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

21 communities near Chesterfield

Sort by:

Relevance

Jordan Crossing

$400Ks - $500Ks

Jordan Crossing, Midlothian, VA

New Construction | 55+ age-restricted | Built 2019 - present | 65 homes

5 rating (1 reviews)

Greenwich Walk

$200Ks - $500Ks

Greenwich Walk, Moseley, VA

New and Resale | 55+ age-restricted | Built 2017 - present | 350 homes

The Villas at Swift Creek

$500Ks - $600Ks

The Villas at Swift Creek, Moseley, VA

New Construction | 55+ age-restricted | Built 2023 - present | 194 homes

Lake Margaret at the High...

$600Ks - $800Ks

Lake Margaret at the High..., Chesterfield, VA

New Construction | 55+ age-restricted | Built 2023 - present | 62 homes

Reserve at Oasis

$400Ks

Reserve at Oasis, Chesterfield, VA

New Construction | 55+ age-restricted | Built 2024 - present | 200 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!

Questions? Call us: (434) 322-7012

Woolridge Landing

$600Ks - $800Ks

Woolridge Landing, Moseley, VA

New Construction | 55+ age-restricted | Built 2021 - present | 165 homes

Magnolia Lakes

$300Ks - $400Ks

Magnolia Lakes, Chester, VA

Resale Only | 55+ age-restricted | Built 2011 - 2021 | 201 homes

Townes at Notting Place

$300Ks - $400Ks

Townes at Notting Place, Richmond, VA

Resale Only | 55+ age-restricted | Built 2018 - 2022 | 128 homes

Villas at Dogwood

$400Ks

Villas at Dogwood, Chesterfield, VA

Resale Only | 55+ age-restricted | Built 2007 - 2019 | 97 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.

5 rating (5 reviews)

The Village of Amberleigh

$400Ks - $600Ks

The Village of Amberleigh, North Chesterfield, VA

New and Resale | Age-targeted | Built 1999 - present | 173 homes

Villas at Ashford Hill

$400Ks

Villas at Ashford Hill, North Chesterfield, VA

Resale Only | 55+ age-restricted | Built 2018 - 2020 | 62 homes

Villas at Providence

$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

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

Want to learn more about 55+ rental communities in Chesterfield? 55places can help!

Questions? Call us: (434) 322-7012

The Villas at Iron Mill

$400Ks - $500Ks

The Villas at Iron Mill, Chester, VA

New and Resale | 55+ age-restricted | Built 2014 - present | 174 homes

Kenbrook at Harpers Mill

$500Ks

Kenbrook at Harpers Mill, Chesterfield, VA

New and Resale | 55+ age-restricted | Built 2018 - present | 150 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

The Villas at Archer Spri...

$500Ks

The Villas at Archer Spri..., Richmond, VA

Resale Only | 55+ age-restricted | Built 2015 - 2018 | 95 homes

Braxton

$300Ks

Braxton, North Chesterfield, VA

Resale Only | 55+ age-restricted | Built 1993 - 2004 | 125 homes

New Villas at Dogwood

15009 DOGWOOD VILLAS PL, CHESTERFIELD, V..., Chesterfield, VA 23832

$449,950

2 beds

2 baths

1,697 sq ft

Townhouse

15009 DOGWOOD VILLAS PL, CHESTERFIELD, V...

Community: Villas at Dogwood

New Greenwich Walk

6619 WELARA RUN, MOSELEY, VA, 23120, Moseley, VA 23120

$519,900

3 beds

3 baths

2,108 sq ft

Condo

6619 WELARA RUN, MOSELEY, VA, 23120

Community: Greenwich Walk

New Greenwich Walk

6725 CITORY WAY UNIT 204, MOSELEY, VA, 2..., Moseley, VA 23120

$305,000

2 beds

2 baths

1,153 sq ft

Condo

6725 CITORY WAY UNIT 204, MOSELEY, VA, 2...

Community: Greenwich Walk

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

Greenwich Walk

6615 CITORY WAY UNIT 106, MOSELEY, VA, 2..., Moseley, VA 23120

$295,000

2 beds

2 baths

1,112 sq ft

Condo

6615 CITORY WAY UNIT 106, MOSELEY, VA, 2...

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

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

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

Jordan Crossing

6412 SANFORD SPRINGS CV, MIDLOTHIAN, VA,..., Midlothian, VA 23112

$479,950

3 beds

4 baths

2,784 sq ft

Townhouse

6412 SANFORD SPRINGS CV, MIDLOTHIAN, VA,...

Community: Jordan Crossing

Magnolia Lakes

5753 MAGNOLIA SHORE LN, CHESTER, VA, 238..., Chester, VA 23831

$499,500

3 beds

3 baths

2,449 sq ft

Condo

5753 MAGNOLIA SHORE LN, CHESTER, VA, 238...

Community: Magnolia Lakes

Townes at Notting Place

1465 WESTHALL GARDENS DR, NORTH CHESTERF..., North Chesterfield, VA 23235

$465,000

2 beds

2 baths

1,601 sq ft

Townhouse

1465 WESTHALL GARDENS DR, NORTH CHESTERF...

Community: Townes at Notting Place

Greenwich Walk

6655 CITORY WAY UNIT 103, MOSELEY, VA, 2..., Moseley, VA 23120

$352,990

2 beds

2 baths

1,333 sq ft

Condo

6655 CITORY WAY UNIT 103, MOSELEY, VA, 2...

Community: Greenwich Walk

Greenwich Walk

6645 CITORY WAY UNIT 106, MOSELEY, VA, 2..., Moseley, VA 23120

$304,950

2 beds

2 baths

1,140 sq ft

Condo

6645 CITORY WAY UNIT 106, MOSELEY, VA, 2...

Community: Greenwich Walk

Woolridge Landing

16018 CANOE POINTE LOOP, MOSELEY, VA, 23..., Moseley, VA 23120

$609,500

3 beds

3 baths

2,017 sq ft

House

16018 CANOE POINTE LOOP, MOSELEY, VA, 23...

Community: Woolridge Landing

Want to learn more about 55+ communities in Chesterfield? 55places can help!

Questions? Call us: (434) 322-7012

The Villas at Swift Creek

6726 MAYLAND RIDGE LN, MOSELEY, VA, 2312..., Moseley, VA 23120

$630,493

4 beds

3 baths

2,420 sq ft

Condo

6726 MAYLAND RIDGE LN, MOSELEY, VA, 2312...

Community: The Villas at Swift Creek

Lake Margaret at the Highlands

8136 LAKE MARGARET TER, CHESTERFIELD, VA..., Chesterfield, VA 23838

$799,000

4 beds

4 baths

4,077 sq ft

House

8136 LAKE MARGARET TER, CHESTERFIELD, VA...

Townhouse

6717 MAYLAND RIDGE LN, MOSELEY, VA, 2312...

Community: The Villas at Swift Creek

Want to learn more about 55+ communities in Chesterfield? 55places can help!

Questions? Call us: (434) 322-7012

The Villas at Swift Creek

6703 BLUE IRIS LN, MOSELEY, VA, 23120, Moseley, VA 23120

$530,000

2 beds

3 baths

2,343 sq ft

Townhouse

6703 BLUE IRIS LN, MOSELEY, VA, 23120

Community: The Villas at Swift Creek

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

Community: Lake Margaret at the Highlands

Jordan Crossing

6545 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23..., Midlothian, VA 23112

$475,450

3 beds

4 baths

2,784 sq ft

Townhouse

6545 HARDEE HAVEN PL, MIDLOTHIAN, VA, 23...

Community: Jordan Crossing

Want to learn more about 55+ rental communities in Chesterfield? 55places can help!

Questions? Call us: (434) 322-7012

Lake Margaret at the Highlands

8124 CLANCY CT, CHESTERFIELD, VA, 23838, Chesterfield, VA 23838

$689,990

4 beds

4 baths

3,185 sq ft

House

8124 CLANCY CT, CHESTERFIELD, VA, 23838

Community: Lake Margaret at the Highlands

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...

Community: Lake Margaret at the Highlands

Frequently Asked Questions

What size 55+ communities are there in Chesterfield?

In Chesterfield, there are no large communities, no medium communities, and 5 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Chesterfield?

The smallest 55+ communities in Chesterfield has 62 homes, the largest has 200 homes, and the average communities consists of 118 homes.

Are there new 55+ homes available in Chesterfield?

Yes, there are new 55+ homes available in Chesterfield. The most recent communities started in Chesterfield include Reserve at Oasis, Lake Margaret at the Highlands, Kenbrook at Harpers Mill. There are also 3 communities in Chesterfield that offer new construction homes, including Lake Margaret at the Highlands, Kenbrook at Harpers Mill, Reserve at Oasis.

Are there gated 55+ communities in Chesterfield?

No, there are no gated 55+ communities in Chesterfield.

How long do listings in 55+ communities in Chesterfield typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in Chesterfield stay on the market for around 342 days. The average price of homes for sale in these communities is approximately $535,134, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in Lake Margaret at the Highlands average around $693,021, while homes in Reserve at Oasis average around $480,995.

Richmond Area 55+ Housing Market Trends

Trend Shown:

Number of Listings

Want more information about active adult communities around Chesterfield?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Chesterfield?

Call us: (434) 322-7012

21 communities

Remove Boundaries ×

Map Satellite

The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Feb 09, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

21 communities near Chesterfield

27 homes near Chesterfield

2 beds

2 baths

1,697 sq ft

Townhouse

3 beds

3 baths

2,108 sq ft

Condo

2 beds

2 baths

1,153 sq ft

Condo

4 beds

4 baths

3,255 sq ft

House

2 beds

2 baths

1,112 sq ft

Condo

3 beds

4 baths

2,776 sq ft

Townhouse

3 beds

4 baths

2,784 sq ft

Townhouse

3 beds

4 baths

2,784 sq ft

Townhouse

3 beds

3 baths

2,449 sq ft

Condo

2 beds

2 baths

1,601 sq ft

Townhouse

2 beds

2 baths

1,333 sq ft

Condo

2 beds

2 baths

1,140 sq ft

Condo

3 beds

3 baths

2,017 sq ft

House

4 beds

3 baths

2,420 sq ft

Condo

4 beds

4 baths

4,077 sq ft

House

3 beds

3 baths

2,281 sq ft

Townhouse

3 beds

3 baths

2,266 sq ft

Townhouse

3 beds

3 baths

2,260 sq ft

Townhouse

3 beds

3 baths

2,519 sq ft

House

3 beds