San Mateo, CA 55+ active adult communities & homes for sale

36 communities near San Mateo

Sort by:

Relevance

The Peninsula Regent

$200Ks - $800Ks

The Peninsula Regent, San Mateo, CA

Resale Only | 55+ age-restricted | Built 1988 - 1988 | 207 homes

4.3 rating (10 reviews)

Rossmoor

$200Ks - $1Ms

Rossmoor, Walnut Creek, CA

Resale Only | 55+ age-restricted | Built 1963 - 1995 | 6,678 homes

5 rating (3 reviews)

Oakmont Village

$500Ks - $1Ms

Oakmont Village, Santa Rosa, CA

Resale Only | 55+ age-restricted | Built 1964 - 2016 | 3,300 homes

3.6 rating (8 reviews)

Trilogy® at Rio Vista

$300Ks - $500Ks

Trilogy® at Rio Vista, Rio Vista, CA

Resale Only | 55+ age-restricted | Built 1996 - 2020 | 3,000 homes

5 rating (2 reviews)

The Villages Golf & C...

$300Ks - $1Ms

The Villages Golf & C..., San Jose, CA

Resale Only | 55+ age-restricted | Built 1967 - 2000 | 2,536 homes

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

5 rating (1 reviews)

Summerset

$400Ks - $800Ks

Summerset, Brentwood, CA

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 2,013 homes

5 rating (1 reviews)

Leisure Town

$200Ks - $500Ks

Leisure Town, Vacaville, CA

Resale Only | 55+ age-restricted | Built 1964 - present | 1,150 homes

4.3 rating (4 reviews)

Trilogy® at the Vineyards

$700Ks - $1Ms

Trilogy® at the Vineyards, Brentwood, CA

Resale Only | 55+ age-restricted | Built 2006 - 2024 | 1,100 homes

Liberty

$300Ks - $600Ks

Liberty, Rio Vista, CA

New and Resale | 55+ age-restricted | Built 2019 - present | 443 homes

Bay Village

$500Ks - $600Ks

Bay Village, Watsonville, CA

Resale Only | 55+ age-restricted | Built 1969 - 2006 | 378 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.

Pajaro Village

$600Ks - $700Ks

Pajaro Village, Watsonville, CA

Resale Only | 55+ age-restricted | Built 1974 - 2006 | 369 homes

5 rating (1 reviews)

Temelec

$600Ks - $800Ks

Temelec, Sonoma, CA

Resale Only | 55+ age-restricted | Built 1964 - 1974 | 325 homes

5 rating (1 reviews)

Creekside Village

$700Ks - $1Ms

Creekside Village, Sonoma, CA

Resale Only | 55+ age-restricted | Built 1981 - 1989 | 313 homes

Four Seasons at Homestead

$600Ks - $800Ks

Four Seasons at Homestead, Dixon, CA

New Construction | 55+ age-restricted | Built 2022 - present | 302 homes

Woodland Estates

$300Ks - $500Ks

Woodland Estates, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 1976 - 1986 | 285 homes

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Rancho de Napa

$200Ks - $300Ks

Rancho de Napa, Yountville, CA

Resale Only | 55+ age-restricted | Built 1971 - 2004 | 235 homes

Enclave at Mission Falls

$900Ks - $1Ms

Enclave at Mission Falls, Fremont, CA

New Construction | 55+ age-restricted | Built 2019 - present | 231 homes

Diamond Grove

$400Ks - $500Ks

Diamond Grove, Vacaville, CA

Resale Only | 55+ age-restricted | Built 1997 - 2000 | 220 homes

Foster Square

$1Ms - $1Ms

Foster Square, Foster City, CA

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 200 homes

Menlo Commons

$600Ks - $600Ks

Menlo Commons, Menlo Park, CA

Resale Only | 55+ age-restricted | Built 1978 - 1978 | 122 homes

Chantarelle

$700Ks - $700Ks

Chantarelle, Sonoma, CA

Resale Only | 55+ age-restricted | Built 1988 - 1990 | 120 homes

Cottage Green

$600Ks - $600Ks

Cottage Green, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 1990 - 1998 | 117 homes

5 rating (1 reviews)

The Village at Ironwood

$1Ms - $1Ms

The Village at Ironwood, Pleasanton, CA

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 112 homes

Los Gatos Commons

$600Ks - $600Ks

Los Gatos Commons, Los Gatos, CA

Resale Only | 55+ age-restricted | Built 1978 - 1980 | 110 homes

Kindred & Balfour

$600Ks - $700Ks

Kindred & Balfour, Brentwood, CA

New Construction | 55+ age-restricted | Built 2020 - present | 86 homes

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

3 rating (1 reviews)

Bella Vista Park

$500Ks - $500Ks

Bella Vista Park, Yountville, CA

Resale Only | 55+ age-restricted | Built 1967 - present | 83 homes

Willowbrook

$600Ks - $800Ks

Willowbrook, Napa, CA

Resale Only | 55+ age-restricted | Built 1987 - 1989 | 80 homes

The Cottages at Village G...

$400Ks - $600Ks

The Cottages at Village G..., Gilroy, CA

Resale Only | 55+ age-restricted | Built 2003 - 2004 | 77 homes

5 rating (1 reviews)

Barcelona

$500Ks - $700Ks

Barcelona, Brentwood, CA

Resale Only | 55+ age-restricted | Built 2018 - 2021 | 72 homes

Parc Regent Condominium

$2Ms - $2Ms

Parc Regent Condominium, Los Altos, CA

Resale Only | 55+ age-restricted | Built 1996 - 1997 | 57 homes

Sunny Glen

$200Ks - $400Ks

Sunny Glen, San Ramon, CA

Resale Only | 55+ age-restricted | Built 1963 - 1963 | 44 homes

Pine Tree Villas

$700Ks - $700Ks

Pine Tree Villas, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 1991 - 1991 | 42 homes

Connemara

$1Ms - $1Ms

Connemara, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 2014 - 2018 | 36 homes

Villa Capri

$500Ks - $700Ks

Villa Capri, Los Gatos, CA

Resale Only | 55+ age-restricted | Built 1987 - 1987 | 35 homes

Buena Vista

$600Ks - $700Ks

Buena Vista, Morgan Hill, CA

Resale Only | 55+ age-restricted | Built 1994 - 1998 | 32 homes

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Valley Oaks

$700Ks - $800Ks

Valley Oaks, Gilroy, CA

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 24 homes

The Villages Golf & Country Club

8024 PINOT NOIR CT, SAN JOSE, CA, 95135, San Jose, CA 95135

$778,000

2 beds

2 baths

1,646 sq ft

Condo

8024 PINOT NOIR CT, SAN JOSE, CA, 95135

Community: The Villages Golf & Country Club

Trilogy® at Rio Vista

790 OSPREY RIDGE DR, RIO VISTA, CA, 9457..., Rio Vista, CA 94571

$529,500

2 beds

2 baths

1,837 sq ft

House

790 OSPREY RIDGE DR, RIO VISTA, CA, 9457...

Community: Trilogy® at Rio Vista

Leisure Town

124 MONTEREY DR, VACAVILLE, CA, 95687, Vacaville, CA 95687

$269,500

1 beds

1 baths

728 sq ft

House

124 MONTEREY DR, VACAVILLE, CA, 95687

Community: Leisure Town

Woodland Estates

56 CREEKSIDE DR, MORGAN HILL, CA, 95037, Morgan Hill, CA 95037

$350,000

2 beds

2 baths

1,200 sq ft

56 CREEKSIDE DR, MORGAN HILL, CA, 95037

Community: Woodland Estates

Rossmoor

1400 GOLDEN RAIN RD 3, WALNUT CREEK, CA,..., Walnut Creek, CA 94595

$399,950

2 beds

1 baths

1,095 sq ft

Condo

1400 GOLDEN RAIN RD 3, WALNUT CREEK, CA,...

Condo

1125 SINGINGWOOD CT 1, WALNUT CREEK, CA,...

Community: Rossmoor

Woodland Estates

97 MELODY LN # 97, MORGAN HILL, CA, 9503..., Morgan Hill, CA 95037

$429,998

3 beds

2 baths

1,420 sq ft

Double Wide Mobile Home

97 MELODY LN # 97, MORGAN HILL, CA, 9503...

Community: Woodland Estates

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Summerset

1233 ALDERMAN LN, BRENTWOOD, CA, 94513, Brentwood, CA 94513

$519,000

2 beds

2 baths

1,252 sq ft

House

1233 ALDERMAN LN, BRENTWOOD, CA, 94513

Community: Summerset

Foster Square

769 EPPLETON LN UNIT 302, FOSTER CITY, C..., Foster City, CA 94404

$1,399,000

3 beds

3 baths

1,754 sq ft

Condo

769 EPPLETON LN UNIT 302, FOSTER CITY, C...

Community: Foster Square

New Summerset

490 CHESAPEAKE TER, BRENTWOOD, CA, 94513, Brentwood, CA 94513

$699,000

2 beds

3 baths

1,940 sq ft

Single Family Home

490 CHESAPEAKE TER, BRENTWOOD, CA, 94513

Community: Summerset

Rossmoor

1433 OAKMONT DR 4, WALNUT CREEK, CA, 945..., Walnut Creek, CA 94595

$729,000

2 beds

2 baths

1,049 sq ft

Condo

1433 OAKMONT DR 4, WALNUT CREEK, CA, 945...

Community: Rossmoor

Los Gatos Commons

443 ALBERTO WAY B115, LOS GATOS, CA, 950..., Los Gatos, CA 95032

$650,000

2 beds

2 baths

1,076 sq ft

Condo

443 ALBERTO WAY B115, LOS GATOS, CA, 950...

Community: Los Gatos Commons

Liberty

2666 HOPSCOTCH ST, RIO VISTA, CA, 94571, Rio Vista, CA 94571

$466,500

2 beds

2 baths

1,435 sq ft

House

2666 HOPSCOTCH ST, RIO VISTA, CA, 94571

Community: Liberty

Liberty

2640 HOPSCOTCH ST, RIO VISTA, CA, 94571, Rio Vista, CA 94571

$439,500

2 beds

2 baths

1,435 sq ft

House

2640 HOPSCOTCH ST, RIO VISTA, CA, 94571

Community: Liberty

Trilogy® at Rio Vista

2324 SERENITY DR, RIO VISTA, CA, 94571, Rio Vista, CA 94571

$349,900

2 beds

3 baths

1,606 sq ft

Halfplex

2324 SERENITY DR, RIO VISTA, CA, 94571

Community: Trilogy® at Rio Vista

Los Gatos Commons

443 ALBERTO WAY, LOS GATOS, CA, 95032, Los Gatos, CA 95032

$650,000

2 beds

2 baths

1,076 sq ft

Condo

443 ALBERTO WAY, LOS GATOS, CA, 95032

Community: Los Gatos Commons

Trilogy® at Rio Vista

402 RIVERWOOD LN, RIO VISTA, CA, 94571, Rio Vista, CA 94571

$469,000

2 beds

2 baths

1,439 sq ft

House

402 RIVERWOOD LN, RIO VISTA, CA, 94571

Community: Trilogy® at Rio Vista

Want to learn more about 55+ communities in San Mateo, CA? 55places can help!

Questions? Call us: (650) 200-1838

Rossmoor

2573 GOLDEN RAIN RD 4, WALNUT CREEK, CA,..., Walnut Creek, CA 94595

$448,000

2 beds

2 baths

1,157 sq ft

Condo

2573 GOLDEN RAIN RD 4, WALNUT CREEK, CA,...

Community: Rossmoor

New Summerset

939 CENTENNIAL DR, BRENTWOOD, CA, 94513, Brentwood, CA 94513

$525,000

2 beds

2 baths

1,252 sq ft

House

939 CENTENNIAL DR, BRENTWOOD, CA, 94513

Community: Summerset

Oakmont Village

6609 STONE BRIDGE RD, SANTA ROSA, CA, 95..., Santa Rosa, CA 95409

$685,000

3 beds

2 baths

1,671 sq ft

House

6609 STONE BRIDGE RD, SANTA ROSA, CA, 95...

Community: Oakmont Village

Oakmont Village

447 MEADOWGREEN DR, SANTA ROSA, CA, 9540..., Santa Rosa, CA 95409

$599,000

3 beds

2 baths

1,750 sq ft

House

447 MEADOWGREEN DR, SANTA ROSA, CA, 9540...

Community: Oakmont Village

Oakmont Village

284 VALLEY OAKS DR, SANTA ROSA, CA, 9540..., Santa Rosa, CA 95409

$565,000

2 beds

2 baths

1,083 sq ft

House

284 VALLEY OAKS DR, SANTA ROSA, CA, 9540...

Community: Oakmont Village

New Trilogy® at the Vineyards

1641 CHIANTI LN, BRENTWOOD, CA, 94513, Brentwood, CA 94513

$749,000

2 beds

2 baths

1,582 sq ft

House

1641 CHIANTI LN, BRENTWOOD, CA, 94513

Community: Trilogy® at the Vineyards

New Trilogy® at Rio Vista

350 CANYON SPRING DR, RIO VISTA, CA, 945..., Rio Vista, CA 94571

$515,000

2 beds

3 baths

2,302 sq ft

House

350 CANYON SPRING DR, RIO VISTA, CA, 945...

Community: Trilogy® at Rio Vista

New Pine Tree Villas

16950 SUGAR PINE DR, MORGAN HILL, CA, 95..., Morgan Hill, CA 95037

$849,000

2 beds

2 baths

1,280 sq ft

House

16950 SUGAR PINE DR, MORGAN HILL, CA, 95...

Community: Pine Tree Villas

New Trilogy® at Rio Vista

305 BIRCH RIDGE DR, RIO VISTA, CA, 94571, Rio Vista, CA 94571

$399,000

2 beds

2 baths

1,597 sq ft

House

305 BIRCH RIDGE DR, RIO VISTA, CA, 94571

Community: Trilogy® at Rio Vista

Rossmoor

3441 TICE CREEK DR APT 5, WALNUT CREEK, ..., Walnut Creek, CA 94595

$537,500

2 beds

1 baths

1,054 sq ft

Condo

3441 TICE CREEK DR APT 5, WALNUT CREEK, ...

House

451 TAYBERRY LN, BRENTWOOD, CA, 94513

Community: Summerset

1 2 3 4 5 6 7 8 9…10

Frequently Asked Questions

What size 55+ communities are there in San Mateo?

In San Mateo, there is 1 small community with less than 500 homes.

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

The smallest 55+ community in San Mateo has 207 homes, the largest has 207 homes, and the average community consists of 207 homes.

Are there gated 55+ communities in San Mateo?

No, there are no gated 55+ communities in San Mateo.

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

On average, listings in 55+ community in San Mateo stay on the market for around 381 days. The average price of homes for sale in this community is approximately $286,742, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Peninsula Regent average around $286,742.

Bay Area 55+ Housing Market Trends

Trend Shown:

Number of Listings

Want more information about active adult communities around San Mateo?

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 San Mateo?

Call us: (650) 200-1838

36 communities near San Mateo

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.
© 2025 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: Nov 14, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

San Mateo, CA 55+ active adult communities & homes for sale

36 communities near San Mateo

374 homes near San Mateo

2 beds

2 baths

1,646 sq ft

Condo

2 beds

2 baths

1,837 sq ft

House

1 beds

1 baths

728 sq ft

House

2 beds

2 baths

1,200 sq ft

2 beds

1 baths

1,095 sq ft

Condo

2 beds

1 baths

1,054 sq ft

Condo

2 beds

2 baths

1,230 sq ft

House

2 beds

2 baths

1,566 sq ft

House

2 beds

2 baths

1,172 sq ft

House

2 beds

2 baths

1,378 sq ft

Condo

2 beds

2 baths

1,406 sq ft

Condo

2 beds

2 baths

1,157 sq ft

Condo

2 beds

2 baths

1,054 sq ft

Condo

2 beds

2 baths

1,301 sq ft

Condo

3 beds

2 baths

1,420 sq ft

Double Wide Mobile Home

2 beds

2 baths

1,252 sq ft

House

3 beds

3 baths

1,754 sq ft

Condo

2 beds

3 baths

1,940 sq ft

Single Family Home

2 beds

2 baths

1,049 sq ft

Condo

2 beds

2 baths