275 properties for sale in Wetheridge Estates

Price Improvement! Discover the charm of this townhouse in the serene Whispering Woods community. This is a great opportunity to own a beautiful townhouse in Annapolis! It offers a perfect blend of comfort and functionality, making it an ideal retreat for modern living. Step inside to find a spacious layout featuring 3 inviting bedrooms, updated full bath and 1/2 bath in the basement. Enjoy a spacious updated eat in kitchen with crown molding and plenty of room to cook, gather and dine! Crown molding throughout the large living room/dining room combo. The fully finished basement, complete with a walkout entrance, provides additional living space, ideal for a home office, playroom, or cozy den. Brand new roof and attic insulation! Conveniently located near Route 50, charming downtown Annapolis with water views, shopping and dining. Don't miss the opportunity to make this charming residence your own!

Experience waterfront living in sought-after Chesapeake Harbour, where sweeping marina and Chesapeake Bay views create a beautiful backdrop for this thoughtfully renovated 2-bedroom, 2-bath condo with a magnificent view. Freshly updated with brand-new flooring, newly renovated kitchen (new cabinets, countertops, wine fridge), fresh paint throughout, custom shutters, walk in closet in primary bedroom and 2 elegant bathrooms featuring Carrera marble. The spacious interior offers high ceilings with thoughtfully placed skylights that add to the open, light-filled feel, while the large loft provides flexible additional living space and excellent storage. A private storage unit in the loft provides even more convenience. Beyond your front door, enjoy the quintessential Chesapeake Harbour lifestyle with two swimming pools, including a heated pool and a waterfront pool, private community beach, tennis and pickleball courts, kayak launch and storage, fishing piers, shoreline walking trails, mar

Exquisite Colonial-style residence is a masterpiece in the making, set to be completed in 2026. With a generous half-acre lot, this home promises an exclusive lifestyle that harmonizes luxury with nature, offering a tranquil retreat just moments from the vibrant pulse of the community. Step inside to discover an open floor plan that seamlessly blends elegance and comfort. The gourmet kitchen is a culinary enthusiast's dream, featuring upgraded countertops and high-end stainless steel appliances, including a built-in microwave, self-cleaning oven, and a sleek dishwasher. The spacious layout invites gatherings, while the adjoining living areas are bathed in natural light, creating an inviting atmosphere for relaxation and entertainment. The home boasts three well-appointed bedrooms, each designed with comfort in mind. The master suite features a walk-in closet, providing ample storage and a touch of luxury. The bathrooms are thoughtfully designed, with two full baths and an additional ha

Nestled in the charming Oyster Harbor community, this delightful Cape Cod-style home offers a perfect blend of comfort and modern living. With three spacious bedrooms and two full baths, including a luxurious soaking tub and a walk-in shower, this residence is designed for relaxation. The open floor plan seamlessly connects the kitchen-boasting stainless steel appliances and an inviting island-to the cozy living area, complete with a gas fireplace for those chilly evenings. Step outside to enjoy the serene surroundings, with Oyster Creek and the community beach and pier just a short stroll away, perfect for nature lovers. The expansive deck overlooking the headwaters of Oyster Creek and the front patio provide an ideal space for outdoor gatherings. The community is enriched by playgrounds, water access and nearby parks, ensuring a vibrant lifestyle. With a generous driveway accommodating up to five vehicles, this home is ready to welcome you. Experience the warmth and charm of Oyster H

Designer details, thoughtful upgrades and an exceptional Annapolis location come together in this beautifully customized end-unit townhome, ideally situated next to Quiet Waters Park. Built by Lennar in 2023 and offering more than 2,800 square feet across four finished levels, this home combines newer construction with a collection of owner-added enhancements that set it apart. The open main level is bright, spacious and beautifully finished, with custom lighting and distinctive designer touches throughout. A blue accent wall with decorative millwork creates a striking focal point in the living area, with the color carried into the kitchen for a cohesive, custom look. The expansive kitchen is designed for both everyday living and entertaining, featuring abundant cabinetry, generous counter space and an oversized island with seating. The pantry has been completely reimagined from the original design with cabinetry, countertops and custom wood shelving. A custom built-in beverage bar wit

Beautiful Views of Chesapeake Bay and Chesapeake Harbour Marina immediately capture your attention in this stunning 2-bedroom, 2-bathroom waterfront condo at Chesapeake Harbour. Bright, open, and filled with natural light, this spacious home offers just over 1,200 square feet of comfortable living space with an inviting floor plan that is perfect for both everyday living and entertaining. The Tuscan-style kitchen opens seamlessly to the dining and living areas, creating an easy flow throughout the main living space. A wood-burning fireplace adds warmth and character to the living room, while large windows and doors bring the beautiful waterfront surroundings into the home. One of the most exceptional features is the expansive balcony accessible from both the living room and primary bedroom. This wonderful outdoor space offers breathtaking panoramic views of the Chesapeake Bay and Chesapeake Harbour Marina, along with a clear view of the Bay Bridge. Whether you're starting your day with

Open house saturday, 10/17, 12-2pm! Character, comfort, and versatility come together in this beautifully appointed Hillsmere home. Set among large, mature trees within an established waterfront community, the main level offers an open, airy feel with vaulted ceilings, attractive flooring, and a kitchen with stainless steel appliances. Every bathroom has been remodeled, including the primary suite's bath with a spacious shower, tile flooring, and custom shelving. The finished lower level adds a bedroom, an updated half bath, and a rec room wood stove, while a bonus room with its own private entrance offers flexible space for an office, studio, or additional living area and could potentially be converted back to a one-car garage. Outside, an expansive private yard bordered by a creek provides a serene backdrop, along with a spacious deck. Hillsmere is adjacent to Quiet Waters Park, and community amenities include an outdoor pool, marinas, beaches, playgrounds, a boat ramp, and boat stor

Incredible new price! Charming Historic District living in an enviable location! This inviting rowhouse is tucked away on picturesque Dean Street in the heart of downtown Annapolis, just moments from West Street, Church Circle, restaurants, local shops, and City Dock. Warm hardwood floors run through a comfortable living room and a separate dining room, leading to a thoughtfully remodeled kitchen that makes everyday cooking easy. Upstairs offers two bedrooms, one with beautiful built-in shelving and a bonus room that is perfect for an office! Step outside to the home's standout feature: a spacious, fully fenced backyard! Its English country-inspired garden and beautiful brick patio make it a true retreat for relaxing or entertaining. This is a wonderful opportunity to enjoy all that downtown Annapolis has to offer in a setting full of character and charm

Welcome to exceptional living in the highly sought-after South River Colony community. Offering more than 5,400 square feet of beautifully designed living space, this impressive home combines generous room sizes, thoughtful updates, incredible versatility, and a premier golf-course setting. A grand two-story foyer welcomes you inside, where youll find a private first-floor study, formal living and dining rooms, and an expansive conservatory with three walls of windows and a tray ceiling. The oversized family room features a cozy gas fireplace and flows seamlessly into the gourmet kitchen, complete with beautiful white cabinetry, stainless steel appliances, abundant workspace, and a walk-in pantryperfect for everyday living and entertaining. A convenient first-floor mudroom/laundry room provides the perfect everyday drop zone just off the main living areas. Upstairs, the spacious primary suite feels like a private retreat with a separate sitting area, two walk-in closets, and a beautifu

Welcome to 293 Cedar Lane, a classic 1963 ranch on a private. 27 acre lot in the water privileged community of Hillsmere Estates, steps from Quiet Waters Park and minutes to the South River. Original hardwood floors flow through the main level, where a living room with custom built in shelving opens to a galley kitchen with an electric stove top, wall oven, and dishwasher, full of potential for your personal touch. The full bath keeps its classic pedestal sink charm. Downstairs, a full basement offers a finished rec area and bonus room alongside generous unfinished storage and utility space, ready for however you want to use it. Step outside to a rear deck made for morning coffee or evening unwinding. Ceiling fans keep the main level comfortable, while public sewer and a private well simplify utilities. Sold strictly as is, this well loved home offers real bones in one of Annapolis's most sought after neighborhoods, home to a private beach, marina, and community pool. Come discover wha

Heritage Harbour living at its best: a brick-front home on a quiet cul-de-sac in Annapolis' premier 55+ community on the South River! A herringbone paver drive and walkway lead past a mature oak and layered plantings to red double doors inside, 1,634 square feet of true one level living opens up around you. Rich hardwoods run through the open living and dining room, where a gas fireplace with granite surround anchors one end and sliders at the other open to a composite deck with a retractable awning. Beyond it, a fully fenced, tree-lined backyard with flagstone paths and a fire pit circle. The kitchen is the showpiece: warm wood cabinetry, granite counters with a two-tier breakfast bar, glass-front cabinets, a KitchenAid island hood, double wall ovens, stainless appliances, solar tube skylights, and a full wall of pantry cabinets with open shelving. At the far end, a built-in desk nook by the window is the natural spot for planning the week, with a second door out to the deck. The prim

Built in 2022 and thoughtfully enhanced by its original owners, this inviting home offers 2.5 levels of living space in Edgewaters water-privileged Woodland Beach community. Upgrades throughout, custom closet built-ins, a finished top-floor bonus space, and a fenced backyard add to the homes appeal, while its location provides access to an array of community amenities along the South River. Step inside to an open-concept main level where high ceilings, luxury vinyl plank flooring, and a neutral color palette create a bright, cohesive feel. The generously sized living room flows into the dining area, where a corner gas fireplace adds warmth and a sliding glass door topped by a transom window opens to the backyard. Completely open to the dining space, the kitchen features granite countertops, 42-inch soft-close cabinetry, and a breakfast bar for casual seating. A separate laundry room with cabinetry is conveniently located just off the kitchen. Near the entry, a customized mudroom area k

Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river from nearly every vantage point. Expansive ipe decks with sleek cable railing extend the living space outdoors, creating the perfect setting for sunset entertaining or quiet mornings overlooking the water. The primary suite is a true retreat, complete with a private balcony overlooking the Severn; an idyllic perch for enjoying elevated river views and summer breezes. On the lower level, a covered flagstone patio offers an additional outdoor haven, ideal for relaxed evenings, gathering with friends or stepping directly out toward the waterfront. Inside, beautifully appointed gathering spaces flow e

Experience timeless elegance and modern sophistication in this exquisite estate home located in the sought-after Wynnewood community of Davidsonville. Boasting over 7,200 square feet of meticulously designed living space, this residence was fully renovated in 2015 with no detail overlooked. From the moment you enter, youre greeted by a grand double staircase and Brazilian hardwood floors that flow throughout the home, setting the tone for the craftsmanship and luxury within. The gourmet kitchen is a chefs dream, complete with an oversized island, custom cabinetry, designer backsplash, sleek new countertops, and Sub-Zero and Wolf appliances. The two-story family room impresses with soaring ceilings and a striking natural stone wood-burning fireplace, one of two fireplaces in the home. Just off the kitchen, the sunroom offers a seamless connection to the backyard oasis, perfect for effortless entertaining. Formal living and dining rooms provide elegant spaces for gatherings, while a priv

The view from the backyard says a lot about life here. Overlooking the 13th hole, this five-bedroom home offers a front-row seat to South River Colonys golf course, with a deck and expanded patio made for enjoyingthe view and life outdoors. Inside, theres room for everyone to spread out across three finished levels. The main floor has bright gathering spaces, a gas fireplace, and a kitchen with stainless steel appliances and double wall ovens. Upstairs, three full bathrooms make busy mornings easier, including a gorgeousprimary bath with a soaking tub and double sinks. The finished lower level adds flexible space for guests, a gym, au pair, movie nights, hobbies, or whatever your household needs next. South River Colony is loved for more than its homes. Neighborhood events, the pool, and the golf club give the community its own rhythm, while the rest ofEdgewater and Annapolis are close at hand

Huge 10k price improvement, open house saturday, october 10, 2026, 1:00 pm. 2:30 PM Nestled in the charming Woodland Beach community, this delightful Colonial-style home offers a perfect blend of comfort and functionality. With 1,228 square feet of thoughtfully designed living space, this residence features four bedrooms and one and a half bathrooms, making it an ideal retreat for those seeking a cozy yet functional environment. Step inside to discover a warm and inviting interior adorned with a mix of laminated, hardwood, and carpet flooring that enhances the home's character. The traditional floor plan seamlessly connects the dining area to the living spaces, creating an inviting atmosphere for gatherings and everyday living. Ceiling fans throughout provide a refreshing breeze, ensuring comfort year-round. The kitchen is equipped with essential appliances, including a dishwasher, refrigerator, and electric oven/range, making meal preparation a breeze. The main floor laundry adds conv

Enjoy agracious foyer with gleaming hardwood floors opento an expansive living room with a gas burningfireplace and custom built-ins. Soak up the sun in the morning roomwrapped in floor to ceiling windows overlooking mature trees, creating a serene retreat. The custom chef inspiredgourmet kitchen features 42 inchsolid wood cabinetry, granite countertops, a five burner KitchenAid gas cooktop, stainless steel appliances a French door refrigerator and ceramic tile floor. The spacious primary suite offers a cozy reading alcove, two walk-in closets and a luxurious ensuite bath with dual vanities and a separate shower. Nine foot ceilings, abundant natural light, hardwood floors, ample closet spaceandprivacy complete the home. This wonderful 55+ community offers something for everyone, with indoor and outdoor pools, a fitness center, tennis and pickleball courts, a nine-hole par-3 golf course, and a waterfront clubhouse known as The Lodge. Residents can enjoy time on the South River with acce

Welcome to 313 Fourth St, one of only three townhomes at The Tecumseh and a rare opportunity in one of Eastports most distinctive waterfront communities. Completed in 1968 on the site of a former boatyard, The Tecumseh was Annapoliss earliest condominium communities, designed around the boating lifestyle that continues to define Eastport today. Set directly on Spa Creek, the community offers a 72-slip private marina, waterfront swimming pool and deck, and gated private parking. Located at the corner of Fourth St and Severn Ave, this three-story, approximately 2,700-square-foot residence offers three bedrooms, two-and-a-half baths, expansive third-floor bonus space, charming Eastport street appeal, and a private rear courtyard. The main level is filled with character, featuring charming arched details, a newly renovated powder room, spacious kitchen with breakfast nook, dining area, walk-in butlers pantry, and custom built-in bookshelves surrounding a gas fireplace. A generous living ar

Exceptional Lower Eastport property: tastefully updated, semi-detached home with a detached one-bedroom cottage with proven rental income. Enjoy the charm and walkability of Lower Eastport from this 2007-built home on a peaceful, tree-lined street just two blocks from the harbor and close to parks, restaurants, shops and the waterfront. The property offers over 3000 square feet of living space between the main house and the cottage. Two dwellings make up a unique configuration that allows an exceptional degree of flexibility and privacy. Enter the main residence through a classic Eastport front porch, perfect for rocking chairs and enjoying views of the neighborhood. The home features three bedrooms and three-and-a-half baths, a separate dining room, and an open kitchen adjoining a spacious living room. Sliding doors extend the living space to a covered porch overlooking the fenced backyard. Upstairs, the spacious primary suite features a large walk-in closet and adjoining newly renova

Brand-new construction, ready for immediate occupancy! Located in the sought-after water-privileged community of Selby on the Bay, this beautiful home offers modern living with an open-concept floor plan and plenty of space to grow. The main level features 9-foot ceilings, luxury vinyl plank flooring throughout, and a spacious kitchen overlooking the family room and dining area. A gas fireplace creates a warm and inviting gathering space for family and friends. The upper level offers a spacious primary suite complete with a private bath featuring a tiled shower and large walk-in closet. Three additional bedrooms, a full bath, and a convenient laundry room complete the upper level. The unfinished walkout basement provides excellent storage space and plenty of potential for future living space, a recreation room, home office, or whatever your needs may be. Enjoy all that Selby on the Bay has to offer, including a community beach, boat ramp, community center, playground, and more. Come en

Take advantage of an ASSUMABLE 2.25% va loan! Do NOT have to be a VA buyer! Nestled in the charming Admiral Heights neighborhood, this stunning split-level home exudes warmth and character, inviting you to experience its unique design and craftsmanship. Built with everyone in mind, this residence boasts timeless appeal with its classic brick-and-vinyl siding exterior, harmoniously blending with the lush surroundings. Step inside to discover a spacious layout that offers both comfort and functionality. With five generous bedrooms and three and a half bathrooms, this home is perfect for those who appreciate space and versatility. The heart of the home features a cozy fireplace, creating an inviting atmosphere for gatherings and quiet evenings alike. The partially finished basement provides endless possibilities, whether you envision a workshop, a play area, or additional storage. The expansive lot offers ample outdoor space for relaxation and recreation, while the community pool adds a r

An extraordinary opportunity to create the luxury waterfront estate you've always envisioned. Perfectly positioned on a spectacular homesite offering approximately 120 feet of pristine shoreline and 8 feet of mean low water, this exceptional to-be-built custom residence by Whitehall Building & Co. Combines timeless architecture, uncompromising craftsmanship, and an unparalleled waterfront lifestyle. Designed to maximize breathtaking panoramic water views from nearly every room, the home features soaring ceilings, walls of glass, and an open-concept floor plan that seamlessly blends elegant indoor living with exceptional outdoor entertaining. Every detail has been thoughtfully curated to create a residence that is both sophisticated and comfortable. The gourmet chef's kitchen serves as the heart of the home, showcasing premium appliances, custom cabinetry, an oversized center island, and luxurious finishes that make both everyday living and grand-scale entertaining effortless. The expan

Discover a vibrant lifestyle in this charming townhouse located in the esteemed 55+ community of The Hamlets at South River Colony. This beautifully designed villa, built in 2001, boasts 2,517 sq. Ft. of comfortable living space, featuring 3 bedrooms with one conveniently on the main level. Step outside to enjoy the inviting brick patio, ideal for morning coffee or evening gatherings. The community is adorned with street lights, enhancing the neighborhood's charm and safety. Residents can take advantage of the community pool, providing a refreshing escape during warm months. Inside, the home is equipped with modern appliances, including a double oven and built-in microwave, making meal preparation a delight. The combination of hardwood and carpet flooring adds warmth and elegance throughout the living spaces. With an attached garage and driveway parking, convenience is at your fingertips. The Hamlets at South River Colony is not just a home; it's a sought after community. Enjoy easy ac

Nestled within the highly sought-after Loch Haven Beach community, this meticulously maintained custom home offers over 2,500 square feet of beautifully appointed living space, blending exceptional craftsmanship with modern luxury. Gleaming hardwood floors cascade throughout, tall ceilings, exposed beams, and loads natural light create a warm and inviting atmosphere. The gourmet chef's kitchen is a true showpiece, featuring custom cabinetry, quartz countertops, imported tile, oversized center island, and a premium KitchenAid stainless steel appliance package. Additional highlights include oversized garage parking, gas fireplace, smart home features, spacious entry-level secondary great room, wine storage with beverage center, and a quiet rear yard with a newly built Trex deck & privacy fence. Offering 4 generously sized bedrooms and 3.5 baths, this home provides the perfect balance of comfort and functionality. Luxurious walk-in showers, expansive walk-in closets, and abundant storage

An exceptional offering in the heart of the Annapolis Historic District, 100 Conduit Street captures the timeless elegance and effortless lifestyle that make downtown Annapolis so coveted. Set along one of the citys most charming historic streets, this distinctive three-four bedroom, two-and-a-half-bath residence pairs beautiful architectural character with an extraordinary location just moments from the waterfront. Inside, gracious living spaces are defined by gorgeous wood floors, rich millwork, custom built-ins, and thoughtful architectural details that lend warmth, character, and a wonderful sense of place. A chef's kitchen and separate dining room provide an elegant setting for everything from intimate dinners to holiday gatherings, while the inviting side porch offers the perfect spot for morning coffee, an evening glass of wine, or simply watching the rhythm of downtown life unfold. The home feels equally suited to comfortable everyday living and sophisticated entertaining, with

Welcome to easy living in Annapolis desirable Heritage Harbour 55+ community. This charming two-bedroom, two-bath villa is ideally situated just a short walk from the community lodge and its many amenities. The home offers several distinctive features, including skylights, a 10-by-10-foot home-office addition, an enclosed sunroom, and a deck overlooking a wooded area that provides exceptional privacy. The interior walls, doors, and trim have been freshly painted, creating a bright, move-in-ready atmosphere. Additional features include a welcoming entrance, pull-down stairs providing attic access, a storage shed and storage chest, an upgraded heat pump, and extra-large gutters and downspouts. The roof is approximately four years old. Heritage Harbour offers an active, resort-style lifestyle with two swimming pools, a golf course, tennis courts, a fitness center, library, billiards room, walking trails, and a vibrant community lodge offering numerous clubs, activities, and social events.

Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets modern comfort. Built in 1900, this inviting residence captures the quintessential charm of Annapolis while offering thoughtful updates and the conveniences of contemporary living. Steps away from the welcoming front porch you'll find boutique shops, waterfront dining, historic landmarks, and the U. S. Naval Academy. Inside, original hardwood floors and classic architectural details create a warm and inviting atmosphere. The layout features three bedrooms, two full bathrooms, and a half bath. The main level offers comfortable living and entertaining spaces along with a welcoming kitchen, while a carefully renovated room addition provides valuable additional living space. The primary bathroom has been beautifully styled with a luxurious spa-like feel, creating a peaceful retreat at the end of the day. Outdoor living is

Offering nearly 3,400 square feet of beautifully finished living space, this exceptional three-level townhome delivers the space and versatility of a detached home with the convenience of low-maintenance living. Nine-foot ceilings throughout create an open, airy feel, while the thoughtfully designed floor plan provides plenty of room to live, work and entertain. At the heart of the home is an enormous gourmet kitchen featuring an expansive center island with generous seating, abundant cabinetry and counter space, and a walk-in pantry. The kitchen flows seamlessly into the spacious living room, where a gas fireplace creates a warm and inviting focal point. A separate dining area easily accommodates larger gatherings, while the private rear deck overlooks a peaceful wooded backdrop and open green space. Upstairs, the impressive primary suite features vaulted ceilings, two walk-in closets and a spacious ensuite bath. Two additional bedrooms, a full hall bath and convenient upper-level lau

Space, flexibility & value in the south river school district! This spacious Cape Cod offers 5 bedrooms, 4 full bathrooms, nearly 2,000 square feet of finished living space above grade, a full walk-out basement and approximately ONE ACRE of property! With generous room sizes and a versatile floor plan, there's plenty of room to spread out and make this home your own! The main level features an eat-in kitchen, comfortable family room, two spacious bedrooms and a full bathroom with shower ideal for those seeking main-level living, guest accommodations or a dedicated home office. Upstairs, you'll find 2 additional generously sized bedrooms, including a primary suite with private bath, plus an additional hall bath. Oversized walk-in closets created by the Cape Cod dormers provide exceptional storage. The full walk-out basement offers even more flexibility with a 5th bedroom, a full bath and space for recreation, hobbies and abundant storage. Move right in and enjoy the space today, with th

Inside the Annapolis city limits, on a cul-de-sac, this Dutch Colonial pairs four bedrooms and two full baths with a fully fenced yard and about 1,928 finished square feet on three levels. A bedroom and full bath on the main level give guests their own space or make room for a home office, and three more bedrooms and a second full bath are upstairs. The fully finished basement adds room for a rec room, gym, or office. End the day in the steam shower with full body sprays, then light the wood-burning fireplace and let the blower carry the heat through the room. Out back, a deck steps down to the fenced yard, and a shed adds storage. The driveway parks two cars. Wilshire sits off Forest Drive, a short drive from the trails and waterfront at Quiet Waters Park, the restaurants of Eastport, the Annapolis Maritime Museum, and City Dock. Route 50 and the Bay Bridge put Washington, DC, Baltimore, and the Eastern Shore within reach, for the commute or for the weekend. Ask your agent about a len