jenkins, Lot 602 | Move-In September 2025Welcome to the Jenkins, a thoughtfully designed 2-bedroom, 2-bath home with a 2-car garage and open layout ideal for modern living. This layout includes a versatile home office, a peaceful screened patio, and a stunning 2-story stone fireplace—the perfect focal point for the great room.The kitchen is equipped with

    Mary Anne Kowalewski KOVO Realty

    516 Warbler Way, Chester, MD 21619
  • /81

    $779,000 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
  • /24

    $684,900 New Construction

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

    201 Switchgrass Way, Chester, MD 21619

    Gourmet kitchen with wall oven & spacious central island.Dry bar in the dining area adds a stylish touch.Great room features an electric fireplace for cozy evenings.Sliding doors open to a private balcony off the great room.Owner’s suite with direct balcony access for fresh air.Dual vanities in the spa-inspired owner’s bath.Thoughtfully designed layout with

    K Hovnanian's Four Seasons

    Chester, Chester, MD 21619
  • /21

    $559,990 New Construction

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

    Severn, Chester, MD 21619

    Expansive end home condominium with 3 bedrooms.Lavish gourmet kitchen and formal dining area.Huge great room with large corner balcony.Fantastic owner’s suite and sitting room with access to balcony.Extravagant owner’s spa bath with two walk-in closets.Large secondary bedrooms for all of your company.Pricing is inclusive of an average location premium.

    K Hovnanian's Four Seasons

    Severn, Chester, MD 21619
  • /11

    $752,900 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
  • /14

    $681,900 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
  • /34

    $671,400 New Construction

    • 4 Beds
    • 2.5 Baths

    1501 Norman Rd, Chester, MD 21619

    One of our most popular designs, the Doral offers formal ( office space) and informal living areas with lots of room for the whole family to spread out. Your main level features a spacious family room and table space kitchen. Add a light-filled morning room off the rear or expand your space with plan extension. Upstairs, plans accommodate 4 nicely sized bedrooms, 2 full baths and large laundry

    George Bailey Keller Williams Flagship

    1501 Norman Rd, Chester, MD 21619
  • /19

    $650,000 Coming Soon

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

    717 Cloverfields Dr, Stevensville, MD 21666

    Darlene Winegardner RE/MAX Executive

    717 Cloverfields Dr, Stevensville, MD 21666

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