Call us at (434) 322-7012 to learn more about active adult communities in Chesterfield

Chesterfield, VA 55+ active adult communities & homes for sale

21 communities near Chesterfield

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Jordan Crossing
$400ks - $500ks
Jordan Crossing, Midlothian, VA
New Construction | 55+ age-restricted | Built 2019 - present | 65 homes
5 rating (1 reviews) Greenwich Walk
$300ks - $500ks
Greenwich Walk, Moseley, VA
New and Resale | 55+ age-restricted | Built 2017 - present | 350 homes
Lake Margaret at the High...
$500ks - $700ks
Lake Margaret at the High..., Chesterfield, VA
New Construction | 55+ age-restricted | Built 2023 - present | 62 homes
Reserve at Oasis
$400ks - $500ks
Reserve at Oasis, Chesterfield, VA
New Construction | 55+ age-restricted | Built 2024 - present | 200 homes
Woolridge Landing
$500ks
Woolridge Landing, Moseley, VA
New Construction | 55+ age-restricted | Built 2021 - present | 165 homes
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Want to learn more about 55+ rental communities in Chesterfield? 55places can help!
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The Villas at Swift Creek
$400ks - $500ks
The Villas at Swift Creek, Moseley, VA
New Construction | 55+ age-restricted | Built 2023 - present | 194 homes
Villas at Ashlake
$300ks - $400ks
Villas at Ashlake, Chesterfield, VA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 82 homes
The Villas at Archer Spri...
$400ks - $500ks
The Villas at Archer Spri..., Richmond, VA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 95 homes
Heron Pointe
$500ks - $700ks
Heron Pointe, Moseley, VA
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 80 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Timbers at Summerford
$400ks
The Timbers at Summerford, Midlothian, VA
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 24 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Kenbrook at Harpers Mill
$400ks - $500ks
Kenbrook at Harpers Mill, Chesterfield, VA
New and Resale | 55+ age-restricted | Built 2018 - present | 150 homes
Villas at Ashford Hill
$400ks
Villas at Ashford Hill, North Chesterfield, VA
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 62 homes
Townes at Notting Place
$300ks - $400ks
Townes at Notting Place, Richmond, VA
Resale Only | 55+ age-restricted | Built 2018 - 2022 | 128 homes
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Villas at Providence
$300ks - $400ks
Villas at Providence, North Chesterfield, VA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 86 homes
Villas at Dogwood
$300ks - $400ks
Villas at Dogwood, Chesterfield, VA
Resale Only | 55+ age-restricted | Built 2007 - 2019 | 97 homes
Want to learn more about 55+ rental communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
The Pointe at Bellgrade
$300ks - $400ks
The Pointe at Bellgrade, Midlothian, VA
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 74 homes
The Grove at Lucks Lane
$400ks
The Grove at Lucks Lane, Midlothian, VA
Resale Only | 55+ age-restricted | Built 2020 - 2023 | 62 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Villas at Iron Mill
$300ks - $400ks
The Villas at Iron Mill, Chester, VA
New and Resale | 55+ age-restricted | Built 2014 - present | 174 homes
Magnolia Lakes
$300ks - $500ks
Magnolia Lakes, Chester, VA
Resale Only | 55+ age-restricted | Built 2011 - 2021 | 201 homes
5 rating (5 reviews) The Village of Amberleigh
$400ks
The Village of Amberleigh, North Chesterfield, VA
New and Resale | Age-targeted | Built 1999 - present | 173 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Braxton
$300ks - $400ks
Braxton, North Chesterfield, VA
Resale Only | 55+ age-restricted | Built 1993 - 2004 | 125 homes
New Woolridge Landing 000 CANOE POINTE LOOP 992, CHESTERFIELD,..., Chesterfield, VA 23120
$573,490

2 beds

|

2 baths

|

1,998 sq ft

|

House

000 CANOE POINTE LOOP 992, CHESTERFIELD,...
Community: Woolridge Landing
New Woolridge Landing 16006 CANOE POINTE LOOP, MOSELEY, VA, 23..., Moseley, VA 23120
$689,800

3 beds

|

3 baths

|

2,519 sq ft

|

House

16006 CANOE POINTE LOOP, MOSELEY, VA, 23...
Community: Woolridge Landing
New Woolridge Landing 00 CANOE POINTE LOOP 991, MOSELEY, VA, 2..., Moseley, VA 23120
$593,490

2 beds

|

2 baths

|

2,133 sq ft

|

House

00 CANOE POINTE LOOP 991, MOSELEY, VA, 2...
Community: Woolridge Landing
Reserve at Oasis 6800 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$481,275

3 beds

|

3 baths

|

2,266 sq ft

|

Townhouse

6800 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Greenwich Walk 6819 DALES PONY DR, MOSELEY, VA, 23120, Moseley, VA 23120
$435,000

2 beds

|

3 baths

|

1,703 sq ft

|

Townhouse

6819 DALES PONY DR, MOSELEY, VA, 23120
Community: Greenwich Walk
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Want to learn more about 55+ rental communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Reserve at Oasis 6806 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$499,940

3 beds

|

3 baths

|

2,281 sq ft

|

Townhouse

6806 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Greenwich Walk 6635 CITORY WAY 306, MOSELEY, VA, 23120, Moseley, VA 23120
$395,000

2 beds

|

2 baths

|

1,524 sq ft

|

Condo

6635 CITORY WAY 306, MOSELEY, VA, 23120
Community: Greenwich Walk
Jordan Crossing 6541 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$489,950

3 beds

|

4 baths

|

2,784 sq ft

|

Townhouse

6541 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23...
Community: Jordan Crossing
Jordan Crossing 6549 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$544,950

3 beds

|

4 baths

|

3,002 sq ft

|

Townhouse

6549 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23...
Community: Jordan Crossing
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Jordan Crossing 6537 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$544,950

3 beds

|

4 baths

|

3,002 sq ft

|

Townhouse

6537 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23...
Community: Jordan Crossing
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Reserve at Oasis 6712 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$487,745

3 beds

|

3 baths

|

2,281 sq ft

|

Townhouse

6712 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Reserve at Oasis 6718 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$487,645

3 beds

|

3 baths

|

2,266 sq ft

|

Townhouse

6718 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Greenwich Walk 6655 CITORY WAY 203, MOSELEY, VA, 23120, Moseley, VA 23120
$338,250

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

6655 CITORY WAY 203, MOSELEY, VA, 23120
Community: Greenwich Walk
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Woolridge Landing 4901 WINDING WATERS DR, MOSELEY, VA, 231..., Moseley, VA 23120
$899,000

4 beds

|

4 baths

|

3,255 sq ft

|

House

4901 WINDING WATERS DR, MOSELEY, VA, 231...
Community: Woolridge Landing
Jordan Crossing 6408 SANFORD SPRINGS CV, MIDLOTHIAN, VA,..., Midlothian, VA 23112
$479,950

3 beds

|

4 baths

|

2,776 sq ft

|

Townhouse

6408 SANFORD SPRINGS CV, MIDLOTHIAN, VA,...
Community: Jordan Crossing
Want to learn more about 55+ rental communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Jordan Crossing 6404 SANFORD SPRINGS CV, MIDLOTHIAN, VA,..., Midlothian, VA 23112
$479,950

3 beds

|

4 baths

|

2,784 sq ft

|

Townhouse

6404 SANFORD SPRINGS CV, MIDLOTHIAN, VA,...
Community: Jordan Crossing
Greenwich Walk 6655 CITORY WAY UNIT 103, MOSELEY, VA, 2..., Moseley, VA 23120
$349,990

2 beds

|

2 baths

|

1,333 sq ft

|

Condo

6655 CITORY WAY UNIT 103, MOSELEY, VA, 2...
Community: Greenwich Walk
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Greenwich Walk 6645 CITORY WAY 106, MOSELEY, VA, 23120, Moseley, VA 23120
$299,950

2 beds

|

2 baths

|

1,140 sq ft

|

Condo

6645 CITORY WAY 106, MOSELEY, VA, 23120
Community: Greenwich Walk
The Villas at Swift Creek 6726 MAYLAND RIDGE LN, MOSELEY, VA, 2312..., Moseley, VA 23120
$625,493

4 beds

|

3 baths

|

2,420 sq ft

|

Condo

6726 MAYLAND RIDGE LN, MOSELEY, VA, 2312...
Lake Margaret at the Highlands 8136 LAKE MARGARET TER, CHESTERFIELD, VA..., Chesterfield, VA 23838
$789,000

4 beds

|

4 baths

|

4,077 sq ft

|

House

8136 LAKE MARGARET TER, CHESTERFIELD, VA...
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Villas at Swift Creek 6715 MAYLAND RIDGE LN, CHESTERFIELD, VA,..., Chesterfield, VA 23120
$554,983

3 beds

|

3 baths

|

2,700 sq ft

|

Townhouse

6715 MAYLAND RIDGE LN, CHESTERFIELD, VA,...
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Jordan Crossing 6416 SANFORD SPRINGS CV, MIDLOTHIAN, VA,..., Midlothian, VA 23112
$539,950

3 beds

|

4 baths

|

2,996 sq ft

|

Townhouse

6416 SANFORD SPRINGS CV, MIDLOTHIAN, VA,...
Community: Jordan Crossing
Lake Margaret at the Highlands 8130 CLANCY CT, CHESTERFIELD, VA, 23838, Chesterfield, VA 23838
$649,990

4 beds

|

4 baths

|

3,330 sq ft

|

House

8130 CLANCY CT, CHESTERFIELD, VA, 23838
Jordan Crossing 6545 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$489,950

3 beds

|

4 baths

|

2,776 sq ft

|

Townhouse

6545 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23...
Community: Jordan Crossing
Lake Margaret at the Highlands 8124 CLANCY CT, CHESTERFIELD, VA, 23838, Chesterfield, VA 23838
$678,990

4 beds

|

4 baths

|

3,185 sq ft

|

House

8124 CLANCY CT, CHESTERFIELD, VA, 23838
Want to learn more about 55+ rental communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Lake Margaret at the Highlands 8142 LAKE MARGARET TER, CHESTERFIELD, VA..., Chesterfield, VA 23838
$819,990

4 beds

|

3 baths

|

3,126 sq ft

|

House

8142 LAKE MARGARET TER, CHESTERFIELD, VA...

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