238 properties for sale in Chesapeake Woods

Nestled on a rare 1.3-acre level lot, this beautifully maintained Colonial offers the perfect blend of space, privacy, and modern convenience. A welcoming covered front porch sets the tone for this impressive home, while mature landscaping provides added privacy and curb appeal. Inside, you'll find an open and inviting floor plan designed for both everyday living and entertaining. The stylish kitchen features quartz countertops, stainless steel appliances, a center island with breakfast bar seating, recessed and pendant lighting, and a spacious pantry. The adjoining dining area opens to a maintenance-free 20' x 12' vinyl deck overlooking a private wooded backdrop. The main level also includes a comfortable family room, convenient mudroom, half bath, and access to the attached two-car garage. The home is pre-wired for smart TVs throughout. Upstairs, the expansive primary suite offers a massive walk-in closet and a luxurious en-suite bath complete with a double quartz vanity, soaking tub

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

OPEN HOUSE Saturday May 16 2026 12-2 pm 1+ acre |No HOA | 5 bedrooms| 3.5 baths | Fenced yard |Finished basement | Nestled on over an acre of private land, this spacious and well-cared-for home offers the ideal balance of peaceful surroundings and everyday convenience. With three finished levels and flexible living space, its perfectly suited for modern living. Upstairs, youll find a generously sized primary suite with en-suite bath, along with three additional large bedrooms, a full hall bath with separate shower area, and convenient upper-level laundry. The main level features hardwood flooring throughout and a functional, open layout including a kitchen with center island and breakfast area, formal dining room, living room, and welcoming foyer. A half bath, access to the multi-level deck, and entry to the attached two-car garage complete the space. The walk-out lower level expands your options with a fifth bedroom, full bath, and additional living areaideal for guests, extended stay

Beautifully updated and meticulously maintained by the original owners, this three level home has so much to offer plus an incredible backyard retreat! Inside, youll find a light-filled, airy layout with southern exposure and sunlight throughout the day. Not your average floor plan-this home features a two-story entry with a thoughtfully positioned staircase tucked just around the corner off the family room for a clean, open feel upon entry. The main level offers a spacious family room open to an updated kitchen with stainless steel appliances, granite countertops, tile backsplash, and dining areaperfect for everyday living and entertaining. A dedicated office, flexible bonus space, and convenient half bath add to the functionality. Step outside through the slider to your private backyard oasis featuring a multi-level Trex deck with outdoor lighting, on ground pool, fully fenced yard, wooded backdrop for added privacy, and storage shed. Upstairs, the primary suite showcases new luxury

Welcome to this beautifully renovated 3-bedroom, 1-bathroom home that offers the perfect blend of comfort, charm, and functionality. The interior has been refreshed to create an open and welcoming environment, making excellent use of space. Outside, you'll find a large yard with plenty of room for entertaining, gardening, pets, or simply enjoying the outdoors. A newer deck provides the perfect spot for cookouts, relaxing evenings, or your morning coffee. One of the standout features of this property is the oversized driveway, offering abundant parking space for multiple vehicles, guests, or recreational equipment. Major improvements have already been completed, including a new roof in 2016 and new gutters in 2017. No sign on property. Whether you're searching for your first home, looking to downsize, or simply want a property with great outdoor space and valuable updates, this charming home is ready to welcome its next owner. Don't miss your chance to see all it has to offer. Schedule

Welcome to Belle, a charming all-brick colonial that feels pulled straight from the pages of a fairy tale, tucked away on a peaceful street in Lusby. With a rare flat yard on a 0.23-acre lot, this property gives you the perfect backdrop for everyday magicthink backyard picnics, firefly nights, and space to play without a steep hill in sight. Inside, your enchanted castle offers 5 generous bedrooms and 3 full bathrooms across three finished levels, so everyone has a cozy room of their own (and guests never feel like theyre in the West Wing). Multiple bedrooms on the main level make it easy to design the home to fit your storywhether thats a main-level retreat, dedicated playroom, or a library worthy of Belle herself. The fully finished lower level adds even more space for movie nights, game days, or a home gym, keeping the main living areas calm and clutter-free. With solid brick construction and thoughtful updates, Belle blends classic character with modern comfort, so you truly can li

WOW, you are absolutely going to fall in Love with this adorable cottage that is just steps from a trail that will lead you to a secluded beach along the shoreline of the Chesapeake Bay. Located on a quiet street in the amenity rich community of Chesapeake Ranch Estates. This community offers so much: u003E Airport. U003E Campgrounds. U003E Clubhouse. U003E 2 Amazing Beaches on the Chesapeake. U003E Community Gardens. U003E Horseshoe Pit. U003E Lake Lariat + Beach. U003E Walking Trails and more! This well designed cottage was built in 2014, and offers a light filled primary suite on the waterside of the main level along with an open floorpan where the kitchen, dining and family rooms flow seamlessly together. The 2nd level is well appointed with two nicely sized guest bedrooms that are divided by a Jack & Jill full bath. The views of the Chesapeake can be enjoyed from most rooms within the house, as well as the rear deck, or the bayside fire pit area a perfect spot for watching the boa

Prime location! Just minutes from beautiful Solomons Island where you can experience fine dining, a charming quaint boardwalk, the Calvert Marine Museum, and year-round entertainment. This home offers quick, easy access from Hungerford Creek to the lower Patuxent River and straight out to the Chesapeake Bay. Enjoy all this waterfront living has to offer! Cozy 2-bedroom, 2-full bath rambler sits on a spacious. 68-acre lot offering open views of Hungerford Creek. The heart of the home is the main level's bright open layout. Here, the kitchen flows into a cozy living room with a fireplace, while sliding doors showcase expansive water views and fill the room with natural light. The lower level expands your living space with a generous family room and a second full bath, plus an unfinished area perfect for a workshop or ample storage. Step outside to find a new roof (2025), a generous deck and a gentle slope leading directly to your private pier. Whether you are looking for a weekend getawa

This modern waterfront home in Spring Grove features Patuxent River views at the front and protected cove access at the rear, providing water views from both sides. The open floor plan with vaulted ceilings creates a spacious, light-filled atmosphere. The property includes four bedrooms, three and a half baths, and generous storage throughout. The interior was repainted several years ago. Outdoor amenities include a large rear deck, multiple surrounding decks, a screened porch, a side-loading garage, and a sizable backyard with access to boat docks. Residents can also enjoy local events and concerts in Solomons. The home offers convenient access to Pax River Naval Base. This property is an excellent opportunity for those seeking premium waterfront living

Seller will pay $5k towards buyer's closing costs! Major renovations throughout 2025 and just completed in 2026! Some of the renovations include a new roof, siding, shutters, sliding back door, 6-panel grid windows, whole house water filtration system, and a fully encapsulated crawl space. With all of the major exterior renovations completed, step inside to find an inviting open floor plan adorned with durable waterproof luxury vinyl plank flooring throughout, perfect for both entertaining and everyday living. The living room, conveniently located off the kitchen, creates a warm atmosphere for gatherings and relaxation. The spacious kitchen features white shaker soft close cabinets, granite countertops, modern matte black fixtures, a stylish island and energy-efficient stainless steel appliances, making meal prep a delight. This home boasts single level living with three cozy bedrooms, including a well-appointed full bathroom with a tub/shower. Enjoy the convenience of a seperate laund

Tucked away at the very end of the street, this private and secluded property offers the peace and privacy that is hard to find in Southern Maryland! Nestled on approximately. 67 acres, this beautiful 2-story home features a partially finished basement, attached garage, open porch, and spacious deck perfect for entertaining or relaxing in nature. Inside, youll find numerous updates throughout including a remodeled primary bathroom, fresh paint through most of the home, new flooring in the foyer and dining room, updated lighting in the primary bedroom, kitchen, foyer, dining room, garage, and basement, plus new blinds throughout. Major system updates include a new roof and all new windows in 2020, as well as HVAC replaced around 2019. Outside, enjoy the paved driveway and freshly cleared side yard while still being surrounded by wooded privacy. With only one home on the entire street, this property offers a rare combination of seclusion, space, and convenience. Conveniently located near

Beautiful 5 years young 6 Bedroom, 5 1/2 Bath Colonial. Features Two Car 8 foot door Side Load Garage with remote and blue tooth connectivity, Asphalt Driveway with additional Parking Area, Covered Front Porch and 21 X16 Rear Paver Patio. Formal Living and Dining Rooms, Two Story Entryway, Family Room with Gas Fireplace, Large Kitchen with Morning Room, 12 foot Island, Walk-in Pantry, Tech Center, Quartz Countertops and GE Energy Saver Stainless Steel Appliances, Powder Room and Mudroom. First Floor En-Suite with Walk-In Closet, Upper Floor Owner's Bedroom boasts a separate sitting area, huge 150 sq. Ft. his/hers walk-in closet, Large Bath with Separate Shower and Soaking Tub. Upper Floor also features an En-suite Bedroom plus 2 additional Bedrooms, Hall Full Bath and Laundry Room. Finished Walk-out Basement with Rec Room, Bedroom with attached Jack and Jill Bath, and an additional 1200 sq. Ft. of unfinished storage areas, Conduit has been installed from the basement to the attic for f

Amazing waterfront opportunity on beautiful Leasons Cove! Whether you are looking for a year-round residence, a weekend retreat, or the perfect waterfront getaway, this turnkey property is the complete package. This well-maintained home offers 4 bedrooms and 2 beautifully appointed bathrooms, thoughtfully designed to maximize comfort and waterfront living. Enjoy stunning water views from the balcony overlooking the cove, the perfect spot for morning coffee or evening sunsets. The home is being offered fully furnished, with interior furniture conveying, allowing the next owner to move right in and start enjoying the Chesapeake lifestyle from day one. The upscale kitchen features quality appliances and opens to inviting living spaces enhanced by attractive flooring and water views. The lower level offers additional living space with a full bedroom, family room, and a screened porch that creates the ideal setting for entertaining, enjoying steamed crabs with family and friends, or simply

3 bed 2 full bath split level home with updated kitchen and bathes and fenced in yard in Chesapeake Ranch Estates is ready for you! Chesapeake Ranch Estates offers private lake access, sandy beaches along the Chesapeake Bay, parks, playgrounds, and walking trails. Located just minutes from Solomons Island, you'll have easy access to waterfront restaurants, marinas, boutique shopping, and local entertainment. A short drive to NAS Patuxent River. This home is set back with tons of privacy, a huge 2 car garage and tons of decking out back for all of your entertaining needs

Nestled in the serene Chesapeake Ranch Estates, this charming log home exudes warmth and character, perfect for those seeking a tranquil retreat. With renovations and improvements completed in past several years, this 3-bedroom, 2-bathroom residence seamlessly blends rustic charm with modern comforts. The inviting combination kitchen and living area, highlighted by a cozy wood fireplace, creates an ideal space for gatherings and relaxation. Step outside to discover a spacious deck and patio, perfect for entertaining or enjoying peaceful evenings under the stars. The expansive 0.4-acre lot offers ample room for outdoor activities. The community is rich with benefits, including access to local parks and recreational areas, fostering an active lifestyle. The neighborhood's friendly atmosphere encourages a sense of belonging, making it easy to connect with neighbors and enjoy community events. With convenient access to essential public services, this home not only offers a comfortable livi

Welcome home to this beautifully updated white brick rambler with a finished basement, attached 2-car garage, and spacious U-shaped driveway, perfectly situated on 2 acres in Lusby. Already set up to be your next homestead/farmstead with designated areas already set up for animals, gardening, etc. Step up to the inviting front porch and inside to an open main level featuring LVP flooring, recessed lighting, and a functional layout designed for everyday living! The family room flows seamlessly into the dining area and tastefully renovated kitchen, complete with quartz countertops, stainless steel appliances, a large island with seating, and ample counter space. Just off the kitchen, the back composite deck (with steps down to the yard) overlooks the spacious fenced backyard, offering a great setup for outdoor dining, relaxing, or entertaining. Down the hall are three main-level bedrooms, including the primary suite with a walk-in closet and attached bathroom with a walk-in shower. Two a

Freshly painted*. Inviting living room with a gas fireplace, and a spacious kitchen featuring granite countertops, stainless steel appliances, and ample cabinet space. The thoughtful floor plan provides comfortable everyday living and easy entertaining. Major improvements include a new heat pump (2026), architectural roof (2015), and a low-maintenance composite deck overlooking the fully fenced backyard (2011), New Refrigerator (2026). Outdoor enthusiasts will appreciate the large yard, storage shed, mature landscaping, and plenty of space for gardening, pets, or gatherings with family and friends. An attached garage provides additional storage and convenience. Ideally located just minutes from Solomons Island, residents enjoy convenient access to waterfront dining, marinas, shopping, and entertainment. Nearby attractions include Calvert Cliffs State Park, Flag Ponds Nature Park, Cove Point Park, and several public beaches, offering opportunities for hiking, fossil hunting, kayaking, f

Step into a wonderfully restored and thoughtfully updated home set on a beautiful, level lot a place where all the work has already been done and all thats left is for you to move in and enjoy. The openconcept main level welcomes you with a charming brick fireplace, creating a cozy focal point for gatherings, decorating, and seasonal ambiance. Upstairs, youll find three spacious bedrooms and two refreshed baths, offering comfort and privacy for everyone. The lower level expands your possibilities even further: a fourth bedroom, a full bath, and two additional flex spaces perfect for a family room, home office, gym, hobby studio whatever fits your lifestyle. Another brick fireplace adds warmth and character, making the space feel like a true extension of the home. And then theres Drum Point itself a community where life slows down just enough to let you breathe. Beach access to the Chesapeake Bay is moments away, offering peaceful walks, quiet sunsets, and the kind of simple joy that ma

Great opportunity to own a home in an amenity-filled community! This home will shine like new with a little TLC, like fresh paint, new carpet, and heat pump repair. (Currently not working but owner has not had it looked at). Priced to sell and being sold in'AS-IS' Condition. Other than that, the home is in great condition. On the main floor, you have two bedrooms and a full hall bath. There is a generous-sized eat-in kitchen with plenty of table space and a walk out to the large rear deck overlooking a wooded backyard for privacy. The family room is just off the kitchen and is compete with a wood burning fireplace. The lower level is complete with an additional Rec room, laundry room, bedroom and spacious full bath. This home is move-in ready with great vision. Septic was last pumped March 25th of 2024. Interior photos coming soon

Spacious 5-Bedroom Cape Cod with Endless Potential! Welcome to this classic Cape Cod nestled on a fantastic, flat, tree-backed lot in Lusby. Offering three fully finished levels, five true bedrooms, and two full bathrooms, this home provides a rare amount of space and a highly functional layout. The main level features a welcoming living room that flows seamlessly into the kitchen and attached dining areaperfect for daily living and entertaining. From the dining room, step directly out onto the rear deck to enjoy outdoor dining or relax while looking over the expansive, fully fenced backyard that terminates into a peaceful, wooded tree line. This level also includes two comfortable bedrooms, a full bathroom, and a dedicated laundry area for ultimate convenience. Upstairs, you will find two additional generously sized bedrooms and a second full bathroom. Beautiful hardwood flooring runs throughout both the main and upper levels. The fully finished walk-out basement adds massive value an

Great Opportunity to own this single-family home built in 1975 featuring 1 bedroom and 1 bathroom. Special notes: (1) This is a CASH ONLY transaction. (2) Seller to pay Taxes, HOA, and Municipalu002FUtility Liens. (3) Please read the Auction disclaimers carefully before placing a bid or submitting an offer

Building permits approved for this exciting coastal home to be constructed by whitehall building & co. This is a 2-part waterfront site(gravel roadway between home and water), just off of Solomons Harbor! Beautiful established waterfront properties are all around this quiet location with amazing sunsets. The exterior finish shown is the upgraded board and batten, and this is the coastal farmhouse look. This Annapolis area building group understands the coastal lifestyle, and offers a great floor plan with their'Chessie II' design. This building site is located on Ship Point. The Mill Creek location is superb for quick access to the Bay and the Patuxent River. The lot shares a pier with adjacent waterfront lot, and will be sold with a deep water slip on that existing shared pier. Maintenance agreement is already in place for the two owners. The 4BRu002F3.5BA home plan has many upgraded specifications like a large fireplace in the family room, wainscoting in the stairway, three levels wi

Welcome to your own private slice of Southern Maryland! Situated on 2.05 acres with NO HOA, this beautifully renovated 5-bedroom, 3-bath home offers the perfect blend of modern updates and peaceful country living. Completely remodeled in 2026, the home features an open and inviting layout, updated finishes throughout, and a spacious fully finished basement with separate entrance, providing endless possibilities for additional living space, recreation, guests, or a home office. Enjoy the freedom of wide-open outdoor space with plenty of room for gardening, entertaining, recreational vehicles, or future outbuildings. The long driveway provides ample parking, while the attached carport adds convenience. Located in a quiet setting yet within easy reach of shopping, schools, and local amenities, this move-in ready property offers the privacy you've been searching for without sacrificing convenience

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank