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$430,000
3 Beds 2.1 Baths 10647306 MLS
Welcome to this beautifully maintained open-concept home in the heart of Greenbrier! This move-in-ready home offers a spacious layout with separate living and dining rooms, plus a warm family room that opens to the updated kitchen—perfect for everyday living and entertaining.Recent 2025 updates include a new HVAC system, granite countertops throughout, LED recessed lighting, upgraded ceiling fans, updated bathroom fixtures, and a stylish subway tile backsplash. The washer and dryer were replaced in 2021.Enjoy a private backyard oasis and the convenience of low-maintenance living with a Master Association Policy. The Master Association Policy covers roof and fencing repairs/replacement, lawn maintenance, exterior painting, gutter cleaning and power washing annually, Don't miss out this gem is priced to sell !!!

808 Monroe Court, Chesapeake

$460,000
4 Beds 2.1 Baths 10647155 MLS
Welcome to this beautifully updated 4-bedroom, 2.5-bath home overlooking the 15th tee of Greenbrier Country Club. Soaring vaulted ceilings, abundant natural light, and an open floor plan create an inviting atmosphere from the moment you enter. The inviting sunken living room adds warmth and character, while the renovated bathrooms offer a fresh, modern feel. The spacious primary suite features a private second-story deck with peaceful golf course views. Enjoy outdoor living on the expansive backyard deck overlooking the fairway. Additional updates include a new backyard fence (2024) and replaced windows and gutters (2022). A 2-car attached garage provides added convenience. Community amenities include a neighborhood pool. Only half a mile from Chesapeake City Park and conveniently located near shopping, dining, parks, major highways, military installations, and all that Greenbrier has to offer. Schedule a tour today!

1005 Woodsmans Reach, Chesapeake

$285,000
3 Beds 1.1 Baths 10647127 MLS
Super convenient Chesapeake & Greenbrier location. Three bedrooms 1.5 baths plus a separate dressing area in master bedroom includes a 3rd sink. Spacious kitchen with nice counter space, all appliances, and a big front bay window. Schedule an easy showing today. 2-private parking spaces and a cul-de-sac location with no through traffic. BRAND NEW COSTCO is coming to Greenbrier Mall. Easy commute all military bases & downtown Norfolk shipyards. Easy access to beachfront and Greenbrier restaurants, shopping, NFCU & banks. YMCA includes swimming pool and activities. Buyer has ability to pick replacement carpeting. HOA approves - backyard fencing can be painted by seller. Newer heat pump unit for heating and cooling with Coolant 410A. HVAC under yearly inspection program. Seller provides Termite/Moisture clearance via Hampton Roads Warranty Program. No flood insurance required. Trash & Recycle cans provided.

1218 Cedar Mill Square, Chesapeake

$484,900
4 Beds 2.1 Baths 10646662 MLS
Beautifully maintained 4-bedroom, 2.5-bath home featuring a versatile floor plan with multiple living spaces and an oversized finished room over the garage (FROG), ideal as a 4th bedroom or flexible bonus space. The main level offers a welcoming foyer, formal living room, formal dining room, spacious family room with a gas fireplace, and a bright breakfast area adjoining the kitchen. Upstairs you'll find three additional bedrooms, the oversized FROG or 4th bedroom, and a conveniently located laundry room. Relax on the covered rear deck overlooking the fully fenced backyard with mature landscaping, irrigation system, and storage shed. Thoughtful updates by the current owner include a roof, replacement windows, an encapsulated crawl space with dehumidifier, water heater, dishwasher, and updated gutters. A portion of the rear deck is currently being replaced. No HOA. Flood Zone X. Convenient to shopping, restaurants, schools, military bases, and major highways.

420 Brandon Way, Chesapeake

$430,000
3 Beds 2.1 Baths 10646317 MLS
Welcome home to this beautifully updated traditional home in the desirable Logans Mill community of Chesapeake! Offering 3 bedrooms, 2.5 bathrooms, and approximately 1,750 square feet, this move-in ready home features bamboo, ceramic, carpet, and LVP flooring, an inviting living space with a fireplace, and a spacious kitchen with Energy Star stainless steel appliances. Upstairs, the generous primary suite includes a walk-in closet and private ensuite bath, while two additional bedrooms provide plenty of space for family, guests, or a home office. Step outside to enjoy the fully fenced backyard with a deck, storage shed, and wooded backdrop for added privacy. Conveniently located near Greenbrier shopping, dining, parks, military bases, and major commuter routes, this home offers the perfect blend of comfort and convenience.

1913 Shepherds Gate, Chesapeake

$995,000
6 Beds 4 Baths 10645935 MLS
An exceptional opportunity to own a Stephen Alexander custom home in Greystone, one of Chesapeake's premier luxury communities where homes are rarely available. This expansive executive residence blends timeless craftsmanship with the space, flexibility, and resort-style amenities today's luxury buyers seek. A first-floor bedroom with an adjacent full bath offers versatility for guests, a home office, or multi-generational living. The primary suite is a true retreat with a fireplace, sitting area, and four closets. Enjoy a private backyard oasis featuring an in-ground pool, hot tub, screened porch, gazebo, fire pit, privacy fence, irrigation well, and expanded parking for a boat or RV. Scenic walking paths enhance this sought- after community. Significant recent investments include a new roof (2026), three HVAC systems, an encapsulated crawl space, new hardwood flooring, updated bath vanities, freshly painted kitchen cabinetry, and a new oven. Schedule your private showing today!

821 Redleafe Circle, Chesapeake

$599,900
4 Beds 2.1 Baths 10646316 MLS
Just six years young, this beautifully maintained home offers thoughtful upgrades and an open layout perfect for everyday living and entertaining. The welcoming entryway features custom shiplap accents, leading into a spacious main living area filled with natural flow. The kitchen stands out with abundant cabinetry, subway tile backsplash with black accents, upgraded light fixtures, gas stove, pantry, and views overlooking the living room with cozy gas fireplace. One of the sellers? favorite features is the backyard, offering privacy with peaceful pond views and open fields beyond. Upstairs, every bedroom is generously sized, while the oversized primary suite includes two walk-in closets and a large walk-in shower. Convenient second-floor laundry and carefully selected colors throughout make this home move-in ready. If you love open-concept living and private backyard views, this home is a must-see!

1668 Teton Court, Chesapeake

$750,000
6 Beds 3.1 Baths 10646118 MLS
Spacious 4,899 sf lakefront home offering 6 bedrooms and 3.5 baths with an exceptional floor plan designed for comfortable living and entertaining. The expansive 1st floor primary suite provides a private retreat, while a 2nd floor ensuite is great for guests or multigenerational living. A massive great room with stunning lake views serves as the heart of the home, flowing seamlessly to a large composite deck great for outdoor gatherings. The oversized 840 sf attached garage offers ample space for vehicles, storage and hobbies. A walk-up attic provides abundant storage or future expansion potential. With generous living spaces, beautiful water views and a great price, this home is ready to accommodate every lifestyle.

1548 Waterside Drive N, Chesapeake

$215,900
2 Beds 1 Baths 10645553 MLS
Welcome home to the heart of Greenbrier! This charming and stylish 2-bedroom, 1-bath second-floor condo in the desirable Heather Pointe Condominiums offers the perfect combination of comfort, convenience, and updates. Conveniently located behind Greenbrier Mall, you'll enjoy easy access to shopping, dining, entertainment, and major interstates. The beautifully remodeled kitchen (2021) features granite countertops, upgraded soft-close cabinets, ceramic tile backsplash and flooring, stainless steel Whirlpool refrigerator, microwave, dishwasher, and a new electric range (2026). All appliances, including the washer and dryer, convey. Relax by the cozy gas fireplace in the spacious living room or enjoy your private balcony. New carpet throughout the home makes this condo move-in ready. Don't miss this wonderful opportunity—schedule your private showing today!

1709 Rock Bridge Mews Unit B, Chesapeake

$329,000
2 Beds 2.1 Baths 10645916 MLS
Enjoy low-maintenance living in this move-in ready townhome-style condo in the desirable Warrington Hall community! Conveniently located just minutes from shopping, restaurants, parks, and major interstates, you'll have easy access to everything Chesapeake and Hampton Roads have to offer. Community amenities include a clubhouse, pool, tennis courts, and ground maintenance for a carefree lifestyle. Inside, the spacious layout features a kitchen with abundant cabinetry, all appliances, pantry, and a breakfast bar which opens up to the dining room. The inviting family room provides lots of natural lighting, and there is a convenient powder room for guests. Upstairs, both spacious bedrooms offer walk-in closets and private ensuite bathrooms. The primary suite features a dual vanity and tub/shower combination. Step outside to enjoy your own private patio, perfect for morning coffee or relaxing at the end of the day. Just move in and start enjoying all this community has to offer!

1115 Warrington Boulevard, Chesapeake

$625,000
4 Beds 2.1 Baths 10645717 MLS
OPEN HOUSE FRI Aug 7 from 5-6 pm & SAT Aug 8 from 1-3 pm ~ Tucked away on a quiet cul-de-sac in the highly sought-after Great Bridge school district, this move-in-ready waterfront home offers nearly 3,000 square feet of thoughtfully updated living space overlooking peaceful water views. Relax on the screened porch while enjoying the privacy of a fully fenced backyard and the freedom of no HOA. Major updates include HVAC (2023 And Serviced), fresh paint, luxury vinyl plank flooring throughout the first floor (2023), updated lighting, water heater (2022), refinished staircase (2022), and an encapsulated crawlspace for clear Termite and Moisture letter. The washer and dryer convey, making this home truly move-in ready. Offering the perfect blend of everyday comfort and tranquil waterfront living, this is an exceptional opportunity to own a beautifully updated home in one of Chesapeake’s most desirable communities.

705 Turnbuckle Court, Chesapeake

$450,000
3 Beds 2.1 Baths 10645658 MLS
Nestled among mature trees in a sought-after, amenity-rich community, this charming brick end-unit blends warmth with everyday functionality. Step inside to freshly finished hardwood floors on the main level and an abundance of natural light that fills the home with a bright, welcoming feel. The kitchen offers generous counter space and flows seamlessly into the living and dining areas, great for everyday living or entertaining. Upstairs, you'll find brand-new carpet, generously sized bedrooms, a cozy reading nook, and a spacious primary suite featuring a soaking tub, step-in shower, and private water closet. Enjoy a peaceful, tucked-away setting just minutes from shopping, dining, and all the conveniences of this thriving area. The community itself is packed with perks: a large pool, basketball court, tennis/pickleball courts, soccer and volleyball fields, a dog park, scenic trails, and abundant green space. With charm, location, and lifestyle all in one, this home checks every box—schedule your private tour today!

816 Great Marsh Avenue, Chesapeake

$579,000
4 Beds 2.1 Baths 10645167 MLS
Beautifully updated and impeccably maintained, this exceptional 4BR/2.5BA home offers thoughtfully designed living space in the highly sought-after Kemp Woods neighborhood of Chesapeake. Nestled on a quiet, tree-lined street, this move-in ready home perfectly blends timeless elegance, quality craftsmanship, & modern updates. Step inside to an inviting floor plan filled with natural light, with rich hardwood flooring, elegant plantation shutters, and spacious living areas. Gourmet kitchen is designed to impress, featuring tall cabinetry, built-in appliances, abundant counter space, & oversized breakfast area surrounded by windows that fill the space with natural light. Spacious primary suite is a true private retreat, complete with large walk-in closet & stunning, spa-inspired ensuite featuring beautifully tiled, oversized frameless glass walk-in shower, dual vanity, designer lighting, & luxurious finishes that create a resort-like experience at home. 3 additional generously sized bedrooms. Seamlessly extending the living space outdoors, both the family room and breakfast area open to an expansive multi-level deck overlooking the private backyard. Designed for entertaining and everyday enjoyment, this outdoor retreat offers oversized deck and a hot tub—perfect for summer gatherings, peaceful evenings, or relaxing under the stars. Major improvements provide exceptional peace of mind, including a roof, two-zone HVAC system, & numerous updates completed within the last 5 years, allowing the next owner to simply move in and enjoy. Conveniently located just minutes from Greenbrier’s premier shopping, dining, entertainment, parks, hospitals, and major commuter routes including I-64, this home offers the perfect balance of convenience and the quiet charm of one of Chesapeake’s most established and desirable neighborhoods. Some photos were virtually staged or digitally enhanced for marketing purposes to help buyers visualize the property’s potential. Schedule your showing today to make this house YOUR HOME!!

1045 Winchester Way, Chesapeake

$299,900
2 Beds 2.1 Baths 10644570 MLS
Private end-unit in desirable Greenbrier Fairways with a first-floor primary suite and spacious second bedroom. Versatile loft with closet overlooks the great room, great for an office, flex space, or potential third bedroom. Kitchen features ample cabinetry, pantry, and breakfast bar. Enjoy a backyard patio and attached storage shed. HVAC & roof (2019), flooring (2017), paint (2023). FHA/VA approved, pet-friendly (up to 35 lbs), and low condo fees. Move-in ready and well maintained! Perfect location to many corporate businesses including Dollar General corporate office, Chesapeake Regional Hospital, Great condo for traveling nurses, relocation for temps, investor for rental opportunity or for Buyer looking to pay less than rent!

1313 Quail Creek Hollow Unit C, Chesapeake

$689,000
5 Beds 2.1 Baths 10644518 MLS
Beautifully maintained 5-bedroom, 3,383-square-foot home offering peaceful golf course views in sought-after Wedgewood Estates. The thoughtfully designed floor plan features spacious living areas, an updated kitchen with a large center island, abundant cabinetry, and an open flow into the family room, creating a welcoming space for everyday living and entertaining. Large rear windows fill the home with natural light while overlooking the golf course and a beautiful wooded backdrop. Step outside to enjoy the screened porch and expansive patio, creating a private outdoor retreat. Thoughtfully maintained and exceptionally cared for, this home combines timeless character, quality updates, and outstanding curb appeal. Conveniently located in the heart of Greenbrier, just minutes from shopping, dining, parks, major highways, military installations, and healthcare, while offering the privacy and charm of one of Chesapeake's most desirable established neighborhoods.

1118 Fairway Drive, Chesapeake

$599,999
3 Beds 2.1 Baths 10643390 MLS
Move right into this beautifully upgraded, detached single-family home that perfectly pairs charm with an inviting, modern design. Built in 2014, this roughly 2,389 sq ft masterpiece is fully optimized for comfortable daily living and effortless entertaining. Main Level Highlights: Step through the welcoming entry foyer into a bright, open-concept floor plan radiating with natural light, custom blinds, and beautiful wood and laminate flooring. The expansive living space features a cozy electric fireplace. The updated kitchen boasts stainless steel appliances, a modern tile backsplash, crisp cabinetry, a large pantry, and a sunlit breakfast and dining area. Upper Level Retreats: Find ultimate comfort upstairs with a versatile second-floor loft that could be a home office, play area or convert into 4th Bedroom. The spacious primary bedroom suite serves as your personal oasis, offering a private retreat complete with an en suite bath and a large walk-in closet. Outdoor Living & Efficiency: Relax on the rear deck overlooking a sprawling, fully fenced backyard that directly overlooks a peaceful local farm. Large Modern Play-set conveying to buyer is negotiable. High-value capital updates include a new HVAC system in 2025, a tankless water heater, smart house features, and energy-efficient window tinting. Features an attached 2-car garage used for parking, storage, or a home gym. Centrally located near shopping, interstates, and area military bases. Bonus: Seller's preferred lender is offering closing cost assistance if utilized by buyer ask LA for more information!

712 Appalachian Court, Chesapeake

$524,900
3 Beds 2.1 Baths 10643243 MLS
Beautifully maintained 55+ condominium in the desirable Greenbrier area. Built by Stephen Alexander Homes, this elegant residence blends historically inspired architecture with timeless craftsmanship, featuring 10-foot ceilings, transom windows, custom crown moulding and trim work, and hardwood floors. Offering 3 bedrooms plus a spacious room over the garage, this home provides exceptional flexibility for guests, hobbies, or a home office. The gourmet kitchen with double ovens is designed for everyday living and entertaining. An interior private elevator provides effortless access to both levels. Additional features include an attached two car garage with overhead storage and utility sink, brand-new dual-zone HVAC, a Rinnai tankless water heater, and a freshly painted exterior. Relax on the spacious front porch or entertain on the private tiled patio with a SunSetter retractable awning. Whole-house audio and family room surround sound add comfort and ambiance throughout. Move in ready!

1016 Briars Landing Landing, Chesapeake

$999,985
6 Beds 4 Baths 10642034 MLS
This gorgeous home can be your "White-House"!! Step into this ALL-White brick 2-story contemporary home with front porch, arches and large foyer, and be ready to fall in love! The backyard is a private oasis with trees, pond and flowing fountain. Enjoy the serenity of nature, including the blue herons, egrets, ducks and more, as you sip your morning coffee or have dinner on the patio. As you enter the first-floor foyer, notice the large formal dining room on the left that is perfect for entertainment, an archway to the 2 first-floor bedrooms (one currently being used as an office), full bath with shower and another archway to the large familyroom with gas fireplace. You will be excited by the huge open kitchen with granite counters, an oversized island, eat-in area and pantry. Also, on the first level is an archway inset that holds the Stiltz-Lift (elevator). Either take the wooden stairs with wrought-iron railings or the Stiltz to the 2nd level. Upstairs are the Primary bedroom with extra-large walk-in closet and an incredible ensuite bath, complete with 2 sinks, large, deep soaking tub, 5 x 4 ft shower with rainfall head and sit-down area. The primary bedroom has a gas fireplace and a wall of glass windows and french doors that lead to the Juliet balcony. A separate laundry room, three other bedrooms and 2 full bathrooms provide the space for family and friends to come and visit. BUT, there's more to complete the 2nd floor. Check-out the theater/game room (great for entertainment) and additional wrought-iron railings that overlook the stairs, foyer area and lead to the Stiltz lift doorway. The extra-large 3-car garage has enough room for your cars or anything else. BUT there's more!! YES, then there's the backyard oasis! Well, you'll just have to see it for yourself. This home is convenient to shops, restaurants, malls, stores, Greenbrier Country club, banks, parks, interstate, university and so much more!

1324 Simon Drive, Chesapeake

$309,000
3 Beds 2.1 Baths 10642451 MLS
Welcome home to this charming and spacious interior townhome, perfectly located in the heart of everything! Offering nearly 1,600 sq ft of well-maintained living space, this home has 3 spacious sized bedrooms & 2.5 baths, providing the perfect blend of comfort and functionality. Filled with character and warmth, the thoughtfully designed floor plan offers plenty of room to relax and entertain. Step outside to enjoy the private backyard an ideal space for morning coffee or weekend entertaining! Conveniently located just minutes from the interstate, shopping, restaurants, and everyday amenities, you'll love the ease of living this central location provides. With ample parking and a welcoming neighborhood feel, this home truly has it all.

1404 River Birch Run, Chesapeake

$614,900
6 Beds 4.1 Baths 10642445 MLS
Rare opportunity to own a beautifully updated 6-bedroom, 4.5-bath home featuring a private, fully equipped in-law suite for multigenerational living, extended family, guests, rental income, or a private home office. The main residence offers 5 spacious bedrooms, 3 full baths, and a stunning remodeled kitchen with quartz countertops, sleek high-gloss cabinetry, stainless steel appliances, and space for a large center island. The separate in-law suite lives like its own home, complete with an open loft-style bedroom, 1.5 baths, walk-in closet, full-size laundry, upgraded kitchen with quartz counters and stainless appliances, and generous living space. Recent upgrades include renovated baths, new windows, patio doors, and Nest thermostats. Step outside to your backyard oasis featuring an 8-foot in-ground pool with newer liner, filter, and pump, plus a built-in deck bar ideal for entertaining. Conveniently located near shopping, dining, schools, military bases, beaches, and major commuter routes.

501 Thornloe Ln Lane, Chesapeake

$432,400
3 Beds 3.1 Baths 10641733 MLS
Now accepting presale reservations, pending state condo document approval. Estimated early 2027delivery. The Caldwell plan offers a first-floor bedroom suite with flex space and one-car garage. 2 spacious owner suites are on the 3rd floor with convenient 3rd floor laundry. The main living area on 2nd floor features a large kitchen with abundant cabinets and countertop space, and 2nd floor balcony off the living room. Community will feature pool, playground, dog park and grilling stations, all surrounded by a protected forested area and conveniently located just 2 miles from Virginia Beach. Seller to pay up to $7,500 in closing cost assistance when using preferred lender, see agent for details. Special presale incentive: Receive a $12,500 anyway allowance to use at buyer's discretion when using seller's preferred lender, listed price reflects allowance taken off base price, see agent for details. Photos & video are of previous model, for illustrative purposes, finishes and upgrades vary in actual home to be built.

657 Allery Road, Chesapeake

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.