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201 Switchgrass Way Unit 1433, Chester
$669,900
2 Beds ⋅ 3 Baths
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 peaceful study. You'll also find a built-in dry bar and a cozy electric fireplace that anchors the main living space. The chef-inspired kitchen features a gas cooktop, wall oven, microwave, range hood, and French door refrigerator, framed by tile backsplash, quartz countertops, and elegant pendant lighting. Durable laminate flooring flows throughout the home, with tile in both full baths. The primary bath offers a frameless walk-in shower with a seat, handheld shower wand, double sinks, and quartz countertops, giving your daily routine a spa-like upgrade. For a full list of features for this home, please contact our sales representatives. Photos are for display purposes only and may not reflect actual selections or layout.

201 Switchgrass Way Unit 1433, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented Buyer Office.

16 Fairway Is, Grasonville
$1,450,000
5 Beds ⋅ 4 Baths
HIGHEST AND BEST DUE SUNDAY 10/19 6PM----Welcome to 16 Fairway Island, a 5,100 sq. ft. coastal-inspired estate designed for both everyday luxury and effortless entertaining. With a main-level primary suite, spacious office, and four oversized bedrooms upstairs, this home offers the perfect balance of comfort, style, and functionality. Step inside to soaring spaces wrapped in fresh paint, new luxury vinyl plank flooring , and upgraded lighting that bring a crisp, modern feel. The chef’s kitchen features a new cooktop, two dishwashers, a wine fridge, and professionally refinished cabinets — ideal for preparing family meals or hosting on a grand scale. A generous family room anchors the main level, while formal and casual dining spaces provide versatility for gatherings. The main-level primary suite is a private retreat, complete with spacious layout and spa-like finishes. Upstairs, four large bedrooms offer room for family, guests, or flexible use. A dedicated main-level office ensures work-from-home convenience without sacrificing style. Outside, enjoy your own private resort: a saltwater pool with recently upgraded motorized cover, outdoor shower, built-in umbrella, gas hookup, hot tub, built in fire pit, and a newly fenced yard framed by lush landscaping. And as a bonus — the property includes a pool house with a wood-burning fireplace, mini-split system, and water hookup, creating an additional entertaining space for summer pool parties or cozy fall evenings. Practical features include a 3-car garage with workbench and second-level storage, laundry located both upstairs and downstairs, interior crawlspace access, propane service, and annual HVAC maintenance for peace of mind. Located in the sought after golf course community of Prospect Bay, this award winning neighborhood offers the best of both worlds-- a premier 18 hole golf course and access to the Chesapeake Bay. Perfect for golf enthusiasts but it's not just about golf...residents enjoy full club amenities including fine and casual dining, tennis, pickleball, a marina, and a vibrant social calendar Prospect Bay combines resort-style amenities with an unbeatable Eastern Shore location This isn’t just a home — it’s lifestyle on Maryland’s Eastern Shore. https://unbranded.youriguide.com/1l8pu_16_fairway_island_grasonville_md/ **3DTour**

16 Fairway Is, Grasonville

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Coldwell Banker Realty.

105 Parma Rd, Chestertown
$322,000
3 Beds ⋅ 2 Baths
Delightful Ranch Home In Chester Harbor. Step into this inviting ranch-style home featuring a smart split-bedroom layout and two full baths, offering comfort and privacy for all. Fresh new flooring throughout adds a clean, modern feel . The spacious updated eat-in kitchen is perfect for casual meals or entertaining guests. Unwind in the charming living room, where a cozy fireplace sets the scene for relaxing evenings. A separate laundry room with its own exterior entrance adds everyday convenience. Recent upgrades—including a new roof (2017) and a reverse osmosis water filtration system—provide peace of mind and added value. Outside, enjoy the rear deck, ideal for morning coffee, weekend barbecues, or simply quiet time. Chester Harbor is a waterfront community with optional waterfront privileges for just $15/year and no HOA. Located in Queen Anne’s County, you’re close to historic Chestertown and Washington College for dining, shopping, and year-round events. AHS Home Warranty Included.

105 Parma Rd, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

408 Laurens Way, Queen Anne
$550,000
3 Beds ⋅ 3 Baths
Welcome to 408 Laurens Way, located at the end of a quiet cul-de-sac in the heart of Queen Anne’s County. This beautifully maintained home offers nearly an acre of privacy, backing to open agricultural land. With approximately 2,400 square feet of living space, the property includes 3 bedrooms, 2.5 bathrooms, a spacious family room with a fireplace, a formal dining room, and an additional flex room that can serve as an office or den. Since purchasing, the sellers have made extensive updates, including a new roof, new HVAC system, fresh insulation and vapor barrier, new carpeting in all bedrooms, updated appliances, fresh interior paint, and more. The exterior features a thoughtfully designed hardscape, outbuildings, chicken coops, and plenty of outdoor space for recreation or gardening. The attached garage provides overhead attic storage with easy access. Experience the tranquility of Maryland’s Eastern Shore in this meticulously cared-for property, ready to welcome its next owner.

408 Laurens Way, Queen Anne

Listing courtesy of Realty One Group Performance, LLC. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

1903 Churchhill Ln, Chester
$405,000
4 Beds ⋅ 3 Baths
Welcome Home to 1903 Churchhill Lane! This Beautifully updated Rancher offers the space you need to create a life you desire. Boasting an array of sleek finishes throughout this 4 Bedroom, 3 Bathroom home has so much to offer!! When you walk inside you'll find an open concept layout featuring spacious living room, kitchen, family room, 4 entry level bedrooms, 3 full bathrooms, laundry room and MORE! Kitchen boasts S/S appliances, shaker cabinets, Quartz counters and more. Freshly painted and all new flooring throughout. Located on a large, flat lot with large rear deck that's perfect for entertaining! This home truly has it all! Book your private showing today before it's gone!

1903 Churchhill Ln, Chester

Listing courtesy of Alberti Realty, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

7680 Kent Point Rd, Stevensville
$5,900,000
6 Beds ⋅ 6 Baths
Elegant waterfront home resting on the banks of the Chesapeake Bay nestled in a bucolic setting with stunning sunset views just minutes from the Bay Bridge. Experience a rare blend of elegance, privacy, and panoramic Chesapeake Bay views from this extraordinary 19-acre waterfront estate. This stunning residence is designed for both refined living and effortless entertaining, with a thoughtfully curated layout and resort-style amenities throughout. The heart of the home is a striking architectural masterpiece featuring gracefully curved walls of windows at both ends of this sprawling home, framing breathtaking water vistas and filling the interior with natural light. The gourmet kitchen serves as the central hub, perfectly positioned between expansive living spaces ideal for gathering or relaxing. A main-level ensuite bedroom offers convenience and comfort, and a second ensuite bedroom directly above links to the extraordinary catwalk that overlooks the soaring living room below and provides access to the balconies overlooking the yard and the Bay. Head upstairs of the main home to experience the luxurious primary suite. A true sanctuary this suite is complete with a grand sitting room/office area with fireplace, soaring ceilings, a private balcony, and a spacious screened-in deck where you can soak in the sweeping views of the Bay. A guest bedroom with an elegant bath and a well-placed laundry room complete this floor. The uppermost level features a generous walk-in closet, full bath, and two versatile bedroom areas. Step outside into your personal paradise! The resort-style pool area is accented by exquisite hardscaping, offering multiple areas for lounging, entertaining, and dining al fresco. A sunken fire pit sets the stage for magical evenings under the stars. The separate pool house is a fully equipped guest retreat with a kitchen, living area, bedroom, and full bath. The private pier is equipped with a boat lift, multiple slips and is a quick 15-mile cruise by boat to St. Michael's or the Annapolis harbor. Additional special features include a private studio space/detached garage currently used as a gym, a fairy-tale tree-lined driveway leading to a two-car attached garage, and a stately car court. With its unparalleled setting, inspired design, and luxurious amenities, this Chesapeake Bay estate is truly one-of-a-kind — a place where every day feels like a getaway. Welcome Home!

7680 Kent Point Rd, Stevensville

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

721 Oyster Cove Dr, Grasonville
$708,500
3 Beds ⋅ 2 Baths
Mortgage savings may be available for buyers of this listing. Enjoy sweeping views of Eastern Bay from this beautifully updated 3-bedroom, 2-bath villa offering 1,600 square feet of waterfront living in the desirable gated community of Oyster Cove. This spacious, one-level unit is located in an elevator building and features 9'+ ceilings, an open-concept layout, and walls of glass that showcase the stunning Bay views. The home has been thoughtfully updated with renovated bathrooms, a refreshed kitchen with new appliances, and a modern, coastal feel throughout. The building exterior was also recently renovated, adding to the overall appeal. A 40’ deep-water boat slip conveys with the sale, making this a perfect home for boaters and water lovers. Oyster Cove offers a resort-style lifestyle with a waterfront pool, tennis and pickleball courts, fitness center, clubhouse with a party room and waterside deck, boat launch, two marinas, and a scenic 1.5-mile trail that connects to the Cross Island Trail. Located just steps from vibrant waterfront dining, live entertainment, marinas, and more—everything you need is right outside your door. Just minutes from the Bay Bridge, Oyster Cove provides an excellent location for commuting and an ideal destination for full-time living or a weekend escape. Don’t miss this opportunity to own an updated waterfront villa with incredible Eastern Bay views in one of the Eastern Shore's premier communities! Bundled service pricing available for buyers. Connect with the listing agent for details

721 Oyster Cove Dr, Grasonville

Listing courtesy of Redfin Corp. Contact:

Selling Office: Coldwell Banker Realty.

435 Eagle Manor Dr, Church Hill
$140,000
Guess what! Just released 3 buildable lots with no builder tie-in! Don't wait! Buy your own lot and build new in the community of Condor Manor in Church Hill, Md. Get this why you can, communities like this in Maryland will soon be a thing of the past with the opportunity to build new in a cul-de-sac type community with well and septic. This beautiful community consisting of a total of 23, 1 +/- acre lots and is one of the last of its kind! Need a builder? We can help with that or just buy the lot and wait until the timing is right to build. 3 lots remain with various prices reach out for more information. Lots 10, 20 and 22 are avaiable. This price is for lot 10. These lots can handle a basement per QA Enviromental Health Dept.

435 Eagle Manor Dr, Church Hill

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

301 Nottingham Ln, Queenstown
$835,000
4 Beds ⋅ 4 Baths
Elegant Brick Home on One Acre with salt pool, gazebo and 5,510 feet of living space. First time on the market, this stately brick home—three sides brick—offers timeless elegance on a beautifully landscaped 1.12-acre lot. The fully fenced backyard features a sparkling pool, charming gazebo, and plenty of space for outdoor enjoyment. Inside, nearly 3,800 square feet of finished living space showcases rich hard wood floors on the main level, a gourmet kitchen with stainless steel appliances, tile backsplash, and abundant cabinetry. The main level also features a family room with fireplace and tray ceilings, a private office, formal living and dining areas, and a bright bonus sunroom ideal for year-round enjoyment. Upstairs you'll find four spacious bedrooms and three and a half baths, including a luxurious primary suite with a private full bath. The expansive unfinished basement 1715 sq. ft offers potential for future living space or storage with ruff in for full bath and walk out basement to back yard. A two-car oversized garage adds to storage for pool toys and your favorite car. A rare opportunity to own this well-appointed home—offered for the first time and ready to welcome its new owners.

301 Nottingham Ln, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Redfin Corp.

103 Liam Thomas Ln, Stevensville
$498,995
3 Beds ⋅ 4 Baths
Location, Location, Location !!! This home is located right off Rt 8 close to Rt. 50 and shopping, restaurants' , schools and the Narrows are all just minutes away ! Once you are in the neighborhood the clubhouse, pool, park and kayak launch are mere minutes away !! Don’t miss the chance to own this practically new Ellendale end unit, built in 2018! Offering spacious living areas and a prime location, this home is move-in ready and awaits its next owner. As you enter from the lower level, you’re welcomed into an open area with beautiful wood floors, a convenient powder room, a large closet, and direct access to the 2-car garage. Originally designed as an additional bedroom, this flexible space could easily be reimagined as a bedroom or remain as a cozy living area. Upstairs, the main level greets you with more stunning wood floors and an open-concept design with 9-foot ceilings. The spacious living room comfortably accommodates an office nook and a relaxing area with a gas fireplace. Adjacent to the living room is another powder room, while the dining area features elegant chair railing and crown molding, with ample room for a large dining table. The generous pantry, located near the dining area, provides extra storage, and the beautifully appointed kitchen will impress with its granite countertops, double sink, exterior-vented over range microwave, range, double wall oven, and plentiful cabinetry. Just off the kitchen, enjoy a large rear deck built with engineered decking material, perfect for hosting a dinner party, grilling, or simply relaxing with a view. The deck offers plenty of space for a dining set, grill, and more. The upper level features 3 well-sized bedrooms and 2 full bathrooms, plus a laundry area for added convenience. The primary suite is a true retreat, with vaulted ceilings, a spacious walk-in closet, and an ensuite bath featuring a double vanity with granite counters, a luxurious jetted tub, and a separate shower. The second and third bedrooms share a hall bath, with a beautifully tiled walk-in shower and vanity with granite counters. This home is not just visually appealing—it's also full of thoughtfully added details, like crown molding, chair rail, and picture frame molding throughout, tall ceilings, gorgeous wood flooring, and custom kitchen cabinetry. Upgraded windows with eyebrow accents and extra large side window in the upper stairwell to allow for extra natural light !! As an end unit, this home offers unique benefits, including extra privacy with only one neighboring unit, a side yard, and the potential for additional parking. Plus, it overlooks a serene pond rather than another row of homes. The property is ideally located just a block from the clubhouse, park, and pool, making it incredibly convenient to enjoy all the neighborhood amenities: clubhouse, walking trails, tot lot, swimming pool, and a kayak ramp with a fishing pier. Don’t wait—schedule a tour today and experience everything this stunning home and community have to offer! Owner/Agent

103 Liam Thomas Ln, Stevensville

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Samson Properties.

2817 Cox Neck Rd, Chester
$1,850,000
6 Beds ⋅ 6 Baths
This stunning waterfront, custom built home sits ideally on a little over an acre fronting Crab Alley Bay in the prestigious Southwind community. Home boast almost 10,000 square feet, between finished living space and additional expansion space. An already large home offers so much more room to grow the perfect, waterfront retreat. This gem features 6 large bedrooms and of those 4 have private baths, and walk-in closets. Original owners designed this home to highlight 8' solid wood doors, Brazilian cherry hardwood floors, high ceilings through-out the first floor, two focal point fireplaces, second floor balcony, come see it all and in vison the possibilities this property offers. This is truly a must-see property. Not to mention its LOCATION. Nestled in the Southwind community that features a clubhouse, basketball court, pickle ball court, tennis court, boat ramp, and plenty of ways to enjoy the nature.

2817 Cox Neck Rd, Chester

Listing courtesy of Michael J. Bozek. Contact:

Selling Office: Non Subscribing Office.

222 Long Point Rd, Stevensville
$480,000
3 Beds ⋅ 3 Baths
Welcome to your dream home! This beautifully crafted new construction offers 2,023 finished square feet of modern living, nestled in the sought-after community of Romancoke on the Bay. From the moment you step inside, you'll notice the extensive custom trim work, including elegantly cased-in windows that add character and charm throughout the home. ✨ Property Highlights: 🛏 3 Bedrooms | 🛁 3 Full Bathrooms 🚗 Spacious 2-Car Garage 🍽 Gourmet Kitchen featuring stainless steel appliances & granite countertops 🌞 Expansive bonus room with its own full bath and large sliding glass doors—flooding the space with natural light and providing endless possibilities (guest suite, home office, game room & more!) Whether you're relaxing at home or enjoying the nearby waterfront, this home offers a perfect blend of comfort, style, and functionality. 📍 Location Perks: Located in the peaceful Romancoke on the Bay community, enjoy access to waterfront amenities, serene nature trails, and just a short drive to the Bay Bridge for easy commuting. Don’t miss your chance to own a brand new home in this prime location—schedule your private tour today!

222 Long Point Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

Selling Office: Unrepresented Buyer Office.

4 Fairway Is, Grasonville
$980,000
4 Beds ⋅ 3 Baths
This meticulously renovated and maintained home checks all the boxes - inside and outside! Enjoy an oversized saltwater heated pool [20x44] with custom waterfalls and new liner. Entertain year-round in the expansive screened gazebo complete with a kitchen, firepit, and projector home theater with surround sound. Additional family-friendly features include adjustable basketball hoop (glass backboard), adorable custom-built treehouse with zip line, and a second screened gazebo with hot tub and seating and hammocks. Inside, the main level has an open-concept gourmet kitchen and great room space with cedar plank vaulted ceiling and skylights. There’s also a game room, complete with claw-foot billiard table that conveys. Upstairs, the large primary suite features a transom for extra daylight as well as an ensuite bath with dedicated makeup vanity, bubbler tub, and walk-in closet with custom shelving system. Three additional bedrooms share a well-appointed hall bath. This home has been lovingly maintained and upgraded by the current owners for 22 years including: Hybrid high-efficiency hot water tank (2023) Dual-zone HVAC systems replaced (2021) Fiber optic WiFi upgrade (2024) Crawl space encapsulation with dehumidifier ($25k investment) Whole house water filtration system (2025) Notable exterior upgrades include updated siding, windows, exterior doors, plus a composite front porch and custom garage door. Backing to the 10th fairway, this home is close enough to the community clubhouse for walks to your next pickleball match, round of golf, swim team practice/meets for the kids, or dinner at the restaurant. Just a bit farther, you’ll find the amazing marina providing direct access to the Eastern Bay. Don’t wait to enjoy this rare slice of Eastern Shore paradise - book your showing now!

4 Fairway Is, Grasonville

Listing courtesy of Redfin Corp. Contact:

Selling Office: Non Subscribing Office.

405 Cove Rd, Queenstown
$1,050,000
4 Beds ⋅ 4 Baths
PLEASE CLICK ON VIRTUAL TOUR ICON TO VIEW INTERACTIVE FLOOR PLAN!!**Welcome to 405 Cove Road on the Wye River in Queenstown Maryland** NO HOA!!!**This 4600 + SF Home is Ready to be Loved by New Owners**Large Dining Room made for BIG Family Gatherings**Upgraded Kitchen w/Leathered Countertops**Quaint Sitting Room or Breakfast Nook Facing the Water**First Floor Primary w/Water Views and Additional Two Bedrooms on Main Level**Spacious Family Room w/Screened Porch and Bar for Parties or Watching Football Games**Upper Level has Large Primary Bedroom Suite w/Private Bath and Balcony**Two Car Garage on Lower Level just Steps into Main Home**Basement Under Original Home**Set Out to Catch Some of Maryland's Best Crabs on the Wye River**Come Explore the Beauties of the Wye River and Surrounding Towns of Saint Michaels and Easton**

405 Cove Rd, Queenstown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Redfin Corp.

509 Warbler Way, Chester
$698,518
2 Beds ⋅ 2 Baths
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 refrigerator, pendant lighting, and a tile backsplash. Quartz countertops in the kitchen and owner's bath bring timeless style, while Luxury Vinyl Plank flooring spans the main level. Tile in the full baths and laundry room adds a polished touch, and the owner’s suite includes a walk-in shower with seat and handheld wand, plus a double sink vanity. For a full list of features for this home, please contact our sales representatives. Photos are for display purposes only and may not reflect actual selections. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. *Pictures are representative of a similar home.

509 Warbler Way, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Unrepresented.

558 Cross Creek Ct, Chester
$542,500
4 Beds ⋅ 3 Baths
Nestled in a highly desirable community, this stunning home offers over 2,500 sqft of spacious living on a large, wooded lot, ensuring privacy and tranquility. Move right into this freshly painted haven, featuring four generous bedrooms, including a luxurious primary suite with a massive walk-in closet and a spa-like ensuite bathroom—complete with a Jacuzzi tub and separate shower. Main Level Highlights: ** Brand-new Luxury Vinyl Tile (LVT) flooring **Eat-in kitchen with ample space for gatherings ** Cozy family room with a gas fireplace **Bonus room, perfect for an office or playroom** Formal living and dining rooms for elegant entertaining **Convenient half bath and laundry room Outdoor Oasis: **Extra-large screened-in porch—ideal for relaxing or hosting **Private driveway leading to an attached 2-car garage

558 Cross Creek Ct, Chester

Listing courtesy of NetRealtyNow.com, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

549 Main St, Church Hill
$325,000
4 Beds ⋅ 2 Baths
Move-In Ready Historic Home in Walkable Church Hill Welcome to this beautifully renovated 4-bedroom, 1.5-bath historic home, where timeless character meets modern convenience. Nestled on an oversized lot in the heart of Church Hill. Offerring everything you are searching for —space, style, and small-town charm. Inside, you’ll find gleaming hardwood floors, soaring ceilings, and abundant natural light throughout. The updated kitchen features granite countertops and modern touches, while the renovated bathrooms offer fresh, stylish finishes designed for everyday comfort. With four large bedrooms, there’s plenty of room to grow. This home is truly move-in ready, combining the craftsmanship of a historic property with upgrades like updated electric for peace of mind. Outdoor living shines here: enjoy evenings around the custom stone firepit in the oversized backyard, perfect for family gatherings or roasting marshmallows under the stars. The large wrap-around front porch is ideal for people watching, morning coffee, or simply soaking up the small-town atmosphere. A screened-in porch, one-car garage with extra storage, and oversized driveway add even more convenience. Located just a short walk to Church Hill Elementary School and Church Hill Park with its playground, basketball courts, and walking trails, this property offers something for everyone. With an easy commute to Route 301, you can enjoy the best of both small-town living and accessibility.

549 Main St, Church Hill

Listing courtesy of Cross Street Realtors LLC. Contact:

Selling Office: Chesapeake Real Estate Associates, LLC.

206 Marion Quimby Dr Unit B-6, Stevensville
$397,000
2 Beds ⋅ 2 Baths
FULLY MOVE IN READY!!! Are you ready to enjoy the Eastern Shore? Come check this waterfront condo!! Freshly updated throughout, it is completely move-in ready! As you come in, the first thing you'll notice are the expansive waterviews from the front door & through the living room. Offering you 2BR (one on the first level), 2BA + office and den, there is plenty of space! The updated kitchen features new appliances, countertops, and lighting. Bright and airy, this condo just got a facelift with fresh, neutral-colored paint, brand new carpet, and new deck sliding doors (to be replaced in the next few weeks), and a systems update with a brand new water heater! Major 2024 updates include new windows, siding, and roof, giving you peace of mind for years & truly making this condo fully move-in ready! As you step outside you'll have a great time hanging out on your spacious deck, or having coffee or tea on your balcony off the primary suite! And with access to your pier just steps from your back door, this creates the perfect atmosphere for boating, fishing, or launching kayaks and paddleboards. At this price, nothing else on the market compares, come see it for yourself! WE ARE OPEN DAILY BY APPT. PLEASE CALL TO SET UP.

206 Marion Quimby Dr Unit B-6, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Unrepresented Buyer Office.

189 Meadow Brook Way, Centreville
$491,000
4 Beds ⋅ 3 Baths
Price Adjustment. Welcome to 189 Meadowbrook Way in the charming town of Centreville, MD! This delightful home is perfectly placed on a coveted corner lot and greets you with an inviting wrap-around porch—perfect for sipping morning coffee or enjoying evening sunsets. Step inside to discover a spacious, freshly painted home with new carpet boasting 4 bedrooms and 2.5 bathrooms. The main level is designed for convenience and entertainment, featuring a cozy living room, formal dining room, and a convenient half bathroom. The heart of the home is the gourmet kitchen, complete with a stylish tile backsplash, granite countertops, stainless steel appliances, double oven and a propane cooktop, making it a joy for any home chef. Estate Sale Adjacent to the kitchen, the family room offers warmth and character with its wood-burning fireplace—a perfect spot for gatherings or quiet nights in. The main level also includes a laundry room for added ease. Venture upstairs to find a generous primary suite with an en suite bathroom featuring dual sinks, beautiful tile flooring and an oversized walk-in shower, offering a serene escape. Three additional bedrooms and another full bathroom with tile flooring and dual sinks ensure ample space for everyone. The unfinished basement, with plumbing rough in and walk-out stairs to the backyard, presents endless possibilities. Whether you dream of a workshop, a home gym, or extra storage, this space is a blank canvas. Step outside to a patio, ideal for relaxation, and enjoy the privacy of a fully fenced yard. Located in the sought after North Brook Community, residents enjoy access to fantastic amenities including a tot lot, soccer field, pavilion, and scenic walking trails. This home offers the perfect blend of tranquility and convenience, being just a short drive from the charm of Historic Centreville, the picturesque Centreville Wharf & Public Landing, and a variety of parks and dining options. With the Bay Bridge only 25 minutes away, this is an opportunity you won’t want to miss!  Come and see why 189 Meadowbrook is the perfect place to call home.

189 Meadow Brook Way, Centreville

Listing courtesy of Compass. Contact:

Selling Office: Keller Williams Flagship.

201 Switchgrass Way Unit 1421, Chester
$689,900
3 Beds ⋅ 3 Baths
Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site, the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town. The Severn home design offers a spacious and inviting living experience, combining an open floorplan with timeless Legacy design elements. With a projected settlement date in November 2025, this home features three bedrooms, two and a half bathrooms, and a one-car garage, providing a comfortable layout perfect for families or those who love extra space. Key features of the Severn include a sitting room, an ideal space for relaxation or entertaining guests. The fireplace in the living area adds warmth and ambiance, creating a cozy focal point for the home. For those who enjoy hosting or simply having a space for drinks, the dry bar offers both functionality and style. Sliding glass doors enhance the connection to the outdoors, allowing natural light to fill the living spaces and creating a seamless flow between the interior and exterior. In the kitchen, the stainless-steel appliances provide both sleek aesthetics and reliable performance, making meal preparation a breeze. The quartz countertops add a touch of elegance and durability, offering a beautiful surface that complements the overall modern design. The laminate flooring throughout the home offers a clean, contemporary look while being easy to maintain and versatile enough to suit any décor style. In the bathrooms, the semi-frameless glass shower enclosure and upgraded 12X24 tile floors enhances the modern, open feel of the space while providing a luxurious and functional design. Overall, the Severn home design combines practicality and elegance, providing a comfortable and stylish living environment that caters to both everyday needs and moments of relaxation. *Photos are of a similar home as this home is to be built.

201 Switchgrass Way Unit 1421, Chester

Listing courtesy of KOVO Realty. Contact:

Selling Office: Non Subscribing Office.

124 Char Nor Manor Blvd, Chestertown
$250,000
2 Beds ⋅ 2 Baths
Welcome to 124 Char Nor Manor Blvd, a charming home tucked away on a quiet street in Chestertown. This residence offers the perfect balance of comfort, convenience, and lifestyle, all within the highly sought-after Queen Anne’s County school district. Step inside to find a warm and inviting space with high ceilings and skylights flooded with tons of natural lighting. Continue into the living room where a cozy wood stove becomes the heart of the home during cooler months. A few upgrades worth mentioning- Freshly Painted Interior & Shutters, Restored Back Deck & Front Stairwell. Outside, the fully fenced backyard provides plenty of space for pets, play, or gardening, while offering peace of mind and privacy. You’ll love spending evenings on the back deck, enjoying the quiet neighborhood setting. Located in a desirable water-oriented community, residents enjoy the natural beauty of the Chester River just across the street! If you’ve been searching for a home that combines small-town charm, a strong school district, and water-inspired living, look no further, 124 Char Nor Manor Blvd is ready to welcome you home!

124 Char Nor Manor Blvd, Chestertown

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Compass.

200 Harrier Way Unit 42, Chester
$557,000
2 Beds ⋅ 3 Baths
****** TOP FLOOR PENTHOUSE UNIT. NOBODY ABOVE YOU. SHOWS LIKE A MODEL****** ****** COMPARE OUR PRICE WITH BUILDER PRICE****** *******IMMEDIATE DELIVERY******* Welcome to 200 Harrier Way. This gorgeous Chester model has scenic views of the Chester River, beautiful sunrises, and an incredible display of wildlife in all seasons. Nearly $60,000 in builder upgrades. Upgraded lighting package, brushed nickel hardware, and Moen fixtures are just a few of the features of this award winning condominium. With 1900 square feet of open living space on one floor it has a great layout for entertaining friends and family. Spacious great room has tray ceilings, dry bar cabinet, fireplace, and sliding glass door that opens to the balcony. The heart of this home is the gourmet kitchen. The main feature of this space is the oversized kitchen island with stunning quartz counter tops, and beautiful upgraded cabinetry with lighting. It is equipped with GE Profile appliances. The primary bedroom has a luxury owner's spa bath, two spacious walk-in closet(CLOSET AMERICA), and plenty of light. The bright and airy 2nd bedroom is a separate suite with a full bath and oversized walk-in closet. In addition to the two bedrooms, you have a home office with stylish French Doors. The separate laundry room is equipped with brand new GE Profile oversized washer and dryer. Off the foyer is a half bath for family and guests. This home also has a garage with adjoining driveway/parking space and large personal storage room which is a few short steps from the elevator. This unit is just a short walk to resident kayak racks with launch access to the Chester River. ****** TOP FLOOR PENTHOUSE UNIT. NOBODY ABOVE YOU. SHOWS LIKE A MODEL****** KEEP IN MIND THIS CHESTER MODEL IS MOVE-IN READY WITH PLENTY OF HIGH-END DESIGNER FEATURES AND UPGRADES ALREADY INCLUDED***** Brand New 24,000 Square Foot Clubhouse with Stunning Chester River Views! Fantastic amenities include 4.3 miles of walking trails throughout the community, outdoor infinity pool, indoor pool with on-duty lifeguard, fitness center, library, game room, gas and wood burning fire pits, tiki bar equipped with refrigerators, sinks and television monitors, pier with transient boat slips, walking paths that link to the Cross Island Trail, lighted pickle-ball courts, tennis courts, bocce, dog park, and an outdoor amphitheater for live music and movie nights. The community lifestyle director will keep you busy with daily activities such as yoga, a variety of exercise classes and an assortment of clubs including biking, billiards, book club, baking, mahjong, environmental club, trivia night and more. In addition to the weekly and monthly activities, residents can enjoy crab feasts, oyster roasts, and holiday gatherings throughout the year. This development is an unrivaled, amenity-filled, resort-style experience with convenient access to Annapolis, DC, Baltimore, and BWI. Kent Island offers multiple dining and shopping options, a nearby outlet mall, and a 6.5 mile cross-island trail surrounded by views of the Chester River.

200 Harrier Way Unit 42, Chester

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Redfin Corp.

225 Duke Of Kent St, Chestertown
$395,000
3 Beds ⋅ 3 Baths
Spacious One-Level Living Near Downtown Chestertown & The Chester River! Welcome to this beautiful 3-bedroom, 2.5-bath home offering 1,850 sq ft of single-level living on nearly a half-acre (.46 acres) in Queen Anne’s County. Ideally located just minutes from historic downtown Chestertown and The Chester River, this property blends convenience with comfort. Step inside to find a bright, open floor plan featuring vaulted ceilings with skylights, a cozy gas fireplace, and gleaming hardwood floors throughout. The bonus room off the living area makes a perfect home office, den, or playroom. The spacious kitchen offers a pantry and ample storage, while the large utility room and numerous closets provide excellent organization options. Generously sized bathrooms add to the home’s comfort, and the oversized garage gives you plenty of room for vehicles, tools, or hobbies. Enjoy the privacy of your nearly half-acre lot, all while being close to charming shops, restaurants, marinas, and community events. This home is move-in ready and designed for easy living — a desirable find near The Chester River!

225 Duke Of Kent St, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: Corner House Realty.

136 Allegany Rd, Stevensville
$370,000
3 Beds ⋅ 2 Baths
Adorable Coastal A-Frame in Romancoke on the Bay. Fall in love with this charming coastal-inspired A-frame nestled in the heart of Romancoke on the Bay on beautiful Kent Island! Bursting with character and natural light, this delightful home offers the perfect blend of comfort, style, and laid-back island living. Step inside to a bright and airy main level featuring a cozy living area, an inviting all-season room ideal for morning coffee or sunset unwinding, a convenient main-level bedroom, and a half bath. Upstairs, two additional bedrooms and a full bath provide a peaceful retreat with peekaboo water views. Enjoy the coastal breeze from your front deck, entertain in the spacious yard, and take advantage of the shed and ample driveway parking. With serene water views and community access to the Bay, this is your opportunity to embrace the Kent Island lifestyle in an adorable A-frame escape that feels like a vacation every day. Whether you're looking for a weekend getaway or a full-time residence, this one has it all. Come see what makes this gem so special!

136 Allegany Rd, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Keller Williams Realty.

Church Hill, Chestertown
$162,000
Fantastic opportunity to own over 5 acres of buildable, level farmland with two perc approval sites. AG Zoning allows a wide range of residential, outdoor recreational and commercial uses. Property recently surveyed with a custom site plan and ready for your building plans. Property backs to 60+ acre farm in a perpetual forest conservation easement. Right of ways from 213 and neighbors driveway allow two different access points to property. Entire property is tillable. No deeded covenants or restrictions. Easy access to Route 213, Chestertown, Church Hill and Centreville. AG Tax paid by current owner. Buyer to perform own due diligence. Do not enter property without an appointment.

Church Hill, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

Selling Office: RE/MAX Executive.

912 Moorings Cir Unit 8, Stevensville
$575,000
2 Beds ⋅ 2 Baths
Welcome to Bay Bridge Cove, a sought-after, premier,55+ community on beautiful Kent Island! This home is situated on a premier private lot, backing to trees, and is perfectly located across from the community center, where you can enjoy all the wonderful amenities, stroll along the walking paths, and appreciate the wildlife around the three community ponds. This expanded Laurel is one of the largest in the community, filled with natural light and featuring over 200 added square feet of living space. You will love the spacious great room with a fireplace, the upgraded island kitchen and flexible dining area, and the large rear bump-out. The primary bedroom is also expanded to include an office or sitting room, facing the landscaped patio and trees. A second full bedroom/office with access to a second full bath, and a laundry room, complete the floor plan for comfortable main-level living. Enjoy the amenities of this wonderful community, including a gorgeous outdoor pool, tennis courts, a dog park, walking paths, a crab shack, herb and vegetable gardens, and a clubhouse that features a meeting room with a full kitchen, a party room with a bar and billiards table, a library, and an exercise room. Bay Bridge Cove is conveniently located minutes from Shopping, golf, and waterfront restaurants and within walking distance of The Kent Manor Inn and Beach Club. It is less than five minutes to the Chesapeake Bay Bridge, offering easy access to Annapolis, BWI, DC, and Baltimore. A perfect place to call home!

912 Moorings Cir Unit 8, Stevensville

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Long & Foster Real Estate, Inc..

233 Jessica Lyn Ave, Stevensville
$539,954
4 Beds ⋅ 4 Baths
FINAL 3 TOWNHOMES! Limited Time Incentives! We're covering the extras so you can focus on the lifestyle. These MOVE-IN READY homes are packed with perks! Discover the desirable Ellendale Community of Kent Island & the attractive waterfront views. Located just a mile from the Chesapeake Bay Bridge, Ellendale is a well-established community that offers access to affordable, luxury townhomes from one of the area's top home builders, Lacrosse Homes. Claim Your Move In Ready home today. Luxury upgrades already included. For a limited time, we're making your dream home even more affordable with our Ellendale Advantage package: 1 year of Free HOA dues, Up to 10k in paid closing costs, competitive interest rates available, designer finishes & upgrades included, and immediate delivery. Don't miss your chance to own at this waterfront-adjacent community with resort-style amenities. Fireplace included, Huge deck included, 4 bedrooms, including a first floor with full bath washer,dryer, refrigerator and the list goes on.Join the community at Ellendale and enjoy the pool, clubhouse , tot lot and water privileges. Private setting with huge deck .. Save 100k at first exit over the Bay. 1 minute to the Bridge and Park and Ride. Pictures are of Builders similar home.

233 Jessica Lyn Ave, Stevensville

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: RE/MAX Executive.

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