99 apartments for sale in Chestnut Street Apartments

Enjoy beautiful city views from this high-floor 2-bedroom, 1.5-bath condo in Portsmouth. The unit features a kitchen with stainless steel appliances, a spacious living room, two bedrooms, and a full hall bathroom. The primary bedroom includes a convenient half-bath ensuite. Residents have access to a variety of on-site amenities, including a pool, library, full kitchen, laundry facilities, security, and on-call, in-house maintenance. Utilities are included, making for convenient and easy living

This beautifully updated condo is the definition of move in and maintenance free living! Completely renovated from floor to ceiling, this 3 bedroom 2.5 bathroom is open and bright featuring contemporary design and functional flow. Call today for your private showing!

Beautifully updated condo offering the comfort and feel of a single-family home, privately positioned overlooking a serene wooded backdrop. The thoughtfully designed floor plan features a first-floor primary suite plus stylish updates including a refreshed kitchen with stainless steel appliances, beautifully renovated primary and secondary baths, and durable hardwood flooring. Abundant natural light fills the home, creating a bright and welcoming atmosphere. A spacious two-car garage includes the added convenience of an EV charging station. Enjoy truly low-maintenance living in a gated community with nightly security, complete grounds maintenance, trash pickup, and convenient water and dock access within the neighborhood. Easy access to hospitals, military bases, restaurants and more!

Welcome to 816 Shenandoah River Road! Spacious 2 bedroom 2 bathroom condo tucked away in established Riverwalk! This move in ready home offers a cool modern feel with many updates throughout. Main living area welcomes you with fresh paint and LVP flooring. Kitchen has been updated to include custom cabinetry, quartz countertops and tile backsplash. One bedroom / bath occupy first floor and One bedroom / bathroom occupy second floor. Association is responsible for all exterior maintenance to include grounds and roof. Skylights were replaced in 2026. Enjoy all the riverwalk community has to offer, including Clubhouse, Pool, Tennis Courts, Boat Ramp, Playgrounds, Walking Trails and trash pickup

Freshly updated and move-in ready! This spacious 2-bedroom, 2.5-bath condo offers comfortable, low-maintenance living in a convenient Portsmouth location. Recent improvements include fresh interior paint, new carpet, and new LVP flooring, giving the home a clean, updated feel throughout. The kitchen features stainless steel appliances, while the open living and dining area offers great natural light and access to private outdoor space, great for relaxing or entertaining. A brand-new TV mounted over the fireplace conveys with the home. The half bath features a new vanity, and the upstairs hall bath has a new toilet. The primary bedroom includes an ensuite bath, while the second bedroom offers flexible space for guest, a home office, or additional living space. A great opportunity for a first-time homebuyer or downsizer looking for an updated home with easy, low-maintenance living. Back on market through no fault of seller

Large, fully detached single family style home with a huge, privacy fenced yard with storage shed and separated garden. The loft has been professionally enclosed for a TRUE 4 bedroom home. Home was updated throughout in 2022 to include new flooring, fresh paint, new lighting, new hardware, and a gorgeous kitchen with white cabinets, new quartz countertops, and stainless steel appliances. Located on a cul-de-sac with no through traffic. Amenities include pool, clubhouse, ground maintenance and playgrounds across the street. Highly desirable Churchland schools! ALL appliances, including washer and dryer convey, making this one truly move in ready! Make this one yours

Welcome to this spacious 3-bedroom, 2.5-bath split-level condo in a great Chesapeake location near Oak Grove Park, the hospital, shopping, and interstate access. The mid-level foyer leads to the lower level, featuring a comfortable sitting room with a fireplace, access to the back deck and fenced backyard, a utility closet, two bedrooms with large closets, full hall bathroom, and access to the attached 2-car garage with a convenient garage door opener. Upstairs, the updated kitchen offers stainless steel appliances, a pantry, bar, and breakfast area with bench seating, along with a fireplace and built-in storage. The upper-level living room provides additional space for relaxing or entertaining. The spacious primary suite features a walk-in closet and ensuite bathroom with a granite vanity, built-in makeup table, jetted tub, separate shower, and water closet

Move-in ready and beautifully updated! This vacant home features a brand-new kitchen, new deck, new flooring, fresh interior paint, new appliances, and a new water heater. Conveniently located near to the casino, TTC, golf course, interstate, and just a few miles from Naval Hospital, Maryview Hospital, Shipyard, and downtown Portsmouth with waterfront and ferry access. Easy to show—schedule your visit today!

Financing flexibility available! Ask about available seller concessions toward a 2-1 interest rate buydown or other financing options. Surrounded by trees, this 2006 townhome-style condo offers a quieter setting with shopping, dining, parks & interstate access close by. The open main level features flexible living spaces anchored by a gas fireplace. The adjoining kitchen offers granite counters, stainless appliances, & an efficient layout open to the living areas. Upstairs are comfortably sized bedrooms, including a spacious primary suite w/ ensuite bath, double sinks, tiled shower & generous storage. Enjoy a shaded rear deck overlooking the wooded setting plus an oversized attached garage. Major updates include a high-efficiency York heat pump/HVAC installed 12/2025 (includes 10 yr parts/3 yr labor warranty) & architectural-shingle roof estimated at 2–5 years old. Pre-list inspection completed 9/2026; report available

Calling all water lovers: this is effortless living with the water right at your fingertips! Complete with a deeded boat slip and access to a private marina, pier and gazebo. This meticulously renovated tri-level condo puts life on the water within arm’s reach! This home was reimagined top to bottom with a light, breezy, coastal vibe that makes everyday feel like a getaway. Step through your private 2-car attached garage into a foyer that leads to the Primary and Secondary Bedrooms. Head up to the 2nd level. This is where life happens-open, bright and built for gathering. The 3rd floor retreat delivers flexible space. An ideal secluded 3rd bedroom / private home office; you choose! Three levels, three decks, all catching a fresh river breeze. Perfectly located for military professionals. Just minutes from Portsmouth Naval Hospital, Coast Guard Base and Portsmouth Marine Terminal. Make this your new home today!

Welcome to this spacious and comfortable condo located in the desirable Riverwalk neighborhood. This home offers plenty of room to spread out and entertain. With both bedrooms connected to their own en suites you can enjoy both privacy and convenience. Upstairs includes a versatile loft area leading into the primary bedroom; providing additional space for a home office, reading area, or flex space. With new upgrades like the Heat Pump (2021) and the Roof (2025, by the association) you can have the peace of mind that you're in a good space. Outside, a cute private patio provides a pleasant spot to relax and enjoy some fresh air. The condo association gives low-maintenance living by covering the siding and roof, water and sewage, trash pickup, while maintaining the pool, clubhouse, and public spaces! With large living areas, a functional multi-level floor plan, and important updates, this condo is ready for its next owner! Setup a tour and make it you!

A Diamond Condo with NO FEES! Located in the highly sought-after Grassfield school district, this condo has had a complete transformation. Walk into a beautiful cathedral ceiling and unique reading nook under the stairs. New SS Appliances in the kitchen, new luxury vinyl floors, bedroom/office downstairs with laundry, Beautifully renovated full bathroom. Private upstairs bedroom with half bath spacious closet space and attic storage access. Partially fenced backyard. This is in a quiet neighborhood conveniently located near interstates and shopping. Hurry, before this one is gone!

Welcome to Coleman Farms! This bright and inviting 3-bedroom, 2.5 bath home features a very open living concept with seamless flow between kitchen, living and dining areas. The kitchen offers granite countertops, large pantry, stainless steel appliances and a new dishwasher. Upstairs you'll find 3 spacious bedrooms, including a comfortable primary suite with private bath, plus a convenient laundry room with new washer and dryer. Additional features include custom blinds throughout the home. Enjoy a private patio that backs up to the woods, offering a quiet, peaceful setting. The 2 car garage provides additional storage and parking. The driveway accommodates 2 additional vehicles, plus ample visitor parking. Coleman Farms is a private, tucked-away community that features a clubhouse, fitness center, and pool. Conveniently located near shopping, entertainment and major highways. Super clean and move in ready!

Located in the heart of Downtown Portsmouth within half a mile of the Naval Hospital, restaurants, and across the street from the Elizabeth River, enjoy expansive views of the harbor and the city skyline in this 17th floor, oversized condo with fresh paint and newer flooring. Catch a show at the Portsmouth Pavilion, a film at the historic Commodore Theatre, or an afternoon at the Children's Museum. Dozens of well-established restaurants are just outside your door. Condo fee covers 100% of everything: Electric, Water Sewer, Gas, Trash, Cable, Security, Pool, No Other Bills!

Welcome home to easy, low-maintenance living in this beautifully appointed 3rd-floor condo! Featuring an open-concept floor plan, soaring ceilings, and large windows that fill the space with natural light, this home offers comfortable one-level living with stylish interior finishes throughout. The spacious kitchen is designed for both everyday living and entertaining, with quartz countertops, stainless steel appliances, and a convenient breakfast bar. The owner's suite provides a relaxing retreat with an attached bath and walk-in closet featuring custom wood shelving. Outside, enjoy a peaceful pond with a short trail loop, plus a dedicated dog park in this pet-friendly community. Condo amenities include ground maintenance, sewer, trash pickup, and water for added convenience. Located just minutes from shopping and dining at Sam's Circle and offering an easy Battlefield commute, this home truly has everything you need for comfortable Chesapeake living!

Welcome to this beautifully maintained 4-bedroom home in one of Chesapeake’s most desirable areas! Ideally located just minutes from the highway, enjoy easy access to all the shopping, dining, and entertainment Greenbrier has to offer. Inside, you’ll find a thoughtfully updated interior, granite countertops, and modern finishes—Great for everyday living and entertaining. The spacious primary suite offers a true retreat. With generous living space, well-sized bedrooms, and upgrades in all the right places, this home is move-in ready. Enjoy the perfect blend of comfort, style, and convenience. Schedule your private showing today!

Imagine entertaining in your formal living and dining rooms then venturing out of your fully equipped kitchen onto your deck overlooking the river for a cookout, later in the evening if you are too tired to take the stairs, you can hop in the elevator and ride up to the beautiful three bedroom, two bath second floor. The primary bedroom and bath is amazing. There are so many upgrades and renovations. The single car garage has a keypad and remote opener, plenty of storage, and a weather free entrance into the laundry room. This is a must see

Waterfront living on the Elizabeth River! 5836 Woodstock Point offers stunning panoramic water views from most rooms, a large waterfront deck, and an incredible boating lifestyle. This spacious 3-bedroom, 3 full bath home features a light-filled great room, wood flooring, and an updated kitchen with granite countertops and stainless steel appliances. Imagine waking up each morning to stunning water views from your first-floor primary suite. Upstairs, a bedroom or office and enormous floored walk-in attic provide plenty of additional space and storage. Enjoy beautiful sunsets or head out on the river from the private community dock and your own boat lift. Updates include newer double-hung vinyl windows, crawl space improvements with poly vapor barrier, and fresh interior paint. Low condo fees include lawn and flower bed maintenance

Welcome to easy, low-maintenance living in River Pointe’s Wimbledon Chase community! Accessibility-minded features include built-in ramps to the home and mailbox, plus two accessible parking spaces in addition to the unit’s reserved space. This condo features an open layout, LVP flooring, and recent updates including HVAC & Water replaced in 2025, roof in the last 5 years and fresh paint/flooring. Enjoy community amenities including the pool, clubhouse, playground, and grounds maintenance, all conveniently located near the Western Freeway, Midtown Tunnel, Coast Guard Base Portsmouth, Olde Towne, and Rivers Casino

This like-new beauty is a rare find, featuring THREE en-suite bedrooms (one on the first floor, and two on the second floor) each with their own bathrooms and walk-in closets. There is an additional bonus/flex room upstairs as well. Perfect for an office, media room, workout space, or just extra storage space. Downstairs boasts an open kitchen with a breakfast bar, recessed & pendant lighting and stainless steel appliances. The sliding doors lead to a fully fenced backyard with a patio and storage shed. With no water bill, lawns to mow, or exterior building maintenance, this is truly maintenance-free living. Just come home and relax, or sit by the pool. This home is located on a dead-end street, and convenient to interstates, library, Western Branch Park, shopping, restaurants, and more. Welcome home! Back on market due to no fault of the seller

Spacious 2 bedroom/2 bath condo featuring an open floor plan and soaring cathedral ceilings. Bright end unit with abundant natural sunlight throughout. Well-designed layout for entertaining. Prime location with easy access to interstate, shopping, and restaurants. Property has been renovated with all new flooring, paint, kitchen cabinets and countertops, and bathroom vanities

Well-maintained 3-bedroom (Loft could easily be converted to a 4th bedroom), 2.5-bath home featuring new flooring in the kitchen and bathrooms. Major updates completed in 2018 include the roof, HVAC system, range, microwave, and dishwasher. The functional floor plan offers comfortable living spaces, while the attached 2-car garage and driveway provide ample parking and storage. With key improvements already completed, this home is ready for its next owner to enjoy. Schedule your showing today! This is an AnnieMac Rate Relief Eligible Property! Rate Relief makes this home more accessible and budget-friendly for you. What is a Rate Relief Eligible Property? Rate Relief is a program offered by AnnieMac Home Mortgage where the mortgage interest rate is reduced for the life of the loan. This reduction is achieved through an upfront payment made during the purchase process, and here's the best part — the seller and/or seller's agent have committed to covering this cost for you! The reduced i

Enjoy low-maintenance condo living in River Pointe’s Wimbledon Chase community! This home features newer LVP flooring 2025, an HVAC system installed in September 2022, a newer dryer added in 2024, and a newer refrigerator installed in 2025. Community amenities include a clubhouse, swimming pool, and playground. Conveniently located near the Western Freeway, Coast Guard Base Portsmouth, Midtown Tunnel, Olde Towne Portsmouth, and Rivers Casino. This home is waiting for its next owner

Cute, convenient, and easy to love! This charming single-story corner condo offers comfortable, low-maintenance living with a layout that works beautifully for everyday life. Featuring two spacious primary suites, each offering its own private retreat, this home is perfect for roommates, guests, multigenerational living, or simply having that extra space to spread out. Being an end unit adds a little extra privacy, while the one-level design keeps everything easily accessible. Location is a major win here. You're conveniently situated near interstate access, shopping, dining, and everyday essentials, making commuting and errands a breeze. And when you're ready for a little coastal escape, you can have your toes in the sand in less than 30 minutes. Whether you're looking for your first home, downsizing, or wanting an easy-care property in a convenient location, this one checks plenty of boxes. Two primary suites. One-story living. Corner unit. Coastal convenience. Condo fees include wat

Welcome to this inviting 4-bedroom, 2½-bath home offering a thoughtfully designed floor plan with plenty of space for comfortable living. The main level features a formal living room, a spacious kitchen that opens to the family room with a cozy gas fireplace, and convenient access to the 2-car garage, while upstairs you’ll find four generously sized bedrooms, two full baths, and the added convenience of a second-floor laundry room. Situated on a desirable corner lot, the home also offers a large fenced-in backyard with a privacy fence, providing plenty of space to relax, entertain, and enjoy the outdoors

Welcome to 20 Centre Port Circle! Completely renovated in 2016, this beautifully maintained detached single-family condo in the desirable River Pointe community offers 3 bedrooms, 2.5 baths, approximately 1,664 square feet, and a 2-car garage. The 2016 renovation included the roof, windows, HVAC, water heater, and other major systems. Inside, enjoy hardwood flooring, granite countertops, stainless steel appliances, a fireplace, and a spacious primary suite. Step outside to a patio overlooking the community lake, creating a peaceful backdrop for relaxing or entertaining. River Pointe amenities include a clubhouse, pool, playgrounds, grounds maintenance, and trash pickup. Enjoy the privacy and feel of a detached home with the convenience of condo living

Come check out this beautiful townhome with 3 primary suites, including a first floor suite and one with a 3rd floor view of the Elizabeth River! The rear of the home features views of the river while the front of the home looks out onto the shared park space. The community dock sits on about 12-15 feet of water depth, so it's perfect for any level of fisher! There is a functional elevator that connects the first and second floor. Call today for your private showing!

Welcome to this beautifully maintained first-floor 2-bedroom, 1.5-bath condo at 713 Drift Tide Dr, privately tucked on the back side of the complex with peaceful treed views overlooking water and marsh. This home feels and presents like a model! The open, spacious floor plan features beautiful contemporary paint colors, brand-new bedroom carpet, great closet space, and plenty of room for dining and guests. The kitchen offers generous counter space, abundant cabinetry, and newer appliances. Updated baths include convenient hall/bedroom access to one bedroom. A washer/dryer (2025) is conveniently located in the kitchen-area closet. Updated windows, lighting, and ceiling fan fixtures throughout the unit add to its fresh, modern feel. Enjoy easy first-floor access, one designated parking space plus visitor parking, and excellent amenities including a clubhouse, pool, and gym. Take a peaceful stroll or bike ride through the beautiful neighborhood and enjoy the tranquil surroundings. Immacul

Beautiful 3-bedroom, 2-bath condo featuring a spacious open floor plan, abundant natural light, and comfortable living spaces throughout. The kitchen offers ample cabinet and counter space and flows seamlessly into the dining and living areas, making it perfect for entertaining. The primary suite includes a private bath and generous closet space. Conveniently located near shopping, dining, schools, and major highways. Property is being sold as-is, with seller to complete only lender/appraisal-required repairs

Welcome home to this well maintained 2-bedroom, 1-bath condo in the established Charlestowne Condominiums of Portsmouth! Offering approximately 946 square feet of comfortable living space, this move-in ready home features a spacious living area, an inviting eat-in kitchen, and generously sized bedrooms. The brick exterior provides timeless curb appeal while low-maintenance condo living allows more time to enjoy life. Conveniently located near I-264, military bases, shopping, dining, entertainment, and Rivers Casino Portsmouth, this property offers easy access to everything Hampton Roads has to offer. Whether you're a first-time homebuyer, downsizing, or looking to add to your investment portfolio, this affordable opportunity is one you won't want to miss. Schedule your private showing today and discover all that 1677 Darren Circle has to offer!