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

Living in Chesterfield

Chesterfield is a southern suburb of Richmond in Central Virginia. Known for its history and outdoor recreation, it offers plenty of golf courses, nature walks, and historical…

Chesterfield is a southern suburb of Richmond in Central Virginia. Known for its history and outdoor recreation, it offers plenty of golf courses, nature walks, and historical tours for its residents. Besides this, local amenities like a farmers market, breweries, and a large shopping center make Chesterfield a popular destination for active adults.

Climate & Geography

Located 20 miles from Richmond, Chesterfield experiences a humid subtropical climate. Summers are some of the warmest in the state, and winters are mild to cool. Though freezing temperatures occur several times in the winter, the Blue Ridge Mountains to the west act as a partial barrier to winter storms and extreme temperatures. Residents can expect less than average snowfall, higher than average rainfall, and 206 days of sunshine.

Recreation, Culture & Entertainment

Like much of the state, one of Chesterfield’s biggest draws is its outdoor recreation. Pocahontas State Park, in the middle of the county, has several campsites and hiking trails. Along the eastern border is James River, where residents and fish, kayak, and canoe, and the Dutch Gap Conservation Area, a 796-acre with an abundance of wildlife. Robious Landing Park and Rockwood Park also have trails, nature centers, and picnic shelters.

Chesterfield also embraces its history. Henricus Historical Park along the James River is a large, living history museum with costumed actors and guided trails. The Chesterfield Historical Society of Virginia is located by the Chesterfield Historical Courthouse and has civil war tours and exhibits.

Other amenities include the Chesterfield Towne Center, the largest enclosed shopping center in the Richmond area, the Metro Richmond Zoo, and the Chesterfield County Farmers Market during the summer. Golfers can visit several courses, including First Tee Chesterfield, The Golf Club at the Highlands, and Magnolia Green Golf Club, among others.

With Ashton Creek Vineyards and Steam Bell Beer Works, residents don’t have to travel far for local brews. However, nearby Richmond is a short drive away with even more golfing, breweries, and shopping.

Cost of Living & Taxes

Chesterfield’s cost of living hovers just slightly above the national average, but below the state average. Other indexes like utilities and transportation match the national average, while groceries and health care are below.

Virginia is generally tax friendly to retirees. Social Security is not taxed and other forms of retirement income are partially taxes and eligible for deductions. Both property and sales taxes are low. Groceries are taxed, but at a lower rate of 2.5 percent.

Health Care

The Richmond metro area recently ranked in the top 100 communities according to Gallup’s Well-Being Index. Virginia also ranked within the top 27 states.

There are no nationally ranked hospitals in Chesterfield county. The only two hospitals within county lines are Bon Secours St. Francis Medical Center and Sheltering Arms Hospital South, both located in Midlothian. Nearby Richmond has several high performing hospitals according to U.S. News, including Chippenham Hospital, VCU Medical Center, and Bon Secours St. Mary’s Hospital.

Frequently Asked Questions


21 communities near Chesterfield

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Reserve at Oasis
$400ks - $500ks
Reserve at Oasis, Chesterfield, VA
New Construction | 55+ age-restricted | Built 2024 - present | 200 homes
The Villas at Swift Creek
$400ks - $500ks
The Villas at Swift Creek, Moseley, VA
New Construction | 55+ age-restricted | Built 2023 - present | 194 homes
5 rating (1 reviews) Greenwich Walk
$300ks - $500ks
Greenwich Walk, Moseley, VA
New and Resale | 55+ age-restricted | Built 2017 - present | 350 homes
Braxton
$300ks - $400ks
Braxton, North Chesterfield, VA
Resale Only | 55+ age-restricted | Built 1993 - 2004 | 125 homes
Jordan Crossing
$400ks - $500ks
Jordan Crossing, Midlothian, VA
New Construction | 55+ age-restricted | Built 2019 - present | 65 homes
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Lake Margaret at the High...
$500ks - $700ks
Lake Margaret at the High..., Chesterfield, VA
New Construction | 55+ age-restricted | Built 2023 - present | 62 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
Woolridge Landing
$500ks
Woolridge Landing, Moseley, VA
New Construction | 55+ age-restricted | Built 2021 - present | 165 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
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 Grove at Lucks Lane
$400ks
The Grove at Lucks Lane, Midlothian, VA
Resale Only | 55+ age-restricted | Built 2020 - 2023 | 62 homes
The Timbers at Summerford
$400ks
The Timbers at Summerford, Midlothian, VA
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 24 homes
Kenbrook at Harpers Mill
$400ks - $500ks
Kenbrook at Harpers Mill, Chesterfield, VA
New and Resale | 55+ age-restricted | Built 2018 - present | 150 homes
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
Villas at Providence
$300ks - $400ks
Villas at Providence, North Chesterfield, VA
Resale Only | 55+ age-restricted | Built 2018 - 2021 | 86 homes
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Villas at Dogwood
$300ks - $400ks
Villas at Dogwood, Chesterfield, VA
Resale Only | 55+ age-restricted | Built 2007 - 2019 | 97 homes
The Pointe at Bellgrade
$300ks - $400ks
The Pointe at Bellgrade, Midlothian, VA
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 74 homes
Heron Pointe
$500ks - $700ks
Heron Pointe, Moseley, VA
Resale Only | 55+ age-restricted | Built 2009 - 2015 | 80 homes
Villas at Ashlake
$300ks - $400ks
Villas at Ashlake, Chesterfield, VA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 82 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 Archer Spri...
$400ks - $500ks
The Villas at Archer Spri..., Richmond, VA
Resale Only | 55+ age-restricted | Built 2015 - 2018 | 95 homes
Braxton 4914 CRISPIN CT, CHESTERFIELD, VA, 23234, Chesterfield, VA 23234
$369,950

2 beds

|

2 baths

|

1,676 sq ft

|

House

4914 CRISPIN CT, CHESTERFIELD, VA, 23234
Community: Braxton
New Reserve at Oasis 7004 SUNRISE OASIS LN, MIDLOTHIAN, VA, 2..., Midlothian, VA 23112
$474,075

3 beds

|

3 baths

|

1,854 sq ft

|

Townhouse

7004 SUNRISE OASIS LN, MIDLOTHIAN, VA, 2...
Community: Reserve at Oasis
New The Village of Amberleigh 9044 AMBERHILL LOOP, NORTH CHESTERFIELD,..., North Chesterfield, VA 23236
$535,000

3 beds

|

3 baths

|

2,154 sq ft

|

Townhouse

9044 AMBERHILL LOOP, NORTH CHESTERFIELD,...
Reserve at Oasis 6812 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$539,950

3 beds

|

3 baths

|

2,387 sq ft

|

Townhouse

6812 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Greenwich Walk 6700 SOUTHWALK HEIGHTS, MOSELEY, VA, 231..., Moseley, VA 23120
$549,950

3 beds

|

3 baths

|

2,601 sq ft

|

Condo

6700 SOUTHWALK HEIGHTS, MOSELEY, VA, 231...
Community: Greenwich Walk
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Braxton 5812 PORTRAIT PL, CHESTERFIELD, VA, 2323..., Chesterfield, VA 23234
$469,500

2 beds

|

2 baths

|

2,152 sq ft

|

House

5812 PORTRAIT PL, CHESTERFIELD, VA, 2323...
Community: Braxton
Lake Margaret at the Highlands 8118 CLANCY CT, CHESTERFIELD, VA, 23838, Chesterfield, VA 23838
$785,950

3 beds

|

3 baths

|

2,996 sq ft

|

House

8118 CLANCY CT, CHESTERFIELD, VA, 23838
Reserve at Oasis 15343 OASIS SUN WAY, MIDLOTHIAN, VA, 231..., Midlothian, VA 23112
$438,030

3 beds

|

4 baths

|

2,123 sq ft

|

Townhouse

15343 OASIS SUN WAY, MIDLOTHIAN, VA, 231...
Community: Reserve at Oasis
Braxton 5500 LAKEMERE DR, NORTH CHESTERFIELD, VA..., North Chesterfield, VA 23234
$389,500

2 beds

|

2 baths

|

1,842 sq ft

|

House

5500 LAKEMERE DR, NORTH CHESTERFIELD, VA...
Community: Braxton
Greenwich Walk 6707 SOUTHWALK HEIGHTS, MOSELEY, VA, 231..., Moseley, VA 23120
$553,990

3 beds

|

3 baths

|

2,569 sq ft

|

Condo

6707 SOUTHWALK HEIGHTS, MOSELEY, VA, 231...
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.
Reserve at Oasis 15349 OASIS SUN WAY, MIDLOTHIAN, VA, 231..., Midlothian, VA 23112
$431,665

4 beds

|

4 baths

|

2,063 sq ft

|

Townhouse

15349 OASIS SUN WAY, MIDLOTHIAN, VA, 231...
Community: Reserve at Oasis
Reserve at Oasis 6612 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$485,661

2 beds

|

3 baths

|

1,960 sq ft

|

Townhouse

6612 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Reserve at Oasis 6800 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$469,320

3 beds

|

3 baths

|

2,266 sq ft

|

Townhouse

6800 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Reserve at Oasis 15355 OASIS SUN WAY, MIDLOTHIAN, VA, 231..., Midlothian, VA 23112
$436,950

4 beds

|

4 baths

|

2,131 sq ft

|

Townhouse

15355 OASIS SUN WAY, MIDLOTHIAN, VA, 231...
Community: Reserve at Oasis
Townes at Notting Place 1537 WESTHALL GARDENS DR, MIDLOTHIAN, VA..., Midlothian, VA 23235
$399,990

2 beds

|

2 baths

|

1,568 sq ft

|

Townhouse

1537 WESTHALL GARDENS DR, MIDLOTHIAN, VA...
Reserve at Oasis 15361 OASIS SUN WAY, MIDLOTHIAN, VA, 231..., Midlothian, VA 23112
$461,440

2 beds

|

4 baths

|

2,185 sq ft

|

Townhouse

15361 OASIS SUN WAY, MIDLOTHIAN, VA, 231...
Community: Reserve at Oasis
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Reserve at Oasis 6606 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$492,165

3 beds

|

3 baths

|

2,266 sq ft

|

Townhouse

6606 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Villas at Ashford Hill 429 ASHFORD HILL LOOP, CHESTERFIELD, VA,..., Chesterfield, VA 23236
$580,000

3 beds

|

3 baths

|

2,085 sq ft

|

Condo

429 ASHFORD HILL LOOP, CHESTERFIELD, VA,...
Braxton 5513 LAKEMERE DR, NORTH CHESTERFIELD, VA..., North Chesterfield, VA 23234
$342,000

2 beds

|

2 baths

|

1,967 sq ft

|

House

5513 LAKEMERE DR, NORTH CHESTERFIELD, VA...
Community: Braxton
Reserve at Oasis 6918 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$489,066

2 beds

|

3 baths

|

1,980 sq ft

|

Townhouse

6918 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
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.
Braxton 4913 BRECKSTONE PL, RICHMOND, VA, 23234, Richmond, VA 23234
$375,000

2 beds

|

2 baths

|

1,818 sq ft

|

House

4913 BRECKSTONE PL, RICHMOND, VA, 23234
Community: Braxton
Lake Margaret at the Highlands 8136 LAKE MARGARET TER, CHESTERFIELD, VA..., Chesterfield, VA 23838
$739,900

4 beds

|

4 baths

|

4,077 sq ft

|

House

8136 LAKE MARGARET TER, CHESTERFIELD, VA...
Jordan Crossing 6545 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$489,950

3 beds

|

4 baths

|

2,784 sq ft

|

Townhouse

6545 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
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
Jordan Crossing 6541 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$489,950

3 beds

|

4 baths

|

2,776 sq ft

|

Townhouse

6541 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23...
Community: Jordan Crossing
Reserve at Oasis 6912 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$481,610

3 beds

|

3 baths

|

2,297 sq ft

|

Townhouse

6912 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Greenwich Walk 6601 CITORY WAY 204, MOSELEY, VA, 23120, Moseley, VA 23120
$299,000

2 beds

|

2 baths

|

1,162 sq ft

|

Condo

6601 CITORY WAY 204, MOSELEY, VA, 23120
Community: Greenwich Walk
Reserve at Oasis 6824 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$457,000

3 beds

|

3 baths

|

2,299 sq ft

|

Townhouse

6824 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Greenwich Walk 6725 CITORY WAY 302, CHESTERFIELD, VA, 2..., Chesterfield, VA 23120
$389,000

3 beds

|

2 baths

|

1,524 sq ft

|

Condo

6725 CITORY WAY 302, CHESTERFIELD, 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.
The Villas at Swift Creek 16514 CREEKSTONE POINT AVE, CHESTERFIELD..., Chesterfield, VA 23120
$516,000

2 beds

|

3 baths

|

2,167 sq ft

|

Townhouse

16514 CREEKSTONE POINT AVE, CHESTERFIELD...
The Villas at Swift Creek 16516 CREEKSTONE POINT AVE, CHESTERFIELD..., Chesterfield, VA 23120
$601,000

3 beds

|

3 baths

|

2,441 sq ft

|

Townhouse

16516 CREEKSTONE POINT AVE, CHESTERFIELD...
Reserve at Oasis 6906 OASIS BREEZE LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$493,831

3 beds

|

3 baths

|

2,301 sq ft

|

Townhouse

6906 OASIS BREEZE LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
The Villas at Swift Creek 16420 CREEKSTONE POINT AVE, CHESTERFIELD..., Chesterfield, VA 23120
$543,974

2 beds

|

3 baths

|

2,344 sq ft

|

Townhouse

16420 CREEKSTONE POINT AVE, CHESTERFIELD...
The Villas at Swift Creek 16418 CREEKSTONE POINT AVE, CHESTERFIELD..., Chesterfield, VA 23120
$563,058

2 beds

|

3 baths

|

2,517 sq ft

|

Townhouse

16418 CREEKSTONE POINT AVE, CHESTERFIELD...
Woolridge Landing 4901 WINDING WATERS DR, MOSELEY, VA, 231..., Moseley, VA 23120
$925,000

4 beds

|

4 baths

|

3,255 sq ft

|

House

4901 WINDING WATERS DR, MOSELEY, VA, 231...
Community: Woolridge Landing
Reserve at Oasis 6913 SUNSET OASIS LN, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112
$438,465

3 beds

|

4 baths

|

2,290 sq ft

|

Townhouse

6913 SUNSET OASIS LN, MIDLOTHIAN, VA, 23...
Community: Reserve at Oasis
Reserve at Oasis 15319 OASIS SUN WAY, MIDLOTHIAN, VA, 231..., Midlothian, VA 23112
$430,795

3 beds

|

4 baths

|

2,063 sq ft

|

Townhouse

15319 OASIS SUN WAY, MIDLOTHIAN, VA, 231...
Community: Reserve at Oasis
Want to learn more about 55+ communities in Chesterfield? 55places can help!
Questions? Call us: (434) 322-7012
Greenwich Walk 6635 CITORY WAY 306, MOSELEY, VA, 23120, Moseley, VA 23120
$379,000

2 beds

|

2 baths

|

1,524 sq ft

|

Condo

6635 CITORY WAY 306, MOSELEY, VA, 23120
Community: Greenwich Walk
The Villas at Swift Creek 6611 MAYLAND RIDGE LN, MOSELEY, VA, 2312..., Moseley, VA 23120
$641,624

3 beds

|

3 baths

|

2,263 sq ft

|

Condo

6611 MAYLAND RIDGE LN, MOSELEY, VA, 2312...
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.

Frequently Asked Questions


Richmond Area 55+ Housing Market Trends

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Richmond Area 55+ Housing Market Trends Richmond Area 55+ Housing Market Trends

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