993 properties for sale in Brentwood, Chesapeake city Virginia

S River Dr
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S River Dr
Brentwood, Chesapeake city Virginia
· 1,668 sq.ft · 3 Bedrooms · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,668 sq.ft · 3 Bedrooms · 1 Bath · House
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
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
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Beacon Rd
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Beacon Rd
Brentwood, Chesapeake city Virginia
· 1,023 sq.ft · 3 Bedrooms · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,023 sq.ft · 3 Bedrooms · 1 Bath · House
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
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
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Fairview Cir N
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Fairview Cir N
Brentwood, Chesapeake city Virginia
· 1,453 sq.ft · 2 Bedrooms · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,453 sq.ft · 2 Bedrooms · 1 Bath · House
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
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
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Kirby St
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Kirby St
Brentwood, Chesapeake city Virginia
· 1,152 sq.ft · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,152 sq.ft · 1 Bath · House
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 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
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Cooper Dr
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Townhouse · for sale
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Cooper Dr
Brentwood, Chesapeake city Virginia
· 915 sq.ft · 2 Bedrooms · 1 Bath · Townhouse
Brentwood, Chesapeake city Virginia · 915 sq.ft · 2 Bedrooms · 1 Bath · Townhouse
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 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
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Kent Dr
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Kent Dr
Brentwood, Chesapeake city Virginia
· 1,141 sq.ft · 3 Bedrooms · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,141 sq.ft · 3 Bedrooms · 1 Bath · House
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 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
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Gillis Rd
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Gillis Rd
Brentwood, Chesapeake city Virginia
· 1,733 sq.ft · 3 Bedrooms · 2 Baths · House
Brentwood, Chesapeake city Virginia · 1,733 sq.ft · 3 Bedrooms · 2 Baths · House
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 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
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Sampson Pl
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Sampson Pl
Brentwood, Chesapeake city Virginia
· 883 sq.ft · 1 Bath · House
Brentwood, Chesapeake city Virginia · 883 sq.ft · 1 Bath · House
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 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
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Prospect Pkwy
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Prospect Pkwy
Brentwood, Chesapeake city Virginia
· 1,270 sq.ft · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,270 sq.ft · 1 Bath · House
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 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
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Elm Ave
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Elm Ave
Brentwood, Chesapeake city Virginia
· 2,164 sq.ft · 3 Bedrooms · 3 Baths · House
Brentwood, Chesapeake city Virginia · 2,164 sq.ft · 3 Bedrooms · 3 Baths · House
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 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
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Lofurno Rd
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Lofurno Rd
Brentwood, Chesapeake city Virginia
· 969 sq.ft · 2 Bedrooms · 1 Bath · House
Brentwood, Chesapeake city Virginia · 969 sq.ft · 2 Bedrooms · 1 Bath · House
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 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
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Burtis St
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Burtis St
Brentwood, Chesapeake city Virginia
· 1,281 sq.ft · 3 Bedrooms · 2 Baths · House
Brentwood, Chesapeake city Virginia · 1,281 sq.ft · 3 Bedrooms · 2 Baths · House
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
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
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Afton Pkwy
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Afton Pkwy
Brentwood, Chesapeake city Virginia
· 1,109 sq.ft · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,109 sq.ft · 1 Bath · House
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
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
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Harris Rd
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Harris Rd
Brentwood, Chesapeake city Virginia
· 1,119 sq.ft · 3 Bedrooms · 2 Baths · House
Brentwood, Chesapeake city Virginia · 1,119 sq.ft · 3 Bedrooms · 2 Baths · House
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
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
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Woodland Terrace Dr
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House · for sale
USD 225,000
USD 232/sq.ft
Updated
Woodland Terrace Dr
Brentwood, Chesapeake city Virginia
· 969 sq.ft · 3 Bedrooms · 1 Bath · House
· Terrace
Brentwood, Chesapeake city Virginia · 969 sq.ft · 3 Bedrooms · 1 Bath · House · Terrace
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 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
USD 225,000
York Dr
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House · for sale
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York Dr
Brentwood, Chesapeake city Virginia
· 1,119 sq.ft · 3 Bedrooms · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,119 sq.ft · 3 Bedrooms · 1 Bath · House
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
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
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Victory Blvd
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Victory Blvd
Brentwood, Chesapeake city Virginia
· 893 sq.ft · 1 Bath · House
Brentwood, Chesapeake city Virginia · 893 sq.ft · 1 Bath · House
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 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
Request Details
Ericsson St
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House · for sale
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Ericsson St
Brentwood, Chesapeake city Virginia
· House
Brentwood, Chesapeake city Virginia · House
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 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
Request Details
Shipmate Way
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House · for sale
USD 333,500
Updated
Shipmate Way
Brentwood, Chesapeake city Virginia
· 3 Bedrooms · 2 Baths · House
Brentwood, Chesapeake city Virginia · 3 Bedrooms · 2 Baths · House
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 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
USD 333,500
Travis Pl
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House · for sale
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Travis Pl
Brentwood, Chesapeake city Virginia
· House
Brentwood, Chesapeake city Virginia · House
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 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
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Wilcox Ave
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Wilcox Ave
Brentwood, Chesapeake city Virginia
· 2,583 sq.ft · 4 Bedrooms · 1 Bath · House
Brentwood, Chesapeake city Virginia · 2,583 sq.ft · 4 Bedrooms · 1 Bath · House
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 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
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Ansell Ave
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Ansell Ave
Brentwood, Chesapeake city Virginia
· 1,259 sq.ft · 2 Bedrooms · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,259 sq.ft · 2 Bedrooms · 1 Bath · House
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 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
Request Details
Ericsson St
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House · for sale
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Ericsson St
Brentwood, Chesapeake city Virginia
· 1,119 sq.ft · 1 Bath · House
Brentwood, Chesapeake city Virginia · 1,119 sq.ft · 1 Bath · House
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 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
Request Details
Farragut St
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Townhouse · for sale
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Farragut St
Brentwood, Chesapeake city Virginia
· Townhouse
Brentwood, Chesapeake city Virginia · Townhouse
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 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
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Paul Jones St
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House · for sale
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Paul Jones St
Brentwood, Chesapeake city Virginia
· House
Brentwood, Chesapeake city Virginia · House
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 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
Request Details
3 Prospect PW
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House · for sale
USD 284,000
USD 235/sq.ft
3 Prospect PW
Brentwood, Chesapeake city Virginia
· 1,206 sq.ft · 3 Bedrooms · 2 Baths · House
· Garden · Equipped kitchen
Brentwood, Chesapeake city Virginia · 1,206 sq.ft · 3 Bedrooms · 2 Baths · House · Garden · Equipped kitchen
Welcome Home! This beautifully remodeled, move-in-ready 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and functionality. Enjoy a bright, open-concept living, dining, and kitchen area designed for everyday living and entertaining. The fully fenced backyard provides plenty of space to relax, gather with friends and family, or enjoy the outdoors. Conveniently located in Portsmouth with easy access to major interstates, shopping, dining, and everyday conveniences. Just 10 minutes from the Rivers Casino Entertainment Complex, 10 minutes from Norfolk Naval Shipyard, and approximately 15 minutes from Naval Medical Center Portsmouth. Beautifully updated, conveniently located, and ready for its new owner. Schedule your showing today!
Welcome Home! This beautifully remodeled, move-in-ready 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and functionality. Enjoy a bright, open-concept living, dining, and kitchen area designed for everyday living and entertaining. The fully fenced backyard provides plenty of space to relax, gather with friends and family, or enjoy the outdoors. Conveniently located in Portsmouth with easy access to major interstates, shopping, dining, and everyday conveniences. Just 10 minutes from the Rivers Casino Entertainment Complex, 10 minutes from Norfolk Naval Shipyard, and approximately 15 minutes from Naval Medical Center Portsmouth. Beautifully updated, conveniently located, and ready for its new owner. Schedule your showing today!
USD 284,000
36 Decatur ST
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House · for sale
USD 294,900
USD 174/sq.ft
36 Decatur ST
Brentwood, Chesapeake city Virginia
· 1,690 sq.ft · 4 Bedrooms · 2 Baths · House
· Equipped kitchen
Brentwood, Chesapeake city Virginia · 1,690 sq.ft · 4 Bedrooms · 2 Baths · House · Equipped kitchen
Beautifully renovated home in a well established area of Portsmouth. This beautifully renovated home features a new kitchen with new cabinets, new granite countertops, new stainless steel appliances, as well as new bathrooms with new vanities and fixtures, nice wood flooring throughout the home, with newer roof and HVAC. This house is a must see!
Beautifully renovated home in a well established area of Portsmouth. This beautifully renovated home features a new kitchen with new cabinets, new granite countertops, new stainless steel appliances, as well as new bathrooms with new vanities and fixtures, nice wood flooring throughout the home, with newer roof and HVAC. This house is a must see!
USD 294,900
220 Castlewood RD
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House · for sale
USD 229,000
USD 322/sq.ft
220 Castlewood RD
Brentwood, Chesapeake city Virginia
· 710 sq.ft · 2 Bedrooms · 1 Bath · House
· Parking
Brentwood, Chesapeake city Virginia · 710 sq.ft · 2 Bedrooms · 1 Bath · House · Parking
Completely Rehabilitated Home – Move-In Ready! Welcome to this beautifully and completely rehabilitated home, thoughtfully updated with modern finishes and improvements throughout. This property offers the perfect combination of comfort and style, making it an excellent opportunity for homeowners. Major updates include a new roof, new HVAC system, new flooring, new appliances, new garage door, and new drywall added to the previously unfinished garage, providing additional functional space. Nearly all of the windows have also been replaced. For added convenience and reliability, the water heater was replaced in 2025. This gorgeous home has been extensively renovated and is ready for its new owner
Completely Rehabilitated Home – Move-In Ready! Welcome to this beautifully and completely rehabilitated home, thoughtfully updated with modern finishes and improvements throughout. This property offers the perfect combination of comfort and style, making it an excellent opportunity for homeowners. Major updates include a new roof, new HVAC system, new flooring, new appliances, new garage door, and new drywall added to the previously unfinished garage, providing additional functional space. Nearly all of the windows have also been replaced. For added convenience and reliability, the water heater was replaced in 2025. This gorgeous home has been extensively renovated and is ready for its new owner
USD 229,000
88 Ericsson ST
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House · for sale
USD 320,000
USD 177/sq.ft
88 Ericsson ST
Brentwood, Chesapeake city Virginia
· 1,798 sq.ft · 4 Bedrooms · 2 Baths · House
· Garden · Deck · Equipped kitchen · Parking
Brentwood, Chesapeake city Virginia · 1,798 sq.ft · 4 Bedrooms · 2 Baths · House · Garden · Deck · Equipped kitchen · Parking
Fresh finishes and an open layout gives this home an easy, updated feel from the start. The main level brings the living, dining, and kitchen spaces together, with LVP flooring carrying throughout. In the kitchen, granite countertops, a center island, ample cabinetry, and an additional counter area with plenty of potential for a coffee bar add both function and flexibility. Upstairs, fresh paint and brand-new carpet give everything a clean reset. The spacious primary suite includes a walk-in closet and en suite bath with double vanities, while tiled bathrooms continue the polished finishes throughout. There’s just as much to appreciate outside. The covered front porch gives you a spot for slow mornings and a cup of coffee, while the fully fenced backyard and recently improved deck offer even more room to enjoy the outdoors. A private driveway and oversized attached garage bring additional parking and storage. Thoughtfully updated, well laid out, and with a feel just as fresh as the day
Fresh finishes and an open layout gives this home an easy, updated feel from the start. The main level brings the living, dining, and kitchen spaces together, with LVP flooring carrying throughout. In the kitchen, granite countertops, a center island, ample cabinetry, and an additional counter area with plenty of potential for a coffee bar add both function and flexibility. Upstairs, fresh paint and brand-new carpet give everything a clean reset. The spacious primary suite includes a walk-in closet and en suite bath with double vanities, while tiled bathrooms continue the polished finishes throughout. There’s just as much to appreciate outside. The covered front porch gives you a spot for slow mornings and a cup of coffee, while the fully fenced backyard and recently improved deck offer even more room to enjoy the outdoors. A private driveway and oversized attached garage bring additional parking and storage. Thoughtfully updated, well laid out, and with a feel just as fresh as the day
USD 320,000
14 Connor PL
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House · for sale
USD 225,000
USD 92/sq.ft
14 Connor PL
Brentwood, Chesapeake city Virginia
· 2,422 sq.ft · 4 Bedrooms · 3 Baths · House
· Garden · Deck
Brentwood, Chesapeake city Virginia · 2,422 sq.ft · 4 Bedrooms · 3 Baths · House · Garden · Deck
This 1919 beauty is built to last! Located with convenient access to Shipyards and Bases. Enormous bedrooms with a walk in closet large enough to use as a nursery or office! New bedroom carpeting in Primary. With some TLC this 2408 sf home will really shine! Full of that old world charm, and fenced backyard with a Deck, complete with a bar!,Fish pond and shed. Hard to beat this price for all this space. Sellers loved it for many years
This 1919 beauty is built to last! Located with convenient access to Shipyards and Bases. Enormous bedrooms with a walk in closet large enough to use as a nursery or office! New bedroom carpeting in Primary. With some TLC this 2408 sf home will really shine! Full of that old world charm, and fenced backyard with a Deck, complete with a bar!,Fish pond and shed. Hard to beat this price for all this space. Sellers loved it for many years
USD 225,000

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