138

Homes for Sale near Bayside Elementary School

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  • /81

    $650,000

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

    190 Harrier Way Unit 24, Chester, MD 21619

    Built for low-maintenance living, this beautiful 3-bedroom, 2.5-bath condo offers 2,600 square feet of comfort, space, and resort-style amenities. The open living, dining, and kitchen layout is ideal for everyday living and entertaining.Enjoy peaceful views of three ponds from the beautiful porch, with limited views of the Chester River. The kitchen features 42-inch cabinets, white quartz

    Dee Dee McCracken Coldwell Banker Realty

    190 Harrier Way Unit 24, Chester, MD 21619
  • /45

    $2,375,000

    New Construction
    • 4 Beds
    • 4 Baths
    • 3,280 Sq Ft

    107 Petrie Way, Stevensville, MD 21666

    Welcome to Sunset Wharf, a refined waterfront enclave set within the picturesque Bay Bridge Marina, where coastal living is defined by sweeping views and effortless sophistication. This fully completed residence is one of just a select offering within the initial collection of three buildings, each thoughtfully designed with only two residences each, creating an intimate and private setting along

    Brad Kappel TTR Sotheby's International Realty

    107 Petrie Way, Stevensville, MD 21666
  • /56

    $399,900

    • 3 Beds
    • 3 Baths
    • 1,916 Sq Ft

    1805 Marion Quimby Dr, Stevensville, MD 21666

    WATERVIEWS & SUNSETS!!! This 3 bedroom, 3 bath townhouse has tons of space and almost 2000 square feet and the pool is right outside your back door! Updated kitchen with granite counters and stainless appliances opens to dining room and family room with wood burning fireplace. Hardwood floors throughout the first floor. Bedroom and full bath on the main floor and 2 more bedrooms and 2 full baths

    Michelle Abplanalp Rosendale Realty

    1805 Marion Quimby Dr, Stevensville, MD 21666
  • /60

    $1,350,000

    • 5 Beds
    • 2 Baths
    • 2,700 Sq Ft

    2513 Cecil Dr, Chester, MD 21619

    The locals called it Keister's Folly. In the mid-1940s, Dr. Keister built a barn on Kent Island overlooking Cox Creek, hoping to raise Black Angus cattle on 25 acres. The acreage was too small for the endeavor — but the barn he built was extraordinary. In the early 1960s, the developer of the Harbor View community converted it into a residence. The current owners' family purchased it in 1965 and

    David Moore Real Broker, LLC

    2513 Cecil Dr, Chester, MD 21619
  • /55

    $387,500

    • 3 Beds
    • 2 Baths
    • 1,885 Sq Ft

    6010 Bridgepointe Dr, Chester, MD 21619

    Welcome to this beautifully situated two-story townhome overlooking the tranquil pond in the highly desirable Bridgepointe community on Kent Island. Enjoy an exceptional location with convenient location to Route 50 and just minutes from waterfront dining, Kent Narrows, the Cross Island Trail, public boat ramps, parks, shopping, medical facilities, and more. Experience the perfect blend of

    April Heim Rosendale Realty

    6010 Bridgepointe Dr, Chester, MD 21619
  • /27

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    1340 Queen Anne Dr, Chester, MD 21619

    PRICE Improvement...Discover the charm of this fully updated ranch in a serene, water-privileged community! With a spacious yard and an inviting open floor plan, this home features a stunning new kitchen complete with a large white granite island, sleek white cabinets, and stainless steel appliances. Sunlight floods the dining area through new sliding doors, while the generous living room is

    Darlene Winegardner RE/MAX Executive

    1340 Queen Anne Dr, Chester, MD 21619
  • /21

    $819,990

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

    102 Boatswain Way Unit 24, Chester, MD 21619

    Beautiful gourmet kitchen with designer cabinetry & center island.Electric fireplace adds warmth to spacious great room.Charming dining area featuring convenient dry bar.Peaceful owner's suite with cozy sitting room & walk-in closets.Refreshing owner's spa bath with dual sinks & frameless shower door.Inviting balcony for outdoor relaxation.

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 24, Chester, MD 21619
  • /51

    $939,990

    New Construction $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,789 Sq Ft

    540 Warbler Way, Stevensville, MD 21666

    Welcome to the Kerr, a beautifully designed home offering 3 bedrooms, 3 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened

    Mary Anne Kowalewski KOVO Realty

    540 Warbler Way, Stevensville, MD 21666
  • /50

    $600,000

    • 2 Beds
    • 2.5 Baths
    • 1,832 Sq Ft

    1000 Herons Nest Way Unit 43, Chester, MD 21619

    Beautiful fourth-floor condo offering nearly 2,000 square feet of living space, featuring two bedrooms, a home office, two full baths, and a half bath. Enjoy morning sun from the oversized porch, a spacious living room, and an open-concept layout designed for comfort and entertainment.Highlights include luxury flooring, a fireplace, and a beautifully appointed kitchen with an oversized center

    Dee Dee McCracken Coldwell Banker Realty

    1000 Herons Nest Way Unit 43, Chester, MD 21619
  • /31

    $414,000

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft

    601 Davol Rd, Stevensville, MD 21666

    Welcome to one of the most impeccably updated homes in Cloverfields, where thoughtful design, quality craftsmanship, and attention to detail are evident at every turn. Situated on a desirable corner lot, this move-in-ready home offers an impressive list of upgrades, allowing you to simply unpack and enjoy the Kent Island lifestyle. The stunning kitchen serves as the centerpiece of the home,

    Justin Kennedy Samson Properties

    601 Davol Rd, Stevensville, MD 21666
  • /41

    $449,900

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft

    1906 Harbor Dr, Chester, MD 21619

    *PRICE IMPROVEMENT!* Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern living. Completely remodeled from top to bottom, this move-in ready property combines style, comfort, and functionality in every detail. The stunning kitchen features sleek quartz countertops, stainless steel appliances, and a large

    Gregory Bennett Jr. Five Star Real Estate

    1906 Harbor Dr, Chester, MD 21619
  • /52

    $829,990

    New Construction $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    102 Boatswain Way Unit 2933, Chester, MD 21619

    Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in December 2026, this home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office

    Mary Anne Kowalewski KOVO Realty

    102 Boatswain Way Unit 2933, Chester, MD 21619
  • /2

    $629,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,688 Sq Ft

    315 Bentons Pleasure Rd, Chester, MD 21619

    9999

    Douglas Kayhoe Douglas Realty LLC

    315 Bentons Pleasure Rd, Chester, MD 21619
  • /13

    $599,990

    New Construction $64K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    102 Boatswain Way Unit 12, Chester, MD 21619

    Open home office for flexible work or study.Gourmet kitchen with central island at the heart of the home.Dining area with dry bar for easy entertaining.Great room with electric fireplace for a cozy focal point.Patio off the great room with direct access to the owner's suite.Owner's suite with dual closets for added storage.Owner's bath with dual sinks & glass shower

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 12, Chester, MD 21619
  • /64

    $1,281,880

    New Construction
    • 4 Beds
    • 3.5 Baths

    1757 Harbor Dr, Chester, MD 21619

    *****Immediate Delivery*****WATERFRONT DEEP WATER ****Schedule showoing today! New Home, New Pier, New Pool!!!!!The Blue Heron is a new home design offered by Lacrosse Homes. The single family design features now one but TWO decks -- one from the second floor great room and the second from the third level primary bedroom suite. Take in all the beautiful sights and sounds of a Coastal Maryland

    George Bailey Keller Williams Flagship

    1757 Harbor Dr, Chester, MD 21619
  • /40

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,728 Sq Ft

    1916 Stevens Dr, Chester, MD 21619

    This beautifully updated and well maintained home delivers exceptional value in the highly desirable Harbor View community—just two miles east of the Chesapeake Bay Bridge. Set on a picturesque 0.35‐acre corner lot, this 3‐bedroom, 2 full and 1 half bath home blends comfort, quality, and an unbeatable location.Inside, you’ll love the bright, updated kitchen featuring new countertops and

    Kimberly O'Connor Coldwell Banker Realty

    1916 Stevens Dr, Chester, MD 21619
  • /14

    $849,990

    New Construction $28K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,791 Sq Ft

    715 Warbler Way, Chester, MD 21619

    Stacked cabinetry with glass front uppers brings layered detail to the kitchen.Soaring two-story ceiling adds volume to the great room with a fireplace.Screened patio off the great room extends the living space outdoors.Primary suite features a ceiling treatment with a sliding barn door to the private bath.Primary bath with dual freestanding vanities & plus shower.Home office

    K. Hovnanian Homes Builder
    715 Warbler Way, Chester, MD 21619
  • /34

    $435,000

    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    952 Monroe Manor Rd, Stevensville, MD 21666

    This charming ranch-style home in the desirable Cloverfields community offers a perfect blend of comfort and modern living. With 3 bedrooms and 1.5 baths (half bath in primary), the interior features a traditional floor plan that seamlessly connects the kitchen, dining, and living areas, ideal for gatherings. The country kitchen boasts an island and ample appliances, including a built-in

    Tricia Wilson Wilson Realty & Staging LLC

    952 Monroe Manor Rd, Stevensville, MD 21666
  • /21

    $969,990

    New Construction $34K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    102 Boatswain Way Unit 34, Chester, MD 21619

    Stylish gourmet kitchen centered around a large island. Dining space with convenient dry bar for hosting. Open great room featuring an electric fireplace. Balcony extending from the main living area. Owner’s suite with two spacious walk-in closets. Private sitting area in owner’s suite with balcony connection. Owner’s bath with dual sinks & glass shower enclosure.

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 34, Chester, MD 21619
  • /45

    $545,000

    $5K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 1,979 Sq Ft

    124 Riverside Dr, Chester, MD 21619

    Gorgeous, like-new home on Kent Island! VA ASSUMABLE at 2.75% Interest!! Call for details!Fresh interior paint and new carpet throughout make this home truly move-in ready. The spacious living and dining areas offer plenty of room for relaxing and entertaining, while the inviting fireplace adds warmth and charm. The kitchen features a breakfast bar, pantry, abundant cabinetry, and plenty of

    Christine Schumaker Douglas Realty LLC

    124 Riverside Dr, Chester, MD 21619
  • /35

    $829,990

    New Construction $35K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    102 Boatswain Way Unit 32, Chester, MD 21619

    Elegant gourmet kitchen with designer cabinetry & center island. Spacious great room featuring electric fireplace. Charming dining area with dry bar for efficient serving. Serene owner's suite & spa bath with frameless shower door. Convenient home office for working remotely. Peaceful balcony for outdoor relaxation.

    K. Hovnanian Homes Builder
    102 Boatswain Way Unit 32, Chester, MD 21619
  • /29

    $939,990

    New Construction $31K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,772 Sq Ft

    540 Warbler Way, Chester, MD 21619

    Elegant kitchen featuring white cabinetry & glass-front uppers.Vast center island, perfect for prepping family meals.Stunning fireplace adds character & warmth to spacious great room.Lavish primary suite & bath featuring bath barn door.Secluded Extra Suite for overnight guests.Functional home office for leisure activities.Cozy screened patio for outdoor relaxation.

    K. Hovnanian Homes Builder
    540 Warbler Way, Chester, MD 21619
  • /11

    $799,990

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

    Kelly Plan at Four Seasons at Kent Island - Single Family, 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 Homes Builder
    131 Flycatcher Way Unit 36471203, Chester, MD 21619
  • /66

    $780,000

    • 4 Beds
    • 3.5 Baths
    • 2,185 Sq Ft

    134 Richard Ingle Way, Chester, MD 21619

    Nestled in the sought-after Gibson's Grant at Waters Edge community on Kent Island, this beautifully maintained and thoughtfully upgraded home offers picturesque pond views and is just a short stroll from the community clubhouse, pool, private pier, and easily accessible kayak ramp. Built in 2017 and carefully enhanced over the years, this property combines quality craftsmanship, functional

    Courtney Gallagher Keller Williams Realty Central-Delaware

    134 Richard Ingle Way, Chester, MD 21619
  • /2

    $749,900

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

    233 Peregrine Dr, Chester, MD 21619

    Professional Pics coming soon. Why wait for new construction when you can move right into this beautiful Simone model in the highly sought-after Four Seasons at Kent Island? This spacious home offers 4 bedrooms, 3 full baths, and the perfect blend of comfort, style, and low-maintenance living.The open floor plan makes everyday living and entertaining easy, with a bright kitchen featuring granite

    Michelle Abplanalp Rosendale Realty

    233 Peregrine Dr, Chester, MD 21619
  • /85

    $2,850,000

    • 5 Beds
    • 4.5 Baths
    • 4,831 Sq Ft

    1810 Love Point Rd, Stevensville, MD 21666

    Set on Forty Five picturesque acres of prime agricultural land with extensive tillable acreage, this exceptional Five bedroom, Four and one half bath brick colonial blends timeless design with modern versatility and waterfront charm. Privately situated on a quiet cove just off the mouth of the Chester River, the property offers a rare combination of space, functionality, and lifestyle appeal.

    Adam Light Monument Sotheby's International Realty

    1810 Love Point Rd, Stevensville, MD 21666
  • /27

    $485,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,896 Sq Ft

    15 Dixon Ct, Stevensville, MD 21666

    Lovely 4 bedroom rancher with big, fenced backyard on cul de sac in Stevensville neighborhood of Cloverfields on Kent Island. Community pool, beach, clubhouse, playground, and boat marina. Very large primary bedroom addition, big living room, large kitchen-dining combo area, nice outdoor deck off kitchen, two large outbuildings in backyard and plenty of room for garden, fire pit, volleyball etc.

    Alex Hodges Cottage Street Realty LLC

    15 Dixon Ct, Stevensville, MD 21666
  • /52

    $749,990

    New Construction $110K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    110 Boatswain Way Unit 3042, Chester, MD 21619

    Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. Scheduled for settlement in October 2026, this home combines modern comfort with functional living spaces. The heart of the home features a dry bar and an electric fireplace, creating a warm and inviting atmosphere. A dedicated home office with lited French doors provides a stylish and private

    Mary Anne Kowalewski KOVO Realty

    110 Boatswain Way Unit 3042, Chester, MD 21619
  • /38

    $650,000

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

    128 Allison Jane Dr, Stevensville, MD 21666

    Welcome to Ellendale—where modern comfort meets Eastern Shore charm. This beautifully maintained 3-bedroom, 2 full and 1 half bath home, built in 2018 by Baldwin Homes, offers the feel of new construction with a spacious, light-filled layout and a 2-car garage. Designed for both everyday living and effortless entertaining, the home features stylish finishes throughout, and 2 added Mitsubishi

    Max Burton Mr. Lister Realty

    128 Allison Jane Dr, Stevensville, MD 21666
  • /29

    $729,999

    $50K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft

    132 Wheelhouse Way Unit 11, Chester, MD 21619

    Adjusted price and ready for new owners!! Experience everything Four Seasons has to offer without the wait. This meticulously maintained home shows like new and is located just steps from the community amenities and vibrant social spaces that make Four Seasons so desirable. 132 Wheelhouse Way is arguably one of the most sought-after locations in the community, offering fantastic water views and

    Matthew Arnold Real Broker, LLC

    132 Wheelhouse Way Unit 11, Chester, MD 21619
  • /84

    $999,000

    $46K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    233 Kingfisher Ln, Stevensville, MD 21666

    Welcome to luxury coastal living in the highly desirable Four Seasons at Kent Island 55+ community in Chester. Built in 2025, this practically new home offers the perfect blend of elegance, comfort, and convenience — without the wait for new construction. Ideally situated on coveted Kingfisher Lane, this exceptional Tuscaloosa model offers over 3,200 square feet of beautifully designed living

    Tara Trout Samson Properties

    233 Kingfisher Ln, Stevensville, MD 21666
  • /62

    $765,000

    • 2 Beds
    • 2.5 Baths

    111 Marshgrass Way Unit 43, Chester, MD 21619

    Penthouse Unit! Seller offering closing cost assistance to qualified buyers! Rare top floor unit with year-round water views perfectly positioned to capture stunning sunrises every morning. This home has been owned and meticulously maintained by the original owner who spared no expense and opted for every builder upgrade that was offered, over $60,000.00 in options. The open concept design

    John Freeman Coldwell Banker Realty

    111 Marshgrass Way Unit 43, Chester, MD 21619
  • /28

    $929,990

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

    532 Warbler Way, Chester, MD 21619

    First-floor Extra Suite adds flexibility for guests.Ceiling detail & crown molding carry through the kitchen and great room.Stacked cabinetry with glass-front uppers brings added depth to the kitchen.Fireplace creates a warm focal point in the great room.Screened patio off the great room extends the living space outdoors.Decorative feature walls in the foyer & primary suite

    K. Hovnanian Homes Builder
    532 Warbler Way, Chester, MD 21619
  • /36

    $700,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft

    2000 Herons Nest Way Unit 401, Chester, MD 21619

    Newly adjusted price. Please visit me at the OPEN HOUSE this Sunday from 1-3pm. Rarely available, this luxurious Severn penthouse in Four Seasons at Kent Island offers the perfect blend of waterfront beauty, comfort, and resort-style living. Built in 2020 and meticulously maintained, the home features an open-concept design filled with natural light and stunning views of Macum Creek and the

    Matthew Arnold Real Broker, LLC

    2000 Herons Nest Way Unit 401, Chester, MD 21619
  • /94

    $375,000

    • 3 Beds
    • 2 Baths
    • 3,128 Sq Ft

    114 Cedar Rd, Chester, MD 21619

    AGENTS - PLEASE VIEW AGENT REMARKS IN BRIGHT MLS. Discover your private sanctuary on this sprawling 1-acre lot. This meticulously maintained residence with over 3,000 SF of total living space blends modern comfort with rare functional space. Inside, you’ll find fresh updates and an expanded, bespoke master suite designed for total relaxation. The true highlight is the property’s versatility:

    Tom Atwood Keller Williams Legacy

    114 Cedar Rd, Chester, MD 21619
  • /39

    $390,000

    $11K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,161 Sq Ft

    1205 Marion Quimby Dr, Stevensville, MD 21666

    *100% Renovated*Welcome to this *BEAUTIFUL RENOVATED* 2-bedroom, 2.5-bath townhome nestled in a desirable condo community on Kent Island.This fully updated home shines with thoughtful upgrades and modern touches throughout — including new storm doors, 2025 heat pump, new water heater, upgraded electrical system, new blinds, a new Samsung washer and dryer, double-pane windows, and

    Rita Cordova Taylor Properties

    1205 Marion Quimby Dr, Stevensville, MD 21666
  • /38

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft

    205 Riverside Dr, Chester, MD 21619

    Coastal cottage charm meets waterfront living on picturesque Crab Alley Creek. Offering 120 feet of shoreline and direct access to the Eastern Bay, this beautifully maintained home combines privacy, convenience, and the very best of the Chesapeake lifestyle. A pier permit already in hand provides an exciting opportunity for the next owner to further enhance their waterfront experience. This

    Melissa Chick Engel & Völkers Annapolis

    205 Riverside Dr, Chester, MD 21619
  • /28

    $259,900

    $16K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 968 Sq Ft

    2 Mariners Way Unit 17-2, Stevensville, MD 21666

    This charming two-bedroom, one-and-a-half-bath townhouse is designed for comfortable everyday living within a friendly, family-oriented community setting. A thoughtfully designed traditional floor plan showcases engineered flooring, carpeting, and ceramic tile in select areas, creating a warm interior. The well-appointed kitchen features coordinating appliances, including a dishwasher and

    Kenny Smith Up-County Realty, Inc.

    2 Mariners Way Unit 17-2, Stevensville, MD 21666
  • /41

    $625,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,630 Sq Ft

    322 Allison Jane Dr Unit H-4, Stevensville, MD 21666

    Welcome to Ellendale—where modern comfort meets Eastern Shore charm. This beautifully maintained 4-bedroom, 4 full bath townhome, built in 2023 by Baldwin Homes, offers a new feel with a spacious, light-filled layout and a 2-car garage. Designed for both everyday living and effortless entertaining, the home features stylish finishes throughout, plus a top-floor retreat complete with a private

    Max Burton Mr. Lister Realty

    322 Allison Jane Dr Unit H-4, Stevensville, MD 21666
  • /2

    $4,158,000

    $300K PRICE INCREASE Coming Soon
    • 9 Beds
    • 8 Baths
    • 10,152 Sq Ft

    319 Blue Bay Rd, Stevensville, MD 21666

    Nestled within the prestigious Wolf Farm community, this exquisite residence offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. This property is one of few on Kent Island that has unobstructed views of Annapolis, Baltimore and the Chesapeake Bay Bridge. Guests are welcomed with a gated circular drive adorn with stone pillars, lush flower beds and a

    Lawrence Doyle Long & Foster Real Estate, Inc.

    319 Blue Bay Rd, Stevensville, MD 21666

Showing Results 81 - 120, Page 3 of 4

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